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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 Female / 24

    I moved to the big city after college to start my first professional job. The HR office helped me get settled offering me the service of an apartment locator. The 'girl' who took me around showed me several properties, including the property she lived in. Of course she sold me on her property and I rented a one bedroom, my first place.

    She called a couple of weeks later to see how I was doing, I was honest, I hadn't met anyone and the people at work were older and married. I guess I whined and she said I could go with her to her friend's place. When we met in the parking lot she was dressed pretty casual whereas I was dressed up. She gave me the sign to get back upstairs and change. She followed to see how I had fixed up my place. She stepped into my bedroom while I changed, she wasn't supportive of my top and stepped into my closet to find a top.

    Things didn't stop there, she kept me on a leash while we were at her friend's. We played cards and I had to be her partner. She had me serve our plates and she carried them to the table. As the night went on she sat behind me and played with my hair. She combed me and asked the other girls to vote what made me look better. Her kiss on my cheek caught me by surprise. Her friend asked if I was really just this girl she knew or if I was 'this' girl she knew.

    How long had we been dating? I must really like her, I was so together with her. She could feel the love and was jealous. She gave me the lowdown on her love life, where they met, how long ago. She was really happy S had met someone. Back in the car I confronted her, sure she was gay, wasn't I? NO I wasn't.

    But life isn't fair, she had told her friends I was the catch she had been praying for and she wasn't going to just walk away. She invited me in, come sleep with her. I tried to say no, so she just stayed with me, went through my dresser found a night shirt and said she had never felt so good. My rejection went in one ear out the other, just push all those negative thoughts away, if ever two people were meant to be together this was it. Heavy petting, kissing and full body contact took me by surprise and I had my first intense girl on girl experience. We just spend all our not at work time together, day and night. Not where I ever imagined myself, being in an all girl relationship.

    #45207 — Comments (0) — Jul 9, 2019 at 5:27 PM — That's Juicy! (1) Remove It.
  • — Embarrassing Moments —
    Straight Male / 41

    This embarrassing moment took place many years ago I was 17. I was reading a penthouse magazine article about self sucking your cock, until that article I never imagined that such a thing was possible, to make a long story short it really made me horny, by the time I finished reading the article, I found myself with a rock hard cock, so I decided to see if it was possible to get my lips around my cock. try as I did, I was only able to get it about 2 inches from my extended tongue before I needed to stop. But I couldn't stop thinking about it. So I tried again a couple days later.This time I propped a pillow behind my head, to my surprise it worked! I was able to get over 2 inches of my cock in my mouth, so I licked my cock and jerked off till I came in my mouth it tasted awesome!
    So the next day, I had to try it again, but in my haste to do it, I didn't check my door to the apartment, to make sure it was locked! You guessed it, my girl friend came over, as is normal she just entered, I never heard her come in,she called out my name just as she entered my room, at that exact moment I started cumming in my mouth, when I caught a glimpse of movement, as I tried to stop, my cock came out of my mouth and I finished cumming on my face! you can imagine the sight, what could I say, she caught me dead to rights, she just stood there and stared at me, embarrassed to say the least. she turned around and left, but returned 20 minutes later, I explained as best I could why I did it, to my total unexpected surprise! she just laughed at me for some cum I didn't notice left on my face she wiped it off with her finger and ate it,
    After that day a whole new adventure started in our relationship, she would come over to my place and help me to suck my own cock, it was so much easier with her help, she would jerk my cock until I shot huge loads of cum in my eager mouth then we would kiss as I gave her my cum, by the way we are now married and living happy lives together.

    #45191 — Comments (1) — Jul 9, 2019 at 8:49 AM — That's Juicy! (14) Remove It.
  • — Embarrassing Moments —
    Bi-Sexual Female / 42

    Have you ever got caught up in a moment and so into something that nothing else matters? I am married, and yes have enjoyed female closeness on a few occasions, we have been discreet until a small Halloween fancy dress party we all attended. In total I guess there were 20 couples and a few singles there, we all knew each other and got on well, so far so good.

