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- Gay Stories -
Bi-Sexual Male / 44

Walking Buddy

A lot of our lives have changed since the virus hit us all last year. My life went through a particular transformation which I will now share.

Last spring I started working from my apartment after our company transitioned a lot of us to zoom calls and doing our business from home instead of the office .I live in a large 2 bedroom apartment in a hi rise building in the east end of the city near some very walkable parks .I began a routine where I would get up early grab a take out coffee at a local coffee joint then go for a long walk through the nearest park before settling back home for the work day .I enjoyed the fresh air and exercise. I was a single fortyish male divorced with no kids and was not currently dating a woman.

As the spring progressed I noticed this older gent around 20 years my senior was also grabbing a coffee regularly at a similar time .I would see him on the park trails and say hi to him and he would smile and respond in a friendly fashion back .He was around my height though of slimmer build with silver hair and glasses and walked at a similar pace. For some reason I began looking forward to seeing him. One morning he must have sensed this and approached me asking if he could walk with me. I said sure and we walked together for over an hour and had a great conversation. He was retired so had more time on his hands than I did .We agreed to start walking together daily as we enjoyed the company .We got to know each other better and better and I noticed we were getting more animated with one another in our chats .It did not dawn on me there was a growing attraction between us until one weekend morning he asked me back to his apartment to continue chatting. He lived in a neighboring hi rise and had a nicely furnished place.

I was very at ease with him and as I sat on his couch he poured us each a shot of brandy. After a couple shots of the liquor I felt a very warm glow from the brandy and the walk .I looked at his face more closely for the first time and felt the first stirrings of real sexual attraction .I was surprised as I had not really had any gay feelings towards men in my life before but this was insistent .His eyes met mine intensely and he smiled .He moved close beside me and I felt my heart begin to pound .I was scared but wanted more to happen .His head moved close to mine and he kissed my mouth softly. His kiss had the effect of exciting me further and making my cock stir in my pants. I kissed him back and felt myself let go into the kiss .Our tongues and lips explored the other's mouth and the kissing became more and more passionate. He got up and led me to the bedroom and I went willingly .We took our clothes off and both our cut cocks were hard and ready. He told me he was gay and knew what to do and asked me to just lay back and enjoy this first time .I did what he asked and soon his head was bobbing eagerly on my cock as he gave me a wonderful deep throated blowjob probably deeper and more intense than any a woman had ever given me .He soon took my gushing load and gulped down my seed without hesitation .My orgasm had fully satisfied me and I lay back somewhat blissfully. He lit us a cigarette which we shared as we talked quietly together. He asked me if I regretted what happened in any way and I said no I wanted it .He smiled and said he would like this to be a regular thing and I nodded me too. This first time broke the ice sexually and after this I ended up in his bed every weekend and usually once or twice during the week if I was not too tired from work .A few months in I recognized he was now my lover and I wanted to explore it fully .I learned how to suck his cock and please him .I discovered I loved sucking his cock as much as I loved him sucking mine. I savor swallowing his cum as well. Beyond mutual oral I would sometimes fuck him in the ass as he was more of a bottom that way .I have deep orgasms in his ass as well and especially love when he rides me on top .He has got a trim tight little ass that really squeezes my cock when it is inside of him. We still love our walks together and some days we can hardly wait to get to the bedroom after to have sex.

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# 50035 - by Pleased / March 5, 2021
- When I Was A Kid -
Straight Female / 39

Not Safe For Work Pool Party

My one and only nude party. I was 14, still developing. We were at a friend's birthday party, five girls had a sleepover. Around midnight we went out to the pool, tops first, followed by our bikini bottoms. All of a sudden we were naked, making fun of each other's tits, ass and pubes. One after the other had to lay back and expose our inner lips, our vaginas. One, two or three girls used their fingers to poke as deep as they could, a ping pong paddle handle came next.

Kissing and fondling followed, mutual humping. Back upstairs on the floor of the den, scissoring, mouthing, tit sucking, and poking holes in front and back. We finally fell asleep, naked or near naked and were gotten up by our hostess' mother.

