You don't have javascript enabled. To properly interact with Adult Confessions, please enable javascript on your browser.
Adult Confessions | Embarrassing-moments |
Embarrassing Moments
We've all had them - those truly hateful embarrassing moments, caught with your finger up your nose, or snooping through a medicine cabinet, sneezing snot all over a fellow passenger, or realizing you forgot to set the parking brake after your car rolls into a gully, or needing to wrap your jacket around your waist when your period unexpectedly started when you were wearing white pants.

This section of AdultConfessions.com is here just to chronicle those most embarrassing moments. Let the whole world know your bad habits, and when you got caught committing them.
  • — Embarrassing Moments —
    Bi-Sexual Male / 23

    How I lost my girlfriend

    Some time ago she told me she was being bullied by this guy during school. I was really angry and wanted to go to him directly when she told me he had slapped her ass several times. I wanted to make him pay for that. I asked her best friends and got the information I needed and went to him some days later. I went to his house.

    When he opened the door, I realized I was in the wrong place. He was muscular black guy around 2m high(which was at least 20cm taller than I) and pretty intimidating. He looked at me and welcomed me inside. His brother who looked very similar to him was there as well.

    I told him why I was there, of course not saying that I was looking for a fight, just wanting to find a solution and a safe way out of his house. I told him that he had to stop annoying my gf but he laughed at me. He came near me caught my face with one hand and said:

    -I'm Jamal, I do what I want you fucking cuckold.

    I was afraid and didn't know what to do. I tried to free myself but my effort was in vain. He gave me a beating and said I had to beg him to stop. I did, but after that he said I had to pay for annoying him and hit me again. He said that I had to pay by making him forget this bad moment I caused him to experience. I had to do that by serving him. I knew where this was going, but was to afraid to do anything. He made me sign a contract which he quickly wrote to accept being his "sex-slave" for the day. Could do nothing, so I signed. I was ordered to take his pants down and I did in fear. He made me lick his underwear. I could do nothing but submit. He was too powerful. He took his underwear out and slapped me with his cock. I was his bitch now. His brother joined. I was the cream of a Oreo biscuit sucking two black big cocks. It was so difficult for me to accept the reality in the beginning but then I gave in and started to enjoy it. All the sissy porn I had watched came to me mind and I felt feminine. I was submissive, humiliated but I was loving it somehow. My mouth was full and they were moaning. I was rock hard and excited. I thought of nothing but the big black cocks, just like hypnotized. They both came in my mouth and I had to swallow the milk. After that they were willing to let me go. After reconsidering the situation I realized that I would never get the chance again. So I stood up and hit them both. They came back to me and hit me hard also told me that I had to pay more. I guess I got what I wanted. They stripped me and fucked me 2 ways (mouth and ass) until all of us came. They kept me there fir the whole day and repeated the act several times. My ass was ruined, my virginity lost and my mouth full of cum... I was a slut for bbc now. My gf left me because of a video she got from Jamal but it didn't matter. I went to Jamal again and confessed that I wanted to be his sissy slut. From that day I have been Jamals pet and have become very feminine. I'm nearly a bimbo now as Jamal calls me. I love my daddy and his friends. It's true.. white little cocks should be left unused. A real cock is black and only black makes you be a sissy for life.

    #43291 — Comments (5) — Feb 7, 2019 at 5:33 PM — That's Juicy! (4) Remove This. ( * )
  • — Embarrassing Moments —
    Straight Female / 24

    I got in trouble when I was in the tenth grade because a friend of mine at school brought a dildo from home to show me. She gave it to me and I had to hide it so I put it in my backpack and my mother who never trusted me went through my backpack everyday after school and she found the dildo. I had never seen one before and yes I had heard of one but to tell the truth I had never thought of one, I had never masturbated. My mother sat there with the dildo in her hand staring at me. After a long silence she said that she would talk to me.

    She went and fixed some tea and brought tea for both of us and she asked me if I was sexually active. I said no. She asked if I needed to be told the whole story of if I knew about the birds and the bees. Did I know how you get pregnant. The mechanics of it, boy on top with his penis in you, did I know that? Yes I said I knew that. No I had never actually seen a penis nor had I ever touched a penis and no I had never shown my breasts or my vagina to any boy. Yes I knew that boys were always going for it and I knew girls that had shown their breasts to boys and had their vaginas touched. Yes I knew that boys will get carried away and they won't stop. Yes I did know about condoms but no I had never seen a condom. No that was not my dildo.

