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.

Sloppy Latch Had Dire Consequences

Rainy windy day, I was relaxing, in my recliner, in my strong rubber-coated rip-stop nylon bondage-bag, pleasuring myself slowly, nodding off now and then, my inability to sleep as strong as ever, when there came a knock ion th front door, which between the wind and the slight inward pressure, came unlatched and swung open...
Hello? Need a signature? San I step inside for a moment ? OMIGAWD!"

My usual mail-carrier was a small. halthy, hardy-looking lady probably in her late fifties, and we waved to each other when we met on the street, just polite and unpersonal. That was about to change radically, now! She closed the door - carefully! She came over to where I was frozen in indecision, and made it for me. The main zipper at the foot of the bag, under my feet, was a safe three-quarter closed only, and she instantly slid it all the way closed, making escape impossible now, without outside help

"My my, you're in a real pickle aren't you, pretty boy? Always thought you were a litle cool in your attitude when we met briefly...well, kiddo, that's about to change! Thing of the past! You're about to appreciate me, since you are now absolutely helpless and in my power, and total control! I see what you're still doing half-heartedly, and that needs to stop, right now! Oh, I see! It's going to be like that, isit? Well, I have the answer, right here still in your pants, over here..."

"Arms UP! Now, mister!" she pinched the two air-holes at my nose closed, and I began to slowly suffocate. Hastily, I folded my arms, and she circled my waist with the heavy belt, and buckled it wickedly tight.

"Much better! Now you're about to lose your mind, with my help, and discover true obedience to a powerful woman, even of such small stature...and it starts with...this!" She pulled my massive erection out through the other well-placed zipper, and began what became the wickedest agonizingly protracted wank I ever could have imagined...

Soon I was gasping my muffled pleas, to her amusement, as I begged her to stop, or maybe NOT to stop - by then I wasn't sure which, and her laughter was truly evil.

"I'm really not a very nice person, as you're beginning to see...in fact anyone unfortunate enough to attract me, soon flees for their life, calling me a "wontrolling bitch"...and I'm sure they're correct...

"I better finish my round, then I'll be back to continue your uh, therapy, so don't go anywhere!"

Alone again, in a state of shock, no longer able to reach my massively aroused manhood, I lay there in the stifling blackness, and awaited my fate...

The "happy"? ending was, when she returned, she announced I now had a new lodger, as her lease was about to expire...

That was the better part of a year ago, and I now know what it means to be a sex-slave!

  • My Moms Sister

    It was our family's summer vacation. We would spend 2 or 3 weeks depending on the weather at my parent's shore house each year. I was normally just myself and my parents. But this year my aunt who was age 30 had just recently divorced and my mom thought it would be good for her to stay and relax with us. She had married to put it simply a real drunken asshole. My parents really enjoyed this break from life. They would go sailing on our boat where my mom got full suntans, go to the nude beach and stay out late at the local bars and meet people. Basically, they enjoyed an open marriage during that time which they didn't think I knew about. The house was just big enough for the three of us with 2 bedrooms, a small bathroom and shower, but it could sleep 4. That was as long as my aunt didn't mind sleeping in the other twin bed in my room. When she arrived, I helped her with her luggage and told her what the sleeping arrangements were. She wasn't sure. I told her if she didn't agree I would end up havi

    Never Thought I Was A Cuckold Until..

    Never even knew the word cuckold when this happened. Early twenties my gf and I were going strong. A friend of mine I've known fir years met us for a drink. Busy bar, loud. Us 3 were sitting at a table gf an me on one side him facing us. I excused myself to go to the toilet. When I came back we'll, he had changed seats and sitting next to her and talking quite close every now and then he would touch her hand. I froze looking from a distance, not knowing what to do. I just watched. Yes I should have gone over. But that's when I felt the tingling in my groin. I realised I was getting semi, precum leaking. I was so embarrassed at this went back to the toilet to relieve myself. Came back and both were know sitting opposite. I was flustered but we carried on our evening. 3 or 4 times my friend was playfully touching my gfs hand, she never pulled away. We got up he held her waist as we moved through the bar me following. It should have been me holding her waist, but I just felt like I couldn't stop him. We both went our separate ways he home us 2 to our apartment. From then on I could only think about her with him or someone else. Came very quickly that night. We broke up within a month, she saying things not working out. Been having these feelings for life now and John my friend had planted the seed

  • Wow….that’s Small

    Once in college I got drunk and went to bed with a guy I met at a bar. It was dark when we undressed and we both just wanted to fuck, so no real foreplay.
    I had spread my legs for him and he settled in to fuck me but didn’t penetrate yet (or so I thought). Finally I said “it’s ok, you can slide it in me”. He said “I did…I’m all the way in…I’m really sorry”. I felt so bad for the guy. I just put one arm around his back and the other on his ass, pulled him into me and whispered in his ear “it’s ok baby, just go for it and enjoy yourself”. And he did. I felt his hips thrust into me over and over but felt nothing. I sort of encouraged him and moaned like I was enjoying it. He came in a few minutes with a loud groan then left. I see him on campus sometimes and we both blush.

