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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 -
Lesbian Female / 32

I have been together with my partner for three years. We decided to buy this house in the suburbs and moved in. The master bedroom has a large patio door that leads onto a balcony. We enjoy the feeling of getting it on with the trees and the wind, we leave the door open and enjoy ourselves.

I go next door to talk to the lady and ask her if it is OK for me to have a package delivered. She invites me in, asks a lot of questions and wants me to sit down, I learn about her family and her kids. I don't ask but she wants to show me around and takes me through the house, upstairs to the bedrooms. The boy's bedroom, he is 14, has a window facing our house. The window looks right over the glass door in our bedroom. The curtains were open at our house and from his window you get a straight unobstructed view of the large vanity mirror in our room, which reflects our bed.

The boy had a straight, via mirror view of our activities. The mother stood there and told me that from now on I needed to shut my curtains. In all honesty I lost it and asked her why she didn't have her son close his.

3
# 45102 - by Anonymous / July 1, 2019
    • - Embarrassing Moments -
    Straight Female / 46

    My husband and I have been married for a long time. We had our ups and downs. Had affairs and done wife========swapping. During the past several years there was no sexual excitement in our marriage. We talked to each other how society has changed. Age gap relationship, same sex relationship, race relationship and even animal sex is ok now a days with society. We started to talk to each other about our dark fantasy. We both would like to have sex with a younger person twenty years younger or just sex with someone else just to spice things up. We decided to try swinging again. We knew it was a long shot of finding a younger couple interested in us seniors.

    We decided to go to a Greet & Meet posted on the internet. We seemed to feel out of place there. We felt like old farts. Suddenly we wanted to leave when we spotted a fellow church member couple there. They was late 40's. We hoped they didn't recognized us. As we headed out towards the door they waved for us to sit with them. We felt foolish and embarrassed because they was about the age of our sons and daughters. "Who knew we find fellow church members here." and they gave out a laugh. "Especially seniors!" They bought us a round of drinks and introduced themselves as Debbie and John. Debbie was short and chubby but attractive for a lady of her age. John had a medium build on him and a great smile. "You ever been with a couple our age?" they asked us. "No, but was hoping to get hit on by a couple around your age to spice up our marriage." we answered back. We said to them this was a big mistake for us. "Why? Because you could be our mom and dad, also feel guilty by being a church goer?" John asked. "Yes." we answered back. They explained to us that wanted to do a role play fantasy they been watching on the internet. That's why they was here. Finding some couple that could me a mom and dad to them. We said we'll pass for now and thanked them for the drinks.

    That Sunday we met in the church parking lot and walked in the church together. As we walked out Debbie and John invited us to brunch. While eating, they explained how they can spice up our sexual desires and make their fantasy come true. It would be a one time thing. We could play it out next Sunday if interested and John handed us their number. As Bill, my husband, and I was driving back home we discussed John and Debbie's offer. "What do you think Bill?" I asked. " I think this will stop our desires for younger if we do it with them Peg. Hell! this may be our only chance. Why not!" Bill said to me.

    In the middle of the week Bill called them and told them we'll do it. Out in the church parking lot I felt embarrassed when they said, "Glad you can make it mom dad." I sat between John and Deb while Bill sat on the other side of Deb in church. Deb placed my hand on John's lap and she placed her hand on Bill's lap. While having brunch they explained that I will be in the bedroom with John having sex and Bill would catch me. For revenge Bill will call Deb and have her give him head in front of Peg. Bill and I understood the fantasy. Again I was embarrassed when they said they're paying the tab mom dad.

    We followed John and Debbie to their place. They showed us a porn video that they want to play out with us. I grabbed John's hand and pulled him into the bedroom. "Time to pleasure mommy!" We undressed and I really wanted him to pleasure me of what I saw. He told me to get on my hands and knees and slipped his penis into my vagina thru the back door as he grabbed my hanging breasts. "Mommy likes her sons cock?" as he screwed me. Boy! did I ever. Just then Bill came in and screamed out like he was suppose to in our play. I told him I needed to get pleasured somehow since he doesn't do it to me no more. "This is the reason!" he yelled and called out to Debbie. "Suck your daddy's cock!" "Yes daddy." Debbie said pretending. Bill and Deb got naked. She had pink pointed nobs on her chubby body and camel toe bare slit. "Does my little princess love Daddy?" They got in the bed with John and I. John's cock was in me and Bill's was in Debbie. We fucked like there was no tomorrow. To my surprise, Deb went down on me. She said to John to fuck mom's mouth while daddy's cock was in her ass.

    This was a wild unexpected pleasure for us. Bill would tug his dick while watching Deb, John and I in a threesome.

    0
    # 45052 - by Anonymous / June 27, 2019
    - Embarrassing Moments -
    Bi-Sexual Male / 25

    When I was younger around 16 my mom had me watch her best friend kid so they could go out for some drinks.

    Around 130am I was on the back deck jerking off I didn't hear my mom and her friend get dropped off.

