What's the most embarrassing, sex related, thing that's happened to you?!

Just when the three boys 2,6 and 10, were standing next to the bed when we were busily having a f8ck on Saturday morning. The most embarrassing thing I heard was my brother in law and his wife, with the 2 year old and the baby's beds in their room, while they got it on every night. His mother came around for a visit, and there was the 2 year old on top of the baby, on a rug, making all the right moves and thrusting away, complete with sound effects.

 

While my gf wanked me my daughter apparently saw all. Only after cumming did my daughter speak.

Don't know what she did see

 

Similar thing happened to me and my GF her 17 year old walked in on her giving me a blowjob and she saw the whole show

 

My first wife was riding me one evening, and I was in her ass. Our curtain and widow facing the foot of our bed were open because we liked to fantasize about being watched, though our nearest neighbor was well below us and about 125 feet away. Still, we thought we heard something but figured it was maybe a deer or falling pinecone.

She alternated from sitting straight up and grinding back and forth, to leaning forward while I gripped her ass and thrust upward. We were doing this when I started cumming and she started repeating, "Fuck my butt! Fuck my butt!" This time there was a loud tap on the window, but we again dismissed it as a bug or bird (it happens a lot in the woods). We cleaned up and went back to the living room
A couple minutes later my mother-in-law called. She and my ex's father lived in town about 25 minutes away. My ex asked what was up and went silent. She said okay, and goodnight, hanging up the phone. "What?" I asked. She said her mother wanted her to ask her father something when he got there to drop off a wheelbarrow. I stared at her and let that sink in.

I went outside, and there was the wheelbarrow, set aside the house 10 feet from our open window. I saw the light come on again and I walked to it, looking through and seeing Dana in the bedroom about to close the curtain. I was able to see the bed behind her clear as day.

There was a good 3 or 4 minutes between the sounds we heard, but I really don't know if the first sound was him. The 2nd most certainly was.

At 2:45 that morning I woke to her gently climbing onto me, grinding on me. She fucked me without a word, climbed off and went back to sleep, her warm ass pressed to my thigh.

We never brought it up, and the next day being Monday served enough of a distraction. It was probably a week before we saw her parents in town. I honestly can't recall the atmosphere of that meeting. I'm sure I was trying to act as casual as possible. I have no idea what, if anything, he said to his wife when she asked for the answer to the question he never heard, and I never asked Dana if the possibility that her dad watched me cum in her ass entered her mind, even though she later had her way with me in the middle of the night. If she was embarrassed, she had a funny way of showing it. Personally, I was mortified. Not the audience I had in mind.

 

Yes indeed!

 

The best-case scenario mind brain came up with is he dropped it off to get it out of the way before letting us know he was there and then discovered what we were doing and let us be without watching.

I'll never know.

 

I definitely would have preferred he hadn't announced his presence and instead filed it away under "Know Better Next Time," but it could have been his way of saying, "your curtains are open, dummies. I hope this embarrasses you." There were no fences preventing anyone from doing what he did, and it was actually his property. He and the MIL moved into town, and we stayed there in the woods.
Plus, and to be fair since I wasn't in the previous post, I can't say for certain the first sound we heard was him, so I can't say for certain he watched. I should edit that.

 

May have posted this elsewhere but high on my list of embarrassing sexcapades was when I ended up in bed with a friend's girlfriend's (Sara) mother (Rose) It was in the aftermath of a New Year's Eve party at Rose's house. Rose was a young mum and I was in my 20's and she was in her late 30's. A very sexy single mum. A lot of people crashed out in the wee hours and Rose and I were the last two standing. I had nowhere to sleep except on the cold floor so Rose kindly invited me to crash in her room.
I mistook this for an invitation for sex. I got a rude awakening when we got to her room. She had stripped off to her undies and was under the covers while I had nipped out to the toilet. I returned and immediately took off all my clothes. She looked over and saw me naked with an obvious (small) but hard erection. She said something like "Oh I meant just to sleep" but immediately shrugged and said 'alright then' with a touch of relieve the embarrassment about her tone.
She was definitely not enthusiastic and foreplay was pretty truncated but at least I didnt take long to get off thus alleviating her 'polite' mercy sex so she could just go to sleep ( and so could I)
That was a bit embarrassing to say the least but the morning after was extremely awkward as the alcohol had worn off and I tried to dress and sneak out in the cold light of day before she awoke. Before I was even able to cross the room to gather up my scattered clothes she was wide awake and seemed to be frowning while gawking at my shrivelled up baby dick. I couldnt get dressed fast enough and flee before any words were spoken. She uttered a 'Good Morning did you sleep well?" I replied 'Yes' and zoomed out.
It got even worse later in the day (had a train booked to get back to home but not until after New Years Day) It became apparent that Sara was aware I had bunked up with her mum and also that more than just sleep was involved. She was decidedly cross with me but was happy to tell me that Rose had given her the full scoop. Apparently Rose told her I had a tiny cock and was absolutely crap in the sack.
She told Sara that she had felt embarrassed for me and basically provided mercy sex. (I dont think Rose meant for Sara to confront me and pass on that assessment but meant just to assuage her concerns that any kind of relationship would be going on and it was just a drunken one off mistake) My friend was amused by it but his gf Sara never let go of her disgust and grudge. Rose on the other hand was almost appologetic on Sara's behalf but never brought up anything ever again on the subject. I actually had a friendly relationship ( just friends) in the aftermath but Sara was always a bit cold around me whenever we crossed paths.