    I'm His Baby Now, Bought, Sealed, And Delivered.

    I work in a professional office. I have a position requiring judgement and discretion. I work the long hours. One day, without any preamble, he called to me 'baby, can you bring me some water?'

    I froze and I felt like telling him I nobody's baby. But I went and got him some water.

    Baby became my nickname, used for anything and everything. Baby, baby, baby. It was awful, annoying, disrespectful. When he breached the space and time and called me 'baby' in front of my subordinate, she stood stiff waiting. Baby, his voice a little louder. Baaby.

    I should have shut him down the first time, I'm no one's baby.

    'Baby, we are going to Atlanta'. Now, he expected me to travel with him. 'Baby, see if you can book us a room'. A room? Not rooms. Atlanta? Why Atlanta?

    Baby, come sit with me. Baby, did you call him? Baby, want dinner? Baby, baby, baby.

    In Atlanta was a potential customer. In Atlanta he put my bag in his room. Baby, you're sleeping here, which side do you want? Baby, move closer. Baby, turn this way. Baby, it's time don't you think? Baby, come to me. Atlanta. Why Atlanta.

    There is no sense in running, no sense in getting angry. It's too late now. I may be his Baby, but I'm not calling him Daddy.

  • How I Met My Wife

    This happened in 1986 during my senior year of high school. I was a horny teenage boy of course. We lived in a rural area and weekends a lot of kids gathered at an out of the way river spot. Cars parked all around, big bonfire, lots of alcohol.
    I knew Jenni from school, first name basis but not close. It was very late night, things had thinned out. I was standing around the fire with a few people when I noticed Jenni over on the side talking to 3 other boys. One of the boys I knew pretty well. After a few minutes all 4 of them walked out of site behind several cars in the dark. After a few minutes they didn't come back and I was curious. I walked in that direction. I saw some movement behind a truck and walked over. SURPRISE! Jenni was naked from the waist down, bent over the tailgate of a truck with one of the boys fucking her. The other 2 guys were standing there watching. A few minutes later the guy grunted and stiffened up. He finished, stepped back and pulled his jeans up. The guy I know unzipped his jeans and stepped up. The other guy spoke up and said he had already had a turn, I could go next. I watched my buddies ass moving like a jack rabbit until he got off. All 3 guys were just staring at me, then Jenni turned around and said "are you OK, don't you want any". I unzipped my jeans and Jenni reached out and grabbed my dick. I was rock hard instantly. I took my turn and LOVED IT!
    I started dating Jenni a couple of weeks later. Caught some crap from a few other boys but it was worth it. We have been married 33 years.

    What Happened

    For as long as I remember I have enjoyed sex as most women do. Nothing crazy married with 2 kids. Sex twice a week was always ok. My husband always encouraged me to watch porn with him when we messed around. So we did had it on a few months back. Saw a women who looked similar to me getting absolutely destroyed. It was exciting as I eagerly saw her take one in the rear and one in her mouth. Out an idea in my mind and asked my husband if he would ever want to see me do that. He responded that he may but to start with a toy. He did his homework got me a rather large thick 10 inch black monster. It suctioned to the head board i sucked it at first as he did me from behind then he had me switch ends. Holly shit what a big big difference. I never experienced this pain pleasure feeling before and then was hit with waves of pleasure. I creamed myself and nearly woke the kids and neighbors wi the my screams. Kept the real cock in my mouth as I came all over the dildo. Slept like a baby woke up and during the day had some down time and started up again and while it was fun I kept thinking what if I had 2 of these same size or bigger. Would a bigger one give me more or the same pain pleasure I was seeking. I don’t want to be super eager but I’d ask my husband over and over to do the same thing for me. We did this for a few months when one day I was at lunch with a few girlfriends and met this barista named Orlando. A black good looking guy flirted and got my attention. His slacks that he had on where nice and tight and his cock we visible and seems rather large for his pants. I had bad thoughts and when we where leaving g I said my goodbyes to my friends and headed to the rest room. I waited telling my self that if they had left I would talk to him. If my friends where still there it was a sign to leave. Walked out my friends had left he made the first move he was off a short time later I waited for him we exchanged numbers and a few days later I headed to his place on his day off. Cock wasn’t as large as my toys but it was thicker. I turned into he personal fuck toy and was being used a lot. A lot I mean pounded out almost daily then he introduced me to his cousin who was his roommate. Darren was tall muscles on muscles. Compared to him my 5 foot 4 frame was small. How cock made my toy look and feel like a kids toy. Between Orlando and Darren I have been fucked multiple times. Had my first DP definitely not my last. I take it like a champ now and we are planning a boys weekend and I’m the entertainment. I’m hoping to try and take 4 or more. Not sure what happens but as with was turned on and it spread my ass and legs. Here is to an awakening.

