Sadly, you sometimes get disappointed during your sexual experiences.
Warning: Altough the story gets serious, there’s no sex involved in the end ! I also recite the quotes out of my head and please be gentle: English isn’t my native language.
When I was a teenager I often hung out with the same people (as you do). This also included several girls and there was that one girl everybody somehow had a crush on.
She was simply the right mix between cute, sexy and naughty. She had a pretty face with some freckles, an average height, darkbrown hair that went over her shoulder, grey eyes and was that sort of a type with smaller boobs but a wide ass. Somehow she was simply very attractive.
Everybody seemed to have a crush on her and she perfectly knew that. She played with everyone who tried to start something, rejecting one after the other.
She was partying every weekend, getting sometimes really drunk and started flirting with each and everybody, but still ending up alone in the end, since she was always simply playing her game. I think she really enjoyed that so many men wanted but no one actually got her.
As many others I also had a crush on her, but I never tried if I could be the lucky one cause this might completely destroy our good friendship. I have to be honest: I almost everytime tought about her when I masturbated, she just had that kind of magic to her.
We often spent our free time together, mostly with some other friends of this time. When she was with us she really was a lovely, light hearted person and you could always count on her.
One day, after I had to bring her home because she was horribly drunk the night before, I started to talk about her behaviour and what started as a very complicated conversation ended up with her telling me the entire story about her cheating ex who just used her for sex. Her heart was broken but somehow I had the feeling that she was overreacting: Common, we were still teenagers.
We didn’t spoke about the topic anymore and just went one as always, luckily this didn’t had an impact on our friendship.
But one evening things went a bit weird: We were just chatting online and then she asked me what underwear I had on and that she wants a picture of it. I sent her one, not really revealing anything and she sent one with her in black pants and a black sports bra. When I asked her what this is all about, she simply replied that she was bored and wanted so see my underwear, whatever.
I really loved that picture of her: She was standing on her bed with that black underwear, a naughty smile and her lovely, flat stomach. I jerked off countless times using that picture and always felt a bit guilty about that when I saw her. Still after all this years I clearly see that picture in my head.
A couple of days later she texted me again and asked if I could come by: There was something wrong with her PC and she wanted me to take a look at. So I went to her and my jaw almost dropped when she opened the door: She was wearing sweat pants and some sort of really tight shirt that had a V-shaped cut at the back revealing much skin. I have seen her in her swimsuit before, but this was somehow next level sexy, as the shirt was thight to her body, but sadly it wasn’t really showing her boobs or nipples properly.
So we went down into the basement, where the office room of her father was. She said that she somehow messed up the PC and her father wouldn’t be pleased about it. It was a simple fix with some desktop icons and I was finished within a couple of minutes.
When I stood up, she grabbed my crotch and had a weird smile on her face I’ve never seen before. I didn’t know what was going on and immediately tought that this was again just one of her games, but why was she playing it with me ?
She noticed my confusion and asked about her picture: “How many times have you jerked of to me ?”, in a genius moment I just replied “And you ? How many times have you tought about my underwear” she wasn’t prepared for that reply…
This situation was extremely awkward: I always wanted to have a taste of her, but this was somehow totally wrong, what was going on with her and why was I the chosen one ? There were many other guys who were way more attractive than I was.
After a few seconds she slightly squeezed my crotch and instantly my dick was growing in my pants. She didn’t directly reply to my question, but only said “I want to see whats in those pants”. There was a couch with a TV in the basement. Her father often used it when he wanted to watch sports for himself.
She pointed at it with her eyes and meant, that we should get comfortable. Was this really happening ? Me and that girl nobody ever had a chance with ? I was confused and totally horny at the same time, but her behaviour was just so totally off, I still don’t know what went into her that day.
As we stood in front of the couch she just pulled down my trousers and the shorts, this was not really what comfortable meant to me. She looked at my average sized boner and simply said “Not that bad, looks okay”.
So I had to make a decision: Should I go on with this weird story or put my pants on and leave ?
I have to admit: As weird as this was, I somehow found this interesting and her dominant yet strange behaviour made me somewhat horny too. So in the same tone she gave her verdict about my dick I asked “Now what ?”. “I have seen yours, you now see mine. Sit down !”. I sat down, she pulled her sweat pants down revealing her pussy, she wasn’t wearing any underwear.
This was bad: I normally don’t mind a meaty pussy, but this one simply looked filthy, the hair was a mess and the odor was really, really bad. It simply was an instant turn off, my boner started to disappear. I just wanted to put on my clothes and go home. But this was not her plan “Not enough ? Do you need more motivation ?”.
Before I could say anything she took of her tight shirt, her small boobs were nice in size, but the nipples were gigantic. I’m normally don’t mind the look of a breast (as long as it’s natural) but this sadly was another letdown.
Please don’t get me wrong: I’m no Adonis at all, and normally I really don’t mind a meaty pussy or big nipples, but she was somehow so blowsy and she smelled like she hadn’t showered for days.
But there she was, the girl I had a crush on for years, the girl wo sent me a picture I was jerking off to and now she was standing naked in front of me, behaving completely weird and what I felt turned me off completely.
There was no crackle in the air, this was just completely bad and wrong. What had gotten into her mind ? What was this all about ? I couldn’t figure it out…
“Are you ready ? What happend to your little friend down there ?”. My dick went as far back into my body as it could.
My tone became a bit more tense and I asked her: “What do you think will happen next ?”
“We fuck, thats what you always wanted right ? And at the moment I want it too. I just want to sit on your dick, so work it out !”
“We don’t have a rubber and you seem to be completely dry”
“Thats none of your business ! I like it this way !”
I had enough ! I put on my clothes, almost had to push her out of the way and was about to leave. “I’m going to tell everybody, that you weren’t able to please me with your small dick !”, I didn’t care and left.
I was so completely confused and I had nobody to talk about. Everybody knew her and I as afraid that this story would become horribly complicated. When I came home, she sent me a message and asked if we simply could forget about everything, I agreed and was reliefed, that this story hopefully was over now. Luckily it was.
She never mentioned again what had happened, but sadly our friendship was completely broken. She started avoiding me and the people around us. And so we went our seperate ways.
One of my friends once mentioned “Sad that she isn’t hanging out with us anymore, I so hoped to get onto her one day”, I had to hold myself back so badly …
Source: reddit.com/r/gonewildstories/comments/5q9dkk/mf_my_worst_sexual_experience_that_didnt_even_led
You fucking idiot
Hell of a story and confirms the saying, never meet you heroes. I’m glad that I was able to keep most of my high school fantasy girls, a fantasy. Save one, Candace. She was that sweet, girl next door, with the rockin surfer girl body, great personality, and friendly to everyone even nerds like myself.