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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 -
Bi-Sexual Male / 28

Ex Made Me Post My Nudes Online

So, I did something unintelligent which share some nudes of my ex with a friend. The friend then shared with a friend and so on until her nudes ended up online. I didn't know until she calls me pissed off about it.

Long story short, I message the website and we get the pics taken down.

However, my ex wanted revenge and who can blame her. So told me to post my nudes online and then in a few weeks I could take them down.

I did as she asked, posting fully nude pics, face and all. The next few days was an assortment of funny text from her friends and mine. Now all of our friends have seen us both naked.

Lesson here is, keep private pictures private.

0
# 71183 - by IDeservedIt / April 27, 2024
    • - Embarrassing Moments -
    Straight Female / 46

    Starting To Enjoy It

    I met my current fiancé while I was still in a horrible marriage. I had married my high school sweetheart and had 2 kids very early in age. I put up with affairs lies some verbal abuse for my kids. 4 years ago my youngest was out on his own in college and the shit hit the fan.
    My ex very controlling couldn’t take me not taking it we split sold the house in the meantime about a year before my youngest went away to college I was getting fucked by my current Fiancé.
    We met during a night out we had actually met before at the gym but nothing came of it. I was out with some friends one Friday and we ended up in the same group of friends. He hit on me i enjoyed the attention we talked and text for a bit. Finally he got me to open my legs and I never looked back. I’m a short spinner type. 5 foot tall c cup boobs tight little booty. Bleach blond hazel eyes. First time I had ever had a guy compliment me on my eyes and how beautiful they are while I was getting impaled by him.
    Back to the confession. One thing that he really enjoys is when I would dress in revealing clothing. Tight tank tops or short shirts short shorts and skirts. I have an outfit that is a spaghetti strap top low cut. Short material is thin and it’s meant to be worn with some sort of cover. It’s paired with a short thigh skirt that’s fitted and shows off my tight figure. I stay in shape and I know a turn a few heads. If I’m. It careful the skirt will rise up specially when I sit and my panties will be exposed. We went out one night and after a few drinks I sat at a table at our favorite restaurant bar with my panties completely exposed. I have my pubic hair shaped in heart shape. Something he wanted and I did for him. My panties don’t quite cover all as they more of a string g string. After a few drinks he had me slide them off while we are in the bar. To be honest i didn’t notice of anyone saw. I was really buzzed and I slid them off right at our table and rested them in front of him. He took them took a big whiff and left them on the table. It was dark and my g string was dark red so it matched the linen at the bar. When the door opened and the draft kicked in I could feel the breeze through my legs. When I get wet I get wet. That night I left a giant wet spot on my chair. I pretty much had my bf fuck me in the parking lot.
    Often I would get home with out any panties leaking. My car seat still has stains and my ex towards the end of our relationship would catch me wobbling in with no panties. I would go to my bf home and get my panties back.
    I sometimes would go commando in my running shorts. I hit the mall on the way back to my new home to grab a new pair of running shoes. I sat down as the older over weight gentleman took his time helping fine the perfect fit. I didn’t realize my shorts had rode up a little and part of my pussy lips were exposed. When he left to get the shoes I figured it out and pulled them up. When I pulled them up my ass cheeks were a little more exposed and I had a fat cameltoe going. He was down on 1 knees I stood in front of him. Maybe 12” from his face was my camel toe. I spun around and with my ass facing him I bent over to check out my shoes. I kept that position for him and I could feel his breath on my upper thighs and exposed cheeks. I could see his hard on. I molded for him I talked and asked questions. I played the ditzy blond part. It was the middle of the day and was slow. He and another co worker help him and they took it upon themselves and had me try on a few more shoes. I was bored and went with it. I got home and had my bf hammer me. After a nap I told him what I had done. Since then I have been exposed my boobs ass and pussy at box stores gas stations and restaurants. The easiest is to simply bull my tit out on a loose shirt. One guy at a bar talked my ear off heading into the restroom. I was wearing a loose c neck and had my tit hanging out. I was playing being drunk and the guy got a little handsy and got his hand slapped. Every once in awhile this happens. Guy tries to cop a feel or slide a finger while in a crowded bar. I look to show off not get gang banged.

    0
    # 71150 - by NManz / April 25, 2024
    - Embarrassing Moments -
    Straight Female / 30

    One Minute I'm A Trusted Employee, The Next I'm His Go To Girl

    Just like that, in a snap, an instant, I went from employee to familiar. I was in the conference room, I stood up, my foot got tangled in the power cord, I spread my legs open as I fell back in the chair, flashing my boss, not just my panties, my wide open legs too. He gave me a slap on the inside of my thigh, a look into my eyes, a 'thank you, you've made my day'.

