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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 Male / 26

    Wife's admission
    So my wife and I were laying down together and she admit something to me. She said, "Honey, there is a guy at work. He flirts with me a lot." I said, "Yeah. Do you flirt back." She said, "I'm afraid to tell you all of this. I dont want you to be mad at me or leave me." I said, "Just tell me. It's ok." She said, "Yeah, I do flirt back. He keeps taking it a bit further each time and I like it each time." I said, "Are you attracted to him?" She said, "He's cute." I said, "Are you attracted to him?" She said, "Yeah. I am. Very." I said, "Do you want to fuck him?" She said, "No way. Im married!" I said, "Just be honest. I'm not going to be mad. Does he make you horny? Would you fuck him. Just tell me." She said, "He hasnt touched me anywhere interesting yet. If he does, I'm sure I would get hot and bothered. I think I might want to have sex with him." She waited for me to respond but I didn't right away. She said, "See. You're mad. You are right to be mad. I shouldn't have said anything."

    I said, "If he comes on to you, I think you should fuck him." She said, "You want me to cheat on you?" I said, "It wouldn't be cheating if I know you're going to do it. If he does it for you and you get the opportunity I think you should fuck him. What if he makes you cum harder than you ever have? What if it's amazing? If you fuck him, I kinda want to watch." She said, "You do?" I said, "Yeah. I do. I wanna see you naked and sweaty and riding another man's cock. I want to walk in after a long day at work and 'catch' you cheating. I think it would be hot as hell." She said, "You're sure?" I said, "Absolutely. I want you to fuck your friend." She said, "Before I have sex with him here and you watch, can I have sex with him once or twice alone?" I said, "I guess but why?" She said, "First time can be awkward. I want to get the awkward sex out of the way." I said, "Yeah I can see that."

    That was 2 weeks ago. 2 days later she told me that she had sex with him. She was giddy about it. She enjoyed herself. She was laying on her back. I asked if he used a condom. She said no. I asked if his cum was still inside her. She said no. They had sex on their lunch break and it had been hours.

    Yesterday, I text her while I'm at work. I said, "You gonna see Jeff today?" She said, "Yeah. We have the same days off." I said, "Have you guys had sex any more since last Monday?" She said, "Oh yes." I said, "Really? How many times?" She said, "5 times." I said, "Damn really?" She said, "Sorry. Can't help it. He's damn good." I said, "So Friday when I said you were wet as hell?" She said, "We had sex already. You were second." I said, "So...tonight?" She said, "Yeah. Tonight. You really want this?" I said, "Yeah. I wanna see you two having sex."

    #40543 — Comments (5) — Jun 21, 2018 at 1:41 AM — That's Juicy! (15) Remove This.
  • — Embarrassing Moments —
    Straight Male / 30

    I used to be a trasvestite. I started dressing when I was 10, wearing my sister's panties and pantyhose. She found out and helped me work on my transformation. By the time I was 14, I could go out in public passing as a girl. I really enjoyed it too.

    I went out in drab with friends and met a girl, 2 years ago. I am very into her, and when I asked her to move in with me, I put my en femme things in storage to make room for her. I also wait openly dressing when we started going out.

    Well, last night we were cleaning out a closet and she found my stuff. She was cool about it, and asked if I'd show her.

    That was the first time I dressed since we met, except occasionally wearing her panties when she is away. I still really love it, and now my gf knows all about it too.

    She wants me to dress for her again today, and hopefully she will enjoy having a gurlfriend from time to time.

    #40428 — Comments (0) — Jun 9, 2018 at 10:50 AM — That's Juicy! (3) Remove This.
  • — Embarrassing Moments —
    Transsexual Female / 24

    six months ago my wife came home from work after one hour and she walked in and found saw me going up and down on his lap with me wearing my stockings and garter belt and he was naked. My boss is a very powerful and sexy hot also, i am his secretary and i came to work as a guy and would go to his office where my real clothes were kept. I would do a hot little strip tease as i undressed, he laughed at my penis size. I would always pretend to slip my dress on and he would stop me and i would do any position and this day i was on top.

    I said, "Hello". she said, "Look at you not stopping to talk." I said, "He hates it when i stop before he is done". She said, "Good because I am going to call my boyfriend to meet me here. I want you to see a real man and then compare him to you like your tiny dick and his long thick cock, he can get his cock to actually enter me and your dick never even tickled my pussy, you cry like a girl and you are afraid of confrontation and he is will stand up to men."

    i said, "Oh God his cock is pulsing hard he is cumming. i dropped my ass all the way and said, "Oh you shoot such big loads of cum." i said that i was looking forward to meeting him. She said you already know him he is your best friend and he wants to fuck you and make you suck him in front of me. he loved seeing those nude pictures of you showing off that little bump you call a dick while you stand like a slut in all of them. I said, "i would love to let him put his cock in any hole he wanted and to go as deep as he can."

