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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 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 —
    Straight Male / 49

    My sister baby sat for the Millers down the street and if they need her but she was already sitting for someone else then I got to go in her place.One night they called saying it was an emergency and wondered if my sister was free that night .Mom told Mrs Miller that she wasn't but if they wanted I could come right over and Mrs Miller said the girls would be happy to see me.They had a 4 year okd girl and a six year old and we got along great . I changed clothes and took off for their house and it was just getting dark when I got there. Since it was already dark I didn't see the hold that Mr miller had dug in the front yard and it rained and the hole way half full of mud and when I cut across their front yard I fell right in the hole and was covered from head to tail with mud . Mrs miller made me strip and get in the shower and she said she would put my clothes in the washer and start it and find something for me to wear till my clothes were done. I got out of the shower ad wrapped a towel around my waist and sat waiting on the toilet and finally Mrs Miller returned and she had a weird look on her face and told me she looked everywhere for something that I could wear and unfortunately this was all I could find ,,she handed me a small pile of clothes. I looked at what she had civen me and said there was no way I was wearing a skirt and panties,,everything she handed me was girls clothes . She apologized again and explained that there just wasn't any rhing else .That I should just put them on and I could change back into my clothes when they got done drying . I wasn't happy but knew that there wasn't any other alternative so I thanked her and said I would wear the skirt and blouse .I asked if I was dressing like a girl would she put some makeup on me and she said she would be glad to and even fixed me hair and when she was finished I looked like a real girl. She told me they had to leave but to go take m clothes and put them in the dryer in an hour and what to set it on and before I knew it my clothes would be dry.Unfortunatly I got busy being a girl and forgot all about putting the clothes in the dryer so when it was time to go home my clothes were still wet and I got to walk home dressed like a girl and loved it

    #41711 — Comments (0) — Sep 29, 2018 at 6:30 PM — That's Juicy! (5) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 18

    A small group of us always hang out together around the side of the school building before school and during lunch every day . We just talk about different stuff ,catch up on our homework and such , It has always just been the 7 of us but then one day this girl came walking up and she inserted herself in our little private group without asking or being invited . We didn't want her there but were trying to be polite so we didn't run her off but everyone just pretty much ignored her figuring she would take the hint and stop coming by, It had been about three weeks ad she still came by and one morning I was in a bad mood and she popped off to me about something and I asked her why the hell didn't she travel on and find a different place to hang out because we sure the hell didn't want her here. Everyone got really quiet and she walked up to me and told me I had a mouth on me and needed to be put in my place , When I was running my mouth I was mad and had my adrenaline going but the moment had passed and now I wasn't feeling so tough and when she was standing right infront of me I realized that she was quite a bit bigger than me and now I was afraid she might kick my ass.Unfortunatly she did something a lot worse,, She told me to take my pants and panties off and jack off for all my friends to see . I told her first I wasn't wearing panties and second there was no way I was going to jack off right infront of everyone . For a girl she could fight and was strong as hell,,before I knew it she had beat the hell out of me and then she told me again and one more time I got beat up . My friends didn't know what to do but they did joke about it asking me how many times was I going to get beat up. Tommy said he would have skipped the second beating and already shot his wad but I was stubern and just had to get another beating.Finally I had had enough and with my face bright red I took off my pants and undies and started jacking off .Everyone started laughing at me and calling me names but that girl told me id better not stop before I cum or she would beat me worse plus take my clothes with her. As humiliated as I was at the same time I was so turned on and a few minutes later came harder than I ever have. I thought it was bad but could have been worse and I lived through it and was ready to put it behind me and I did,,,Till the next morning when she made me jack off again,,then again during lunch . When she told me to I just stripped naked and jacked off and eventually everyone still watched but pretty much stayed quiet. Tammy told me one day that I was the bravest boy she knew for doing that every day and she gave me a kiss. Just when I thought she was getting bored with picking on me she came up to me one morning and handed me a pair of pink satin lacy panties and told me to put them on after I finished playing with myaelf. When I went to pick up my underwear so I could take them home she grabbed them and ripped them in two. This was an even bigger double no triple concern. First off I was worried that someone at school would see mu panties and it would get the whole school on me.Second ,I didn't want mom or worse my sister to catch me wearing the panties,,And third,,After almost a week it was obvious that she was going to make me wear panties from then on and eventually mother would notice that I didn't have any underwear to be washed and there were several pairs of panties that she didmt recognize. No matter how I played it out things wernt going to end in my favor