    No longer just his employee, now I'm his go to girl for errands, comments, secrets. He wants open legs, bare breasted, arms stretched out. He wants kisses, hugs, legs wrapped around his hips, holding my face as he pumps his sperm in me. He wants home cooked ham and eggs, home brewed coffee, he wants his back rubbed, his feet massaged, loads of affection.

    One snap in time, one moment in time, a power cord, tripping, falling back in the chair. An open invitation for office rules broken, the boss' girlfriend, his main squeeze.

    0
    # 71141 - by Ila / April 24, 2024
    • - Embarrassing Moments -
    Straight Male / 24

    Dumb Porn Chained To A Cruciified

    so yeh. wanked off a bit to this awful porn that was disgusting. a woman was chained like jesus while a big man hit and fucked her and folded her up a bit. if you took out all the hitting it would be hot, and if they got down to actually doing it would be better. failed to enjoy much orgasm. very floppy weak one. this porn filck was shit. if humans did it don't know if it would be better then anime. this was lacking and a bit floppy rather then a toppie.

    0
    # 71123 - by Hoadflow / April 22, 2024
    - Embarrassing Moments -
    Transsexual Female / 18

    Outed In The Hospital

    I am what most people would call a bisexual femboy though I put Transexual Female as my gender here because that is the closest thing to what I am. It might be more accurate to say I am gender fluid but I look female even without cross dressing. Anyways, I'm not much on labels so I'm not offended if you think I belong in a different category. I won't scream at you like Karen on steroids if you "misgender" me.

    I have had long hair for most of my life people confused me for a girl. But I have never publicly presented as such. I always maintained that I was male. I never wore female clothes in public. Never had anything but plain small studs in my ears. Never wore make-up or nail polish or did anything to indicate I was anything other than a boy.

    But I had a secret. I have been wearing girls underwear since I was 12. Not all the time mind you and certainly not on days I had gym class and certainly not any occasion there was a chance that I would would be caught. Lets just say that since the age of 12 I have been rescuing my older sister's discarded garments and kept them secretly in a secret location in my bedroom ever since. At home alone in my room at night after lights out I would cover the cracks around my door with dirty clothes and lock the door and turn on my lights and put on stolen make-up and put my hair in pigtails and put on my sisters hand-me-downs and strut and pose in my full length mirror and I even took a few hundred secret selfies never sharing any and even keeping them on a thumb drive and deleting them from my phone as soon as I they were safely on the thumb drive. Before I went to bed I would remove everything including the make-up but not before I jerked off looking at myself imagining myself as a stripper in strip club sucking cock and getting tips for it and THAT was at age 12. But I wore panties everywhere figuring I would never get caught as long as I didn't wear them on days I had gym class as I said.

    By 15 I got more bold and was wearing training bras under thick flannel shirts. I found a garter belt in Mom's trash can in her bedroom and took that. It was slightly frayed but I was able to make it work. I started wearing that with stockings and the bra and panties almost every day. I found temporary tattoos in a store and secretly bought a set that included a lot of girly ones and one of those was a very elaborate one that said "I'm Your Bitch" and another one that said "I *heart* COCK!" and yet another one that said "Slut." and I applied those and some others to parts of my body that NOBODY would see. But then they did.

    I was in the back seat of my friend's older brother's car. He didn't see the drunk driver cross the median and into his lane. I have no memory of the accident. I only remember waking up in a hospital bed mostly naked barely covered with sheets and with tubes and wires everywhere. I had a concussion. I also had a broken pelvis and a lacerated scrotum.

    Gradually I became aware of where I was. I was VERY fuzzy for weeks. But I got less and less fuzzy and gnawing at the back of my mind was the sense of dread that there was something important that I had to keep a secret. Then one day in the hospital I sat up straight suddenly and shook with fear. I remembered something about that day. I was cross dressed under my boy clothes and my body was covered with a lot of very embarrassing temporary tattoos. I opened up my hospital gown and looked around and saw none. That meant someone cleaned them off. But nobody said anything. Also, nobody said anything about the bra, panties, garter belt or fishnets.

    Over time I came to realize that my parents were speaking to me a bit differently than they used to and I don't mean just because of the accident.

    One day my sister came into my hospital room alone and pulled the curtain around me. She asked if there was something important I wanted to tell her. I had no idea what she meant. It had been days since my realization about my tattoos and undergarments. Then she got out a hair brush and brushed my waist length hair moving it out of my face and when she was satisfied she just leaned in and whispered into my ear gently "you're so pretty." and kissed me on the forehead and left.

    2
    # 71086 - by Closet Femboy / April 19, 2024
    • - Embarrassing Moments -
    Straight Male / 64

    Shaved Bush

    I am wondering if there is something wrong with me ? Ever since I discovered that my cock was for more than just urinating with, I have been unable to get a boner with a female, who was bald down below, I fancy women like hell, but as soon as I get naked with a woman, if she is a shaven raven, then my dick just is not interested, no amount of cajoling or caressing it, will stir it into action, I don't know why ? But if the bush is shaved off then there is absolutely no chance of me getting a boner, none what so ever, a shaved bush just puts me in mind of a pre puberty girl, and that's it for me, pack up, clothes on, go home.

