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As much hype and attention as we give it, sex is just another normal function of the human body — which can only mean it has the potential to get pretty darn embarrassing. While everyone has had at least one sex slip-up before, these cringe-worthy-but-totally-true stories might make you feel better about some of your more forgettable sexual encounters.
“One evening after a few drinks, this younger boy and I were lying on the ground with our pants off and making out. We removed our undies and he starts moving his hips back and forth, slowly and then faster and faster,” recalls Laura. “His breath got heavier, and then he collapsed on top of me. Mind you, this whole time I just laid there in fear of saying something that would embarrass him because he was a virgin .”
“He looked up at me sweetly and asked, ‘How w-w-was it for you?’ I replied, ‘What? You were between my thighs.’ He laughed it off, but was super embarrassed. When we finally did get around to actually [doing the deed], it was fantastic.”
It was 1969 and Dana was a senior at UCLA. “My girlfriend and I were looking for a place to make ‘nookie’ since my roommate was in my room studying. It was a few days before classes started and the room next door to her room was still vacant, so we went in there and proceeded,” Dana explains.
“Then, there was a knock on the door. We froze. Another knock, then the sound of a key going into the lock. Room was pitch dark, so it was just sounds, but we heard voices out in the hall.”
“In a panic, I threw a blanket — or something — over my girlfriend, grabbed my pants and tried to pull them on as I headed for the door to keep it from opening. I got to the door with my pants just above my knees when the door opened,” he recalls. “Standing in the hall was this sweet young freshman girl with her parents bringing her to her new dorm room! The looks on their faces were priceless. I asked them to give us a few minutes — I mean, what choice did they have?”
“My wife and I decided to add a little spice to our love life by using some aerosol whipped cream. I got the can from the fridge and brought it to our dark bedroom, sprayed it all over her boobs and started to lick it off. It tasted funny and I thought that her skin chemistry was giving the whipped cream an off taste,” says John. “It kept getting worse, so I turned on the light. It was all green from mold. She started laughing hysterically as did I. It killed the mood for the night though. I had a queasy stomach all night long.”
John, who is ironically a marriage, relationship and sexual coach, shares: “My wife and I went out with some friends for bowling and beer. We both had a little too much to drink.” However, that didn’t stop him from initiating intercourse with his wife that night. “I was happily pumping away with a full bladder. I began to feel the urge to ejaculate (or so I thought in my half drunken stupor). The problem was that I was peeing instead of ejaculating.”
Eliza recounts a story from her first year in college. “I was with my boyfriend in his dorm room. His roommate was away for the weekend (or so we thought). I’m under the covers giving him a blow job and having a good time. I don’t even hear the key turn in the door or anything — all of a sudden I just hear his roommate talking.”
“I just froze. I didn’t know what to do,” Eliza recalls. “He’s just shooting the breeze with my boyfriend, and my boyfriend is trying to just play it off and is holding a conversation like I’m not even there. So I just stayed down there, perfectly still, waiting for him to go. He talks for what seems like is eternity (probably only two minutes). Then I hear him say, ‘See ya later… you too Eliza.’ I thought I was going to die of embarrassment.”
“I am the first to admit, I’m not a pro at giving head but I try,” says Trisha. “One night, I was pleasuring my new boyfriend and I removed my mouth for a second to breathe when all of a sudden he ejaculated — right up my nose. It felt like I was drowning for a second and I began choking. He thought it was hysterical — I was mortified by the whole thing. I spent the next half hour blowing my nose.”
Updated by Bethany Ramos on 4/1/2016
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Stories from days past, you can find masterposts for series here about older stories, you can also post your favorite older stories here as well, be sure to credit the author.
danddbard wrote:
Stripped And Humiliated in school by danddbard

My name is Collette. I am 19 years old, have brown, frizzy hair, a little overweight, and have 32 c sized boobs. During high school, I got a part time job working as a librarian’s assistant at a local middle school. My job was to shelve books and help the kids find whatever books they were looking for. It was pretty fun at times, but one day at the beginning of my second year working there, everything changed.

A teacher brought her eight grade class in to look for books for a research project, and I was there to help some of the kids find books on the subject they were researching. At one point, 3 boys (chase, john and Adam) came up to me and asked if I could help them find a book about bats. I took them to a section near the back of the library where we had all of our scientific books on animals. The library was very big for the school, so I needed to use a ladder to get to the top of the shelves to get them some books they could use.

