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.
  • Adult Confessions
    — Embarrassing Moments —
    Fresh out of College and I land a teaching job in a great little High School in upper state New York. Everything is going fine until my last period class and in walks this drop dead beautiful blonde. She has got to be six feet tall with blue eyes and a figure that makes it almost worth going to jail. I must keep telling myself "she is one of my students." I catch myself teaching the class but staring at her. Several times I need to sit at my desk to hide my erection. She is very smart and unfortunately never needs to stay after class for extra help. I realize that this is a "dead end" street and give up any hopes of ever becoming more than a student/teacher relationship. A few months into the Term we have a Parent/Teacher meeting and her Mother and Father show up to see how she is doing. Well, you can imagine my delight when her Mother looks more like her big Sister. Same face, same hair, same eyes and hard to believe but a better body. She stands next to me at my desk and looks down at her daughter's test scores in my ledger and I find it very difficult not to try and steal a look down the front of her blouse. I manage to keep my cool, but I am really glad I do not have to stand up from behind my desk until everyone is gone.
    About a month later my wife and I are at a restaurant waiting for our names to be called when the Mother of my student approaches us and asks if we would like to join them for dinner. We end up having several drinks and the wait is so long that we end up skipping dinner and go back to their house for more drinks. I don't know whether I am happy or sad when they tell me that my student is staying over a girlfriends house and we "adults" had the house to ourselves. I am very impressed with the heated pool in the back yard and express my regrets that I did not bring a bathing suit. They tell us that when the children are not home they usually "skinny dip" and proceed to stripdown and dive into the pool. My wife looks at me and says "what the hell" and we in turn do the same. After many more drinks my wife starts grabbing at my ass and is starting to get a little turned on. It is announced that someone needs to make a beer run to the kitchen so I climb out of the pool and I walk my Sue (the Mother) with a full blown erection. Sue gives a wolf whistle and tells me that it is very impressive. I take four beers and put them on the kitchen counter and figure this would be a good time to pee. As I am staring out the bathroom window I can see Sue's profile as she is sitting on the edge of the pool. I must be fifty feet away and I can clearly see the outline of her nipples. I have a flashback to a movie I once saw call "Fast Times at Ridgemont High" where the guys is watching this girl at the pool and is jerking himself off. I don't want to go too far, just a couple of quick pulls so that I am really "impressive" when I walk back with her beer. I can feel my nuts start to stir and I know I better leave now or I am going to have to clean up a mess. I walk into the kitchen and grab the four beers and then realize that I cannot open the slider with my hands full. At that point I hear a voice behind me say "Do you want me to open that for you?" I turn and see my student sitting on a stool by the counter with a camera in her hand. I move the beers down in front of my erection and ask her not to take any pictures. She brushes up against me to open the slider and tells me she has already got the pictures she wanted while I was in the bathroom.
    Now this is the worst part, for the remainder of the school year she never says a word about the pictures. I see her with a group of her girlfriends and they giggle when I walk by, but NO ONE has ever said a word about them. Now it has been five years and I have been invited to the Class Reunion. Do I get her aside and ask what she ever did with them? Do I want to know who has seen them? Do I just pretend that it never happened?
    #9142 — Comments (0) — 8/5/2010 at 11:34 AM — That's Juicy! (10) — That's Lame. (3)
  • Adult Confessions
    — Embarrassing Moments —
    You can call me a cougar, but I have been called worse. I was 45 when I met my future husband, he was 29. We both were thru with dragged out divorces and before either of our divorces were over with it was obvious that my future husband was hot for me. We both worked at the same company, me being a administrator, him being a foreman and union representative at a construction equipment company. At my age I had and still have a great body as I worked out regularly. I think my great body, plus the sexy outfits I always wear, is what caught my future husband's attention.

    Well, my embarrassing moment started one day, or rather evening, when my future husband needed to work late. What had happened is that earlier that day our water line got cut, depriving the building and fire sprinkler sprinkler system of water. The fire marshal said it was necessary for a night time fire watch to be maintained due to the storage of flammable liquids stored on the property. My future husband volunteered for fire watch from 9:00 p.m. till 11, at which time someone would come and relieve him.

    Well, that evening, around 9:30, I decided to go to the company to pay him a visit and bring him something to eat. I wore the same outfit I wore that day to work; my black leather mini skirt, red button front sweater, red leather thong, red leather garter belt, red leather bra, stockings and black stiletto pumps. I think this is his favorite outfit, amongst others, and after having his meal it was time for me to give him a proper dessert! You know, something every man wants.

    After a little kissing and necking we moved to one of the other offices in the back of the warehouse. My sweater and skirt were quickly removed and, not wanting to rip my stockings or screw up my leather garter belt or thong, they came off too, followed by the bra.

    All my clothes were scattered in this office and we proceeded to have our fun. I guess we lost track of time for as we were in the middle of enjoying some fun time, I heard one of the building entrance doors slam shut and knew that someone had arrived to take over watch. For my future husband it was literally a matter of pulling his pant up, but for me it was a different story. I quickly put my sweater on, buttoned it, put my skirt on and snapped it up and slipped on my heels. We made it back to the other office with seconds to spare.

