Found this on a comment on Reddit, does anyone know what manga it is ;-;
I don't remember what it was called, but I read one once where the self-less wingman was parodied for volumes and at one point the heroine finally snaps at him and is like, "Why don't you stop messing with our relationship and go find a girlfriend of your own?" and he's like, "Huh? I've been dating the same girl for years." which ends up trapping her in a double date scenario.