    My husband had been reluctant to really get into the whole spirit of the party, however he did make an effort and eventually decided to go as a Monty Python Lumber Jack, he looked cool and was pretty convincing. I had thought long and hard about it and had talked to one of my closest girl friends about what I should go as. We eventually decided on a naughty school girls combination. I still had my old school blazer and it still fit me, I would match it with a white button down blouse, a red mini skirt that matched the color of my blazer, white knickers, black stockings held up by a white garter belt and a quarter cup bra, which would push up my breasts and keep my nipples exposed, hopefully it would be a cool evening and they would remain hard and visible through my white blouse.

    My friend had decided to go as a very strict head mistress, which I didn't know about until the party, I was under the impression she was dressing similar to me.

    Anyway the day of the party arrived and as I dressed, my husband was watching me, he could not keep his eyes off me and said how absolutely sexy I looked as a mature school girl, I told him to keep his hands off until we returned from the party!

    We arrived and of course when I saw my friend I was a bit taken aback she was not dressed similar to me, however we both got a drink and we mingled with the other guests, my husband was busy chatting to a Mermaid, so I was walking around with my strict head mistress. We stopped to chat with another group and yes it was a cool evening and yes my nipples were hard and yes you could see them through my white blouse. We were chatting and I though a breeze had lifted the hem of my skirt, I paid no attention to it until I felt a hand caressing my bum, slowly and gently at first, working it's way under my knickers and onto my naked bottom cheeks, I wasn't sure where this was going until whoever it was slipped a finger between my legs and began to slide it through my lips. I bit my lip as I began to moisten but protest I must and protest I did. The finger and hand were quickly removed.

    As the party wore on and a few left, myself and my friend decided to head indoors for a nightcap, once inside my friend turned on me, she became the strict headmistress to my naughty school girl, she suggested in a very stern manner that someone other than my husband had touched me up in full view of the whole school, I protested my innocence, but she was having none of it and said I should be punished for being such a little tramp. We were both getting into the zone and I could feel myself getting damp again at the though of my friend punishing me.

    She ushered me to the bedroom she shared with her husband and locked the door, instructed me to bend over a chair, asked if I knew why I was to be punished to which I gave a nod. I felt her lift the hem of my skirt and expose my bottom, I was still wearing the little white knickers however they were damp between my legs. At first she just slapped my bottom through my knickers, then she told me to take them off, I slid them down my legs, now my bottom was naked and she slapped it a few times with her hand. It felt good, not to sore as she was not hitting it very had.

    Then I heard a swish and the cane she had made contact with my bottom, wow that was painful! I pleaded that she not do that again, she told me to remove my blouse and skirt, I protested, but the thought of getting another slap from the cane convinced me otherwise! I removed them and stood before her in just my quarter cup bra and garter belt and stockings, I was excited and scared at the same time, this was my friend making me stand there in front of her, why?

    She turned and unlocked the bedroom door, in walked our respective husbands, I was still in the zone and so was my friend, she declared to my husband what a little slut I had been allowing for some boy from the upper 6th to touch me up. She asked my husband for permission to discipline me, I could see him looking at me and he nodded his approval.

    What next I thought? Well my headmistress ordered me to strip fully, I was a little concerned as her husband was watching me, I was OK with my friend and my husband but wasn't into showing everyone I like a nice clear shaven pussy! Anyway I protested and was pushed back over the chair and received a slap from the cane!

    I removed the remaining clothes and was now totally 100% naked. I did feel like a little slut at that stage. My husband was in shock, seeing me naked in front of two others, I think the penny dropped for him at that stage and he looked at me and asked if I were having an affair with my friends husband! I said nothing could be further from the truth! At that my head mistress approached me wrapped me in her arms and kissed me in front of our husbands, she caressed my boobs and bottom and declared her love for me, that was the end of us being discreet!

    #45173 — Comments (1) — Jul 8, 2019 at 4:39 AM — That's Juicy! (7) Remove It.
  • — Embarrassing Moments —
    Straight Female / 26

    During the summer months in college I worked as a maid at a tourist hotel on the beach. I got a room and meals and a paycheck, I shared a room with another girl, but we had a good part of the day to hang out at the beach. I was cleaning rooms one morning, it was around eleven and I knocked on the door as we had to, no one answered, I used the pass key and called out and no one answered so I walked it and there on the bed was a woman naked spread eagled with a dildo in her. She was passed out, thank God she wasn't dead.

