1. How my chastity started


    Date: 11/12/2017, Categories: BDSM, Fetish, Shemales, Author: debbielynn, Rating: 89, Source: xHamster

    There was this woman where I worked at. She had a thing for retro and would wear business skirts, high heels and actual real stockings every now and then. She had a body to die for and legs that just simply made me melt. When she walked by I would simply melt. Could not explain it this power she had over me, it was more than just sex or lust, it was like the magnetic pull that keeps the Earth in orbit. I started small talk with her and over time we began chatting now and then. I WANTED TO HAVE SEX WITH HER SOOOOO BAD!!! But would not even flirt with her in that direction because I knew from office chatter she had a really bad break up a year earlier was was NOT looking for a relationship, that and well she was way to hot for me to even try. I was just happy being her friend and the fact she actually talked to me. After about six months she asked me if I wanted to go to the movies over the weekend, we had become such good "talk buddies" it did not occur to me it could be more... All I could do is look at her with lust that would not be fulfilled. When we met that Saturday she went all out on her appearance, make up was heavier and sexier than hell, she was actually wearing a corset, it looked like a black leather one from what I could tell from the parts that were pushing her cleavage up and out as much as possible. She wore a skin tight black leather skirt with the material so thin it was easy to see the garter buttons that attached to her stockings and black patent ...
    stilettos on full six inch heels. My cock stayed rock hard all day long. When she asked me in for a night cap I almost shot a load in my pants. I wanted this woman and had been fantasizing about her for months. NEVER did I believe she would have sex with me. She lived in a small loft type of apartment, the kind where I could see the entire place from the entry. Besides the usual furniture t.v. and stuff I could see open armors and shelves of clothes not to mention a few racks for all her dresses on hangers. It appeared she had around a hundred pair of high heels at least two dozen of witch were of the fetish type, and more lingerie, hose and stockings than a Victorias secret. As we shared a bottle of wine she told me about how her previous boyfriend cheated on her and it devastated her and she could never go through that again. She "joked" about only being able to be with a man if he wore a chastity device so she would no he was being faithful to her. The joke sounded really odd to me but I managed a laugh just to go along with her. A few glasses of wine later she asked me to massage her feet as the heels were very high and put both of her high heeled feet in my lap. For the next ten minutes I massaged one foot then the other, with the foot not being massaged rubbing my groin!!! Now I am not a "foot man" but damn she made me so hard! She explained she was not ready to have a sexual relationship with a man yet but felt bad about my "condition" as she called it. She put her heels back ...
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