What was the worst sexual experiances??

[Kinkybytch]

Just curious to know what was the worst sexual experiance you had either the other came too quick had a little one, didnt have the slightest clue as to what they were doing in bed.....etc???????

 

[BenDover4]

See http://forum.literotica.com/showthread.php?t=617375

 

[Kinkybytch]

See http://forum.literotica.com/showthread.php?t=617375

yeah that was pretty damn effin bad.

 

[Shimp]

Well I went to a concert on a set up date with the cutest hottest girl...even with the name Candy..yea that is the truth. She had the blondest hair and softest skin...well we end up partying in a hotel and I came so fast it was embarrasing for the people in the next room. I was so embarrased and to shy at the time to give it another try. The friend that set us up later told me how disappointed she was, which made it worse. I need a muligan for that one I suppose, the kicker was that I was 20 and had a great sex life going, she just made me shy and I had built up too much in my mind before.

 

[biggysmallz]

Fingering my then girlfriend, and feeling something hook around my finger and pulling the finger out with a crumbled up condom hooked to my hand....yeah....that's why she's ex gf.

 

[littledeath]

Fingering my then girlfriend, and feeling something hook around my finger and pulling the finger out with a crumbled up condom hooked to my hand....yeah....that's why she's ex gf.

Haha what the fuuuuck, I've heard of urban legends around that sorta thing but I didn't think it actually HAPPENED.

Well, I had really awkward sex with a girl once, because she was quite a bit more experienced than me at that point (I would like to think that if this happened again now I'd be able to handle it!). This was the 2nd time she had stayed in my dorm room, the first time we hadn't had sex cause I was too scared that it wouldn't be good enough for her, and I didn't want to go down on her because I was too scared THAT wouldn't be good enough, either.

This fear might seem weird, if it weren't for the fact that she was ALWAYS dissing the guys she slept with and their sexual ability. She always was talking to me about how such and such guy wasn't good enough in bed, so when it came to be my time, you can see why I would have been worried.

So anyway, we were stoned, and we start having sex. It feels ridiculous, I'm trying to figure out how it is possible for it to be feeling this good, and suddenly like that I'm on the edge, so I stop moving myself... and that's when I realize what she was doing! She was working those muscles like CRAZY. She was constantly tightening and untightening in a way that nooo girl I had been with had ever done. She was a pro! Right when I realized that all that motion wasn't just me, I knew I had no chance and I was going to cum right there.

It must have been like 1 or 2 minutes :-( It was very embarrassing. Plus, because we used condoms I wasn't sure about going down on her, so I delayed that for a while, but eventually I went down on her and (supposedly) she got off, but I wouldn't put it past her to say that she faked it. She said that me going down on her was enough, and she tried to help my ego by saying that most guys can't feel her muscles moving as much because they aren't big enough. I bet she was just lying to make me feel better, but I guess that was nice regardless. She told me that whenever she was just sitting around on a bus or something doing nothing, she would just clench and unclench, clench and unclench, until she had gotten to the point where she had pussy muscles of steel, I guess!

But really I shouldn't have slept with her at all -- she was kind of really rude and such. She ended up spending the night with another guy during the weekend that she was visiting me, which I mean, we weren't dating but it seemed a little inconsiderate. Regardless, she was always kind of saying rude comments to me and generally being pretty obnoxious, so I ended up just cutting contact with her a few days after that weekend. I guess that was a stupid thing to do, but I felt hurt and I guess casual sex just isn't for me.

The only problem is that she goes to my small college now so I see her fairly frequently. At least she lives off-campus so I don't see her every day. I wish I could just talk to her and apologize, but on the other hand I don't know if it's worth it, because maybe she actually is mean and shallow like I thought.

 

[exec48]

Well......

The worst I've ever had was still good!!

 

[Jack_Samuel]

my worst experience was my girlfriend going down on one night when we had been partying and drinking all night.

