Worst Sexual Experience?

[nataleeg]

I had been dating a guy and the night came where we finally had sex for the first time. The sex was okay, and my attempts to spice it up with some dirty talk proved futile. I was on my hands and knees when he was about to cum. I told him to flip me over and cum all over my face. He pulled out and came into his hand.
He then proceeded to give me a ten minute, very serious lecture about his respect for women and how he could never do something so terrible and he has sisters and blah blah blah.
Needless to say there were no repeats.
It's noble and all I suppose, but ick, not for me...

 

[ohsalamanca]

I had been dating a guy and the night came where we finally had sex for the first time. The sex was okay, and my attempts to spice it up with some dirty talk proved futile. I was on my hands and knees when he was about to cum. I told him to flip me over and cum all over my face...

The world needs more of this.
(And me too.)

 

[7inchglory]

I had been dating a guy and the night came where we finally had sex for the first time. The sex was okay, and my attempts to spice it up with some dirty talk proved futile. I was on my hands and knees when he was about to cum. I told him to flip me over and cum all over my face. He pulled out and came into his hand.
He then proceeded to give me a ten minute, very serious lecture about his respect for women and how he could never do something so terrible and he has sisters and blah blah blah.
Needless to say there were no repeats.
It's noble and all I suppose, but ick, not for me...

Gross...

I once was like that just not as extreme. I had a chance to lose my virginity in a van and the girl was begging for me to fuck her. My only concern at the time was her bleeding all over her fathers van, and not losing it in a cliche way. She dumped me shortly after and I changed very fast... heck, just look at my thread! I ended up losing it on a couch with the next chick btw, hahahaha

 

[LadyVer]

The first time.

 

[NorthernGinger]

Hot wings.
Finger fucking.
Holy fire feeling.

 

[aussiegeekygal]

Hot wings.
Finger fucking.
Holy fire feeling.

Oh no!

 

[aussiegeekygal]

My worst would have to be when I was in college and against my better judgement hooked up with a "friend of a friend" who was barely 19. Sure, he had stamina, but he certainly lacked in technique. I felt like a was attacked vaginally by the energizer bunny.
To make matters worse, I learnt (after the fact, regrettably) that he was one of my students. Most mortifying lecture ever!

 

[Crusader3113]

I had been dating a guy and the night came where we finally had sex for the first time. The sex was okay, and my attempts to spice it up with some dirty talk proved futile. I was on my hands and knees when he was about to cum. I told him to flip me over and cum all over my face. He pulled out and came into his hand.
He then proceeded to give me a ten minute, very serious lecture about his respect for women and how he could never do something so terrible and he has sisters and blah blah blah.
Needless to say there were no repeats.
It's noble and all I suppose, but ick, not for me...

how have I missed on the women like you my entire life.....his loss

 

[BongoGal]

Eek!

To make matters worse, I learnt (after the fact, regrettably) that he was one of my students. Most mortifying lecture ever!

I've had actual nightmares like that. Sex with students is pretty much forbidden, so I have a strict (if frustrating) hands-off policy. My nightmare is discovering that a drunken one-night-stand is now sitting in my front row.

 

[BongoGal]

Eek!

Some of these are frightening.

 

[jezzilee]

Deciding to wake my then boyfriend up with a blow job, getting kicked in the face, then going to work the next day and trying to explain to his mother how I got the black eye.... Walked into a cupboard door was accepted but probably not really believed.

 

[dizzyegg]

I had been dating a guy and the night came where we finally had sex for the first time. The sex was okay, and my attempts to spice it up with some dirty talk proved futile. I was on my hands and knees when he was about to cum. I told him to flip me over and cum all over my face. He pulled out and came into his hand.
He then proceeded to give me a ten minute, very serious lecture about his respect for women and how he could never do something so terrible and he has sisters and blah blah blah.
Needless to say there were no repeats.
It's noble and all I suppose, but ick, not for me...

Genuinely hilarious, I'd have paid good money to see the expression on your face when he stood atop his soap box and began his lecture on respect for women.

And no especially amusing or horrific experiences to report. For once.

 

[aussiegeekygal]

Genuinely hilarious, I'd have paid good money to see the expression on your face when he stood atop his soap box and began his lecture on respect for women.

And no especially amusing or horrific experiences to report. For once.

Oh to be so lucky...

 

[7inchglory]

My worst would have to be when I was in college and against my better judgement hooked up with a "friend of a friend" who was barely 19. Sure, he had stamina, but he certainly lacked in technique. I felt like a was attacked vaginally by the energizer bunny.
To make matters worse, I learnt (after the fact, regrettably) that he was one of my students. Most mortifying lecture ever!

Wow, I went to the wrong university!! :'(

Deciding to wake my then boyfriend up with a blow job, getting kicked in the face, then going to work the next day and trying to explain to his mother how I got the black eye.... Walked into a cupboard door was accepted but probably not really believed.

