Lewd Talk Thread [NSFW]
******
Yo
Sarah’s Training pt.2
I sagged against my restraints when I heard the door close. I had no idea what had just happened to me, other than I was intrigued and wanted more. I had never come like that before, actually, I’d never had an orgasm from intercourse alone. This was a whole new world to me and I was excited to delve into it, though my bruised buttocks disagreed. I heard the door open and I straightened up, as much as possible, eager to be released from my bonds. Someone removed my blindfold and I saw it was a woman I didn’t recognize. She was naked with the exception of a leather harness, covering her body with leather straps but leaving little to the imagination. Nipple clamps were attached snugly to the pert tips of her breasts and a chain swung heavily between her nipples as her breasts swayed with exertion.
“What happens now?” I asked, she only shook her head no and held a finger to her lips. She took me by the hand and led me to what looked like a nice, but small, apartment. She released my hand then and motioned for me to have a seat on the settee. I did she smiled, bowed slightly, and left the room. I looked around the room and notice that there are no walls, the kitchen and bedroom and even the bathroom facilities are visible from every vantage point in the large room. I decide to make use of the facilities and clean myself up a little while I wait. Once I had finished, I looked through the wardrobe and the dresser, realizing both are stocked with various types of lingerie and underwear in my size. Even sexy heels and boots filled the closet, all the perfect fit for me. I couldn’t resist and dressed in a lacy, black teddy, pairing it with a pair of black stilettos that made my legs look longer than they already are.
At that moment I heard the door click and turned to watch it open as a woman in a black leather jumpsuit entered. She was wearing boots and had long red hair that was pulled back severely at the nape of her neck. She was stunning, with icy blue eyes and full red lips. She carried a binder and shut the door after entering the room.
“Sarah, correct?” She asked in a clipped, unidentifiable accent.
“Yes, I’m Sarah,” I stammered, caught off guard and wearing lingerie that didn’t belong to me. I still thought it was better than being naked, even if it was strange to wear someone else’s lingerie.
“Very good,” she replied. “You received a passing interview score, so we’ll be moving forward to the next step, you may call me Mistress.”
“Yes, Mistress,” I said, deciding to play along, after all, I still needed the money and this job was supposed to pay very well.
“Now, Sarah, I know you’ve had a big day so far, but we have some important things to discuss in reference to your training. First of all, you are to wash yourself and change clothes every time you are brought to this, your, room. When a superior enters the room you will kneel in the center of the room and keep your gaze averted. Do you understand?”
“Yes, Mistress,” I said as I quickly knelt in the middle of the room, looking down at the floor, barely seeing her booted feet out of my peripheral vision.
“Excellent,” Mistress said, as she walked a lap around my nearly naked body, kneeling before her on the floor. “Now, of course, your lingerie and shoe budget will be taken from your paycheck.”
I gasped and raised my head to look at her in shock, I wasn’t expecting that!
CRACK! She slapped me across the face and walked to the wall where a variety of sex toys and whips were held. She picked up a flogger and returned to my kneeling body.
“I told you to keep your eyes down!” She said sternly, as she traced my back and breasts with the flogger. I shuddered at its touch, trying to still myself but anticipating more blows.
“I’m sorry Mistress,” I murmured, as I stared down at my knees, careful not to look at her.
“That’s better. I want you on your hands and knees,” she told me, and I moved to adjust my position, but not quickly enough as I felt the flogger raining down on my back and buttocks, not hard, but enough to sting.
“I want you on your hands and knees now,” she said sternly. I struggled to comply, stiff from the time I spent tied earlier. I stayed there, on my hands and knees, looking down, while Mistress walked to the wall of debauchery again and removed some objects I couldn’t make out without looking up. She returned to me and unfastened the crotch of my teddy, exposing my soft folds and puckered anus to her gaze as she pulled the lingerie up over my buttocks. She petted my ass cheeks gently, tsking as she examined the marks left by the interviewer.
“We’ll have to do something about this,” she said and she began spreading something cool and creamy on my affronted skin. Immediately the fire dissipated and I felt much more comfortable.
“Thank you, Mistress.” I told her gratefully as she eased my hurts.
“Oh, you’ll be thanking me,” she chuckled as she spread more salve on my wounds. After she finished, she rose and stripped, I snuck a peak at her body and it was fabulous, trim and toned with legs even longer than mine. I wondered why she was stripping though…and then she sat on the edge of the settee, leaning back with her eyes half closed.
“Come, thank me with that pretty mouth again,” she said. I crawled over to Mistress and realized she wanted me to pleasure her with my mouth. I’d never been with a woman in any capacity before, but the idea was intriguing. Honestly, it just hadn’t occurred to me that pleasuring women might be a part of the escort business, but it is the 20’s so I couldn’t be too surprised.
I knelt between Mistress’s knees, eye level with her cunt and more than a little confused. I was trying to decide what to do to start when Mistress took control. She grabbed my head between her hands and brought my mouth level with her cunt.
“Eat me out,” she said, and I obliged. I started out by tentatively licking her outer lips, tasting her for the first time. She didn’t taste bad by any means, but it was definitely foreign to my tongue. I licked her clit and teased her nub before licking up and down her slit, exploring the juices inside her lips and feeling their slickness on my tongue and lips.
“That’s it kitten, keep it up,” she breathed as I began to attack her cunt more voraciously with my mouth, adding suction to the process and causing Mistress to squirm. I sucked on her clit gently, worrying it between my lips before sucking it into my mouth and feeding on it like my life depended on it, because in a way, it did. Her legs started twitching and I released her clit, returning to lick her juices up as if I wanted to dry her pussy with my tongue. I moaned deeply and Mistress all but purred. She pushed my head away then, and I blinked, surprised.
“Crawl onto the bed and lay down on your back,” she told me, pushing my face away from between her knees at the same time. I turned toward the mattress on the floor of the room and began to crawl, awkwardly, still wearing the heels after all. I complied with her instructions and laid on my back, wondering what was going to happen next. I arched slightly on the bed, beginning to get turned on by the sexy activity I was participating in. Mistress approached the bed and stood over my head before mounting my face with her pussy. I realized I was to continue my ministrations and began sucking and licking her sopping cunt again as I realized she was spreading my own pussy lips with her fingers. I moaned in her cunt as I felt her insert a vibrator into my soaking snatch, driving it to the hilt easily thanks to my own juices providing plenty of lubrication.
As Mistress knelt over my face, she began fucking me with the vibrator and I continued moaning into her cunt, feverish with desire for an orgasm. Suddenly the vibrator jumped to life as I realized it had a nub for my clit as well as the staff for my cunt. The vibration on my clit was too much and my legs started to shake while I continued licking and sucking Mistress’s clit. I cried out into her pussy with pleasure as waves of emotion swept over me. Mistress changed the setting on the vibrator and I felt waves of buzzing inside my cunt as well as a rhythmic buzzing on my clit. It was all too much for me and I began to cum, screaming into Mistress’s snatch while I did, pausing my attention to her clit.
Mistress began flogging me with the flogger, on the thighs and between them. “I. Didn’t. Tell. You. To. Come.” She exclaimed as she struck me.
“This feels like déjà vu,” I thought to myself, still shaking as the vibrator was plunged in and out of my cunt while the flogging continued. I was still cumming, but, decided to re-focus on Mistress’s cunt and that decision earned me a reprieve from the whipping. I moved my mouth around Mistress’s cunt, nuzzling her snatch and licking her hole before moving back to her clit. I resumed sucking and tonguing her clit while she continued to thrust the vibrator in and out, hitting all the right spots, including my g-spot and my clit. My cunt quaked around the vibrator, still cumming as I felt Mistress tighten above my mouth and drive her pussy down harder on my mouth, overtaken by her own orgasm. I kept sucking until she rose off my face and she withdrew the vibrator from my own cunt.
“You have a lot of potential, but you have to get your orgasms under control,” Mistress told me, as she re-dressed and I recovered from my minutes long orgasm. With that, she left the room after tossing the notebook on to the bed.
@That1GuyGAMER18
wink wink
I sagged against my restraints when I heard the door close. I had no idea what had just happened to me, other than I was intrigued and wanted more. I had never come like that before, actually, I’d never had an orgasm from intercourse alone. This was a whole new world to me and I was excited to delve into it, though my bruised buttocks disagreed. I heard the door open and I straightened up, as much as possible, eager to be released from my bonds. Someone removed my blindfold and I saw it was a woman I didn’t recognize. She was naked with the exception of a leather harness, covering her body with leather straps but leaving little to the imagination. Nipple clamps were attached snugly to the pert tips of her breasts and a chain swung heavily between her nipples as her breasts swayed with exertion.