Unfortunately, I happened to be wearing a skirt that day, and when I looked down, the boys were taking pictures up my skirt with their phones. I was really angry with them and I told them to delete the pictures. Adam said “I don’t think we will. You can’t make us”. That pissed me off royally, and I grabbed their phones out of their hands and ended up hurting one of them by twisting his arm too much. Instead of leaving, which I thought they would do, they said that they would tell the teacher that I hurt them. I didn’t want that to happen. I didn’t want to lose my job, or worse, have assault charges filed against me. I begged them not to and said that I would do anything for them to not tell. That got their attention.

“Alright, we won’t tell the teacher”, said chase, “but you need to do anything we say”

“Fine, I will, just please don’t tell her” I begged.

“Ok then, lift up your skirt”, said Adam. “I want to see your panties”

“No way”, I said “I won’t do that. I’m in public”

“You said anything we wanted. This is what we want. Or we could just leave right now.”

“No please” I said. “I’ll do it. Just don’t tell anyone”.

Reluctantly, I slowly lifted up my dress for the boys. I was wearing black and white stripped panties that day. Not my most revealing pair, but I was still red as I showed it to them. I pulled my skirt above my waist so they could see everything. They were staring at me for a long time and I was really embarrassed to have three 13 year olds looking at me exposing myself. The worst part was that the longer they starred, the more turned on I was becoming. My panties started to get wet, and I couldn't control myself. To make matters worse, they got their phones back out and took more pictures of me, this time with my panties in full view. Luckily, the bell rang before too long and they had to go. However, before they left, they told the librarian how helpful I was to them, and they wondered if they could come in after school to see me.

“Of course you can. She will be happy to see you” said the librarian. And I knew I was in trouble.
….
After school, the librarian left for the day, and I was alone in the giant library. Not too long after the last bell rang, the three kids showed up. They wanted to go back to the back section, and I complied.

“You know”, said Chase, “we could do a lot of things with those pictures we took of you. I wonder if we should put them on the bulletin board outside of the lunch room”

“What? No please don’t do that” I begged. I knew I was in trouble. I gave into them once, and now they had more ammo to use against me.

“Alright, we will make you a deal” said john “we won’t leak these pictures to the school, but you need to do something for us”

“What?” I asked

“You need to do what we say every day for the rest of the year.”

I didn’t really have a choice so I agreed. “What do you want me to do?”

“For starters, you will only wear skirts and dresses for the rest of the year. The shorter, the better”

I thought that was a little odd, so I agreed.
…..
For the next few weeks I did what they said. We would meet at the back of the back of the library after school where no one would see us and they had me expose myself in all sorts of ways. Most days I would lift up my skirts and expose myself to them. They enjoyed making fun of me and humiliating me as I had to show them my panties. One day, when I was wearing a particularly short skirt, they had me do jumping jacks for their amusement. Every time I jumped, my skirt would flap in the air and they would laugh at my bright blue panties. The same day, they made me bend over to see if my skirt covered myself. Turned out that it didn’t as they could clearly see my panty clad pussy getting wetter and wetter.

They decided that I was a bad girl for breaking the dress code and decided to give me a good spanking. Adam bent me over his knee and lifted up my skirt. I was so humiliated having my blue panty clad ass exposed to the world like that. Even more embarrassing was the fact that my butt would jiggle every time they slapped it. After a couple minutes of spanking, Adam pulled down my panties and began spanking me right on the ass. This gave them more ammo to use against me as the not only took pictures, but filmed me getting spanked. They laughed so hard at my naked ass jiggling after every hit. And every day, I found myself getting more and more turned on by this.
…..
Eventually they got bolder. When we were in the back, I was wearing a flowering pink strapless dress. They started by making me do jumping jacks, like usual. However, after doing a few, my boobs popped out of my dress, leading to my dress falling off my body. I stood there in shock for a second, standing just in my purple flower panties. They wasted no time in taking multiple photos of my nearly naked body. I finally came to my senses and tried to cover up my boobs the best that I could, but they were so big and my nipples were poking out through my hands.

