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.

Saw More Than I Wanted.

When I was a teen around 14-15, I was fascinated with my divorced dad's penis. I had seen him nude several times and I couldn't believe how sometimes it could swell up so big. I was always trying to catch a peek at his beautiful cock

When I was 16, I was on a travel softball team and we were going out of town for a weekend tournament. A weather system rolled thru the upper part of our state and the tournament was cancelled and I didn't get dropped off at home until almost midnight

I noticed a car in the driveway and when I tried to open the door, the chain lock was locked on the inside. I walked around to the back and saw a dim light on in my dad's room. I was about to tap on the window and call out to my dad.

Suddenly my dad walks into his room from the bathroom and he's nude. He's all wet and toweling off. I couldn't believe it when he reached down and started to stroke his hard penis. I was stunned, motionless as I stared at how big it was as it stuck straight out and bounced when he moved around.

I was in dad heaven, I had dreamed about seeing him all hard and exposed to me. Then I almost fainted when Ted, a young guy who worked in dad's shop, stepped into view and he was all wet and naked too. They kissed each other and Ted (who was about maybe 19) got on his knees and was giving my dad a blowjob

Ted then stood up and my dad put him on the bed on all fours and my head almost exploded when my dad started pushing his hard penis into Ted's butt. Dad was rocking back and forth pumping Ted hard and Ted's hard penis was swinging back and forth and was dribbling drops of cum.

When Dad pulled his penis out of Ted, he stroked it and several streams of his juice dribbled out. I came to my wits and ran to my friend Gail's house around the corner and asked if I could sleep over that night.

After that, I had an even more fascination with my dad, as well as Ted. I used to lay in bed late at night, and cum real hard thinking about not one, but two beautiful penises.

  • I FELL ASLEEP WITH A DILDO IN MY PUSSY AND DAD CAUGHT ME.

    About a month ago i were alone at home watching porn while milking cum out of my pussy with my thick 4 inch dildo that i bought secretly. Three (3) cums in a row.
    The feeling were awesome which caused me to fell asleep with the dildo left in my pussy while seeking a forth only to wake up to see my dad standing over me.

    I was so frightened at that moment i felt my heart leaped out of my chest and back.
    I got up quickly and literally ran to my room... Feeling ashamed i locked myself in till the next day.

    I came out when my mom knock me up and told me they were leaving.
    I know he did not told mom because i'm sure she would have storm my room already but i kept hiding myself from dad who must have taken a good look at my bald pussy with a dildo stuck in me.
    Four days later he came knocking on my door and ask if we can talk and i said sure.
    He get right to it and told me to be more careful next time. He told me i can do whatever pleases me but behind the walls of my personal space would be great.

    I never replied to what he was saying, i just listened, and when he was done he hugged me and left taking with him a huge load off my shoulder. LOL
    Right now i feel like me and dad are the best of friends.

