He was a tall, skinny 18 year old twink last time. Last October, at 9 in the morning, he invited me over. After I got there he casually mentioned that he was taking a lot of drugs the night before. Okayyyy… His cock was soft and reeked of tobacco. I was afraid I’d get high as I sucked him off in his basement, listening to his younger brother stomp around upstairs. Though I couldn’t bring him to cum, I couldn’t get the taste out of my mouth for the whole day. He was hot, though, and had a really casual attitude that made me feel super comfortable with him. Even if nobody climaxed, it was darn fun to be around him.
Now, a year later, his Mom was working again and his brother was in school, and he had the place to himself during the day. He’d mentioned something about milking him while rimming him, wanting to be “sub trained”, so I brought along a flogger. He knew I wouldn’t top, but he was so horny today it didn’t matter.
“I forgot to ask,” he messaged. “Are you OK with watersports? Like with me being peed on, not you.”
Yes and yes!
“I’m gonna take a shower. Definitely just come right in the sliding door and make yourself at home,” he wrote.
Usually I hate walking into stranger’s houses. Luckily when I showed up he let me right in and led me to the living room.
“Hi!” he said brightly, brushing his shoulder-length brown hair out of eyes. “Let’s get some porn going here.”
I looked around nervously, as the front door of the house was right there, and we were visible through the kitchen to the sliding doors in the backyard. A family desktop computer sat on a small table in the living room, and he already had 18 tabs of Pornhub open.
“Don’t worry. My mom’s at work and nobody’s coming back for a while.” He nonchalantly dropped his pants, revealing a soft cut penis. Then he leaned down to the keyboard, butt in the air, and started looking through the videos.
He picked one with a hot teen in it, but it was just him talking so he had to change it. “So what do you want to do?” he asked, turning toward me.
“Let’s start with the rimming,” I told him.
“My favourite!” He got on the floor. His tiny twink butt pointed in the air and spread, showing his hairless hole. I got down and licked it, and he moaned with excitement.
Without warning, I slapped his ass so hard he flinched and yelped. “Say thank-you sir,” I demanded.
“Thank-you sir,” he said, moaning in pleasure. His penis hung down to the floor, growing hard.
“Very good. Now you will be rewarded.” I slid my head under him and twisted around, sucking his long dick into my mouth. He yelped again in surprise, and then moaned as I used my my thumb to massage his slick hole.
We played a while, with me repeatedly slapping him the teen kept getting hornier. He looked back at me, panting. “What else you wanna do?”
I knew he wanted to be fucked, but I had never successfully topped before. Time to move on. “Well I gotta pee,” I told him.
“Fuck yeah, let’s go to the shower?” he leaped off the ground and bounded down the steps to the basement, cock bouncing under him. I followed him and he rounded a corner, into the bathroom with a small corner shower. By the time I got there, he was bent down on the shower floor with his, tight, slick asshole pointed into the air. “Try to hit the hole,” he begged. “I don’t know what it is, but I am just addicted to that feeling of piss hitting it.”
I pulled out my cock, took aim, and instantly a shower of piss spattered out everywhere. The droplets of pure yellow beaded up all over his back and soaked into his long dark hair. “There you go,” I said as I manipulated it into a stream. I let it all out, sighing with relief as I stood above the teen and pissed as hard as I could directly into his puckered asshole. The sound of it spattering against his skin, running down his hairless balls and dripping down into the drain echoed throughout the tiny bathroom.
When I was done, he turned around and sat down in the yellow puddle of piss, sighing contentedly. “That was awesome,” he said.

“Hit the spot eh?”
“Yeah! I’ll just shower it off quickly now,” Then he closed the glass door, and showered off. As he shampood his long hair, I stood right by the door, staring down at his soapy ass, and rubbed my dick.
“You didn’t bring any other toys, did you?” he asked me once we were back in family room. “I’m kind of weird. I take a while to warm up to fingers in my ass, but strangely cock is no problem.”
“Sorry, I just brought the flogger.” Besides, toy sharing is not safe. “Have you tried a cucumber? Banana?”
His eyes lit up, and he rushed to the kitchen, coming back with a thick yellow banana. We quickly covered it with a condom. He got on the couch and I squirted some lube on his crack, and he began to push it in. I put my hand on his and helped him.
His face twisted in determination, and then he pulled it out. The end of the banana was sagging inside the condom. “It squished,” he said.
“Yeah… Unfortunately if a banana squished there’s no way I’d get in there. The two times I’ve tried before, I’m always too soft.” I took a breath and looked around. “Maybe try a carrot?”
“We have literally no carrots in the house.”
“Marker? Hair brush?”
His eyes widened. “Oh my god yes!” He leaped up the flight of stairs and rummage through a drawer. I saw him grab something and he carried it back down, holding it up high.
“Got anymore of that lube? I mean, I think I might have some somewhere…”
“No problem,” I said, and squeezed a dollop onto his fingers. With one hand, he massaged it over his whole, and lay back on the couch, legs in the air. The other hand was on his phone, finding stuff on Pornhub. I looked down at my own phone, but I didn’t need it. I just stared at the teen on the couch beside me.
He gradually slid his mom’s hairbrush inside himself, and moaned. “I think I found a new favorite thing. I gotta hide this when we are done.”

I just stared at him, transfixed. I couldn’t get my eyes off his hole as it seemed to grip the brush handle on its own and draw it into himself, eliciting a wave of pure pleasure throughout his body with every millimeter he managed to push.
I was slowly pulling on my cock beside him. I was getting very hard and moreover I seemed to be staying that way. I slid off the couch and got a new condom and the lube, and ripped it open.
“You gonna try?” he beamed at me.
I didn’t say anything. Usually by the time the condom gets on I’m squishy again. I squeezed a dollop of lube out and rubbed it over my condom covered cock, which was still hard as ever.
He pulled out the comb and maneuvered himself around, putting his butt over the edge of the couch. He wrapped his hands around hie feet and and pulled them back, and his hole gaped before me. I reached down and positioned my cock head in front of it, and PUSHED.
“Uh uh no you gotta go slow!” he shouted.
“Right, sorry.” I stayed where I was, and started to fuck his hole, just the tip. Gradually I could feel the condom sliding against his skin, letter more of me inside.
“That’s good,” he told me. “Yeah you can go in further now… I can feel it open up.”
And then, all at once, I slid past… something… and I was fucking him. He moaned with each thrust, and I could feel his pleasure as well as my own as I went faster and faster.
“This is great,” he said between breaths. “You’re just the right size and everything!” And then his eyes rolled back into his head as he seemed lost in the moment, still moaning. After a while, a bead of sweat dripped from my forehead onto his taut belly.
“Don’t tire yourself out,” he told me. “I am more than happy with this so far. You are really good at this.”
I decided that I really like this guy. I didn’t want to stop, so I kept going. I felt so happy. I topped. I have topped. Am I a top? I just love to give pleasure. And it was plain that the kid was high on pleasure right now, because of my fucking cock inside of him.
Eventually, I did stop, pulled out and lay down to rest on the couch beside him.
He was still gushing about how good I was. “You were so good! I mean it! Some guys are so big and they don’t know how hard to push. I’m so glad you came. I was literally trying to get someone to fuck me all of yesterday.”
When I got to my car I just sat there, smiling. I topped! And then he messaged:
“I know you’re kind of new. If you’re into it maybe I can top you sometime and try and point out the things people taught me that helps.”
“Sure, I’d like that,” I wrote back before I could stop myself.