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Most Unforgettable Sexual Encounter

Discussion in 'Fictitious Stories' started by crazyb0i19, Jul 16, 2019.

  1. crazyb0i19

    crazyb0i19 Active Member

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    Hey guys, I don't want to sound corny, but would you mind sharing your most unforgettable sexual encounter. What was it like? Who were you with? I get easily hard reading them. :) The more detailed, the better.
     
    teninchman, amazzzed2 and Aspenfathom like this.
  2. dst007

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    In college, I used to get to the gym late and one time I caught eyes with this guy the whole time. He was hot. Fit but not roided out, tall, typical southern frat jock. I’m tall, 6’2” but he was like 6’5 and you could tell there was a lot going on downstairs.

    Anyways. I head to locker room, change, he comes in right as I’m just getting my boxers on and I’m semi hard from the work out. Plus this dude making eyes at me the whole time had my imagination going. I’m a little over 8in un. He looked right at my cock and said “holy shit” out loud. I brushed it off as typical bro talk and responded, “as tall as you are, I’m sure you aren’t lacking.” He nodded and replied “but I’ve never seen a dick that big AND uncut.” I’m a northerner in a southern world, freshman year of college, I wasn’t about to put a spotlight on myself and push this convo any further, so laughed, packed up and said goodnight.

    Few days go by and I see this guy again, late night at gym. First thing he says to me , “do I get another show tonight?” I was caught off guard, but I quickly replied, “do I get one in return?” We laughed, worked out together, got to know each others names, shoot the shit. As I’m heading to the locker room he asked me what my plans were for the night. I assumed he wanted to grab a drink. Nope. Asked me to head to his place. I obliged.

    I head over, not knowing what to expect. second I walk through his door, he pins me up against the wall and reaches for my junk. With a huge smile, he leans in for a kiss, probably the best kiss I’ve had. At this point I am rock hard and I can feel that he is too. So I grab his cock. “Is this my show?” I ask. Dude was hung and thick as hell. I did waste any time, I got on my knees and brought that shaft all the way in my mouth. The moan from him was bliss to me. Seeing his tall body quiver as I overly attended to his plump mushroom head, was everything. Once he started getting close he grabbed me by the arms and tossed me on the couch and said “my turn.” With a huge grin he pulled out my dick and immediately started playing with my foreskin and slapping my cock against his face. he wasted no time deepthroating me. holding and pausing just to be sure he gagged a few times. It was amazing. Dude had a powerful tongue and I wanted it in my ass. And I demanded it. It was like I asked him to open the Xmas gifts early, I can still see that grin like it was yesterday. That strong tongue was no joke, it could have been 6’5” as well, lol. Next thing I know, he hops up, gets on all fours on his ottoman and asks for the same treatment but follows it up with, “better get me ready for that thick cock of yours.” I didn’t waste anytime. He had an amazing ass, paired with the long muscular legs I could have came at the sight of him. I buried my face so deep in his ass and took hold of his thick cock to get his ass even deeper. His taint and balls were so smooth, I think I turned his backside into a slip and slide. And he was loving it. No lube necessary, I took the head of my cock and loosened him up a bit more until he said “don’t wait, go balls deep.” Now this dude was tight as hell, I didn’t want to hurt him, but you
    Could tell he was in the zone, he wanted it, and bad. So I delivered, his head shot back so far, I immediately pushed the top of his back down into the ottoman, stood on top of the ottoman and properly mounted him. His ass was amazing, and that tall basketball player build presented a back with many places to grab hold to. Seriously he had those broad shoulders and the wide lats that most professional basketball players sport. I was in heaven. But I wanted to see him cum. I backed off. he got on his back and spread those long legs wide. I slowly entered him this time, watching his face as he took me was so fucking hot. I took hold of that thick cock of his and with every thrust from me my Grip got stronger. He was close, I could see it. I slowly pulled out, shot my load all over his lean, wide chest. At this point I could tell he was even closer, jacking that amazing cock with his perfectly ripped arms. I got down on my
    Knees and took his cock to the back of my throat, wasting no time to gently meet his prostate with my finger and suck that cock I did. He came so hard I almost chocked. I rolled into the couch and he joined beside me. made out a bit more and then we hit the shower.

    This was my first experience in college and it wouldn’t be the last but this was the most memorable. I hope that was descriptive enough, I’m not a novelist.
     