    #41709 — Comments (0) — Sep 29, 2018 at 6:03 PM — That's Juicy! (3) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 25

    My wife and I were messing around one day and she told me to go clean the kitchen . That was something she normally did and I really didn't want to go sweep and mop and do the dishes and all so I told her NO that it was her job,she is the wife and the wife does the house work.She told me she wasn't going to tell me again and when I di==idnt move she lunged forward and grabbed me and pushed me face down on the couch and before I knew it she had pulled my belt out of the belt loops and had my pants and underwear down around my knees. She got really close to my ear and quietly said "Listen here you little bitch,when I tell you to do something you don't give me any shit,,you jump up and do what I told you to do and then she used my belt on my ass, not stopping until my ass was bright red and I was crying hard.She stopped and told me to get up and do as I was told so I quickly pulled up my clothes and went into the kitchen and didn't stop until it was spotless. The next day she told me she wanted me to clean out the garage , I didn't have my belt on so I thought I was safe but she reached under the pillow on the couch ulled out a plexiglass paddle and like the day before she pulled my pants and undies down and paddled me good and hard. She told me that I better learn to obey her quick because she was going to paddle me every time I miss behaved and one of these times I wouldn't be able to sit afterwards. She asked if I understood and I answered "Yes Maam" then went out to the garage to do what I was told to do. It was several days before she ordered me to do house work but when she did it was to clean the entire house,vacuum,sweep ,mop and all .I asked her if I could do it later that day because I had planned ob going to Bills to watch the game. Well you guessed it,,she paddled my ass even harder this time and when she stopped told me to go to our room,,strip naked and wait there for her.I was still crying when she joined me and she teased me and called me a sissy.She reached into her dresser and pulled out a bag and told me that while I did the house work I was to wear the outfit she bught for me . I pulled the clothes out and started crying again and said I couldn't wear this .then begged her not to make me wear the maids outfit .She laughed and told me I could either put my maids outfit one immediately or she would paddle me toll I did and then I would be hanging the laundry out on the clothes line for the neighbors to see me in my sissy maids outfit..I quickly put the panty hose,,panties,,bra and high heels on ,,finally the black and white satin lace French maids outfit and was about to walk out of the room when she stopped me and put some red lipstick on my lips telling me I looked so cute .She followed me down stairs and told me that from now on she would have house work for me to do and when she told me to do my chores I better go and change into my uniform immediately and get to work. She then asked if I understood or had any complaints and I answered No Maam and want to work . A few hours later my wife told me that I would make a good sissy maid and she was proud of me for doing such a good job. The next day she sat me down in the living room and told me that she decided to make me her sissy maid and told me she picked out Beth as my sissy name.She added that when she told me to I was to change into my maids outfit and was to wear it until she told me I could take it off,I didn't see where that would be a problem and that was when she told me she was having visitors that day and while I was the sissy maid if anyone came to the door I was to answer the door and show them in,,unless I wanted to get the spanking of a life time . My wife has me wearing panties and a bra every day all day and has bought me three more French maids outfits along with shoes and make up and all. She turned me into her obedient sissy maid and is feminizing me more and more every week

    #41706 — Comments (0) — Sep 29, 2018 at 3:34 PM — That's Juicy! (4) Remove This.
  • — Embarrassing Moments —
    Gay Male / 19

    After a couple months at the conservatory I realized I did not want to be a professional concert musician. I never did but my mother wanted me to. After quitting my mother kicked me out. I got jobs but never lasted long. I got offered money to sleep with a man and that is what I was doing to pay the bills. At first I felt bad but I was making money and I started to like it. I never thought of myself as a prostitute when I got caught. Now I have a record.