College was tame. That's all I have to say.

1
# 50034 - by Jill / March 5, 2021
- Obsessions -
Bi-Sexual Male / 47

Wrecked

Saw this indie porn slut called Sindy Rose doing unbelievable huge anal with donkey dongs and pushing out her red raw ass. What a fucking slut. My wife gets anal mania when she drinks.
Like to get her fucked up with southern comfort and finger that hole. Have got four fingers in and someday will fist that whore.
Imagine my slut wife getting her rectum wrecked like that but with a supersize BBC doing the wrecking and making a boston creampie in her pooper.

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# 50033 - by Ron / March 5, 2021
    • - Evil Thoughts and Deeds -
    Bi-Sexual Male / 47

    What She Wants

    Sometimes a few months but now more than a year, my wife gets this desire for a specially rough and dirty fuck session. This aint lovemaking its straight up sucking and fucking.
    Her thing since she was a slutty teenager is to be used and degraded verbally and physically. She is 35, looks 22, short blonde hair, short but curvy body, 5 foot nothing with 34C jugs and a ass made for fucking. She don't like cute young guys at all. Her thing is her daddy and his good buddies, big, fat, hairy like her unclles. Makes her panties wet when she has to talk to menlike that during the day.
    So would like to get maybe 3 or 4 men together and let them tear that shit up. Fuck her mouth her pussy and her tight ass multiple times and cumming in her or on her. They calling her the filthiest names and making her admit she's such a whore. They all try her holes and all end in her mouth. When its all over and we're alone I tell her what a c**t she is and we get all full body slippery cummy even pissy wet. I make her do all that shit she did with the old fuckers. Suck my balls and lick my ass. Beg for a hard assfucking. Take a light belt strapping on her ass and her tits. Swallow my second load and cumkiss her daddy man.
    Then she goes back to being a very submissive and sweet little church going wife you would never think shes such a whore.

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    # 50032 - by Ron / March 5, 2021
    - My Family -
    Bi-Sexual Male / 35

    My Foster Siblings

    My parents became foster parents when I was 11 and my brother was 5. My first foster brother Eddie was my age and had come from a m****ting father, and was very touchy-feely. It was weird at fist but I got like it. After about a week he started playing with my dick, and soon was sucking me. My folks overheard us, and I got a talk about sex, followed by being told that as long as no one is made to do anything they don't want to do it was okay with them. I quickly got educated all about gay sex. After a month my brother Harry came in my room while we were "playing" and wanted to play too. He became a regular partner (I don't know when he started sucking Dad but it wasn't a secret by the time he was in his teens).

    After six months we got a younger foster sister Sally who had also had a m****ty parent and she was cock-obsessed. Sally had no "boundaries" and was likely to use sex as a way of relieving boredom even at her age. We boys had no problem with that. Mom and Dad had us in charge of keeping her from getting "in trouble" outside the house.

    We had other foster kids come and go, about half of them willing partners in our fun. Mom and Dad were of the opinion that as long as everyone was doing things voluntarily it was no one's business, just don't do it in the yard, no talking about it at the dinner table or in front of guests, and wash up afterwards.

    Eddie and I moved out together and Eddie eventually got married. I ended up marrying Sally as soon as she got legal. Harry became a drag queen and fashion model.

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    # 50031 - by Smith / March 5, 2021
    - When I Was A Kid -
    Straight Male / 36

    My Relationship With My Cousin

    Sorry this is long. I've never written this all out and even never told my therapist most of it.

    Growing up, my family was pretty close. My aunt and uncle visited pretty regularly, a couple of times a month, but because they lived a couple of hours away they'd almost always stay the night on a Friday or Saturday, sometimes a whole weekend. We had one guest bedroom and they'd sleep in there, but there wasn't a room for my cousin so they always had her sleep in my room. She and I were the same age, so when we were really young it was fun and exciting because we liked to play together, she'd bring over whatever toys or a movie she got since I last saw her and we'd play and build forts with the blankets. Kid shit. I loved having her there and always looked forward to these visits.

