Mr. (Former) Yakuza is in Over His Head with Me, and I Can’t Escape Him.

Overview

Shishido is devastated to learn that the man he thought was his lover has long already broken up with him. He drinks more and more with Ren, who kindly listens to him, but suddenly he is pushed down by Ren, who says, "I want to comfort you". When Shishido declines Ren's invitation, saying they are not in a relationship, his gentle demeanor changes and the angel turns into a demon...! He is angry at Ren for making fun of him, but he is too drunk to move and is taken care of by Ren. He is in agony over the gap between Ren's reputation and the side he shows only to him, but when he makes sure that they will never see each other alone again, they run into each other at work. Feeling sorry for the trouble he has caused, Ren somehow asks him out on a date the next day off without the option to say no..? (Source: Takeshobo, translated)

Source: AniList