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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 is the place to chronicle those most embarrassing moments so we can laugh at it together. Let the whole world know your bad habits and when you got caught committing them.

- Embarrassing Moments -
Straight Male / 39

Trouble

My daughter is only 16 but is starting to act just like her mother, and thats not good! We divorced 3 years ago and my wife moved to another state. My daughter stays with me during the summer.
Now one of the main reasons we divorced was my wifes lack of modesty of discretion. She was an outright exhibitionist. If any of my buddies simply asked she would take off her shirt. Even allow my friends to feel her tits. Everyone I knew saw her naked and I suspicioned she had a few affairs.
Last summer was rough with my daughter. I could see she was following in her mothers footsteps. I had to stay on her to dress appropriately around the house. At that time she wasn't quite so outgoing in public.
BUT NOW at 16! School just let out and she has been with me for a week. She rarely wears clothes around the house. When I say something about her nudity she makes some smart comment about me being uptight. Sunday afternoon we attended a cookout by the lake with a few family members and friends. Her bikini was very small but at least the appropriate parts were covered. There was a crowd down by the horseshoe pits and she joined in. After an hour I walked down to see how things were going. There was my 16 year old daughter playing horseshoes topless! Family members, friends, strangers, all getting a great view of her tits. I nearly had to drag her out of there to get her to put her bikini top on.
Its only going to get worse.

2
# 71476 - by Dad / May 17, 2024
    • - Embarrassing Moments -
    Straight Female / 22

    I'm Nervous As Hell Going Out Into The World, Sex With A Man Scares Me

    I have a lot of problem allowing men to see me naked. I have a female physician for that very reason, and frankly it is difficult for me to allow myself being treated, specifically pelvic exams.

    I was first exposed in college by my roommate and a friend of hers, forcing my legs open and having a picture taken, which was shared with other girls in the dorm and some boys. Fortunately there was no face picture. In the dorm we had communal showers, it was easy to compare myself to other girls. It took me a long time to accept that I was normal, and that most all other girls were not much different. However I have a fixation of Barbie pussy, which I am sure a lot of other women have.

    I am heavy in the breasts, a handful. My lover wants me to swing my breasts over her face and let her nip at my nipples as they go by. She is not as endowed and her breasts don't swing, the best you can get is having her chest heave when she is pounded, BTW I don't much like being with her or even knowing when she is getting a pounding, she just can't pass up a pounding. She loves dick.

    We had a mutual full brazilian to get back to the roots of my problem. My pussy is too big, with a meaty mound and lips. Hers is quite different, she has hardly no mound, and her pussy lips are hidden between her legs. Nothing frontal. I like frontal, I like that my pussy is in full view in the mirror. I don't really know why I can only get sexual with another woman, I have fantasized about getting pounded, but when the time comes I chicken out. I don't want to submit to a r**e.

    I have tried to 'pose' but I am awful at it, my hand instinctively cover my pussy and my arm covers my breasts. I think it is from being brought up like that. Just standing there naked in the mirror is sometimes embarrassing, and I'm all alone.

    Let's talk about one other thing. My lover, she is inventive, she decided that she would rim me. We took a shower, and still wet, I got in the position on the bed and she ran her tongue all around my wet anus. It tickled in a very strange way and I found myself with my finger deep in my vagina. I don't understand the connection. I'm not prone to masturbation.

    We graduate in a couple of weeks. And then it's out into the cruel world. I have never slept with a man of any age or had a man touch me. I know it's inevitable, but it's a nightmare. I cannot imagine myself as a forever lesbian, what I have with my lover is a college thing, like I said she loves dick and doesn't consider herself a lesbian. She does it to please me, and it all started because she wanted me to experience sex.

    Too much information, I know but I needed to express it. I'm nervous about letting a man have me. But I'm assured that I will like it. I hope so.

    2
    # 71435 - by Claudia / May 14, 2024
    - Embarrassing Moments -
    Straight Male / 45

    No Longer A Minister, I Have A Secret Masturbation Confession

    I was at the airport for a layover at DFW, waiting on a flight to Atlanta and a young Canadian woman sat beside me. She was unsophisticated in her dress and had a cheap watch and purse. It was a long enough time and we talked here and there. In between the small talk she said she was going to Atlanta to meet her fiancée. I had to ask questions, he was getting out of prison. She had met him in an exchange of letters. So hadn't actually met him. I was stuck, how could she be doing that?

