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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 -
Bi-Sexual Male / 70

Wife Outed Me

I have videos of myself having sex with other men. My wife took one of the discs to a neighborhood party, and while I was outside with some friends, she put it in the player. All of our friends and neighbors saw me sucking cocks and being fucked on the big screen TV. It had apparently been playing quite awhile before someone came by and mentioned I may like to see the movie that was on. I went inside just in time to see a cum shot hit my face. Everyone was laughing and applauding. I was so embarrassed I left the house immediately, and stayed out there for the rest of the evening. I knew the video was four hours long, and every time would look in the window, there were still people watching, so I couldn't sneak in and get the video back.
I've taken a lot of kidding about this incident. Some have asked if there was any more videos? I truthfully answer yes, and let them watch as many of them as they like. If you would like to see one, do a search for mountainman blow job. That is me sucking cock.

3
# 70941 - by Ric / April 7, 2024
    • - Embarrassing Moments -
    Straight Female / 30

    Prostitute Or Not?

    The definition of Prostitute is someone who engages in sexual activity for payment. I don't mean to brag but I am pretty darn attractive. All through high school and college I traded sexual favors to teachers in exchange for good grades. Technically I received payment so my question is, was I a prostitute?

    9
    # 70914 - by Me / April 5, 2024
    - Embarrassing Moments -
    Straight Male / 39

    Paranoid And Ashamed

    I recently thought my wife may be cheating on me. Nothing solid just little things I noticed around the bedroom. So I went online and got one of those motion activated spy cams that looks like an ordinary household object. I set it up in the bathroom and started checking it every day. I get home around 5pm and wife around 6pm. So I had an hour every day to check video. A few days ago I finally got video and figured I had busted her. Boy was I wrong.
    Our 14 yr old daughter triggered the camera. She gets home from school at 3:30pm and the video started at 3:40pm. She walked into our bedroom and went straight to our closet. We have a small suitcase filled with a good collection of sex toys. She pulled out the case, put it on the bed and opened it. Then I watched as she stripped down. I was staring at my naked daughter on screen. When she turned in the direction of the camera I noticed her pussy was completely shaved bald. I couldn't stop looking. I couldn't believe the toy she pulled out. We have a huge black realistic dildo. The thing is a foot long with balls, a suction cup and a 10 inch shaft big around as a beer can. I watched as she stuck the suction cup on the hardwood floor. She dug back into the case and pulled out a bottle of lube. She poured some in her hand and stroked the dildo. Then she rubbed some on her pussy. She dug back into the case and pulled out a "magicwand" vibrator. If you have never seen one it is a vibrator on steroids! She lowered herself on the dildo and I was amazed as a few inches disappeared inside her.
    Now to the ashamed part. I was over the shock and was starting to touch myself. She started moving up and down on the dildo when she turned on the vibrator and started working her clit. I know what this vibrator does to my wife and it only took a few minutes and my daughter was shaking and screaming. After her orgasm she dropped the vibrator and planted the palms of her hands on the floor and started fucking the dildo like she was trying to drive it through the floor! Again ASAMED but I was stroking my cock and it was hard as a rock. I couldn't believe it but this tiny 14 year old was going down on this monster toy and taking all of it down to the balls. My wife can only take maybe 7 inches! She bottomed out on the dildo and stopped holding the entire thing inside her. She grabbed the vibrator again and put it on her clit for only a minute when she got off again. And so did I. I shot my load all over the floor by the computer.
    I watched the video as she cleaned off the toy and floor. She put things back, closed the case and put it back into the closet. Picked up her clothes and walked out of the room.
    I had to clean up my own mess and process the fact I just watched my daughter do this amazing sexual act and further, I jacked off to it.

    1
    # 70913 - by Dad / April 5, 2024
    • - Embarrassing Moments -
    Straight Male / 34

    Burned In My Brain

    At 14 I saw something that I could never unsee. Mom was out of town overnight and I was supposed to sleep over at a friends. Well we got in a fight so I went home. It was maybe 7-8 in the evening. I came in the back door and heard some noises from the living rom. I figured dad was watching TV. NOPE!!! I got a shock when I walked in and dad was naked, bent over the arm of the couch and a strange black man was fucking him in the butt. The black man saw me. He stopped, grabbed his clothes and walked out the door. Of course dad was somewhat embarrassed. As was I...

