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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.

- Embarrassing Moments -
Straight Male / 24

Embarrassed By Older Sisters University Antics Update

So I spoke to my sister after my previous post awhile ago but couldn't find the time to post here
After speaking to her she told me much of what a comment on my previous post said.
She feels like shes more liberated and wants to explore more of her sexual needs with younger men. She said she didn't know about the Snapchat vids but wasnt bothered by them even though she knew someone from her teaching job may see it. Apparently taking nerdy students virginity is a wild fantasy of hers she had to fulfill.
Not quite sure what to make of it since she was always the straight laced high achiever

2
# 72603 - by Tubbyjock12 / July 27, 2024
    • - Embarrassing Moments -
    Straight Male / 38

    What Makes You Behave Like That

    It was during my divorce that I went to this cheap strip joint. I don't deny I was depressed. I sat at the stage and watched. Titty heaven. One girl came over, up close she was a lot older, crouched in front of me. Although showing pink was against the rules, she slipped her finger under her thong and exposed her pussy, and slid her finger in herself. I looked up and she smiled, whispered fifty would get me laid.

    I slipped the money towards her and she told me to meet her outback behind the dumpster. She lowered her thong, her hands against the dumpster, and I fucked her. I went home more depressed than when I got there. I spent the following months worried about catching AIDS. Although the tests were negative.

    That was the beginning of the slippery slope. I spent every penny I could lay my hands on fucking lowlife whores. I fucked a couple of homeless whores. I used a condom. Never kissed them, much less ate them out. Fuck and dump and drop a ten or twenty on the ground.

    The urges came sporadically, until one day I woke up broke, and helpless.

    I'm better now, I'm deeply ashamed for my behavior. I'm divorced. My wife has full custody of my kids I can only see them under supervision.

    1
    # 72581 - by F Delgado / July 26, 2024
    - Embarrassing Moments -
    Straight Female / 44

    Drunk Barefoot Mountie

    I was having breakfast at Tim Horton's until in comes a Barefoot Man in a Mountie Uniform who looked completely drunk and would break the law with his shenanigans.

    The Mountie began to march and shout very loudly that He's The Mountie, He's Brave, He's Strong, He's Handsome.

    Yeah Right, nice try there's not a damn thing hansome about This Drunk Mountie who was making an ass out of himself as Tim Horton's Employees shouted at him to shut up and get out

    The Mountie than told that worker he will enforce the law and arrest that worker but that worker told The Mountie that sh will get the real Police hre to arrest this fool.

    The Mountie than began to march his way towards the restroom and The Mountie was still barefoot as he entered the restroom making me nearly gag on my coffee.

    Then several minutes later The Mountie returns from the restroom wearing his hat, sunglasses a Underwear with the Canadian Flag on it as I noticed a brown streak and there was shit leaking out of his underwear.

    Then the mountie dug out a turd nugget from his underwear and horrified everyone by wiping the turd on the soles of his already dirty ass, blacker than Tim Horton's Coffee, Bare Ass Feet completely grossing out everyone at Tim Horton's

    Then The Mountie took his shit covered feet and started smelling them in the middle of the restaurant as everyone was seriously getting disgusted with this nasty bastard's antics.

    After The Mountie smelled his disgusting feet in the middle of Tim Horton's, he went over to my table and threw a turd at my face and then snatched my breakfast sandwich, put his foot in my sandwich, and SUCKED HIS TOES ON MY FUCKING SANDWICH.

    I threw my Coffee in the Mountie's Face and grabbed a Hockey Stick that The Mountie brought in here, and hit The Mountie Upside The Head with it as The Mountie fell to the floor and soon after that here comes Tim Horton's Employees to drag The Mountie's drunk half naked ass out of the restaurant and for American Authorities to haul The Mountie back North to the Border.

    0
    # 72503 - by Canadian Karen / July 22, 2024
    • - Embarrassing Moments -
    Straight Female / 28

    A Room With A View

    I went with my husband on a cruise and we got an obstructed ocean view , which was cheaper than a regular window. It had a life boat outside of it and our view was not great. When we docked in St. Martin, they lowered the boat (for drills) and we had a nice view of the island.

