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- Gay Stories -
Straight Male / 40

Doctor Knows Best

When I was 18 I was working as a concreter and was very fit and tanned, I broke my toe with a sledgehammer driving in a peg for the boxing being a pretty clumsy guy.So after work I went to my local doctor,He had a look at my toe and said that there wasn’t much he could do and splinted it, He said that because he hadn’t seen me for about two years that I was due for a physical once over, After many questions he asked me to remove my clothes and after looking me up and down told me I was very fit but I should have a prostate examination. He had me lay on the exam table and face the wall and pull my knees up to my chest, I heard him put on some gloves then felt some cold lube on my asshole he slowly slipped one finger in and had a bit of a feel around,He said that he needed to feel a bit more of my prostate and it might be slightly uncomfortable he then firmly pressed a second finger against my buthole and slid it in the tightness and pressure on my prostate made me have an erection which I apologised for and felt badly embarrassed.The doctor then said nothing to be embarrassed about it happens all the time but I’m pretty sure what happened next doesn’t haha.To my surprise he slowly started pushing his fingers in and out of my ass , me not saying anything gave him confidence and he picked up the pace bringing me to the edge of coming he removed his fingers from me and said I want you to see something please roll over.When I rolled over he had his pants down and his large cock was right in my face I was surprised that a small guy could have such a big dick, I had been with a couple of girls but never had any interest in men but he knew his stuff and had warmed me up nicely . I took him into my mouth it tasted salty and smelled musky he slowly started fucking my mouth It blew my mind I didn’t know what to think I just went with it enjoying the moment.He pulled out of my mouth and laid me down on the table and started sucking me off it was better than anything I had ever experienced before with women and I came very quickly and he swallowed it completely.While being extremely quiet because we were in a doctors surgery with a full waiting room he rolled me over onto my stomach and pushed his big dick into my hole it surprised me how much it hurt and felt like it was burning even though I was well lubed up.After a while it started feeling good and he fucked me slowly until I felt his cock start pulsing and he shot his hot jizz deep inside me.We cleaned ourselves up and he opened the door and said loudly you need to come back and see me next week for another extended consultation it is most important that you come back so make an appointment right away, So I had to follow doctors orders and did so right away after I made my appointment I had to leave quickly because I could feel his come starting to leak out of my used Ass . I am married now and I have been visiting my doctor for 15 years and receiving thorough examination every time because you have to listen to your doctor he is the only man that I’ve ever been with and it’s all payed for by Medicare and I don’t feel one bit guilty cheers

2
# 80532 - by Rod / July 12, 2025
    • - Gay Stories -
    Bi-Sexual Male / 33

    My First Big Dick

    I experienced my first big dick when I was 28. I was in a hotel in Cleveland for a week and always make use of my hotel rooms. They are great for sex obviously.

    My first night there I had sex with an older guy. Just the typical average married dick. But on my third night there I get a message from a guy on Grindr. He’s looking to top. He sends me a few pictures

    He’s got a bbc. It was pretty big and I never had a dick dick at that point in my life. I told him I’m tight and not very experienced. He assured me he’d go slow and said I’d be surprised how much dick my pussy could handle. Never had my butt called a pussy before..

    I told him to give me a little bit to prep and shower. About an hour later I tell him I’m ready. He said he was almost there. I was pretty nervous. He shows up and I open the door in just my shirt and underwear.

    Really nice guy. Middle aged. He wasted no time to pull his pants off. His big dick was very obvious in his boxer briefs. I pulled them down and tried my best to suck him.

    He started by fingering me. He told me white pussy is always so dang tight. He asked when I last got fucked and I told him two days ago by a married guy. He wore a condom and finished in it. As he fingered he he told me well I’m going to go bare if you don’t mind

    He pulled my butt to the edge of the bed and started to rub his dick head on my hole. He slowly pushed it in. It definitely hurt from the girth but I concentrated on relaxing. He talked me through it saying just relax that pussy and it will eventually stretch wide open

    He started fucking me with the tip but slowly kept going deeper. He kept saying relax and that pussy is loosening up.

    Next thing I know I got all 8.5 inches of his dick in me. And I could feel it for sure. He was fucking me balls deep slowly and said he was ready to actually fuck me.

    He pulled out and said get in doggy. So I did. He slid back in my butt but this time he got straight to fucking. I was moaning because it was a lot to take. I honestly was just hoping he’d cum quick but I was really turned on

    He kept saying that white pussy looks so good around my big dick.

