The story is about me and my best friend in high school, we will call him Sam. The events of this story happened after we had both turned 18.
Sam was a tall athletic guy whose parents were originally from Eastern Europe, although he was born in the US. Sam and I were neighbors, which is probably what led us to be best friends in high school. Sam and I hung out a lot during high school, almost everyday. Sam’s mom was a tall, pale Eastern European woman with a skinny frame and breasts that seemed too big for her body. As you can probably tell, I had a huge crush on Sam’s mom (but that’s another story).
Because Sam’s mom was a stay-at-home mom and my parents were constantly at work all day, we mostly hung out in my house. We also had a huge pool so during the warm days of summer, Sam and I would always go swimming in the afternoon to cool down. Sam would then come to my house to shower and hang out in my room.
Sometime during high school Sam introduced me to the wonderful world of online porn. The first video I saw was of two Asian girls kissing naked and needless to say, there was no looking back. My favorite genre’s and porn stars and it was mostly straight porn, mostly. I had found myself every once in a while looking up some transgender porn. Now that’s not all that uncommon now but it made me question my sexuality at the time. I wondered if I was gay, maybe bi. The thought didn’t bother me much but I was determined to keep it to myself.
Because my parents were never home and I was always home alone, Sam found it easier to come over to my house and watch porn on my computer without having to worry about his mom walking in on him. I was ok with this and I gave him his privacy and watched TV in the other room. This was almost a daily occurrence when we didn’t have practice or any after school stuff to do. I would come home and watch porn and rub one out then text him to come over and do the same.
Then one day in November of our senior year, I did my thing and texted him. He came in and started going at it. However, on that day I forgot my cell phone in my room. About 3 mins after leaving him in the room, i heard the phone ring. Thinking it was a text from Abby, a girl that I had been dating at the time, I knocked in order to get my phone.
“Come in” Sam’s voice came.
I walked in the room looking for my phone. To my surprise, Sam had not stopped masturbating upon hearing my knock. He had continued to vigorously rub his penis with little regard to my presence.
“Duuuude, at least put it away for a second until I get out”
“I can’t, check this out” said Sam without turning his gaze from the computer screen.
Sam and I had shared our thought about pornstars many times and had some favorites that we both shared. One of these favorites was the voluptuous Daphne Rosen (who is still my all time favorite). On the screen, Sam was watching a scene that neither one of us had seen before in which she was walking around the street clad in a very short dress on her way to the apartment of another voluptuous favorite Sara Jay.
Forgetting what I had come in for, I walked over to the computer and sat next to Sam on the edge of my bed. He had not stopped rubbing his shaft which I could see out of the corner of my eye but I didn’t care as I watched the two busty pornstars undress each other and shower together. As I sat, I felt my own erection in my pants and felt the need to readjust it within my pants so I can sit more comfortably. As I stood back up to readjust, I looked down at Sam who was sitting in my computer chair in his polyester shorts pulled slightly down to above his knees, his long skinny fingers wrapped around his penis and tugging slowly. He had no shirt on.
We both sat watching the two stars eat each, him masturbating, me slowly rubbing my penis from on top of my shorts from time to time. At that point, a huge bulge was very noticeable underneath my shorts as I was very aroused.
After a few minutes, I awoke from my trance and felt slightly uncomfortable as I noticed my best friends throbbing penis in the periphery. I started fidgeting and decided to get up and walk out and let him finish. However, at that moment, it seemed that Sam had also noticed that I was there and slowed down his rubbing and looked at me, “So hot, right? I know they are fake but I just love how round they are” speaking of Daphne’s tits.
“I love them too. I just wish her nipples were bigger”
“You and nipples. If you like nipples so much then go fuck a black chick, or even better, go suck your mama’s. She got antenna’s on her tits. Almost poked my eyes out when I slid it in her ass”
“Fuck you”
We both laughed. This kind of humor (or lack thereof) was customary between the two of us. We thought, at the time, that it was witty banter, and that our insults were terribly clever.
