One night while driving rideshare I picked up a young man who was staying in one of the homeless shelters. I was dressed enfemme and spoke in my altered voice. I was wearing a skater skirt with lace thong, breast forms with a tight fitting top, boots and a blonde wig. He started flirting with me and asking me some revealing questions, and I played along coyly. After a little back and forth, he stated that he was horny enough to bust a nut and wondered if I could help him out. We were almost at his stop, but I knew there was a dark dead end street nearby and I said “let’s go.” As we stepped out of my vehicle I approached him and grabbed his crotch - he was already hard in anticipation. As he unbuckled his belt and unzipped his pants, his throbbing cock popped out! He asked me if I would suck it and I said, “no, but I'll jerk you off.” And then I got behind him, reached around with my right hand, and began stroking him. I was getting excited too as my own cock was straining against my thong. So, I reached under my skirt with my left, pulled my thong aside and began stroking my own cock as well. Then he reached back with his left hand and relieved me of my stroking and now were both stroking each other. We both began to moan as we held each other’s throbbing cock. I could feel his pre-cum as he could feel mine, and I stopped for a moment to spit into my hand so that I had some lube to add to his precum. Well, that took him over the top and his legs began to shake as he jerked my cock faster! I could see his jism in the dark, as he exploded with a muffled voice, because even though we were in the dark, we were right next door to the shelter. While watching him cum, I cupped my own balls while he stroked, and the next thing I knew, I was busting my nut too! Spent, both of our cocks began to lose the blood that made them hard, and I grabbed some napkins from my car so we could each clean ourselves up. Then, I dropped him off and we continued on with our respective nights.