    Yes, I guess one day I wanted a boy to fuck me. Well when that day came to make sure that the boy got me hot enough because otherwise it was going to be uncomfortable. That is why you have a dildo, to practice for when a boy is going to fuck you. Have I felt that I was aroused, did my vagina get wet? Yes, but no I didn't touch myself and no I didn't masturbate and yes I knew about masturbation that is why my friend brought me the dildo. No I didn't want to use the dildo. Yes, I supposed that maybe I should have my own dildo and not use one that my friend gave me. No, I really didn't want to sit beside my mother and look at dildos on the internet and choose one and have it sent to my house. Why did I have to get one that looked real, why couldn't I get one that was just like the one my friend showed me?

    The package came three days later. My mother opened it, it didn't need batteries and it was anatomically correct, she had condoms and showed me how the condoms had to be put on, she had also ordered a KY lubricant for me and she spent half an hour with me, she told me that I probably didn't need the lubricant but to use it because it would make me more sensitive, that I should practice and not be ashamed because one day was going to come and I should be prepared. I was given the penis to hold and I had to put a condom on it and she then gave me the penis, the KY and the condoms. That night I stuck the penis in me.

    It was a while before I had a real penis, and yes the penis I had at home was anatomically correct and yes I enjoy a real penis. I enjoy my school days penis more. I am pretty good at getting a condom on but truthfully I would rather not mess with that and I am on birth control, but I insist on a condom because or my mother's brain washing about STDs.

    My mother and I do not talk about sex and she doesn't ask about sex. I am not boy crazy and I tend to date quietly. From time to time I have a man over. But whether I have a man over or not, I enjoy my school days penis. My school days penis is in my dresser drawer and so is my KY and my school days penis doesn't need a condom and I don't have to deal with rejection. I am addicted to my school days penis, it is an addiction it helps me sleep at night.

    #43269 — Comments (1) — Feb 5, 2019 at 8:37 AM — That's Juicy! (6) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 18

    My embarrassing moment is when mom caught me with another boy 2years ago. I just graduated 8th grade and went to spend the summer with dad in California. I was totally naive, I'd never kissed anybody before other than my parents. As soon as I got to my dad's his new wife's kids were so cool, they were a few years older and liked me right away. Both my new step sister and two stepbrothers were making out with me as soon as I got there. I made out with there friends too. After the first week I wasn't a virgin at all anymore and either Billy, Ben or Bobbie slept with me and my dad or their mom didn't see anything wrong with it. I was like in the coolest place ever. Billy and Ben both taught me how to suck and get fucked by boys and Bobbie showed me how to have sex with a girl.
    When I got home mom saw me as different, I don't know if it was that I didn't wear regular boys underwear but had different colored bikini underpants like my stepbrothers wear. She noticed that I had a suspected gay boyfriend who was an upperclassman in my high school. She'd find semen in my underpants and had a talk about "normal" sex. Well she came home early from work and willie's penis was all up inside of me. I was sitting on it too bouncing completely naked. It wasn't a good situation, I was so embarrassed!!!

    #43230 — Comments (1) — Feb 2, 2019 at 12:08 PM — That's Juicy! (5) Remove This.
  • — Embarrassing Moments —
    Straight Female / 36

    I got drunk Friday night and passed out on the couch around midnight. When I woke up my leggings were on the floor and my panties were around my left ankle. I had still wet semen on my face and between my legs so I know that I was r**ed.

    Ironically I also have herpes and HPV genital warts so I really hope I infected the man/men that used me while I was unconscious and I am 99% sure that my roommate was involved because the door was locked and he acts sketchy when I bring it up.

    I feel violated in a strangely arousing way that I know isn't normal. I am planning on 'passing out' again tonight but I will be pretending and have my phone recording so I can confront him and make him pay for being a pervert. I get so wet thinking about infecting him with uncurable STDs that will forever remind him of me:)

    #43164 — Comments (4) — Jan 27, 2019 at 5:03 PM — That's Juicy! (18) Remove This.
  • — Embarrassing Moments —
    Straight Male / 30

    After college I had a hard time finding a job and I went from couch to couch to couch with friends and friends of friends, working part time as a waiter and even once as a valet parking attendant. It was during those days and I was couch surfing at this guy's place and he had a party and there was lots of beer and wine and rum and vodka and I was pretty smashed and I feel asleep on his bed because out on the couch people were still mingling around. I woke up with him beside me, he had his arm around me and he was hunched up close to me. We weren't naked or anything like that but we were spooned together and I thought I could feel his bulge against the small of my back.

    I started wiggling a little like to press against his bulge and he grabbed me and he started to hump and his bulge got hard and soon he was humping me in his sleep and I could feel his totally erect penis against my back. He grabbed me really hard and humped me until he came and his hot stuff went up my back. After he came he relaxed a little and I managed to get out of the bed and went and found a shirt to change into. The couch was empty and the people were gone, the place was a mess and I sat alone on the couch in the eerie quiet of the morning half wanting to go get back in bed with him and knowing that would be weird.

