Drinking with my friend’s 18 year old son

My friend asked to to show his freshman son around London before he started at UCL. What began as some fun drinking, turned into much more. This chapter begins when his twinky son wakes up naked on top of my back.

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I woke up around 10am and found Isaac still sound asleep on my back. His dick had retracted  at some point from my ass, allowing his massive cum load to leak all over me and the sheets.  

Isaac had morning wood now, but at least his painful 7 inches wasn’t still inside my ass. I was still sore from our sex, the first time I had done anything with a guy and the first time anything was in my ass.  

I was left with a choice. Do I push him off or let him sleep off his drunkenness?

He either barely nothing. So I let him be.  

I turned my head around to see his face. His mouth was opening.  Still drooling on my face and into my mouth. Which sounds gross but it actually weirdly turned me on.  I extended my lips and kissed him.  I hope he doesn’t freak out when he wakes up.  I really like this kid. 

As I laid there under his sweaty body, I tried to figure out if he was gay all along and the talk about his girlfriends when we were drinking was bullshit. Or was last night his first time with a guy too?

My dick came to life as I was thinking this through.  As it expanded it ended up brushing along his 7 inch morning wood which was resting between my thighs.  I was only 6 inches, and not as thick as him either.  

I was surprised that Isaac the Twink had a thick cock. The rest of him was super skinny.  

I wondered if he would remember anything from last night.  At a minimum, he’d have to explain to himself why he was hard and naked atop me.  He’d also have to explain the cum dripping out of my muscular ass. It obviously wasn’t mine.  

I decided that when he awoke I would pretend I was still asleep - to see how he would process all of this.  That would give me more time to think of what I would say. 

I was hoping he didn’t flip out. Especially since we were in a hotel room and people in adjoining rooms could hear us if he wigged out.  

Even though he’s legal, I didn’t want police showing up and catching me with an 18 year old less than half my age.  I also didn’t want his dad, my friend, finding out we had sex. 

As all these thoughts rambled through my mind, he shifted atop me, which had the effect of rubbing his cock on mine. 

He lifted his head off my face. Wiped the drool off his face, looked at me and then looked backwards. I could feel his body twisting as he turned to look at our lower halves, my cum covered ass and our legs intertwined. 

“Oh fuck!” he said under this breath.  “What the fuck have I done?”  He put his arms on either side of me and lifted his body up like he was doing a push up to elevate his body. 

He then slowly stepped off the bed trying not to wake me. But even though I had my eyes closed, I could tell he was staring at my ass and the cum everywhere. 

“Shit, I’m in so much trouble.  He’s going to kill me,” Isaac said quietly and with complete panic. “Did I rape him while he was asleep?  If my dad finds out, I am totally fucked!  Does this mean I’m gay?  But I’m not.  He’s so muscular.”  His mind was racing.  “He’s got blood on his neck!?!  What the hell?”

Then he ran off to the bathroom. Didn’t close the door and I could hear him peeing like a horse despite being hard as a rock.  

He then grabbed his boring underwear from the bed (which his mom must have bought him) and slipped them on.

I rolled over with my eyes closed and stretched.  I could tell he froze.  I could feel my dry cum all over my pubes, and torso from when I came from him fucking me.  Not sure what he thought when he saw that.  My morning wood also was rock hard.  I tensed to show the definition of my abs.  

Then I opened my eyes, acted bashful and quickly pulled the sheets over my dick. 

His face revealed total meltdown panic

I deadpanned: “How did you sleep?  Your headache better?”

He couldn’t get any words out at first.  Then lamely said “fine”

I asked:  “Is anything wrong?”

He was trying to figure out if I knew he had fucked me.  

Then almost with tears in his eyes, he asked:  “What happened last night?”

I responded:  “You had a lot to drink”

“I know that….I mean in bed?”

“Why do you ask?”, I mischievously responded.  “You asked me to sleep in the bed since there was plenty of room.”

Isaac: “Did anything happen?”

I responded: “I think you crawled on top of me while I was sleeping and fucked me in the ass, I would guess”

I added:  “My ass is really sore and there is cum all over my ass.”

“I couldn’t have. I’m not gay”: he plead.  

I said: “What happens in London stays in London. I’m not going to tell anyone. Your dick is sticking out right now if you didn’t know. Impressive size.”

“You didn’t wake up when I was fucking you.”

Me:  “I did, Isaac”

He was freaking out.  

“Actually I was awake the whole time.  You turned me face down and ass up and fucked me repeatedly from behind.   It hurt because I’ve never been fucked before but also because you’re 7 inches and thick.   You were actually quite good.  Makes me think I wasn’t your first.  You definitely were my first time with a guy.”

Isaac:  “I swear I’ve never done anything with a guy before.”

Me: “Well, you seemed to enjoy it.”

