The best has been done... how about the worst?

  • Get FREE 5 Gifts with Orders $59+

The best has been done... how about the worst?

Nashville Nashville
So many times my husband asks me about the best sex we've ever had, I'll go through memory after memory trying to pick out the very best one... and often times I stumble across the worst, the awkward, the times where I ended up bruised or in an embarrassing situation.

So how about you? Can you recall off the top of your head the worst sexual encounter you've ever had? Was it a very awkward first time? Was it sex right before or after a break-up with lots of guilt or the feeling of the calm before the storm? Was your partner just AWFUL and you faked a family emergency to bolt from their apartment before the post-coital cuddling?
05/10/2009
  • Buy 3 Items for $70
  • Buy 3 Items for $50
  • Buy 3 Items for $30
  • Save 20% on Luxury Toys
  • Add Some Buzz To Your Favourite Toy & Save 60% On Kit
  • 1
  • 2
  • 3
  • 4
  • 5
All promotions
Dragon Dragon
Quote:
Originally posted by Nashville
So many times my husband asks me about the best sex we've ever had, I'll go through memory after memory trying to pick out the very best one... and often times I stumble across the worst, the awkward, the times where I ended up bruised or in ...
Sigh...

It's when you're in a sexual mood and emotions trip up and your partner has a nice lovely emotional breakdown on you in the middle of the damned night.
05/10/2009
Sammi Sammi
Worst? Probably high school, where I think the guy put it in & he came. I was like, "What?"

Most embarrasing? Probably when my husband and I (just dating at the time) were at a party at a friend's house, and we decided to fuck in their bathtub. He forgot to lock the door, and one of the guys burst in to use the bathroom. I'll never forget that one!
05/10/2009
Miss Cinnamon Miss Cinnamon
I think it's a tie between the time he ate me out with cactus-face and then proceeded to fuck my rather sore, scratched up, and dry pussy to pieces and the time we had surprise!buttsecks... except it wasn't good surprise!buttsecks. It was very, very poor butt sex, and it hurt like Hades.
05/10/2009
Adriana Ravenlust Adriana Ravenlust
Well... it's always been a bit of an issue that I don't initiate enough so once.. I felt like being the aggressive one and pushed him back on the bed.. except his foot hit the foot of the bed and he hurt himself.. I don't think he ever even knew I was trying to initiate and it obviously never got anywhere.

Needless to say, that didn't help my confidence
05/10/2009
Fun Lover Fun Lover
Worst! The time my cock ring came off inside my wife it took about 45 minutes to retrive it. That was the closest to fisting we have ever been. My wife won't let me use those rings any more.
05/11/2009
LilyLust LilyLust
Worst huh? Well thats a toss up between when we were caught on you friends couch by his mom, hubby jumped up and she pointed out the condom had broke and walked away. I was mortified! And first time we tried bondage, it's was aweful! Anything that could go wrong did! And I have the scars to prove it!
05/11/2009
SerpentLibertine SerpentLibertine
The time I finally got it on with this guy I had a crush on for years and had been dying to have have sex with. He came before I even knew we were having sex (seriously, it was that quick) and I got pregnant. I learned my lesson about chasing rock star boys for years and years the hard way.
05/11/2009
RomanticDyke RomanticDyke
I was dating this really amazing woman. We really hit it off. It was sort of a long-distance set up, but it was completely workable. One night I'd travelled to see her and she told me she just wasn't ready for a relationship, but that she didn't want me to leave. She held me all night and in the morning, she fucked me from behind (one of my favorites) and then said "Now you can go to work happy.". Needless to say I felt completely used and cried pretty much the whole train ride home.
05/11/2009
LilyLust LilyLust
Quote:
Originally posted by RomanticDyke
I was dating this really amazing woman. We really hit it off. It was sort of a long-distance set up, but it was completely workable. One night I'd travelled to see her and she told me she just wasn't ready for a relationship, but that she ...
Wow I think I would have died!
05/11/2009
Red Red
Quote:
Originally posted by Fun Lover
Worst! The time my cock ring came off inside my wife it took about 45 minutes to retrive it. That was the closest to fisting we have ever been. My wife won't let me use those rings any more.
hahahahahhahahaaha amazing. Never thought about that happening - but I could see that getting rather dicey!
05/11/2009
Red Red
It was the middle of the night, and it was dark. He pulled out, then slammed back in....to my ass aaaaaaaaaand...

I passed out.

Unbeknownst (at the time) to both myself and my partner, when I pass out, it looks like a seizure. So we went to the emergency room.

Picture it - 3am, two panicking buttsexers and one amused doctor.
05/11/2009
RomanticDyke RomanticDyke
Quote:
Originally posted by LilyLust
Wow I think I would have died!
I wanted to. Believe me. The worst part is I still think about her often. She's been the only woman to get me off as easliy and as often as she did. Plus I thought we made a totally cute couple and we matched well personality-wise.

But, you live and you learn and you look for someone else.
05/11/2009
Naughty Student Naughty Student
I had been going through a rough patch and I was feeling very depressed and actually thought my partner was using me for sex (and it wasn't the case I was just seeing everything "black" bcs of my depressive mood) and I cried during sex and when my boyfriend saw and finally heaard that I was balling he got so angry at me and we got into a heated discussion. It was hard but it is all good today!
05/11/2009
Fun Lover Fun Lover
Quote:
Originally posted by Red
It was the middle of the night, and it was dark. He pulled out, then slammed back in....to my ass aaaaaaaaaand...

