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safe2176389 artist:adorkabletwilightandfriends1291 twilight sparkle358120 oc948577 oc only688870 oc:elbert3 oc:greg80 alicorn314853 goldfish124 pony1604587 unicorn538843 comic:adorkable twilight and friends1155 adorkable friends462 bowtie15022 comic135553 engagement ring237 fail1607 failure134 feels1682 fishbowl108 glowing19198 glowing horn29172 horn191534 lineart24409 magic96749 magic aura9019 marriage proposal662 railroad295 ring6869 sad31387 slice of life1653 suitcase541 telekinesis39106 thought bubble5287 ticket359 train3452 train station605 twilight sparkle (alicorn)149553

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Background Pony #01EF
Aaaa, seeing him leaving his bowtie and the wedding ring on a bench got my torned up :(
redweasel
Duck - "someone befriended them, saved them, coaxed them out of their shell, and showed them that sex is nothing to be afraid of. I’m kind of envious of that rape victim"

Fuzzbutt
@Background Pony #6BE6
 
that’s a nice fantasy, at least. ultimately, I don’t think it matters whether there is hope for him or not. it doesn’t make what happened any more right, or wrong. I hesitate to support any advice though, no matter well intentioned, which presumes that suffering builds character.
Background Pony #E052
Ahh. I’ve been on both ends of this one. Knowing it’s the right thing to do doesn’t make the knowledge that you’re still hurting someone you care about any easier, unfortunately. But that’s life. It’s another experience which, in the end, you become a more well-rounded individual for having these experiences, I think.
 
As Kahlil Gibran put it wonderfully:
 
But if in your fear you would seek only love’s peace and love’s pleasure,  
Then it is better for you that you cover your nakedness and pass out of love’s threshing-floor,  
Into the seasonless world where you shall laugh, but not all of your laughter, and weep, but not all of your tears.

 
So love, without reservation. And when the sadness comes–as it will–then let it wash over you and pass, as it will. That is what I want to tell Greg. To hold him and let the tears come and then show him that in all the wide world, there’s always love for one so loving as him.
Background Pony #6274
@BK Leonidas  
“Buy some time to see if this relationship can hold” jesus christ. opinions like this are the reason divorce is up 60%.
Background Pony #B83D
If this isn’t a way to have Greg leave the cast for good I wonder what’s next? Maybe he’ll get together with someone else (Coco is the obvious possibility) and they’ll run into Twilight and she’ll second-guess herself and maybe even talk to Greg about it. Maybe some spine-growing character development from Greg where he tells her to stop, essentially, questioning his current relationship to postmortem their old one.
Brass Melody
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
My Little Pony - 1992 Edition
Wallet After Summer Sale -

Gas Loving Baritone Butt
@Meanlucario  
Seems simple to me. He asks Twilight to marry him, Twilight sees this as Greg proposing to commit more time to her, they both get hitched and at the very least, buy some time to see if this relationship can hold even with Greg trying to secure their future first.
Background Pony #B83D
@Meanlucario  
Twilight broke up with him because they hardly spent any time together; that would change if they got married.
 
He didn’t even try.
Background Pony #B83D
Not “nice guys” but wimpy guys finish last.
 
He could have responded to Twilight’s break-up speech with “no, let’s get married instead” but he just said “OK”. She didn’t even have the guts to actually say to wanted to break up but he took the hint and did her work for her. She clearly lacked confidence in their relationship but he didn’t have to agree without an effort.
Background Pony #44F6
No. NO. NO!
 
NOOOOOOOOOOOOOOOOOOOOOOOOOOOOOO!!
 
Greg you BEST come back sometime later in this series!
Tavi959
Wallet After Summer Sale -
Artist -

Warning: Nuts Inside
Right in the feels. I knew he wouldn’t be okay. Should’ve popped the question, buddy, Twilight would have reconsidered.
Background Pony #7CA6
Am I the only one happy about this? I never liked Greg anyway.
 
Never disliked him myself, but I considered him a sort of author self insert where his OC gets shipped with Twilight. See enough of that nonsense in clop, don’t need it in these comics. Though, it’s the author’s works, if the author wants a random oc whether it’s their own self insert to be shipped to a canon char, so be it. It wasn’t shoved down our throats anyway, the interactions we saw with Twilight and Greg were relatively nice slice of life time moments.  
That being said, my opinion is that he’d have a hard time making it work long distance with her. She obviously cares for him, and likes him. But is she willing to make that commitment? My guess is no. Though it does beg the question that if he did pop the question on her before she announced they’d be breaking up, would she go along with it.