This happened a couple of years ago. I was in a very tough spot in my life at the time and I was struggling financially, so you can picture why I ended up doing this.
It was a late afternoon and it was starting to get dark outside. I was walking on the sidewalk right next to a McDonalds, talking to a friend of mine on the phone, when suddenly this red pickup truck pulls up right next to me. Inside the truck there was a middle aged man, probably in his early 40s, smoking a cigarette. He rolls down his window and asks me if I needed a ride. Jokingly, I decided to reply to him that I didn't need a ride, but I'd appreciate it if he bought me a burger. After I told him that he looked me straight in the eyes and said: "If you blow me I'll give you 50$ to buy as many burgers, as you want". I was a bit hesitant at first, after all I didn't know this guy, but at the same time I could really use some extra money, so at the end I decided to get in his car. He drove us to a secluded alley and I got to work. I probably blew him for a solid 5 minutes, until he finally came inside my mouth and I swallowed his load. He paid me up and I was on my way.
After the deed was done I immediately headed back to the McDonalds and got myself 2 cheeseburgers. With the rest of the money I bought myself some groceries.
This is definitely not one of my proudest moments, but I'm not ashamed of it either.