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- Gay Stories -
Bi-Sexual Male / 66

Unexpected Anal

This took place quite a few years ago in my late 40's. I had been bisexual since a sleepover when I was 14. I married at 27, but still would secretly suck cocks. You could say I was a bit of a cock sucking slut. I posted an ad looking for a gay couple so I could suck more than one cock during a hook up. I got a reply from what seemed to be a nice gay couple that invited me to meet them at their place. I accepted we set a date. I arrived at their house which was somewhat secluded so they were outside naked. This kind of shocked me, but I enjoyed being naked outside as well, I live in the country no neighbors. They invited me in so we could chat before getting started. They made me feel very comfortable, and soon we were off to the bedroom. I stripped then got on the bed. Ben joined me asking me to suck his cock. I took him in my mouth sucking him making him moan with pleasure. "Oh Bob your really good at this". I just kept sucking. Then I felt a tongue on my ass. I pulled off Ben's cock, and told Frank I don't do anal. Frank replied relax i just want to eat your ass I'm not going to try to fuck you. It did feel good so I said ok keep going. I returned to sucking Ben's cock. Frank stuck a finger in my ass asking if I was with it. I just moaned around Ben's cock because it felt nice. Soon Frank added another finger then another. Frank had 3 fingers in my ass, and was pumping them in and out in a fucking motion. Suddenly Frank pulled his fingers out , and my ass felt empty. Then Frank inserted a small dildo in me again using a fucking motion. I have to admit I was loving the sensation. After a few minutes of this Ben pulled out of my mouth. "Bob I think you're ready for your first cock in your ass and it's going to be mine". At this point I was still nervous, but my horniness won out. I replied " yes Ben give me your cock" . Ben wasted no time as Frank pulled out the dildo Ben's cock was there to penetrate my ass. Ben's cock was bigger than the dildo , but he was lubed up good and he slowly started to slip in. I was amazed how good it felt once he was all the way in. Ben let me adjust for a minute then started fucking my ass. I loved the sensation, and I got impatient. Ben was going to slow for me I started fucking back on his cock. Ben picked up on this and started pounding my ass. Frank had somehow gotten underneath us taking my dripping cock in his mouth. Frank knew how susck a cock because I exploded in his mouth within a minute of him taking me in his mouth. This caused my ass to clinch as I was cumming driving Ben over the edge. Ben grabbed my hips and buried himself deep in my ass as he came. I never thought getting fucked in the ass would feel so good. I continued to meet them for a few years, but somehow we drifted apart.

4
# 82909 - by Bob / September 30, 2025
    • - Gay Stories -
    Bi-Sexual Male / 36

    Before Our Flight Home

    Throughout the whole time we were at the hotel and resort I didn't have any gay interactions, until four hours before we got on our flight home.
    I've always enjoyed cock, especially sucking off older men. And even though I'm married I've maintained my love of a firm cock and the mans cum load.
    Usually when we've been on holiday I've managed to get some cock fun, but nothing happened this time and I thought id be going home without having even seen another guys cock.
    Then as we waited at the hotel for our shuttle bus to the airport I needed a pee.
    There are toilets in the basement of the hotel and I used them for the first time.
    Within seconds of entering an older German man made it perfectly clear he wanted his dick sucked.
    He stood stroking his cock as I peed and even walked over to me and felt my arse as he continued to wank.
    Not one to miss out, I knelt down, sucked in his cock and gave a good few minutes of my mouth and tongue working on his knob.
    When he came shuddering, he held my head giving me no choice but to swallow his cum.
    Seconds later he was pulling his shorts up and leaving to clean myself up.
    I was washing my hands when another older man walked in.
    He smiled at me and again in a German accent said "Klaus said you're good".
    Taking his cock out, he offered it to me and I greedily sucked him off, not caring if someone else walked in.
    Again I swallowed his semen and he too left with me kneeling in front of him.
    Back upstairs my wife was sound asleep sat on one of the comfy sofas.
    Unfortunately our shuttle coach arrived and I had to wake her up.
    She was nodding all the way to the airport and once through finding out our flight was delayed an hour, she fell asleep again.
    It was then I noticed a guy slowly touching himself as he faced me sat down. He smiled, got up and still looking at me indicated for me to follow him.
    We ended up in a toilet stall where we kissed, before I sucked on his cock.
    When he lifted me up I thought either he couldn't cum or Id maybe hurt him, but he had other intentions and yanked my shorts and boxers down.
    Bending me over the toilet bowl, he entered my arsehole from behind and began fucking me in long rhythm strokes.
    It'd been some time since I was last fucked, but even so the wonderful feelings flowed through my entire body as he fuck me and not able to hold back i cried out as I came.
    He fucked me faster harder and deeper and then he too came, flooding my bowels with his beautiful cum.
    Only when he pulled out did he say something. He said in his accent "One better than Klaus, eh".
    Boarding our flight I could feel the mans cum oozing out of my arsehole and had to use the toilet.
    I've since found out (A little too late admittedly) the hotel we stayed at is a gay friendly hotel.
    It's only now that when I think back just how many single and coupled men there were.
    They obviously didn't bother me because my wife was there. However once id given Klaus a blow job, I gave them notice I was up for fun.
    I just wish id have known sooner.