We were both smashed when she started taking me down her throat and when i blew down her throat she pulled back and threw up all over my crotch

 

[mickwannabe]

Wow. Just wow. One of my earliest sexual experiences I hooked up with this girl and we ended up going back to her hotel room. we were both virgins at the time and agreed to stick with oral. She gave me some pretty bad oral and after about five minutes told me to "do it myself" while we kept kissing. Ok fine. When I got to the edge I told her so, and for better or worse expected her to get me off. She took a break from kissing me to say "so cum then". I got so irritated that I ended up shooting my load into her hair. I might as well have just jerked it to some porn, lol

 

[biggysmallz]

Yeah, not to brag but I think I got this won lol

 

[FatherMuck]

Actually, I have a feeling I'd win, but apparently I'm not allowed to share. Girlfriends orders.

 

[Berno_85]

Just came too quick had a little one, didnt have the slightest clue as to what they were doing in bed.

thats what happened

 

[rbone04]

Dormroom Disaster

It happened 5 or 6 years ago while I was still in college...

After a night out, we were in a tiny-ass twin bed in my dorm room that had a rusty, tetanus-riddled frame. It was the bottom bunk (my roomie was out of town), and I was lying on my back and my girlfriend was straddling my face while I was eating her pussy (err... going up on her?)-- anyways, she was REALLY getting into it. I guess she was getting off or about to, hell I don't know - I couldn't see shit, but I could tell she was rocking back and forth pretty uncontrollably.

Next thing I know I hear a loud CRACK!! and she screams bloody fucking murder! She jumps off my face and runs to turn the light on. I am covered in blood and there is a small puddle on the bed and floor with a trail following her to the light switch. I look up and she is holding her forehead and there is blood all over her face, hands, tits, and legs... EVERYWHERE. I get up and look and she's got a good 3 inch long gash that was super deep right through her eyebrow. I guess she got carried away riding my face and nailed her head on the metal support for the top bunk.

I'm butt naked and I stand up... meanwhile she grabs my towel, wraps herself in it and runs out the door to the community bathroom. Leaving the door wide open, all my neighbors were coming to see what the fuck the scream was. I've never seen so many confused faces. Here I am -- naked, half-erect, and covered in blood and now my entire floor is gathered outside my door as my girlfriend lets out yet another scream from the bathroom when she sees how badly her head is cut open. That shit echoed all over the floor.

By this point, damn near every kid on the floor was outside. I'd managed to get some gym shorts on and run down the hall after her. It was easy to find her since I had a nice trail of blood to track her down. Meanwhile, the RA on the floor had already called an ambulance and one of my neighbors already had some paper towels on her head to help control the bleeding.

After about 10 minutes, the paramedics and cops show up and I have to explain the whole fucking thing to them. I didn't have time to make up a story and I was drunk so I told them exactly what happened. My GF was none too pleased about this. We both followed the paramedics and police officers downstairs and got in the ambulance. After a solid 4 hours in the emergency room she ended up getting 12 or so stitches perpendicular to her eyebrow.

The cop took us back to the dorm. It was like 7:30am at this point, and wouldn't you know, that motherfucker writes both of us underage drinking tickets because there were beer cans in my room when they got there. Asshole didn't even mention it until we got back. AND the RA writes both of us up because there were no girls allowed in my dorm after 2 am.

We had to serve 10 hours of community service for the write-up, 3 of which were cleaning the blood out of the hallways and bathroom. I had to serve another 40 hours of my own because I got her ticket dropped by saying all the beer cans were mine (I figured she had enough punishment)... not to mention the $300 fine!

What a fucking fiasco that night was! In hindsight, it was fucking hilarious but at the time I was freaking out hardcore. To this day, she still has a small scar that you can't see except for the fact that her eyebrow now has about a 1/8 of an inch wide spot that splits her left eyebrow right down the middle. She has to look in the mirror every day of her life and be reminded of what will probably be the most humiliating night of her life. We're no longer together... I see her all the time, and parted eyebrow and all she's still sexy as hell. Damn I miss her.

