Twilight: Hahaha, very funny. What about you though?

RD: Is this like those Air Force things where I have to answer honestly? Because you want a different pony for that.
 
RT: Of course! Nobody has EVER gone far in my work without some degree of prostitution, so it goes witho-HYSTERICAL LAUGHTER Dear Celestia, I cannot believe I almost said that with a straight face! I’m actually saving myself for somepony. He doesn’t know yet, but he will once he is actually a “he”.
 
PP: What’s a virginity? Is it a food? somepony whispers in her her OHHHH! So it IS a food! Also no.
 
AJ: Git outta mah house.
 
FS: No. My relationship with Iron Will was strictly platonic and did not involve any inappropriate activities whatsoever. Be sure to change up the words a bit so nobody finds out. If I get incarcerated, you get eviscerated.
 
TS: Of course. My sexual desires are always fulfilled by any stallion I choose, and they instantly beg for it when they know I want them. hysterical laughter followed by uncontrollable sobbing Nobody will ever love me!

@Background Pony Number 17  
Treehugger, maybe? :3
 
(A guy can dream.)

@furbyguy  
Not that surprising. Fluttershy usually gets paired up with big ugly brutes–the manticore, Discord, Harry the Bear, Cerberus, Bulk Biceps. (I’d add Big Macintosh, but he’s apparently a handsome brute.)
 
My guess is the writers like to think of her as Belle from Beauty and the Beast.

@Joey  
OH LAWD JEEZUS THE THOUGHT OF THAT

@Background Pony #8486  
Virgin.

Is the twilight one a virgin joke or an incest joke.

@Background Pony #13E3  

 
She seems to get along very well with Bulk Biceps.

@Background Pony #13E3  
Well damn, that’s harsh.

Dash: What BPN17 said.  
Rarity: Has probably slept with half the town.  
PP: Too innocent IMO. Probably had a one night stand.  
AJ: Aside from incest memes, probably still a virgin.  
FS: Has she even talked to a Stallion before? Like, one she knows?  
TS: Was a virgin until Princesshood. She fell for Flash and had a night or three with him.  
Then, he disappeared forever. She’s now considered “used up” and is avoided by Stallions.

@Background Pony Number 17  
This seems a lot more in-line with how it seems like it’d go down, honestly.

@Background Pony Number 17  
Yeah, all of this.

I like how Fluttershy is the only one who actually answered the question correctly.

Rainbow Dash: Says she has. She hasn’t.  
Rarity: Gets insulted by the boorish question and stalks off, leaving you to wonder.  
Pinkie Pie: Probably long before the Mirror Pond incident. She provides details. Too many details.  
Applejack: Refuses to admit anything if there’s a chance her family might hear of it.  
Fluttershy: Has another PTSD attack. Seriously, do not bring this subject up with her.  
Twilight Sparkle: Also gets insulted and stalks off, but unlike Rarity it’s obvious.

This is assuming any of them would be forthcoming about the subject. Aside from Dash. We all know she’d be the first to brag.

@PonyPon
 
@Joey  
I dunno, it feels kind of off for her to readily respond to a question about her sexual encounters, regardless of whether or not she’s telling the truth .-.
 
She’s shrunk down from much less personal stuff than this - and even if she has seemed more confident lately she’s still painfully shy about things and to be like “YEAHH I FUCKED SOMEONE FOR THE FIRST TIME A FEW MONTHS BACK” seems kind of strange for her .-.

@ghostfacekiller39  
Hey, she’s plenty more confident as of late.
 
Hell, we might have a clear reason why now.

@ghostfacekiller39
 
Fluttershy’s not the element of honesty. It’s completely possible she’s lying because she’d think admitting to being a virgin is more embarrassing.

I don’t think Fluttershy would respond like that. Probably would just shrink away when asked about her sexual. Or Rarity, seeing that if it was awkward I doubt she’d let anyone know about it.