First Time Stories

[ppoopp]

A True Story: Zar And Me​

A few years ago.
Zar is one of my best friends. His real name is different, but I call him Zar here.
We both are 18 and Italians.
He is 1.75 m tall, lean body, slim waist, nice brown eyes, full sexy lips and brown curly hairs. I saw him in a bathing suit sometimes, and he is quite sexy, with small but pointy, swollen nipples and some curly hairs on his chest. He also has some exciting freckles on his shoulders.

One day, after school, he tells me he is a virgin like me and he has been circumcised when he was 4.
I've never seen a circumcised penis, so I ask him to please show what he means with circumcised. He is a shy guy and doesn't want to.
From that day, my fantasy about his penis takes flight.
Another day we are together at my home and he has to take a piss. So he goes to the bathroom. My curiosity drags me to try to spy him from the keyhole, but I'm not that lucky. His hands cover his penis and I just can see his peeing.

Later we take a trip to the mountains together. We share the same hotel room.
We have a lot of fun together during the day, and at night we are both exhausted.

At 2 in the morning I have to go to the bathroom, so I get up from my bed and, walking in the room, I have to pass close to Zar's bed.
I hit something with my foot and I pick it up. It's a handkerchief. I get in the bathroom and go pissing with that handkerchief in my hand. I'm going to throw it down the toilet when I realize it's soaked.
It can't be snot, not that much, so I bring it to my nose and... damn... it smells like cum. What the fuck! It's soaked by his cum, and it's dripping from my hand.
As I'm a curious guy, I want to see how much cum my friend is able to produce, so I squeeze it into the palm of my hand.
Wow, my hand can't handle it all. Maybe it's the sweet smell of his cum, but my cock starts to grow immediately.
I have to masturbate myself and I do that with my hand soaked of his cum. I never did that before, and his natural lubricant does a great job. My cock pulsates like hell and I come as I never came before.
After that I get out the bathroom, pass close to his bed and get back in my bed with my hand still soaked by his cum.

The day after, I wake up, and he is under his bed looking for something.
We have breakfast, and later we decide to go hiking on a mountain path. I'm happy with him. And he looks happy with me.
For the whole day I'm close to ask him about the handkerchief but never find the courage.
Back to the hotel, we have dinner and go out for a drink in a nearby pub.
We drink too much.
We come back to the hotel and talk and laugh for the entire time. At midnight, we are both stoned and decide to go to bed.
But I'm too excited thinking about the last night, thinking of him jerking himself off in bed.

At 2 in the morning, I'm still awake. I get up and walk close to his bed. I kneel at the side of his bed. He is sleeping deeply.
I put my hand under his sheets and slowly try to find his boxers briefs. I touch the tip of his dick.
I try to touch him more firmly, but he continues to sleep. I keep his glans with two fingers and I let the whole cock out of the opening of his boxers briefs. Then I move the briefs down to get his balls out as well.
I wait for a minutes or two in silence, trying to understand if he is still sleeping.
Then, with my both hands, I start to touch his cock in the dark. He is soft, but his cock is someway rigid but elastic at the same time.

I'm really surprised to understand he has a very small penis. It's about only 2 inches long, with a small head. I can feel the circumcision cut close to his glans. I move my hands to his balls and this time I can't believe they are that huge, swollen and hard, full of wrinkles. My friend seems to have unique genitals, something I've never seen in my life.
A bit shocked, I get up and come back to my bed while he is still sleeping.