“Alright, I am gonna get out and let u finish.” Said I as I got up to leave the room.
“You can stay and rub one out too if u want.”
“With you here?”
“Yeah, it’s fine.”
“No dude, What? are you trying to see my dick?”
“I am, but I forgot my magnifying glass at home…It’s fine dude we are watching porn. Its not gay if we are watching two hot busty chicks lez it up”
At that point, I didn’t care much about his logic. Watching the two stars made me very hard and I wanted to touch myself. I was also marginally turned on by watching Sam’s dick. So I said “Fine” I sat on my bed again and I slid my hand inside my pants and pulled out my very erect penis. Sam wasn’t looking at it when I pulled it out but I caught get an accidental (or maybe not so) glance as I sat down. I dropped my shorts all the way to the ground, then realized that the lotion was on the desk in front of Sam so I had to get up and reach across his lap across the table to get it. I knew he looked then.
We were then both now hard at work, rubbing our cocks quickly and ferociously. Normally, at the age of 18, watching two of my favorite starts lick each others nipples, I would have came within minutes, but Sam’s presence made me frazzled and nervous. I can tell he felt the same way too.
12 minutes later, the clip ended and we both had not come yet. “What’s next?” he said.
“Anything, just put something because I am about to blow my load.”
“Yeah, me too.” he had stopped rubbing himself now and was holding the mouse with his right hand, and browsing for a new clip.
“I need to get my dick sucked”
“When was the last time Megan sucked your dick?” Megan was his ex-girlfriend whom he had broken up with about 3 weeks ago.
“She only did it once, but it was good. That bitch knew how to suck dick. Too bad she was a bitch.” He was browsing and not finding anything up to his standards. “Abby sucking your dick?”
“No, we haven’t had sex yet. We have only been on a couple of dates and she seems like she is gonna play hard to get.”
“Fuck that”
“Its alright, I like her.”
“So when was the last time you got your dick sucked then?”
I thought about it for a little, I couldn’t remember but I did notice that my penis was going soft in my hand.”I don’t remember. Are you gonna find something or are we just gonna sit here and stare at each other with our dicks in our hands?”
“I have an idea.” Sam said as he stopped looking at the screen and turned to me. “How about you suck my dick and I suck yours?”
“Shut the fuck up”
“No. No. listen. Its not gay. You will just suck mine, think of it like sucking a popsicle, get me off and then I will turn around and repay you the favor.”
“Are you serious?” not believing what he was saying.
“Yes dude, listen you said it yourself, you don’t remember the last time you got your dick sucked and neither do I. Just close your eyes and pretend its Abby sucking your dick. And when you get off, you can do the same to me.”
I couldn’t believe that this was a conversation that we were having but I was horny and still had a semi-erection and just wanted to blow my load. Even though i had displayed surprise and reluctance, I was very curious. I had fantasized about sucking a transgender girl’s cock in the past several times. On top of that, I had even thought about Sam sitting in my computer chair, ass naked stroking his cock in my room and it had turned me on before.
“Fine” Said I with apparent reluctance. “But you are gonna suck me off first”
“OK, just go wash the lotion off your dick”
We both walked to the bathroom without pants and washed the lotion off our hard cocks in the sink. It was a weird experience to stand naked, side by side with your best friend and clean lotion off of your hard dick. We both had to stand on our tip toes in order to reach the water and we were very close to each other at that moment. When we were done Sam sprinkled some of the water on my face and a childish giggle came out accidentally as I jumped back out of the bathroom and ran to the bed room with my hard cock and balls flopping.
“What do I do?”
Sam seemed to know exactly what he wanted to do, “Just lie back on your bed and I will take care of the rest.”
I took my shirt off and laid back in my bed. I was already hard and ready to go. I closed my eyes and waited for the experience to start. I then felt Sam’s long bony fingers, cold from the water, grasp the bottom of my shaft. I then felt the warm saliva from his mouth on the tip of my dick. He had spit on my penis to lube it up. That had made me shiver and I jumped up and back in my bed, “I don’t know if we should be doing this”
“Alright fine, you want to pussy out now, that’s fine but you have to suck my dick, that was the deal.”