    That Was A Long Time Ago

    I’m married to the love of my life I met him while I was married he was 10 years younger but we had a connection. Sexual emotional connection that i can’t explain. When I was young my ex husband and I who was a constant cheater married young. We had our son and that was about all the connection we had. We were broke and he always had his rich quick ideas that never worked. He started businesses put us into debt maxed out credit cards just a world of headaches. There were times that we did not have enough to make rent or put food on the table. I started cleaning houses part time to help out. I’d have my MIL watch for a few hours. I cleaned 5 houses a week 3 of older retired couples. While I did. It go to college I had a great work ethic. But cleaning the houses didn’t pay much. I still stressed while my husband drank and hung out with friends. He started a landscaping business that did well but horrible spending habits prevented us from getting caught up let alone ahead. 2 of the Josie’s I cleaned the husbands where pervs. I have been blessed with a small running bossy type. Spinner with c up boobs very perky large nipples that stick way out when I’m excited. I have a very skinny waist even after my son like I never gained weight. I’m only 5 foot tall due my hair blond so dirty blonde and green eyes. I have a nice rear that get attention. Back to the pecs one by one they would say how good I look friendly they both knew each other as that was how I got to clean there houses. Back to back days I would clean there houses back then I only charged $75 for the cleaning. I spent about 4-6 hours at each house. One of the old creepers asked me one day what was wrong i looked stressed. I was I took it to far and spilled the beans on what financial situation my husband at the time and I where in. I was only 21 with a 1 year old so it was easy for me to vent. He said that he could help me out with a little more cash. Bam being young and naive I asked how. He touched my hand and said well if you can do things for me special things. I said like what. He said well we could work something out pay depends on what you do for me. Still a little confused I asked him details like deep
    Cleaning ?? He laughed and said no dear of you use your mouth or one of your special holes it would pay much more. I was a hit shocked as he kept going. He flat out said if you blow me and swallow I’d pay 100 bucks if you let me fuck you 200 of you let me fuck all 3 holes 300. I was in shock as I had never been put in this situation before. I was negotiating and he was extremely excited. I know I wasn’t going to let this guy screw me. I built up the courage and tell him $200 and il jerk you off he said 100. I said no 200 and il do it topless. He said no 150. I say 250 and il jerk you off topless and in my g string and I stood turned around unzipped my tight jeans and pulled down showing him my rear and tiny g string. I know with out adjusting my g string and pulling down my jeans that my g string would be splitting my lips. I have meaty lips that wrap around the g string if I don’t adjust. He said ok let’s start now. I said let’s see the cash. He left and came back about 30 minutes later while i finished up. I asked where his wife was he said that he had sent her to get them lunch at a deli and she be gone for about an hour. He sat back I got almost naked and proceeded to jack him off. He begged for me to suck I did not give in and would spit on my other hand and rub the tip of his dick head. He made noises and shook and I knew he would be shooting his load soon. When he shot his load o covered and rubbed his head again and he would let out an oh fuck that’s good. I’d go wash my hand get dressed and finish and go home with cash in my pocket. The other old guy went the same. He asked for more I told him same as your friend and you can’t tell anyone else or I’m done and will never do it again. Both agreed and once a week I got an extra 500 bucks to jerk to old guys off. I saved a lot of money as I did this for almost 10 years. One passed away then the other by then I was just mostly topless for them. I let them fondle my tits towards the end. Never fucked them. I told my current bf about this and he now makes me clean the house as I did for them except I let him use my holes. I gave him my anal virginity never let my ex husband back there. I came close one one time when we where fist married but he was to excited and couldn’t get hard. My fiancé had no problem taking it. Slow at first then to a hard pounding. I really enjoy the fucking. He enjoys the stories I tell him about the old guys. I admitted that a few times I took extra money to lick it off my hands the goo.