The day after, I am madly curious to know a bit more about him and his cock and balls. I start to talk about my penis to see his reaction, but he says nothing about his.
At night we go to sleep early, quite drunk again, but this time I can't wait too much as I'm too curious to know how his cock is when erected. It can't be that small.
I wait a bit and, when I hear his breathing becoming slow, I get up.
I'm bent over beside his bed and with my hand I touch the tip of his dick. This time he has some short briefs on. Ouch, I didn't expect that. I try to get them down and free his dick, and suddenly... I hear his voice saying "What are you doing?".
What the hell! My blood freezes.
What should I say? I just say "Please, don't think about it, just let me go on".
I hear him snorting and replying "I'm tired, I want to sleep", but I say again "Please, I won't bother you anymore". Zar gives a sigh.
He lowers his briefs down, freeing his small penis.
Damn, I can't believe. Zar lets me play with his cock.
I take his huge balls with a hand while I start jerking softly his cock with the other. I play with it a bit by pulling it from the tip of the glans, and it is incredibly elastic.
I can feel the blood run into that small thing. His balls get even harder.
Now his cock is growing fast. His veins pulsate rhythmically.
His cock is fully erected now and it's 5 inches long. It's very straight and swollen towards the cut of the circumcision with the head still that small as before, and it's like popping out from those huge balls. I can feel his big testicles at the sides of his shaft.
I'm aroused as never.
I keep jerking him harder and harder until he erupts a big quantity of cum in my hands.
Embarrassed, I get up and come to my bed, saying nothing. Zar falls asleep as if nothing has happened.
In my bed, I keep on smelling my hands fully covered by his juice for the second time. It smells so good! I fall asleep too.

It's morning but still dark and I feel a hand touching my waist. Zar seats on my bed, pulling my briefs down.
I ask him "What are you doing?". He replies "What you've done to me".
I'm already hard and he pulls down and up my foreskin, playing with it. It must be a new thing for him, and it looks like having fun with it.
After a few minutes he asks me "If you want, I could suck you". I'm still extremely excited by the night before, and I cum immediately on his hands just thinking of him sucking my dick. Then he says "Oh, but you are cumming". And me "I'm sorry, I'm too excited". "No problems" he says and goes in the bathroom taking a shower.
For the rest of the day we act normally, but now there's a mischievous, complicit look in his eye when looking at me.
We have fun, we walk, we laugh and we eat as before, embarrassed to talk about what happened.
After the usual night passed drinking at the pub, we come back in the room, get in our beds and turn off the light.
After some minutes, I get up and go to Zar's bed. Zar is waiting for me, and I find him naked and already hard.
I initially jerk him, but he suddenly catches my head and moves it firmly to his dick. I can't believe. I'm going to suck him.
With my hand I feel a big pearl of pre-cum sliding down. I lick it with my tongue.
Hey, it's sweet. I couldn't imagine it sweet that way. I put his whole dick in my mouth and his swollen balls are pressing my nose.
I feel his cut with my lips. I stick my tongue inside his soft orifice, enlarging it to the max.
A spray of pre-cum invades my mouth. Damn, it's even sweeter.
I start moving my head up and down faster and then stop my tongue over his circumcision's cut, just under the glans. I feel his veins grow and his balls contract. He moans loudly and, while he is still inside me, he sprays a huge quantity of cum inside my mouth. Five or six sprays of sweet cum. Some of it comes out, but I taste the rest and I swallow it in three times, but only after having tasted it for a long time. I never imagined it to be that good. Zar surprises me in everything. Small elastic cock and huge swollen balls filled with sweet cum.
This is the first time I suck a boy and the first time I taste his cum. But I love it. I might be gay then. We both might be gay.
I think I fell in love.
The next day is the last of our journey. We take the car and come back home in the evening.
For the whole way we have fun talking and laughing, but we never mention what happened.

You can find other stories about Zar and me here: A true story: Zar and me

 

[chrisrobin]