    We went ashore and had a great time at the nude beach. I went nude almost the whole time and got really turned me on with guys looking at my tits and pussy. I was getting very wet on the beach as my husband massaged my breasts on the beach. I saw a few guys touching themselves on the beach while looking at my tits. By the time we returned to our room both of us were ready for action. I stripped off my thong and top and ripped off his trunks. I began to give him a nice hand job as he rubbed my breasts. After about ten minutes, I began to suck his cock. I was really turned on and was on all fours with my ass pointed toward the window. I continued to suck him until he came in my mouth. As always, I let a little drop from my lips. As I turned around, I saw that the window was still unobstructed, except for the window washer, who was probably five feet from us and watching us through the window.

    I was a little embarrassed but I got up, walked to the window and closed the blinds while totally naked. It hadn't been my intention to give him a show but I was turned on enough to get my husband to suck and fuck me (with the shades closed this time).

    It was embarrassing but I often remember giving him and unintentional view of me while I blew my husband. I didn't get a good look at his face when I closed the shades so I always would wonder when the workers smiled at me the rest of the cruise whether it was a pleasant smile or whether he was the window washer that day.

    2
    # 72495 - by Nude Beach wife / July 21, 2024
    - Embarrassing Moments -
    Straight Female / 38

    Brother In Law

    I have been divorced for a long time went to see my sister did not think to call her got to her house.her husband answered the door Helen he said. Is Debbie in he said no she has gone to see Donna this is a relative I said sorry thought she was home he .said come in we chatted for a while i said better be going got to the door.said bye normal get a kiss on the cheek he went to kiss mr goodbye.but I kissed him on the lips a long snogging I could feel my self getting wet between the legs .iwas inside the house still snogging.i started to feel his cock . Next thing he had his hand in my knickers in to my wet pussy lucky I had shaved .his finger was on my clit .next thing we where on the couch my knickers where round my ankles .I kicked them off I pulled his shorts down his cock was stiff gave it a lick .l now was on the couch legs open his tongue was on my clit by this time I was sloping wet his cock was in my hand.I guided it in to my slopping wet pussy .its in I let out a scream god it felt fantastic.he was pumping hard I could feel his cock hitting the back of my pussy I said please cum in me I could feel his cum in the back of my pussy it felt good. Next thing I had my bum in the air bent over the edge of the couch. He guided his cock in to my sopping wet pussy .I could feel his balls hitting my bum he was stretching my pussy .he delivered his next lo of cum in me .

    1
    # 72493 - by Helen / July 21, 2024
    • - Embarrassing Moments -
    Straight Male / 50

    A Strong Erection Drops When It's Time To Penetrate My Horny Neighbor.

    Yesterday i went by my neighbor's house to assist her with a broken pipe in her kitchen.
    When i got there she had on a big white t-shirt but at the time i didn't know what kind of under clothe she had on. Anyway i concentrated on the task at hand till it was done.

    I then returned to the living room area to find her standing on a wooden stool as she tried to take down the window curtains for the laundry. I went closer to her and ask her if she needed help with that also and as faced up i noticed she had on a mesh bikini under her t-shirt.

    I got nervous standing there while conversing with her at the same time.
    She then dropped the first curtain to the floor then she moved over to the other.
    Up the stool she go again when i jokingly held on to both her legs telling her i better hold them before she fell as she laughed. Seconds after i was slowly massaging her legs where she stood quiet, and out of sheer guts i went a little further as my hands start touching her vagina through her knickers.

    She did not say another word but when she came down from the stool i went up behind her and slowly took her panties off to bury my cock into her wet pussy.
    I then proceed to take my cock out which stood hard when she were up the stool but when i did it quickly became softer than a sponge.
    I got desperate to penetrate her as i tried more desperate to revive my cock but it only got softer and started to shrink.
    It was one of my most embarrassing moment.

    I went back today to try my luck but she told me no.. Damn!!