I passed out.

Unbeknownst (at the time) to both myself and my partner, when I pass out, it looks like a seizure. So we ...
My best freind is an ER doctor and I often go to lunch to hear about these type of stories. You would be amazed at some of the stories he has to tell (bottles, cell phones, vegtables, sex toys and many other objects) both male and female. If that happened I would have to go to an ER in another town.
05/11/2009
LicentiouslyYours LicentiouslyYours
I was 16 and at a party with a guy I'd dated a few times before. I'd been drinking way too much (I was so young and so stupid) and party boy decided it would be a good idea to haul me into the bathroom and get me to give him a blowjob. I really didn't want to, but was too drunk to protest. That is, until he started pushing his dick down my throat and I threw up all over him. Oddly enough, neither of us ever heard from the other again after that. Come to think of it, that may have been more his worst sexual encounter than mine.
05/11/2009
Fun Lover Fun Lover
Quote:
Originally posted by LicentiouslyYours
I was 16 and at a party with a guy I'd dated a few times before. I'd been drinking way too much (I was so young and so stupid) and party boy decided it would be a good idea to haul me into the bathroom and get me to give him a blowjob. I ...
Maybe he leaned a lesson or is now scarred for life.
05/12/2009
ordinaryak ordinaryak
Oh geez ive had alot of bad ones,one time he tore my vag right down from opening to bum hole, it didnt bleed very much but it hurt like an SOB and i let him finish. he never knew he tore me untill a year later when i told him i had to be on antibiotics for 2 weeks for an infection.

when i lost my virginity he was such as asshole i almost broke up with him then and there. it was my birthday, he had sex with me (no foreplay what so ever or lube) when he got done i was lieing there crying cuase it hurt so bad he just got up and said "i gotta get the dishes done" and did the dishes and left me in the bedroom to cry for 5 hours untill he came in and had sex with me again no foreplay,no lube same outcome, i lied on the bed crying while he again got up telling me how great it was he had tons of energy and went over to his mom and dads house to do his laundry.
i have many others but those two were the worst
02/17/2010
deceased deceased
Quote:
Originally posted by ordinaryak
Oh geez ive had alot of bad ones,one time he tore my vag right down from opening to bum hole, it didnt bleed very much but it hurt like an SOB and i let him finish. he never knew he tore me untill a year later when i told him i had to be on ...
I would have pulled his scrotum over his head, but that's me.
02/17/2010
Kynky Kytty Kynky Kytty
Quote:
Originally posted by ordinaryak
Oh geez ive had alot of bad ones,one time he tore my vag right down from opening to bum hole, it didnt bleed very much but it hurt like an SOB and i let him finish. he never knew he tore me untill a year later when i told him i had to be on ...
Sweety, I read a few posts from you today. From what I have read, you're still with that guy.

And that story is the most horrible story I have heard. And yes, you should have left him. If you have had so many bad sexual experiences with your boyfriend, I'm not surprised that you do not desire him sexually. Did he become more attentive of your needs with time or is he still selfish?
02/17/2010
ordinaryak ordinaryak
Quote:
Originally posted by Kynky Kytty
Sweety, I read a few posts from you today. From what I have read, you're still with that guy.

And that story is the most horrible story I have heard. And yes, you should have left him. If you have had so many bad sexual experiences with ...
I know, i am conflicted sometimes becuase sometimes he can be such a jack ass but then theres so much stuff he has done for me that not many guys would ever do.
he has given up going out to bars with his friends for me (im a nervous person)
and everytime he goes out to do anything with his friends even if they are just invited back to his house he will call me and talk to me for about an hour while his friends wait on him. and i never asked him to do theese things simply becuase his sociel life should not suffer just for me. he has given up drinking almost completly, he has given up talking to his friends that are girls becuase he doesnt want to ruin things with me and worry that i might think somthign is going on. as far as sex he is much much better he sometimes will get me an orgasm now without hing anything for himself not even masturbateing becuase he knows it makes me feel bad when im around, he constanly askes me what i want for foreplay and he never does anything i mean anything without asking me if its ok first. i think he has become a little paranoid about hurting me becuase every time he begins to do somthing he will ask me "does this hurt? should i stop?"

I really appreciate your concern Kynky Kytty, i have thretend him that i was done with him if he doesnt straigten up and he always has.
02/18/2010
Jul!a Jul!a
I think I was 16 or so, we were up in the attic at my house. Unbeknownst to me, my mother had been calling my cell phone and the house trying to get a hold of my, but my phone was downstairs.

So she tells her boyfriend to go home and try and find me. He finds us in the attic, and right behind him are my brother and sister.

It took me years to live that one down, lol.
02/18/2010
El-Jaro El-Jaro
Quote:
Originally posted by deceased
I would have pulled his scrotum over his head, but that's me.
...
...

..


HAHAHAHAHHAHAHHA

THAT'S AN AWESOME VISUAL!

hahha

thanks Misha!
02/18/2010
Total posts: 23
Unique posters: 17