    #41646 — Comments (0) — Sep 24, 2018 at 4:05 PM — That's Juicy! (3) Remove This.
  • — Embarrassing Moments —
    Straight Male / 19

    I've recently became intimate with a woman at last. I wasn't really expecting sex, but I knew cuddling and kissing would potentially be a thing as we were watching a movie on the couch together. Not that I would call what happened to be sex. Of course, I was nervous about the idea of making out for the first time, but she just took her her hand and turned my head to kiss me. Before I knew it, we were making out.

    When she moved my hand to her breast, it's as if my body went into autopilot. Almost like an out-of-body experience? I laid her back and started kissing her more passionately. Our clothes gradually came off. As soon as her breasts were exposed, I made love to them. Unfortunately, I ended up having to pull right out upon penetration. She didn't mind I had popped one off so soon which helped me feel a little better, I suppose. The rest of the night, we cuddled and kissed until we called it a night.

    I keep looking back at the whole experience, and I guess I'm a bit bothered how I just acted without thinking. I seriously felt like I lost myself in it all. It's not as if I couldn't stop myself, but it was as if I acted without thought or hesitation. I tend to be in my head a lot, so I'm sure I'm beyond overthinking this. I should be happy.

    #41639 — Comments (1) — Sep 23, 2018 at 8:04 PM — That's Juicy! (2) Remove This.
  • — Embarrassing Moments —
    Bi-Sexual Male / 54

    My wife and I were in Louisville recently and decided to stop at a nice bar for a few bourbon concoctions and some happy hour snacks. The bar we chose has a hotel connected to it with a museum feel to it. Something very interesting about that museum area is the Men’s restroom in the hotel/museum lobby area. The men’sroom urinal is a wall bank with a waterfall feel to it - water cascading from the top of the urinal wall to a stainless steel pool at the bottom catching the water. Most interesting is the fact that the glass wall is a one way mirror looking out from the urinal to the museum lobby. You can see out while using the urinal but people can’t see you inside the bathroom.

    While my wife and I were enjoying our drinks, I felt the urge to he’d to the men’s room. On my way, I saw a group of 6 or 7 well dressed women all standing in front of the big mirror in the museum lobby chatting and milling about. Thinking nothing of it, I made my way to the men’s room door and headed inside. Imagine my surprise at finding a man standing at the urinal with a huge hardon - jerking off while he was ogling the unwittting women on the other side of the one way mirror.

    I acted as if I did not see him and quickly made my way into a stall and closed the door. Then pulled my own cock out of my pants and began jerking my own hardon as I slowly unlatched the door and peeked back out. I had hoped to see him still jacking no avail. I would have loved to see his cum splash against the urinal wall, but I scared him off.

    #41627 — Comments (0) — Sep 22, 2018 at 8:58 AM — That's Juicy! (4) Remove This.
  • — Embarrassing Moments —
    Straight Female / 34

    Going through a box in the attic I found an unfinished love letter between my grandmother and a boyfriend while my grandfather was deployed in Korea. My grandmother was a nurse and the boyfriend was a doctor. I know the doctor, he is in his nineties and lives in a retirement facility. The letter was explicit as to their affair and that she wanted it to end because guilt was eating her up. She is passed now and so is my grandfather, but now I know she was unfaithful to him.

