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Lisa gets more than what she thought she would

Date: 8/2/2017, Categories: Fiction, Blowjob, Cum Swallowing, Transvestite, Author: toddh1970, Rating: 73.3, Source: sexstories.com

Its the day before Halloween. I'm driving my semi truck and trailer back across the USA. I tell myself, I'm dressing as Lisa all day tomorrow. I finally got to the truck stop and grabbed my shower bag with my change of clothes, then I decided to shower in the morning. I'm up at 4 am the next morning and go in to have a shower and change my clothes and personality. I shaved all the hair off my body from my face down to my toes. I have never done this before but the feel is incredible. The first item I put on is my black thigh high stockings. The slightest rub of my legs together and it sends shivers up my spine. Wow what a feeling. Next my 38D black lace padded bra with breast forms. My black lace g-string is pulled up between my ass cheeks. Next up came my black leather mini skirt. I zip up the side and on to my white silk short sleeved button up blouse. I did up all the buttons, then thought no and unbuttoned the top 3 to show a little cleavage. I was dressed, I looked at myself in the mirror and was happy with how I looked. Then I applied mascara, eye shadow, blush, bright red lipstick and dark red highlight around my lips to make them look full and inviting. I brushed my long wavy brown hair and I was ready. I packed up my things, looked at myself one last time in the mirror. I stepped out into the hall and made my way to the store I had to go through. I noticed two guys coming into the store, one held the door for me and removed his hat and stared right at my tits as he ... said mam. I walked by and thanked him. I made my way to my truck, did a quick pre trip and was on the highway in no time. 2 & 1/2 he's later I pulled into a parking lot of a restaurant. I took a breath and headed into the the restaurant. As I entered, there was a small line up. I waited a few minutes, then a guy walked in behind me. I didn't look at him then he bumped into me, almost knocking me down. He grabbed my arm to steady me and said I'm so sorry, please forgive me. I looked up to see Bob, an old friend of mine and froze in place. He apologies again. I realize he did not recognize me. I said in the best feminine voice I could. That's OK, I'm fine. Bob looked at me and eyed me up and down saying let me buy you a cup of coffee. Just then the waitress asks for two, Bob replied yes please. I say OK. He introduces himself as Bob, I respond saying Lisa. Nice to meet you I think. Bob just laughed and smiles. We ordered breakfast, made some small talk, you know. Weather, road conditions, that sort of thing. We Finished up and I said well I have to go. Bob followed me out to the trucks. Bob said this is my new truck. Do you want to have a look. Not thinking about it I say sure. Bob opens the drivers door and I climb up and sit in the seat. As I look around Bob climbs in the same door. So I move to the back as the other seat has a cooler on it. Bob closes the door and joins me in the back sitting on the bed. Bob then said, I have to confess. I bumped into you on purpose. I hope ...