“Fine fine” I fell back on my pillows again and closed my eyes and started to brain storm who I wanted to imagine was sucking my dick. At that time I felt Sam’s lips slide slowly on the tip of my penis. He took in the tip then pulled it out. He then put in all of the head, then pulled it out. His hands were holding the base of my shaft and his other hand was on my thigh.
“You look like you know what you are doing.” I said looking very impressed.”have you done this before?”
“No but I have had it done to me. I expect you to repay the favor”
I didn’t hear that last part as I was in ecstasy. He was surprisingly efficient. He had his lips tightly wrapped around my shaft and was bobbing his head up and down. At the same time, he slowly rolled his tongue at the base of the head of my penis. I was surprised and delighted.
“I am gonna come” I said, he pulled back. I then grabbed my penis and gave it a few shakes and my jizz shot up and landed high on my chest.
“Whoa, you almost his yourself in the face.”
I wanted to reply but I couldn’t. I was still having body spasms from the orgasm. He gave me a minute to recuperate.
Afterwards he said “my turn…you come quick”
I was a little embarrassed. I had come very quickly. It was probably only a minute at most. I blushed. “well we have been watching porn for like half an hour. I was already very close.” But I knew I was lying. That wasn’t the reason why I came quickly. It was because he knew what he was doing and I enjoyed it greatly. He knew my buttons and he pushed them.
“Alright, lie back. But I gotta tell you. I am not gonna be good at this. I haven’t had as much practice sucking cock as you have”
“Just shut the fuck up and suck my dick”
To my surprise he was very hard. I noticed his very pale pink nipples as he lay back. Sam’s nipples were something that I had noticed before and I had always wondered why I noticed them. They were round and pink and contrasted against his very pale complexion. They were very hard now and stuck out. I wanted to flick them for some reason. He was right, I have a weird fascination with nipples…I still do.
I tried to do the same things he did to me. I put my left hand on the bottom of his shaft, my right on his thigh. I then stuck my tongue out and touched it with my tongue then quickly pulled back like one who was testing the temperature of a hot beverage.
“Don’t be scared. Just put your mouth on it.” To my surprise Sam was sitting up in the bed on his elbows watching me as I held his cock in my hands. He was not lying back. His eyes were not closed.
I slid his tip between my lips. Then I went deeper. His whole head was now in mouth. I pulled back and looked at his penis. I had seen it before. Often after we would get out of the pool, he would get naked before he got to the shower. He had a nice body and a nice cock and he knew it a liked to show it off. He had what he liked to call a “Show-er”. I had stolen quick glances before. Flaccid, it was 2-3 inches and it flopped around when he walked out of the pool. He had a tuft of blond hair on top of his cock but he was hairless otherwise (i am not sure if he shaved or not). Now I was looking at it head on, erect. It was maybe 7 inches and skinny (kind of like he was). It curved down a little, only a little. And it wasn’t as floppy as it was out of the pool.
“Ahhhh. that’s good” he said. I was happy to hear it. His moan gave me goosebumps. He had pleasured me and I wanted to repay the favor.
Soon I was really into it. I was bobbing my head rhythmically on his penis and I was really enjoying it.
“Play with my balls” he said, and almost immediately I had my right hand on his balls and I pulled his dick out of my throat and started to lick his balls. He then grabbed his own dick and slapped my face with it. I loved that.
“I am about to come” those words made me feel proud and very aroused. I was bringing him to orgasm. I put his dick in my mouth one last time and pulled it out. He was going to grab it and finish himself but my hands were on it quicker then him and I stroked it hard for a few seconds until his hot creamy jizz came spewing out. Some of it landed on his stomach, some on my hand. I loved watching it drip off of the head of his penis, down to the shaft and down on my hand that was still wrapped around his cock.
