How I found myself attracted to transgendered women

Well over twenty years ago there was an interesting ‘event’ at one of the local downtown nightclubs.

On Thursday evenings they held an amateur ‘strip’ night where girlfriends & wives would get on the stage, strip & dance for the crowd.

The winner received a prize of a few hundred dollars. It drew quite the crowd and made for an entertaining night out on the town.

This event was held at a club in Providence that every other night of the week was a gay bar.

For quite some time this was the place to go on Thursday nights.

After going there a while, I recognized many of the regulars who were there too, not taking part in the event but just there for the evening.

There was this really attractive brunette I’d see there all the time and one weekend curiosity got the better of me and I went there on a Saturday when the amateur event wasn’t going on.

She was there mostly hanging out with friends, other girls mostly, and one night I had the bartender send her a drink.

We got to talking and danced quite a bit. The music in this place was great!

Then one evening, right out of the playbook from the Crying Game, the movie I had seen long before this, the bartender pulled me aside & unlike the movie, he didn’t get interrupted and told me that the girl I’d been meeting there was transgendered.

My initial reaction was shock because I would have never guessed. And even afterwards I had no inklings to bolt out of there…if anything I found myself more intrigued.

I found her quite attractive and she was a genuinely nice girl I had gotten to know during the weekends I went there and saw her.

Looking back I suppose I too am guilty of being one of those guys who were curious. 

Well, call it happenstance perhaps but going to this place on Thursdays led me to going other nights and meeting someone I was really attracted to who happened to be transgendered.

She did have a boyfriend but Saturdays were her time to enjoy evenings out with her girlfriends.

And they had their spats and fights from time to time. I never met him but many a time she did talk about breaking up with him.

Then, one night rather than hang out where the dance floor and dj were, we headed to the other bar which was much quieter sat together in one of the booths.

She was under the impression still that I had no idea that she was transgendered. I must have looked obviously ‘duped’ to her when we initially met. But now that a few weeks had passed she must have thought I still didn’t know.

I didn’t tell her exactly who let me know but told her I had known for some time and to me it didn’t matter in the least. 

I told her I liked her, a lot! And did find her very attractive.

We kissed for quite a while then she whispered ‘let’s go back to my place.’

I must say it felt like my heart was pounding through my chest. I felt excited, aroused, nervous, dizzy even as I drove her home. She’d gotten a ride there with friends and she rode with me back to her place.

Once we got settled in and headed to her bedroom I was excited beyond belief. Her breasts small but developing and her skin was silky smooth. Not a hair on her body.

When we were finally both completely undressed & started getting hot and heavy, I tried turning to position myself into a 69 position.

She told me it wasn’t necessary but at this point I really wanted to please her orally.

She reached a semi-erection due to the hormones but wasn’t going to get very hard.

In the meantime I was throbbing hard and she slipped a cover on and sat herself down on me.

I remember thinking I was glad I was laying flat on the bed because I honestly felt like I was going to faint.

After the first round, we’d take a breather and enjoyed much more lovemaking throughout the night into the wee hours of the morning. I think we finally fell asleep about 5 in the morning.

After parting ways I’d go back and see her and we wouldn’t always head out together afterwards but it did happen several more times after that first evening we spent together.

And alas, she and the boyfriend made amends and that was the end of our romantic interludes together but we’d still see each other at the club.

And that’s how I came to find myself attracted to such very lovely and special ladies.