I let a guy fuck me one time and forgot I had a tampon in.
It didn't take long to figure out the problem.
Took longer to get that tampon fished out.

 

My sister and I shared an apartment attending the same out of town university, and became lovers three months after moving in together. We made sure never to show any affection in public, to date other guys and girls, and gave no inkling of being lovers. However, after our first university holiday together at home, our mum asked my sister whether she was using safe sex. "Why would you ask such a thing, mum?" she replied. "Well, I don't want you to fall pregnant, especially not by your brother" mom retorted. For the two of us is was most embarrassing, since we realized: mun not only suspected, but knew. The topic was never raised again, and at least mom did not tell dad about her suspicions....

 

Years ago I was bent over a car bonnet. A heap of guys gangbanging me. When the last one finish i stood up and turned only to see my brother standing with his cock in hand. He was the last one to cum inside me.

 

My most embarrassing moment was when I was living with my parents. I was in the living room giving my bf a bj. My parents came home and I didn't realize it. I sat up at the same time he was cumming and it got into my eye. My parent's seen what happened. I was so embarrassed!

 

I can think of three. Plus a bonus one.

The first we were going at it missionary and it was starting to get pretty intense/rough. Well I pulled to far back and she just happened to adjust herself before I knew it I was balls deep in her pooper. She shot straight back on the bed with tears in her eye's. I felt really bad for that one.

The second was more comedic. We were in the midst of it and she started thrusting and moaning, calling my name. You could tell she was feeling good. So I followed suit and was being vocal and for some dumbass reason when she moaned my name, I also moaned my name. The mood died in a fit of uncontrollable laughter. We still think it funny all these years later.

The third, it was an experience for the wife. She had left the house to do some errands and I had some peppers to prep for some time in the dehydrator. So I'm cleaning habaneros and bhut jolokia bare handed because I forgot I was out of gloves. I finish up get them in the unit and wash my hands which are on fire. She comes home, heads to the bedroom, puts on her night gown it's midday but she wanted to get comfy. She sits on the couch with me and want's me to play with her. I protest and tell her that's not a good idea right now. Before I could explain why she rolls over grabs my hand and thrusts into her pussy. It took a couple of seconds but when it hit, it lit her up like Christmas tree.

Bonus. My wife and I were invited to stay with some friends. A husband and wife. Now the wife was my ex-girlfriend with whom I was still friends with. So it's late we all turn in to go to bed. Their bedroom was the next room over from the living room. Next thing we know we hear the bed slamming against the walls and her moaning loudly. We look at each other and were like, whatever. Ten seconds later it stops and I'm not sure what possessed me but I wound up shouting, "Is that all ya got. Do you need me to show you how it's done?" So the next morning were at the breakfast table, they're embarrassed and I apologize for what I said. I was just taking the piss out of it. He snaps at me saying I couldn't do any better. Before it even registers my wife just dead pan replies "No, he can go for hours. I usually can't walk after we have sex." Come to find out her husband wasn't even able to get her off, which was a regular thing apparently.

 

Mines quite similar actually.. First GF. She was 16, I was 18. Blonde. HUGE tits. Unreal. Tight body. Barbie doll..
We thought she had a free house..Had extremely loud sex, screaming at the top of her voice.. She didn't usually do that but she let go this time..

I walk out her bedroom once done.. into the bathroom. Have a quick shower.. As I walk out towel around neck, nothing on.. still nursing a semi.. her older sister who looked exactly the same as her but brunette.. and 2 years older. Is walking through the corridor and just gasps.. eyes on the prize.. then smiles.

It was from that day I knew I would end up fucking her sister..