I took a chance on the cute delivery guy I'd seen at the gym. It so happened I'd had a shower and was enjoying morning wank when the bell went, so, grabbing a towel I wrapped it around me. It was this nice guy with his big smile, handed me the parcel, and, looking at my tenting asked if he was interrupting. Just a wank, wanna watch. The door shut, I dropped y towel and wanked, he played pocket cock and I could see he was hard but I was ready to cum so I shot in the palm of my hand and slurped it down. Your turn I said, I can see you're ready. As his boxers dropped his member stood upright and he began to wank, his wet end making for a nice sight. Needless to say I hardened so I grabbed his cock and tossed him with one hand while I waked myself with the other, managed to get him to cum over my throbbing cock before I spilled the second load. You should cum again I said as he pulled his jeans up and got ready to leave. Love to.
And next day he came again, well he certainly came because I got it down the throat and over my nipples as we wrestled naked on the floor. Sexually out cum I licked under his bollocks, tongue downhill and rimmed his sweet hot asshole raising the beast yet again and getting his roused also. Dam I wanted to fuck and be fucked, push my penis in his tight round sweet pink hole and feel my bush grind against his buttocks - and the other way round! Do me he whispered do me.... I turned him to doggy and mounted up lubing my cock and his hole with spit. He was tight, I took it slow and then enjoyed cock games in his warm moist hole for an age before I orgasmed. My load, such as it was buried deep , inside him. slowly I withdrew, flipped him over and sank my lips over his hard cock and finished him off by swallowing his spunk. Mmm, yes, good.
So began an interesting period of my life full of sex suxs and fux

 

[Thom Hewson]

@Miamired1982 @kcdave thank you... yeah i think real life is hotter than fiction.... i do sincerely appreciate the compliments about my writing though.
i paused for a minute...just a minute.. before meeting Mr Large Penis... even though my love and I have no exclusive commitment i had to pause and think about complicating my life, health safety, and other concerns. but in the end it was the right decision to play with him... i truly had no idea how physically magnificent he would be til his clothes came off and then i just...gasped. at every inch of him up and down, back and front. i honestly thought men like that only exist in pornos or at the whim of Photoshop. The truly amazing part was connecting with a good human being... I did eventually get over the first guy and the dissonance of being more emotionally invested in him than he was in me (yeah i was in love, but it wasn't that, it was regarding him as a true friend when he was in fact just acting in a friendly way...).

the true healing part was meeting the kind of man you thought you'd only ever jerk off to in your dreams then discovering he's actually a decent guy who found me attractive and valued a personal connection..even for just a physical relationship. the only reason it's not more is because of the limitations of my life circumstance, not his...

none of this is to diminish my true love... we have built the kind of emotional bond that stands the test of time. he just is not physically available. and we are both vers (or i taught him to be vers as the first man inside him), which suits me better. i find myself actually channeling a different, more submissive side of myself, yearning for his big strong comfort and the safety and security of being his muscly arms... when only bottoming for LP... and i probably would have to think about that if he became The One. With my love, we are both comforting and comforted by each other. i feel stronger with him, and love holding and comforting him.... and yet i am comforted by even the sound of his reassuring voice.

Moral of the story.... It's just so wonderful to know a total top who's not a total dick. !!!!

Sequel: the resolution I'd been hoping for, for four years

My first man, the Polish guy , resurfaced. We met for dinner around Christmas. Just casual catching up after texting back and forth a bit. Then on a whim in March I told him sort of last minute I've got an extra room night downtown after a meeting ends... he arrived mid afternoon, hungry and I was ready to play. We shared a sandwich downstairs I invited him up and he immediately groped the boner I'd had in the restaurant. The clock went instantly back to all those other hotel rooms. Very energetic 69 and I'd forgotten how much he liked to rim. Before I know it his magic cock is sliding in me with no lube needed. He's as passionate as ever and really needs to blow off some steam. There's a long moment of repose over a nice bottle of wine after he cums in me, I playfully suck him and he gets rock-hard again...round 2. Afterwards we go out for sushi wearing similar bright colored running shoes, he cannot stay the night because his elderly mom is home alone, but I'm feeling at peace to reconnect and get to the point I'd hoped for all along.

Postlude, he came to my house once after that... i hope there will be another time...

 

[indyfrat79]

My hometown (small town Indiana) was known to have a park where gay guys would meet. It was a common rumor in my town "Pervert Park". Needless to say, I was very intrigued. I was on summer break and one afternoon got the nerve to drive to this park and check things out. I picked up a little lunch to have an "excuse" if I got caught or something. It was warm so windows on my car were down. After about 15 minutes a guy walked up to my car and said "hey - how's it going". I responded that everything was OK and we had a little small talk. After a minute or two he said "you know - guys hang out in this park, be careful." I was terrified and excited and felt a flame ignite inside me. I then asked "are you one of those guys"? He replied "maybe" and winked. He asked if he could sit in the car with me.