  • It Was Very Awkward For A While

    So I have a buddy named Scott who I met a work a couple of years ago. We are the closes on age so we hung out at work and after. He is a few years older than me and is married. His wife Stacy is in her late 20s very attached women. We often went out and I was always the 3rd wheel. On a few occasions she would help me hook up with some girls from the bar we were at. I never felt any weird sexual tension between us. Although if she was single I would have been all over her. She is a short blond skinny waist big curvy ass and a nice set of tits. We were all comfortable around each other got along well. Scott and i at work are talking about this girl I had dated that worked in the office. I was telling him about the fetish she had. During us having sex she pulled out a dildo and sucked on it while I banged her. A Scott then says that would be a good idea. I looked at him funny and he goes and tells me that he and Stacy had been watching porn and she has always been very interested and excited about the possibility of 2 guys and her. He said that she had done it before she eas married and enjoyed it. He didn’t get into detail but apparently they worked over pretty well at a party and it sounded like a gang bang. Thinking of her getting fucked was getting me hard. Fast forward a few weeks and we had talked about it some more and one Friday night while out she brings it up. The booze helped and she filled me in on the gang bang story and Scott chimes in and says let’s go back to the house. No one was extremely boozed. Stacy was flirty so I said hell lets go back. We get there Stacy is a 5 foot 2 145 lbs women. She is dancing around and starts to taker her jeans off and with her pants down around her knees she sits her very nice fat ass on my lap and proceeded to grind herself into my cock. I felt it getting hard and apparently so did she. I’m also a big guy for very muscular and my cock while it’s not a 9-10 in her is close to 8” and very very thick. Like a tall boy thick. I once had a girl tell me that it hurt to much the first time we had sex that she practiced fucking herself with the wide end of the wine bottle. While it’s not that thick she said it’s the closest she had to it at the time. I look at Scott and I’m like dude are you ok with this. He says yes he wasn’t sure about it but he likes what he sees how she is getting excited. I loose my shorts and boxers and she is now on her knees with her jeans around her knees topless. It was the hottest soft I have ever seen. With my cock in hand she starts to jack it off and licks the head. My cock is growing and growing I see Scott get up and come over my cock is fully erected now and so is Scott’s. She can’t touch fingers with her hand around my cock. She has my cock in one hand and Scott’s on the other. Side by side I’m like 2 and a half times bigger then Scott’s and it’s noticeable. He didn’t say anything nor did Stacy but the look on her face was priceless. She licked out cocks sucked on Scott’s and then stretched her lips around my cock. It stretched her mouth. She directed s out to the back and told him to bang away. Basically spit roasting her. She told Scott fuck me and told me fuck my mouth. She tells me rough please I have never gaged before let’s see what you got. I slid my cock to my balls and nope she won that battle. We switched spots and Scott was mouth pumping her when I spread her lips fingered a bit and slid my cock in. She let out the loudest FUCK and moan I have ever heard. I pumped her for a bit and she was right that I was going to cum didn’t say anything she felt it reached back and caressed my balls and I shot a gallon into her. Scott had dumped his load and was on the couch. She was still in the doggy position was leaking the sight of her ass up in the air kept me hard. I reached into her puss spot on my hand rubbed the tip of my cock and pressed it into her ass. Didn’t ask just took it she was in a daze form the fucking we had given her and she didn’t say anything until the heard broke through her tight O ring. More noises I lasted a bit and she just lay there letting me fuck her ass. I shot a load but not before she shook from an orgasm. Best night ever is what I told them. I promised not to say anything and keep it to my self. Scott promised Stacy that we would have more fun. A few days after this happened Stacy stopped by my place and demanded i fuck her. I said it was t a good idea and she said that it was Scott’s idea to let out the slut monster and all she can think about is my cock. She said it’s not the same with his. She was down to her g string when she said if I fucked her I could fuck her ass the rest of the time but she had to cum. It’s been a month and we are yet to have another 3 some we ate banging away. On my phone she changed her contact info to personal Barbie fuck doll. And the picture that pops up since it’s an I phone is her with my cock in he mouth.

    There Is No Such Thing As A Fourteen Year Old Unaware Of Sex

    Summer camp in the Adirondacks was a family tradition. But fourteen is a little old. I was sent that summer as a junior camp counselor. It is also the summer I became sexually active with the camp counselor from my earlier summers. It wasn't forced, it was very much consensual. Unfortunately it became a horrible situation.

    In my light headed response I let a friend at home know I had become a woman. She spilled the beans, her mother contacted my mother, my mother came up immediately and I was under the hot interrogation light. I refused to answer, but I slipped up with a 'who cares' comment, the head female counselor suggested it had to be 'him'. He admitted to it offering to marry me.

    He pled to inappropriate sexual behavior with a minor, was fired, spent three years in the penitentiary, released to two years home confinement, registered sex offender. We got married the summer after he finished his home confinement. I was one hundred percent ready, willing and able to have sex. Most, no, all fourteen year old girls are ready for sex. Only prude women think they are protecting our virtue. Instead of self serving prudish attitudes give us birth control and condoms. We can handle it. By fourteen all girls know about sex, having babies, STDs, HIV. We are taught that at school.