    he got there and i had just put my dress back on and opened the to my best friend in my dress. he said, "I knew he was really a she. I said, "Well i am here now in my dress and you have wanted me for awhile now and i want you to treat me like a girl and do anything to me. He pulled out his enormous cock and began to slap my face with it as he said, "Record her she is about to beg me to give her my cock now." she said ok its on and he said, "Beg for my cock SLUT, beg you bitch." I was on my knees and i said, "Oh John please let me feel your cock. i need it so bad." he put it in front of my mouth just close enough for my lips to get it. He said look at him take my big cock with only lips. he grabbed my head and his cock was in my throat. he likes me to gag on his cock.

    He took a copy of the tape and said if i ever try to use my penis on my wife he would take the tape to my mom. then my boss said, "She needs a good 3 way. when i got them hard again i took one in my mouth and one up my ass. My wife was happy that she never had to have sex with me anymore and said, "I need you to clean out your drawers in the bedroom it is for men only and since John is the man of the house and you are just a girl. i moved into the guestroom with lots of pretty collectable dolls and was done in pink. that night i heard something i never heard before my wife was being loud from having sex with a real man, all i got was, you are not even close, your little penis is worthless. I am glad we only attempt sex twice a year, the last 3 years you were unable to try sex.

    #40408 — Comments (1) — Jun 6, 2018 at 4:11 PM — That's Juicy! (3) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 49

    Yesterday on Tumblr I was dared to tie a shoelace around my balls and hand a shoe off them and post pics. I did it my pics are on there with a shoe hanging from my balls for everyone to see. I hope a lot of people see them

    #40398 — Comments (0) — Jun 5, 2018 at 3:12 PM — That's Juicy! (2) Remove This.
  • — Embarrassing Moments —
    Straight Male / 48

    After my divorce I moved into a neighborhood close to downtown. The neighborhood is being gentrified and there are a lot of artist and musicians as well as downtown types looking for a close in place to live. I started to frequent this sandwich shop on Saturdays and I met a man there who also frequented the shop. He came over to my table and asked if he could sit and we told our stories. After several weeks he came by my table and invited me to a party at his house. He met me at the door, there were forty or more people there. He helped me get a glass of wine and introduced me to several of the other men there. Everyone was more or less in our age group, late forties to mid sixties. There were no women there, he told me it was a swinging dick party and I needed to get comfortable and maybe I could catch one.

    I needed the bathroom, he told me to use the one upstairs as the guest bathroom was occupied. When I came out of the bathroom he was in the room and asked me if I was uncomfortable. He told me not to be uncomfortable, he put his hands on my cheeks and kissed me on the mouth. Now I was initiated and to go downstairs and get some dick. He spent the rest of the evening with his arm around my shoulder and when we were alone in the dining room he asked me if I wanted to get together.

    The short of it is that I spent the night there and we had breakfast together. He called me during the week and I agreed to meet up with him tomorrow at the sandwich shop.

    #40363 — Comments (0) — Jun 1, 2018 at 8:44 AM — That's Juicy! (2) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Female / 26

    My most embarrassing moment was when I was 15. I woke up late that morning so I didn't have time to go to the toilet before I left for school. I was busting to go when I got to school but I had to go straight in to registration as I didn't want to get another late slip and I held it all day. By home time I was desperate for a poo and as I was walking home it got so bad I nearly pood myself a couple of times. I was determined not to let that happen but my bowels had other ideas and I had to clench tightly to keep control. After walking for about 15 minutes I felt a cramp in my stomach and couldn't hold it any longer. I clenched tightly but it wasn't enough to stop my bowels pushing against my will. I tried to clench against it but I felt my anus open and a couple of seconds later I felt my poo coming out. I squirted some wee into my knickers as I tried clench but it was hopeless. The fight was over and I just relaxed and let happen. I peed through my knickers and it was running down my legs as I filled my knickers with a huge poo. It was a huge relief and to be honest I quite liked the feeling but it was still embarrassing to be doing it in public. When I got home I managed to sneak up the stairs towards the bathroom but my mum was in there and I went to my room and took my tights and knickers off and dropped them in my bin and tied the bag up ready for the dustmen. As I waited a for my mum to come out of the toilet I looked at my bum in the mirror and it was caked in poo. I smoothed my skirt down and as soon as my mum got out of the bathroom I went straight in. The smell of her poo was quite strong and she didn't notice my bum was smelly so she never found it out I'd pood and wet myself. She did wonder what happened to my tights and knickers when she did the washing but I just acted like I didn't know and she believed me.