    I became protective, an instinct really. I argued against it. She told me that everyone said the same thing but they loved each other. And part of being a Christian was to forgive and be accepting. No. I did not agree with her, first came her safety. And a prison inmate that initiates a letter romance at random, is not to be trusted. She was defensive. Finally, and without ceremony, I told her I was imposing my authority on her and forbidding this nonsense. The minute it came out of my mouth I was sorry, but what was said was said and I didn't back off. I followed up with a 'you do not have permission to do this'.

    Now I should add that at the time I was a young a part time Minister, and a marriage counselor in training. I had heard everything, but here I had the opportunity to stop it before it began, before the bullet was fired. I stood up and told her to follow me. I turned and looked at her until she stood and walked behind. We exited security and we went to the Air Canada counter and I bought her a ticket back to Calgary. Do not fail me, I told her. Go back to your family.

    After she went back through security, she was now at a different gate and concourse, I had to use the bathroom. I stopped and when I unzipped my pants I found myself covered in semen. I had ejaculated and wasn't aware of it. In the stall it was obvious. My pants were 'wet' right where you expect it to be. I had to cover it by letting my shirttail out and judiciously covering myself. I sat in my seat to Atlanta, praying that the young woman had heeded my worry and returned to Canada.

    From time to time I think of her, that lonely girl from a small home in Canada. I think of her in the most unholy way, I masturbate and with ejaculation I pray my prayers for her were answered.

    0
    # 71397 - by Clay / May 12, 2024
    • - Embarrassing Moments -
    Straight Female / 32

    Call Me Dumb Ass, I Was One, Ruined My Life

    What is clear today is how naive I was when I was young. I was so naive that he drove me to a motel and I followed him into a room. I wasn't so naive after he left me on the bed with my sexual innocence gone. I 'fell' in love, followed him, waited for him, did what I was told. All along he continued to love me in his office after hours, in the back of his car, in my mother's bed.

    When he told me he didn't love me I didn't believe him. When he showed up at my mother's house with another woman and had sex with her in my mother's bed I made excuses for him. I lied, manipulated, stole, and covered for him. I signed papers he asked me to sign, and was sentenced for fraud. I served time in a woman's prison where I got religion from a woman serving twenty years.

    I grew up, slowly. Hope nothing like this happens to you.

    0
    # 71368 - by Mary Lynn / May 10, 2024
    - Embarrassing Moments -
    Bi-Sexual Male / 39

    So Humiliating

    Myself and my wife practice the hotwife, cuckold lifestyle. We meet men with large cocks to please wife. Especially black men. I love watching, taking pics and vids. If the guy is into it I will suck him hard or clean up.
    OK, back to the embarrassing thing. Me and the wife play games constantly and bet. Most of the time the bet is who ever loses has to do whatever the other want. No backing out. We both have done some embarrassing things paying off bets. But my loss last week is gonna haunt me.
    We bet on a song on the radio and I lost. That evening she told me we were going out. We pulled up to a tattoo shop. She reminded me I have to pay off. We went inside and she went first. She got a small queen of spades tatto just above her clit.
    Then she made me take off my pants and sit down. The tatto guy was very amused when he put a matching queen of spades just above my cock. I was so humiliated. But I have to live with it.

    0
    # 71364 - by Cuck / May 10, 2024
    • - Embarrassing Moments -
    Straight Female / 33

    Fisting?

    Have any other girls, or guys (don't wanna leave you out) ever done "FISTING"? A couple of weeks ago I did it. I am having a little fling with a guy at work. One day we left together at lunch and went to a nearby park for a quickie. We were at an isolated shelter when lifted my skirt and bent over a picnic table. He began fingering me to get me wet and ready. I was getting really wet as he had 3 fingers working me. Then I he went to 4 fingers and I spread my legs really wide and began moaning. When he tucked his thumb and started pushing harder I actually spoke up and said "it's not gonna fit". He started pushing harder. It was kinda uncomfortable but his whole hand actually started slipping inside me. Seconds later his hand just popped inside me and the pressure and discomfort was gone. I was amazed I never dreamed I could do that. He made a fist and began moving it back and forth.

