About a month ago, a comic where a dude makes a bet with a discord friend to stay chaste for a month was posted on here. The art style was very particular, and the dude slowly transformed, starting with a cage and hypno, ending with him getting piped by a mutual.
Please please please bless me with a link. It’s one of my all time favs.
Sounds like Locktober Bet by SwirlyThang
https://e-hentai.org/g/3715386/bd30e574f8/