 

[rbone04]

Damn... that sucks. I wasted a lot of time telling about my worst sexual experience, and I thought for sure I'd get a response by now.

^^^^^*craves attention*^^^^

 

[keechoo]

Sorry, too busy laughing. I do feel bad for her though.

 

[jazzyb_77]

rbone, that is both sad and hilarious! man, they really took you two to the cleaners for your fun. you'd have figured they'd just get OVER it since your g/f got injured so bad and all.

i'll tell you my worst sexual experience...
i had a really cute guy ask me out, and we went out to dinner one night. had a great time. we hung out together quite a bit and we'd make out and just have a lot of fun together. well after kinda dating for about 6 months, we had a night totally to ourselves. my roomate was out of town, and i invited him to my dorm room and we planned to just have him sleep over. we would do this on occasion, and we did a lot of messing around but had not had sex. we really weren't g/f and b/f, but were just really good friends with limited benefits. i knew he was a virgin, and he knew i wasn't one.

well, i got plastered. wasted. drank way too much (almost an entire bottle of wine) and i got sick. after i got over getting sick, i came back to the dorm room and just passed out. he had only drank 2 beers. i was sleeping in a night shirt, and panties. well, in my dreams, i dreamt that i was having sex. it was weird because it really seemed like reality, but hell, it was a dream...right?!?!?!

when i woke up, my panties were no longer on me and i was a little sore down there and had a massive amount of wetness and junk coming out of me. he had boned me while i was passed out!!!!! not only that, but he didn't use any protection, and had came inside me. when i rolled over in the bed and had a gush of semen pour out of me, i realized what had happened. i totally flipped out and kicked his ass out of my room and never saw him again.

i never mentioned it to anyone (and thank God i didn't get pregnant from it). it's not like i was a virgin at the time or anything, but i could never understand why he would do that when he and i had NEVER had sex before. i WOULD have given him some, but we just weren't really in that position in our relationship...had he really been TRYING to get some, like i said i would have probably given him some, but i knew he was a virgin and he really wasn't trying very hard to have sex with me...so i figured that we were just happy being where we were...what a dumbass! i hope he always remembers screwing a "dead girl"...

now if that doesn't classify as bad sex, i don't know what does.


jazzy

 

[slflet]

