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I was overnighting on a business trip and as was my kinky little habit, I crossdressed at night. My room, which was on the second floor, had a full sized sliding glass door and balcony. Another motel across the parking lot from mine had windows facing mine. I dolled up in my skimpiest black lingerie with high heels, wig, and full makeup and kept my lights off so that I could walk around on the balcony safely. All the curtains were drawn on the motel across the way, so after a while I got a bit careless about the lights and left them on after going in to fix another drink. As I stood out on the balcony sipping it, all of a sudden the curtains on the room straight across from me opened. The room was fully lit and an older gentleman, completely naked was looking directly at me and stroking his cock!

Wow, was I startled! After I recovered a bit, I sat my drink down and started to gyrate with the music I had playing as he watched. I was so turned on knowing that this man's excitement was from watching me. I stroked the front of my g-string and felt the moistness of it on my tucked little sissy clitty. I rubbed the nipples of my fake titties and continued to dance for him. Suddenly he picked up his phone and a minute later, mine rang. I knew it was him. Trembling a bit I picked my phone up, but didn't say anything at first. Then he said," You're one very sexy sissy, and I've been watching you for quite some time." I could only stammer out a little "thank you". He proceeded to talk, telling me how sexy I looked and how horny I'd made him. All the while his eyes were fixed on me and his hand remained on his cock. Finally I said," Would you like to come over and let me suck it for you?" He replied that he'd love to have me suck his cock, but I needed to work for it a bit. Now I was turned on to the limits and he knew I'd do anything for him.

He told me to walk over to his window, and he'd drop his key card down to me. I could then come in the side door of his motel, up a flight of stairs, and to his room. I hesitated, and trembled at the thought of it. I stammered, "OK, I'll just put on a dress first, and be right over." He said," Oh no, no dress; you need to come as you are! I want to watch you walking through the parking lot in that outfit!

I was scared! But I had to have him! He excited me so much! I'd have probably strutted right through the lobby if he told me to! So I agreed and left the safety of my room nearly naked, and walked down the steps of my motel, through the side entrance to his window, caught the key, and went right up to him as if I didn't have a care in the world! I was so turned on by doing this that I creamed my g-string while walking!

He opened the door and took me into his arms, kissing me and feeling my buttocks. He was as on fire as I was. I quickly went down on him and he quickly came into my mouth, our passion was so intense. We stood right there kissing some more and fondling each others bodies for a good thirty minutes. I ran my tongue all over his balls and asscrack and his cock. I couldn't get enough of this passionate man. Soon he was hard again and this time he held my head and thrust into my face with ferocity and pulled out and sprayed my face with his spunk. I was rubbing my sissy clitty while this was going on a I had my own cum running down my thighs and his running down my face.

He looked down at me and said," Now go back to your room, just as you are. You're a cum dripping slut and you love it. Do not deny yourself this pleasure".

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**This story is completely fictional and doesn’t depict any real life figure. There’s a small town in eastern Colorado by the name of Holyoke. It’s a quaint little town with a friendly community. This is where Jared Robinson had lived for all of his 17 years. He had been brought up in a middle-class household where hard work and honesty were regarded highly. He was in his 2nd semester as a Junior in high school when this story begins. It was the middle of May, the hurdles were out and Jared was...

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