    2
    # 72483 - by Delroy / July 20, 2024
    - Embarrassing Moments -
    Bi-Sexual Female / 47

    Sent A Family Member Nude Photos

    Recently I sent an uncle of mine nude photos of myself by accident, once I realised what I had done it was too late. All I could think about was what he would think of me exposing myself to him like that and if he was going to tell anyone else about it. I nervously waited for him to reply or call me straight away but he didn't. I decided to call him instead and try to explain myself to him and that I sent him the photos by accident. I was really surprised when he told me that was ok about everything and that he actually thought the photos were very nice. I was very embarrassed that he had actually seen me completely naked with my legs wide open. They were very close up photos of me exposing my pussie and spreading my lips open, he had seen everything. I thought he would be shocked and very disgusted in me but he was so understanding and told me not to be embarrassed by it. I was even more surprised when he said that he would be very happy with me sharing more of my photos with him if I was ok with it. About a month later after thinking about it I messaged him and asked him if he still wanted to see more of my photos and he said he would love to see more and promised to keep it between us. Since then I have shared quite a few photos with him and get excited about showing off my body to him every time. I know he looks forward to receiving my messages and photos when I send them to him. He tells me how amazing I look in the photos and appreciates them all.

    0
    # 72455 - by Julz / July 19, 2024
    - Embarrassing Moments -
    Straight Male / 21

    Parking Mercedes

    My parents had some neighbors move in a couple of years ago across the street. Younger couple in there late 20s with no kids. I met them the husband didn’t say much to me but his wife Mercedes Cedes for short would always smile wave make small talk I noticed it was always more than usual when her hubby wasn’t around. She was a shorter blond very small tits almost nothing up top unless her nipples were hard. Then it was almost a flat chest with thick nipples. They are fun to play with but not much there. What she didn’t have in tits she has in ass. It’s big big hips thick thighs and shows her ass off. In shorts her ass dangles out they are loose and you can see that she has a little cellulite but legs that thick are. It going to be perfect. I saw that when I was out front she would come around and talk. I’d flirt I even asked her to happy hour with some of my buddies and agreed to go after some slight pressure and teasing. She met me out front and was in a blouse and a lot of jeans. Make up done hair done already for a day out with a friend. I told her she looked damn good had drinks with friends we where headed back we talked in my SUV in my Tahoe we had a kiss then another then I sucked her tiny tits found her nipples extremely large for how small her tits where. Got a blow job then hopped in the backseat and drove my cock into her. She is a good fuck and rode me until I exploded inside her. We kissed and I took her home. Again the next afternoon I took her out to hang with friends. She had on a short skirt and a tank top. We where making out in the parking lot before going in and I had her give me a quick kiss on my cock. Well that turned into a full bj and we where in her car. As I was leaning back in my seat all you could see was the back of her head unless she came up to say something. She happened to lift her head to tell me how much she loved sucking my thick cock and was licking my dick head when a guy went walking by and saw her she even said that guy just saw me licking your cock oh my god. I pushed her head down and told her he was gone finish up. She did suck the life out of me and swallowed almost all. What ever fell out she licked and sucked up. We cleaned up she pulled her top up we went in tot he bar sat down was getting ready to order a drink when the guy that had seen her blowing me walked up and asked her if she needed a drink to help wash her protein shake down. She was bright red and said yes she’d like a drink. I was laughing my ass of course. The whole night he made small comments to her mostly. When I got up to take a leek he apparently asked her how serious we where because he would like to take her out. She told him we lived toy and she as happy. When we left she had the last comment. We paid the tab as we where leaving he said see you end time she was very close to the bar and looked at me and told me let’s go fuck in the car now. We did and he came out to see us in the back seat as she rode me. Back seat windows where tinted and it was dark but she made sure to make it clear what she was doing. We had the windows cracked a bit and she as louder when she saw. I came about a gallon of cum inside her. Her and her husband are currently separated and we are dating. Parents are not so happy but my cock sure is

    0
    # 72436 - by Anonymous / July 18, 2024
    - Embarrassing Moments -
    Straight Female / 31

    Never Lived It Down

    When I was a 19 year old girl, me and two of my friends did something that got us in a little hot water.
    On the edge of our small town there was a strip joint beside a truck stop. One night a week they had "amateur night" with a $250 prize. If you won a week you got to come back for a dance off with the other monthly winners for $500.
    We all put on cute panty and bra sets plus garters to catch our tips (LOL). The place was a fully nude bar and we were prepared for that. Each of us had to dance two songs. One to strip and the next go give the men a good view of all our assets.
    I didn't win but one of my friends did. Now to the embarrassing part that got me in trouble. At one point in the second sone there were several men against the stage holding up money to slide in my garter. I bent down with my legs apart to accept some money and G*D!!! A neighbor from down the street, a friend of my dad, was there with a tip. He was nice and eye level with my shaved teenage pussy!
    Of course he blabbed. My parents, family and the whole neighborhood found out. Never lived it down ans still hear about it occasionally.