    #41622 — Comments (3) — Sep 21, 2018 at 9:02 PM — That's Juicy! (4) Remove This.
  • — Embarrassing Moments —
    Straight Male / 40

    I'll keep this short and to the point. When I was young, me and my mom always watched movies on Friday nights. We'd go to the video store, rent a couple movies and eat popcorn on the couch. It was a weekly routine that we both enjoyed. My mom is a decent looking lady but far from a model. I saw her countless times nude while she was either getting in out of the bath or changing clothes. She never cared that I saw her nude because I never really cared. I am not one of those guys that write on here about wanting to have sex with their mom. One night we come home the video store and mom takes a quick bath like she usually does. I get the popcorn, drinks and movie ready. Mom comes out with her night gown on and sits in her usual spot on one side of the couch and sit on the other end. By the time the first movie is over, mom is laying down with feet on my lap. That happened pretty regularly too. We are halfway through the second movie and mom falls asleep. Not the first time she'd done that and I keep watching the movie. She tosses a little to get comfortable and pulls one foot closer to her butt. Knee bent leaning against the back of the couch, the other foot resting on my leg. I look over and see her completely naked hairy pussy sitting there staring at me. Like I said, I have never been attracted to my mom and I'm still not, i was 14 and that was the first time I ever saw a real pussy up close. It seemed like I was hard as a rock within seconds of staring at her. I wasnt thinking that is my moms pussy. I was thinking that's a real pussy. She was sleeping hard so I ended my dick out and started jacking as softly as I could while I stared at her pussy. It didnt take long and I was cumming like I had never cum before. What I didnt realize was that I just shot a load all over my moms foot that was still on my leg. She opens her eyes and there I am holding my hard cum covered cock and staring at her exposed pussy. Needless to say she freaked the fuck out quickly. From a dead sleep to screaming and running for the bathroom in seconds. That was the first and only time I did something like and it couldn't have blown up in my face any worse. By far the most embarrassing moment of my life.

    #41597 — Comments (2) — Sep 20, 2018 at 12:41 PM — That's Juicy! (3) Remove This.
  • — Embarrassing Moments —
    Straight Female / 21

    My younger sister and me. We are the fourth and fifth daughters, our three older sisters are five years older than us. We grew up in a bad neighborhood and everyone was on drugs or drunk or fighting and everyone got sex pretty early, including us. My sisters went to this guy who works at this car repair shop. I went to the son of the man that owned the house we lived in. We were both pretty young when we were thrown out of the house.

    My sister's Alpha beats her up. She has three kids with him. I don't see my sister very often, and when we do she takes the bus downtown and I drive downtown with my kids to meet her at the McDonald's because I don't have permission to go to my mother's house to see her. I give her money and take clothes for her kids and send something to my mom. I really don't have permission to go see her but he looks the other way as long as I don't go to my mother's house.

    We don't have much to do with our older sisters, it's like they are not even part of the family. I don't even know where they live. My mother just wanted to get rid of us and she didn't care who took us, just get out of the house.

    #41595 — Comments (0) — Sep 20, 2018 at 8:23 AM — That's Juicy! (1) Remove This.
  • — Embarrassing Moments —
    Straight Female / 32

    When we were on vacation this past summer with my husbands family my father in law caught me masturbating. I was naked on the bed with my legs spread using my magic wand vibrator and in the middle of an orgasm when I saw him watching from the door. I thought everyone was down at the beach and did not here him come in.

    Anyway he ran out when I saw him and we didn’t say anything to each other for the rest of the day. The next day I went back to the room from the beach and about 5 mins later he came back and said he wanted to apologize. I told him it was fine and to forget about it. That’s when he told me while blushing that he has not been able to get me out of his head. I told him it kind of turned me on that he was watching me and if he wanted to come up and watch again.

    I looked out the window to make sure everyone was still down at the beach and we went upstairs to the bedroom. I stripped off my bikini and pleasures myself to two orgasms with my vibrator while he watched. It was so hot having him watch me cum and naughty. I of course did not leave him hanging and after I finished I saw his huge bulge and pulled down his swim trunks to give him the best blwojob of his life. We have never talked about it since but i know he still thinks about it lol.

    #41594 — Comments (7) — Sep 19, 2018 at 11:03 PM — That's Juicy! (17) Remove This.
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