Once Upon a Tranny

Bob was silent for a minute, and then finally said "Really? You're really a tranny? Wow!" He knew better than to call her a shemale.

He wasn't put off, so she said "Yes, and apparently I do a pretty good job at passing for a woman."

"I'll say. I never would have guessed you were anything but." He babbled on for a few minutes, and then finally managed to ask her if he could see her sometime - like tomorrow evening.

"Sure," she agreed, "Where did you have in mind?"

"Uh…how about Flannigan's not far from where we had our little run-in?" She knew where it was and agreed. They then set a time, and Bob was set for his first date with a real transsexual.

The next evening, Bob showed up at Flannigan's a little early, and found Claudia already there. They had dinner and a few drinks, and in the process, go to know each other some. To Bob's disappointment, he didn't get her into bed. She had a flight to Seattle early the next morning. However, she was willing to meet him at Flannigan's again that evening as she was coming back the same day. Bob took that to be a good sign.

That night Bob lay in his bed and fantasized about Claudia. She had had a dress on that evening, and it was tight fitting. He could imagine what she must look like without it. He could plainly see that she had a nice figure; nice tits, great ass, and narrow waist. There were a few details about her anatomy that he wasn't sure of, but those details could wait. It wasn't long before he was touching himself as he thought of her naked, he got hard, and all too soon he was rapidly stroking his cock and wondering what it would be like to be sliding it into Claudia's waiting ass and playing with her nice looking tits. She had gotten him so hot and horny that in no time he shot a huge load of cum into the air, with it landing all over his body.

As the day before, Bob got to Flannigan's early the next evening, and Claudia was already there. And he thought he was anxious about this date! Once again, they had dinner, chatted and a few more drinks. This time however, before he could suggest anything or that they go anywhere else, she invited him to her place for a nightcap.