My first Crossdresser – Part One

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My first Crossdresser – Part OneWhen she walked in to the restaurant I knew I was in trouble. It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn’t have video poker…I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she’s strutting toward a table.Convincing she was not, a crossdresser without question. But pretty, really pretty. And the way she walked, shit, I was getting hard just watching her. She wore a tight black miniskirt, sheer stockings over sexy clean shaven legs, and a nice pair of heels. And man could she ısparta escort walk. I was in trouble.The crowd was buzzing, and it was about to buzz a lot more. Everyone knew she was there, and everyone was trying to take a look without being noticed. She noticed, but she played it cool. I waited until she had finished ordering, took a deep breath, and walked over to her table.Nervous, I introduced myself and asked if I could join her. She nodded, motioned toward the chair next to her, and looked up at the waitress who had just arrived with her drink. I asked the waitress to bring me a vodka and tonic. “You’re really pretty” I said. She looked at me. Silence. “I mean you really dress up nice.” Silence. “I figured escort ısparta we might talk a little, maybe get to know each other.” Finally she spoke. “You’re a nice looking man, and you seem sincere. You DO know that I’m a man too, right?” The ice was broken. “Yes, I know that you’re man too. But I mean it when I say that you’re pretty. I’ve always had a thing for crossdressing, and I’m not uncomfortable to say it.” She grinned and replied “I come to Vegas twice a year to escape. I work in the post office in Cedarburg Wisconsin. My time in Vegas let’s me live out my fantasies.” She paused to sip her drink. “Please forgive me for being a little cold, I’ve never had a man approach me before to talk. If a man ısparta escort bayan approaches me it’s usually on a bet from his buddies, and he makes an ass of himself and embarrasses me.”The waitress appears and puts my drink in front of me. I pay her and take a sip. “When I saw you walk in I knew that I was going to come over and introduce myself. I’m very attracted to crossdressers, one of my fantasies. I’ve never played it out.” She was sipping her drink, and without taking her painted lips from the straw, she looked at me and winked. The she picked her head up, cocked it a little to the side and said “Maybe you’d like to play it out tonight?”. I gulped and nodded. She follwed with “I’m lonely, and I’m tired of sleeping with my dildos. I could use a real cock. But, I’m going to warn you, you’re going to have to play it my way, and it might get a little difficult.” I nodded again and said “Let’s give it a try.” My dick was as hard as a rock.To be continued…

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