28 Jul 09

Dave and His Transvestite Blind Date

Dave hadn’t spent many days in the city yet. He was from a small town and was here for his job, and he was still getting used to the big city life. Also, he was feeling quite lonely.

A friend at work fixed him up with a date for one evening. Dave was shy at first; he had never blind dated anyone before, but the friend was persistent. “Will do good for you,” he had said, “Go freak out with her!”

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That evening, Dave was waiting in a bar where the blind date was supposed to show up. She came, very punctually, and stood at the door scouring the entire bar. She was immensely sexy and attractive and Dave thought he had won a prize catch. Dave was quite happy with himself. For a moment, he felt this might not be the one, but that fear wa! s laid to rest when he found her smiling at him and moving toward his table.

She came up to him and shook his hand. Dave felt a twinge of current flow through him at that touch. This lady had a cre! amy white smooth skin and impish eyes that sent Dave in a tizzy. She had careless blonde tresses and she kept playing with them as she talked. Dave totally liked that habit. He wasn’t focusing on what she was saying. He just kept looking unabashedly at her lips and breasts. She caught him looking, but she just smiled at him.

They finished their little drink quickly and then started to move. Dave was living in a hotel room and that’s where he asked whether she would like to come. She quickly responded with a “yes”. Almost breathless, Dave guided her out of the bar and into his hotel room.

Within minutes, Dave found himself messing with his hotel room keys ! with his blind date by his side, impatient to get in. She smiled at him. Probably she was thinking he was loopy. But he knew she needed this too. They entered the room and quickly shut the door. Without a moment wasted, Dave walked into the bathroom and came out, totally naked. The woman looked at him and smiled once again. Dave told her to do the same thing. However, she said, “No, you do that… I will like it slow!”

Dave was totally breathless by now. He went close to her and unhooked her top. Her breasts were lovely. They weren’t huge or even big, but they were pert and had small nipples. Dave had a go at them. Her belly was smooth and flat; Dave played with her button for a while.

He went lower. He came to her waist. Softly, he undid her skirt button. There, he felt like he felt something, which was weird. He removed her skirt and let it fall. It was then that his eyes became round as saucers. Inside, she had a long dong! This woman had a penis as big as his own!

Dave stepped back. But the ‘woman’ was stronger. She took Dave’s mouth and placed it on her cock. Dave found himself sucking a penis! He resisted, but the ‘woman’ was stronger. Slowly, he got used to it. He was so horny! He also began touching himself. Later, each one of them had anal sex with the other. Dave was scared at first, but as he was learning so many new things, he thought he would learn this too. He actually found it enjoyable once the initial pain was over. It was not such a bad turnout, Dave felt.

After a brief spell of orally amusing each other, they proceeded to the bed. It was Dave’s first anal experience. It was painful at first, but then he found he liked the feeling. He moaned and groaned. Later, he gave just as good as he got! It was a wonderful blind date evening for Dave, one he would not forget in a hurry.

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Last Modified: July 28th, 2009
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