    His watch relief was a bit early and we decided to leave a few minutes early. Not wanting to go straight back to my condo, we went to a diner that had a bar for a drink or two. Sitting down at a table we ordered a few drinks and while waiting for our order I reached under my skirt to adjust my front garter belt straps when I realized there was no stockings, no garter belt. No thong either. I quickly realized my bra was on, but where was everything else? In my frenzy to get dressed quickly I forgot about the rest of my under things as they were scattered all over the office. I thought that wherever they are lying when the came off, they are still there. Panic set in as I did not want anyone to find my stuff. Let's face it, everyone in that company knew that there was something serious going on between me and my future husband and that marriage was right around the corner, but finding my leather undergarments would have been a bit on the embarrassing side.

    I thought that we could go back to the building and retrieve them, but that would look a bit suspicious. Ok, I decided to wait till the morning to go in early and get my things, which I did. Oh, I went in a bit early and the warehouse manager was already there and my leathers, which were left in that back office, were not. I looked all around everywhere; warehouse office, warehouse, back office. I looked as hard as possible without arousing suspicion. Nothing! I was pissed as that was my favorite garter belt and thong. It was, along with the bra, a matched set. It must have been around 10:00 a.m. that my man and myself were taking morning coffee break, along with other employees (mechanics, drivers, etc.), maybe 10 employees total, when the searching came to an end and my embarrassment kicked in to high gear.

    We were just sitting there chatting when the break room door opened and the warehouse manager walked in. As he walked towards me I seen him pulling something out from underneath his jacket. It was red and black and I knew exactly what it was. I quickly broke out in a sweat and began to blush as he walked towards me. It took about 5 seconds from the time he walked thru the door to the time he was standing in front of me at which time he layed down on the table what he had in his hand. Yes, it was my stockings, garter belt and thong! I was so embarrassed! I was actually beginning to sweat! If that was not bad enough, I had other people watching this episode as it unfolded and to top it off he said, just as he put my things on the table : "Evelyn, I believe this is what you were looking for" Damned! Everyone seen what he put on the table; my leather undergarments, my stockings! Everyone heard what he said! I quickly turned to my future husband, and seen he had one of his smug grins on his face, almost as if he was ready to laugh. I grabbed my leathers and stockings, threw them in my handbag and quickly left for my office. I was not pissed, just embarrassed as all hell. My future husband, who is my husband now got a bit of teasing over this as well, but I got the worst of the embarrassment and my husband still teases me about it to this day.
    #9131 — Comments (0) — 7/29/2010 at 8:08 PM — That's Juicy! (8) — That's Lame. (1)
  • Adult Confessions
    — Embarrassing Moments —
    My hands down most embarrassing moment came last year when I was at a party. I was getting buzzed as were other guys when some guys were messing with a chubby kid trying to get him to do the truffle shuffle. They pantsed him and pulled his shirt over his head. After that, they let him go and I walked over and pulled the band of his tighty whiteys so they snapped back. All of a sudden some guy picks me up and slams me to the ground. This guy was huge...he probably weighed 250 lbs and I'm barely 150. He jammed his knees into my armpits and was holding my hands over my head. I had to clue what was going on and he kept saying ‘let’s see how you like it’ over and over. I later found out that this was the chubby kids brother and he was 17 (I was 25) which made it more embarrassing being pinned down by this guy.

    All of a sudden, other guys are pulling off my shoes and belt. They pull down my pants leaving me in my boxer briefs. I try to tell him I didn't do it but he saw me at the very end. He's still holding me down and I'm just in my underwear. More people are coming into the room including these girls I work with. He calls the chubby kid over and tells him to pull off my boxers. I tried to plead but he grabs my cheeks and squeezes them so I couldn’t say anything and I'm just sitting there helpless and I see the kid walk over. I swear it felt like my underwear came off in slow motion. I feel my dick pop out and people are just laughing. I could not believe I was naked in front of all these people. I could hear people talking about my penis. Some people came over and jiggled my balls. The guy pulls me up and puts me in a full nelson and drags me into the living room. Finally he throws me onto a couch and I can cover up. Truly the most embarrassing moment of my life!
    #9122 — Comments (1) — 7/25/2010 at 8:52 PM — That's Juicy! (5) — That's Lame. (1)
  • Adult Confessions
    — Embarrassing Moments —
    i just got caught masturbating...by my step-sister...using her pink lace thong to jack off.
    worst part is i had no shot to cover up, no way to come up with a crazy excuse. she walked in as the cum exploded from my cock into the thong.
    #9112 — Comments (2) — 7/16/2010 at 6:31 PM — That's Juicy! (12) — That's Lame. (2)
  • Adult Confessions
    — Embarrassing Moments —
    i think i've had a bit of an exhibitionist leaning my whole life, but nothing ever serious. when i was younger i used to wear my shorts and underwear a little low to expose my butt crack to my sister and if i was really bold, her friends. that was never bad, they loved to laugh at kid brothers pokemon briefs sitting too low.
    once, however, i was embarrassed far beyond what i was expecting. my neighbor has a pool that she lets us use as long as she and her young son aren't using it. so sometimes my sister and i and perhaps a friend would go over and use it. one time i noticed that if i dove in my suit would slide a little down, and if i got out too quick it would be the same. so i tried that out and got the usual laugh. what i wasn't expecting was to be challenged to a race across the pool one afternoon by my sister. her friend would act as "judge" and we would dive in and swim the length. well, as you can guess, when i dove in i lost my suit. figuring nothing would happen i raced anyways and was sheepish upon reaching the other side. what i was so surprised by was my sisters friend taking my suit and tossing into my neighbors yard! i had to get out in front of two girls buck naked and get my suit. of course, being the little exhibitionist i was, this was a total turn on and i got a rock solid boner the minute they said "you can't use your hands either hahaha!"
    i was no longer called "kid brother," from then on i was "little" brother.
    #9111 — Comments (0) — 7/15/2010 at 10:11 PM — That's Juicy! (8) — That's Lame. (0)
  • Adult Confessions
    — Embarrassing Moments —
    I'm 22 years old and still a virgin. I've never even kissed a girl, let alone touched one. I'm so horny all the time, but I can hardly even speak to women.