    3
    # 72397 - by Me / July 15, 2024
    • - Embarrassing Moments -
    Straight Male / 44

    Mormon Amber

    My wife did something her parents well her family could not believe. She married outside her church and never came back to there religious beliefs. That was huge for a girl who grew up in there little circle. Anyone who know about he Mormon people know this.
    I met her as we both worked for a local newspaper. I was 24 and she was 21. I am and still tall muscular for guy. When I was younger I had no problem getting girls. I don’t care if I was shut down i always tried. I have always liked a certain type of body on a woman. Curves really curvy bodies. I don’t care what there nationality was I liked cute faces big asses slim waste. If you had tits even better. I remember i got this pet time job in the evening selling papers on the phone. The job sucked and didn’t pay shit. But it was me this other guy name EJ and about a dozen women. Some were married some single. All needed the extra cash. Out of the dozen there where maybe 7 or 8 that where good looking and flirting was a constant thing. I started working there an in a matter of months I had fucked at least half of them there. It was easy out hours would be from 4:30 to 8:30 and after there was a small bar where we would hang out at right across the street. After a few drinks back to ther car and pumped them full. They all talked and all where food with it. Except the single ones they always wanted more. Dates and more of a commitment but eventually they put out. One day we show up and the lead in charge introduces us to this blond Named Amber. There she was in a pair of jeans that looked like they where painted on a tiny waist and a set of tits that where very perky. The lead who was married with 3 kids came by and said that she saw how I was checking her out. Could I wait until at least tomorrow since we are supposed to hook up after work. I said yes but she will need to be extra slutty while at work. That’s another story but I did talk to Amber that evening while at work. She seems very innocent and told me check was seeing someone from her church. Each day we would chat about her life and found out that she was a Mormon and told me so much. She also said that even though she dated while in her teens she never had drank alcohol and was a virgin. The evil side of me thought of all kinds things I could do to her. I started to ask her to join us after work. She was reluctant but eventually caved in. At first she would go drink water or ice tea. I’d push and ask her to have a cocktail but would not cave. She was always dropped off and when going out she would need a ride home. Finally she surprised everyone when she went out with us and had a drink. It was a lemon drop something one of the other girls had and said it sounded good. She asked me if I could take her home. Sure I said I had a nice sports car at the time. It was a g*ft from graduation from my parents. I thought I was hot shit back then. I’m pulling up to her house she asked me to stop at the corner. We where talking and I know she wanted a kiss. I could just tell by how she was acting. The booze the car ride I had been in this situation before. I leaned in and we had a kiss then she really went in and it was pretty nice. My hand slid up under her thin buttoned down shirt she was wearing and had a hold of her tit. I played with it for a bit and then I couldn’t find it in me to push the envelope. I had a feeling that I could have done more with her but the booze and how sweet she was I just couldn’t do it. I totally thought I had fucked it up that night. After dropping her off I had regrets that was my chance. The very next evening she showed up for work and as she came in she walked up to me and gave me a hug and to my surprise a kiss in front of everyone. I good kiss I was surprised. We went out not to a bar that evening after work. We went and grabbed a snack and from then on it was on. A few weeks later she let me take her Virginity and from that moment on she was like the energizer bunny of sex. She went from sweet Mormon virgin to sweet Mormon sex gremlin. We got hooked one each other good chemistry she liked to screw and I screwing her. Then she gave me the green light and gave her her rear to me. Took a while but by then I knew she was the one. 2 kids and 15 plus years together she has a small relationship with her dad. He accepted the face that she was not going to marry a goofy nerdy Mormon. I am of Italian descent and our 2 boys are quite the athletes. He apologized for there behavior when we where married it was a large Catholic wedding. She has a really pale skin complex and has this red thing garter belt with the matching bra. When she really wants something she throws that on. I honestly give in when she wears that still for me.

    2
    # 72390 - by Anonymous / July 15, 2024
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