Maybe? General warning, there’s rape. It often happens when it has something to do with playboys.
http://www.mangago.zone/read-manga/iiko_no_furi_wa_mou_yameru/
^ party boy gets blackmailed to be their lover
http://www.mangago.zone/read-manga/konna_ore_wo_suki_toka_majika/
^ trashy playboy dude had quit sleeping around to capture the heart of his customer who’s really hard to get
I just noticed I’m not into playboy semes lol and if I do enjoy that kind of character, it’s usually not about getting what they deserve. Here are a couple that kinda subverts the trope:
Rumored to be a playboy but actually going through puberty on discovering his sexuality, never really had sex apart from his one older girlfriend:
http://www.mangago.zone/read-manga/golden_sparkle/
Dated multiple women but takes medication that numbs the effects of feeling in love, wants to find love:
http://www.mangago.zone/read-manga/dear_signal/
Dude used to sleep around before meeting the MC. Had a huuuge one-sided love with the uke for a long time:
http://www.mangago.zone/read-manga/renai_nante_yurushimasen/
Any yaoi with a playboy seme and a non-simp uke. I REPEAT A NON-SIMP UKE! I just love it when uke retaliates and jerks semes get what they deserve! Yesss!! Gimme somee.