The third ending
https://www.mangago.zone/read-manga/the_third_ending/
Already read it
But ty!!!
I'm reminded of this manhwa that I read before. Though I read it 6 or 7 months ago so I forgot most parts of it. Some parts could be different than the one you described...
https://www.mangago.zone/read-manga/keep_holding_on/
OMG I am also in the mood for this!
Anyways, hope these rec helps~
https://www.mangago.zone/read-manga/oreshika_shiranai_karada/
https://www.mangago.zone/read-manga/fuck_buddy/
https://www.mangago.zone/read-manga/kanshaku_dama_no_love_song/ (kind of??)
https://www.mangago.zone/read-manga/liquor_cigarette/
https://www.mangago.zone/read-manga/sex_lies_bussy_wrap_a_hunt_for_the_omega_slayer/ (okay- this one might not be what you are looking for but the angst is REAL! do check this out!)
https://www.mangago.zone/read-manga/kocchi_muite_ai/ (kind of??)
Kinda specific but person A is very very affectionate towards person B and tries to make B fall in love with A and although it doesn't work out in the beginning, slowly B falls in love with A but doesn't wanna admit it and by the time B is ready to admit it A gives up thinking it'll never work out between them so B has to win A back