After a night of excessive drinking in London, we headed back to his hotel. At his dad’s request, I put him up at a hotel near University College London where he was starting his freshman year in a few days. Because he was the son of one of my best friends in the U.S., I agreed to show him around London for a few days.
Isaac stumbled when we rose from the barstool. I suspect the alcohol hit harder because of the zero body fat on his 18-year old skinny body.
I put his arm around my neck and helped steady him for the cobble-stoned walk.
I paused before we entered and asked if he could make it to the elevators without asistance. He nodded.
It took a lot of concentration but he did a yeoman’s job of faking sobriety for 100 feet
When the elevator doors closed, his body - leaning against the back wall - started to slide down. I lifted him off the floor as the elevator doors opened at the floor for his hotel room
After we got into his room, I walked him into the bathroom, warning: “You need to pee now so you don’t wet yourself once you pass out in your bed”
Issac tried valiantly but unsuccessfully to unzip his pants.
I opened his belt, unzipped his fly and pushed his pants down
And tucked his straight-boy tighty whiteys under his balls. He was alarmed at what I had done. We had never seen the other naked at all. But the pee started vigorously streaming. I blurted: “Fucking aim!” as his pee went everywhere. I quickly grabbed his dick and got things under control.
He grumbled: “What the fuck! Don’t touch my dick”.
I replied: “I’ll let go when your done”
He seemed annoyed but I noticed his dick was growing. His 3.5 inch flaccid dick was now 5.5 and he wasn’t fully hard yet.
I was feeling increased pressure in my own underwear too inside my jeans. “Hmmm”
Thankfully he didn’t notice.
He hobbled to his bed with his pants around his ankle and his tight whitey’s now pulled up (by me) over his still growing erection.
I pulled his shirt off - warning him he might vomit and he didn’t want to ruin his shirt
I also put a towel down on the bed as an extra precaution against vomiting on his sheets. Seconds later, he collapsed backwards onto the bed.
I then took his shoes and pants off.
I always thought he was dorky looking - perhaps because his clothes were always ill-fitting, but now that he was stripped of all but his underwear, I saw him differently. His scrawny body in the dim light now looked sexily twinky. I was confused about what I was feeling. I am straight and recently divorced.
When I had checked Isaac into the posh Sanderson London hotel a short walk from the UCL, I promised to show him around before classes started. After a delicious steak at my favorite restaurant, I took him to a pub forgetting that he likely didn’t have much drinking experience. In the UK, most kids his age are experienced drinkers already.
After a night of drinking, I never expected to find myself gawking at Isaac’s mostly nude teenage body. But this is the predicament I found myself in as the drunken night unfolded.
I was hesitant to leave him in his hotel room alone and just go back to my own flat by myself since I wasn’t sure if Isaac would get sick and need help. But I also didn’t want to stay and then have him wake up in his hotel room half naked with me there. And later have him tell his dad I held his dick while he pissed and then undressed him - at least mostly.
I decided to stay an hour or two to make sure he was okay. I was going to explain that to Isaac but he already was passed out. His dick however was pretty hard (about 6-7 inches) and about two inches of his cock was sticking out the bottom of his basic Fruit of the Looms briefs along his leg.
At 42, and recently divorced, I had only been with women but the sight of the lad was giving me a huge hard on. Confused, I turned off the light in his hotel bedroom, went to the bathroom and closed the door behind me. There I peed.
After finishing, I was standing there with my hard dick in my hand and started stroking thinking of Issac. I stepped over to stand in front of the mirror and pulled my balls down as I jerked vigorously.
Then with no warning, the door swung into the bathroom and knocked me back with me falling to the floor - as Issac lunged forward and vomited into the toilet as he held both sides, his face down. His ass - perfectly firm - was stretching his undies a couple feet from my face.
I quickly pulled up my Calvin’s and my jeans. It was clear, Isaac never even noticed me behind the door.
I stood up. Acted like I just walked in. Leaned over, put my hand on his lower back and asked if he was okay. He turned his face to me as vomit dripped from his mouth.
Once he finished, I lifted him up in front of the sink. His once barely exposed hard on was now fully out the side of his tighty whitey’s but he didn’t seem to know
I opened some mouthwash on the counter and got him to swish his mouth. When he stood up, a bunch dripped out of his mouth down his chest and on his now blue-streaked undies
I grabbed a wash cloth, wet it and cleaned his torso. I suggested he take off his undies so I could clean and hang them. He couldn’t get them off and I helped him.
I was stunned he didn’t seem to realize that he was totally naked and full mast in front of his dad’s friend, who was 20+ years older than him. Isaac clearly was totally out of it.
I guided him to his bed and he tripped - in the process giving me an unexpected view of his smooth hairless gorgeous ass, with a quick glimpse of what I was pretty sure was a virgin hole. I rolled him over on his back and gave him a kiss good night on his forehead. I cringed - knowing the kiss was inappropriate. He wasn’t my son.