    Oh, How Embarrassing, The Things We Put Up With For Our Lover

    The story I heard growing up was that so and so had been found in a car with a dead prominent executive in top of her, had died while having sex with her. Such was her shame, that she had to leave the country, and her family completely disowned her. My mother swore it was true, she was her best friend, and the secretary of the executive.

    So, I'm not a secretary, but I am a highly educated subordinate, and my executive passed out drunk on top of me in a hotel room, and the maid found us. It cost a pretty penny to buy her silence, and help me get out from under him.

    If it had come out that the executive is in a 'consensual' love affair with his 'young and pretty' subordinate, he would be pillaged and embarrassed publicly, fired by the board for getting a little nookie on the side. And I would be the victim, of his predatory behavior.

    His wife, she introduced us, she encouraged him to hire me. She asked me to tell her first if I 'got' pregnant, so we could manage the news, if that were to happen.

    Today's wife is different, she's not so ignorant as to believe her powerful executive husband is a pious man, and doesn't like a little nookie. So, why fight it, join in, pick wisely. Better she be close with her husband's par amour, ensuring she isn't running around embarrassing herself, and embarrassing him, and thus embarrassing the wife at home with her children. Are we so foolish as to believe a man can only love one woman? Get real.

    We have our night of the week, in a nice hotel room. But we partied, he drank to much, and comfortably in the arms and legs of his lover, he passed out solid. It did cause me to panic, until he was snoring, safely in my arms, but I could not 'toss' him off. Two hundred pounds of dead weight 'weighed' me down, without help. I managed the phone on the nightstand and called housekeeping to come help me.

    I owe her big time, she understands, but really asking her to help me roll a naked man off me, and me all naked under him. She wanted, ugh, to know if he was still 'attached'. I bought her a very nice pair of earrings, and keep her name in my book in case I need her. Maybe come live with me, and be my lady in waiting. A girl, a single girl, sometimes wants the company of a very bright and beautiful Hispanic lady.

    Bukkake

    When I was barely 20 and stationed in Texas I was approached in the mall by a couple of girls asking if I wanted to make some quick cash. They were picking up Army guys for low budget pornos. I did a couple, fucking some random women while I wore a ski mask. There was one though, it gained some early internet days popularity. The was m90, if anyone remembers that one. It was a bukkake video. About a minute of a girl sitting around having a conversation with another girl was guy after guy walks up and nuts in her face whole she pretends nothing is happening. I of course fucked it up, missed my shot and blasted her right past her face and all over her shoulder. Never thought anything of until a several years later, my ex wife who I had married after this video and confided in about it, re-released to my family and friends through social media. Wouldn't have been bad except I was jerking lefty for the shot and had my unmistakable tattoo visible. Hard to describe the embarrassment of grandma knowing I jerked off on some random Asian woman for $60.

  • Maybe A Little Too Far...

    Me and my wife are both 47 and have been married 23 years. We have had what some would call a "unique" relationship. We haven't had a declared open relationship, but we have each cheated on each other so many times I cannot count. And we both have had this kinda "whatever" attitude about it. We are secure, have stayed together, and even on a few occasions the cheating even made our sex life hotter.
    Well last week she may have taken thigs a little too far. I came home from the golf course several hours early (buddy had an emergency so we cut round short). Walked in the house and immediately knew what was going on. My wife is quite "loud" when having a good sexual encounter. I could hear her screaming and it sounded like the living room. I walked in to find her bent over the side of the couch getting fucked from behind. The surprise was who was doing the fucking. It was a 17 yr old kid from down the block! Let me repeat, 17! Now my wife is still hot at 47 and I can't blame the kid. At 17 I would have done it.
    I backed out of the room and quietly went into the kitchen to get a cup of coffee. I listened until it was obvious he had finished. After a few minutes of quiet I heard them walk upstairs to the bedroom. The noise started up again and they stayed in the bedroom for 2 hours!
    We had a slightly awkward talk after he left. She didn't seem to be too embarrassed about the experience...