1. my first date with Ben


    Date: 6/7/2016, Categories: Crossdressing, Author: ericamalamute7, Rating: 6, Source: LushStories

    look me over. Ben liked all of them, but Susie only liked one of the dresses that she had picked out. It was a navy sheath dress with gold button accents. She asked if I had black pumps, as the boots didn’t do the dress any favors. I said that I did have some, but that I was planning on buying a new pair for the proposal meeting. She liked that idea and went to grab a pair after she found out what size I wore. She quickly came back with two pair of pumps for me to try. She had a modest two inch heel and a pair with three and one-half inch heels as well. She walked into the dressing room with me and helped me pull off my boots and try on the shoes. I walked okay in the smaller heeled pumps and I thought they looked good, but she wanted to try the others as well. I told her that I hadn’t ever wore anything that high and wasn’t sure about them, but she said not to worry and that I will get used to them. She helped me up and I walked around the small changing area a bit wobbly. She liked the look better and told me that I would get these and I should practice with these as much as I could until the meeting. I told her I couldn’t afford the dress and the shoes and she said her husband would take care of it. I thanked her for her help and was privately blown away by how the evening had changed from what I had expected. When I sat down to take off the heels, she knelt down in front of me and I caught her looking up my dress. She blushed when she saw that I caught her and said she ...
    always had admired pretty girls. I blushed harder than her and thanked her for the compliment, but told her I was uncomfortable. She apologized and said she just wanted to help me. When my boots were on, we stood up and she gave me a slight hug and apologized again and asked not to say anything to her husband. I agreed and she said that I should come over some time to visit and have dinner with her and her husband. I said I would like that and we could plan that for after the proposal. We walked out and she told her husband to pay for my dress and shoes. She then went on her way to continue with the shopping that she had been doing before she saw us. Ben walked me out to the car and I told him what had happened. He asked me to follow him to a nearby park because he needed to fuck me again after watching me trying on those dresses. And he also wanted to taste me as well. I was more than happy to do so and followed him to a local park. We walked about forty yards to a picnic table and he pushed me down on it and began kissing me. I kissed him back and we began letting our hands roam over each other. I was unzipping his pants as he was pulling my dress up. He pushed me further up on the picnic table and then crawled over me into a sixty-nine position. I took his cock in my mouth as he slid my panties to the side and licked up and down on my cock. My cock started to respond and was soon at full attention and buried in his mouth. He was going up and down on me like a rocket and I ...
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