The light from the bathroom washed across his body. He looked so fucking sexy. Isaac had gorgeous nipples. Pale white skin. A tight body. Small-bulge biceps on his skinny arms. Flat lower abdomen, and a good-size cut cock.
His red hair was longish, hanging loosely over his eyes. Looked like male model Calum Harper.
I so badly wanted to grab Isaac’s erect cock, which was framed by untrimmed bushy ginger pubes. And I wanted to run my hands over…well, everything. His balls were perfectly round. His body hairless other than his armpits and ginger pubes.
I leaned over his face to see whether he was fully asleep.
I then held his hand to see if he would react to my touch. Nothing.
He seemed okay but my mind was swirling as was my horniness.
I turned off the main light in the bathroom leaving a dim nightlight on in the bathroom so I could see him and the room somewhat
I sat in the chair by the desk in the room lost in my thoughts and desires
I took my own shirt off - the room was hot - and stripped down to my black Calvin trunks.
I then walked quietly over to his bedside and moved his left hand near his boner. He was a lefty - I noticed him earlier drinking with his left hand exclusively. I then wrapped his fingers around his yummy cock.
I went back to my jeans front pocket and grabbed my iphone and took a pic of hot Isaac. Even with dim lighting, Isaac looked amazing.
Then i gently guided his hand up and down his hard cock. Very slowly. Keeping an eye on his face and eyes. He didn’t wake up.
After a minute or so, his hand began stroking on his own - out of teenage habit, I suppose - as I watched his chest rise and lower with each breath.
As I sat back down on the chair, I took my own cock out and jerked - trying to stroke with the same timing and rhythm as he was.
I had never been with a guy - but I really wanted to suck Isaac. Never even thought about the possibility when we were getting drunk his first night in London. But now I was so horny I wanted Issac to flood my mouth with cum despite being only 18.
I knew I couldn’t suck him without him waking. As I thought that, I could see a drop glistening atop his cock. The veins on his cut cock were now bulging along his now full 7 inches.
I knew I shouldn’t but I carefully walked over, leaned down and licked the drop of cum off his tip
I panicked when he abruptly stopped stroking - fearing I woke him.
But his eyes didn’t open and his breathing remained unchanged.
From the little I tasted, I knew his cum tasted incredible. I had to have a full load
As I was standing there naked next to his bed, he pulled his legs up and his right hand reached under his balls. His left hand was on his abdomen. Then he slid his middle finger of his right hand into his hole and his left hand resumed jerking.
I don’t know what he was dreaming about but I sure as hell wanted to be a part of it.
I was mesmerized watching him finger fuck his own ass. No lube or lotion.
I couldn’t help myself and I videoed him on my iPhone
I could tell he was close.
I walked over again to see if he was actually asleep. Isaac sure seemed like he still was deep in an erotic dream.
I looked closer at his throbbing cock. Gobs of precum were lubricating his jerking.
I lowered my face hoping to catch some cum in my open mouth when he eventually erupted which I sensed was soon.
I knew this was dangerous if he woke up - especially since I was good friends with his dad - but I couldn’t help myself.
His hips started thrusting. His back arched. I watched every second. I couldn’t turn away.
Then he came like thunder. Shooting ropes and ropes of thick white cum deep in my open mouth and all over my face and everywhere as his body convulsed.
Oh to be young! I couldn’t believe how much cum came out of him. The loads that shot up into my mouth were epic.
Then the cum started dripping off my plastered face onto his body. On his balls, cock, pubes, abs and more.
I quick backed away afraid he would awake and see me. I wiped my face off with my hand and licked it all. Already had swallowed the massive amount of teenage cum shot directly into my eager mouth.
I wanted to finish myself off using some of his remaining cum as lube. I was so close to cumming. Instead, I quickly pulled on my Calvin’s and my jeans despite my cock being ramrod hard and sat down in the chair and leaned back immobile. And afraid I would be caught.
Then, Isaac exclaimed: “Oh fuck!” He was oblivious to how loud he was in the totally quiet hotel at this hour.
As Isaac woke up more fully he was patting his sticky body with his hands.
He glanced over at me in panic - clearly afraid I saw his cum explosion but in the darkened room he wrongly concluded I was asleep. He did not notice I was watching him through my almost closed eyes.
He jumped up, still drunk, crashed into the wall and then unsteadily stumbled into the bathroom oblivious to the noise he was making.
After Isaac closed the door and turned on the bathroom light, I heard him say “fuck, fuck, fuck”. Then the shower went on.
After a few minutes, I “innocently” entered the bathroom. “What are you doing awake? Is something wrong? Did you shit yourself or something?”