    Well when we were about 11, they came over like usual but when she got to my house she was kind of quiet and acted funny. When it was time to go to bed she told me she had a movie she wanted to watch with me and it had something in it she wanted to show me. I really don't remember what the movie was but there was a scene with some teenagers making out. We got to that part and her eyes were glued to the screen and her mouth kind of hanging open, I looked over and could see her lips moving a little bit. After it was over she paused it and said "can we watch that again?" I just nodded. She rewound it and we probably watched it fifteen times. My heart was racing and I was a little nervous, I didn't really know at the time but I was horny and realized later she was too. It's funny how little it takes to get excited when you've never seen anything like that.

    She paused it and looked at me after the last time and asked if I'd ever kissed anyone like that. I said no and asked her if she had, she said "no.. I wonder what it's like." I don't know what came over me but I just leaned in and kissed her. I don't know what I expected to happen but she let me and after a second we just stared at each other. We didn't do anything else that night, we went to bed and barely talked. They left the next day.

    Well, the next time they came over she was acting weird again. She would barely talk to me but after dinner we both went to my room and she sat down and said "will you kiss me again?" I had been thinking about the last time since it happened so I agreed and sat next to her on the bed. I put my lips on hers and remember how hot and flushed my face felt and how nervous I was. We didn't know what we were doing so we just pushed our lips together a bunch. She said her lips felt tingly and so did between her legs but I didn't really know what that meant. She said she wanted to try it like they did in the movie and to open my mouth so we did that, stuck tongues in each other's mouths and just went at it for who kows how long.

    Every time she came over after that was more normal, she was less weird, but we didn't play with toys in my room anymore. All we did was make out. We still didn't really know what we were doing, but sometimes she'd sit in my lap, sometimes we would do it laying down because we were in bed to sleep. Just lots of making out. Eventually our lips would get tired and raw from the spit so we'd stop and do something else but we'd always go back to kissing.

    A couple of years later, she came over with a new video that was one her parents watched, and it had a sex scene in it. Again don't remember the movie but we watched if after everyone went to bed and played that sex scene on repeat for a long time. Eventually she asked if I wanted to try it but we didn't really know what they were doing, just bodies mashing together. She took off her shirt and told me to kiss her. I felt her boobs while I was and got really lightheaded, it was my first time seeing or touching any. I'd discovered internet porn but back then it was all just pictures, videos were not easy to find, especially without getting caught. So we got naked, I laid down on the bed and she sat on my lap and wiggled back and forth a bunch but again, we had no idea what we were doing. Just that it all felt very good. We kept kissing a bunch and with her sitting on my hard on, grinding on me, I had my first orgasm. It made a mess and I got freaked out so she got off, I cleaned up, and we got dressed. We talked about what to do and decided that since nothing hurt it was probably okay.

    Needless to say, things progressed from there. I saw things in porn that made me want to try new things with her. Not long after that I told her about blowjobs and we tried that. She did not like my cum in her mouth at first but I told her all the girls in porn either take it in their mouth or on their face so we tried both.

    By the time we were 15 we'd done so much messing around and experimenting. I remember the first time she swallowed my cum, the first time I stuck a finger inside her, the time she came over and told me she figured out how to have an orgasm and that time was a lot of fun. She showed me how she did it and asked if I would do it to her so the entire weekend I spent doing that. And at fifteen we decided we needed to have sex the right way. My mom had the "sex talk" with me by now so I knew about pregnancy and I bought some condoms from a grocery store nearby. The next time she came over I told her I had them so we should try it. It was awkward, she wasn't wet enough but we didn't know that was a thing really. She laid on her back and it took some time to get it in but I did and slowly started fucking her. I remember looking down at her and realizing how beautiful she was. How good she looked, better than the porn stars I'd seen, and also feeling love. It didn't last long because after maybe a minute of fucking her I had an orgasm that made me crumple on top of her. We got cleaned up, she said she was a little sore but she was happy I liked it so much.