  3. crazyb0i19

    crazyb0i19 Active Member

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    DAMN. THAT WAS SOOOOO HOT. My imagination went wild, you have no idea how hard I am Thanks man
     
  4. dst007

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    Glad you liked it! I almost didn’t share.
     
  5. crazyb0i19

    crazyb0i19 Active Member

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    Don't worry, your story is so hot I'm gonna read it again and again!
     
  6. Grayhair

    Grayhair Well-Known Member

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    My 5 cents:
    UNEXPECTED ENCOUNTER IN FLORIDA

    Last December I decided to spend the Christmas holidays in Florida
    on the Gulf of Mexico shore in a rather pleasant resort with excellent
    service. Although this was hardly my first trip to to Florida, I had never
    been in this part of the peninsula. I was enjoying the warm bay with
    snow-white sand beaches, went on all sorts of excursions to parks with
    exotic grasses and plants, enjoyed fresh seafood with some new
    acquaintances in little restaurants on piers right on the bay, went on
    fishing trips on the open sea to catch 8-10 kilogram tuna. In short -
    paradise.

    I spent most of the time at the resort next to the open (but heated)
    pool. Usually going to the same spot, I gradually became accustomed to
    familiar faces. During my last 4-5 days there, two charming men with
    good figures and graying hair were basking in the sun just a few
    reclining chairs away from me. They usually spoke only to each other
    and between dips in the pool or jacuzzi, they gambled on their mobile
    phones or played backgammon. I never engaged in conversation with
    them and our communication was limited to a nod of greeting in the
    morning and at the end of the day. After observing them, it became
    more and more obvious to me that their relationship was much more
    intimate than just friendship.

    One evening they were getting ready to leave the pool area, like most
    of the vacationers. After gathering up his things, one of them headed for
    the exit. The second one (slightly younger, blond, about 48-50) was
    taking more time collecting his swimming gear. While he was putting
    his gear into a bag, he glanced over to me several times. One time he
    smiled a bit and coquettishly licked his lips with his tongue. After
    another similar glance and barely noticeable smile he picked up his bag
    and headed for the exit right past my recliner. My gaydar prompted me
    to give him some signal that I understood and accepted his invitation. I
    stared at him, raised my thumb to my lips and licked it lecherously. My
    neighbor clearly understood my answer, smiled again and hurried to
    catch up to his friend.


    The next morning I saw from my recliner that my neighbors had
    arrived and had settled in their usual place about 4-5 meters from
    me. The blonde-haired guy settled his gear and in a rather loud voice
    informed his friend that he was going to change his clothes in the
    shower. After glancing quickly in my direction he set off for the
    building where the lockers, sauna and shower stalls with opaque doors
    were located. I also grabbed my towel and extra speedo and followed
    him.

    When I entered the locker room, I saw that he had already undressed and
    was standing naked holding his towel in his hands. He moved one hand
    toward his groin, and like almost all men, accidentally fondled the
    "package" hanging between his legs. He headed for one of the shower
    stalls after looking in my direction and with a subtle nod of his head
    invited me to follow. This early in the morning the locker room and
    shower stalls were still completely vacant so after I undressed I followed
    him to the same shower stall. When the blond guy saw me in the cabin
    he raised his forefinger to his lips indicating that I shouldn't make any
    noise.

    After we helped each other take a shower my partner put his hands
    around me and gripped me in a tight embrace. I also put my arms
    around his waist and pressed my chest and belly tightly against his
    body. My partner stared intently at my face and whispered that he liked
    my blue eyes and my salt-and-pepper hair. I thanked him and whispered
    in his ear that I liked his stately physique, the broad cheekbones on his
    handsome face and his thick eyebrows.

    Our romantic verbal exchanges served as a stimulus for our subsequent
    actions. My shower stall partner lowered his mouth to mine and kissed
    my lips passionately. Since I adore that kind of affection I answered in
    kind, opened my mouth and our tongues began a love battle. This
    French kiss served as motivation to put other parts of our bodies into
    action. While we were kissing, our bodies were rubbing against each
    other so intensively that our tongue love battle passed the baton to our
    already engorged cocks. Instead of a battle, however, the latter caressed
    each other. My partner grasped my hard-on with his hand while the
    palm of my hand took his shaft. We both began to move our hands
    along the stiffened columns. He was pulling my foreskin back and then
    returning it to the tip while I was sliding my palm back and forth from
    the tip of his circumcised cock down to his balls.

