Embarassing Sex/Masturbation Stories

Contributor: MissMichella420 MissMichella420
"What was your most embarrassing sexual experience?"

Everyone has at least one absolutely humiliating sex (or masturbation) story that immediately comes to mind if they are asked this question. I figure we might as well make the most of our embarrassment by sharing the laughs together, right? Otherwise, that shameful moment would have happened in vain! Haha.

I'll give you guys one of mine to start off. My most current ex-boyfriend had gone off to his father's house for the evening, so I decided that I was going to just take a little time for self-love while he was gone. There I was with the porn streaming from my new 65" Samsung t.v., my groovy tunes playing, lights dimmed, lube out, and my freshly charged EF vibrator. My session started out vanilla missionary style, but I quickly got bored and decided to assume the face-down-ass-up position so I could really put in some work, right? Things were rocking along, and I had climaxed like 3 times before I was feeling nice and relieved. However, I wasn't even thinking about the fact that I had been working for like 16 hours straight that day, so before I knew it, I was startled out of a deep drooling sleep by my ex with my ass still straight up in the air, my vibrator sticking out of my privates vibrating at the highest and loudest setting, and my face squished into a drool-covered pillow. Not only was it my ex, but it was also his sister, and they were both laughing so hard they were crying. I was mortified. I can only imagine what that looked like to walk in on.
05/20/2022
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Contributor: 4ever18 4ever18
LMFAO!! OMG MissMichella!!! I think I would have had a heart attack if your experience happened to me. I guess one good thing about not having a partner is that I don't have anyone to walk in on me while "taking care of business."

Unfortunately (or fortunately), I don't have any embarrassing sex moments to share. To this point in my life, my sexual activities have been pretty vanilla. However, I am looking to "kink it up" at some point and I am sure there will eventually be an embarrassing story that I will be more than happy to share with the Eden community.

Thank you for the early morning chuckle. Reading your story was a great way to get my day going! Thank you!!!
05/20/2022
Contributor: Cowgirl45 Cowgirl45
I like to wear female panties and get my ass finger fucked while I'm sucking dick and get fucked in my ass and being called a girl while I'm being fucked in my ass
05/20/2022
Contributor: MissMichella420 MissMichella420
Quote:
Originally posted by Cowgirl45
I like to wear female panties and get my ass finger fucked while I'm sucking dick and get fucked in my ass and being called a girl while I'm being fucked in my ass
Do you happen to have a story revolving around this fetish that was particularly embarrassing? Like one that stood out from the rest? Surely you do. I'd love to hear about it!
05/20/2022
Contributor: MissMichella420 MissMichella420
Quote:
Originally posted by 4ever18
LMFAO!! OMG MissMichella!!! I think I would have had a heart attack if your experience happened to me. I guess one good thing about not having a partner is that I don't have anyone to walk in on me while "taking care of ... more
Thanks, Rick. That's exactly what I was aiming for. Sharing is caring, especially when it makes someone laugh. Lol. I've got funny sex stories for days, believe me.
05/20/2022
Contributor: OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by MissMichella420
"What was your most embarrassing sexual experience?"

Everyone has at least one absolutely humiliating sex (or masturbation) story that immediately comes to mind if they are asked this question. I figure we might as well make the most ... more
Been there, done that. I often fall asleep with a toy inside me. Makes me sleep better. After nice orgasms a good sleep always follows.

Now, look at the bright side my dear. His sister most definitely learned something.

I had a session many years ago that was quite embarrassing. Fortunately for me it was only my husband that caught me. Turned out to be a good thing though. He learned how to give me multiple O's from watching. As a matter of fact he does it for me on a regular basis now. However, It's way too embarrassing for me to say here though. I will say a couple of hefty dildos and my Hitachi boy friend were involved.
05/27/2022
Contributor: Mikeunt Mikeunt
Years ago, married my Highschool sweetheart, a couple of years click by, we have our first child, mother in law comes to assist, I owned 2 businesses so busy busy busy, baby crying, no sleep, mother in law says I will stay up tonight you guys take a break and get some sleep. Baby starts crying at like 2am, I jump up go check, my wife comes with me, her mom sound asleep on the couch. My wife says,mom go on to bed I've had enough sleep. Her mom gets up goes and gets in our bed. I had gone to the bathroom. I hear quiet so I go back to bed no knowing what was decided. I get in bed and feel a tad bit frisky, hasn't been 6 weeks but my wife loved to suck me. I slide my drawers off, ease up on my knees next to her head, grab her shoulder and pull her over and there staring at my rock hard cock is my mother in law. I dive back under the covers, literally, and that was never discussed again.
06/17/2022
Contributor: JustMe2 JustMe2
Quote:
Originally posted by MissMichella420
"What was your most embarrassing sexual experience?"

Everyone has at least one absolutely humiliating sex (or masturbation) story that immediately comes to mind if they are asked this question. I figure we might as well make the most ... more
This story made me laugh and embarrassed too hehe thanks for sharing! It was fun reading!

I too this one time was alone and decided I would take a shower and was in the “mood” after shower so I thought I would do some self lovin’.. Started with laying on the bed and gently getting things going.. next thought, ice cube would be fun to try so I grabbed one and it was fun! So I went to grab the tray of ice cubes and get things really go. Well.. as I’m at the fridge, here comes in my partner with two friends and his sibling.. what they see? Fully naked with a tail and ice cube drops from you can guess where and I’m holding a tray of ice cubes. My reaction was to drop the tray and take cover behind fridge door.. never felt so embarrassed and on fire as that time. They stare then my partner said “what are you up to?” And I said I was working out. Not sure why I said that but I said it. My partner handed me his shirt so I covered myself but only the front because I forgot about the back.
I had to dress up then come out and spend rest of the evening together as if that did not just happened.
07/03/2022
Contributor: MissMichella420 MissMichella420
Quote:
Originally posted by JustMe2
This story made me laugh and embarrassed too hehe thanks for sharing! It was fun reading!

I too this one time was alone and decided I would take a shower and was in the “mood” after shower so I thought I would do some self lovin’.. Started ... more
JustMe2, this story is freaking amazing! I can literally feel the embarrassment for you while I read it. I would have been mortified! At least it's a funny story to tell now though, huh? Hopefully? Lmao. My heart goes out to you on this one! Thank you for sharing with us!
07/06/2022
Contributor: JustMe2 JustMe2
Quote:
Originally posted by MissMichella420
JustMe2, this story is freaking amazing! I can literally feel the embarrassment for you while I read it. I would have been mortified! At least it's a funny story to tell now though, huh? Hopefully? Lmao. My heart goes out to you on this one! ... more
Thanks MissMichella420! Yea.. I sweat any time I even think of that moment lol Don’t think ever been more embarrassed at any moment of lived life of mine haha
I do find it funny and though why not let others get a laugh at it too..
thank you for the kind words, reading it, and glad it made you laugh lol it was nice to let it out haha
07/06/2022