    3
    # 71070 - by Red Neck / April 18, 2024
    - Embarrassing Moments -
    Straight Male / 19

    Mum Cucked Me Update

    So after speaking to my girlfriend when back after my first university semester, I found out what was happening. At first she wasnt wanting to say anything and was shocked I knew but she came clean eventually
    So apparently it had been going on for half a year before, she had come to my house one day to find only my mum was there since it was summer and I was working. My mum let her in and they spoke about many things but apparently my mum was wearing a loose dressing gown and my girlfriend took notice as she is bisexual. When mum would bend over she could see her panty covered arse, my girlfriend said it was the sexiest thing she'd seen and couldn't resist and copped a feel.
    My mum apparently flinched when she touched her naked ass and turned round to say something but they just stared them started making out. According to my girlfriend they had met up to fuck multiple times since then and she says their in love with each other. I don't know what to do

    3
    # 71053 - by Huey47 / April 17, 2024
    - Embarrassing Moments -
    Straight Female / 21

    My Leggings Tore

    I am a teachers aid. I assist in a classroom of 28 children, and the teacher is an early 40s male. I am 21, I love to exercise and stay active so this is a perfect job for me. I love my job but I'm not sure if I'm in a position to return due to complete embarrassment. Since we're nearing the end of winter, I've been wearing leggings and flannels to work, which is both warm and comfortable because I am on the floor and running around with kids all day. This day in particular I was assisting (we'll call him Mr. Teacher) Mr. Teacher with a hands on learning activity on the learning carpet. I had been sliding myself, and my apparently very thin leggings, around the rug helping the class with the activity when I start to feel something rough around my ass. I ignored it and kept doing my job but as I continued to move around. The feeling started creeping forward, closer to my pussy. Again I ignored it, chalking it up to regular rug rub, no big deal. I stood up and walked over to my table on the opposite side of Mr teacher's desk. I was sitting with one leg bent over the opposite knee grading papers when I looked up and Mr teacher was staring at me. I just smiled at him and kept on working. I got up and passed out a few worksheets when one of students remarked "miss A, I can see your butt" and all the kids started laughing. I felt back thete and there was a hole split on the seam right to the front of my leggings. My bubbly ass was on display for everyone to see as i don't wear panties under the leggings because i don't like people seeing the seams. Mr teacher called me over and told me to tie my flannel around my waist. I hesitated to take it off because I was wearing a very tight white low cut tank underneath a an unfershirt, not appropriate for learning, but I did as he asked. Literally my bralette did nothing to hide my nipples under my shirt. I sat at my table for the rest of day, not daring to move much. I was so uncomfortable. My tits were popping out of my shirt, my nipples visable, I probably had my pussy on display for at least an hour, and I mooned my class on accident. When the class was let out for the day, Mr teacher told me to wait until all the kids and principle had left the school to leave. We chatted for a bit in the meantime and I was apologizing but he told me not to worry, he enjoyed the show. Apparently he had noticed when I was grading papers and he saw my pussy but didn't say anything because it had been a while since he saw one that smooth. It turned me on a bit, so I took my flannel off and sat on his desk and opened my legs. He just stared at it so I opened my pussy with my fingers and he got closer to look and sniffed it. He told me it looked so tight and I was getting wet. He told me he wanted just to taste it and I said ok. He hivered his face over my pussy and I could feel his warm breath on me. He gave me a single small lick, then a very deep long lick suck. He moan and looked up at me and said that this was like a dream scenario, my tits in my top, my exposed young pussy, and told me he wanted to fuck me, but that he's married and it would be wrong. I was soaking when he said that and tried to goad him on to take another taste. He said he couldn't. That he has already gone too far. He stood up and got me off his desk and spun me around, he stared at my ass for a bit before asking me to pull the flannel around my waist again and letting me go home. I masturbated as soon as I got home. That was last Friday and I skipped work today and yesterday, I should go back but I'm afraid of the kids mocking and what theve told their parents.

