Straight Male / 43
I suppose I had a brief career as a prostitute. I was around 43 and was at the beach with my family and a few family friends, and there was an arcade at the end of the street. My mom gave me some money every day but I was hugely disappointed when it ran out. I offered to do whatever work to everyone and had a few takers, but we were renting - not many things around the house.
One friend of my brother and sister came to the rescue on our third night there. Hours in to an afternoon barbecue, he was fairly drunk and I was again asking everyone if they had work for me. When I asked him, he was inside coming out of the bathroom and he said maybe, but it was a secret. I agreed and swore secrecy, as I craved arcade money like I was a junkie. After several rounds of 'are you sure you'll keep the secret?' and telling me (truthfully) that it would be bad if anyone found out, he asked me if I was jerking off yet. I wasn't, half pretended to say I might be, and he shook his head.
"Bullshit. You'd know," he said, or something funny. I laughed, then was surprised when he went back in the bathroom and took his dick out & waved me in. "Jerk me off and I'll give you twenty bucks," he said. I stared for a second and he said "told you it was a secret." Driven by arcade money, I then walked in and he closed the door. He told me to hold out my hand and he squirted suntan lotion in my palm, then told me to put it on his dick, which was getting bigger. It felt weird, soft and hot skin but quickly becoming a big erection, and then he showed me how to stroke up and down.
I guess I jerked him for about a minute before he made weird noises, and then I had the shock of watching his shoot out and into the tub and I felt his dick flexing on my hand.
He made some other funny comme ts as we cleaned off, and after reminding me of the importance of keeping the secret, he whipped a twenty out of his wallet and quickly left the bathroom, telling me to wait 30 seconds before coming out.
In that time, I pondered the act. Sure, it was weird and I knew it was "wrong," but I also smiled at how easy it was. No carrying shit from the store, no drying dishes. Just moving my hand on a guy's dick. Minutes later, I was literally skipping down the street to the arcade, reward in pocket.
When I saw him later, he asked "you good?", and when I smiled and said yes, he ruffled my hair,
Every day the rest of the trip, we had our business arrangement. We switched from sunscreen to lotion so it wouldn't smell, and I got to work. Two days, I was hired twice. One time, he was laying in bed and I jerked him off onto his stomach, and he gave me a t-shirt to clean my hand.
"What about that?", I asked, pointing to the mess.
"Fuck it, whatever," and he half wiped it before throwing the shirt on the floor.
Another time, pretty late at night (for me), we were outside by where cars were parked, and right before he came, he said "here" and turned, then said "fuck them" before the dick being stroked by a kid's hand jizzed on the rear quarter-panel. I still laugh when I think about it. He didn't have cash on him but promised payment the next day, and he tipped me an extra five for waiting.
Other than one time when he grabbed my ass as he came, he never tried take it farther. As great as I thought the arrangement was, who knows what I would have agreed to. I still see that whole arrangement as being awesome and feel zero regret, nor do I feel like I was wronged. Hell, I was making a grand an hour to have a smoother right hand.
That said, I'd likely be reflecting differently if I had been walking gingerly to that arcade with load in my ass, but I would have played a shit ton more Double Dragon.
One friend of my brother and sister came to the rescue on our third night there. Hours in to an afternoon barbecue, he was fairly drunk and I was again asking everyone if they had work for me. When I asked him, he was inside coming out of the bathroom and he said maybe, but it was a secret. I agreed and swore secrecy, as I craved arcade money like I was a junkie. After several rounds of 'are you sure you'll keep the secret?' and telling me (truthfully) that it would be bad if anyone found out, he asked me if I was jerking off yet. I wasn't, half pretended to say I might be, and he shook his head.
"Bullshit. You'd know," he said, or something funny. I laughed, then was surprised when he went back in the bathroom and took his dick out & waved me in. "Jerk me off and I'll give you twenty bucks," he said. I stared for a second and he said "told you it was a secret." Driven by arcade money, I then walked in and he closed the door. He told me to hold out my hand and he squirted suntan lotion in my palm, then told me to put it on his dick, which was getting bigger. It felt weird, soft and hot skin but quickly becoming a big erection, and then he showed me how to stroke up and down.
I guess I jerked him for about a minute before he made weird noises, and then I had the shock of watching his shoot out and into the tub and I felt his dick flexing on my hand.
He made some other funny comme ts as we cleaned off, and after reminding me of the importance of keeping the secret, he whipped a twenty out of his wallet and quickly left the bathroom, telling me to wait 30 seconds before coming out.
In that time, I pondered the act. Sure, it was weird and I knew it was "wrong," but I also smiled at how easy it was. No carrying shit from the store, no drying dishes. Just moving my hand on a guy's dick. Minutes later, I was literally skipping down the street to the arcade, reward in pocket.
When I saw him later, he asked "you good?", and when I smiled and said yes, he ruffled my hair,
Every day the rest of the trip, we had our business arrangement. We switched from sunscreen to lotion so it wouldn't smell, and I got to work. Two days, I was hired twice. One time, he was laying in bed and I jerked him off onto his stomach, and he gave me a t-shirt to clean my hand.
"What about that?", I asked, pointing to the mess.
"Fuck it, whatever," and he half wiped it before throwing the shirt on the floor.
Another time, pretty late at night (for me), we were outside by where cars were parked, and right before he came, he said "here" and turned, then said "fuck them" before the dick being stroked by a kid's hand jizzed on the rear quarter-panel. I still laugh when I think about it. He didn't have cash on him but promised payment the next day, and he tipped me an extra five for waiting.
Other than one time when he grabbed my ass as he came, he never tried take it farther. As great as I thought the arrangement was, who knows what I would have agreed to. I still see that whole arrangement as being awesome and feel zero regret, nor do I feel like I was wronged. Hell, I was making a grand an hour to have a smoother right hand.
That said, I'd likely be reflecting differently if I had been walking gingerly to that arcade with load in my ass, but I would have played a shit ton more Double Dragon.