“What happens now?” I asked, she only shook her head no and held a finger to her lips. She took me by the hand and led me to what looked like a nice, but small, apartment. She released my hand then and motioned for me to have a seat on the settee. I did she smiled, bowed slightly, and left the room. I looked around the room and notice that there are no walls, the kitchen and bedroom and even the bathroom facilities are visible from every vantage point in the large room. I decide to make use of the facilities and clean myself up a little while I wait. Once I had finished, I looked through the wardrobe and the dresser, realizing both are stocked with various types of lingerie and underwear in my size. Even sexy heels and boots filled the closet, all the perfect fit for me. I couldn’t resist and dressed in a lacy, black teddy, pairing it with a pair of black stilettos that made my legs look longer than they already are.
At that moment I heard the door click and turned to watch it open as a woman in a black leather jumpsuit entered. She was wearing boots and had long red hair that was pulled back severely at the nape of her neck. She was stunning, with icy blue eyes and full red lips. She carried a binder and shut the door after entering the room.
“Sarah, correct?” She asked in a clipped, unidentifiable accent.
“Yes, I’m Sarah,” I stammered, caught off guard and wearing lingerie that didn’t belong to me. I still thought it was better than being naked, even if it was strange to wear someone else’s lingerie.
“Very good,” she replied. “You received a passing interview score, so we’ll be moving forward to the next step, you may call me Mistress.”
“Yes, Mistress,” I said, deciding to play along, after all, I still needed the money and this job was supposed to pay very well.
“Now, Sarah, I know you’ve had a big day so far, but we have some important things to discuss in reference to your training. First of all, you are to wash yourself and change clothes every time you are brought to this, your, room. When a superior enters the room you will kneel in the center of the room and keep your gaze averted. Do you understand?”
“Yes, Mistress,” I said as I quickly knelt in the middle of the room, looking down at the floor, barely seeing her booted feet out of my peripheral vision.
“Excellent,” Mistress said, as she walked a lap around my nearly naked body, kneeling before her on the floor. “Now, of course, your lingerie and shoe budget will be taken from your paycheck.”
I gasped and raised my head to look at her in shock, I wasn’t expecting that!
CRACK! She slapped me across the face and walked to the wall where a variety of sex toys and whips were held. She picked up a flogger and returned to my kneeling body.
“I told you to keep your eyes down!” She said sternly, as she traced my back and breasts with the flogger. I shuddered at its touch, trying to still myself but anticipating more blows.
“I’m sorry Mistress,” I murmured, as I stared down at my knees, careful not to look at her.
“That’s better. I want you on your hands and knees,” she told me, and I moved to adjust my position, but not quickly enough as I felt the flogger raining down on my back and buttocks, not hard, but enough to sting.
“I want you on your hands and knees now,” she said sternly. I struggled to comply, stiff from the time I spent tied earlier. I stayed there, on my hands and knees, looking down, while Mistress walked to the wall of debauchery again and removed some objects I couldn’t make out without looking up. She returned to me and unfastened the crotch of my teddy, exposing my soft folds and puckered anus to her gaze as she pulled the lingerie up over my buttocks. She petted my ass cheeks gently, tsking as she examined the marks left by the interviewer.
“We’ll have to do something about this,” she said and she began spreading something cool and creamy on my affronted skin. Immediately the fire dissipated and I felt much more comfortable.
“Thank you, Mistress.” I told her gratefully as she eased my hurts.
“Oh, you’ll be thanking me,” she chuckled as she spread more salve on my wounds. After she finished, she rose and stripped, I snuck a peak at her body and it was fabulous, trim and toned with legs even longer than mine. I wondered why she was stripping though…and then she sat on the edge of the settee, leaning back with her eyes half closed.
“Come, thank me with that pretty mouth again,” she said. I crawled over to Mistress and realized she wanted me to pleasure her with my mouth. I’d never been with a woman in any capacity before, but the idea was intriguing. Honestly, it just hadn’t occurred to me that pleasuring women might be a part of the escort business, but it is the 20’s so I couldn’t be too surprised.
I knelt between Mistress’s knees, eye level with her cunt and more than a little confused. I was trying to decide what to do to start when Mistress took control. She grabbed my head between her hands and brought my mouth level with her cunt.
“Eat me out,” she said, and I obliged. I started out by tentatively licking her outer lips, tasting her for the first time. She didn’t taste bad by any means, but it was definitely foreign to my tongue. I licked her clit and teased her nub before licking up and down her slit, exploring the juices inside her lips and feeling their slickness on my tongue and lips.
“That’s it kitten, keep it up,” she breathed as I began to attack her cunt more voraciously with my mouth, adding suction to the process and causing Mistress to squirm. I sucked on her clit gently, worrying it between my lips before sucking it into my mouth and feeding on it like my life depended on it, because in a way, it did. Her legs started twitching and I released her clit, returning to lick her juices up as if I wanted to dry her pussy with my tongue. I moaned deeply and Mistress all but purred. She pushed my head away then, and I blinked, surprised.
“Crawl onto the bed and lay down on your back,” she told me, pushing my face away from between her knees at the same time. I turned toward the mattress on the floor of the room and began to crawl, awkwardly, still wearing the heels after all. I complied with her instructions and laid on my back, wondering what was going to happen next. I arched slightly on the bed, beginning to get turned on by the sexy activity I was participating in. Mistress approached the bed and stood over my head before mounting my face with her pussy. I realized I was to continue my ministrations and began sucking and licking her sopping cunt again as I realized she was spreading my own pussy lips with her fingers. I moaned in her cunt as I felt her insert a vibrator into my soaking snatch, driving it to the hilt easily thanks to my own juices providing plenty of lubrication.
As Mistress knelt over my face, she began fucking me with the vibrator and I continued moaning into her cunt, feverish with desire for an orgasm. Suddenly the vibrator jumped to life as I realized it had a nub for my clit as well as the staff for my cunt. The vibration on my clit was too much and my legs started to shake while I continued licking and sucking Mistress’s clit. I cried out into her pussy with pleasure as waves of emotion swept over me. Mistress changed the setting on the vibrator and I felt waves of buzzing inside my cunt as well as a rhythmic buzzing on my clit. It was all too much for me and I began to cum, screaming into Mistress’s snatch while I did, pausing my attention to her clit.
Mistress began flogging me with the flogger, on the thighs and between them. “I. Didn’t. Tell. You. To. Come.” She exclaimed as she struck me.
“This feels like déjà vu,” I thought to myself, still shaking as the vibrator was plunged in and out of my cunt while the flogging continued. I was still cumming, but, decided to re-focus on Mistress’s cunt and that decision earned me a reprieve from the whipping. I moved my mouth around Mistress’s cunt, nuzzling her snatch and licking her hole before moving back to her clit. I resumed sucking and tonguing her clit while she continued to thrust the vibrator in and out, hitting all the right spots, including my g-spot and my clit. My cunt quaked around the vibrator, still cumming as I felt Mistress tighten above my mouth and drive her pussy down harder on my mouth, overtaken by her own orgasm. I kept sucking until she rose off my face and she withdrew the vibrator from my own cunt.
“You have a lot of potential, but you have to get your orgasms under control,” Mistress told me, as she re-dressed and I recovered from my minutes long orgasm. With that, she left the room after tossing the notebook on to the bed.
@That1GuyGAMER18
wink wink
That1GuyGAMER18
Hey look. It's me.
@WinterFlower154
Oh… Oh my… That’s really hot… I uh… Gotta go for minute.
Oh… Oh my… That’s really hot… I uh… Gotta go for minute.
******
Yo
I’m Not Gay pt.1
My mother was born in Spain and my dad Canadian with a British heritage. They met at university and my mom introduced him to her and her family’s naturist lifestyle. My mom was firm that her husband-to-be had to embrace naturism and that they would raise their children in that lifestyle.
Initially, Dad was not thrilled, but mom had won his heart and he would do anything for her. His first encounter with his mother and father-in-law was awkward, but quickly changed and he embraced the freedom of no clothing.
I’m the second of two children, my sister being two years older than me. We grew up in that lifestyle and seeing my parents and sister nude was as normal as seeing birds fly.
All went well until puberty, but mom and dad guided us through that period of change. My friends knew that we were a nudist family, but when non-naturists visited, we would all be clothed.
In the summer, we would vacation at nudist resorts and there is a clear separation between naturism and sex. I seldom saw a male get aroused and on the few occasions I did, the person covered up or it was during sports and the erection came and went.
Another time or two occurred when a man was sleeping on the beach or by the pool and it was a natural thing that happened during sleep.
In my late teens, I dated two different girls and although we never had intercourse, both of them loved to kiss and we would kiss for hours and hours. Neither was comfortable with naturism and that was the reason for our breakups.