    7
    # 71042 - by Mrs teach / April 16, 2024
    - Embarrassing Moments -
    Bi-Sexual Male / 50

    My Fetish

    I’m a man and I had a secret that I kept from my wife. Many times I wanted to tell her but I thought she would be very upset if she knew. It’s something about what I did before she knew me. It was when I was sucking off a few old men in my neighborhood. They were the age of my grandpa and I was around 13 when it started.
    So when I was told that my wife was diagnosed with breast cancer and she had a few months. Her friend who worked with her wanted to give her a party while she was able to enjoy it. She wanted to do something that my wife and her had talked about.
    She asked me if I wanted to do something special. I asked her what did she have in mind and she told me she wants to hypnotize me and my wife could ask me things and I would be honest with her. So that’s what she did for my wife’s party. I don’t remember what she asked me or what I did until a year after my wife passed away and I was invited to her friends house for dinner. After dinner and having a few drinks in the living room she put a movie on and she said I’ve never seen this one before and she told me to get comfortable. She sat next to me and her husband was in his recliner chair and I had a full frontal view of him and could see him and the movie at the same time. He was a chubby man around 70 and he was wearing a pair of very loose shorts. And that’s what my fetish is. I always liked a chubby old man with a big belly and I like him to have a hard penis that is about 5 to 9 inches. She asked me to watch the movie and if I had any questions to ask her. I saw it was a video of my wife’s party and she asked if I remember any of this. I said I didn’t. She told me that I really enjoyed it and so did my wife. I was in a chair in front of a few of my wife’s friends and I was hypnotized. I heard my wife ask me about what my secret was and she told me to tell her. I told her about sucking off the old men and I told her that when I saw a chubby old man it got me excited and she asked me what would I do if I saw that. I couldn’t believe what I was watching and hearing myself say with the other women and her husband was there and she asked me if there was a chubby old man that showed me his penis would I suck him off. I heard myself say in the video that I would do it for their entertainment.
    I saw in the video her husband told me to get on my knees and put his penis in my mouth and my mouth went to work on him.

    As I was watching the video I saw standing up and dropping his shorts and he looked at me and said he’s got a few weeks of a load for me and I heard on the video he asked if I was going to swallow his load and I said that I wanted him to give me a big load and he said he’s going to really enjoy seeing me swallowing his cream because he said he’s never seen anyone that could swallow it all he asked me if I remembered how much he blew the last time and I said I didn’t. He said he’s got one saved and he told me that he’s got a load about 4 times the size and he sat down on the edge of the chair and he said he remembered me saying how I like him to sit that way and I heard her say that my wife told her that I found it very exciting to be blackmailed. Then she said she didn’t like sucking him off and he really loved having his dick sucked and when he blew his load and I swallowed it all he said he’s going to be using my mouth a lot more. And he told me he’s been looking forward to seeing me again and I asked what they wanted from me and she told me that they were going to tell everyone about my video and they were going to give a copy of it to everyone I know so I was told that I was going to be a cum bucket for him and he told me he’s going to have a few friends that he’s going to share me with. I got back to sucking him off and when he blew his load he was holding my head down on his cock and he asked me if I was ready for a belly full of ball juice. I felt the first rope going down my throat with another one right after the first and I was swallowing and I swallowed every drop he was unloading in my throat and he told me that was fucking amazing and he told me he’s going to really love using my throat and he asked me if I can swallow more cum I said that I would have to get used to swallowing that much but yes I wanted to swallow more than he told his wife about having me at his poker game to suck his friends off.. and that’s what I did.
    If you want to hear more let me know

    5
    # 71034 - by The mouth / April 15, 2024
    • - Embarrassing Moments -
    Straight Male / 40

    Shower With Mom And Dad.

    We had spent 5 days at Disney World when I was 13 years old. The morning when we were scheduled to fly home , we didn't get our wakeup call from the hotel desk. I woke up to my Mom yelling that we had overslept and might miss our flight back home.

    We had already packed except for the clothes we were going to wear home. Mom told Dad and I to jump in the shower while she sorted things out and called a Taxi. After a few minutes she told us to hurry up and to my surprise ,Dad told her she had better jump in with us if we were going to make it on time.

    Mom stepped right in with us and we were laughing and giggling as we all got soapy. Mom told us she couldn't believe we were all showering together. Mom had a great figure and her big boobs really stood out with the tan lines she had developed that week.

    At 13, I was already a growing boy and was very hairy, not to mention horny. LOL We all kept rubbing up against each other as we moved around and I got one of those teenage boners. I kept trying to keep my back turned, but Mom looked down at my hairy, hard young cock. She said to my Dad " Looks like we've got another man in the family". He took a quick look and then he climbed out of the shower telling us to get a move, we're late.

    Mom and I got out too and as we were drying off, I kept glancing at her boobs and hairy bush, Mom took her towel and rubbed my stomach and watched my hard cock swing around. I was just standing there frozen as she cupped my cock and balls in her hand and jiggled them around. "He's definitely a growing boy " she told my Dad. Dad told her to stop fooling around, we we're gonna miss our flight.

    We hurried got dressed and rushed down to catch our ride. We made our flight on time and on the way home I kept thinking about Mom's naked body and how exciting it was to show her my hard young cock.

    1
    # 71016 - by Donnie / April 14, 2024
    500 of 64,514 Confessions Displayed.

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