“Wow, check out her tits” laughed john

“And look at those panties. She looks like a baby with those purple flowers”

My face turned beat read as they were all pointing and laughing at me, my pussy getting wetter and wetter every second. As I bent down to get my dress, Chase said “no no no, don put it back on yet. We want to play with you some more”

“But I’m standing here just in my panties” I said

“You agreed to do everything we said, and we want to play with you boobs”

“But…”

“I mean, we do have these new pictures of you standing nearly naked. I wonder what the other kids would think of your tits.”

“Fine, you win” I said. I had given up at this point. I lowered my hands from my boobs and let them have their way. They took great pleasure in squeezing my boob, pinching my nipple, and making them bounce. After a few minutes, I felt something building up in my pussy. I didn’t understand why I was so horny, but it nearly became too much. I was so wet that some of my juices began leaking out of my panties. I prayed that they wouldn’t notice it, but luckily they were too distracted by my boobs to notice.

After a while, they had had their fun, and they told me that they had added another condition to our deal, I was not allowed to wear bra’s anymore and that I had to strip down to just my panties every day after school for them. There was nothing I could do, so I had to agree to their demands.
….
For the next couple days, I would do just that. They would meet up, and force me to take off my shirt and pull down my skirt, until I was just standing in my panties. They would have me jump around to get my boobs to shake, and they had me shake my ass right in their faces like I was in a music video. And every day after we were done, I was so wet that I would rush home so I could masturbate.

One day after I had stripped down and they started to touch my boobs, they became even bolder, squeezing harder and rubbing them faster. I was already turned on, and this was sending me over the edge. I began to moan and gasp, and more and more of my juices began to flow out of my pink heart panties. Eventually it was too much and I began to rub my pussy right in front of them.

“What is she doing?” asked Adam

“I think she is masturbating. I think that is how girls do it” said john.

“Ooh, oh yeah, oh god yes” I was moaning. “Don’t stop rubbing my boobs”

“She likes this. She wants us to keep going. Make sure you film this” said Chase as he began to rub my boobs even harder.

The embarrassment I felt while I was masturbating in front of 3 little kids only served to turn me on even more. And it wasn’t long before I came with a loud “I’m going to cum, I’m going to cum, I’m going to…oooooh, I'm cumming!”
When I opened my eyes, I saw that they were laughing harder than ever, and that they had filmed the whole thing on their phones. There was nothing I could do now. They had seen me in my most private moment having an orgasm, so I knew I had to submit to whatever they said.

Chase stopped playing with my boob, moved behind me and pulled down my panties. I was standing there fully nude, my pussy on display to the world. It was covered by my brown pubic hair. I had never shaved or trimmed it. They all said that they wanted to see me masturbate again, only this time naked. I felt so humiliated, but I had to do it. I moved my hand down to my pussy and slowly began to rub my pussy. After a few seconds, I began to squeeze my boobs with free hand. I then put my fingers inside my wet pussy and began to finger myself even harder, until I brought myself to another screaming orgasm, where I actually began to squirt. When I opened my eyes, I saw that, of course, they had caught all of that on video.
….
From that point on, I would be stripped completely naked after school every day. Instead of playing with my boobs, they would make me finger myself until I squirted several times. One day, when I was taking too long to cum, one of the boys bent me over his knee and began to spank my ass. That sent me over the edge and a came right in his lap. After that, he began to spank me even harder. I kept going, grinding myself on his leg. I felt like such a whore, getting spanked by an underclassman and grinding on his leg to make myself cum. Eventually though, his hand began to move lower, closer to my already gushing pussy. He stuck his finger inside of me and began to finger me hard, moving it in and out really fast.

“Oh god, oh my god, oh god don’t stop!” I found myself screaming. I couldn’t control myself. I had turned into such a little slut wanting to be fingered by this boy. He brought me to another screaming orgasm, and I lied there limp in his lap.

“You really are such a dirty little slut” said Adam “well I know a way you can repay us for all of the orgasms we have given you”

As I opened my mouth to say “what?” Adam trusted his cock into my mouth. I was really surprised by this and started to move my head back and forth to have me give him a blow job. The worst part was I found myself willingly sucking his dick shortly after. I was truly a slut now. They took more photos of me licking his cock and shoving the whole thing in my mouth. After a bit, he began to cum, but he held my head in place,
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