Summer was soon approaching and being single, I agreed to go with my mom and dad on their summer vacation. Half way through the trip, I did something taboo and out of character.
Mom and dad were at the beach and I was lazing at the pool. I was keeping well hydrated, to the point that nature called. I slipped on my water shoes and walked the short distance to the change room. My bladder was about to burst as I stepped up to the urinal and sighed as my pee flowed.
I performed the mandatory shakes, ensuring that there were no droplets left. What a relief that was. I walked over to one of the sinks and began washing my hands. While doing that, a tall man with dark hair walked in and over to a urinal.
I could see him in the mirror and guessed he was in his late thirties or early forties. His shoulders were broad, which led to a slender waist, rounded bottom and long legs. A quick glance isn’t a sin, but watching him as he walked towards the sinks was.
His face was clean shaven, his chest had a soft covering of dark hair and below his tummy was a flaccid, fairly thick around uncut cock. I’d never stared like this before, nor experienced a warm flush while looking at another male. My last two girlfriends had this affect on me and to say I was confused would be a gross understatement.
He ran the water in the sink next to mine and turned his head towards me.
“You are aware that it’s impolite to stare?”
I turned in his direction. “Yes. Sorry. Really, I’m so sorry.”
He raised his wet hands in the air. “Whoa, slow down. In public it’s impolite, but here, with just us two is okay.”
“My mom would have a huge problem differentiating between public and private when it comes to staring.”
“But your mom isn’t a guy with an attraction to other guys, so it’s normal to at least peek,” he said.
“I’m not attracted to guys,” I said defensively.
He smiled. “Are you sure? There was a time when I thought that as well.”
“No, really. I’m not attracted to guys.”
He soaped his hands and dried them with a towel. “Okay. Let’s start again,” and he held out his hand for me to shake.
I reached out, taking his hand. “My name is Peter and I’m sorry for looking.”
“I’m Shawn. My unit is 145 and you have an open invitation to drop by at any time.”
I watched as he left, noticing how smooth and fluid his walk was. I’ve never been attracted to guys,, but there was no denying that the sight of him had stirred something inside me.
I’d hoped that jumping in the pool and swimming would take my mind off of Shawn, but if anything, I couldn’t stop thinking of him. He said I had an attraction to guys and perhaps he was right. I had warmed at the sight of him, but perhaps it was my hormones running wild. Maybe I needed to get laid, or at least find a girl who would stroke my cock.
But, he walked and talked with confidence and his smile was as nice as a fall sunset. I stayed in the water until the skin on my fingers was a mass of wrinkles and while stepping out of the pool I wondered, why would he invite me to his unit.
Was he with a girlfriend or wife, or with another guy? He all but said he was gay or at the least had an interest in guys. Life was becoming way too complicated.
I helped dad barbecue hamburgers while mom went to the cafe to purchase fries.
Dad was just over six feet tall, had salt and pepper curly hair on his chest and trimmed pubic hair over an average size penis. Seeing him nude was more normal than seeing him clothed. Mom would always compliment his good looks and she said I had a great combination of his nose and her eyes and lips.
Mom’s hair was a shimmering dark black and through the years there were many guys that gave her a look. She was beautiful on the outside and even more caring and beautiful on the inside. Many times dad would say that I was like her and I took that to be the height of compliments.
I was still troubled by the incident in the restroom and my parents had always said that they were there, at anytime, to listen to me or my sister.
“Mom, dad. Something happened this afternoon that’s bothering me.”
“What’s that, sweetie?” mom asked.
I related to them about staring at a guy in the restroom. I told them that the man had just brushed it off, but I felt guilty.
“Peter,” mom said. “You know I’m a real stickler for people that stare, mostly because I’ve felt many eyes on me and it makes me uncomfortable. At your age, your experience is limited and there is a great deal of self-discovery that hasn’t happened.”
Mom continued. “Don’t be hard on yourself and treat everything as a learning experience.”
I was about to tell them about the warm flush that went through me, but there were some things that parents just didn’t need to know. The thought of being attracted to the same sex was one of them.
Changing the subject seemed like a good idea. “Dad, great job with the burgers and great fries, mom.”
Mom laughed. “You know I didn’t cook them. Gheesh, burn fries once and pay for it forever.”
Dad winked. “Just once?”
I helped clear the table and with the dishes, every now and then the numbers 1, 4 and 5 playing in my mind.
Mom and dad had gone for a walk and I sat outside with a diet soda and one of mom’s paranormal romance books. This one was titled “Cry Wolf” and it captured my interest from the first page. I learned about wolf pack hierarchy… concepts of alpha, omega, beta and subordinate, along with dominance and submission.
I tried to relate those concepts with my last two girlfriends and it just didn’t seem to work. I initiated kisses with my first girlfriend, but my second girlfriend took the lead every time. I preferred my second girlfriend’s approach because I didn’t have to worry about rejection and since she started the kisses, I knew she wanted to kiss and wasn’t just going along with it.
I woke the next morning to a note on the kitchen table, my parents informing me that they were going to tour the countryside and not to expect them back until dinner time. I showered, sipped a glass of juice, devoured a bagel and wondered if I should walk by Unit 145.
My cock twitched at the thought and it was either telling me to visit or to stay away. During my teen years, I thought I was normal and there was no indication that I might be gay. I’d never been sexual with another guy and being masturbated from Jen felt a thousand times better than when I did it myself.
But, I can’t deny the warmth that flowed through me when I saw Shawn in the mirror and it wasn’t just his cock, it was his shoulders, his chest, the look of confidence and the swagger of his walk.
I wasn’t quite nude as I left our unit and walked on the curving path to the units in the one hundreds. I was wearing sunglasses and walking shoes, feeling the morning sun and the wisps of a fresh, clean breeze over my body.
I walked past Shawn’s unit several times and entered one of the cafes on this end of the complex.
Shawn was sitting at a table, a coffee and a chocolate donut on the table in front of him and his phone in hand.
He looked up and smiled. “Morning Peter. Do you have time to join me?”
“Sure,” I said. “If you don’t mind.”
“Not only don’t I mind, it would be a pleasure to have you in my company. Would you like a coffee, tea or something else?” he asked.
“I’ll get a tea for myself,” I said.
“Nonsense, my treat.”
I got a small towel from the rack, placed it on the bench and sat while Shawn went to the counter for my drink. He stood tall and must have said something funny as the server gently tapped his arm and laughed.
As he turned towards the table, I purposely looked out the window, fearful that if I hadn’t looked away I would have stared at him from head to toe.
He set the tea in front of me and moved the creamers, milk and sugar in my direction.
“Are you here with anybody?” he asked.
“I’m with my mom and dad, our unit is close to the kidney shaped pool.”
“Close to where we met yesterday,” he said.
“Yeah, my learning experience.”
“Learning experience?” he asked.
“I told my mom and dad about my faux pas and my mom said that everything a person does is a learning experience, not something that is necessarily considered right or wrong.”
“She sounds like a wise lady,” Shawn said.
We chatted for over a half hour, bouncing from subject to subject, from naturism to sports and to sexuality.
“Why do you think I’m attracted to guys?” I asked. “I’ve never felt that way about another guy and definitely never been sexual with a dude.”
“I’ve been attracted to both guys and girls and I’ve been sexual with both as well. I don’t think I’ve got any special gifts or insights, but I do have years of experience that you don’t.”
“You don’t look that old,” I said.
He laughed. “I hope I still have a few more good years left in me.” He continued. “I was flattered that you were looking at me in the mirror and it wasn’t just the fact that you were looking, but it was the look in your eyes as you were looking.”
“The look in my eyes,” I said.
“Yes. It’s difficult to explain, but your eyes had a dreamy look. It’s like your mind was processing something that you were experiencing as pleasurable.”
The warm flush I felt yesterday was slowly spreading through my body again and although I tried to stop it, I was horribly incapable of doing so.
“Let me tell you a story…
When I was about your age, perhaps a little older, hitching wasn’t the taboo it is today. Whether a blessing or a curse, I was hitchhiking home and got picked up by a man who turned out to be forty-five.
Can’t remember the type of car it was, but it had a bench seat in front, not like the bucket seats of today. He talked about sports and his job as a sales representative and all the travelling he did.
I listened to him and for the most part, looked out the side window, but when I looked at his direction, I noticed his hand was inches from my leg. He slid his hand to my leg and rested it just above my knee.
“It’s okay,” he said.
He kept his hand there for a few minutes and then slid it higher until it was over my crotch. Part of me urged him to stop, but part of me liked his touch and didn’t want him to stop. I didn’t say a word, my arousal spoke for me.
His hand gently took mine and he guided it between his legs. There was a noticeable bulge and I felt a warm flush wash over me.
“My house is nearby, if you would like to go there. I promise not to do anything that you don’t want me to do and I will stop immediately if you ask me too.”
