I 'm Jeff, a straight guy in my mid-twenties. I've dated girls for some time now and have enjoyed my time with them but couldn't help wanting more. I don't mean wanting more girls -- I mean a girl with more, namely a trans woman. I first saw trans women when looking at online porn.

The porn I liked the best were the amateurs -- not the professional porn models. The professional models, often called Shemales, tended to have huge cocks and often dominated men. The amateurs were more like real girls, though without vaginas. I found them incredibly beautiful and arousing, and they soon became my favorite jack-off fantasies.

On my last few dates with regular girls, I found that during lovemaking I found myself wishing that I was pumping into a hot trans woman ass. I'd immediately feel guilty about it once I came, but I couldn't deny that trans women turned me on.

Finally, I resolved to really date a trans woman. I wasn't sure where to start but began to search online. I found some trans woman contact sites and reviewed postings there. I found a few in my state, but none nearby. We exchanged emails, but nothing ever came of it. I heard that a local gay bar would have drag shows, but quickly ruled that out – I wasn't looking for a guy in a dress, and I didn't want to be seen in a gay bar.

One day I saw a note in the entertainment section of my newpaper, announcing a new club called "Something Different", which was for transgender people and supporters. They explained that it was not for drag queens, but for real transgendered people.

I stopped by after work and had a beer. There were only a few people there. The bartender was a pretty woman named Diana. I wondered if she was transgendered or not, and fumbled around, awkwardly trying to find the words. Finally, she said, "Yes, I'm a trans woman, if that's what you're asking."

"I'd like to date a girl like you," I blurted out.

"Why?" Diana asked.

"Why not?" I replied, "I'm not sure how to describe it, but I feel really attracted to girls like you."

"Careful what you wish for," she said, "You might just get it, and it might not be what you really want."

"I'm willing to take the risk to find out," I said.

"Then you should come back Saturday night," she said, "We'll have music and dancing and a lot more people to meet."

I thanked her and left. I went home and jacked-off right away, excited that I'd actually talked with a trans woman!

I decided that I'd go to Something Different on Saturday night and see what happens.

On Saturday night I arrived a little after 7pm. There were a few dozen people there, about two-thirds girls (hopefully trans women). To my relief I didn't see any guys that I knew, so I felt at ease being there. I suppose that even though the turnout was small, it probably wasn't bad given that they were so new.

I nervously surveyed the girls, some who didn't look very feminine, though some were real knockouts!

I saw a few I wanted to ask to dance as soon as I developed enough courage.

"I see you made it," I heard from behind, and turned to see Diana. She looked even more lovely than when I'd met her.

"I'm glad I did," I replied, quickly feeling my desire build, "Would you care to dance?"

Diana agreed and we danced, first to some contemporary music, and then to slower music. As I held her in my arms, my desire grew into full arousal, embarrassed that my erection would give me away. The smell of Diana's perfume filled my head and I had to kiss her. She kissed just like any other girl, which gave me more confidence. Our tongues danced together, and I desperately wanted to go further with Diana.

When the music paused, Diana said, "Let's get a table and talk."

We picked out a table and were seated, as I grew nervous about the conversation we were about to have.

"I can see that you're aroused," Diana said, smiling. I blushed but was glad she didn't seem upset.

"You are a very desirable woman," I said, "I'm afraid it's not something I can control in your presence."

"Flattery will get you everywhere," she replied, "I'm glad to affect you that way, but need you thinking clearly."

"This is all so new to me," I said, "I've never dated a girl like you."

"You seem like a pretty good guy," Diana said, "But a lot of guys are selfish jerks."

"I like to think I'm one of the good guys," I said, "But I can't help being a guy!"

"So what are you looking for – to cum?" she asked. My mind raced as I scrambled to find the right answer but could find none."

"That’s not the reason I’m here," I replied, "But yes, I like to cum, is that so bad?"

"Not at all," Diana responded, "It’s really wonderful, as long as it's a shared experience."

"Why wouldn't it be shared?" I asked, "That makes it the best."

“So if you aren’t here just to cum,” she asked, “Why are you here?”

“I want to find a special girl for a serious relationship,” I insisted, “Not a quickie.”

"That sounds good," Diana agreed, "But a lot of guys who date girls like me just want to get off and bale out on us."

"I would never do that!" I protested.

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)