The shower had full-length glass doors so I could see his naked body all soaped up. Isaac was hot as fuck - in a twinky way.
He slid the door open slightly and stuck his head out and lied: “I just woke up and I was all sweaty. That’s all. What are you doing still here?”
I explained that I was afraid to leave him alone given how drunk he was when we got back to the room.
He said “Yeah fuck, drinking with you was so much fun. Love the 18 year old drinking age here. But I feel like total shit now. My head is pounding”
Isaac said nervously: “What woke you up?” I took that as him not sure whether I saw him jerking.
I lied: “I think the light in the bathroom and the sound of the shower must have woken me up”
He turned the shower off and with one hand in front of his dick - as if I hadn’t seen it before - asked for a towel.
As he stepped out, I could see he was hard again, despite his weak effort to hide his growing boner behind his hand. I excused myself and let him dry off.
As I walked out, I noticed his cum covered undies on the floor just outside the bathroom
I closed the bathroom door and raised his underwear to my face and licked off all the cum I could - which was a lot - and I put them back on the floor. And returned to the chair.
He came out with the towel around his waist. He noticed the undies and kicked them quickly under the hotel bed. I think he thought I didn’t notice them.
Looking at Isaac, I wanted to have sex with him so badly.
“Have you been sleeping in the chair at the desk this whole time?” he asked. “That must be really uncomfortable.”
I nodded.
He paused for an unusual amount of time. I was wondering how he was going to get dressed for bed with his underwear soaked in cum.
He squeezed by me to get to his duffel bag on the floor by the window, his hips grazing my body as he walked by.
Facing away from me, he leaned down to grab fresh tighty whiteys, dropped his towel and slid them on - all the while facing away from me so I couldn’t see his dick but affording me a close up view of his ass. Including his hole. I wanted to plunge my tongue into him deeply.
He turned slowly, not sure what to do with me in the room.
Then he spoke: “You’re not going to tell my dad I got drunk and puked, are you?”
I smiled and said: “What happens in London stays in London”. And laughed. This helped lessen his panic.
He paused as he absentmindedly adjusted his dick in his fresh undies.
“I feel bad you slept in a chair while I had the whole bed.”
Isaac continued: “The bed is big enough if you want to sleep on the other side. Do you have anything for my headache btw?”
I told him I didn’t have any Advil but asked if he was sure it was okay for me to sleep in his bed.
“Why wouldn’t it be?” he said innocently. “You paid for the room for me. I assume you’re straight since you were married until recently. Doubt you’re gonna jump me” - and laughed. If only he knew the thoughts running through my mind.
I headed to the bathroom, washed my face (before he sobered up and noticed his dry cum on my face and upper chest), peed quickly again (I had drank a lot at the bar) and came back into the bedroom
He was already in bed, laying with his hands behind his head. His armpit hairs exposed.
I asked again to make sure it was okay that I slept in the bed. Then I shed my pants and crawled in the other side in just my Calvin’s.
Isaac looked over: “You’re in better shape than my dad.” I was surprised he basically admitted he checked me out.
“Thanks. It was the reverse when your dad and I were younger. I was out of shape when I was your age.”
Isaac asked: “Can I work out with you later? I’d like to get some muscles like you have, said Isaac. “Sure that would be fun. I have equipment at my place”
I noticed he didn’t position himself close to the edge of his side of the bed. I thought he was going to leave a bigger buffer of space. Instead our arms were about six inches from each other. I was wondering if that was out of innocence or because maybe - I hoped - he still was horny.
I pushed the sheets down to my waist to avoid sweating too much. He followed suit.
The moonlight coming in through the shades cast enough light that I could see the outline of his body. Even though the sheets covered him waist down, I could see his bulge under the sheets. I also could see his erect nipples. I tried to fall asleep. It was now like 3am but I kept looking at him. He had passed out again.
I waited about 15 minutes to make sure he was asleep and then I pushed my Calvin trunks down. And started jerking.
I had to be careful because his right leg was against my left leg. So much so I could feel his sweat on me. If my body moved too much, he would feel it.
Minutes later, in the middle of my jerking, the lad rolled over onto his stomach towards me. I froze as his left leg - partly bent - ended up across my leg. His left shoulder also was on top of my shoulder nearest him and his elbow rested on my chest. Along my left hip I felt his bulge. I froze.
My totally rock hard cock was only inches from his sweaty body and practically touching the side of his perfect ass.
He weighed nothing. So it didn’t hurt that he was partly laying on top of me. And I think in his deep sleep he didn’t even remember anyone else was in the bed.
The top of his thighs were touching my balls though (his leg bent at the knees) and I could feel part of his cock against my left hip. His left hand was resting on one of my nipples. The body contact was making me insanely horny.
I was unsure if I could jerk without him feeling what I was doing.
