Anonymous Confessions

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Welcome to the ultimate confession booth, Men Only!

This is the space where you can share your deepest, darkest, and most embarrassing misadventures without judgment. Have you ever found yourself in a cringe-worthy situation that you couldn’t shake off? Perhaps you got caught checking out your boss's wife, or you accidentally sent a sext to your mom instead of your girlfriend. Maybe you were the guy who couldn't hold his liquor at the office party, or you clogged the toilet at your date's house.

We understand that being a man comes with its own set of unique challenges, triumphs, and mishaps. From awkward boners at the most inconvenient times to embarrassing wardrobe malfunctions, we've been there. This is your opportunity to share your stories of masculinity in all its glory, from the hilarious to the humiliating. So go ahead, confess your secrets and release your burdens. The community is here to support (or laugh at) you bro, no matter how wild or embarrassi

- Masculine Misadventures -
Bi-Sexual Male / 48

I got fed my first cock when I was in the sixth grade by one of my classmates. I liked it and never refused his desire. He moved to another school in the eighth grade and I only saw him once in a while. When I did I savored his cock, he enjoyed laying back and letting me just suck, kiss, favor, lick, manhandle, until after a long time he would come and I could take a few minutes to lick it up. But we didn't see each other as often as we wanted. He didn't let anyone else to suck his cock and I never sucked any one else. As we left high school and went to college we found girls, got married and had families. We met up from time to time and he was always willing to have me suck his cock, and I was more than happy to do so.

My wife unfortunately contracted cancer and fought it for four years until the cancer took her. His wife got Alzheimer's and is institutionalized. We are now old men approaching seventy and we enjoy our childhood friendship as much as we did then. I truly enjoy the feeling and taste, texture, smell of his cock. He is just as willing to let me enjoy myself. We have never felt the need or feelings of romantic attachment. Like wanting a glass of wine, I want to feel his cock in my mouth. I just love his cock. I just cannot understand how you can go through life and never enjoy a cock sucking experience. But that's me.

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# 44884 - by Anonymous
    • - Masculine Misadventures -
    Bi-Sexual Male / 47

    I have for 8 years had a JO buddy. We are a lot alike, have same fantasies about wives mostly. We watch a lot of porn together and talk about fantasies.

    Awhile back, he told me that a guy in the cove behind us, we live on the lake, goes out with some girls on the pontoon sometimes. This guy has friends, they are in 40's to early 50's. They go out on the lake and anchor and swim around with the girls.

    He knows that guy and the guy showed some pics of these cuties, facing away, with bottom of bathing suits down showing the guys their ass. Damn they was some fined butts. I got hard looking at them, mainly cause these are some local babes. I asked how old did the guy say they were, he said legal. So that's good.

    He said what if that was one of your daughters out there? I'm like at first I'd kick some ass. But my youngest was headed for college and I know there is stuff I'm not gonna know.

    He showed some more the guy sent him, faces pretty much cut out. One long haired, thin, bubble butt boobs looking rock hard is familiar. It's my youngest.Wow, didn't know how to feel, at one moment I'm like I'd love to get in with that group and hammer that little thing and then the usual feelings come.

    After looking more and talking, it is what it is.

    There were pics of them sitting on cock on sofa, in pontoon boat, 3 guys sitting around nude with big hard ons, and a number of pics of my dau smiling holding cock and sucking.

    Being bi, I enjoyed the size of some of those shafts, and the thought of those big things had to be stretching her.

    She stays with 2 other girls in apt. I didn't see her till I got my mind together a week maybe later.

    My prob is, when she walks by now, I see that ass bare and those firm C size that don't hang at all. I even get hard.

    Whats wrong with me?

    Fast forward, My JO bud, has by my permission, not that he needed any, but asked what if he went to see if he could get in on it. Well, because he knows the guy, got in on it. I was real interested in what he may say about how things worked, how she acted........what she did.......how was it.

    He said when she saw him she wasn't bashful, but said this doesn't go back to anyone right?

    It was getting into the fall of the year so they were in the house, just him, and 3 others. All married business men.

    He got some short vids of her being felt up, her giving head, and one with her being hammered from behind.

    Yes he got some, said tight, and could go all day.

    Whats wrong with me, I jack off thinking about it all the time.