    We were so horny at what just happened he stopped the action and we both called the office and took the afternoon off. I went straight to a hotel and got a room and he said he had to stop and get a couple of things. When he got to the room I was already naked and rubbing my pussy. He was so horny he wasted no time digging into his bag of goodies. First he pulled out a rope. He tied me spread eagle on the bed then got out a bottle of lube and drenched my pussy. As I looked up he got an evil look on his face. The next thing out of the bag was a beer can. And not just a beer can, one of those big 25oz tall boy cans. He started pushing it in my pussy. It hurt like hell, he just kept telling me to relax. I cried a little and squirmed but I felt the can going inside. Finally he stood up with a smile, grabbed his phone and started taking some pictures. He sat down beside me and showed them to me. Only the tip of the can could be seen as my pussy was stretched and wrapped around it.

    Next he pulled out the can and got between my legs and tried to fuck me. A minute later we were both laughing. As you can imagine after what had just been inside me his cock felt like a pinky finger. He stopped and untied my feet. He pushed them back behind my head and tied them to the headboard. He poured lube all over his hand and abruptly pushed it inside my pussy. I was lucky the can had me loose because he wasn't gentle. I don't know any other way to describe this. He made a fist and began "punching" my guts. He would pull his fist out until it hit my entrance then he would slam it back in hard! He got very verbal, talking dirty, calling me names and describing how much of his arm was inside me. A couple of time he stopped with his arm up inside me and took a couple of pics. He worked me over for about 30 minutes. Finally he pulled his hand out of me. He let my feet down, got beside me and jacked off on my face.
    Later he showed me the pictures. He wasn't kidding. He had more than half his forearm inside me.

    The embarrassment came the next day. That night I started to get sore. By the next morning it felt like I had been hit by a car. I could barely walk. I had to call off work and went to the doctor. Imagine explaining that one to your doctor. Turns out my uterus was badly bruised from the beating. Some pain meds and a couple days off I was back to normal.

    He wants to do it again but I don't know if I can.

    4
    # 71298 - by Lucky / May 6, 2024
    - Embarrassing Moments -
    Straight Female / 20

    Nursing Home Surprise

    Having just gotten out of school, I took a position in a local nursing-rehab center. During my first week after my training sessions, I was assigned to several patients on our floor to assist them with hygiene and changing into fresh clothing, etc.

    One of my patients was Otis, a black man in his sixties who was rehabbing after a serious leg injury requiring surgery following a car crash. As per usual, I sat him up and pulled his gown down around his waist and washed his chest, face and back. Then after laying him back down, I pulled his gown up to his mid thighs and washed his legs and butt. The whole time we were chatting about his life and I found out he was a retired firefighter. He was tall and slim and looked like he was an athlete in his youth.

    As per the protocols, I gave him a soapy cloth and told him I'd let him wash that part, pointing at his groin area. I turned away to get a towel and a clean gown for him to wear and when I looked at him again, I was shocked. Otis had pulled down the gown and had a very large cock. As he washed it, the thing swung around and began to get erect right before my eyes.

    Now, I had seen a few cocks in my life, but this thing was really big and I just stared at it. He then looked at me and said " What do you think about this, girlie"? I just giggled and told him I was impressed. He laughed and said " Go ahead and touch it, my black snake don't bite".

    I swallowed hard, took a deep breath and took his hard cock in my hand. I couldn't quite get my fingers around the thing and as I stroked it, Otis just lay back smiling at me. I felt him tense up and then he shot several streams of cum straight up in the air and onto his stomach.

    I continued to stroke it and watched several more little spurts dribble out, before cleaning up the mess. I've got several more older guys on my list of patients but I doubt if any will compare to my favorite patient "Otis". I can't wait to find out though. LOL.

    3
    # 71278 - by Lynette / May 5, 2024
    - Embarrassing Moments -
    Straight Female / 29

    I’ve Never Been So Embarrassed!

    I’ve never had a problem with porn. Hell, my father kept Playboy and Penthouse and didn’t care at all if my brothers looked at them. In college, my roommate and I would rent porn videos just to see what we might like. When I got married, my husband frequently picked out porn with stuff he liked, and tried to find things I liked as well. I’ve never had a problem being naked, though not in public.

    I’ve let my husband take many pictures of me naked and playing with toys. I knew he looked at internet porn and really liked the sites with peoples wives. He asked me if he could send my pictures in as long as he cropped out my face, and I agreed. I actually enjoyed reading the comments people made.