    My first instinct was to leave, but I realized that she hadn't moved so I went over to check, she was breathing. She had a couple of other dildos on the nightstand, one of which I would later find out was a butt plug and some stuff that turned out to be drugs. I called the front desk and asked the front desk to send up my supervisor and call an ambulance.

    I stood in the room the whole time, the woman just there, naked with a dildo in her. The paramedics examined her, got the dildo out, moved her onto a gurney, collected her ID and she was taken to the hospital and had her stomach pumped.

    That night I was with my roommate and I talked to her about what I had seen that day and she quizzed me. She had a dildo, I didn't know that until that night and she said she wanted to use it and she spread her legs and stuck the dildo in her and asked me to come over and fuck her with it. That night we used the dildo on each other, in one and then in the other one, we never cleaned it we just kept shoving it inside and then trading places. We tried sitting so we could have the dildo inside both of us at the same time, and we even tried by backing up to each other butt to butt. It turned out to be the nastiest night of my life, nothing was off limits and we used out faces, mouths, fingers and the dildo to fuck each other and make out and sixty nine. Why it took so long before I was able to finally orgasm is a mystery, we were exciting our love buds just as much as we were fucking ourselves. But I finally did orgasm and she put her arms around me as I shook all the way through it.

    That was my one night stand with a girl, we never did that again, the lady's room was cleaned and rented to someone else, she left town after recovering overnight. I have a dildo of my own and from time to time I lay on my back spread eagled but I don't do drugs, I don't want someone to find me naked like that.

    #45165 — Comments (0) — Jul 7, 2019 at 9:19 AM — That's Juicy! (13) Remove It.
  • — Embarrassing Moments —
    Straight Female / 50

    Married almost 40 years and in all that time I have enjoyed my life with my husband. I am ashamed to admit to 1 transgression many years ago, back in the 1980's we were friends with a couple, I worked with the other lady involved, no names as I am mortified to think of what happened and I am embarrassed thinking about it whilst I type.

    It was a summers day, my husband had gone to work, however myself and my friend and her husband were all still in my home, as it was a warm summers morning I had worn an orange summer dress that laced up at the back, exposing my back through the lace, so I was not really able to wear a bra with it. It offered plenty of support to my breasts, which was good as I am a 36C! Anyway sitting on the couch with my friend the 3 of us were all laughing and joking over a morning coffee. I was not paying attention to what my friend was doing and if I had been I would not be writing this, I would have stopped her immediately. Unknown to me at that time, she was deftly loosening the lace which was tied in a bow at the back of my dress.

    After a few minutes, the top of my dress felt loose, by the time I realised the bow was untied and the lace was working loose, I stood up to re-tie it, however as I stood the dress fell from my shoulders, exposing my ample bust, I tried to cover my modesty with my hands, however as I did this I felt the dress sliding down my body and on to the floor.

    I stood naked, except for my red French Panties, in front of my friend and her husband, I went scarlet, by breasts flushed and my nipples became erect, I don't know why as I felt so silly standing there with my hands trying to cover my bust. I didn't think my situation could become more compromised, but just then I felt hands either side of my panties and yes I felt them being lowered, I tried to keep my knees together, but foolishly of me I never said "Stop."

    Eventuall y I was standing naked in front of another man, other than my husband and this mans wife. She is a brunette and I am still a natural blonde, so her husband was staring at my naked form, admiring my breasts and my neatly trimmed lady garden. I don't know why and to this day I can't understand my reaction, other than running from this scene, I let my arms fall to my side. This was the sign my friends husband was waiting for. I felt him fondle my bottom, my breasts and run his finger between my legs, I will admit to being wet there at this stage, I love my husband dearly, but at that moment, he was totally out of my thoughts. I was naked, I was being touched, fondled by my friends husband and her as well. I didn't know why I was allowing myself to be in the position I was in, I only knew I was and I was enjoying the abandonment of the moment.