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    # 44873 - by Anonymous
    - Masculine Misadventures -
    Straight Male / 42

    I got caught up in an embezzlement scheme, not as the perpetrator but for not reporting what I had found out. I was fired, and the word was out that it was for ethical violations. In addition my professional license was taken away. I did avoid a legal proceeding but only in return for my testimony. My career opportunities dried up and I drifted until I ran out of money and ended up as a manager of a trailer park in return for minimum wage and a place to stay. I collected rent, which was a chore, evicted tenants, cleaned up the place which wasn't much because it was a dump.

    I got to know Herb, a retired steelworker with a bad back. He drank and I gave him cheap liquor in return for company. Herb asked me if I had ever thought about sucking him off. His question left me speechless. That night, alone in my bed I thought about what he said. How low can you go? I sucked his cock, not just once, I sucked his cock.

    Time passed slowly, every week that passed I was worse off, poorer, more depressed and Herb's cocksucker. My desperation drove me to get out, I sold my TV and bed and caught a bus out of town. I'm working in a small town in northern California as a night clerk. It's boring and I find myself thinking about Herb, right now I really want to suck his cock.

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    # 44869 - by Anonymous
    • - Masculine Misadventures -
    Straight Male / 26

    I am a straight guy who enjoys jerking off regardless if I have a girlfriend or not. When I have a girlfriend I hope they like to watch me jerking off. When I'm alone I like to watch other guys jerking off and cumming. Am I alone in this or not?

    4
    # 44867 - by Anonymous
    - Masculine Misadventures -
    Bi-Sexual Male / 42

    Stopped in a rest area late last night with my girlfriend. Things got a little crazy as we had a couple of drinks after dinner when she started to go down on me. Off with all her clothes and she started giving me head leaning over the console of my truck with her ass in the air. After about 5 minutes another car pulled in right next to us and parked. At first she was a bit nervous but I assured her everything was cool and that i thought it was hot to have someone watch us ! She was into it to my surprise and continued going to town on me . I was watching the other car when i noticed a man get out and walk over to the window of my truck. He dropped his pants and began masturbating while watching my girl deep throat me. I was so turned on by this i told my girl he was watching and jerking off to her . She was wet and moaning as i fingered her i asked if i could open the window and let him touch her , she approved and i lowered the window and he reached in and started to finger her then asked if he could fuck her! She let out a loud moan and i unlocked the door. as i watched him standing in the moonlight i noticed how big and hard he was and told him to use her like a dirty whore. He shoved his throbbing cock deep in her hole and she screamed fuck me ! ! I was so turned on i shot my hot load down her throat while he pumped furiously in her wet pussy. She was loving every second of it and i sat back and watched him fuck her for 15 minutes until finally he shot inside her as she moaned and squirmed . After he finished he thanked us and asked if he could fuck her again sometime ,she replied how about tomorrow night same place and bring a friend or two if you like ! I can't believe what I've gotten into but i'm loving it and can't wait until tonight ! I'll keep you all informed on how it goes !

    1
    # 44855 - by Anonymous
    • - Masculine Misadventures -
    Straight Male / 34

    In law school I had a fellow student, a female with balls. She dressed like a guy, short boy haircut, no jewelry, competitive ad nauseum, not tall, not petite, around five six/five seven, icy blue eyes, she breathed testosterone. She was always first in the class and got some perverse pleasure from it.

    Go forward, she joins the Army as a JAG, I go to a commercial law firm in D.C. Then one morning I am running before sun up and I run into her, a short pleasantry and we run side by side. She won't stay back, I ran all my life, I can run till the sun sets, she keeps up, I can see the pain, her breathing, her face, she won't quit and neither do I until she falters and falls. I stood over her and thought what a bitch.

    She was in town on a case, I stood over her until she crawled, she tried to stand and fell, she sat and I didn't move. The minutes ticked by, I kneel and ask her if she wants to go on, it's at least ten miles back from where we hooked up. She says 'fuck you'. She tries again and can't walk, I force her to sit, examine her leg, it looked like a strained or torn achilles, I've seen my share.

    Against her will I picked her up and carried her to the street about a block away and called an Uber and took her to the ER. On crutches I took her back to her hotel.

    I went on to start my day. I called her in the evening but she had checked out. I called around to a guy I know who is also in the JAG. She's known as 'the bitch', she dates college girls, not surprised. I got her number through the alumni database and called and described her panties which were visible under her shorts when she was on the ground and offered to put her out of her misery, just call and I'd go fuck her. It was four months before she called, another two before she fucked. As to the college girls, don't ask.

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    # 44853 - by Anonymous
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