    4
    # 82902 - by Vic / September 30, 2025
    - Gay Stories -
    Straight Male / 54

    It's Just Sex Part Two

    His forefinger found my asshole and poked it's way in and he got the rhythm going with his mouth so that as his finger went in his mouth was backing off and vice versa. I stood there dripping in sweat and moaning loudly and enjoying every second of it. But i wasn't for blowing my load in his face. I pulled back enough to get his mouth off my cock and i said ' I want a taste of that cock' and went down on my knees in front of him. I had both hands warppaed around his cock and worked it between them as i bobbed my mouth back and forth on his cock. In seconds he was moaning loudly and and giving it 'YES YES YES' and i wondered was he going to blow his load down my throat. I looked up at him and asked did he want to 'fuck me' he agreed and i stood up and faced the wall and spread my legs nice and wide. I felt a big splash of lube on my hole and then the presence of his cock pushing it's way into my hole and then the shove to get it all in. It is the the dirtiest sexual feeling in the World when you have a mans cock up your arsehole and he starts to fuck you and he did fuck me. The slow start building up to the fast hip pumping and ball slapping fucking.
    He pulled out at the last moment and jizzed all over my arsehole. It felt like a massive load hitting my well fucked butthole and then running down my thighs. In the swirling steam we were bothing breathing fats and heavy. I turned round to face him as he shook the last of his cum from his cock towards me. I was wanking my own still hard cock again looking at him and it was then i got a bit of a shock. The student kid who had been sat there watching all along decided he was joining in now.
    He reached out with his small girly like hands and took my cock in them and wanked my cock with them. I looke down at him and saw that his towel was still wrapped around his waist and as i was looking down at him his head went down on my cock. His small wet mouth was working my dick very well indeed. The other middle aged guy sat down on the bench and started watching and playing with his slightly saggy cock. Again i took the kids head in my hands and skull fucked him slowly taking my cock almost completely out of his mouth before pushing it all the way in balls deep and got a good rhythm going. It was after a minute or so of this that he stopped and stood up and turned around and hitched his towel up to his hips and wiggled his arse in my direction. I reached out and felt for his arsehole but found not only his arsehole but his c**t as well...guy was transitioning from female to male...i leaned in and whispered 'which hole' and the quiet voice said 'any one'. I fingered his arsehole and it felt way to tight so i slid my cock in his her pussy and slid it up until i was balls deep. He Her moaned softly as i did this and she he leaned onto the bench and arched their hips higher and i grabbed them and started to fuck. I pumped fast and furiously and she he was moaning like crazy as i did this and the other guy had gotten his wood again and was thrashing away watching me fuck he her hard. I felt the twinge of my bals and pulled out and let it fly over he hers arsehole and c**t and from behind me the other guy bolted a load as well that splattered onto the ground. I sat down spent and absolutely dripping in sweat. The he she pulled their towel down and left. The other guy followed seconds later and i dragged myself to the shower room and sat under the cold shower until i felt numb.
    In the lounge i saw the he she sitting and to be honest she would have been a fairly plain looking girl and a girly looking guy. The boobs were so small as to be much like a slightly overweight man with moobs. I still enjoyed it and smiled at her as i sat with a coffee.
    It's just sex after all.