We chatted for a few minutes about weather, etc and he asked why I was so nervous. I replied that this was the first time I'd done this. His response still makes me laugh - "we haven't done anything yet, but it sounds like you want something". He was probably late 40s, early 50s. Dark receding hair, 5 o clock shadow, and some hair poking out of his collar. He wore the same cologne as my dad. After a minute or two he asked if he could put his hand on my leg. I told him yes. The park was mostly empty but we both looked to make sure no one drove into the parking lot. I got very hard and he commented that my dick looked big. He started rubbing my crotch and I soon had a wetspot forming. I put my hand on his leg, began rubbing his crotch, and he was soon hard too. As his suggestion we both pulled out our dicks. He spat on his hand and gently rubbed mine. I nearly came on the spot. I was mesmerized by his dick. It was kinda short, but so thick. And it was uncut. I still remember the smell of his hairy balls and the musky smell of his dick. I loved sliding the skin back and forth - it was the first uncut dick I'd ever seen and I was immediately jealous.

After a minute or two he asked if I had to go to the bathroom. There was a gravel walk so we could easily hear if anyone else approached. I had no idea what to do but he said I should lean against a wall and pull down my shorts. He gently cupped my balls and began licking then sucking my hard aching cock. I think I came in about 30 seconds. I still remember how he looked at me as he swallowed every drop. I was understandably nervous post-cum - he immediately shot his load into a urinal and said we should walk out a minute or two apart.

He told me where he worked (our mall's Sears) and said I should say hi some time. He also mentioned that he was married and that one of his children had been a classmate. I went to Sears the next weekend and said hi and we repeated this scenario several times that summer. I was soon sucking his dick too.

Thinking back, I feel very lucky for this experience. Sure, he was 30 years older than me (btw - I was legal and driving so don't make any assumptions). It was completely consensual. He was gentle and allowed me to pick the pace. I still jerk off thinking about his huge hairy balls and the smell of his thick uncut dick.

 

[Justinmrtall]

I had jerk off buddies in high school, and had experimented with oral with them, but they were, for all intents and purposes l, straight/curious at best. I knew I was much more.
Summer after I graduated, I started working in a department store. I was assigned to the clothing/apparel section. There was one other guy in the department. Justin. The girls all LOVED him. They would not shut up about him. How funny he was. How cute. How much they missed him. ( He was away on vacation with his family when I started.) I was nervous as hell to meet him, as I was anticipating a douche bag or typical alpha asshole. I was pissed, in fact, because I really liked working there and the girls I worked with. I did NOT want him to return.
The first shift he was back, I saw him across the store with two of the girls. (Typical). They were just laughing and having the best time. I could tell he was hot. I hated him immediately. This was a popularity/friendship/attention battle I was clearly going to lose.
He finally approached me in the fitting room area. The kid was gorgeous. Light brown fade, tan as hell, dark brown eyes, about 6’ tall skinny but defined. Hairy add legs. We made introductions, and he told me that he was pissed when he found out another dude was working in apparel, and I said the same. We hung out the rest of the night. Got along great. Really hit it off. It was the first time I felt butterflies. Never felt that way with a girl before. One night, we were discussing bodies. We ended up showing each other our chests and stomachs, and I teased his hairless torso (just a treasure trail) (it was 99, body hair was in). I asked him “do you even have hair in your pits” (this was manipulation at its finest, pits were a huge turn on for me). He rolled back his sleeve and showed me his armpit. I was bricking up fast! Pretty soon, we were hanging out outside of work. There was always lots of flirting and accidental touches. It was like a jolt of electricity each time. I was mad for the kid. Our first sleepover happened at his house (we both still lived with parents. I was 19 and a freshman in college, he was 18 and a senior). The night was pretty normal, a trip to the movie store with his cousin for snacks and a movie). Then bedtime came. There was no discussion about sleeping arrangements, we just both got into his bed, in our boxers. He put on a CD (Monster Ballads for you guys in your 40s) and we started razzing each other. That led to some wrestling. I had developed a raging boner and was kind of panicked, but I had a feeling where things were going. Sure enough, I eventually noticed his rock hard dick through his boxers, too. A few minutes in, he’s on top of me, and the next thing I know, he’s kissing me. I had never kissed a dude, and I will never forget the shock at how into it I was. We progressed to full on making out, and the boxers came off. I’ll also never forget the way his erection looked when it sprung from his boxers , and the stream of precum flowing from it, attached to his pubes. That night, we sucked each other, tried 69, finally, I found myself with my head against his hole. He gave me a nod and took a breath, and I entered him. It was the most amazing feeling I’ve ever felt. I was thrusting wildly and sloppily inside of him (19, remember) and he announced that my abs were masturbating him and he was gonna cum. That did it. I felt his hot ropes and that led to my hot ropes, and he said he could feel me shooting inside of him. It was both out our first time with a guy.
this led to a secret relationship that lasted about a year. Lots of sleepovers, especially after I got my first apartment, lots of sex, I bottomed for him, too. After he graduated, he came out. I wasn’t ready. The arguing over that led to a nasty fight, and we never spoke again. He went on to live a gay life, and marry a man. (Thanks social media staking!) I, however, have been closet bi my entire life, and married a woman, had a family, etc. I have a great life, and I wouldn’t trade it for anything, but I always wonder “what if”. I also think of Justin when I hear “Monster Jams”. (Especially “when I see you smile” which was playing when he kissed me). It still hurts and I miss him over 20 years later.