When I hit my 40s I decided to embrace my kink and love it rather than repress it! But how to meet men? On line. How else?
One of the first men I met was "Jason". Was he really Jason or a fake Jason? Who knows. At the time, I didn't really care.
Jason badly wanted his ass fucked and I wanted my pussy licked. I enjoyed ass play and wanted to practice my prostate massage technique and Jason LOVED to lick. It seemed like a match made in heaven.
Since Jason was married and I am attached neither of us could play at home. When he offered to get us a hotel room for the day I jumped at the chance.
We had been chatting on line for months and I knew just what he wanted - just what to expect. I was on edge the whole day as I waited to escape from work early and spend a debaucherous afternoon in a hotel room.
Part of the excitement of fucking around in the middle of the day, secret affairs and anonymous sex with a stranger is the build up. The texts flew between us all day....The hotel was out of town and as I drove closer and closer I made sure to tell him how close I was getting.
When I arrive, he answered the door and I made a mental note to never again believe that anyone was as cute as their photo. He sure wasn't.
We started kissing and he started taking off his clothes. I dropped to my knees in front of him as he fell naked back on to the bed as we had meticulously planned for months. I took him in my mouth and began to .....shit - what was that.....a groan and he was done.
Holy hell - that was like 20 seconds. Some kind of cum land speed RECORD!
And then came the apologies. "I was just way too excited. It was too good. I'm so sorry." Blah Blah Blabitty blah.
We lay on the bed - at this point - he is still naked and I am still fully clothed however, I did manage to remove my shoes. He kissed me for 20 minutes. Kissed me in a very tame grade 10 kind of way but I was getting really into it. And then he said I'm ready to try again.
So, sure. I said I would so I will - and maybe afterwards I will be rewarded with what I'd been promised....orgasm after glorious orgasm by a man who lived to lick. Yay!
I went back downtown and he said "I'm ready - fuck my ass". Now he had on line asked me to use a dildo - use 3 fingers - use everything I could. But here, I decided to start small. I lubed up my index finger carefully with spit -and I lubed up his hole as I licked it. I entered the tip of my finger, not even half a knuckle and said "are you sure?".
"yes" was the weak affirmation he offered as he started to pant....
I inserted about 2/3 of the tip of my index finger - not quite to the knuckle and as I started to think about rotating the finger or how I would proceed - BOOM. He blew again.
Shit Shit Shit
I withdrew my finger and wiped the cum off my eyebrows.
Then it started
"oh my god. Oh my god. Ohmygodohmygodogmygod. Is it bleeding? I feels so weird. I feel weird. It feels weird." He jumps up - literally JUMPS and runs to the bathroom to wash his ass.
(Um hello I have cum on my face, asshole.)
"You're fine" I say, "Its just your first time - honesly I didn't even get inside very far....hey!"
And before I can finish my sentence, he jumps out of the bathroom, fully clothed and runs out of the room.
No hello, goodbye or kiss my ass.
Just gone.
And there I am in the middle of the afternoon, in a cheap sleazy motel, unsatisfied, fully clothed, all alone with ass juice and spit on my finger and cum dripping off my eyebrow. I felt like the slut that I was.
A month later "Jason" emails me - "when can we meet again?"
My response, "you must be joking"
His reply? "Well, you're quite unattractive but you give good head and I'd let you suck my cock again"
I truly hope no one ever sucks his cock again.
It was a good lesson for me. It was that experience that taught me never to have sex in hotel rooms, everyone lies and sometimes men just don't have any idea what they want.

 

[jazzyb_77]

slfet...what a prick he was! un-fucking-believable.
jazzy

 

[femmegirl9273]

um, it's a tie......but the worst.....was I fucked this guy in high school. He was black so I was expecting, ya know, something BIG. Well, I swear it was no bigger than a fucking slender tampon and to make it worse, I was really trying to feel it and concentrate to get some kind of pleasure and he told me to get off, he was done. He wasn't even in me for a minute!!!! Maybe he was a virgin???

 

[gunforhire]

well no guy likes to admit this kinda thing, and it only happened one time but here goes.

she was a tiny girl i kinda knew back in college



i was fooling around with this girl , lots of foreplay, first time with her,

by the time i got into her pussy, had a few thrusts, i came.

that pretty much sucked. i'm sure she didnt have any fun



so i'll apologize to femme girl for that poor bastard. i was far from a virgin at the time of mine

 

[femmegirl9273]

That's ok Gun! Maybe she was super hot! Or maybe you hadn't had it in some time?? Doesn't matter as long as you still please HER!

 

[biggysmallz]

um, it's a tie......but the worst.....was I fucked this guy in high school. He was black so I was expecting, ya know, something BIG. Well, I swear it was no bigger than a fucking slender tampon and to make it worse, I was really trying to feel it and concentrate to get some kind of pleasure and he told me to get off, he was done. He wasn't even in me for a minute!!!! Maybe he was a virgin???

Ohhhh fell for the oldest myth in the book lol

 

[gunforhire]

That's ok Gun! Maybe she was super hot! Or maybe you hadn't had it in some time?? Doesn't matter as long as you still please HER!

she was pretty hot - huge breasts on a tiny body, like a toy. and this was back during a good period for me. no good excuse.

she didnt let me fuck her again, but she did let me play with those wonderful breasts a couple of times

 

[pellso27]

Cybering with TRW

 

[lemmesee]

Just curious to know what was the worst sexual experiance you had either the other came too quick had a little one, didnt have the slightest clue as to what they were doing in bed.....etc???????

....being "caught" while masturbating....