Anonymous Confessions

Over 40,960+ Anonymous Confessions Shared!

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 -
Gay Male / 49

Hi. i'm a 49 year old fag. i have an odd fetish. i perfer Men that i have sex with to be ugly. i don't care if they are old, young, Black, white...as long as they are ugly.

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# 44234 - by Anonymous
    • - Masculine Misadventures -
    Straight Male / 33

    I started going to the gym. I'm not out of shape and have always been rather muscular, but after being married for 5 years and getting for lazier, I thought it was a good idea. For the first few eeeks it was just hitting the weights after work and going home. I eventually met a few of the other regulars and built a few good friendships. One day while working out, one of the guys asked why I don't use the locker room? I just said I never really thought about it, I just go home in my workout clothes and change and showers there. Nothing was really mentioned after that for a few days. Then one day one the guys mentioned his "post-workout" routine. Another guy laughed but didn't go into details. The next day, my wife took the kids to her moms for the week up in Michigan. I knew I was going to hit the gym after work, but this time before I left home I packed a gym bag with some clean clothes. Thinking maybe is just shower after working out and go out for food since I hate cooking and my wife wasn't going to be home to cook. My gym buddies showed up later than usual and had no idea I changed at the gym. After I finished my routine, I went to the locker room. I was just stepping into the showers stall when two of the gym guys walked in laughing. A few minutes later, both stepped into the shower stall, one with an obvious boner! I didn't say anything at first but the both guys started shaping up their cocks and started jacking off. They asked if I was going to join them for the "post-workout" and I wasn't sure how to answer. I shook my head no and left as quickly as I could. When I got home I could stop thinking about it. I'd never jacked off with another guy before. I've thought about it but never did it. After seeing them I knew my dick was bigger so that was cool. The next day I decided if they were there again, I'd join in.
    I did and I've been jacking off with a few different guys every time I go to the gym. I even played with one other guy and let a couple guys jack me off. Been great and I'm in the best shape of my life right now!

    2
    # 44045 - by Anonymous
    - Masculine Misadventures -
    Straight Male / 51

    Twenty two years ago I got divorced and two years later had a live in relationship with Brenda who had two young daughters. It lasted 13 years before we broke up. I still saw her and the girls so it wasn't a bitter breakup but final. Eleven years ago I bought a building that at one time was a laundry business. Its a simple square building that I turned into a bachelor pad I had always dreamed of. I built a loft for my bedroom and the floor is completely open with no walls. I do have a living room type area, kitchen area, bar area with a shuffle board, juke box, and pool table. It was perfect and the envy of my friends. Almost 14 months ago Brenda died after having a stroke. Her daughters Brittany whos 19 and Brianna whos 21 and both in community college where in dire straights financially. The couldn't afford to keep their apartment and with regret let them move in with me. I helped raise them when they were young and felt bad for them. The problem is where I live, since there are no separate rooms and the only bathroom is on the ground floor and only separated with a single wall and no ceiling. The ceiling in the building is 35 ft. high so when I put the bathroom in I only put up a wall to separate it from the rest of the space. I had one sofa bed so bought another for them and the biggest problem is now any privacy. I sure by now the girls know I can see into the bathroom from my loft bedroom. They used to put a towel over the siding door to the shower but as time went on they have began to be less concerned about their privacy. I know them so well there is no way I would ever try to have sex with them. Another problem is my bedroom is small and from different areas you can see up to it. I know they have also seen me naked which isn't even embarrassing to me anymore. On the other hand they have to know I see them naked more now than ever. They don't have a private place for changing cloths since their clothes closet and dresser are where my Living room used to be. Months ago I thought about putting up a wall but I would have to build it way to high. This was only supposed to be temporary but so far they have been here almost a year. I do confess that I enjoy seeing them naked and masturbate more than usual. I find myself letting them see me naked and anymore I'm not the least bit shy about it. Months ago we talked about it one night with Brittany mentioning how we see each other nude a few times a week. Oddly neither of them were concerned about it but did say its embarrassing sometimes. All I could do was agree saying there isn't much I can do about it. And so it continues and it seems normal to an extent since Brianna is especially not shy about me seeing her undressing or knowing I can see into the bathroom. I want them to get their own place but right now I'm in no hurry. They a two nice girls and can't believe how comfortable they are living here. I suppose its because of my living with them and their mother for 13 years. They never called me dad but perhaps they thought of me that way years ago. I saw them naked over those years but now they are well developed women. That may have something to do with why they don't seem to worry about me seeing them naked now. I never let them see me masturbating and hope they don't think I get aroused seeing them nude. I do care for them but I'm also aroused seeing them like that. I never asked them to pay rent and supply most of their meals so I just call it a situation I can't avoid or don't want to.

    2
    # 44025 - by Anonymous
    • - Masculine Misadventures -
    Bi-Sexual Female / 30

    After swimming all day with my big tits girlfriend- looking at her ass and tits in the water by the time I made it home to my husband I was super horny. So I underdressed and got on all fours, then called my husband in the room. He walked in and gave my ass a hard slap and asked me if I wanted to play. I didn't move while he got undressed then next thing I know he right behind me with his face jammed in my ass. Licks my pussy and my asshole. It felt so good then he stated giving my asshole some extra attention- sticking his long tongue deep in my ass. Next thing I know he rubbing his dick along my ass crack and Wham he sticks his hard dick in my asshole. I screamed in pain he didn't care just kept pumping away in my ass. I couldn't believe his was taking me this way. I'm usually the one in charge during sex. After he busted a huge nut in my ass he got up and told me to clean up because dinner was ready. I don't know how to feel about this.

    4
    # 44016 - by Anonymous
    - Masculine Misadventures -
    Straight Male / 50

    I think my wife is fucking around on me. Lately she has been working late, a lot. The other night she wanted sex, but instead of wanting me to eat her pussy as an opening act, she wouldn't let me get down there like she always does. She kept pushing me away, saying she wants me to fuck her. She always wants oral first. So she climbed onto me and slid her unusually wet pussy down over my cock and started fucking me. She had this look on her face like she was turned on from fucking me, FAR more than usual. I mean she was really getting into it. She's not normally so lusty. Then I started to notice that her pussy was really putting off a smell that she never has. It smelled like old cum, that had been in her for a while. Like she had already been fucked earlier. She normally has the sweetest smelling pussy I've ever smelled. But she smelled like she had had sex some time ago, and the mixture of cum and pussy juice was starting to get ripe. I never said anything. I figure I'll wait to see if I notice any other clues. Any suggestions?

    8
    # 43998 - by Anonymous
    • - Masculine Misadventures -
    Straight Male / 45

    Just a question, I am a 45 year old male since I was 13 when ever I wank I have a finger up my arse its something I have always done and gives me extra stimulation, its not something you can confess to a friend unless your gay or your female partner, I've never used a sex toy because I am a bit afraid, what has made me ask this question is when I am fucking my wife she has started to finger fuck my arsehole which does have the desired affect I literally burst inside her, she has hinted we use butt plugs any comments please.

    dok

    2
    # 43881 - by Anonymous
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