    #40351 — Comments (2) — May 31, 2018 at 2:00 PM — That's Juicy! (1) Remove This.
  • — Embarrassing Moments —
    Straight Female / 25

    As a college senior I got drunk and passed out. A male friend half woke me and put me in his car to take me home. I puked all over myself, and his car. At my apartment he undressed me and put me in the shower. He found some clothes for me to be put in bed. I puked again and shit myself. Back into the shower, put to bed again in my roommates bed.

    Is it a wonder that he owns me?

    #40342 — Comments (0) — May 30, 2018 at 9:28 PM — That's Juicy! (3) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 28

    Me and my wife work in the same office ,she is very dominant and loves to have fun with me at work and does all the time. The latest thing she did to me was yesterday when she told me to follow her to one of the private bathrooms when it was time for lunch.I did as ordered and she locked the door behind us and told me to take my pants and panties off,,bend over and grab the sink and spread my legs wide and not to look back or else so I obeyed her.She spread lube on my sissy ass hole and pushed a dildo up my ass telling me it was to loosten me up a bit first and I thought WOW she is going to use her strap-on to fuck me at work but I didnt say anything.I was very wrong ,,,,she fucked me with the dildo for a bit then dropped it in the sink in front of me and told me to wash it off real good and to stay bent over,then she wanted me to put it in my mouth and suck on it like a good little bitch. As soon as I put it in my mouth and started sucking on it she squirted more lube in my ass and told me not to stop sucking ,it was to help keep me quiet. Before I could think about what she said she started forcing a butt plug up my ass and I could tell it was bigger than any I had in my ass before and she giggled and like she read my mind told me yes ,it WAS bigger ,A LOT BIGGER . I dont know how long it took but it was a while and took quite a bit of work but she finally got it forced completely up my poor sissy ass. I had been using a medium but a week ago she made me buy a large plug and after filling my ass with my new one she told me my new one was an Xlarge with something extra that I would like.That was when it began to vibrate,and not very quietly either.She told me to pull my panties and pants up and showed me the small remote control telling me she could turn it on and off when ever she wanted to but also how hard it vibrated telling me it was on low then switched it to medium then immediatly to high. Right away I noticed it was very intense but also a lot louder but before I could think about it any more I had a very hard orgasm . My wife laughed telling me that was why she bought it for me and would have lots of fun with me wearing my new plug up my sissy ass when I am around others ,She told me she couldnt wait to watch my reaction when she wanted to make me cum in front of our woman friends,,then laughed wickedly and added that she would make me cum in my panties in front of younger girls too

    #40333 — Comments (0) — May 29, 2018 at 6:01 PM — That's Juicy! (6) Remove This.
  • — Embarrassing Moments —
    Straight Female / 19

    This happened this morning in the park. I was out running when I felt a cramp in my stomach and a strong urge to have a poo poo so I ran over to the toilets near the entrance to the park. By the time I got there my need for a poo was so bad I was almost pooing in my pants and I was so glad I'd made it to the toilets in time. The only problem was, you guessed it. The toilets were closed for repairs and I couldn't hold it any longer. I peed my pants as I filled them with a huge creamy load of mushy poo and it went everywhere. I didn't even try to stop it because of the relief but I was mortified when I finished. I then had to do the walk of shame home with my pants full of poo and soaking wet and to make things worse there were a lot of people around and I'm sure they know what I'd done.

    #40322 — Comments (0) — May 28, 2018 at 2:25 PM — That's Juicy! (2) Remove This.
  • — Embarrassing Moments —
    Straight Female / 21

    My name is Sarah and my most embarrassing moment was when I was 14. I was at school in history and I had a stomach ache and I knew I had the runs. I felt embarrassed to ask to go to the toilet, not that we were allowed to go during lessons and I just sat there quietly holding it. After about 15 minutes I was getting really desperate and I was forced to ask to go to the toilet as I was going to poo myself otherwise. I was told I couldn't go until break time and I didn't want to embarrass myself any more by arguing and I just sat waiting for the lesson to end. 10 more minutes passed and I was starting to lose control of my bowels. I felt a hot sticky feeling between my bum cheeks and I tried to clench tightly to but I couldn't hold it any longer and I just exploded hot diarrhoea into my knickers. It stank and there was no hiding the fact that I was pooing myself at my desk. Then can the pee that always happens when I poo and I was so embarrassed I wanted the ground to open up and swallow me. Mind you it was a huge relief and it made me feel a little better afterwards. I was sent to the sports hall and I was all to clean myself up in the showers while the school secretary found me some shorts to wear home which only made it even more obvious that I do messed myself. My mum was called to pick me up from school and as soon as she saw the shorts I was wearing she knew what happened which was even more embarrassing but she was so nice about it and she said there was nothing to be ashamed about for having an accident. She even admitted that it had happened to her a couple of times when she was desperate and she said she was embarrassed but accidents happen.

    #40321 — Comments (1) — May 28, 2018 at 1:59 PM — That's Juicy! (4) Remove This.
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