About two years ago I placed an ad on Craigslist. The ad was placed in the casual encounters section. The ad was asking if someone would let me masturbate in front of them. I asked in the ad that the woman be willing to wear high heels and let me look at their legs while I masturbate.
I'm an attractive man. I'm about 6'1". I have a good body. I'm fit and I work out frequently. I also have a fetish. I like women in high heels. It's one of those things that really turns me on.
I posted my ad on a Sunday evening. I received a few responses but nothing stood out. Monday afternoon I received a response from a woman who sent me a picture of her legs in thigh highs. In her email she said she was married but was neglected at home.
We sent a few emails back and forth. She asked me what I wanted from the encounter. We both wanted it to be more on the anonymous side. We agreed not to share names. I told her exactly what I wanted from the meeting. I told her I wanted to meet. I wanted her to wear some sexy high heels and I wanted to masturbate in front of her as I looked at her in her heels.
I explained to her that I have a fetish for women in high heels. She asked me why. I tried to explain that I wasn't sure why. All I really know is that it turns me on. When I see a woman at work, or in the store, or anywhere, if he is wearing sexy heels, it turns me on. I told her I love heels in the bedroom. She asked me lots of questions about my fetish. I was worried I might scare her off. In real life, it's not that easy to tell a woman about this fetish, but online, I could speak more freely.
I asked her what she wanted from the encounter. She said her main thing was to feel wanted. She said being married she didn't want to have sex, just looking and flirting. She had mixed feelings on cheating. She said her husband was emotionally abusive and she was trapped in the marriage. She said he made a good salary and she didn't want to leave that lifestyle because of her kids. She said she was a trophy wife. She didn't work, and loved to shop. She said he was having an affair. She told me she had a closet full of heels and loved wearing them. She understood that men found them sexy on a woman.
We agreed we might be a good fit. She told me she was nervous to meet. I suggested meeting first just to say hi. I suggested a coffee shop. She liked that idea and then asked me if I were free at that very moment. It was 4 o'clock in the afternoon. I told her I could meet.
I left my work and headed over to Starbucks. She told me she was blonde, wearing a black pencil skirt and driving a white Lexus.
I got to Starbucks and waited outside of my car looking for a white Lexus. She pulled up and I walked over to her car. She got out of her car and she was very attractive. We said hi to each other and talked for a moment next to her car. She had on a nice top and a mid thigh tight black pencil skirt. She had on 6 inch black high heels.