 

There is this woman i know, close family friend we basically grew up together we are pretty close even though she is 3yrs younger than me and she is easily one of the hottest women i know, 5' brunette big tits and tight body. we were in our mid 20s and she had just got out of a relationship with a guy she had been with since high school, there was a christmas/newyears party at her parents, we wound up in the basement by ourselves just talking, after a few drinks she starts telling me how she hasn't hookup with anyone since her breakup and her friends had been telling her to hit the bar and find a rebound but she said she didn't have it in her to hookup with a random, i finally caught on what she was hinting at and one thing led to another and we started going at it on the couch, she pulls my cock out, hikes up her skirt and straddles me, i blew my load in 2 pumps, if that wasn't embarrassing enough her sister came downstairs a few minutes later, luckily my friend tossed a blanket on us and turned on the TV so it looked like we were just hanging out watching TV. Luckily she was super cool about it and when i explained i hadn't been laid in a while and i found her incredibly attractive she gave me a chance to redeem myself later that night when i drove her home. she was a damn good fuck.

 

By far my grandfather walking in on me watching sissy hypno porn whilst riding my dildo lol. He passed away a few years later and I don't think he told anyone about it. Always lock the door when you are home alone and are about to watch porn. Lesson well and truly learned lol.

 

One of the first Blowjobs i gave ended with me throwing up all over that poor naked boy. I was totaly wasted and he pushed it a little too deep

 

A girl I was fucking wanted me to pull out before I came. I misjudged how close I was to the edge of the bed. When I went to pull out I fell over backwards onto the floor.

 

I got walked in on by my mother while i was getting a blowjob. Had my head turned the other way when she walked in. She waljed out, closing the bedroom door on her way and tyen knocked. We heard the door close and the knock at about tye same time. My girlfriend was more embarrased than me.

 

I'll keep this brief:

No panties.
Skirt.
A quickie in the bathroom.... and not realizing i was dripping a puddle on the floor.

 

Too many to name. My first couple sexual experiences were born out of desperation, naivety, bad judgement and low self esteem. I did things and had things done to me that haunted me for years

 

Being walked in on by my mother when I had told her I was going to bed trying to masturbate.

 

Omfg. The mother of my child had been sucking my cock and I was rock hard. She stood up and started to stroke me and she happened to grab a bit too roughly and snapped my frenulum. Blood was leaking from my erect dick as I was trying to keep her from freaking out because she thinks she broke my dick. Very terrifying, embarrassing, painful... hilarious

 

Long story, but I'll be as brief as possible. I was in a relationship with an older woman who lived alone in a house owned by her one surviving parent who was in a nursing home. She had a paranoid personality disorder, so she didn't have many friends, and no local family members. Or so I thought. One afternoon we were just laying in bed after sex. We were both completely naked under the sheets. When someone started knocking at the front door. No one had ever just dropped by before. At first we hoped it was just the UPS guy or something. But the knocking continued. Both of our cars were in the driveway. So acting like nobody was home wasn't really an option. But we were both too shocked to respond. But when they started calling out her name. I finally got her to go and see who it was. Turns out it was her Aunt who was in town visiting her father and decided to drop by before leaving town. So she really had no choice but to let her in. But her Aunt was really nosy and immediately wanted to know who's car was outside. She then literally barged her way into the bed room. All, I could do was slip into my robe. It didn't take a genius to figure out that we had been in bed together. There was even a few sex toys in clear sight on the bedside table. The Aunt of course knew of her nieces "condition" assumed I must've been taking advantage of her niece. But her niece was actually taking advantage of me. As I was doing a lot of personal errands and even giving her gas money in exchange for her sexual favors.

Her Aunt threatened to call the police if I didn't leave right then. So I got dressed in the bathroom as she waited outside the door. I didn't like being talked-to like I was some sought of lowlife criminal. In the end, nothing else came of it. She did tell her father about it. But he was in such I'll health. He didn't pursuit it further. Things quickly went back to normal after that.

 

I was riding my boyfriend (at the time) and he wasn’t supposed to cum in me but since I was on top the pull out method is a little more tricky. He came in me. I got pregnant. That’s how we got our only child.

 

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