    1
    # 70910 - by Me / April 5, 2024
    - Embarrassing Moments -
    Straight Male / 27

    Caught Looking For Panties, In The Worst Possible Way

    My friend's parents and his younger sister went away for the night so all the guys went round for a drinking session party. The entire night I couldn't shake the horny idea of sneaking into his sister's room and looking through her panties. As the night went on, I would try every time I went upstairs to pee, to see if I could sneak into his sister's room quickly and steal some or see what else she had in her drawers.

    Eventually, as everyone was pretty drunk and rowdy downstairs, I realised it was a good time to be quick into her room and take a peak. I went in, in the dark, opened her top drawer and - bingo - I found all her underwear. I pulled out a bra, but it was pretty unattractive. A beige thing, disappointingly unsexy or flattering. Then I pulled out a pair of panties but they were again like horrible old granny panties. Something wasn't right.

    As I was holding these panties, I looked to the side and suddenly realised someone was in her bed right next to me, looking at me. It was his Grandma. His very old Grandma who was developing dementia and was now living with them, and staying in that room. She hadn't gone away with the parents. She'd stayed home with my friend. She'd gone to bed early, as Grandmas do, and was now staring at me. I think she was probably scared and already feeling intimidated by all the guys having a rowdy drinking session downstairs.

    I was, and am still, mortified by what happened. I never saw her again before she died maybe a year later. In a way I felt relieved that nobody would ever find out from her, and even though it was a mistake I didn't mean for, I know I did a terrible thing.

    0
    # 70901 - by Hendrix / April 4, 2024
    • - Embarrassing Moments -
    Straight Female / 28

    He Didn’t Say Anything

    When I was 18 I worked at a fast food place and hated it. There were a few cute guys but no one that I really wanted to hook up with. I was bored one day at work and one of the cute guys that was older was flirting with me. I’m a cute girl librarian look is what I have been told. I have nice tits and a nice ass. We were off work and we ended up hanging out after work. He said he would take me home and I agreed to go. We got to his car and we ended up messing around. I wasn’t going to fuck him in his car but I let him feel me up and went down on him. He ended up having a big cock and was surprised. I sucked away and figured he would last a little longer than he did. I would suck away and then lick the head while jerking him off. Did this for a bit until i went to lick and jerk off when he shot 2 giant streams of cum across my lips face and hair. The last was a dribble that I caught in my mouth. He apologized and handed me an old shirt to wipe my face off. I cleaned myself up the best I could and had him stop at a gas station so I could use the restroom and use a wet towel to wipe my face which felt sticky. I walked into the gas station a cute guy behind the counter asked if I was ok. I asked for the rat room and went in. I looked in the mirror and had globs of cum in my hair and to the side of my face. I was so embarrassed when I walked out the clerk asked me for my number. Said he thought I would be fun. I blew past him got into the car and quit my job the next day. That was the las time I let anyone convince me to blow them in the car.

    2
    # 70898 - by MichelleB / April 4, 2024
    - Embarrassing Moments -
    Straight Male / 20

    Black Chick

    I'll keep this short and sweet. I haven't had a lot of variety in my life. Actually none, I dated the same girl from sophomore high-school all the way up until 2 months ago. Last Friday I got my cock sucked in my car while I was with this black girl from a party I went to. I went to school with her before I graduated, but never got to do anything with her. She was a couple grades below me.

    We were smoking weed in the car and one thing led to another we started making out. It was so fucking good, she's one of those black girls with big dick sucking lips. I couldn't wait to get them around the tip of my cock so I started to use my hand on the back of her head to coax her down to my cock.

    Bro her head was like a fucking vacuum on my dick, I don't know if it was because I was stoned or if her head is really that good but I starting busting in like 12 seconds. There was so much cum, and she was laughing while I felt embarrassed as fuck but I was so dizzy after that nut I didn't give a shit. Black girls can really suck the hell out of a dick. Least this one could.

    1
    # 70879 - by Luke / April 3, 2024
    - Embarrassing Moments -
    Straight Male / 27