    I stood still allowing hands and mouths to explore my naked body, suckle my nipples, I watched as my friend and her husband undressed, I watched in awe as his penis came into view, it was quiet a considerable lot larger than my husbands, my friends breasts are much smaller than mine, so I guess that evened things up! I could feel her hands on my bottom and running up and down my back, his hands and lips were on my bust.

    I was getting more aroused and at that moment all I wanted was for him to mount me and make me his for that brief moment. I laid on the carpet and was asked to open my legs, I did as requested. I felt wanton, totally free as I felt I had no control over what was about to happen. Why I don't know, I just lay there and said "mount me and fuck me," my friend was holding my arms above my head, her husband positioned himself between my legs, his penis was erect and large and had no difficulty in penetrating me, it felt good, my nipples were erect and huge at this stage, bright red on top of my white breasts.

    He started with slow deep thrusts and quickly began to quicken the pace, I have never climaxed on my husbands penis, however I came quickly, followed by another. I urged him to keep his penis inside me when he came, which he did, I felt every spurt. He withdrew, I was then over come with embarrassment and sadness for betraying my husband in such a base way. I have never repeated this and I have never divulged this to anyone. I am totally ashamed of myself

    #45150 — Comments (4) — Jul 6, 2019 at 10:09 AM — That's Juicy! (14) Remove It.
  • — Embarrassing Moments —
    Bi-Sexual Male / 32

    Driving home this afternoon the girl down the street was walking home from school. What she hadn't realised was that the backpack she was carrying on her back had tugged her skirt up leaving her ass visible to everyone she passed. Poor girl

    #45132 — Comments (4) — Jul 4, 2019 at 9:33 AM — That's Juicy! (6) Remove It.
  • — Embarrassing Moments —
    Straight Female / 25

    I was 15 when two boys lure me into our building swimming pool bathroom, dropped their pants and showed me their dicks. I knew both of them because they lived in my building and one of them went to my same school. They were both older than I was and being stuck in that bathroom, I couldn't really avoid looking at them. I had never seen a hard penis and as embarrassed as I felt, it was also very sexually arousing. I remember being pinned against the wall with my skirt lifted, panties pulled to the side saying "nice pussy" I remember getting fingered was terribly embarrassing and so sacared of someone finding out I didn't scream. In fact I never said anything and would have died if my parents had ever known about it. Years have passed and came to think about the experince as wild flying teeage hormones experimeting with sex.

    #45109 — Comments (2) — Jul 2, 2019 at 5:54 AM — That's Juicy! (7) Remove It.
  • — Embarrassing Moments —
    Lesbian Female / 32

    I have been together with my partner for three years. We decided to buy this house in the suburbs and moved in. The master bedroom has a large patio door that leads onto a balcony. We enjoy the feeling of getting it on with the trees and the wind, we leave the door open and enjoy ourselves.

    I go next door to talk to the lady and ask her if it is OK for me to have a package delivered. She invites me in, asks a lot of questions and wants me to sit down, I learn about her family and her kids. I don't ask but she wants to show me around and takes me through the house, upstairs to the bedrooms. The boy's bedroom, he is 14, has a window facing our house. The window looks right over the glass door in our bedroom. The curtains were open at our house and from his window you get a straight unobstructed view of the large vanity mirror in our room, which reflects our bed.

    The boy had a straight, via mirror view of our activities. The mother stood there and told me that from now on I needed to shut my curtains. In all honesty I lost it and asked her why she didn't have her son close his.

    #45102 — Comments (3) — Jul 1, 2019 at 1:27 PM — That's Juicy! (9) Remove It.
  • — Embarrassing Moments —
    Straight Female / 46

    My husband and I have been married for a long time. We had our ups and downs. Had affairs and done wife========swapping. During the past several years there was no sexual excitement in our marriage. We talked to each other how society has changed. Age gap relationship, same sex relationship, race relationship and even animal sex is ok now a days with society. We started to talk to each other about our dark fantasy. We both would like to have sex with a younger person twenty years younger or just sex with someone else just to spice things up. We decided to try swinging again. We knew it was a long shot of finding a younger couple interested in us seniors.