    Thankfully he didn’t last too long. He was telling me I’m gonna breed this pussy. And he surly did. He went balls deep and shot his load. I let out some big moans because him balls deep really was a lot to take.

    He moaned as he cummed and kept saying how nice my pussy was. As he pulled out he slapped my ass and got one good look at my butthole saying your definitely loose now.

    I fell down on the bed giving my butt a much needed break as he told me he was gonna shower go wash his dick off.

    I layed there naked as he showered and came out to get dressed. We talked some then he said he had to get going because he had a few things to do. But told me to message him tomorrow if I wanted to meet up again. He said only if your not sore.

    I didn’t message him the next day but I did the following day. He came by that evening to fuck me again. This time I was more prepared for what to expect.

    1
    # 80531 - by J / July 12, 2025
    - Gay Stories -
    Bi-Sexual Male / 53

    Trapped

    I’m a 53 year old man in a sexless marriage I love my wife and have discussed the no sex and she just doesn’t want it anymore. I decided to look for sex but couldn’t bring myself to have sex with another woman because I felt to guilty. I was watching a bit of porn and seen a pop up for a gay meeting site so I thought I’d have a look , before I knew it I had taken some photos and made a profile telling myself it was just for shits and giggles and I probably won’t get any hits. I only got one hit a 30 something Asian guy after taking for a couple of days I felt very excited and decided I would meet him to try gay sex for the first time at least once. I drove to his unit instead of going to work the next day and drove past about 10 times debating whether to go in or not , I decided it’s now or never and knocked on his door,Eli opened the door and stood there naked with his large dick hanging there. I was a bit taken aback but he pulled me inside pushed me to the ground and offered his cock to my mouth, I took it into my mouth tasting his salty pre come after a few minutes we went to his bedroom where he stripped me off bent me over on the edge of the bed and slowly worked his big cock into my virgin ass. The pain at first was intense and he had to stop and let me take a breather but he was relentless and started fucking me hard then It started feeling good. He fucked me in about 5 different positions I had to stop him because I was starting to become sore so I lay on my back on the bed having a rest or so I thought when he mounted my chest and started face fucking me . I was a bit freaked out by this but let him continue I gagged a few times and had tears running down my face when he came deep into my throat and I had no choice but to swallow it all not really enjoying the taste but sort of feeling dirty and liking it. We went and had a smoke and talked and I thought we were done but Eli had become hard again and said he wanted to make me come so I lay on the bed and he lifted my legs up and fucked me harder than ever hitting just the right angle and after about 10 minutes I came like I never had before it was awesome. I cleaned myself up said my goodbyes and then headed off to work.Eli called me the next day and asked me to visit him again, I said although I enjoyed it I wasn’t sure and would think about it, He told me he had recorded the whole thing and if I didn’t come back he would make it public, I said I would beat the shit out of him if he didn’t erase it in front of me so I knew it was gone, I told him I’d be there the next day at lunch to see him I got there and at the door I thought maybe one more time wouldn’t hurt but I needed that recording gone.Eli opened the door and lead me in to the bedroom where there was 4 Asian guys 2 large guys 2 smaller guys he said he had been afraid of me and they were there to back him up. He said that if I had sex with them all he would definitely get rid of the recording but he wouldn’t of shared it anyway because he said I was great to fuck . I won’t tell the details of this encounter but I can say that I was the centre of attention and it was exciting and frightening at times and I was feeling a bit beat up by the end of it. I now see Eli regularly and sometimes with his friends it seems that I’m a bit of a novelty being a 6’2” heavily tattooed white man ,I no longer feel like I need sex I’m getting plenty now for the moment.

    4
    # 80530 - by Doug / July 12, 2025
    • - Gay Stories -
    Bi-Sexual Male / 66

    First Experience

    I had my first experience with a guy when I was 18.

    I worked at farm supply store after school. The owner was in his late 50s. Nice guy. I got along with him great. Big bulge in his pants. Was hard to miss. This was in 1977.

    It was one night after we closed that we were taking and he said let’s go to my office. His pants quickly came off and he was standing in his bikini briefs. Next thing his dick was out and it was in my mouth. It was a big dick to me. Very hairy too

    My pants were around my ankles. He pulled my tighty whities down and had me bent over his desk. He put some Vaseline on my butthole and some on his dick head. He slowly pushed in me.