    With my other hand I began to firmly squeeze one side of his soft
    supple ass with my fingers. Gradually my hand slide down his crack
    and began to penetrate into the treasured cavity. My partner
    demonstrated his approval of this action by rotating his ass. I signaled
    my partner to turn his back to me. By pushing against his lower back
    with my hands I bent him over so that he was resting his hands on the
    stone ledge on the wall while I knelt down between his legs. While my
    hands were stretching apart the cleavage of his ass, my face approached
    his pink button that invitingly contracted and then relaxed. I blew air
    toward it several times just as if I was blowing up a balloon, and then
    my lips approached this flower bud and I began to lick its flesh,
    gradually letting my tongue penetrate deeper and deeper. My partner
    not only intensively rotated his ass but also pressed it even more firmly
    against my lips and tongue. While he was doing that, he grasped my
    head and pressed it firmly against his taint. All of this excited me very
    much so I grabbed my own shaft that was demanding attention and
    caresses to gratify it by jerking off rhythmically.

    My cock was incredibly tense and clearly required "more warmth and
    closer contact" than my hand was able to supply. I stood up, directed
    this impatient and demanding shaft toward his crack and began rubbing
    it along the cleavage from the small of his back to his groin. Then my
    hands helped its tip to approach the treasured circular cavity and gently
    pressed it against the tightly compressed folds. Since they had been
    softened by my lips and smothered by my saliva they surrendered to the
    insistence of the supple head and allowed it gently penetration
    within. At that moment my partner gasped and slightly moved forward,
    clearly indicating that the penetration was painful. I diminished the
    pressure from my cock, added more saliva from my mouth with my hand
    and slowly continued the offensive movement. My partner relaxed his
    sphincter a bit and allowed my cock to penetrate the opposing
    gateway. Further insistent movements allowed my cock to penetrate up
    to my balls.

    My partner heaved a sigh of relief and reaching my hips with his hand
    encouraged them to further back and forth movements. I gradually
    followed his wish and began to fuck him rhythmically. However, as has
    often happened to me previously, I was very - even exceedingly --
    overexcited. Literally after several thrusts into his rear door, I muttered
    that I was close to erupting and within seconds, my whole body
    shuddering, I poured out my sperm inside my lover. When I had
    recovered, I apologized for the fact that it had all happened so quickly.

    He reassured me saying that he was more aroused than usual. Still yet
    unsatisfied, he was pleasuring his cock with his hand while sitting on the
    ledge and looked at me with a smile. Touched by the pleasure my
    partner had given me I got down on my knees between his knees and
    with all my skill and love within a few minutes I brought him to
    orgasm. When he ejaculated, his whole body shook and he held my
    head firmly on his erupting cock. As a result, we were even - each
    having received his share of his partner's seed. This was a worthy and
    just finish to our rather short, but emotionally rich encounter.

    The next day and following days neither he nor his partner came to
    the pool. Evidently, their vacation had ended.
     
  7. crazyb0i19

    crazyb0i19 Active Member

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    Sooooooo hotttttt thank you for sharing!!!
     
  8. 2215031

    2215031 Guest

    The one time I was the “other man.”

    I had been dating Ashley for a few months in the summer of 2016 before we broke up for some stupid reason.
    At the time I was 26 and she was 22.
    Me: 6’3 white dude, average build, 7” dick, brown hair.
    Her: about 5’10 white girl, slim athletic build, brown hair, tits slightly smaller than a handful, a gorgeous ass, and the most delicious and wet pussy I’ve ever had the pleasure of exploring.

    We had been broken up for a few weeks when we got back in touch with each other and she agreed to come over to my house kind of late one night. I checked her social media and saw she had a recently new boyfriend, some dude who’d been fawning over her for years and she finally let out of the friend zone.

    She gets over to my house, we have a couple drinks and talk while listening to music on the couch. I ask her about the boyfriend and eventually she confesses that the sex is really bad. Nowhere near as good as we had (it was really fucking good), and mostly just let him go until he was done.

    She always had this cheeky grin that would flash while we were flirting or I said something that turned her on. I noticed it once or twice in the conversation, put my drink down and slid over to her on the couch getting right in her face, and she instinctively laid back saying ‘oh my’ or something similar when I climbed on top of her. My heart was beating so fast because even though I’d been on top of her plenty of times it was my first time with someone that was in another relationship.

