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By cock had been in females I liked it a lot, but something was Missing from it all I found out what it was after a long shift, working as waiters I got on with all the staff but one was different he was funny and good looking we liked to tease some of the guests by acting like we where gay and together, I think he did this a lot to maybe get to know them a little bit better? Working a long shift in the hotel in Rutland I got an invite to come to his room for a chat? I thought he was up to something, he'd been a funny mood all afternoon, we walked over together got to his room, he said would you like a shower after that long hard shift? I said yes, very quick for me no thinking about, he said, do you mind if I go first you can wait in my room make your at home, ok see you soon, I sat on the bed through the crack in the door I saw him take his top off, I had seen men before when swimming but this time I felt my cock twitching why this time? But then he took his trousers off to show. I helped him to learn to walk in high heels; you know how it is different the first time. He walked back and forth across the living room, then went into the bedroom and was standing in front of the mirror door looking at his feet and legs and was admiring them. I told him he had better legs than most women and he laughed but seemed proud. Then I told him that if it was not for the little bit of hair on his legs, they would be prettier than most women. It was cute to see him in his basketball clothes with stockings and high heels, but I said "In for a penny, in for a pound" and took a short sundress out of my closet and coaxed him into taking off his shorts and tee shirt to wear it. He looked very cute in it but his boxer shorts hung a little low and you could see the pattern through the white dress, so I reached under his dress and slipped them off then gave him some pretty white panties to wear. I knelt in front of him and he leaned on my shoulder as I helped him into the panties.
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