    Kissing felt different after that. It felt like kissing a girlfriend more than just making out because it felt good. Every time she'd come over after that we'd have sex as many times as possible, usually limited by my three pack of condoms running out lol. Eventually we started cuddling when we'd sleep, some more tender kisses and gazes exchanged when we'd be laying in bed together in the post-orgasm glow. We had developed a really deep sex life and started getting romantic feelings and I didn't know what to do. Eventually I started missing her a lot in between visits. We both got cell phones, we started texting and calling a lot. I got a summer job, a car, I would drive on weekends to pick her up and take her on dates. We were teenagers and really had no idea what we were doing.

    Well.. It all came to a halt when we got caught kissing. My mom saw her kiss me in our back yard and there was just no explaining our way out of it. We were making out for a couple of minutes, my hand was up her shirt, when she looked up and saw my mom staring at us from the sliding glass door. She called all the adults together and we had to explain ourselves. We didn't tell them much. Just that we'd kissed a few times. My parents put me in therapy and our families stopped visiting together as much. We weren't allowed to text or call, so we emailed from time to time but it was never the same. We were both pretty heartbroken but I can say now it ..(continue confession)

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    # 50030 - by Familytime / March 5, 2021
    - Gay Stories -
    Bi-Sexual Male / 21

    Anyone Else

    Okay, maybe it's a little obsessive but I was wondering?
    Does any bottoms remember and get excited about the first time that they got topped and what underpants they had on?
    I recently hooked up with a older guy who's a great lover and he fetishes about me in the same brand of underpants that I was taken in. After doing it with him novelty underpants like I had on as a kid with the older boy its been quite the turn on! How about you?

    1
    # 50029 - by Little pants / March 5, 2021
    - Gay Stories -
    Straight Male / 51

    First Time

    Took my first cock last night. Meet a guy off a4a and had him come over to my place. I was home alone last night so finally wanted to try getting fucked.

    Wow! I’ll say. It hurt at first but felt so good after that

    Recently divorced and tired of women so definitely going to find me a regular guy. I have no urge to fuck any ass yet. Rather just take dick.

    4
    # 50028 - by Tm / March 5, 2021
    - When I Was A Kid -
    Bi-Sexual Female / 27

    Me And The Babysitter

    My parents worked a lot in the evening, and since i have a little brother we have had babysitters up till i was 16 and he was 10.

    At bed time round 9 i went to bed or the sitter put me there. My parents mostly would come home round midnight. I knew my parents were ok with the sitters having a friend over, but needed to be the same sex. We had some boy-sitters, only boy-friends, and girl-sitters only girl friends were allowed.

    This true story happened when i was 12.
    A girl-sitter, around 16 or 17, from down the street and her friend, also 16 or 17, were often with us. I liked them, we could talk easily, But always round 9 they urged me to go to bed.
    I was a good sleeper, never woke up. But one night i woke up, being thirsty so i got out of bed, and silent down the stairs to get to the kitchen. But on the stairs i heart soft moans.
    I started to look around where it came from, the living room.
    Very quiet i moved to the see what happened.