    I put my face right in front of hers, breathing heavily and she tried to move up and kiss me but I backed off climbing off of her. We both sat up and sighed really heavy at the tension. I initially said I wouldn’t kiss someone in a relationship like that but she told me she was going to break up with him already.

    After that all bets were off and we resumed the previous position, making out heavily. After a few minutes of getting reacquainted I took her to my bedroom and we fucked a few times. Sorry the details of that part are a little sparse because it was just vanilla sex that was really hot. ‘Reclaiming’ her, and her saying she missed my dick. How much bigger I was than him, etc.

    Nothing like some of the experiences written about here but it’s one I’ll always remember even though we’re not together anymore.
     
  9. crazyb0i19

    crazyb0i19 Active Member

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    Wooahhh... Thanks for sharing, I felt the honesty in your post. After reading it, I kinda hope you and Ashley got back together!! Keep me posted, ok?
     
  10. 2215031

    2215031 Guest

    Haha. She’s married with a second kid on the way, and I’m engaged.
     
  11. crazyb0i19

    crazyb0i19 Active Member

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    Oh, I thought so. Good thing is you both moved on. I hope you're happy 'coz that's what's important ;)
     
  12. Grayhair

    Grayhair Well-Known Member

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    Thanks for the like! I am happythat you enjoyed it, maybe even cummed?
     
    crazyb0i19 likes this.
  13. seekbig13

    seekbig13 Well-Known Member

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    This is 100% true. My best friend from high school and I had kind of lost touch but reconnected through Facebook. We had come out to each other in high school back in 1980 but we never hooked up with each other. I knew that he had married his partner of 25 years and had moved to upstate New York. I am with my partner of 30 years and live on Long Island. Turns out I needed to go Albany for work so I emailed him to see if we could meet for dinner on my way up and he invited me to his house.

    I drove up thinking I would be having dinner with him and his husband but when I got to his house he told me his husband was away. He had prepared a great meal and afterwards we sat down for drinks. He then brought out a joint and asked if I wanted to smoke. I hadn’t had a joint in forever but said why not. He then said pot made him super horny but I didn’t think much of it. He lite up and passed the joint to me. He then took the joint and told me to come closer. He said he was going to blow smoke into my mouth. I opened up and he proceeded to blow smoke back in my mouth and then leaned in to kiss me. I was slightly taken aback as this was the last thing I expected but I popped an instant booner. He smiled at me and said he always wanted to do that. At that point I was not sure what I should do but decided what the hell and leaned back in to kiss him again.

    Next thing I knew we were both all over each other and clothes started to fly off. I had never seen his cock erect but it was fucking beautiful. We are both Puerto Rican and uncut. I’m about 7” but really thick. His is about 8” but not as thick as mine. When I pulled off his underwear I found that he was wearing a cockring. I looked at him and laughed saying you were expecting this weren’t you!

    He took me to his bedroom and we laid down on his bed and I started sucking his giant cock. He loved that I was able to take the whole thing. Next thing I know he stands up on the bed and feeds me his cock. He was gentle at first but then picked up the pace and was soon facefucking me pretty roughly. He said he liked to get a little raunchy and was planning on fucking me. He laid down again and produced some lube from the nightstand. I took the lube from him and put it all over cock and proceeded to sit down on that magnificent cock of his. I took me a minute to get used to his size but once did I began to ride him. He then pushed me on my back, rammed his cock into me roughly and went on to fuck me in every possible position for over one hour.

    I have never been fucked like this before and finally he dragged my ass to the edge of the bed and he stood up between my legs and fucked me harder than I have ever been fucked before. I couldn’t hold out any longer and came all over myself. He then fucked me even harder and then came in my ass. He lay on top of me and said we could have been doing since high school! That was one year ago and we got together one other time after that. We are trying to make plans to meet again soon.
     