    I was a virgin so it was a new feeling to me. He told me this is gonna hurt until I get in and you relax. It did hurt at first. It was a big stretch. He pushed in balls deep as he kept saying just relax that pussy.

    He fucked me until he shot his load inside my butt. He obviously hadn’t cummed in awhile because he moaned pretty loud as he orgasmed.

    After pulling out he sat down and was wiping his dick off. I pulled my underwear back and then my pants. At home that night I jerked off thinking about his cum in me. It really turned me on

    My boss and I had regular sex the rest of the time I worked there. He told me his wife only put out once a week so he needed a hole to fuck the rest of the week.

    5
    # 80528 - by Garett / July 12, 2025
    - Gay Stories -
    Bi-Sexual Male / 40

    In The Bubble

    Everything was shutting down worldwide as the virus hit. I was lucky to be able to work remotely from my apartment. I had been divorced for a couple years so was somewhat used to being alone. Still relatively young at 35 I believed I would be okay durung the pandemic. I was worried about Ernie a senior neighbor of mine who lived down the hall. He was not tech savvy and lived alone. We got along well and I decided to include him in my bubble and help him out with groceries and the like. Ernie was so appreciative and I checked on him every day.

    He was around 70 then,a big burly white haired Scotsman a bit gruff but a heart of gold. I really liked him. Began playing board games and cards with him in the evenings and visiting him on weekends too. We got closer and more and more comfortable together. He often was just wearing a bathrobe as he did not go out and me in sweats. I went out and got whatever he needed including the scotch whiskey he liked

    It was a Saturday evening and we were sipping scotch and watching an old movie on TV. Ernie got sentimental as it was that kind of movie. He told me about his life and times and there was no mention of women which I found odd at first. We got a bit drunk and he told me he did not want to sleep alone tonight. This was a very broad hint and for whatever reason I did not want him to be alone to be depressed.I was thinking about how the sleeping arrangements would be when he patted my arm and said "Come to bed". I felt a stirring inside me that almost expected and looked forward to an invitation like this. I went with him and he disrobed to just being in his boxers. I took off my sweats with just my black briefs on. We got into his bed.

    I lay there beside him quietly and felt his hand reaching for me. He slowly pulled me close to him and pangs of desire and need shot through me. His eyes met mine then his mouth pressed against my mouth. The kiss was soft with a hint of whiskey. I let his tongue in and found myself kissing him back affectionately then with mounting passion. His hand caressed my leg then found my growing erection. He caressed my cock then slipped my briefs off. He took his boxers off and I felt his hardness against me . I recall watching in wonder as his head bobbed on my cock his mouth deepthroating me expertly. He gave me a tremendous orgasm with his mouth fully emptying my balls of cum with deep wet sucks. I felt wonderful and pleased in a way I never felt before. I knew I had to do the same to him. My mouth found his cock which was now hard and looked a bit bigger than mine. I sucked kissed and licked the head wanting him to feel so good and looked after. I sucked him in deeper trying not to gag and mostly succeeding. He groaned as I sucked him. I wanted to taste his semen and have it fill my belly. Finally he let go and I savored his load. I felt content. We lay and talked with more kissing and cuddling. Then fell asleep together From this point on I shared his bed. Gave up my apartment to move in with him a few months later as I was always over there with my lover.

    It is no longer the pandemic. We go out for dinner ,movies,long drives,shop together and go on trips. The age difference makes some people stare at us but it no longer bothers me.Sexually we both love mutual oral and masturbation and especially kissing and cuddling. Neither one of us seems to need intercourse. I guess we are just another gay couple

    2
    # 80522 - by Theo / July 12, 2025
    • - Gay Stories -
    Bi-Sexual Male / 30

    Going Further

    My next door apartment neighbor made a suggestive comment in the hallway a few weeks ago that stuck in my head. He said " We all need a good release these days" after we were discussing dating and relationships. He smiled at me and asked me to drop by sometime. He is middleaged,balding and carrying some extra weight.We had talked a few times but nothing substantial. I had not had much luck dating recently and having turned 30 was starting to wonder if I would ever meet the right woman.