Hahaha, awesome story! I was into break dancing, and to start off a routine I had to learn how to do a bunch of flips. One was a simple back tuck flip which I practiced at a gym... I ended up tucking too hard and kneeing myself in the eye. I also had a hard time explaining that one to people

 

[msjuicypussy]

Sex with a guy who's dick was the length and width of a q-tip.

 

[AmazingLost]

Being date raped when I lost my virginity.

 

[MaryanneB]

Being date raped when I lost my virginity.

I hope to God that Karma caught up with the piece of shit. I am so sorry that you went through that.
There isn't a way to say enough other than he will pay sooner or later.

 

[MaryanneB]

My worst was my first husband....enough said.

 

[cliteatingman]

The time I didn't get her...

 

[xxxLunaxxx]

Sex with a guy who's dick was the length and width of a q-tip.

Yeah, this was mine too.

 

[BloodMoonRising]

I pulled a quad during doggy style once. That wasn't fun.

 

[Stacie_Vinyard]

When I was 16 I had sex with a boy from down the street. Both of us were rather inexperienced. Anyway the poor boy mounted me and pumped maybe twice before he finished. I felt bad because he really had tried his best and it wasn't very good at all.

 

[BongoGal]

It's not my worst, not even close, but it is memorably pathetic enough to mention here. Here goes: there was a guy in college who I agreed to go on a date with, and after a good time, we went home to his room. I had already decided that I was in the mood to fuck, so I didn't mind at all when he got frisky. Some kissing, some groping through my top, and soon things started rolling. I pulled off my pullover and let him undo my front close bra (guys love those). I stood up and slipped out of my skirt, and voila, there I was in just my panties, horny as hell, in some guy's dorm room after a first date. I got hold of his waistband and undid the button and then slowly lowered his zipper, and with a little help, pulled off his jeans. He was pitching quite a tent in his tighty-whities, and I figured that the tent pole was bigger than average. My mouth and other parts were moist with anticipation. It was time for the big reveal. On my way to grabbing the top of his undies, I very lightly but deliberately grazed the bulge. That was when I noticed a shudder go through him and heard a couple of quiet whimpers. I'm thinking...no way. I asked, "Did you just...?"

He answered, "Yeah."

"Seriously?"

"Yeah. I'm sorry."

The guy jizzed in his underwear from the slightest touch you can imagine. In my mind I was thinking, "What the hell?" He didn't say anything. I finally said, "Well, this isn't working out, so I should go." He asked if I was sure, and I made it clear that I was. Although probably not as much as him, I was embarrassed. I had to get dressed in front of him. The list of guys who have both seen me topless and have not fucked me is quite short, and this guy is on it. I wanted to run from there, but I didn't hurry too frantically. I eventually told him that I enjoyed the first part of our date (not in those words), and I gave him a friendly peck on the cheek. That was when I did something nice; I looked him in the eye and said, "Not a word of this to anyone." I said it in a way that sounded as if I were telling him not to mention it to other people, but I'm sure it was clear that I was promising to keep the story to myself. Then I went back to my room. I got in, closed the door behind me, leaned back against it, closed my eyes, tilted my head back and groaned. Grrr....cockblocked by a trigger-happy cock! Let it suffice to say that my dildo got a workout that night.

Pondering this right now, I am thinking that he could have handled things a whole lot better. Instead of being silent and embarrassed, if he had shrugged it off as an unfortunate oopsie and not let the action stall with a pathetic thud, he probably would have gotten lucky. If he acted as if the show could still go on and started kissing and groping near-naked me, I bet I would have gone along with it and eventually fucked him if he could get it up again. Oh well, too bad...he didn't. If he did, the evening wouldn't be mentioned as a Worst Sexual Experience twenty-five years later.

 

[russko]

My worst would have to be when I was in college and against my better judgement hooked up with a "friend of a friend" who was barely 19. Sure, he had stamina, but he certainly lacked in technique. I felt like a was attacked vaginally by the energizer bunny.
To make matters worse, I learnt (after the fact, regrettably) that he was one of my students. Most mortifying lecture ever!

 

[evahj]

Some of these stories are just... painful!

I have had plenty of two thumps and done sex (so bloody frustrating) but I think the worst sex would have to be when I had sex with a friend of mine as a teenager.

I was 17 and quite experienced but still in that shy stage where you don't really want to say what you want and you certainly don't want to embarrass the other person.
He was 20 and a virgin.

So... when it comes to doing the deed (missionary) he does not lie on top of me but DOES FUCKING PUSHUPS in and out. He does not just do this for a bit but the whole time! (No, it was not that long, but still). And of course he starts sweating and it is dripping from his forehead all over me...

No, that was not very sexy