  14. Iwanthead

    Iwanthead Well-Known Member

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    Co worker and I went to have drinks at a casino and and meet her Mom and mom's female friend. Evening was very sexually charged, all 3 women kept putting thiers hands on me, shoulder, thigh, arm. Before I knew it Mom and friend excused themselves. Co worker explained I was there for them to get worked up to go back to hubby's. I said oh, ok. She excused herself to go to restroom, when she returmed I asked her if she knew what it felt lime to have to pee, she said yes so I said feel me and tell me if I need to pee. She laughed and asked if I wanted to be with her tonight. I said yes definitely. We go to her apt. We have lots of foreplay, oral manual stimulation. When she was ready for intercourse she said I need to hold. She rode my cock better than any woman ever had. Reverse cowgirl got her off multiple times. She told me my cock gave her "g" spot some much needed stimulation. We then fell asleep cuddling. Alarm went off I showered first, as I was getting out of the shower I heard her on the phone. She told me later she was talking to her boyfriend giving him an account of last night. Ee saw each other for 6 months, she then left her boyfriend and a month later got married. Haven't heard froer since. She was 23, I was 46. A great 6 months of my life.
     
  15. crazyb0i19

    crazyb0i19 Active Member

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    I did!! Read it again and cummed AGAIN hahaha. T'was too hot really...
     
  16. crazyb0i19

    crazyb0i19 Active Member

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    Sooo freaking hot!!! Are you both fit??? I would die if you are the bear-type. My fantasy!!
     
  17. crazyb0i19

    crazyb0i19 Active Member

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    Thanks for sharing!! Visit me here if ever you got to see each other again!
     
  18. seekbig13

    seekbig13 Well-Known Member

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    Thanks man! I still jerk off thinking about that first time. When I have more time I will post about second time we hooked up. We met up at sex club by his house and took on about 10 guys.

    No - we are not bearish. Both of us are about 5’8” and around 175.
     
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  19. crazyb0i19

    crazyb0i19 Active Member

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    Can't wait for it!!! Please do when you have the time.
     
  20. seekbig13

    seekbig13 Well-Known Member

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    So this is the second time my best friend from high school and I hooked up. Again, I swear this is 100% true. After the first time my friend fucked me like no one had ever fucked me before, I couldn’t get him off my mind. I live on Long Island with my partner and my best friend lives upstate New York with his husband so we weren’t near each other. Otherwise I would have been over his house whenever I could. It had been about two months since we hooked that I finally reached out to him and said I needed another good fucking. I agreed to make the 3 hour drive the following week to his house upstate There was one minor problem - his husband would be home so we would need to go somewhere else.

    I took the day off from work and drove up to my friend. I called him from New York State Thruway and he gave me name of local diner where we met as we couldn’t meet at his house. He said he had a surprise for me and to follow him. I followed him in my car to a non-descript house. We went to front door and were greeted by owner. We paid small admission and were told we could go upstairs. There were couches and a large bed in the middle of the room. There were also bags to place all your belongings. My friend told me he came here all the time and that lots of hot local guys came here as well. We both stripped down and joined another hot younger guy on couch. I went down on my knees and started sucking my friends giant cock. Soon the younger guy and I were both slobbering all over the giant cock. More guys started to arrive and several had wedding rings on and were there looking for cock. We were soon surrounded by at least 5-6 men all stroking their cocks. My friend and I were soon down on our knees taking on all the cocks surrounding us while the young guy from the couch was sucking both our cocks. It was so fucking hot and surreal having so many cocks to play with. I had never seen my friend sucking a cock and he was almost as good as me taking on big cock.

    At this point more guys were arriving and one guy reallly caught my eye. He was about in his early 50s with typical dad bod and yes he was wearing a wedding ring. His cock was the biggest in group. He was about 8” but was the thickest cock I’d seen in a long time. He feed me his cock and I tried my best to deep thrust it but never really took it all. My friend said we should move to the bed in the middle of the room. I laid down and my friend went down on me for the first time and he also rimmed me. All around us guys were sure sucking each other off and jerking off. My friend then lifted my legs in the air and placed his cock right in my ass and started to fuck me right in front of at least 10 others guys. The guy with the super thick cock fed me his cock while my friend fucked me. I couldn’t last too long and much too soon shot my load as my best friend fucked me. After I came you friend pulled out and went to town on married guy with thick cock.

    He sat on the edge of the bed and told married guy to give it to him hard and to tug on his nipples as hard as he could. Married guy then went on to do just that. I couldn’t believe my friend could take both the mouth fucking and having his nipples squeezed so hard but soon ny friend was cumming as married guy flooded his throat with cum. I thought to myself that I couldn’t wait to play with my friend’s nipples and hurt him like he asked married guy to do to him.

    We haven’t gotten together since then but I’m sending him a message right now to see when we can hook up again. I think he needs to come to Long Island next time.
     
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