    Last week I ran into my neighbor again getting off the elevator on our floor. He smiled at me and asked me if I was free. I said I was and he asked me to join him for a coffee at his place. I went into his apartment with him. Sat on the couch and he made the coffees. After he sat beside me he turned the conversation gradually to the topic of sex and men's needs. He was wearing some loose sweats and he patted his crotch and said this was a man's primary need. I couldn't help but look at what he was doing. He noticed me staring and said " You ever thought of feeling a cock? " He began rubbing his crotch slowly. I could not look away. A funny feeling coursed through my body. Began feeling horny and curious. He slipped his sweats off and boxers displaying a rising fat cock with a big head on it. He caressed it lasciviously. My own cock began getting hard in my pants. His cock and actions aroused me. I wondered what it would feel like. He told me he needed relief and would love it if I helped him out. I knew then I was going to try it. He suggested I take my pants off. I did and my slim cut cock sprung up. I got on my knees in front of him and reached for his cock. I caressed it as he stared at me intently. It felt hard and sexy in my hand."Suck it" he said. I went down and engulfed it with my mouth. It tasted salty but I liked it. I kissed the headvthenbtookbad much of it as I could in my mouth. I did not gag and by relaxing my throat I found I could take almost all of it in. I sucked his cock steadily. I felt sexy slutty and wild. And a new desire grew in me. I wanted to please him badly. Have him prefer my mouth have him prefer me as the one to take care of his sexual needs. In essence to become his lover. He moaned and guided my head as I sucked. His body started trembling. When his orgasm happened and his cock spurted in my mouth I felt rewarded. I drained every drop of his cum and swallowed it. He sat back looking relieved. He took me to the bedroom a few minutes later. He kissed me then went down my body and his mouth found my cock. He sucked me greedily and I could not last long before I exploded in his mouth. He took all my spunk and gobbled it down. We lay together. He smiled and said" We both needed that babe". Later thar night he got me hard with his hand and sucked me off again.

    I slept with him that night and been in his bed every night since. We have sex when we get hard otherwise we kiss and cuddle. Things are happening fast.

    3
    # 80521 - by Ken / July 12, 2025
    - Gay Stories -
    Gay Male / 55

    Realization

    It was the mid 90's and I was in the early stages of my security career. I had an overnight position in an office tower doing my security checks and so forth. A security supervisor drove around checking in with us usually once per shift.

    I did not have a girlfriend at the time but had slept with a couple women. At 25 I thought I was straight until I found a gay magazine one day and was aroused looking at naked men and their cocks. These gay desires began growing more and more within me andxI wondered if that was my true preference.

    A new security supervisor dropped by one night. I smoked cigarettes at the time and we smoked and talked. Jeff said he was divorced and the job gave him lots of time to think at night.His hair was slicked back,he was taller than me and stockier basically a masculine regular sort of guy around 40. We hit it off right away. I started looking forward to seeing him when he checked in. In the next few weeks our conversations drifted more and more into personal matters. He said he was lonely and enjoyed my company. I could feel a building excitement and attraction I never felt before with a man.

    One night he came by and things came to a head. We were talking near my security desk. We were alone of course at 4 in the morning. Jeff suggested we go into the office area out if sight of the street. Once we got there he told me how handsome I was. Before I could answer he leaned over and kissed me. He must've sensed my attraction to him and I responded in kind. There we were 2 men in security uniforms necking like teenagers. As we kissed deeply Jeff fondled my growing bulge. He was soon on his knees with my cock in his mouth giving me pleasure like I had never really felt before. He finished me off with his blowjob and a mouthful of my seed. We talked after and I just knew this was the start of something big. He invited me to his home for the weekend to get more acquainted and I eagerly accepted. Bring an overnight bag he said seductively.

    I drove to his place a couple days later my heart pounding with anticipation. We ended up in his bed most of the weekend. I sucked Jeff's delicious cut cock for the first time and was amazed how natural it felt in my mouth. He took my anal virginity with lots of lube and gentle probing. It hurt once he was in but he reassured me over time it would only be pleasurable and he was right. Even that first time I felt pleasure in his penetration of me mixed with the hurt. Our relationship quickly evolved.Every weekend was now spent with Jeff. The lovemaking became a need ,a craving and an expression of now being part of a couple. I moved in with him a year later.