“That was good” he said as he fell back in bed. “Much better than what I did”
“I learned from the best” I said as I rolled to the side and lay on my back in bed next to him.
It was a few seconds until he caught his breath and looked up at me again. “Looks like you are ready for round 2”
I looked down and to my surprise, I was hard. “I am down if you are down.”
He then got up off the bed with his jizz still on his stomach and stood between my legs as they dangled off the edge of the bed. He tightly grabbed my hard cock, looked me in the eyes and said “I am down”. He then knelt down and put it in his mouth.
This time it was different. He wasn’t as nervous as the first time a few minutes ago. He knew that I was enjoying what he was doing and that fueled him to do it better. He was more energetic, more flirtatious. He slapped his face with my cock. He licked my balls. He even tried to deep throat my cock and was only able to go a little past the head as he started to gag. He was more comfortable and so was I.
What happened next was even more amazing. He grabbed my knees and said “I want to try something”
“Try it” I trusted him. Before that day he had been my best friend. Now, with my cock far enough down his throat to gag on, he was something else, something new, something erotic. I let him do what he wanted. He grabbed my knee and lifted it up. He then reached with his hands on the back of my thighs and held my legs up. I then felt this tingle up my spine as his warm tongue slid slowly around my asshole.
I had played with my asshole before. I did it out of curiosity. I sometimes put my middle finger up there and on occasions I tried inserting an old toothbrush. I had enjoyed it but I hadn’t done it often enough. Now his tongue was in my asshole and that made me very tingly. He slid his tongue around the rim, as he grasped my cock again and started to rub it. My balls were resting on his face and nose as he rimmed my asshole.
“Put your finger in my asshole” I said, not realizing what I had said. I then looked down and realized that he was surprised but willing. He put his long middle finger in his mouth to lubricate it and he slowly inserted it in my asshole. He put in as deep as it could reach and slowly pulled it out.
“Again” I didn’t need to say it. With the long middle finger of his left hand he finger fucked my asshole and with his right hand he grabbed the base of my shaft and put my penis in his mouth. He rhythmically moved his finger and head together at the same pace and within seconds I said “I am gonna come”. I said this so he can pull my dick out of his throat as he had done the last time. Only this time he didn’t. This time he kept my dick in his mouth. I said “I am gonna come” again thinking he hasn’t heard me but it was too late. I felt my load empty in his mouth. His tongue at the bottom of the head of my penis was soaked. This load was surprisingly bigger than the last. It kept coming and he kept it all in his mouth.
I looked at him “Are you gonna eat it?” He had it in his mouth, some of it hanging off the tip of his tongue, the rest, deep down coating the back of his throat. He looked at me, spit my jizz on his hand and grabbed his own cock and stroked it with some of my jizz hanging off the tip of his tongue still. I didn’t know what to do. The jizz drop slowly descending. Should I lick it off his tongue? Should I eat my own jizz off his face. I wanted to. I wanted to kiss him but before I couldn’t do it, the jizz drop trickled from his tongue down to his chest as he shook from stroking his own cock. I knew what to do then. I licked my jizz off of his pointy nipples, realizing now that that is what I had wanted to do all along. I licked his jizz-glazed nipples and swallowed my own load (something which I had done before and has done since several time). Soon after I started licking his nipple, I heard his moan and felt him tremble under my touch. I knelt down on the ground and stuck my tongue out and waited for his shot to hit my face, and it did. He glazed my face, tongue and cheeks.
When he had emptied his cock, he then knelt down beside me and licked it all off my face swapped it a few times, swallowed it and we made out from a few seconds.
Unfortunately, after this incident, the friendship between Sam and I was changed. We had stumbled upon something that we both didn’t know how to deal with. He stopped coming to my house. We stopped swimming in the pool. He found a new workout buddy and in a few months we both graduated and we have never spoken again since.
Source: reddit.com/r/sexystories/comments/abqhoq/mm_me_and_sam
Is this real because it’s a sad ending