The whole situation was hotter than any actual sex I had with countless women when I was younger or with my wife in all the years of our marriage. Although there wasn’t much sex with her the last few years.
I became more sure that Isaac didn’t seem to realize he was on me. At least partly. His face was facing me. He was snoring and I could feel his drunken breath on my face every time he exhaled.
I slowly restarted jerking.
After awhile his lips being so close to my face became too tempting. My lips were just a couple inches from his open mouth. He shifted a little and his sweaty thigh was now directly against my jerking fingers. I slowly resumed my my jerking - my fingers slowly grazing his sweaty skinny thighs.
I extended my tongue and slowly ran the tip of my tongue along his lips. I knew I was crossing yet another line. While snoring, he leaned his head closer and tongue kissed me.
I almost came instantly. But for now I kissed back. It was a mistake but I couldn’t stop myself.
His body shifted further on me. My hand and dick now trapped under his leg. His boner fully pressed against my hip as he sleep kissed me. I think he was imagining kissing some girl he knew - but I never enjoyed a kiss more
My mind was ablaze with confusion over how much I was into this boy. I’ve never had a gay thought before tonight. I couldn’t explain why I wanted this so much.
Oh fuck, I thought, as Isaac switched to kissing my neck. Shit, he’s gonna realize I’m not a woman and freak out
Next he reached down and pushed his undies down. At the same time, he started kissing my nipples.
WTF!!
He couldn’t be more than 120 lbs but he was in total control now. Still seemingly asleep, he lifted my muscular legs.
He grabbed my ankles and set them atop his skinny shoulders. This must be how he fucked his girlfriends.
Holy shit! Isaac was using his dick to rub my hole. I could feel his precum on my hole, which was tensing up big time.
How could he not realize my hole wasn’t a vagina!?!?
Omg I’ve never been even fingered let alone fucked. I wasn’t sure I could handle this.
His eyes still are closed. I can’t believe I’m about to be sleep fucked
His lips return to mine. Deeply kissing me. Moaning in my mouth.
Ouch!!!!!
OH
MY
FUCKING
GOD
Isaac’s dick was in me now. This hurt sooo much.
Oh shit, he just spanked my ass too.
How could he not notice I have a dick?!?
This hurts so much and he’s only partly in. The sweat is dripping off his body onto me.
I’m trying to relax my hole so I can take his cock more comfortably.
I run my hands over his skinny chest as he fucks me. He’s soooo skinny. I can feel his bones under his skin. But soooo hot. I play with his sexy nipples
As he fucks me the friction between my cock and his body is gonna make me cum.
He just grabbed my hand and is sucking my fingers one by one. So hot.
I don’t think I can take the pain. He’s about 2/3rds in. The lack of lube is making this tough.
Oh shit, he just rammed full length in. Fuck that hurt. I can take pain but this is next level.
I have to redirect him
I flip him on his back and quickly get between his legs and start sucking him
My sore ass now in the air but free of his 7 inches.
He’s holding my head. His fingers intertwined in my hair.
Having received dozens of blow jobs, I know what a guy likes. But fuck, 7 inches is a lot to swallow
As I start gagging, he holds my head down. Grinding his pubes against my face. Giving me no chance to catch my breath.
I can feel his throbbing veins against my tongue
I slide my hands under his ass cheeks and squeeze them as I give him what I hope is the best bj of his life - even though my eyes are watering.
But he abruptly pulls out of my mouth and forces me face down. Pulls up my hips from behind me and starts pounding me again. This time from the rear. I guess he decided where he is going to cum.
I fear passing out from the intense pain but I have to admit this is the hottest sex of my life
The intense pain is indisputably hot. Plus being dominated by an 18-year old twins is incredible
His tongue starts swirling in my ear. And then I feel him bite my neck as he thrusts in so deep it feels like he is going to come out the other side
As I realize the sweat dripping down my neck is blood from his bite, I feel him explode inside me. He jerks my face around and kisses me deeply, passionately, as he floods my insides
He continues to thrust as he cums. There is so much, I can feel cum dripping out my ass onto the sheets.
And just then, face down, I cum between the sheets and my body - coating my six pack and pecs.
He’s done cumming but I can still feel his throbbing dick inside me.
With his moaning stopped, I can hear his heavy breathing - now accompanied by snoring.
With his dick still inside me, and his body atop me, he is sound asleep again, his face laying on my face. His drool dripping into my mouth. Blood still dripping from his neck bite and sticky cum all over my torso and the sheets I’m laying on.
When he awakes later, I wonder how he is going to explain this to himself.
In the meantime, I rest underneath his gorgeous body. Grateful for the best sex of my life but fearful how he is going to react once he realizes he drunk-fucked a GUY not a woman and in fact a guy who is one of his dad’s best friends.
To be continued…