    We went to my father’s place for dinner one day, both my brothers were there. One of the brought up a website he likes because it has a lot of girl Nextdoor type pictures people send in. After dinner, he opened the site and my father, both brothers and husband all sat around the computer looking at various pictures. I walked and looked over my husband’s shoulder and looked at the pictures and listened as the guys rated and critiqued the women. All of the sudden, a picture of me popped up. I was naked, spread eagle with a vibrator between my legs. My face was not in the picture, but I know my body and my bedspread!

    It was shocking hearing my brothers, and even my father, go on about what a great set of tits the girl (me) has and how they’d love to bury their face between my legs. They scrolled through several more of me before FINALLY moving on to another lady. I had to hide my horror so that no one would know, and my husband had to pretend as well. I no longer let him submit pictures of me naked. LOL

    6
    # 71275 - by Ellen / May 4, 2024
    - Embarrassing Moments -
    Straight Male / 34

    Best Friend Became More...

    Growing up my best friend was Jamie, a girl who lived next door. She was always a tomboy and mainly hung out with me and my friends. She kept short hair, was really fit with small tits. She acted like one of the boys, playing sports and rough housing with us.
    When I was 17 and she was 16 something happened. One day we started wrestling around and I kissed her. We had sex. It was so hot. I was surprised I knew Jamie was fit but she had a great body. Her little pussy was shaved completely bald and it was so pretty! About a week later we were all at a friends house hanging out and playing video games. Jamie and 4 of us boys. One of the guys (David) walked over to Jamie and whispered something in her ear. She got up and walked upstairs with him. I couldn't believe it. She went up to a bedroom and had sex! I was so jealous! But while they were gone another boy said something and I realized he had also had sex with Jamie. The light bulb went on. We all had had sex with Jamie and just didn't know. When they returned we were all kind of silent.
    The next day I talked to Jamie and she admitted she had been having sex with the other boys and I was just the most recent. Well a few days later we were all hanging out in the basement again. This time I got the nerve and made the first move. I asked Jamie to go upstairs. Then she really surprised me. She looked around and said "why go upstairs, we all know". Jamie started taking he clothes off and I realized she expected to have sex, right there in the room, in front of everyone. I froze until Davis spoke up and said he would. I undressed and we had sex right there on the floor. When I finished David was already naked and immediately got between James legs. I watched as all 3 of the other guys fucked Jamie.
    That day became the norm. Not just us 4 guys but a few more joined the group. We pulled trains and gangbanged Jamie constantly. I have memories of Jamie hanging around all day naked and getting used. Covered in cum and her pussy looking like a super glazed donut!!!
    Me and Jamie actually started dating during that time. The guys thought I was crazy sharing her like I did. We ended up getting married later on...

    3
    # 71262 - by Me / May 3, 2024
    • - Embarrassing Moments -
    Straight Female / 58

    Invisible In Purchasing, Overnight The Owner Discovered Me

    I was working as a purchasing clerk for an oilfield company. All in all there were three clerks and two AP girls that Friday. Someone had suggested a lingerie party for the men. And we would model.

    At this BBQ place they had a back room. Several tables were lined up. The men, and boys, sat around the tables drinking beer, slapping their knees, laughing and cutting up. We walked the 'cat walk', naked except for sheer bikini panties and tiny bras purchased for the occasion.

    The head man and owner walked in and went ballistic. I was closest to him, he grabbed my wrist and wouldn't let me go. Yelling at the top if his voice to shut down the show. From drunk men and half naked girls to an empty room except for he and me. All of a sudden I was cold, the sheer panties left nothing to the imagination, no need for an ID to prove I was a girl.

    Walked out by the wrist, thrown into his car, I went back to the office. My purse and clothes back at the BBQ joint. I covered my panties with my hands as he walked me in, half carrying me by an arm. He asked his secretary to take notes as he demanded to know whose bright idea that was.

    Only when he was done 'grilling' me did he send his secretary to find my purse and clothes. I slipped out of the sheer panties and bra, totally naked in his office and slowly dressed with my clothes. He alone got a full nude look at me that afternoon.

    I posed naked for him many times after that, to the annoyance of his secretary. Overnight dates with me. Her place, she complained to me. He liked me, even if I was too skinny for him. What ever curves his secretary had weren't enough to distract him from me,

    0
    # 71256 - by Lydia / May 2, 2024
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