    It was many weeks later before I washed the shirt I was wearing that night with all his cum on it. I dreamt of being part of his wet dream again, the apartment was small and it wasn't strange to catch each other in our boxers and from time to time standing taking a piss. I never did act out on anything and I moved onto another couch and when I got a real job I moved in as a true roommate with my own room. I am 30 now and I still masturbate to the feeling of being humped by him and I cum in my boxers and don't change and sleep like that.

    If you ask me to be honest I would like to try getting together with a guy to see what it is like. I have watched enough porn, I want to hold a dick in my hand and I want to suck on a dick and I would like to see what a man with a dick would do if he had me in his arms like that. Since that incident I haven't been with a girl, I just can't get interested.

    I am just one more lonely soul in the Big Apple.

    #43150 — Comments (4) — Jan 25, 2019 at 8:40 AM — That's Juicy! (4) Remove This.
  • — Embarrassing Moments —
    Straight Female / 21

    I was 17 when I went to one of my high school girl friends swimming pool party. All my girls friends from my class were there along with the boys. Last thing her parents told her before the went out was "keep the party out of the house" and to make sure her 11 year old brother Jimmy goes to bed. That was easier said than done because she couldn't get him out of the pool. What she did is something I'll never forget. She told boys to fish him out of the pool and while the boys were holding him she yanked his bathing suite off right in front of us. I remember he had the cutest little hairless dick and so embarrassed about being held naked in front of girls he couldn't top himself from getting an erection. Never saw a boy run into house so fast in my life. Tbere wasn't a sngle girl there that didn't get turned on by it. It was so arousing the kept talking about it for months.

    #43144 — Comments (0) — Jan 24, 2019 at 8:38 PM — That's Juicy! (10) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 37

    I have to confess something and there are several categories that I could put it in but for me this one fits best. But before I start I want to say that the jurisdiction where this took place did not at the time this took place have laws that prohibited sex between siblings and the age of consent in that jurisdiction was at the time 12.

    When I was 12 I hit puberty hard and fast. I would attempt to mate with anything with a hole that couldn't outrun me. It didn't take long for me to get around to my sister who was 3 at the time. I am glad that my cock has always been tiny and especially so at 12. So when it came time to shove my cock in her it was more like a lesbian attempting to fuck with a clit. She didn't seem to mind having my penis inside her. It wasn't big enough to hurt her and in fact it could barely reach her clit never mind penetrate it. When I came most of it was shielded by her hymen.

    This went on for four years. Then one day when Mom was supposed to be at work and I was supposed to be babysitting my little sister and if you can't do math I was 16 and she was 7, Mom came home early from work and caught me fucking my little sister who was screaming out "Oh my God that feels good don't stop!"

    That was pretty much the ONLY reason she didn't run to the kitchen and come back with a meat cleaver and cut off my boyhood. Even at 16 I was still tiny and besides the sperm inside her when I came there was no evidence that she had been sexually assaulted all those years.

    But Mom decided to punish me anyways lest I forget that 16 year old boys aren't supposed to fuck their baby sisters.

    Mom had a friend who had a friend who worked in a tattoo parlor. Even though it's illegal there to tattoo someone under 18 (Yes I know, ironic that at 16 I could fuck a 12 year old and not go to jail but I couldn't get a tattoo) The friend of a friend agreed that under the circumstances some tattoos would be just the right thing. I was stripped down by two bikers and three women who hung around there. I thought they were going to cut my balls off. Instead I got some tattoos. They tattooed black thigh high fishnet stockings on my legs. They added a seam up the back and a lace top. I'll admit the work was quite professional and artistic. It reminds me of a high quality engraving in an old book from two hundred years ago. They also tattooed a black lace bra, black lace garter belt and black fishnet and lace gloves on my arms and hands leaving only the last two digits of my fingers untouched. On the back just above where they tattooed the waist band of the garter belt they put a large very fancy tramp stamp in calligraphy that read "Daddy's Grateful Cock Hungry Cum Thirsty Sissy Faggot." Then Mom and one of her friends took me to have my ears pierced, something that boys didn't do back then. They'g get one pierced but not both, at least they didn't around where I lived. That was 1998.

    Next Mom took me to a place to get electrolysis done to my face, arms and body and my eye brows. The body actually took months to complete as even though I was only 16, I was kind of hairy even for a guy. After they were done with that I was brought back to the tattoo place and got eye brows tattooed over where the old ones used to be but now they shaped them to be very girly.

    After that Mom and her friends took me shopping for girl's clothing. Then we went home.