  • He Just Kept Going

    I have been in a bad relationship for a while. My husband and I stayed together until our some left for college and then we really have drifted apart. The place I work out has a golf outing once a month after work on Friday. Sometimes customers are invited and they play with our sales staff and warehouse guys. I play a little and enjoy being around people. At 46 I am not the same as when I was in my 20s but I still have some nice features. I have small boobs but have a rather large ass and thick legs to go with it. I’m half Puerto Rican and have my mother’s bottom for sure. It has always got me attention. So on this particular good outing I was placed with one other girl and 2 warehouse guys. One of our reps had been flirting and I had been flirting back. He asked me to there bar before teeing off and I joined him for a couple of shots and a beer. To loosen us up. We did just that then he swapped spots with one of the warehouse guys so he could pair up with me. We were only going to play 9 holes because of time and then grab dinner with all the players. We start and by the time we are finishing up he and I are all over each other when we get chance. As we are driving in our cart I’m getting felt up I’m rubbing his cock through his shorts stuff like that. Out 4 some was loud and we skip the 9th hole to get drinks the 2 go to the bar and myself and the sales guy run to my suv so he can finish playing with my holes. He does just that a quickie turned into my sucking his cock he licks my rear puts me on all 4s and proceeds to fuck me. I have a Quick orgasm I let out a fairly loud moan. While I’m coming to my senses I feel his slimy cock head pushing into my rear. I had not done anal in years and he is back there pounding me like a porn star. He doesn’t last and I feel him tense up and before o could say for him to not cum up my rear he blasted inside of me. He kept saying how good I felt and he stayed hard. He was having me run my clit and i started to cum as well. He lasted longer this time around and pounded my rear for a while. I don’t know why but when we first started he had lowered the window on my passenger side. We where in the back and had not noticed the 2 that we had golfed with standing at my passenger window watching us. I noticed them as he started to tense up and was letting go into my rear. I went to pull away and cover up but he had me by the hips and was pounding away. My small boobs where exposed and he kept telling me how tight my asshole is. I was so embarrassed and both cheered when he shot his load. He kept pumping and I felt his cock getting hard I popped up and said we have to go and he made me promise to hang out after dinner. I got dressed I was sweaty I was leaking I was still horny. I sat next to the girl who cheered me on. Both said they wouldn’t say anything. I felt like everyone was looking at the girl who was getting ass fucked in the parking lot. I don’t think they told anyone it was just a feeling. Yes he took me to his place and he did me privately. We still see each other every once in a while. We have hooked up in the parking lot a few times to be honest. This time the windows where up.

    Joke Was On Them

    This happened over 10 years ago when I was in high school. Our gym teacher had a rule. If you dress for gym you at least get a "D" whether you participate or not.
    Well there was this skinny, nerdy kid who dressed and sat on the bleachers every day. He always dressed in the bathroom and came to gym class wearing baggy sweats and a large t-shirt. He never went in the locker room. He was quiet and kept to himself.
    Anyway one day as class dismissed he got up to walk out. One of the jock boys grabbed him in a bearhug from behind. Another boy pulled his sweats and tidy whities down to his ankles. You could have heard a pin drop in the gym as everyone got a surprise. His dick wasn't big, IT WAS HUGE! To this day as a grown woman I have never seen anything like it. Soft it probably hung about 6 inches. But that wasn't what got me. I bet it was as big around as a coffee cup!
    This strange kid could have been king of the world if he would have just walked around naked from the waist down.

