A few days ago I was browsing craigslist and found a guy looking for a jack off buddy. I contacted him and we arranged to meet that afternoon.
I am mostly straight but enjoy watching a guy jack off every now and then.
I met the guy at his apartment. When he opened the door he was just wearing his boxers. He was very fit and had a nice body. We talked for a couple minutes before he asked if I wanted to get comfortable. Understanding what he meant, I immediately began undressing. I didn't stop at the boxers like he had, I stripped naked and began rubbing my cock. He followed my lead removed his boxers and also began stroking.
I asked him if we were alone in the house (something I should have asked before taking off my clothes). He assured me we were and that we would need to be quick since his wife would be home in an hour.
We watched some porn and stroked ourselves and each other occasionally. He told me he had a fantasy he was hoping I could help him with. Like me he had only ever jacked off with a guy. He asked if when I was ready to cum would I cum on his face. I almost lost my load right then. I agreed and stood up while he knelt in front of me. Have was really enjoying myself and watching him play with his dick.
I told him I was close and started stroking faster and faster. He moved his face within about an inch of my cock. This is when it got interesting. Just as I'm about give him my load, the front door flies open and there is his wife, standing there staring and shocked at the scene in front of her. He freezes in fear/embarrassment. I am past the point of no return and start cumming all over this guys face in front of his wife. He doesn't know what to do and just stays still until I finish. His wife's jaw is on the ground. She just watched a stranger cum all over her husband. I quickly get dressed while she processes what she just saw. All she asked him was "did you enjoy that?" Which he sheepishly replied that he did.
I left before any other conversation was had. I emailed him later to see how things went and he said she end up finishing jacking him off and made him cum on his own face. Apparently she was into it. Hopefully I will get a chance to meet up with them again