    She Got Me Good

    I can laugh about this now, but for the las weeks I have been a nervous wreck.
    I have lived with my girlfriend, Amy, for the past 3 years. Our little secret is that we met while attending a swingers party. We started dating and eventually moved in together. Our families are very conservative and don't even like our living together outside of marriage. Let alone our lifestyle.
    As for us we have maintained an open relationship and often play with others solo with approval. 3 weeks ago I was working late. Amy called and asked if it would be OK if she went over to Ken's house. Ken is a guy we have played with several times. He is a super endowed black man. I said sure, just have fun. About 7pm I was just leaving work when Amy called. She asked if I would be OK with a friend of Ken's (another black guy) joining in. If I said yes she promised to take extra special care of me when she got home. I gave her the green light. One thing that Amy loves to do is call me when she is on a date. She will turn on video and let me see some of the action. I love it!
    Well about 8pm my cell rang. It was Amy and it went straight to video and I could see Amy and Ken on the bed. Apparently the other guy was holding the phone. Amy was on her back, legs up and Ken was fucking her pussy hard. Then Ken raised up and backed off, I could see his hard cock sticking out. Amy sat up and started tugging at his cock. Suddenly I realized she was pulling the condom off. She held it up and dangled it as she looked at the phone and said "sorry honey". Ken pushed her back down and shoved his cock in her pussy again. I watched until Ken shoved his cock in and held it there. Amy wrapped her arms around him screaming as he unloaded his cum inside her. As Ken got up Amy spread her legs wide and the guy took a close up. Her gaping pussy was a cum filled mess. The guy raised the phone to show her face as Amy waved and said "gotta go". Was I shocked, HELL YES, Amy even makes me wear a condom and she is not on birth control.
    My cell rang again at 10pm. Again someone else was holding the phone. Amy was standing in the middle of the room getting dressed. She spoke to the phone telling me she was on her way home. When she got dressed she walked over and took the phone. She turned it to show me Ken and his friend laying on the bed naked. Ken spoke up and said "dude if she ain't knocked up its a miracle". They both started laughing, elbowing and pointing at each other saying "it's yours".
    Amy got home about 20 minutes later. She actually wanted to have sex when she got home. I was freaking out. When I asked she was a calm as can be when she told me both guys fucked and came in her twice. I brought up the getting pregnant possibility. Again she calmly undressed and told me she had been thinking about having a baby for awhile, and she wanted a black baby. Not to bring up the elephant in the room but I did mention the "black" issue and our families. She just laughed it off.
    The next morning as we got ready for work she told me something. She didn't "ask". She told me she would be stopping by Ken's after work. I said "today"? She said yes and probably a few times a week. And she did! Ken and his buddy fucked her without condoms almost daily for 2 weeks.
    I knew about when she was supposed to start her period. That was just in the past few days. Yesterday morning she was sick at her stomach and I was a basket case. I was convinced she was pregnant with a black baby. She asked me to come into the kitchen. She dug into the back of a drawer, pulled something out and put it on the counter in front of me. When I looked at it I realized it was birth control tablets. She broke out laughing. She told me she had been on the pill for a couple of months. She admitted the whole getting pregnant was a joke she cooked up with Ken. And of course he was glad to help.
    Amy got me good. But at least now I get to throw out the condoms and fuck her pussy raw.

    4
    # 70864 - by Boyfriend / April 2, 2024
    - Embarrassing Moments -
    Straight Male / 34

    Can’t Stop…

    I can’t stop watching inc**t porn… it turns me on so much thinking about my mom’s tits and seeing mom-son porn. I try to stop so I can have normal fantasies but it makes me cum hard every time

    3
    # 70856 - by Momlover / April 2, 2024
    • - Embarrassing Moments -
    Straight Female / 45

    The Easter Brunch From Hell Part 2

    The Drunk Barefoot Easter Bunny aka my Cousin Fred then came out of the house covered in turds and my Boss was unconscious after Steven put him through a table and left to chase The Ghostbusters out of Bellevue.

    The Easter Bunny than began to smell his feet as Louise than began yelling "OH MY GOD, YOU'RE SMELLING YOUR FEET IN FRONT OF EVERYONE, ARE YOU NUTS? ARE YOU NUTS?" like when she had her episodes on the Maury Show nearly 20 years ago.

    Then Arthur squirted mustard of the Easter Bunny's bare feet as Fred too koff his helmet and started licking his bare feet too Louise and everyone's disgust.

    Then Fred snatched a Reese's Peanut utter egg and placed it between his mustard covered toes and started sucking them. I then went to go hit him with a VHS Tape but Louise tok a VHS Tape and smashed Arthur in the head with a VHS Tape and then I smashed Louise with one and she fell into the chocolate pudding pool.

    Then Fred put his foot in my face and I kicked him in the balls and hit him with a vhs tape and laid him out on another table that Arthur left his Semen on it, climbed a ladder and dove off putting Arthur through the table.

    Jim and Jerry were still punching the daylights out of each other and began throwing food at everyone and before you know it an all out food fight broke out to end This Easter From Hell.

    I hope your Easter isn't an Easter Stampede like mine was.

    1
    # 70829 - by Karen Jeffers / March 31, 2024
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