My mind was racing. I didn’t think he would harm me in any way, but two males having sex isn’t like it is today and even today it’s not open the way it should be and like you, I never was attracted to guys.
I didn’t say yes and I couldn’t say no and minutes later he turned the car into a driveway.
He turned to me. “Your body shows arousal, but your mind is filled with doubt. I can teach you many things, or I can gladly drive you home and wish you all the happiness the world has to offer.”
“I’m not gay,” I said.
He smiled warmly. “I have a wife and two children in university and I’m not gay either.”
I opened the door and he shut off the car engine.
Shawn took the final bite of his donut. “Would you like to join me back at my place?” he asked.
“I’m not gay,” I said.
He smiled warmly. “Gay is just a label and when it comes to sexuality, nothing is as simple as a label.”
“I would like to go with you, but I need a moment or two before I can get up.”
Shawn laughed. “You mean get down.”
I could only guess how red my cheeks were by the warmth I felt flowing through them.
My mother was born in Spain and my dad Canadian with a British heritage. They met at university and my mom introduced him to her and her family’s naturist lifestyle. My mom was firm that her husband-to-be had to embrace naturism and that they would raise their children in that lifestyle.
Initially, Dad was not thrilled, but mom had won his heart and he would do anything for her. His first encounter with his mother and father-in-law was awkward, but quickly changed and he embraced the freedom of no clothing.
I’m the second of two children, my sister being two years older than me. We grew up in that lifestyle and seeing my parents and sister nude was as normal as seeing birds fly.
All went well until puberty, but mom and dad guided us through that period of change. My friends knew that we were a nudist family, but when non-naturists visited, we would all be clothed.
In the summer, we would vacation at nudist resorts and there is a clear separation between naturism and sex. I seldom saw a male get aroused and on the few occasions I did, the person covered up or it was during sports and the erection came and went.
Another time or two occurred when a man was sleeping on the beach or by the pool and it was a natural thing that happened during sleep.
In my late teens, I dated two different girls and although we never had intercourse, both of them loved to kiss and we would kiss for hours and hours. Neither was comfortable with naturism and that was the reason for our breakups.
Summer was soon approaching and being single, I agreed to go with my mom and dad on their summer vacation. Half way through the trip, I did something taboo and out of character.
Mom and dad were at the beach and I was lazing at the pool. I was keeping well hydrated, to the point that nature called. I slipped on my water shoes and walked the short distance to the change room. My bladder was about to burst as I stepped up to the urinal and sighed as my pee flowed.
I performed the mandatory shakes, ensuring that there were no droplets left. What a relief that was. I walked over to one of the sinks and began washing my hands. While doing that, a tall man with dark hair walked in and over to a urinal.
I could see him in the mirror and guessed he was in his late thirties or early forties. His shoulders were broad, which led to a slender waist, rounded bottom and long legs. A quick glance isn’t a sin, but watching him as he walked towards the sinks was.
His face was clean shaven, his chest had a soft covering of dark hair and below his tummy was a flaccid, fairly thick around uncut cock. I’d never stared like this before, nor experienced a warm flush while looking at another male. My last two girlfriends had this affect on me and to say I was confused would be a gross understatement.
He ran the water in the sink next to mine and turned his head towards me.
“You are aware that it’s impolite to stare?”
I turned in his direction. “Yes. Sorry. Really, I’m so sorry.”
He raised his wet hands in the air. “Whoa, slow down. In public it’s impolite, but here, with just us two is okay.”
“My mom would have a huge problem differentiating between public and private when it comes to staring.”
“But your mom isn’t a guy with an attraction to other guys, so it’s normal to at least peek,” he said.
“I’m not attracted to guys,” I said defensively.
He smiled. “Are you sure? There was a time when I thought that as well.”
“No, really. I’m not attracted to guys.”
He soaped his hands and dried them with a towel. “Okay. Let’s start again,” and he held out his hand for me to shake.
I reached out, taking his hand. “My name is Peter and I’m sorry for looking.”
“I’m Shawn. My unit is 145 and you have an open invitation to drop by at any time.”
I watched as he left, noticing how smooth and fluid his walk was. I’ve never been attracted to guys,, but there was no denying that the sight of him had stirred something inside me.
I’d hoped that jumping in the pool and swimming would take my mind off of Shawn, but if anything, I couldn’t stop thinking of him. He said I had an attraction to guys and perhaps he was right. I had warmed at the sight of him, but perhaps it was my hormones running wild. Maybe I needed to get laid, or at least find a girl who would stroke my cock.
But, he walked and talked with confidence and his smile was as nice as a fall sunset. I stayed in the water until the skin on my fingers was a mass of wrinkles and while stepping out of the pool I wondered, why would he invite me to his unit.
Was he with a girlfriend or wife, or with another guy? He all but said he was gay or at the least had an interest in guys. Life was becoming way too complicated.
I helped dad barbecue hamburgers while mom went to the cafe to purchase fries.
Dad was just over six feet tall, had salt and pepper curly hair on his chest and trimmed pubic hair over an average size penis. Seeing him nude was more normal than seeing him clothed. Mom would always compliment his good looks and she said I had a great combination of his nose and her eyes and lips.
Mom’s hair was a shimmering dark black and through the years there were many guys that gave her a look. She was beautiful on the outside and even more caring and beautiful on the inside. Many times dad would say that I was like her and I took that to be the height of compliments.
I was still troubled by the incident in the restroom and my parents had always said that they were there, at anytime, to listen to me or my sister.
“Mom, dad. Something happened this afternoon that’s bothering me.”
“What’s that, sweetie?” mom asked.
I related to them about staring at a guy in the restroom. I told them that the man had just brushed it off, but I felt guilty.
“Peter,” mom said. “You know I’m a real stickler for people that stare, mostly because I’ve felt many eyes on me and it makes me uncomfortable. At your age, your experience is limited and there is a great deal of self-discovery that hasn’t happened.”
Mom continued. “Don’t be hard on yourself and treat everything as a learning experience.”
I was about to tell them about the warm flush that went through me, but there were some things that parents just didn’t need to know. The thought of being attracted to the same sex was one of them.
Changing the subject seemed like a good idea. “Dad, great job with the burgers and great fries, mom.”
Mom laughed. “You know I didn’t cook them. Gheesh, burn fries once and pay for it forever.”
Dad winked. “Just once?”
I helped clear the table and with the dishes, every now and then the numbers 1, 4 and 5 playing in my mind.
Mom and dad had gone for a walk and I sat outside with a diet soda and one of mom’s paranormal romance books. This one was titled “Cry Wolf” and it captured my interest from the first page. I learned about wolf pack hierarchy… concepts of alpha, omega, beta and subordinate, along with dominance and submission.
I tried to relate those concepts with my last two girlfriends and it just didn’t seem to work. I initiated kisses with my first girlfriend, but my second girlfriend took the lead every time. I preferred my second girlfriend’s approach because I didn’t have to worry about rejection and since she started the kisses, I knew she wanted to kiss and wasn’t just going along with it.
I woke the next morning to a note on the kitchen table, my parents informing me that they were going to tour the countryside and not to expect them back until dinner time. I showered, sipped a glass of juice, devoured a bagel and wondered if I should walk by Unit 145.
My cock twitched at the thought and it was either telling me to visit or to stay away. During my teen years, I thought I was normal and there was no indication that I might be gay. I’d never been sexual with another guy and being masturbated from Jen felt a thousand times better than when I did it myself.
But, I can’t deny the warmth that flowed through me when I saw Shawn in the mirror and it wasn’t just his cock, it was his shoulders, his chest, the look of confidence and the swagger of his walk.
I wasn’t quite nude as I left our unit and walked on the curving path to the units in the one hundreds. I was wearing sunglasses and walking shoes, feeling the morning sun and the wisps of a fresh, clean breeze over my body.
I walked past Shawn’s unit several times and entered one of the cafes on this end of the complex.
Shawn was sitting at a table, a coffee and a chocolate donut on the table in front of him and his phone in hand.
He looked up and smiled. “Morning Peter. Do you have time to join me?”
“Sure,” I said. “If you don’t mind.”
“Not only don’t I mind, it would be a pleasure to have you in my company. Would you like a coffee, tea or something else?” he asked.
“I’ll get a tea for myself,” I said.
“Nonsense, my treat.”
I got a small towel from the rack, placed it on the bench and sat while Shawn went to the counter for my drink. He stood tall and must have said something funny as the server gently tapped his arm and laughed.
As he turned towards the table, I purposely looked out the window, fearful that if I hadn’t looked away I would have stared at him from head to toe.
He set the tea in front of me and moved the creamers, milk and sugar in my direction.
“Are you here with anybody?” he asked.
