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.

Seeing his loneliness, a friend at work arranged a date for him one evening. Dave hesitated a bit first, but the friend insisted. He said, “This will be great for you. Go enjoy with her.”

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So Dave waited in the bar waiting for her to arrive. Dot on time, a very sexy chick walked in the door. Dave’s heart missed a beat. This was a great blind date, he thought. But was it really this one? Yes, it was. She scanned the bar, saw Dave, smiled and began walking toward him.

She introduced herself with a handshake and with that Dave felt a sharp impulse running through his entire body. She had one of the smoothest skins he had ever seen on a woman and she had eyes that told she was game for anything. She sexily rummaged her locks as she talked. Dave found himself not concentrating on the small talk she made. Instead he was ogling at the area between her lips and her breasts. She caught him staring, but she just smiled it away.

A drink was called for and both of them gulped it down hastily. Dave then asked her if she would like her to come up into the hotel room with him. She giggled like a girl and said “yes”. Dave almost did cartwheels in his mind. He quickly led her out of the bar.

Outside the room, Dave found himself fumbling with the room keys. She smiled once again, at his hasty awkwardness. However, she was very excited too. Dave could tell. The door was opened, they entered and they shut it. Without further ado, Dave walked into the bathroom and came out, completely naked. She was a little startled, but then found herself looking at him appraisingly. She let out another one of her smiles. Dave then told her to go in and do the same. But she said, “You do that for me!”

Dave found that exciting too. He walked up to her and started removing the buttons that held her blouse. He took it off her. Yes, her breasts were lovely. Not big, but small and pert. Small nipples. Dave loved them that way. He toyed with them. She had a neat belly underneath. Dave nibbled at her belly button.

Then he went lower. He unbuttoned her skirt. He felt something inside that he found odd. He unzipped the skirt and let it fall. That was when he gave the gasp of surprise. This lady wasn’t a lady! She had a penis larger than his!

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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