Remembering For Fun {gay/for sale}

 


I may hire this boy again. I found him, or should I say he found me, at the airport. I don’t know if he has the best gaydar on the planet, or he saw me checking him out, or he was desperate enough to just try and see if I was game.

Oh, I was more than game. I took him with me to my hotel and used his fake name to list him as my roommate. I sent him to take a shower while I unpacked my things for the week I was going to be in town. When he walked out with his dark hair dripping wet, as he dried the rest of his body, I walked over him to taste the goods that I would be paying for.

Nothing disappointed me. He sounded sexy when he moaned. He presses his body into mine that was already naked but for the towel, I had wrapped around my waist. The kiss itself showed experience and tenderness at the same time.

I pulled out of the kiss to whisper in his ear about a few things I left for him on the bed. I glided my hand across his ass as he moved to see them for himself before I made my way to the bathroom for my own shower.


===

15 minutes later

===



I took a small moment to appreciate the sight that was being played out in front of me before I walked back into the main room of my suite. The lube and the dildo he was using as I hoped, but the underwear was a surprise. I thought this act was only something done in bad porn. But if it worked for him, it worked for him. My eyes left his face where here was inhaling what he could from the briefs I left for him to wear. I moved past his clean shaven jawline and straining neck that reflected his determined actions. I looked down past his abs to see his cock stretched and smooth as he continued to push that dildo in and out of his pussy ass. I saw that he was having a little trouble getting it all the way in, so I walked over to help him out. I replaced his hand with mine and rubbed his chest as he now laid there and enjoyed himself.

“How old are you?” I asked him.

“Twenty-Four,” he said with a moan and his eyes closed.

“When was the first time you shoved something up your ass?” was my next question.

“I was twelve,” he said and his answer was followed by a shudder that I saw travel the length of his body.

“What was it?” I asked next as I tried to picture him at 12 sitting in his room with a toothbrush holder in his hand. I realized that I was imprinting my past onto his, but it didn’t stop my cock from pushing against my towel.

“A carrot,” he confessed. I felt myself pause as the answer came out of nowhere to me, but once I quickly pushed back in, he was none the wiser.

“Why?” I asked as I tried to understand.

“Mom didn’t have any cucumbers,” he said as his breathing picked up.

“Who told you to use a cucumber?” I pressed as I slowed down so he wouldn’t come just yet.

“The girl in the video used one and looked like she liked it,” he replied before licking his lips. I bent down and kissed his mouth as my hand almost came to a dead stop.

"Tell me," I commanded him.

“I was watching a movie with a friend when we had a sleepover at my house. We thought it was one thing and it turned out to be a porno. So, of course, we watched it,” he then laughed as he looked up at me. Fuck he looked cute. I bent down for his lips again. He moaned into my mouth before he started to nibble at my lips.

I started to fuck him with the dildo again and his body just relaxed under me. I rubbed my other hand up and around his chest. I could almost feel the trust radiating from his body.

“Did you like it?” I asked once his breathing had picked up again.

“Liked what?” he asked as I heard it in his voice. He was slipping into the pleasure of the prostate massage that I was giving him.

“When you fucked yourself with a carrot,” I said close to his ear before sucking on his neck. He squirmed under me when I did that.

“I didn’t like it, but then I thought I did it wrong,” he gasped for a breath as he started to fuck back against my hand and the dildo.

“When did it get good for you?” I asked as I looked for a memory to help him get off. My own cock was aching to be buried in him.

“My first boyfriend C-carl,” he said with a catch in his voice. I was getting him close. I moved my hand a little faster.

“What did Carl do to you?” I inquired full of curiosity.

“He had real sex toys and he showed me how to use them when I asked,” he started to shake.

“Did you like using them on yourself, or did you like it when he used them on you?” I asked as my hand moved a bit more.

“I didn’t mind doing it when I was by myself, and when we were together I rather he fucked me, but I liked when he used them on me when we were outside,” he confessed. I felt as his balls started to pull away from my hand and up close to the base of his dick.

“You wanted to be caught?” I asked as I started to think of what I could do with him in such situations.

“No. Aahhh. It was from trying not to get caught that got us off, off,” he stuttered.

“Did he stand in front of you so no one saw that he had his hand down the back of your pants?” I asked as I started to really hammer the dildo into his hole. “Did you press your face into his chest to muffle your moans?” I realized that I was starting to get carried away. But I felt too good to stop.

“Did you pad your underwear so your cum wouldn't leak through your pants?” I asked as I made him feel every thrust.

“Yes,” he answered loudly.

“You rubbed your crotch into his thighs didn’t you?” I asked a little louder.

“Yes,” he said louder still.

“He pumped that dildo up your ass as you clung to his shirt, didn’t he?” I grilled him.

“Yes!” he shouted as he started to arch up off the bed.

“Your boyfriend fucked you in public and you liked it so much that you came in your underwear again and again,” I told him.

“YESsss! FUCK!” he swore as he came. I was watching his face the entire time. I watched as painful pleasure broke out across his face before he slowly settled into bliss then heavy breathing as he recovered. That was when I was able to pull the dildo and a few of my fingers free. He may be a pro, but he managed to keep his ass ring as tight as any I’ve fucked before.

“Now it’s my turn,” I told him as I pulled off my towel and lifted his legs.


=============


I don't know how I missed posting this story here.

I half think that it is here, but just under a different name. I hope that there isn't, since I just editing this and don't want the older version to still be out there.

This is one of my more straight forward stories. I like it.

Do you?

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