    Over time I got acclimated to being a gay man loving another man and living together. We met another gay couple who became close friends. Jack and Andy were my partner's age. Both men in their 40's Jack being lean and muscular while Andy was shorter and chubby. We played cards and drank,had dinner together. One weekend I discovered another aspect of gay life. There is an element of open sexuality and swinging with some gay couples. We talked about it and started exploring fooling around with them. I ended up having sex with Jack while my partner fucked Andy in the same bed. Instead of creating jealousy it just increased the closeness between us and added to our sexual pleasure. Weekends now included this new arrangement. I found the sex different with Jack. More insistent and sexual in a fun way. Less foreplay more just in and out until he blew his load in me. He could be playful with me. A quick kiss then he mounts me. I found when I had sex again with Jeff there was an even deeper pleasure with him as my pleasure with another man was like an additional part of things. Jeff and Andy had a similar thing going. The most interesting part was when I started having sex with Andy. Both of us being basically bottoms we kissed a lot and orally pleasured each other without any intercourse. Jeff and Jack on the other hand fucked each other. Gradually these combinations in bed became the dominant pairings our swapping. Andy and I took 1 bedroom to kiss and suck each other while the other guys fucked in the main bedroom. We had sex this way for years until they moved away. Jeff and I don't swing anymore and prefer quiet lovemaking at home. We still have sex 2 or 3 x week.

    3
    # 80519 - by Nick / July 12, 2025
    - Gay Stories -
    Bi-Sexual Male / 30

    Addictive Pleasure

    During Covid I discovered I enjoyed jerking off to gay porn. The more I watched it the more tempted I was to get into gay sex. I had dated women before the pandemic but this shifted to no dating just watching men enjoy cocks on screen.

    Things started opening up again. An older gay man in my neighborhood approached me one day at a local cafe. He said I was cute and asked me to go for a walk with him through a nearby park. I had watched gay porn all morning at home and was horny as hell. He had to be in his late 50's short and slim with a moustache and animated manner. I went with him and he gave me a nice blowjob behind some trees. His name was Bruce. He gave me his number and offered me sex anytime I wanted.

    I started hooking up with Bruce regularly mainly at his apartment. The gay porn and his cocksucking coalesced and I found myself becoming addicted to it. He quickly brought me to orgasm with his eager mouth. The encounters turned into lengthier and lengthier sessions with him. We kissed and I began sucking his cock as well. I told him about my gay porn addiction and he started having it in the background as we had sex. Soon I was fucking his tight little ass and his cock penetrated me as well. Nowadays it is second nature for me just to head over to Bruce's apartment after work for sex and on weekends. I am addicted to it.

    3
    # 80513 - by Desire / July 11, 2025
    - Gay Stories -
    Bi-Sexual Male / 43

    I Did It

    I’m 43 yrs old and live alone. I love wearing panties around my house and when I jerk off. Today I finally met the mailman at the door, hard as a rock wearing panties. He sized me up and said he would be back Monday

    My question is, should I let him fuck me, or is a blow job good enough for starters?

    4
    # 80512 - by Anonymous / July 11, 2025
    • - Gay Stories -
    Bi-Sexual Male / 45

    Allowed Release

    My wife has ways been the dominant partner in our marriage but not in a standard b and s way. She controls the finances and all major decisions. Sexually she primarily allowed me to perform oral on her and occasional intercourse. That changed 5 years ago when she came up with a new plan for our sexlife. She is 55 and fuller figured,a big gal. One of her younger male co-workers has a thing for her. Derek is 26 now and always horny. My wife enjoys sex with him and he comes over 3-4 x a week to bang her. She prefers him to have sex with her and he can perform all evening long and often sleeps over. He is a nice guy but has become more under my wife's spell as time goes on. I watch his hard cock fill her up,they kiss she sucks him they have great sex.

    I get horny watching but I am not there to satisfy my wife. She decides on my release and it takes this form. There is a homely looking skinny guy that does odd jobs around the neighborhood. He is around my wife's age. My wife found out he is gay and made an arrangement with him.He is happy to come over to our house when Derek comes over to fuck my wife. My wife and Derek do their thing as this guy hovers in the living room. Once my wife feels satisfied enough she has Derek drop his pants and she directs me" the faggot cuck" to go over and suck his cock right in the living room as she and Derek tease and laugh at us. I swallow the homely guy's load of cum then he gets behind me and masturbates me off into a towel as my wife calls us names. I blow a huge load usually.

    1
    # 80505 - by Cuckqueen / July 11, 2025
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