    When I was a freshman in college, my roommate would bring back girls to our room all the time. They would ignore me cuddling and fondling on the couch while I looked on enviously. Less than a week into college, he'd had sex with two different girls while I was in the top bunk, pretending to be asleep. They were both gorgeous, and they had no problem having loud sex with my roommate while I was in the room. I was so jealous and angry, but I couldn't help but get hard as I heard them moaning louder and louder, orgasming again and again.

    The first time was with a girl named Jenny. She had dark hair and blue eyes and perfect legs. I masturbated while my roommate made her orgasm. I only lasted a minute, but they went at it for hours. She must have came fifteen times. I was covered in my own hot sticky come, lying in the top bunk while my roommate had sex with a girl underneath me. Two nights later it was the same thing with a different girl. Again I masturbated, then laid there in my own cum, pretending to be asleep while they kept me up all night.

    This became a very regular occurrence, happening about three times a week. By the end of first semester my roommate had slept with twelve different girls while I masturbated. I could tell which one he was currently with by the sounds they made when they orgasmed.

    #9086 — Comments (0) — 6/28/2010 at 4:42 PM — That's Juicy! (4) — That's Lame. (3)
  • Adult Confessions
    — Embarrassing Moments —
    This is my story which happened 2 summers ago. It was around noon and my girlfriend was away for the weekly grocery shopping, as it was mid July it was a lovely sunny day. All the women of the street where outside there doors enjoying a drink and bathing in the sun. I showered and wrapped a towel around me, as i came out the bathroom i noticed my girlfriends car in the driveway and she was gathering the shopping bags from the backseat of the car. Being the gentleman that i am i rushed outside to help her in, as i gathered as many bags in each hand as i could to save several trips.

    As i was walking back towards the door my girlfriend ran passed me whipped off my towel as i had several bags in each hand was unable to even attempt to grab the towel back. She ran indoors locked the door leaving me standing totally nude on a hot summers day on a very busy street. She appeared at the front window with her camera laughing. All the people in the street where cheering and taking pics. Naturally i put the bags down and use my hands to cover my modesty whilst pleading to be let back indoors. When my girlfriend seen the excited reaction from the crowd i could see she had no intention of letting me in. She called out to some neighbouring friends of hers to pull my arms apart so she could get a few better pics which they did. Eventually after what felt like hrs but was actually only 45-55 mins she let me back inside.
    #9075 — Comments (0) — 6/12/2010 at 3:28 PM — That's Juicy! (5) — That's Lame. (5)
  • Adult Confessions
    — Embarrassing Moments —
    After living overseas for almost a year now, I consider myself a pretty savvy traveler. I just lost a good bit of money to a really really stupid slight of hand con.
    #9071 — Comments (0) — 6/5/2010 at 9:11 AM — That's Juicy! (0) — That's Lame. (10)
  • Adult Confessions
    — Embarrassing Moments —
    I went to go visit my family overseas a few years back. During one trip I met a really handsome guy. I think I fell in love instantly. I couldn't take my eyes off him. I later find out he was a distant cousin, and almost died. Even though I know we're related, I still have a crush on him. He's just so beautiful!
    #8985 — Comments (0) — 3/6/2010 at 11:49 PM — That's Juicy! (4) — That's Lame. (1)
  • Adult Confessions
    — Embarrassing Moments —
    I am a 19 year old college student and last week I was out and about streaking through my dorms basement level when i heard some people in the laundry room I tried to hide in a little crevice in the wall but when the two men who were in the laundry room walked by all I could do was stand there holding my dick and say sorry
    #8981 — Comments (1) — 3/5/2010 at 4:02 AM — That's Juicy! (5) — That's Lame. (0)