    Barbecue Discovery

    Talking to a new colleague of mine, I quickly realised from his description of his wife, I'd been fucking her for over a year.
    She has a very distinctive tattoo which given where it is, just above her clit, you'd have to be very intimate to know about it.
    Well I've kissed, licked and sucked on her huge clit many times since she and I have been fucking.
    We first had sex after she quite literally bumped into me in our local supermarket.
    I can't remember exactly what I said, but it was probably along the lines of "You don't need to run me over to get me into bed".
    That same afternoon in my car, I fucked the older married blonde after I'd discovered her tattoo by eating out her pussy.
    We fucked again the following morning at her sisters place. She was looking after it while her sister was away for a couple of months working.
    How it got embarrassing, was being invited to a barbecue at my colleagues home.
    His wife made absolutely no effort to hide the fact she and I had had sex. In fact she told my colleague exactly what we did two days previously in the woods close to their home.
    I went absolutely beetroot and was about to try and explain things, somehow. But he very calmly told me, I'm not the first to bang his wife, as he put it, and if I wanted to I could take her inside and "make her happy".
    I went from being totally embarrassed, to fucking my colleagues wife on their marital bed as the other guests ate and drank beer. And as he from all accounts a few minutes later sucked off a guy in their kitchen.
    I had no idea they were a very hedonistic couple and that they often did their own thing sexually.
    I now know on each occasion we'd fucked, my colleagues wife had pretty much told him everything.
    My colleague and his wife no longer fuck. She's eleven years his junior at forty one, and he's far more interested in cock these days.
    Even though my colleague knows I'm fucking his wife, we still have sex away from their home, mostly. That's because she loves being fucked outdoors.
    It's a kink I've definitely gotten into myself.

    My Defensive Walls Were Breached At A Prom For The Graduating Class.

    Of all the people in the world i allowed myself to be fingered then fucked by one of my graduating student on the night of the prom and now i am so ashamed of what had happened.
    I wont tell his age but he were one of those popular male student in school who didn't have to chase after a single girl no matter how popular or hot they were.
    This young man was very slick and not to mention smooth and soft spoken.

    He makes me feel like a horny teenager as i kept watching his every move and presenting myself with every opportunity to have a chat with him. There were times when i've been overcome by jealousy for no special reasons when i saw him talking to any of his female peers. I really did started to wonder what is going on inside my brainless head.

    He couldn't help but noticed my ever presence. I could not hide the lust that held me hostage when he came up to me for a dance to remember him. I then tried to act the part like the stern teacher i were but he breached my walls with utmost eased when he held me very close to him with my boobs firmly pressing against his chest like a first time lover.

    On the dance floor he made me blushed. He steered into my eyes for several minutes without saying a single word and that have created the opening for him to pounce.
    He then tore down what was left of my defensive wall when he tenderly kissed my lips and i kissed him back and at that very point i already knew for sure that i will be fucked by this youngster who fingered me before leaving the dance floor.

    Of course he fucked me that night.. And yes in my own car in the parking lot.
    After that night i swore to myself i didn't want to see him again but i did when he came by his alma mater to look for everyone including me.

    He surely resurrected my shame that day.

  • What's A Mother To Do ?

    I have a son Robbie, who is now 16 years old. We've been concerned about Robbie for several years. He's gotten into the local theater group and has also been taking dance class. He has become somewhat feminine in his look and behavior. He doesn't date and the few of his friend I have met give off the same vibe.

    My next-door neighbor and close friend Anna is a seamstress and works from home. In the past she had made some costumes for the theater group, My son Robbie had gone over to her house to do a fitting for an upcoming performance.

    After about an hour, I decided to walk over to visit and see how things were going. There was no answer at the door, so I walked around and went in the side door. I went down the basement steps to her sewing room and got the shock of my life.

    Anna, a curvy Hungarian lady about my age was bending over the table and my son Robbie was slowly fucking her from behind. I stood there in shock looking at Robbie's tight ass and fine young penis slowly thrusting in and out. Anna's heavy boobs were wobbling back and forth and she was moaning and mumbling something in Hungarian.

    I was fascinated by what I was seeing but I had to back away and go back home. I went home almost breathless and mixed myself a strong drink. To say I was conflicted would be an understatement.

    On one hand I guess Robbie isn't gay after all, but at the same time, my next-door neighbor and best friend is fucking my son ... What's a mother to do ?