sexual regret?

i'm sure everyone has fantasized about having a time machine and going back to those events in your life where you just really messed up.

i think sex is no exception. share your stories about your bonehead bootie mistakes and horror stories so that the rest of us can laugh at you and feel better about ourselves. (just kidding...we'll try to cheer you up and help you forget the pain)

alright.

my gf and i were spending the night at a friends house in her brothers bed. I for some odd reason decided to skip over foreplay and went straight for teh penetration. it was a little tough at first, but then i felt a little... pop... and suddenly there wasn't any trouble. this went on for about a minute when i realized the wetness was more... sticky... than normal, turned the light on, and lo and behold: i was bleeding from my cack. the pop i felt was my foreskin ripping, and due to its erectness, blood just continued to rush to and out of my cack.

yeah, i'd go back and lick dat pussy.

A couple years ago, I was at a party and my ex showed up. It was the first time I'd seen her in the two months or so since we'd broken up. I was miserable. Somebody made jello shots, so I ate about 20 of them in an attempt to not give a shit. I ended up getting it on with some girl that I probably wouldn't have while sober, though I couldn't really be sure what actually happened. Big time blackout. The next day, I got some kind of horrible rash on my FACE. I never figured out exactly what it was. I was sure I had, like, genital herpes on my face, but I went to my doctor and he said that's not what it was. My best guess was her vag was probably stubbly and it irritated my face or something. That or the alcohol combined with the stress of seeing my ex made me break out.

Anyways, man, did I feel gross about myself after that.

wha?? it was the wetness that made you realize there was a problem. were you on about 5 painkillers at the time?? ouch!

it didn't hurt at the time
i don't know why.

I don't have any really great stories about regrettable sex. The only times I've actually regretted sex have just been when when it was bad sex, and usually with dumb people.

I regret bad sex a lot more when it's had with a dumb person.

Shortly after finishing high school I started hanging out with a very attractive and interesting girl whom I met through friends. I had an enormous crush on her, but was always too shy to say or do anything about it.

After going off to university for a year I came back home, and we started hanging out again. By that time she was pretty seriously dating another guy. One drunken night when we were hanging out she abruptly told me, "You know, I really fancied you. Why did you never ask me out?"

Sigh.

Then there was another girl I used to date, who was simultaneously dating another guy. He was an older, successful man who was paying the rent for her and her sister, and I was young and broke. I wound up losing that contest - she married the guy and moved away with him - but I've always suspected that I could have won if I'd been more assertive.

Yeah, shyness sucks.

I feel queasy.

Yeah, but on the other hand, if you don't have at least one or two "man, what the fuck was I thinking!?!" stories, you probably haven't really lived. If nothing else, it's those experiences that teach you to recognize the really really good sex.

Oh, no, no. I knew what I was thinking at those times.

I just turned out to be so very wrong, and that's what I regret.

you must have been Really caught up in the moment not to notice that... what do doctors do for that type of thing???

Went on said date this past weekend, meet sweet gal through friends and talked for a month prior. Spend the entire weekend with her, intimacy and all it was an amazing weekend.
She tried to kill herself tuesday, od'd on paxil. Found out she was not being entirely honest with me when I called her and her ex/bf answered her cell and we dicussed her dishonesty.
Have not heard from her since.
Sex was excellent.
I feel manipulated.

I regret not tying her down and spanking her silly the last time she was here. :: le sigh ::

tons of them. Like every day that I haven't had sex pretty much, and that's a lot of regrets, people.

one that stands out was a guy that thought his big cock=best sex ever. it was really bad and not worth it. i could've stayed home by myself and had a better time

I have scars from bad sex. And not, you know, the emotional kind.

My highschool sweetheart and I didn't sleep together in the entire two and half years we dated. We planned on losing our virginity to each other on our wedding night. Of course, we broke up long before we were even close to getting married.

Three days after the breakup, I lost my virginity to someone else. The night before, my ex an I had discussed having our "one perfect night together" anyways, since we had promised it to each other for years. So the day after I lost my virginity, I told her. A couple of days later, she called me up and told me that even though I had already lost mine to someone else, she still wanted me to take hers. Somehow, I told this to the girl I'd lost my virginity to and had been dating now for almost a week. Figuring I'd do it regardless of what she said, she game me the OK to do it.

A couple of nights later, I was hanging out with my ex and we decided to go for it. It kinda sucked and wasn't anywhere near as "perfect" as we had discussed over the years. So we decided to do it "properly" a couple of nights later. The second time was better, but very awkward.

After that, she avoided me. I soon found out that she had started seeing someone in between our first and second time. And then she started telling mutual friends that I had forced her into it. Things were pretty fucked up for a few months I still worked with her, but we eventually ironed things out. I also ended up spending four years together with the girl I lost it to and she never missed an opportunity to bring up what I had did during fights.

Ah, high school/college drama.

ya, cause i went to the doctor for this. i don't think they could have done anything, it just took a while to heal. which sucked.

Ouch. You're not the only one.

*update*
Received a myspace message from said girl. She's fine (aside from being crazy, her words not mine). And wont be able to speak with me. But is thankful of my concern for her.

It all revolves around those bad, bad choices....