“I’m with my mom and dad, our unit is close to the kidney shaped pool.”
“Close to where we met yesterday,” he said.
“Yeah, my learning experience.”
“Learning experience?” he asked.
“I told my mom and dad about my faux pas and my mom said that everything a person does is a learning experience, not something that is necessarily considered right or wrong.”
“She sounds like a wise lady,” Shawn said.
We chatted for over a half hour, bouncing from subject to subject, from naturism to sports and to sexuality.
“Why do you think I’m attracted to guys?” I asked. “I’ve never felt that way about another guy and definitely never been sexual with a dude.”
“I’ve been attracted to both guys and girls and I’ve been sexual with both as well. I don’t think I’ve got any special gifts or insights, but I do have years of experience that you don’t.”
“You don’t look that old,” I said.
He laughed. “I hope I still have a few more good years left in me.” He continued. “I was flattered that you were looking at me in the mirror and it wasn’t just the fact that you were looking, but it was the look in your eyes as you were looking.”
“The look in my eyes,” I said.
“Yes. It’s difficult to explain, but your eyes had a dreamy look. It’s like your mind was processing something that you were experiencing as pleasurable.”
The warm flush I felt yesterday was slowly spreading through my body again and although I tried to stop it, I was horribly incapable of doing so.
“Let me tell you a story…
When I was about your age, perhaps a little older, hitching wasn’t the taboo it is today. Whether a blessing or a curse, I was hitchhiking home and got picked up by a man who turned out to be forty-five.
Can’t remember the type of car it was, but it had a bench seat in front, not like the bucket seats of today. He talked about sports and his job as a sales representative and all the travelling he did.
I listened to him and for the most part, looked out the side window, but when I looked at his direction, I noticed his hand was inches from my leg. He slid his hand to my leg and rested it just above my knee.
“It’s okay,” he said.
He kept his hand there for a few minutes and then slid it higher until it was over my crotch. Part of me urged him to stop, but part of me liked his touch and didn’t want him to stop. I didn’t say a word, my arousal spoke for me.
His hand gently took mine and he guided it between his legs. There was a noticeable bulge and I felt a warm flush wash over me.
“My house is nearby, if you would like to go there. I promise not to do anything that you don’t want me to do and I will stop immediately if you ask me too.”
My mind was racing. I didn’t think he would harm me in any way, but two males having sex isn’t like it is today and even today it’s not open the way it should be and like you, I never was attracted to guys.
I didn’t say yes and I couldn’t say no and minutes later he turned the car into a driveway.
He turned to me. “Your body shows arousal, but your mind is filled with doubt. I can teach you many things, or I can gladly drive you home and wish you all the happiness the world has to offer.”
“I’m not gay,” I said.
He smiled warmly. “I have a wife and two children in university and I’m not gay either.”
I opened the door and he shut off the car engine.
Shawn took the final bite of his donut. “Would you like to join me back at my place?” he asked.
“I’m not gay,” I said.
He smiled warmly. “Gay is just a label and when it comes to sexuality, nothing is as simple as a label.”
“I would like to go with you, but I need a moment or two before I can get up.”
Shawn laughed. “You mean get down.”
I could only guess how red my cheeks were by the warmth I felt flowing through them.
******
Yo
My Name is Sylvia
My name is Sylvia, I grew up on Cape Cod and now I am a thirty-nine-year-old widow living in Boston. Financially, I am secure, you could say I am independently wealthy, but I will get into that later in the story. I only go to work when I want to, sometimes only a few hours a week.
Because, I don’t have to spend much time at work, I have time to do things like working out five times a week and spending time at the spa getting massages, facials, nails and whatever else might strike my fancy. For the most part I hate shopping, so I have an assistant that takes care of that for me. The only store I frequent often is my favorite lingerie shop in Boston, which I will also get into that later in the story.
At thirty-nine I have been told that I am one fine looking lady, I respond to the compliment with a, “Thank you.” I have to admit the hard work has paid off for me, I do look good. Oh, who am I kidding, I’m fucking hot, I can stand up to almost any 25-year-old babe out there. I am 34D-23-34 and stand 5’6”. My abs are solid, my ass is round and my boobs are natural and firm. My brown hair is long and straight. I will admit I might have a couple of mild crowsfeet on my brown eyes. Oh, and I forgot to mention, the other spa service I have utilized is laser hair removal, my pussy and ass are as smooth as the day I was born. So by now I must sound like a total cunt.
I have four fetishes, I love lingerie, sucking cock, gentleman and hairless bodies. Sorry, let me rephrase that, I like men with no hair on their bodies, minimal hair is ok if it is perfectly manscaped. A perfect evening is one that I am wearing beautiful lingerie with a cock in my mouth that belongs to a man that is perfectly manscaped or as smooth as the day he was born but most importantly, that man must be a gentleman.
My story begins.
My husband, Baxter, and I had been married for seven years when he tragically died in an accident while riding his bicycle in a one-hundred-mile road race, ten years ago.
Baxter and I were married before we graduated from the same college. We met in our freshman year when we were both riding in a charity bike ride event that went all around Boston. Baxter was the perfect gentlemen in every regard. We had not met yet when he had a problem with one of the wheels on his bicycle. I was riding behind him when he had to stop suddenly and I rode right up his backside.
I really don’t know whose fault it was, but as is typical, I would have expected heated tempers from at least one of us. We were both on the ground with a couple of scrapes but nothing horribly serious.
We looked at each other making eye contact and it was like magic. We both knew. If you ever considered love at first site, this was it. Instead of being upset, we were both apologizing to the other while helping one another up.
Baxter’s bike was not rideable and he had a four mile walk back to his dorm. My bike was probably just fine, but I made a big deal out of it not feeling right, so I would have to walk back as well.
We talked the entire way and I could not get over how respectful Baxter was to me and everyone we encountered. When we arrived back on campus, he escorted me back to my dorm and helped me get my bike put away. He said he was not sure who was the cause of our little bump on the ride but he was sure happy it happened. He said, have a nice evening and we went our separate ways.
I went in my dorm and I could not get this amazing person off my mind. I had to wonder why he didn’t ask me for my number or try to come in. So far, all of the guys I have met in collage have the same mind set. Basically, they didn’t much care what your name was but as long as we could both breath, we must have something in common, so we should fuck. Baxter was different.
Bottom line is, I’m still a virgin. Now, that does not mean I’m a prude. I love performing oral sex, I have certainly had my share of practice and have been told my blow job skills are second to none. Of course, that is coming from guys who’s cum is dripping out of my mouth, so take it for what it is worth. I have also been known to do a pretty good lap dance, I’m not real proud of it but I danced for three guys once, giving each of them a blow job at the end. There is just something about sucking cock and getting a mouth full of sperm that simply turns me on.
My pussy has never been touched by a man. In high school a girlfriend and I had oral sex a few times. We were not a couple; it was more like we were just trying this thing that everyone was talking about. We both agreed that It was very sexy, it felt wonderful and we were both happy that it happened but it was not for either of us. I will admit, I have enjoyed my sexual experiences and as hypocritical as it might be, I would really like my first-time being touched by a man to be with a guy that I care about at least a little bit.
It got me to thinking that maybe Baxter isn’t into girls. If that is the case, maybe I could convert him, oh who the fuck am I kidding. I know there is some guy out there that will be very lucky to get Baxter.
I could not get Baxter off my mind, everywhere I go out on campus, I have been looking for him with no success. When I go to bed at night, I lay there thinking about how handsome he is and how much of a gentleman he was. I will admit, my fingers have been making their way to my pussy as I am thinking about how nice it would be to have Baxter as my first.
Then it finally happened, we saw each other across the common and both smiling from ear to ear headed towards one another. We each shared the obligatory hello than we embraced. He was strong and I felt secure in his arms. Without saying another word, we shared eye contact much as when we met and we simultaneously went for a gentle kiss.
Baxter asked if I had time to go get a coffee. I said sure, I didn’t tell him I would be missing my English class. We walked over to the coffee house and when we arrived, Baxter being the gentlemen that I already knew he was, opened to door and helped me to a seat. Before we knew it, we had been sitting there for over 4 hours and we needed to leave. Baxter of course, picked up the bill.
It was about six months of dating before we finally made love. For that six months there was a lot of heavy making out but not even a hand job or a blow job. I wanted to suck his cock in the worst way but something just kept telling me to wait. He never even touched my breasts, and I so wanted him to. I wanted it bad, at this point, I was relieving myself at least once a day and sometimes more.
When we danced close, I could feel his erect penis pressing against me. He would put his hands on my round butt and pull me in tight, I had no doubt he was interested and it was good size. However, he continued to be the perfect gentlemen.