    0
    # 82886 - by BadWolf / September 29, 2025
    • - Gay Stories -
    Straight Male / 27

    I Did It For The Pussy

    It's a long story and I don't care to share all the details. I can't share all the feeling like everyone else. I don't have the patience. I'm young in great shape and this older lady early 50s has been flirting with me at the gym. She keeps inviting me over to her hot tub for drinks.

    Well one day to my surprise your husband joins her. A legit retired professional body builder. Like all body builders (trust me) he's bi. So we get to talking and he tell me I can fuck his wife if he can be the first to fuck me in the ass. Not going to lie it perked my interest.

    I've always been curious but I don't like the idea of some gross gay dude fucking me. Fast forward a couple weeks and the wife asks me if I thought about the offer and I finally ask her if her husband has a big cock. She smiles and is like no, why is that a deal breaker?

    I explain that I didn't want my first time to be with someone huge. She pulls out her phone and shows me his cock and it's like 5 inches. So I finally agree.

    I meet them that evening at their camper. The wife greets me wearing some bad ass lingerie. I go in and there's porn on the TV. Turns out it's her. It's some DVD they made from 20 years ago with her fucking these two body builders.

    Her husband is sitting in the back in the dark naked. I can see him stroking a soft cock on the bed. We start making out and fucking. For like half an hour we are going at it. I cum in the condom and she peels it off and keeps sucking my cock.

    She leads me to the back and way lay down next to her husband. With me on top we keep making out and the husband gets behind me. My cock is getting hard again and without a condom she puts it inside her. For 50 her pussy was insanely tight.

    She spreads my ass cheeks and the husband is lubing up my hole. She starts talking dirty to him telling him to take my virginity. To fuck me good. He starts to slide his cock in saying how tight it is. She's asking him if it feels good and he keeps saying my ass feels so good.

    Eventually it's all the way in and I stop fucking the wife. For whatever reason (is this normal) when it when in my cock went limp. I just lay there on top of the woman unable to move as he continues to fuck me.

    I hold her my head between her breast but she's turned her complete attention to her husband. Eventually she's telling him to cum inside me and he does. With be in between them they start making out.

    She tells me to go get a shower and then come back. I'm literally shaking from head to toe but go get in there small shower. When I come out the guy is gone. She gets on her knees and asks me if I can go again. When she gets my cock hard she puts a condom on and we start fucking again.

    After another 30 minutes I finally make her cum and leave. I find the husband sitting outside by the fire acting all pissed off at me.

    3
    # 82862 - by LimpNoodle3 / September 28, 2025
    - Gay Stories -
    Bi-Sexual Male / 75+

    Road Trip

    My wife and I no longer have sex. I read and watch porn a lot these days.
    We both take separate vacations to visit friends and family.
    I was driving from Florida to Alabama and stop at an interstate rest stop around 11 PM. Another guy was pissing at the urinals when I was and started talking about how new and fancy the roadside restrooms are these days. And then he said that in the old days you could easily get a blow job at rest stops.
    I don't know what came over me, but I responded by saying, "You still can! Come with me to my car."
    He agreed and I sucked him until he blew his load down my throat. He thanked me and deep kissed my cum dripping lips and went on his way.
    That's one of the most brave and most exotic things I've ever done. I Often fantize about doing it again.

    1
    # 82857 - by None / September 28, 2025
    • - Gay Stories -
    Straight Male / 54