 

[CraigS41]

My First Time Bottoming:

Back in my college days roughly 2009 was the first time I experienced anal sex as the receptive partner. I was still deep in the closet, so my only gay experiences have been with hookups on the popular gay "dating" apps like Adam4Adam and the personal sections of Craigslist. (Yeah I know really dangerous) I have topped once or twice, but really wanted to try bottoming. I had a previous experience where I tried bottoming for a guy, but could just not relax for the guy and he eventually gave up. Wanting to redeem myself from that moment, I decided my next hookup I would finally lose by bottom cherry.

Fast forward weeks later and I am in my room and of course horny as fuck. I decide to make a post on the personal section of craigslist detailing that I am a virgin looking to bottom for the first time. This type of ad always led to my inbox flooding with messages from lots of guys. Finding someone who actually looked attractive and also sounded normal was the hard part. This was not my first time doing this, but I never gave up hope finding the right person.

As I waited for the ad to become public and the responses to start arriving, I wondered what would I do if I actually found someone worth meeting. I still was very nervous to bottoming, but my horniness was overriding by anxiety and fears.

Once my ad posted and became public I started getting responses within minutes from a wide arrange of men; old, young, skinny, fat, etc. I find myself a very open guy and open to various ages and body types, but something about it being my first time I was looking for someone who I found to be very attractive in my eyes.

I probably talked with about 10-20 guys, but either they would be really sketchy, not share enough pictures to get a good feel of what they looked like, or would just not be my type.

I was starting to lose hope and started contemplating if I should just jerk off and go to bed. It was already getting late around 10-11pm and the chances of getting someone still wanting to meet up this late was getting slim. As I was just about to give up I receive a response to my ad from this guy. He sends me his stats, 6ft 4 210lbs black muscular/athletic build 8in cut. I am stunned by these stats and assume they are exaggerated. I ask him of course to send pics to prove some of this. He quickly sends back pics and I was surprised to see how accurate they were. My first thought was, how is this stud of a man interested in me? No way he could want to actually meet and hookup with me.

We quickly share a few messages back and forth and he seems truly interested and also open to the fact it would be my first time and that we would need to take it slow. Before I even had a chance to think, he sent me his address and said to come over now. I was like oh shit this is actually going to happen and the ball is in my court. Being a 19 year old horny guy I immediately jump in shower and get in the car to start heading to this guys place.