On our six- month anniversary, Baxter asked me if I would like to go out for dinner at a very nice hotel on the water in Boston.
I gave him a deep and passionate kiss and said, “Absolutely.”
He then asked, “Would you like to spend the night at the hotel.”
I was not totally sure where this was going but I suspected this would be the night for me to finally surrender my virginity and it would be to a man that I was absolutely in love with. I responded, “Yes, I would like that.”
It was a combination of wishful thinking and expectation that caused me to go on the pill a couple months back. I really can’t speak from experience but somehow, I can’t begin to imagine using a condom would be better than exchanging juices and having skin to skin contact.
When the day came, we spent the entire day together and were able to check in to the hotel at four o’clock. As usual Baxter held every door for me and treated me like his queen. I wanted for nothing. I had a very nice full-length evening dress that looked awesome on me. I was able to get away without wearing a bra but a simple lace thong was in order. The dress presented my 34D’s perfectly, just the perfect balance of cleavage to be appropriate but sexy.
While I dressed, I was hoping Baxter would sneak a peek or maybe even a feel but he didn’t. I was thinking, I sure hope he drops the gentlemen routine and it is in his plan to undress and make love to me.
Dinner and the drinks were fabulous and I totally enjoyed Baxter’s company. After dinner we took a walk down to the waterfront and for a moonlit stroll. We were at the end of the walk by ourselves and we started making out. Baxter put both hands on my ass and pulled me tight, there was no mistaking it, he was hard as a rock and I wanted him.
I turned away from him, he was behind me with his strong arms wrapped around. I could now feel his stiff cock pressing into my back. It had been over six months since I sucked a cock and I wanted so bad to turn around and take his manhood. I wanted that familiar feeling of a cock pushing against the back of my throat and the lust that I feel when the ribbons of cum are squirting into me. I did everything in my power to not attack him right here, right now.
His hands were on my waist and he was kissing and nibbling at my neck. I could feel his hands slowly working their way up my torso and onto my breasts. Finally, I thought. I have been waiting to have my breasts squeezed for six months. His hands were strong yet gentle. My nipples were so erect, I thought they might rip a hole in the shiny thin fabric of my dress.
I said to Baxter, “It’s time, please, take me up to the room and make love to me.”
He said, “My queen, it would be my pleasure.”
We walked through the lobby to the elevator, I didn’t feel nervous at all but, I had the sense that everyone in the lobby knew I was about to be deflowered. I was proud of myself, I wanted to tell everyone that I didn’t just giving myself to some jerk along the way, I waited for Baxter, my perfect gentleman.
When we got up to the room, Baxter had requested the romantic touches. There were silk rose peddles on the floor leading to the bed and a dozen or so on the bed, a bottle of wine chilling on ice and a small package that was wrapped beautifully. I was so pleased with the level of detail Baxter went to, it told me that this night was just as special for him as well.
We each took a couple minutes in the bathroom to freshen up. I let Baxter go first, he didn’t take long at all. I went in and debated, should I strip down to my thong or maybe nothing or should I let him take my clothes off. I decided on the later and went out to my man.
We embraced and he went right back to squeezing my boobs. I said, “Do you like my boobs?”
He smiled, and said, “They are beautiful breasts and I can’t wait to see them”
I gesture to untie the halter neck on my dress. He fumbled a bit but in no time, he had my tie undone and slowly let my dress slide down my body to the floor. I stepped out of my dress and stood before this beautiful man in my thong and high heels.
He said, “You are more beautiful than I have been dreaming,” he put his arms around me and gripped my ass pulling me in tight, we were kinda swaying to the soft music when he gestured for me to do a spin for him. Clearly, he wanted to check me out, so I made it a point of stepping away from him to give him a full look at what he is getting.
He didn’t know what to say, all he did was smile. I said, “My turn,” I started unbuttoning his shirt and removed it. His chest was magnificent, so muscular and smooth. I leaned in and took his nipple in my mouth and sucked it for a few seconds. His response told me I already found one of his spots.
Next, I reached for his belt buckle and his zipper. When I pulled his zipper down, much to my surprise his penis popped out. He was not wearing any underwear. He said, “even gentlemen sometimes have a little trick up their sleeve.”
I said, “I love it, you are full of surprises.” I took his penis in my hand, not sure how long it was but it was longer than any I had previously sucked on. I have had a few that are fatter but, I’m a fucking virgin, what do I know.
I gave it a kiss right on the head tasting his precum for the first time. Once again, I had to muster all my strength to not swallow it hole right them and there. I looked at it and said, “Don’t worry baby, I’ll be back you and we are going to be the best of friends.”
Baxter said, “May I remove your panties?”
I smiled at him and responded, “Baxter, I am yours, I love the fact that you are the most incredible gentlemen I have ever met but, from now on, when we are in the throes of passion, I would like you to take what you want, you have my permission in every regard.”
He didn’t say a word, I thought for a second that maybe I upset him. He picked me up and put me on the bed. He removed my heels and my panties. He spread my legs and dove his tongue deep into my virgin hole.
My pussy had been eaten by a girl who was soft and gentle, my gentlemanly Baxter ate me like it was his last meal. I said, “Baxter, that feels amazing and I’m ready to let go, I want my first orgasm to be with you inside me” He got up and slide his body against mine, our lips locked and for the first time I felt the head of a penis pressing against my opening about to penetrate me.
I said, “I want you inside me, please go gently.”
He leaned over to the night stand opening the drawer to get a condom. As he was ripping the package open I said, “I have a surprise or two myself, I went on the pill a while back anticipating this night, if it is ok with you, I would much prefer that we don’t use a condom, I would like to feel you inside me, I can’t wait to feel what it is like to be filled with sperm.”
Judging by the look on his face you would think he just won the lottery.
I could feel him at my entrance pushing in little by little. He reached down and took his shaft in his hand and rubbed it all over me spreading his precum. He entered me bit by bit and I could feel him going in. It hurt a little and I said, “go easy.”
He was back to being the perfect gentlemen, much as I wanted him to fuck me like a wild animal, I was happy that he was taking our time. I felt a sharp pain and winced, he eased up. It felt better and he was able to pump his entire length gently in and out of me.
It didn’t take long and he said, “I’m going to cum.” With that he thrust into me hard and I got this sensation of being hot and wet. I’m going to guess I was just filled with his sperm. The sensation of him cumming put me over the top and I followed with my first orgasm with Baxter.
He basically collapsed on me; I could feel him still inside me but it was not as tight as it had been. Finally, he rolled off me and I could feel the cum dripping out. I looked down and saw a little bit of blood mixed in. I smiled at him and said, “Mission accomplished, I love you.”
Baxter was laying back on the bed and I had my head on his chest. This was my chance to check out my new cock. It was beautiful, it had a little more hair on it than I would like but we can work on that. It was responding to my touch, I asked him, “Would you mind if I took it in my mouth and sucked it.”
He smiled at me and said, “Babe, it is yours, you don’t have to ask permission.”
I turned my head away from him and took his cock head in my mouth. The combination of my pussy and his cum was delicious. I sucked it all the way down and gently stroked it; a mouth full of cum would have been wonderful but I wanted more cum in my pussy.
It didn’t take long and he was moaning again. I said, “I want you in my again.” Since we were new at this, we were focusing on the good old missionary position tonight. He rolled over and I instinctively spread my legs to let him in.
Despite the fact that I was pretty well lubed up he still took it slow and gentle as he entered me. Once he was all the way in me it felt really nice and I started thrusting toward him, before you knew it, we were really fucking. He was lasting much longer this time and I had two orgasms before he blasted me with more cum.
We kissed and cuddled most of the night but eventually fell asleep in each other’s arms.
I woke up laying on my side and Baxter was behind me, once I came to my senses and realized where I was, it was the most wonderful feeling of my life. I made love to the most awesome man in the world last night and I just woke up in his arms. I think he was asleep, and something I never thought about was occurring, his penis was rock hard and it was dripping wet wedged between my ass cheeks. I wondered, if this added bonus was something, I could get every morning.
Next thing I knew, Baxter was stirring. He was startled a bit and pulled away. I said, “No, put it back, you are as hard as a rock and I would not mind at all if you put it in me.” He did as I suggested and we were able to add another position to what would become a very long list. What a way to start the day.
Baxter got up to go in the bathroom and he put his robe on. When he returned, he took the robe off and slipped back under the covers. I snuggled up to him and said, “I have to ask you something, why was your penis so hard when you were still asleep this morning.”
He responded, “I’m sorry but that is just one of those things that happens to guys, we wake up stiff pretty much every morning.”
With excitement I said, “Oh please, don’t be sorry, I guess it is one of those things I will have to take care of.”
I got up to go to the bathroom but I didn’t put my robe on and I made sure he got a good view of my naked body. When I got back in bed, I said,” I saw you checking me out.”
