Worst sexual experience you have ever had?

Heres mine hope this is the right section.

This was a while ago but I hooked up with a hot single mum of 2 and dam this woman was all kinds of kinky. We got talking on the phone and eventually started talking about sex. We soon lost all inabitions and told each other our deepest darkest sexual desires, hers was "wanting to get fucked like a complete slut" and play rape. We further delved into this fantasy and others to cut a long story short she was a darn right sexual freak and I believe her to be a woman with no hang ups. For at least 2 weeks we had phone sex everyday and used to masturbate on the phone for each other. She even went as far as sending me sexy dirty pictures to my computer (Pictures I am proud to say I still have) . So after a while of talking and flirting for about a month we decided to met again and just straight out fuck (The reason we hadn’t done this was because she lived a extremely far away from me). So as they day arrived we are both getting hot and horny and at this period the odd case of blue balls was kicking in. We had promised each other that this would be the best sex ever, I was going to fuck her like a slut and rape her the way she wanted and she was going to enjoy it all.............it seemed like a win win situation right? On the morning of our planned rendezvous you can imagine how I felt I was pumped and had one thing on my mind, anyway spent the morning doing sit-ups and pushups lol was trying to look as impressive as I possibly could in the short few hours I had. After my exercise I then proceeded to tidy the house cleaning everything from the toilet to the door handles.


So after all that watched a porn dvd to waste time and get me in the mood. Skip a few hours later and bam its the faithed time, picked her up from the station. Both greeted each other with an awkward hello and hug, I mean we both had been extremely graphic to one another and know had to act with a level of civility after been extremely crude and darn right kinky. During the car ride to my place conversation wasn’t really deep just basics (Irony is that for two people on route to go fuck the shit out of each other we never once mentioned sex). Any I neglected to inform you all how gorgeous this woman was she was extremely beautiful a woman of 5,10 sexy blue eyes with an ass to die for. So after about a 30 minute drive we arrived at my place and I welcomed her into my humble home/Porn studio. As we got to my door I played the perfect gentleman put the key in opened the door and with a cheeky smile bowed and waved stating ladies first. She then in turn smiled back with an even more devilish smile and stepped in, as I proceeded to follow and entered behind her I felt my loins stirring, the very beast I had kept caged for the length of the journey from the station to my house woke with fury. My eyes darted immediately to her ass, I stopped dead in my track and took in the image perfectly (It's a moment comparable to when one enters a room for the first time in a while and it smells nice so you stop to take in the smell). As I admired that beautiful ass that I would soon have up in the air, my big friend down below started to throb faster and faster at the point I couldn’t take it anymore and went up to her grabbed her and kissed her. As expected she was responsive and seemed to go with the flow, we kissed for a while and I went on to feel all over her body as she did me. Then we got naked and she went to town on the unleashed beast, to my dismay her cock sucking skills left much to be desired to say the least I was extremely disappointed.

 

My Milf slutbag was failing me, she continued to suck like her life depended on it but
there was no technique no finesse to the act. Getting impatient I then got into the role of rapist and picked her up threw her on the bed literally and proceed to get the real show on the road. I licked her entire body and then forcibly pinned both her hands down before proceeding to penetrate (Ashamed to say I did not use a condom, something we both agreed we would do). So as I enter her I then proceed to pump hard and fast all the while cycling through all the meanest dirtiest things I could muster to mind. Needless to say this was an act where multi tasking just wasn’t going to pay of. I found it extremely difficult to recite all these dirty words while fucking with all the force I could generate. I often recycled used dirty talks over and over e.g. take this big cock you filthy slut you deserve this. Now I hold my hands up talking dirty is something I don’t seem to be good at. So as the night progressed this supposed best sex ever was turning into a disaster for me and possibly for her. The night continued in an awkward sex manner there was a point where she got on top to ride me and instead was hurting me. The way this woman grinded against my cock felt like it was been slammed by a door. There was nothing pleasurable about it, after a while we stopped and layed there and just talked. Of course I didn’t tell her how disappointed I was and she didn’t air any negativity in regards to the night. After a while of talking and acting like we were both fascinated with each others social life we fell asleep in the morning we said hello I phoned her a cab we said our goodbyes and that was it as far as communication. This was about a year ago and I can say with uttermost certainty the worst sexual experience of my life.

 

chilly dawg!!!!!!!

 

My worst experience has been stinky poo. I mean it stank-all-to-be-damned lol.

 

I was dickin' a walnut tree one time and--never mind.

 

When I was in High School a girl I was interested in invited me to her home to watch some TV and listen to some records (yeah records, mid 70's). So I go there and she's there as is her older sister.

After being there for about an hour, a few other people show up and the party really gets going. I asked about where their parents were and I'm told their on holiday up north and expected back for a couple more days.

So we start getting pretty smashed and someone gets the idea for a kissing game similar to spin the bottle. Well a couple hours into that and a few more beers to boot, and we progressed into an all out orgy in their family room.

About midnight I hear an ear splitting shriek and guess who's looking at their daughters getting screwed everyway but loose?

Yeah, you guessed it, mom and dad came home early.

And guess who had one of the daughters sitting on his lap when the screaming started? Yeah thats right, me.

I was grounded by my folks for drinking and having sex (I was 16 at the time) and I was forbidden to see that girl again and I certainly couldn't face her parents after that.

 

Dated a young women during my late teens and early twenties who had probably the best pussy as far as grip, walls and thick bush I've ever experienced...but her responsiveness was absolutely horrible. I mean she was a serious dead log. Never once experienced anything as dead before or since.

Wouldn't let me play with her down there, let alone her ever allowing me to go down on her. Touched her clit once and she got really pissed off; panties went up like one of those old spring loaded window shades. Figured she must have had some abusive childhood issues, although she completely denied anything of that caliber in every possible way.

Spoke to her recent ex husband through a couple old buddies just a couple of months ago. Claimed the horrible sex was the least of his problems; she really went off the rails long after I was done with her. Said that she had some "severe daddy issues from years of sexual abuse".

Hmm, so much for my intuition of possible abuse years before where she claimed was "completely misguided".

Guess I dodged a bullet - thank god for her shitty sex.

 

GF was going down on me, deep throating (bless her heart) when my dick hit the gag point and I found myself with a lap full of vomit. It did not contribute to the mood.

 

yeah i dated this girl for a little while and she had the tightest pussy. it was painful for me to fuck, just ridiculous

 

worse experience for me is that i never had any sex and im 26 :toetap05:

 

lmfao

The worst for me is when my ex and I were in the middle of fucking, me to the point of orgasm, when the cops came to the door saying someone had called stating there was screaming coming from his house. He had to get off me (not in the good way) to get the door. It ended up being his crazy, pyscho ex gf.

For the record, I wasn't screaming. :toetap05:

 

i was banging this blind slut w/ a wooden left leg. she moaned like a dying horse. it was just horrible

 

So were you banging her and she had a wooden leg? or were you using the wooden leg to bang her? Either way is twistedly hot.

 

The worst for me is when my ex and I were in the middle of fucking, me to the point of orgasm, when the cops came to the door saying someone had called stating there was screaming coming from his house. He had to get off me (not in the good way) to get the door. It ended up being his crazy, pyscho ex gf.

For the record, I wasn't screaming. :toetap05:[/QUOTE]

omg girl that would kill me!

my worst experience was when me and one of my exes from my freshman year of high school were having sex and his little sister walked into the room saw us and screamed which then caused both his parents to come up and see what was going on... needless to say i never went back to their house cause the idiot forgot to lock the door and his parents thought i was the devil lol gooood times...

 

that came out a lil weird.. didn't it.