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suggestive197307 artist:niban-destikim521 amethyst stone143 discord38743 princess cadance42137 shining armor29386 trixie81933 twilight sparkle371560 alicorn336339 pony1701979 tatzlwurm278 g42128026 my little pony: friendship is magic267767 three's a crowd1529 comic140670 female1911070 fetish60982 fight7759 flying58745 humiliation2914 knife7652 laughing11645 mare807332 marital problems11 premature ejaculation325 preylight1172 scene parody1097 sisters-in-law1270 table14078 twilight sparkle (alicorn)154937 vore20291

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Background Pony #335B
I would say that it’s less that she’s questioning his masculinity so much as insulting it outright.
Star Cavalcade

If Celestia hadn’t outlawed pre-marital sex, then this wouldn’t have been an issue.
 
Of course, there wouldn’t have been a wedding episode either.
WM-R
Speaking Fancy - For helping with translations

“That’s…that’s a pretty specific sense, sir. I can’t imagine many situations you’d need it.”
 
“You’d be surprised.”