He apologized, saying something about not wanting to make me uncomfortable.
I said, “Babe, I was not uncomfortable at all, I want you to enjoy me every way possible and the way I see it, being naked together is enjoyable. Baxter, I love the fact that you are the perfect gentleman but I would have really enjoyed watching you walk to the bathroom without the robe, both going and when you came back.”
He laughed and said, “I would be really happy to not wear a robe if that is something you would enjoy but the perfect gentleman in me got you a little present.”
I looked into his eyes and said, “A robe? I’m so sorry, I didn’t mean to mess up you surprise.” He gave me a package that was on the counter from the night before. It had the most beautiful short little robe with matching panties, that I have ever seen. It was white with pink lace trim, almost sheer and very short. “It is beautiful,” I got up to try it on and he said something about robes not being allowed in our bedroom. “I think we will allow this one, but sometimes I might just forget to put the panties on.”
He said, “Works for me, you are absolutely beautiful.”
Apparently, he took this to heart because neither one of us ever worn a typical robe again, at least not in our bedroom.
Baxter called for room service, in about a half hour breakfast arrived. Baxter being the gentleman that he is made sure I was comfortable in bed under the covers before letting the waiter in. Breakfast was delicious.
We freshened up a bit and Baxter said, what would you like to do now, we have all day and we don’t have to check out until tomorrow. This was a surprise to me, I assumed this was a one-night stay. I was delighted when I found out we were staying.
I said, “If it were up to me, I would jump right back in that bed and continue making love to you all day and night.”
Baxter smiled and said, “That sounds awesome but I need to recharge a little.”
My name is Sylvia, I grew up on Cape Cod and now I am a thirty-nine-year-old widow living in Boston. Financially, I am secure, you could say I am independently wealthy, but I will get into that later in the story. I only go to work when I want to, sometimes only a few hours a week.
Because, I don’t have to spend much time at work, I have time to do things like working out five times a week and spending time at the spa getting massages, facials, nails and whatever else might strike my fancy. For the most part I hate shopping, so I have an assistant that takes care of that for me. The only store I frequent often is my favorite lingerie shop in Boston, which I will also get into that later in the story.
At thirty-nine I have been told that I am one fine looking lady, I respond to the compliment with a, “Thank you.” I have to admit the hard work has paid off for me, I do look good. Oh, who am I kidding, I’m fucking hot, I can stand up to almost any 25-year-old babe out there. I am 34D-23-34 and stand 5’6”. My abs are solid, my ass is round and my boobs are natural and firm. My brown hair is long and straight. I will admit I might have a couple of mild crowsfeet on my brown eyes. Oh, and I forgot to mention, the other spa service I have utilized is laser hair removal, my pussy and ass are as smooth as the day I was born. So by now I must sound like a total cunt.
I have four fetishes, I love lingerie, sucking cock, gentleman and hairless bodies. Sorry, let me rephrase that, I like men with no hair on their bodies, minimal hair is ok if it is perfectly manscaped. A perfect evening is one that I am wearing beautiful lingerie with a cock in my mouth that belongs to a man that is perfectly manscaped or as smooth as the day he was born but most importantly, that man must be a gentleman.
My story begins.
My husband, Baxter, and I had been married for seven years when he tragically died in an accident while riding his bicycle in a one-hundred-mile road race, ten years ago.
Baxter and I were married before we graduated from the same college. We met in our freshman year when we were both riding in a charity bike ride event that went all around Boston. Baxter was the perfect gentlemen in every regard. We had not met yet when he had a problem with one of the wheels on his bicycle. I was riding behind him when he had to stop suddenly and I rode right up his backside.
I really don’t know whose fault it was, but as is typical, I would have expected heated tempers from at least one of us. We were both on the ground with a couple of scrapes but nothing horribly serious.
We looked at each other making eye contact and it was like magic. We both knew. If you ever considered love at first site, this was it. Instead of being upset, we were both apologizing to the other while helping one another up.
Baxter’s bike was not rideable and he had a four mile walk back to his dorm. My bike was probably just fine, but I made a big deal out of it not feeling right, so I would have to walk back as well.
We talked the entire way and I could not get over how respectful Baxter was to me and everyone we encountered. When we arrived back on campus, he escorted me back to my dorm and helped me get my bike put away. He said he was not sure who was the cause of our little bump on the ride but he was sure happy it happened. He said, have a nice evening and we went our separate ways.
I went in my dorm and I could not get this amazing person off my mind. I had to wonder why he didn’t ask me for my number or try to come in. So far, all of the guys I have met in collage have the same mind set. Basically, they didn’t much care what your name was but as long as we could both breath, we must have something in common, so we should fuck. Baxter was different.
Bottom line is, I’m still a virgin. Now, that does not mean I’m a prude. I love performing oral sex, I have certainly had my share of practice and have been told my blow job skills are second to none. Of course, that is coming from guys who’s cum is dripping out of my mouth, so take it for what it is worth. I have also been known to do a pretty good lap dance, I’m not real proud of it but I danced for three guys once, giving each of them a blow job at the end. There is just something about sucking cock and getting a mouth full of sperm that simply turns me on.
My pussy has never been touched by a man. In high school a girlfriend and I had oral sex a few times. We were not a couple; it was more like we were just trying this thing that everyone was talking about. We both agreed that It was very sexy, it felt wonderful and we were both happy that it happened but it was not for either of us. I will admit, I have enjoyed my sexual experiences and as hypocritical as it might be, I would really like my first-time being touched by a man to be with a guy that I care about at least a little bit.
It got me to thinking that maybe Baxter isn’t into girls. If that is the case, maybe I could convert him, oh who the fuck am I kidding. I know there is some guy out there that will be very lucky to get Baxter.
I could not get Baxter off my mind, everywhere I go out on campus, I have been looking for him with no success. When I go to bed at night, I lay there thinking about how handsome he is and how much of a gentleman he was. I will admit, my fingers have been making their way to my pussy as I am thinking about how nice it would be to have Baxter as my first.
Then it finally happened, we saw each other across the common and both smiling from ear to ear headed towards one another. We each shared the obligatory hello than we embraced. He was strong and I felt secure in his arms. Without saying another word, we shared eye contact much as when we met and we simultaneously went for a gentle kiss.
Baxter asked if I had time to go get a coffee. I said sure, I didn’t tell him I would be missing my English class. We walked over to the coffee house and when we arrived, Baxter being the gentlemen that I already knew he was, opened to door and helped me to a seat. Before we knew it, we had been sitting there for over 4 hours and we needed to leave. Baxter of course, picked up the bill.
It was about six months of dating before we finally made love. For that six months there was a lot of heavy making out but not even a hand job or a blow job. I wanted to suck his cock in the worst way but something just kept telling me to wait. He never even touched my breasts, and I so wanted him to. I wanted it bad, at this point, I was relieving myself at least once a day and sometimes more.
When we danced close, I could feel his erect penis pressing against me. He would put his hands on my round butt and pull me in tight, I had no doubt he was interested and it was good size. However, he continued to be the perfect gentlemen.
On our six- month anniversary, Baxter asked me if I would like to go out for dinner at a very nice hotel on the water in Boston.
I gave him a deep and passionate kiss and said, “Absolutely.”
He then asked, “Would you like to spend the night at the hotel.”
I was not totally sure where this was going but I suspected this would be the night for me to finally surrender my virginity and it would be to a man that I was absolutely in love with. I responded, “Yes, I would like that.”
It was a combination of wishful thinking and expectation that caused me to go on the pill a couple months back. I really can’t speak from experience but somehow, I can’t begin to imagine using a condom would be better than exchanging juices and having skin to skin contact.
When the day came, we spent the entire day together and were able to check in to the hotel at four o’clock. As usual Baxter held every door for me and treated me like his queen. I wanted for nothing. I had a very nice full-length evening dress that looked awesome on me. I was able to get away without wearing a bra but a simple lace thong was in order. The dress presented my 34D’s perfectly, just the perfect balance of cleavage to be appropriate but sexy.
While I dressed, I was hoping Baxter would sneak a peek or maybe even a feel but he didn’t. I was thinking, I sure hope he drops the gentlemen routine and it is in his plan to undress and make love to me.
Dinner and the drinks were fabulous and I totally enjoyed Baxter’s company. After dinner we took a walk down to the waterfront and for a moonlit stroll. We were at the end of the walk by ourselves and we started making out. Baxter put both hands on my ass and pulled me tight, there was no mistaking it, he was hard as a rock and I wanted him.
I turned away from him, he was behind me with his strong arms wrapped around. I could now feel his stiff cock pressing into my back. It had been over six months since I sucked a cock and I wanted so bad to turn around and take his manhood. I wanted that familiar feeling of a cock pushing against the back of my throat and the lust that I feel when the ribbons of cum are squirting into me. I did everything in my power to not attack him right here, right now.