    Shower Show

    Most of my encounters take place in the steam room at the sauna. I love the swirl of steam masking the wicked deeds and the feeling of sweat running down bodies as the encounters go on.
    My most recent visit was disappointing to begin with. The steam room was closed for repairs and maintenance. So this left the dry sauna, cinema room and dark area for encounters.
    Sadly none of these had anything interesting going on in them. After sitting in the dry sauna for what felt like an age playing with my cock, nipples and hole and no one doing anything i went for a shower. I was joined in the shower room by a middle aged bald guy with a good looking body and a large looking cock. Usually very little happens in the shower rooms, dunno why, and i wasn't expecting anything as i hadn't seen him in the dry sauna but as i let the water wash over me he walked over from the other side of the shower room and took my cock in his hand and started to give me a great hand job. I got both my hands on his cock which was semi hard and started giving him a hand job. He leaned in and we started kissing, the deep passionate kisses with lots of tongue action. This got me rock hard and him too. He turned me around and went down on my arsehole and gave me a rim job and hand job that had my knees getting wobbly so muh so i was gripping onto the shower pole for support. I was half expecting him to put his cock up my hole but he stopped the rim job and wanking and i went down on my knees and started sucking his cock. It's a big one and getting it all in was a deep throat job. I worked on wanking it and sucking and then fingering his arsehole with my free hand and he was rocking his hips back and forth face fucking me. I felt his pace pick up and i stopped and asked if he wanted to shoot down my throat or over my face. He said face and wanled his cock fast and hard and seconds later his jizz hit my face and dripped down to my chest.
    I got up and wiped his jizz away with the back of my hand he went and grabbed the shower pole and spread his legs wide. I took what he was offering and slid my cock into to his arsehole and slowly fucked it in further and further until it was all the way in and doing it slowly going all the way to the bellend and then into his ball touched his arse cheeks and got a steady rhythm going until i felt my balls twinge and pulled out and jizzed over his arse cheeks.
    We washed away the stains of the deed and then noticed we'd had an audience for our show. Four guys were stood on theother side of the shower room wanking away. Shame it could have been fun if they'd just joined in.

    2
    # 82856 - by BadWolf / September 28, 2025
    - Gay Stories -
    Gay Male / 64

    Sharing Because I Must, I Still Have That Chemistry That Makes Me Tick

    The path we follow is chosen for us. It's chemistry, this need to kiss a man. I had this need very early on, when I kissed a boy in my class. Another boy let me kiss his dick, and another boy tried me out for fun. By the time I was developed into a nice young man I kissed other young men, and sucked their dick. Chemistry and sometimes chemistry is strong.

    So now when chemistry is there and the other man has chemistry of his own, I move in for a kiss. I love to kiss, to be kissed, to hold his dick when we kiss. I don't deny my chemistry, it is what it is.

    One observation I do make about myself, I have always had chemistry for other boys, young men, men in their primes, while I was also at that age. Now that I'm more mature, a man with a long history in life, I have chemistry for other men my age. A man with a grey bears, a beer belly, strong hands, who wants to kiss, that's my man.

    3
    # 82842 - by Rollo / September 28, 2025
    - Gay Stories -
    Bi-Sexual Male / 34

    Really Pisses Off Many So-called BDSM "fans"

    I am what they call a claustrophile - in my case involving rubber bondage or body bags, of rubber-lined canvas, or similarly lined rip-stop nylon, with three well-placed nylon zippers, and one h-duty one at the mouth of the bag which when closed under the feet, makes escape impossible without outside help...

    It is easier to find gay or bi males, often quite mature, who enjoy this power and control, which offers them as much oral sex as they could possibly want. Anal possible but more awkward. And of course my particular "holy grail" being subjected to endless cum delay and even denial, by afficionados of the over-used "wanked to death" syndrome...theoretically possible given any weakness of heart - but more usually being more accurately described as "wanked to insanity"

    There...that 'freaky' enough? Always seems to bring extremely negative reactions from guys that probably should look elsewhere for their "plain vanilla" kinks...I'm not ashamed of my life-long near-obsession, but would love just once to get a positive comment or two

    3
    # 82809 - by Sendep666 / September 27, 2025
    - Gay Stories -
    Bi-Sexual Male / 28

    Shared House

    It is hard to make ends meet these days living paycheck to paycheck with rising costs. Last year I faced a dilemma. My rent was going up to the point where my salary could barely cover it. A few months earlier my girlfriend had broken up with me saying I did not make enough to date her and we could not afford to do anything.

    At lunch one day I was expressing these woes to a younger co worker of mine. Brad was a gay guy in his early 20's and he listened intently. Finally he suggested that I could start cutting costs by living in a shared house. He and his boyfriend Tim shared an upper bedroom in an older house while the middleaged owner lived on the first floor. There was another bedroom upstairs the owner wanted to rent as the previous tenant had just moved out. It sounded like a good solution as the rent was half of what I paid for my apartment. There was also a small kitchen upstairs as well as a bathroom with shower to be shared. I told him I was interested and arranged to meet the owner that evening. I drove there after work and met with Frank. He was a no nonsense but friendly older bald stocky guy in his early 50's. He seemed to like me right away and we agreed to me moving in.