The whole ride to his place, I am shaking with nerves. Was I really about to give up my virginity to this guy I only said maybe 5-10 sentences to? What if I was being catfished or what if something else?

My nerves did not let up and I was almost visibly shaking as I got to his door. With me throwing all fear to the side I message him that I am at his place. Within moments the door opens and I am surprised to look up at exactly the same muscular athletic tall from the pictures. He was wearing basketball shorts and a t-shirt. He quickly greets me and pulls me inside. He tells me his roommate is asleep and that we have to stay in his room and not be to loud.

He pulls me into his dimly lit room and closes the door. I was so nervous I didn't really know what to do. Sensing my nervousness he comes up to me and pulls me toward him and starts to passionately kiss me. I am stunned by the quickness, but that quickly fades because I am so turned on. I was making out with one of the most attractive men I have ever seen. I couldn't believe how lucky I was. We started shedding our clothes and seeing him shirtless just turned me on more. His muscular build was stunning and I could not get enough exploring it with my hands while we made out passionately.

We quickly moved to his bed and nothing could have felt better to have this stud on top of me. Feeling his muscular body on top of mine was amazing and I could not get enough of his arms. As our bodies rubbed together, we both were getting rock hard. I could feel his large dick rubbing against mine and I wanted to see more. Before I could even ask, he straddles my chest and I am face first with his amazingly large rod. Without any hesitation I open my mouth and start to suck his thick cock enjoying every second. Not wanting that to end he quickly pulls his cock out of my mouth and moves down to mine. He immediately takes me in his mouth and I am in heaven. I am so turned on that I cant even comprehend how good everything was feeling.

Before I knew it he is lifting my legs up exposing my hole. Not sure what he is about to do, he goes face first and starts to rim my whole deeply. This was the first time ever having a man eat my whole and I was experiencing a world wind of ecstasy. He had me moaning so much I couldn't handle it. He rimmed me for what felt like forever, but was most likely a few mins.

He pulled his tongue out of me and I knew he was ready for more. This was the moment I was wanting for soo long, but I was still nervous. Would I be able to relax, would he fit, would it hurt? He grabbed a condom and some lube and started to get himself ready to to fuck me. He lubed himself up and then my hole and started to slowly tease my whole with his cock. AS he teased he started to slowly insert into my virgin hole slowly opening me up. He may have been about an inch or so in when I started to get nervous and started to hold his hips back a little. He told me to relax and that he would go slow but I was still nervous and kept my hand on his hip. He started to kiss me and as he kissed me he took my hands and held them above my head. I was still nervous and said please go slow and he kept slowly pushing deeper inside me. I was scared it was going to start hurting especially since he was so large, but all of a sudden i feel his hips touch my ass. He was fully inside me all 8 inches of his thick cock. I was surprised and never felt anything like it before. The feeling of fullness and that tingle feeling of your prostate being hit.

He slowly started to thrust in and out and with each thrust he started to go a little faster and faster. Every thrust I was sent a shock of sheer pleasure throughout my body and I was in absolute Ecstasy. This man was fucking me and I could not get enough. What made it even better was he was fucking me and jerking me off at the same time which is a feeling like no other. Before I knew it I was blowing my load all over us and then he was shooting his load into his condom inside me.

We cleaned up and chatted briefly and then I was walked out. Such an intense first experience I had with such a stud of a man.

That was pretty much exactly like my first time taking dick. Only real difference was his dick was 7.5 x 6, and he fucked me bareback. I never knew such pleasure and absolutely NO PAIN. I came 4 times while he was fucking me

 

[VampiresLTD]

My first time was when I was 13 y/o. Before you say anything about the age, don’t. I knew what I was doing, especially going on very VERY strong instincts.

It was a couple of weeks after my 13th birthday when I shot my first load. I knew what it was since I’ve seen older guys shoot their cum, so it didn’t come as a big surprise, but what it was a big surprise was the feeling before, during and after the orgasm. Now I knew why their bodies did what it did when they came.