 

Long time ago i was butt naked on the bathroom floor rubbing when suddenly grandpa opened the door. He just stood there with his mouth open staring for a few seconds. Instead of just asking him to leave i started explaining that i really wasnt doing THAT which only made everything worse. Then he left and never mentioned it again.

 

Welcome! Please introduce yourself and enjoy the HF adventure!! ;-)

 

What a cumback!

 

Probably having my FWB daughter walk in on us and making eye contact with her as I was finishing in her mom.

I don’t know if this is embarrassing but it sure is funny. My partner was on her kitchen island and I was standing and we were going hard for a long time. I finished and kinda of collapsed on her just out of breath. I didn’t pull out but my cock slowly got soft and slid out of her and we heard a very loud “splat”. My load hit the floor. So I don’t know about embarrassing but it was quite funny

 

Probably my mom walking in on me having sex with a girl in her house was the most embarrassing to me.

I don't really have a lot of embarrassing memories although I can remember one of my worst sexual performances. I was dating this beautiful woman from out of state for a while and then we broke up when I told her I wouldn't move because of my job. Her sister was into me and invited me to fly out and hang out with her for the weekend. I shouldn't have gone out with the sister, but part of me thought it would really irritate my ex plus the sister was equally gorgeous.

Her sister told me that she could could only enjoy sex from behind and the guy that she was dating was too small. Fast forward to us going back to my hotel after our date. Her sister told me that she didn't like being touched. She hated when guys touched her face, breasts, etc. She wasn't into kissing or any kind of foreplay. She asked me to basically just fuck her from behind. Now, me as an incredibly kinky guy thought this was too restrictive to enjoy. I basically stopped in the middle of intercourse because I couldn't enjoy it. Girls don't like when you stop because they feel rejected. She basically thought it was all my fault and that I must still be in love with her sister. I said, yeah, that must be it, but the truth was that I couldn't enjoy sex with her when I basically couldn't do anything except hit it from behind. For some people, I'm sure that would be enough. Not for me though.

 

Ome of my catches are quite embarrassing... was

 

Not a embarrassing moment nor a bad performance. If all you could do is have your cock feel the inside of her pussy from behind that's not a performance issue on your part. It is on hers though. We have to feel and kiss that face. Play with that hair. Nuzzle the nape of the neck. Suck those nipples. Work our way down to that pussy from the front. Enjoy every part of the female body. That's what makes having sex with them so good. Not just what the pussy feels like with our cock head.

 

Very true. Thanks. I had never met a girl like that before. A few years later she was in my state and wanted to hook up. Swears that she is different now and has gotten into quite a bit of kink. I've been in a relationship, so that's a no. I'll never know if she has changed, but I really don't have much interest in finding out. That was a very lame first experience with her no matter how good she looked.

 

I'm not embarrassed about much sexually but for whatever reason, I was extremely ashamed of my wet dreams until my late 20s. And I had them all.. the... fucking... time... I had them 4-5 nights a week, sometimes two in a night, from the age of 14-18. Then in college they tapered down to a few each month. I finally stopped caring by the time I was 29. Until then, I was in constant fear of anyone knowing about them (other than my mother who was very sweet about helping me clean them up and assuring me it was nothing to be ashamed of.)

But other than with her, I was ashamed of them. So much more than about my penis size or masturbation. It was the one thing and it was just constantly happening. So of course it often happened in less than ideal places.

It's hard to pick one incident over another. But let's make it a 2-way tie between having one at a slumber party with a bunch of friends when I was 15 and the first time I had one in a girlfriend's bed in college. That first time it happened in a GF's bed, I shit you not. I woke up, it was like 3 or 4 in the morning. And I just got up. Put on my jeans and tipped the fuck out the door. That's how mortified I was. I just fuckin' left.