    Mom informed me that I had two choices. She could show everyone the photos and videos she secretly took of me fucking my baby sister and even though technically that was not enough to have me go to jail, she said she could easily convince my sister to complain and then I would go to jail. Or, I could agree to go to school in drag every day, come out as gay at a school and tell everyone I'm really a girl trapped in a boy's body. She informed me I had 30 days to convince a boy to let me be his girlfriend or she will distribute the evidence. That was 1998 and boys didn't go to school in drag and they certainly didn't come out as gay in a public high school. I had no choice. I put on the clothes and make-up mom bought me, tried to get used to 4 inch heals and look comfortable with my long hair in pigtails.

    I think the best experience of all was a combination of realizing that my mom was right and that inside, at least sometimes, I'm a girl and I crave man meat. That first time I stripped down to my lingerie tattoos in the boy's locker room and two seniors grabbed me and dragged me into a corner and forced themselves onto me.

    Thanks Mom


















    #43104 — Comments (2) — Jan 22, 2019 at 4:15 AM — That's Juicy! (2) Remove This. ( *** )
  • — Embarrassing Moments —
    Gay Male / 19

    I wish I didn't have all these gay feelings. I am in college in a fraternity and all I think about is getting together with this guy or that guy. I don't act out on my feelings for obvious reasons. I have only had sex twice both times with the same boy. I want to feel that again, I want to be kissed and feel a dick again. I sometimes go to the library because I heard that is where gays go to hookup but I haven't had any luck. I wish I was more assertive about it but I am pretty sure I am a bottom.

    #43090 — Comments (3) — Jan 21, 2019 at 10:28 AM — That's Juicy! (7) Remove This.
  • — Embarrassing Moments —
    Straight Female / 24

    I let a senior manager seduce me during an after work happy hour, I left with him and I went home with him. Yes, it may have been him using his position and authority but I never felt that. In fact I testified that I wasn't 'pressured or coerced'. He was fired anyways. I am 'too young' too understand the consequences of his actions. Ha! That is the biggest bull I have heard. I went with him to the happy hour, I left with him and went home with him. What we did after that is no one's business. He was ratted out by another employee and she 'presupposed' that he took advantage of me and that is why she came forward. I turned in my resignation but he won't be hired back.

    Those are the facts, I truly can't understand what happened. I feel bad for him.

    #43049 — Comments (3) — Jan 17, 2019 at 9:25 PM — That's Juicy! (7) Remove This.
  • — Embarrassing Moments —
    Straight Female / 22

    I will be honest, I have a difficult time with a man who wants me. I freaks me out. I am not attractive in the sense that men are attracted to me but for some reason men have wanted me, including a man in my family. My mother kept him away with a broomstick but that doesn't mean that she was always there and more than once he got what he wanted. By the time I got old enough to go to school on my own I went to see him instead of him coming to look for me. He was my first lover of sorts.

    I got chased by a mechanic that worked at the gas station on the corner, he never caught me but he scared me several times. I got chased by one of my older brother's friends, he did catch me but my brother got there before he got his business in me. I got chased by my sister's tutor, he caught me but by then my brother had taught me to kick him in the nuts so I got away.

    When I went to work full time at this company the man who interviewed me wanted me from the beginning. I can tell by the way he looks at me. His first move was to ask me to push my chest out because he liked nice tits. His second move was one day when he came to my desk and walked around and looked down at my crotch the entire time asking me how I liked it. The third move was when he took me and another girl to a customer's office and it was right next door to a strip joint and he asked us if we wanted to go in, to check it out and see what whores looked like. He paid for several lap dances and he made sure he got women with large tits so that they could swing them in our face. He asked me if I wanted him to fuck me like a whore or a girlfriend, either one was fine with him.

    After the strip joint I just let him fuck me. What was the point of fighting? He fucked me like a whore and put a twenty dollar bill on my lap when he was done, either I kept it or returned it so that he knew what I was, a whore or a girlfriend. I returned it.

    He wants me sometimes too much. Sometimes I don't know if he is fucking me like a whore because he is rough and talks dirty to me. Sometimes he is all sweet with me and fucks me like a girlfriend and calls me princess or sweetheart. I try to be nice to him, but that means I have to get close to him and once he grabs me he doesn't let me go. He keeps an eye on me and he doesn't let anyone else close to me. I like that part, especially you know who from when I was a kid, he still doesn't leave me alone, well now he does because he knows what will happen to him.

    I have tried to be nice and go sit with him but it doesn't work. If I am nice to him I have to do it and keep my distance from him, across the table or something like that. I guess he is my boyfriend now. I like that he wants me but I don't like that he doesn't leave me alone.

    #43001 — Comments (0) — Jan 14, 2019 at 2:54 PM — That's Juicy! (4) Remove This.
Back to Top