So, my first time came a few months after I shot my first load. I had been taking tennis lessons every Saturday since I was 11. It was basically the same group of guys and girls. I was the youngest one of the class at 13. The oldest one was a lady in her mid 40’s. I remember she would sometimes come in without her underwear and flash the guys. Never saw her have sex with any of the guys in the class.

On the day I had sex for the first time, I knew that some of the older guys, ages between 17 and 22, were going to a burger joint. They had asked if I wanted to go and I asked my mom for money to go. Alex, the 17 y/o, told my mom that he’d take me home after. My mom said OKAY and she went home. I felt like a grown up.

At the burger joint, we sat outside and the older guys began to talk about getting a peek at that woman’s pussy. Then proceeded to say what they would do to it if they ever got the chance. I sat there eating my burger and listening. I was also hard as a rock. Don’t know why since I knew I didn’t like pussy. I like dick.

After we ate, the guys wanted to go to the beach, again, but Alex declined and said that he needed to go home and do some shores. We all said our goodbye’s and left. On the way home, Alex asked if I wanted to help him. I said that I needed to ask permission, but if my mom or dad said yes, I would. Alex was the one that asked my mom if I could go to his house and hang out. They had a pool and he needed to clean it. My mom said sure and to be back by 9. He said thanks and we left. Alex lived a few streets over, so the ride was short.

Inside the house I asked where his family was. His sister was in my school year and I like talking to her. He said that they were going to spend the night at his grandmother’s house and that they would be back late Sunday afternoon. He then told me that we were going to clean the pool area and that was it.

I had the task of cleaning the tables while he cleaned the deck. He took off his shirt mid-point and I followed suit. I was going to do follow his lead. When we finished that, he grabbed the skimmer and asked me to please pick up all the debris from the pool while he went inside and got us some snacks. I did what I was told.

A few minutes later, he came out wearing Speedo’s and carrying a tray with sodas and chips. At that moment I realized that I forgot my bathing suit. I told him that I was going to my house and get my suit and I would be right back. He said that were was no need, took off his Speedos and dove in the pool. When he come back up, he said – your turn. I took off my shorts and underwear and dove in the water. When I came up, he was sitting by the deep end with a soda bottle next to him and some chips.

“Feels cool, doesn’t it,” he said while chewing on some chips.



“It sure does,” I said while slowly swimming towards him.

All I was looking at that his heavy bush and thick cock, and I wasn’t hiding that fact. I must have stared a bit too much because his dick twitched a bit and mine got rock hard, something I had not felt, and felt it when I got out of the water to sit next to him.

“Nice size, bro,” Alex said reaching over and tapping on my cockhead. “Nice bush too.”

I didn’t say a thing, that is until I looked down at his own cock and it was a hard.

“We’re almost the same size,” I said tapping his cock slit and taking a bit of his pre-cum on my finger.

What possessed me to lick my finger, I don’t know. I guess is that I had been eating my own cum since the first time I shot.

Alex got up and asked me to follow him, and I obliged. We went to his room and he laid down in bed and pulled me on top of him. I could feel our cocks throbbing. Alex then pulled some of my hair off my face and gently pulled my head down and began kissing me. I’ve seen it in the movies, so I went with the flow. He was kissing me and gently rubbing my back. I was caressing his face.

It seemed like hours since we began kissing. He gently laid me on my back and slowly kissed his way down. First my nipples. I was, for the first time, experiencing some unknow feelings, but they felt so out of this world. I never wanted those feelings to end. After a bit, he worked his way down to my belly and I could feel his unshaven chin touch the tip of my cock. I closed my eyes and was trying very hard not to cum. I didn’t want to cum in his face. He licked my cock slit and before I was able to tell him I was about to cum, he put my cockhead in his mouth. My cum exploded in his mouth. With my cock shooting in his mouth, Alex went all the way down to my pubes and came back up. I was gasping for air. The room began to spin and I was about to faint.

When I finished, Alex came up and gave me a kiss. I could still taste my cum in his mouth.