    We decided to go to a Greet & Meet posted on the internet. We seemed to feel out of place there. We felt like old farts. Suddenly we wanted to leave when we spotted a fellow church member couple there. They was late 40's. We hoped they didn't recognized us. As we headed out towards the door they waved for us to sit with them. We felt foolish and embarrassed because they was about the age of our sons and daughters. "Who knew we find fellow church members here." and they gave out a laugh. "Especially seniors!" They bought us a round of drinks and introduced themselves as Debbie and John. Debbie was short and chubby but attractive for a lady of her age. John had a medium build on him and a great smile. "You ever been with a couple our age?" they asked us. "No, but was hoping to get hit on by a couple around your age to spice up our marriage." we answered back. We said to them this was a big mistake for us. "Why? Because you could be our mom and dad, also feel guilty by being a church goer?" John asked. "Yes." we answered back. They explained to us that wanted to do a role play fantasy they been watching on the internet. That's why they was here. Finding some couple that could me a mom and dad to them. We said we'll pass for now and thanked them for the drinks.

    That Sunday we met in the church parking lot and walked in the church together. As we walked out Debbie and John invited us to brunch. While eating, they explained how they can spice up our sexual desires and make their fantasy come true. It would be a one time thing. We could play it out next Sunday if interested and John handed us their number. As Bill, my husband, and I was driving back home we discussed John and Debbie's offer. "What do you think Bill?" I asked. " I think this will stop our desires for younger if we do it with them Peg. Hell! this may be our only chance. Why not!" Bill said to me.

    In the middle of the week Bill called them and told them we'll do it. Out in the church parking lot I felt embarrassed when they said, "Glad you can make it mom dad." I sat between John and Deb while Bill sat on the other side of Deb in church. Deb placed my hand on John's lap and she placed her hand on Bill's lap. While having brunch they explained that I will be in the bedroom with John having sex and Bill would catch me. For revenge Bill will call Deb and have her give him head in front of Peg. Bill and I understood the fantasy. Again I was embarrassed when they said they're paying the tab mom dad.

    We followed John and Debbie to their place. They showed us a porn video that they want to play out with us. I grabbed John's hand and pulled him into the bedroom. "Time to pleasure mommy!" We undressed and I really wanted him to pleasure me of what I saw. He told me to get on my hands and knees and slipped his penis into my vagina thru the back door as he grabbed my hanging breasts. "Mommy likes her sons cock?" as he screwed me. Boy! did I ever. Just then Bill came in and screamed out like he was suppose to in our play. I told him I needed to get pleasured somehow since he doesn't do it to me no more. "This is the reason!" he yelled and called out to Debbie. "Suck your daddy's cock!" "Yes daddy." Debbie said pretending. Bill and Deb got naked. She had pink pointed nobs on her chubby body and camel toe bare slit. "Does my little princess love Daddy?" They got in the bed with John and I. John's cock was in me and Bill's was in Debbie. We fucked like there was no tomorrow. To my surprise, Deb went down on me. She said to John to fuck mom's mouth while daddy's cock was in her ass.

    This was a wild unexpected pleasure for us. Bill would tug his dick while watching Deb, John and I in a threesome.

    #45052 — Comments (0) — Jun 27, 2019 at 2:58 PM — That's Juicy! (13) Remove It.
  • — Embarrassing Moments —
    Bi-Sexual Male / 25

    When I was younger around 16 my mom had me watch her best friend kid so they could go out for some drinks.

    Around 130am I was on the back deck jerking off I didn't hear my mom and her friend get dropped off.

    As I was just about to cum my mom and her friend Sammie walked around the corner then I shoot my load what hit them my mom and Sammie both looked and seen my 9in cock they both go hole that's huge.

    My mom and Sammie both made me stay naked as my punishment and forced me to watch porn well bound to a chair my cock was so hard they would tease my cock get me close to cumming then stop they did that tell 4am.

    Then my mom passed out and Sammie rode my cock finnly letting me cum all in her she unbound me and took me to her room and we fucked 2 more times and passed out my mom and Sammie and I still haven't talked about it.

    #44992 — Comments (1) — Jun 23, 2019 at 3:17 PM — That's Juicy! (3) Remove It.
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