He carefully asked: “Did you like it or did you feel like I was raping you.”

“Well, the pain was intense and you didn’t ask me if I wanted to have sex, but it was hot as fuck. So maybe both.  Made me cum. A lot.  I was surprised how much I liked it.  So I think it was all good,” I explained. 

I continued:  “You seem super nervous. I’m totally chill about what happened. And the spontaneity made it ever better.  You’re totally fucking hot, too.”

We both didn’t know what to say and do.  But at the same time, we both were rock hard, as we both noticed.  

I stood up, walked over and hugged the lad.  And put my hand behind his head and guided him to lean in and hug me back. 

Isaac, the power top, seemed surprisingly fragile.  I was totally sure now that he had never been with a guy and felt a mix of excitement, fear that someone would find out, and confusion about his identity.  

I put my hands on both sides of his face and gave him a long and deeply felt intimate kiss. 

I then asked: “Want me to take care of your cock and then we can go grab lunch?”

He nodded. 

Before I kneeled, he ran his hands over my pecs and six-pack. My hands ran down to his twinky ass which I felt up as I slowly kneeled, kissing his body on the way down starting with each of his nipples.  He moaned and his cock twitched as I worked them.  

As I kneeled, I was mesmerized by his thin body. I can remember the last time in all my years married to my now ex-wife that I felt so sexually intense. 

I rubbed my face in his ginger pubes, my fingers still holding his smooth ass cheeks.

Then I took one of his balls and then both into my mouth, while his wet tip streaked my face with precum.  While I sucked and made his balls sloppily wet, my fingers played with his hole.  He reached back and pushed my pointer finger in his hole and leaned back to take my finger deep. I rubbed his prostate which made his cock leak more and more precum.  

I let his now wet balls fall sloppily out of my mouth.  My wet tongue glided up the underside of his cock which was angled upwards.   I slowly licked his tip and twirled my tongue around the edge of his head then lapped up the precum oozing out of his slit.  

He was starting to lose it and I suspected he wanted me to put it in my mouth already dammit.  But I wanted to make him wait and build up the tension in hope of a bigger load.  

I then slowly licked up the sides of his rock hard cock like it was a dripping ice cream cone on a hot day in August.  

He asked me (actually with a tone that was more begging) to put more fingers in his ass. I took three fingers and rubbed his tip all over them to use his own pre-cum to lube my fingers.  Then I slowly slid them in his eager ass while I resumed wet licking his cock. He took my three fingers like a champion making me suspect he often finger fucked or dildo fucked his own teenage ass while jerking off to porn. 

With impatience, he grabbed his cock and drove it into my mouth. All 7 inches rammed in with my face against his pubes.  I choked from the suddenness and the length. And turned away to gasp for air

Isaac commanded me: “Suck me. All of me. Don’t stop!”  And he fucked my face brutally.  He was like a dog in heat.  If my fingers weren’t deep in his ass, I would have fallen over. 

“Look up at me while you do it!” he ordered me. Not sure if this was what he did to girlfriends or just something he liked when he watched porn. 

I was gasping for breath when I could. Was a bit rough but hot as hell.  If he asphyxiated me, at least I would die with a smile on my face. 

As I looked up at him, my eyes were watering from not getting enough air. He wiped my eyes gently while fucking my throat like a jackhammer - a contrast of kindness and brutality. 

His head went back and I could see in his eyes he was about to cum. 

He grabbed my head firmly and went even deeper down my throat which I didn’t think possible.  And then warned: “I’m cumming”. As if that wasn’t obvious.  

I started coughing from the amount of cum but he ordered: “Take it all!”

And he used his hands to keep my lips tightly around his cock.  I felt like I was going to drown

I yanked my fingers out of his ass and used both my hands to back him off a bit so I could breath. 

I swallowed most of it but coughed a good amount over his pubes and abs

He had fallen backwards onto the bed and said firmly lick it all clean.  I couldn’t believe this meek, awkward 18-year old was bossing me around.  But I wanted it all anyway.  

So as he smiled broadly, I licked his ginger pubes, balls and abs clean. Not wasting any.  

And then while I still had a mouthful of his cum, I climbed atop him, leaned down and kissed him deeply.  As we tongue kissed, he didn’t pull back at all, clearly enjoying tasting his own cum.  

Then he blurted: “That was so hot. That was the best blow job of my life.”

I stood up and said:  “I think we are going to have a lot to discuss over lunch.”

As we got dressed without showering, he asked to switch underwear so he could wear my Calvin’s.  I told him I had much sexier underwear back at my flat.  He leaned forward and kissed me gently and said: “Thanks so much for everything. The last 24 hours have been the best day of my life.”

And we walked out of the hotel room into a future that suddenly had a lot of possibilities. 

To be continued …

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