Alex the sat on my chest and fed me his cock. There was a hint of cheap locker room soap and chlorine coming from his bush. He slowly pushed his dick in my mouth. I wanted more, and he must have felt it because he grabbed the back of my head, held it tight and began to face fuck me. He must have been on the verge of cumming because he shot his load deep down my throat. I got to taste some of it and it tasted a bit different than mine.

I licked his dick clean and when he as soft, he got off my chest.

The first thing that he said was asking if the guys were having fun.

A few minutes later, the phone rang and he went to answer it. I got up and went to the pool and put on my underwear and pants.

“You’re not leaving, are you?” Alex asked. He was still naked.

“No,” I replied.

“Good, ‘cause I have you until 9,” he said walking towards me, pulling my pants down and pushing me in the pool.

We played for a bit in the water and caught some sun. We were talking about nothing in particular when he announced that he was hungry and was going to make some sandwiches. Both of us walked naked to the kitchen and I sat there as I watched him make the sandwiches.

After food, we went back to his room and played some music. I sat on the bed with my back against the headboard. He sat at the foot of the bed and was badly singing whatever song was playing. I kept telling him to shut up, but that egged him on to sing louder. When the song was over, he looked behind him and saw that I was hard.

“Wanna fuck?” He asked inching towards me.

Before I answered, he grabbed my ankles and pulled me towards him. He licked my balls for a second before spreading my legs apart and licking my boyhole. That new sensation shot through my spine and in my head and my balls were ready to shoot once more. I desperately tried to not cum, but I lost the battle and shot gobs into my boy chest.

Alex saw that and smiled as he grabbed my cum and covered his dick with it. He, again, spread my legs up in the air and aligned his cock head with my hole and told me to take a deep breath. When I did, he shoved his cock in. ALL THE WAY IN. I yelled at him to pull it out, but he held me tight and told me to breath and relax. I began to cry and beg him to pull it out, but he kept holding me tight and telling me that if I gave it a chance, it will feel good. With my ass muscles I was trying desperately to push him out, but I guess the effect was different as he told me that he was going to shoot and he did. I could feel his hot cum inside my hole. I froze. Alex laid on top of me and his full weight opened up a new wave of unknown feelings. I slowly caressed his back and gently kissed his shoulder blades.

Alex then lifted up his head and began to gently kissed me. I responded.

I totally forgot that his cock was inside of me, that was until he slowly began to pull out. I was sure he was going to pull out, but he didn’t. He shoved it back in, as slowly as he was pulling it out. He repeated that a few times and then began to pick up a bit of speed. My cock was already hard from the kissing, but this time it got harder. Every few times, Alex would pick up some speed and keep that up and then go a bit faster.

My body was shaking from the pleasure and the pain it was experiencing. My semi-virgin asshole must have been a huge factor in Alex shooting a second load in me. The feeling of being filled made my dick shoot once more.

Before collapsing next to me, Alex pulled out.

After that day, we would have sex whenever we were able to sneak away. I eventually got to fuck his ass, but that’s for another day.

That was 20 years ago. Alex got married a couple of years out of high school. I was his best man. I had come out to my family on my 16th birthday.

Alex got divorced 2 years ago. On that day, a few of us childhood friends took him out for a few drinks. One by one the guys left, leaving Alex and I alone at the bar.

“You were my first one,” I said to Alex.

“Lies,” he said. “How old were you? Fifteen? Sixteen?”

“Thirteen. Same age as Krista.”

“Shit, am so sorry. I didn’t know.”

“No worries, I loved it,” I said taping his shoulder. “I jack off sometimes thinking about those many days we fucked.”

Alex smiled, finished his drink on one swig and told me to go with him.

No need to tell you what transpired, but it was a repeat of our many times together. Although we still keep in touch and he has a new girlfriend, that was the last night we were together.

 

[Jziggs83]

Sounds hot man. I miss craigslist and a4a, lol. Funny how hooking up with a guy on one of those sites seemed way more efficient than the endless back and forth on the apps that people use today. My first time was with this 6 4' guy from my gym. It seriously felt like I was fucking a blonde Superman, lol.


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Damn, I wanna hook up with blonde superman