    As I was just about to cum my mom and her friend Sammie walked around the corner then I shoot my load what hit them my mom and Sammie both looked and seen my 9in cock they both go hole that's huge.

    My mom and Sammie both made me stay naked as my punishment and forced me to watch porn well bound to a chair my cock was so hard they would tease my cock get me close to cumming then stop they did that tell 4am.

    Then my mom passed out and Sammie rode my cock finnly letting me cum all in her she unbound me and took me to her room and we fucked 2 more times and passed out my mom and Sammie and I still haven't talked about it.

    1
    # 44992 - by Anonymous / June 23, 2019
    • - Embarrassing Moments -
    Bi-Sexual Male / 25

    When I was 18 I was jerking off at a river well fishing a DNR officer walked up she seen my cock and she asked me to stop and put it away.

    So I did she was blushing as she asked to see my fishing license so I hand it to her as I'm hitting on her she looks around and says I should arrest you but I'll let you off if you fuck me.

    So we fucked in the woods and I nutted in her and made her cum twice she pulled her pants and panties up and says well Mr Davis have a good day she left and I continue to fish.

    1
    # 44991 - by Anonymous / June 23, 2019
    - Embarrassing Moments -
    Straight Female / 28

    I saw my first naked boy in boarding I used to go when I was 14. I was sitting in class when our teacher asked a boy named Ricky why he had forgoten to bring his science book to class. I remmember he made him undress in front of the whole class, Told him to walk back to the dorm building to get the book with out clothes and forced him to sit in class completly naked. I remember most girls in my class had never seen a naked boys and couldn't stop looking at his penis. The embarrassing thing about it was that he couldn't keep his penis from getting hard. Spent the whole period sitting on his desk with his penis sticking up in the air with a flushed red face. I remember it was the horniest thing that ever happen in school and so aroused, I ended up wetting my panties. I remember getting a good look at it when he got up to get dressed for next class. The teasing he got after that was really embarrassing. Girls used to call him Ricky Dicky just to make him blush. I think embarrassing sexy thing like that from your childhood years are the best.

    0
    # 44984 - by Anonymous / June 23, 2019
    • - Embarrassing Moments -
    Straight Male / 20

    Kui olin gümnaasiumi lõpetanud,kolisin maale vanaema juurde.Ema jäi üksinda 200.kilomeetri kaugusele linna.Tegime vanaemaga maal loomadele värsket heina ja panime selle pööningule.Hein lõhnas imehästi kui ma öösiti seal magasin.Ma pole ema aastajagu näinud,aga nüüd pidi ka maale tulema.Õhtul viis ema pööningule rohkem tekkisi kus peal magada.Ema käskis mul redelist kinni hoida kui ta ronis lakka.Ema ronis ja ma nägin ta sabaalla kus paistis ta roosad aluspüksid mis ajas mulle imeliku tunde.Läksime hiljem lakka magama ja ema ei julgenud üksi magada,kutsus siis mind enda kõrvale.Ajasime juttu ja naersime ja korraga tahtis ema minult unemusi saada mille ma talle vastu põske ka andsin.Mul ihu värises kui ta tahtis korralikku musi.Siis läks meil esialgu arglikuks suudlemiseks mis hiljem kujunes juba kirglikuks.Ema sai minult teada et mul on ka maal pruut olemas ja luges mulle õpetussõnu eluks.Korraga läks meil uuesti suudluseks kus meie keeled ühinesid ja keerlesid suus.Ema käskis ennast tugevasti ümbert kinni hoida mida ma kohe tegin ja silitasin ta rindu.Ema hakkas ka värisema ja hingeldama kui mina oma käe talle kombinee alla ajasin ja sealt edasi ta jalgevahele.Ema küsis kas mul on tõsine mõte peas,vastasin jaatavalt.Ta lasi omal püksid meeleldi maha võtta.Siis läks meil hullamiseks ja ma hakkasin ema jalgevahelt limpsima millele ta algul ei nõustunud.Hiljem ajas jalad püsti ja laiali et mul parem limpsida oleks.Vahepeal ema häälitses päris valjusti kui tal tuli.Olime sel ööl mitmed korrad vahekorras ja vandusime teineteisele et see jääb meie suureks saladuseks.Hommikul vanaema korrastas lakka ja leidis ema aluspüksid ja küsis emalt kas sul oli nii palav öö et loobusid pükstest.See oli minu meeldivaim öö emaga värske heina sees. ESTONIAN

    3
    # 44963 - by Anonymous / June 22, 2019
    - Embarrassing Moments -
    Straight Female / 26

    My favorite friend and I went on holiday to Greece. Ten days, side by side, sharing a room every night, every meal, falling asleep on her lap, sharing our fears, desires, sexual past. When we arrived in Paris for our return flight we stayed at a small airport hotel the night before, we shared a bed and we stayed up all night having sex, starting with a silly game, falling into a groping kiss and ending doing what we never dreamt we would do. Our long flight back we held hands and slept on her shoulder.