    Our sitter and her friend were nude, their clothes on the floor.
    The sitter was on the couch, her head resting and her eyes closed.
    Her friend was on the ground, her head between the legs of the sitter.
    I looked right at the naked ass of her friend, as her head was moving between the sitters legs.
    I recognized the sound of the moaning from the sitter. And her friend moved her hand between her own legs, just like i did when i played with myself.
    I got a but turned on, my hand running over the front of my pj's.
    Then the sitter let out a long moan... almost a roar.. and started shaking.
    i saw her orgasm and pushed my hand harder on myself.
    Her friend moved up, her head on her tits, then they kissed, telling how good the orgasm was. then.. they saw me
    Jenny, are you ok? how long where you here, what did you see, the sitter asked.
    Her friend smiled, are you feeling tingly between your legs?
    i looked down, saw my hand moving and i pulled my hand away, being embarrassed.
    Both said it was normal for a girl to have her hand down there, and that they were special friends and also did more than a hand between their own hands.
    I started to ask questions what they did, why they did it and all i got back that it
    was for me to find out when i was older.
    I got kinda mad, i was old enough to feel good between my legs, i knew about orgasms and if they wouldnt tell me, i would ask my mom what they were doing.
    The sitter and her friend seemed to get scared by that idea and asked, if i was never to tell, if i wanted to have a better look. I did.
    The friend sat on the couch, her legs spread and i looked at her.
    Nice pussy (yea, i knew the word), nice breasts.
    They started kissing, with tongue, then the sitter started kissing and sucking her boobs, her hand already between her legs. i moved in to get a better look, my hand rubbing in my pj;'s.
    The friend asked if i wanted to be nude like them.. the sitter looked at me and said that would be equal, us all naked. so i undressed, them looking at me made it hotter.
    as the sitter moved to the floor, her friend asked me to sit next to her.
    i saw the tongue of the sitter on the pussy of her friend and watched, rubbing hard between my legs. the hand of the friend moved on my legs, soft moans.. she was almost..
    then i felt her hand on my little chest.. and she came.. so soft, she said touching me.
    i felt my pussy tingle, also wanted to cum.. as the sitter looked up at me, can i lick you?
    i didn't know what to say, but without a word the sitter moved between my legs...
    and as i felt her mouth i came.. it felt so good.

    as i revived from my orgasm they were both next to me, slowly moving their hands on my body, my little titties and kissing my body, my face, till we kissed, with tongue.
    the friend moved between my legs, can i to have a taste?
    i really wanted her to, the sitter and i kissed, she licked my body and let me lick her tits.
    brought my hand between her legs to touch her... it was great.

    after that we kissed and the both brought me to bed.
    they came back lots more, and to my pleasure it happened over and over, including me learning how to pleasure them. I know i was young, but i don't regret anything

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    # 50027 - by Jenny / March 5, 2021
    - Gay Stories -
    Gay Male / 62

    The Man In The Window

    After joining a multinational accounting firm I was sent to their offices in Amsterdam for training. I was given a small efficiency apartment on the bus line to the training center. The first night there I stood looking out the window which looked out upon another building. At night the lights came on and I could see people going about their evening activities. I had a small pair of binoculars I used in Boy Scouts and I sat on the only chair gazing from window to window.

    After about an hour I caught a man watching television. Focusing on the tv the show was a gay porn show. The man sat in a chair, when he stood he was in shorts and a t-shirt. It was still warm and his window was open. Night after night the scene repeated itself, I caught him putting the tape in a VCR, watching the same tape. He stopped, rewound and watched a scene of a man fucking a younger man. The scene is burnt into my memory.

    I watched him in the morning and saw how he was dressed, I spotted him get on a bus, I followed him all the way to his job in a building. I took that route several times on my way to the training center. At night I watched the porn film with him, imagining that I was the younger man and he was the man behind me. As the days went by, the desire to approach him got stronger, until one day I sat beside him on the bus and said hello, he spoke a little English, but was reserved and didn't want to converse.

    It took several days of riding with him, talking to him, telling him where I was staying, about my training, about how lonely it was not knowing anyone. He finally spoke, told me of things to do. I touched his arm, I looked into his eyes, I put my hand on his hand. He invited me to his apartment, I knew it from watching him. I asked him if he had family, I had to take the lead. I asked him if he liked me. I let him touch me. Finally he touched my face. I looked into his eyes, begging for more.

    That night, I leaned over his coffee table, with my hands holding me up, he stood behind me and I imagined myself as the young man on the VCR. The window open, I knew that anonymous nobodies could be watching me, it made the whole experience that much better. For the rest of my six week training I went to his apartment and had sex with him.

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    # 50026 - by Wesley K. / March 5, 2021
    500 of 44,563 Confessions Displayed.

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