    That weekend I moved in there. The bedroom was already furnished so I donated the older furniture I had in my apartment and got rid of a lot of stuff. I had given notice so the next couple weekends I emptied and cleaned my old place. Soon I was getting used to my new home . Brad and Tim were homebodies and very welcoming. They were often cooking together or chatting with me in the kitchen. Their bedroom was beside me and I often heard sounds of sex through the walls. They were 2 highly sexed young slim guys very affectionate with one another and over time the sounds of tgeir nocturnal activities started giving me boners.

    One late Saturday evening I has to get up and go to the bathroom and as I passed their bedroom their door was open and I could see Brad laying back on the bed as his boyfriend sucked his cock. Brad saw me and called out" Come join us when you get back". My cock stiffened and I went to the bathroom. All kinds of horny thoughts crossed my mind as I had not had sex for months. I returned to their bedroom and tentatively went in. Brad smiled and had me lay beside him with my pajama bottoms off. Next thing I know Tim's wet mouth is sucking my cock and Brad is kissing me. I came hard and flooded Tim's mouth with my seed. He took it all then resumed sucking Brad. I watched as he emptied Brad's cock. I got horny again and this time Brad blew me.

    Weekends from this point on included me joining them for sex. Over the next few weeks I had sex with both of them and began enjoying their cocks in my mouth as well. Brad had me fuck him and that became a regular thing as well. Sometimes after work Brad and I had sex in my car before I drove us home. He no longer had to take the transit to work.

    For the best 6 months I got used to having sex with them then the unexpected happened. It was another Saturday night and the 3 of us were having sex in their bed. The bedroom door was open and Frank walked in. We stopped and Frank made a comment about feeling left out. Brad looked at all of us them laughed." Well join us then". Frank wasted no time and got naked. His cock was big and hard. First Brad sucked it then Tim. Finally it was in my mouth and he blew a big load down my throat. I felt different with Frank sexually like I was meant to please him somehow. Instead of the 4 of us having sex together on weekends from this point on Frank led me downstairs and he and I got it on. Frank broke me in and fucked me. I gradually got used to his big cock filling me up and learned to love it. My asshole got expanded and he was able to enter me eventually without pain as I begged him to pound me. He wanted me equally bad and over time we became a couple. Nowadays I live downstairs with Frank looking after his needs. I am now used to having an older boyfriend.

    2
    # 82778 - by Calvin / September 26, 2025
    • - Gay Stories -
    Bi-Sexual Male / 46

    Weekends For Anonymous Gay Play

    After my divorce follwing 23 years of marriage I went a bit wild servicing and taking cock. But I was and still am deep in the cliset. So concern about discretion and fear of being outed made gay play in my city difficult and stressful.

    My solution was to pack the lube and drive a few hours to another city for the weekend where nobody knows me so I can openly and enjoyably pursue my need for submissive gay sex. Basically I turn into a gay whore for the weekend…..paid in cum.

    My routine on these gay sex weekends starts with posting on DL that I can host to give blowjobs and bottem fot married men who need a good cum dumping. When I arrive I check into a dive motel. The divier the better because it makes me feel slutty. If I have meets lined up from my post I service all cumers. Most guys just want to get off in a warm wet hole and I happen to have two. Some guys want to take care of their own gay needs and I happily accommodate although I don’t cum with them because I like to stay horny for the weekend.

    When I have no meets lined up I find the closest thing to a gay bar and put my best submissive slut on display. I pick up men (or more accurately let them seduce me and pick me up). We go back to my room where they use my miuth and my asshole for their pleasure.

    The most men I ever serviced over one of these weekends was eight. It’s a lot of work scheuling and dealing with no shows and ghosters bur it’s worth it. I do these weekends 7-8 times a year and get so excited each time. In between the weekends I make due with a few regulars and sneaking around.

    1
    # 82774 - by Roger / September 26, 2025
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