    What I am saying is we stepped across every possible line and we are reconciling what we did in Paris. We have laid side by side holding hands, kissed and hugged, but we have stopped short of taking our clothes off. Do we want to, yes. But what then? If we don't control ourselves, then what? We never once before that night felt the need to be naked. Now we don't know what to do.

    2
    # 44950 - by Anonymous / June 20, 2019
    - Embarrassing Moments -
    Straight Female / 34

    My next door neighbor asked me to hold her key to let in a serviceman who was going to replace her water heater. None of our business but, she is a lesbian. With her key in hand I went over and went through her house top to bottom, her drawers, her hamper, her photo albums, under her mattress and bed, in her bookshelves, her fridge. I wanted to see how a lesbian lived, what underwear she wore, what she ate and drank. I found nothing, I never found any sex toys, or questionable pictures or videos, no sexy underwear. She was more normal than I am.

    Her water heater was delivered and installed and when I saw she was home I took her key back. She confronted me, did I find anything I wanted, was I satisfied, just what was it that I was looking for? She has a camera security system and she watched me remotely while I searched her house. Bottom line I got told it was none of my beeswax. Embarrassed beyond control she gave me the key back. In case I needed to open her house, and she asked for my key.

    4
    # 44948 - by Anonymous / June 20, 2019
    - Embarrassing Moments -
    Straight Male / 32

    My next door neighbor is a teacher and as soon as the school year ends she takes off traveling to some part of the world for almost the full 2 months. She has been doing this for at least the last 6 years. During this time she rents her house out so I have met may people some of which were from all over the world. Last year was a little unique. There was an older German couple staying there and when I saw them out in the back yard they were naked. The husband was fully naked and the wife was topless. When they saw me they came over to the fence and introduced themselves. After some conversation with them they asked if I was fine with their nudity. I told them I was but I didn't know how the other neighbors would feel about it since it wasn't legal to naked outside. They told me they would take the chance and pointed out that I was the only neighbor that could see into their yard. I was told I was a nice guy and was invited over for a drink.

    I was in their yard and the topic of nudity came up. I was asked if I ever went nude in my yard. I told them my yard was too visible to too many neighbors to do that. He told me this yard wasn't and suggested I give it a try. I said I might try it sometime and was told to just go ahead and try it now. I had always wanted to try it and looking around could see that it was only my house that could see into this yard. I told them I was a nervous about trying it and with some convincing ended up doing it. I was now outside naked in the presence of others which I figured I would never do around my home. They were going to be staying for a month and for the rest of the month I joined them in their yard naked for most of it. The wife seemed a little shy about no having bottoms on but as time went on she began taking them off. Her husband stated that she doesn't take them off until she gets comfortable with someone first.

    When it was time for them to leave they asked for my email address so we could keep in touch. They said they would email me once they were back home. A few months went by and I heard nothing from them and figured I never would. My neighbor approached me to tell me that the German couple had emailed her asking if I had a new email address as anything they sent me was returned undeliverable. I told them it hadn't and gave my neighbor my email address to send to them. I felt awkward talking to her because she kept looking at me weird. She CC:ed me on the email to the German couple and I noticed they had misspelled my email address. Looking at his email it contained a lot of information that maybe my neighbor should not have seen or read. The German couple just kept forwarding the original failed one to see if it would get through so there was a trail of everything they said, or wanted to say to me if it got through, and I guess they only included my neighbor to have her check with me what was going on.

    The email mentioned me spending time with them nude which was a little embarrassing that my neighbor now knew this. They included a link to a website to the pictures of their trip and sights they saw. I took a look and found myself being among those pictures. I didn't know they had taken any pictures of me so I was in complete shock when I see lots of nude pictures of myself. These pictures had been posted months ago so I had unknowingly been exposed for that time. The website didn't have any restrictions who who could see them so I was exposed to anyone who chose to take a look. It made it worse when all my pictures where under one folder with the heading "Our New Nudist Friend". People were able to post comments on all the pictures they uploaded. One comment explained a lot. It was a comment from my neighbor. She basically said you never really know someone and it can be a surprise as it was a surprise to find out I was a nudist. Then there were a few comments from her about my body and stuff that could be taken as being a little too rude and inappropriate.

    I contacted the German couple asking them to remove them from the website. They told me I had nothing to worry about and basically ignored me. I contacted the website and was told only the poster could remove them. I threatened legal action against the website and was told to go ahead and sue them. They pointed out it would cost me a lot of money and would just get them and my pictures more publicity. They added that my pictures would also need to be entered as evidence which would mean a lot more people would see them so I gave up on trying to have the pictures removed. There were no nude pictures of the German couple, just me. I never talked to my neighbor about my pictures and neither did she but with her comments on my pictures I knew she had seen them.

    2
    # 44943 - by Anonymous / June 20, 2019
    • - Embarrassing Moments -
    Gay Male / 38

    I'm not out, but I'd like to say some things outloud. Publicly I guess.

    I am a homosexual. Secretly. I think men are so beautiful and attractive. I dream of making out at a movie with a man. I also dream of sucking dick. I think about that all the time. I want a boyfriend.

    2
    # 44893 - by Anonymous / June 17, 2019
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