His hands were on my waist and he was kissing and nibbling at my neck. I could feel his hands slowly working their way up my torso and onto my breasts. Finally, I thought. I have been waiting to have my breasts squeezed for six months. His hands were strong yet gentle. My nipples were so erect, I thought they might rip a hole in the shiny thin fabric of my dress.
I said to Baxter, “It’s time, please, take me up to the room and make love to me.”
He said, “My queen, it would be my pleasure.”
We walked through the lobby to the elevator, I didn’t feel nervous at all but, I had the sense that everyone in the lobby knew I was about to be deflowered. I was proud of myself, I wanted to tell everyone that I didn’t just giving myself to some jerk along the way, I waited for Baxter, my perfect gentleman.
When we got up to the room, Baxter had requested the romantic touches. There were silk rose peddles on the floor leading to the bed and a dozen or so on the bed, a bottle of wine chilling on ice and a small package that was wrapped beautifully. I was so pleased with the level of detail Baxter went to, it told me that this night was just as special for him as well.
We each took a couple minutes in the bathroom to freshen up. I let Baxter go first, he didn’t take long at all. I went in and debated, should I strip down to my thong or maybe nothing or should I let him take my clothes off. I decided on the later and went out to my man.
We embraced and he went right back to squeezing my boobs. I said, “Do you like my boobs?”
He smiled, and said, “They are beautiful breasts and I can’t wait to see them”
I gesture to untie the halter neck on my dress. He fumbled a bit but in no time, he had my tie undone and slowly let my dress slide down my body to the floor. I stepped out of my dress and stood before this beautiful man in my thong and high heels.
He said, “You are more beautiful than I have been dreaming,” he put his arms around me and gripped my ass pulling me in tight, we were kinda swaying to the soft music when he gestured for me to do a spin for him. Clearly, he wanted to check me out, so I made it a point of stepping away from him to give him a full look at what he is getting.
He didn’t know what to say, all he did was smile. I said, “My turn,” I started unbuttoning his shirt and removed it. His chest was magnificent, so muscular and smooth. I leaned in and took his nipple in my mouth and sucked it for a few seconds. His response told me I already found one of his spots.
Next, I reached for his belt buckle and his zipper. When I pulled his zipper down, much to my surprise his penis popped out. He was not wearing any underwear. He said, “even gentlemen sometimes have a little trick up their sleeve.”
I said, “I love it, you are full of surprises.” I took his penis in my hand, not sure how long it was but it was longer than any I had previously sucked on. I have had a few that are fatter but, I’m a fucking virgin, what do I know.
I gave it a kiss right on the head tasting his precum for the first time. Once again, I had to muster all my strength to not swallow it hole right them and there. I looked at it and said, “Don’t worry baby, I’ll be back you and we are going to be the best of friends.”
Baxter said, “May I remove your panties?”
I smiled at him and responded, “Baxter, I am yours, I love the fact that you are the most incredible gentlemen I have ever met but, from now on, when we are in the throes of passion, I would like you to take what you want, you have my permission in every regard.”
He didn’t say a word, I thought for a second that maybe I upset him. He picked me up and put me on the bed. He removed my heels and my panties. He spread my legs and dove his tongue deep into my virgin hole.
My pussy had been eaten by a girl who was soft and gentle, my gentlemanly Baxter ate me like it was his last meal. I said, “Baxter, that feels amazing and I’m ready to let go, I want my first orgasm to be with you inside me” He got up and slide his body against mine, our lips locked and for the first time I felt the head of a penis pressing against my opening about to penetrate me.
I said, “I want you inside me, please go gently.”
He leaned over to the night stand opening the drawer to get a condom. As he was ripping the package open I said, “I have a surprise or two myself, I went on the pill a while back anticipating this night, if it is ok with you, I would much prefer that we don’t use a condom, I would like to feel you inside me, I can’t wait to feel what it is like to be filled with sperm.”
Judging by the look on his face you would think he just won the lottery.
I could feel him at my entrance pushing in little by little. He reached down and took his shaft in his hand and rubbed it all over me spreading his precum. He entered me bit by bit and I could feel him going in. It hurt a little and I said, “go easy.”
He was back to being the perfect gentlemen, much as I wanted him to fuck me like a wild animal, I was happy that he was taking our time. I felt a sharp pain and winced, he eased up. It felt better and he was able to pump his entire length gently in and out of me.
It didn’t take long and he said, “I’m going to cum.” With that he thrust into me hard and I got this sensation of being hot and wet. I’m going to guess I was just filled with his sperm. The sensation of him cumming put me over the top and I followed with my first orgasm with Baxter.
He basically collapsed on me; I could feel him still inside me but it was not as tight as it had been. Finally, he rolled off me and I could feel the cum dripping out. I looked down and saw a little bit of blood mixed in. I smiled at him and said, “Mission accomplished, I love you.”
Baxter was laying back on the bed and I had my head on his chest. This was my chance to check out my new cock. It was beautiful, it had a little more hair on it than I would like but we can work on that. It was responding to my touch, I asked him, “Would you mind if I took it in my mouth and sucked it.”
He smiled at me and said, “Babe, it is yours, you don’t have to ask permission.”
I turned my head away from him and took his cock head in my mouth. The combination of my pussy and his cum was delicious. I sucked it all the way down and gently stroked it; a mouth full of cum would have been wonderful but I wanted more cum in my pussy.
It didn’t take long and he was moaning again. I said, “I want you in my again.” Since we were new at this, we were focusing on the good old missionary position tonight. He rolled over and I instinctively spread my legs to let him in.
Despite the fact that I was pretty well lubed up he still took it slow and gentle as he entered me. Once he was all the way in me it felt really nice and I started thrusting toward him, before you knew it, we were really fucking. He was lasting much longer this time and I had two orgasms before he blasted me with more cum.
We kissed and cuddled most of the night but eventually fell asleep in each other’s arms.
I woke up laying on my side and Baxter was behind me, once I came to my senses and realized where I was, it was the most wonderful feeling of my life. I made love to the most awesome man in the world last night and I just woke up in his arms. I think he was asleep, and something I never thought about was occurring, his penis was rock hard and it was dripping wet wedged between my ass cheeks. I wondered, if this added bonus was something, I could get every morning.
Next thing I knew, Baxter was stirring. He was startled a bit and pulled away. I said, “No, put it back, you are as hard as a rock and I would not mind at all if you put it in me.” He did as I suggested and we were able to add another position to what would become a very long list. What a way to start the day.
Baxter got up to go in the bathroom and he put his robe on. When he returned, he took the robe off and slipped back under the covers. I snuggled up to him and said, “I have to ask you something, why was your penis so hard when you were still asleep this morning.”
He responded, “I’m sorry but that is just one of those things that happens to guys, we wake up stiff pretty much every morning.”
With excitement I said, “Oh please, don’t be sorry, I guess it is one of those things I will have to take care of.”
I got up to go to the bathroom but I didn’t put my robe on and I made sure he got a good view of my naked body. When I got back in bed, I said,” I saw you checking me out.”
He apologized, saying something about not wanting to make me uncomfortable.
I said, “Babe, I was not uncomfortable at all, I want you to enjoy me every way possible and the way I see it, being naked together is enjoyable. Baxter, I love the fact that you are the perfect gentleman but I would have really enjoyed watching you walk to the bathroom without the robe, both going and when you came back.”
He laughed and said, “I would be really happy to not wear a robe if that is something you would enjoy but the perfect gentleman in me got you a little present.”
I looked into his eyes and said, “A robe? I’m so sorry, I didn’t mean to mess up you surprise.” He gave me a package that was on the counter from the night before. It had the most beautiful short little robe with matching panties, that I have ever seen. It was white with pink lace trim, almost sheer and very short. “It is beautiful,” I got up to try it on and he said something about robes not being allowed in our bedroom. “I think we will allow this one, but sometimes I might just forget to put the panties on.”
He said, “Works for me, you are absolutely beautiful.”
Apparently, he took this to heart because neither one of us ever worn a typical robe again, at least not in our bedroom.
Baxter called for room service, in about a half hour breakfast arrived. Baxter being the gentleman that he is made sure I was comfortable in bed under the covers before letting the waiter in. Breakfast was delicious.
We freshened up a bit and Baxter said, what would you like to do now, we have all day and we don’t have to check out until tomorrow. This was a surprise to me, I assumed this was a one-night stay. I was delighted when I found out we were staying.
I said, “If it were up to me, I would jump right back in that bed and continue making love to you all day and night.”
Baxter smiled and said, “That sounds awesome but I need to recharge a little.”
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