36/m white collar worker with plenty of same sex escapades since I’ve been 21. In the last six months though I’ve found a ~30 yo or so, 140 lbs and about 6 feet tall crossdressing fuck toy who I’m slowly making my own (I’m 5’8 and avg build).

He has a girlfriend he seems to hide it from, but that makes it hotter for me. We meet at his basement when I can get off work for 30-40 mins. He’s usually wearing something sexy and, honestly, has an amazing incredible ass. I’d rim it for days.

When I get over, we usually have small talk followed by me getting right to business and licking his hole. We’ve gotten more liberal recently in me calling him “baby” and him calling me “daddy.”

After rimming I usually lube and condom up and just fuck him slow but firmly. Recently I’ve started making out with him while fucking him and saying some tender things (“daddy takes care of his baby”) with the goal of eventually making him exclusive and subservient to me and no one else. A couple of times I’ve made him cum just by fucking him — something I’m proud of.