Just confessing here because I want to get it off my chest. I (28 M) once played a long game to sleep with this straight guy. I went to college with his sister and became good friends with her and eventually met him through her. After college I offered my friend a room in my house and she moved in. I became closer to her, and her brother over a few months and eventually got to the point where he and I were friends too. Close enough to hang out without her around. After that I just played a long game with him. He’s straight so it took a while and a lot of ground work. But eventually there was a night we were alone and he agreed to let me suck him. It was pretty easy to get things to progress after that and I ended up fucking him too.

Edit: I’ll give out details if anyone wants. Just DM me and I’ll reply when I have some free time to type things out.