Saturday, 02 July 2011
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Awkward Sexual Encounters

Recently, during a mini-game of Never Have I Ever amidst a long game of Kings with some friends, we stumbled on the topic of awkward sex situations. One of our rules is when you draw a 6, you are put in the hot seat. In the hot seat, everyone around the circle can ask you any question they want. You have to answer, or you drink.So, my friend Alexa was asked about her most awkward situation to which she replied:
Freshman year of college, she was living in a suite. One weekend, after a night out, she wound up back in her room with her boyfriend. Her roommate had a guy back, too, but didn't realize that Alexa's boyfriend was there. The two couples had sex in the same room. Awkward? I think so.
This got us all talking about the awkward situations we've encountered. From what I can recall, here's our collection:
- People walking in: parents, roommates, friends, siblings, grandmothers!
- Sarah's roommate had sex with her boyfriend on the bunk-bed below her
- Jon somehow managed to accidentally call his boss
- Vicki's roommate had sex with her boyfriend on the bunk-bed above her
- Ben had sex with the same girl twice on two different nights and didn't realize until after
Like so many of my friends, I, too, fall under that first bullet point... one too many times.
What's your most awkward sex experience? Do you have any fears of specific awkward sexual encounters?
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Comments (41)
oh goodness, my most awkward sex moment was when my boyfriend's dad walked in on us. my boyfriend and i immediately left the house when we heard his dad leave to go walk the dog. and as we were leaving, his dad was on the side of the road walking the dog and gave us the most awkard stare and also the "okay" sign. ugh it was terrible. and then, trey's dad told him "son, i don't care. get as much of that as you can while you're young because when you're old it doesn't happen" ugh i was absolutely mortified!!!!!
let's seeee. my brother walking in, ew; an old man walking in the bathroom as we finished; his friend being in the room the whole time; falling out of the shower was awkward; an old crackhead who needed to get to work bugging us from the other room.. we're awkward.
Bunk beds and sexually active people should never mix.
My husband's sister was trying to get into his room once when we were getting hot and heavy on his bed. We have never been walked in on though, so that's a plus. Back when I was with an ex someone called the cops on us being on a high school football field after dark, so that was an awkward meeting.
How on earth does a guy sleep with the same girl twice and not recognize her the second time? I can understand if there was about a year between the 2 nights... but... Really?!
I had sex in the bathroom at a "small" party with my now fiance. Back then, I hadn't really met any of his friends. We found out recently, that about three of them were pressed against the door. . . listening. AWKWARD!
"Ben had sex with the same girl twice on two different nights and didn't realize until after"
Wait so he seriously doesn't recognize the people he's had sex with? Wtf?We were doing it in the car and a cop shine a flashlight into the car from the driver window. I dont think it was awkward, it was more mortifying.
when we finished in the men's bathroom, some guy saw me and laughed. then when we were in our friend's house and he both saw us walk out, and then outside when a group of our friend shined the light in our direction, and plenty more, ah!
At a friend's place after the party died down and most people went to sleep, I've heard one of my friends breathing heavily and suppressing her moans followed by a "Yeah, baby...." I told her about about it a few weeks later and we laughed it off.
That last one cracks me up! Haha. How did he not realize it was the same girl?
I still can't believe the last one though lolz maybe he was drunk both nights? haha
My one roommate used to dry hump the shit out of her boyfriend. We shared a bunk bed and I was on the top. One morning at 3 am when I had class at 9 am I leaned over the bed and yelled at them. They tried to deny it, but the bed was shaking. How the hell can you ignore/deny that? We also had another roommate in the same room, but she was too chicken to say anything. After that night, my roommate and her boyfriend slept out on the couch every night. I can't think of any personal awkward sex stories.
Hmmm, me and my boyfriend were doing the dirty on his bed, and we were totally home alone... or so we thought. and it was really loud and shit. and four of his friends appeared out of the back room, and just walked right in, clearly obvious that we were having sex. SO AWKWARD.
OH! Uhh, while we were doin' it in the bathroom his friend walked in, and apologized, but continued to go to the toilet and shit... That was probably the worst.At least they were too drunk to remember the next day. Thank goodness.
Both of our mothers called our cell phones almost at the same time, right in the heat of the moment
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Too many..
We were walked in by both of our roommates, at the most inopportune, awkward positions, whilst making noises, at least 3 times >.>
We were outside, lying on a patch of grass next to a path that takes you up a hill, and were doing stuff when, at the spur of the moment, I shouted, I want to go down on you so bad, to him, and realized at the exact moment I said that a random guy just walked by us and gave me a weird look. The same guy returned on the same path (wtf) a few minutes later at the exact moment when my bf was lifting up my bra.
- .-;
I have a question though...doesn't anyone lock their doors or put up a "do not disturb"?
my fucking boyfriend's dad. walked in even though we yelled "HOLD ON!" and didn't leave right away. ugh.
I had my ex's father walk in - we weren't actually having sex, we were just heavily making out... His father
thoughtwe were having sex, though. Awk-ward!
my ex's brother walked in on us.. we were doing it in my ex's room.. his stupid ass didn't lock the door and his brother doesn't knock for shit.. he just walks right in.. and there was another time... the same ex.. we thought we were alone at his house.. we were in his room.. we were being extra loud.. his mom comes home and over hears us... SHE ALSO walked in on us.. she kicked me out..
Although it's not full-blown sex, my most awkward moment was when I was with my ex boyfriend. At the time, I didn't have my license yet (only my permit) so I was waiting for my dad to pick me up. While waiting, I decided to give my boyfriend a BJ, and apparently my dad was waiting outside of my boyfriend's bedroom the whole time. He could hear everything. I heard him cough outside of the room and I almost shat my pants. Ugh, so awkward.
I was in those miniture kid houses O.o U.u *caught*
Haha, definitely not sharing.
all i have to say is, even if you think you locked the door, check again. i'm not a stranger to being walked-in on.