This story is about 90% true, but I figured with the embellishments I should post it here instead of gwstories. I had a gf/ex-gf that I had great experiences with as far as exercising my high heel fetish, though I added a bit of dialogue that would emphasize a bit of light femdom, as she eventually started employing it in later experiences.
I knew I liked high heels at a pretty young age. I’m not sure how it happened, but whenever I was home alone you could often find me in my older sisters’ closets looking through their high heels, wishing to see girls in them (though not really my sisters). When I finally got around to having my first girlfriend in high school, Lucy, I was hoping I would be able to explore this more with her. Lucy was short, perhaps an inch or two above 5 feet. Not thin, a little extra but still cute, with straight dirty blonde hair down a bit past her shoulders. After seeing her for a while, I opened up about my little fetish. She responded really well, and was eager to try it out. I couldn’t believe it! What I learned from Lucy was that I also liked light domination, and she had a great time doing it.
I already knew Lucy had a pair of heels that I liked. We were in band together and I would always stare at them whenever we were together at concerts when we had to dress up (it’s a wonder she didn’t notice, though I don’t think I made it too obvious). They were nothing too crazy, but just sexy enough to get me riled up when she wore them: A pair of black, 3 inch heels, strappy by the toes with one long strap that came around the back of the ankle, similar to sling backs. The heel itself wasn’t quite a stiletto, but tapered from top to bottom and wasn’t what I would describe as thick.
She normally would come over after school before my parents got home from work and we would hang out and fool around a little bit for an hour or two. The day after I told her about my fetish, she brought her black 3-inch heels with her after school. My dick was rock hard, still not believing this was actually going to happen. She was a bit hesitant at first, not really sure what I wanted. I told her to just put them on and lie opposite of me on the couch. Then I told her to pretend my dick was a gas pedal and to floor it. That’s all she needed to hear, and she drove her heel straight into my crotch. All of a sudden there was a smirk on her face: she was a quick learner. She transitioned from driving her heel into my dick to stroking it up and down with the toe of her shoe, me moaning loudly with pleasure. I’d never been more turned on before in my life. Lucy had me in complete control, and she gave a bit of an evil smile, telling me she knew it. This is when she took her other foot from the floor and flung it towards my lips, stopping with a jerk right as she was about to hit me. I was in a daze, having her elegant weapons so close to my face.
“Lick,” she said.
“What?” I asked, confused. She’s worn these a lot and they were pretty scuffed and a little dirty on the bottom.
All of a sudden I felt intense pleasure and a bit of pain as she drove her 3-inch heel hard into my crotch and said “Don’t make me ask you again.” I didn’t. I did as I was told and licked her heel as well as the bottom of her shoe. She giggled and became power hungry. I continued to lick as she continued to stroke my dick with her other heel for a couple minutes. I kind of couldn’t believe the control she had over me at this point. With her heels, she could get me to do almost anything, even clean her shoes with my own tongue! She had another good idea.
“Ooh, you know what would be fun? Get on the floor and lie on your back, I want to try something,” she said. Remembering what happened last time I didn’t do as she asked, I dutifully got up from the couch and layed down on the floor.
“What are you going to do to me?” I asked, though I could feel that I probably knew the answer. She smiled and walked slowly towards me, not breaking eye contact as I heard the click click click of her heels on my tile floor. Then she winked, right before stomping on my hard dick with her heel. I moaned loudly, since it wasn’t very painful but extremely erotic. Here Lucy was, all of 5’ 4” in her heels, towering over me, her 5’ 10” boyfriend, with all of the control in the world. I was both at her feet and at her mercy. She continued to alternate stomping on me and grinding my dick as if stuffing out a cigarette butt. That was all I could take, the pleasure was too intense. She stomped me one more time and led it directly into a vicious grinding of the toe of her heels onto my dick and I exploded in my pants as I let out an intense moan.
She giggled again and dropped down next to me on the floor. “So how was that?” She asked, as she rubbed my dick with her hand slowly and stroked my legs with her heels. Still in euphoria, I looked over at her. I kissed her passionately and then replied “Unbelievable…”
“Good! I couldn’t believe what I could do to you. I didn’t know how easy it was to get you to the ground! You must really like me in heels. I’ll definitely have to remember this next time I want something from you. Now let’s get you cleaned up!”
She had to leave as my mom was coming home soon, but I jerked off to the entire experience later that night. This was the first of many amazing experiences with her.
Source: reddit.com/r/eroticliterature/comments/3mdud5/horny_band_nerds_mf_highheels