Sex with a Transvestite

Well.. this is my first article, so be gentle. I'm going to ramble I'm sure, and you are also going to be coming into a lot of stuff halfway.. but that's the joy of the stream of consciousness... it is always flowing.

As the title suggests, this article is about sex. I just love how salicious that sounds. It kind of rolls off the tounge a bit doesn't it? However, I wasn't the one having sex, more's the pity.

To give a little backstory here, I'm a 26 year old openly bisexual woman with a 21 year old closeted bisexual male. We live in a college town in the midwest (major state college.. 30,000 students or so I hear.. has a bit of a hangup about basketball for some reason).

After much consideration we decided to go to a (drum roll please) gay bar last night. To be perfectly honest I had never been to one before and it turned out to be a blast, except for a couple of little nagging things. It was my turn to be the driver, which isn't bad. It's a responsibility I take on gladly, but in moderation :D. We had went to the bar in the hopes of meeting other people. I guess I should explain that we have a bit of an open relationship as it pertains to our bisexuality. Usually it works out just fine, but I think that kind of got derailed when I experienced just how shy my man is. (Just to make things easier, from this point on I will refer to him as F - short for Fiance). I had never known he was shy.. we met online outselves so I never really had to see this aspect of his personality. I think the kicker was that F asked me to help him meet guys.. not how I intended spending my evening but I'm flexible.

Well I did my best. I put 110% effort into it (and even got a job offer which was great cause my current job totally blows... I feel like everytime I show up to work a little piece of my soul dies. I'm a telemarketer.) I found several guys, but my fiance wouldn't approach them which is just as well because by this time he was totally tanked... no big.. I was driving, but it does make it harder to make a good impression on people if you are intoxicated beyond belief.

I struggled on though like the good little solider that I am... then I met her. No, not some wonderful woman for me to spend an evening with, but the shot girl. A full-on beautiful diva queen! She's great fun, vibrant personality.. and F thought she was fabulous.. which I fully supported. After several hours spent flirting, she gave him her number and asked him to call her in about an hour after she got off work.

When we got home, F's alcohol levels caught up with him, so guess who called his Diva while he was praying at the altar of the porcelain goddess. I mean, just how far do I have to go so this guy can get laid? I don't mind helping out but the whole night we were out I did nothing but scope for him. I didn't get a chance to socialize for myself one bit and I certainly didn't meet any woman.. mainly cause I was steeped in gay men, but then I have to put up with the wierdness that is F having sex on the living room couch with Diva (not her name of course, but it works here) while I was trying to sleep in the bedroom..

Well, I will tell more of the nuances of this story later, complete with bonus footage and a director's commentary.. but the weather is turning foul and I have many miles to go before I can sleep... or something like that. Oh well.. Diva said she would get me into the bar tonight for free :D Upside right???

happy hunting...
2,169 views 10 replies
Reply #1 Top
I think I'm really gonna like you! A breath of fresh air from the same old shit in here about politics, religion, and family life and the like. Welcome aboard!!!!!!
Reply #2 Top
That was very interesting, and I look forward to the directors cut. Welcome to JU
Reply #4 Top
Thanks for the compliments y'all I appreciate it! I just hope y'all keep on reading!
Reply #5 Top
We will definately keep reading!
Reply #6 Top
I've never been one to fully understand poly relationships, but I find them really interesting!

Looking forward to more in the future!
Reply #7 Top
LW - It's been an interesting adjustment period getting used to the whole openness thing. One of the big helpers was the setting of ground rules at the beginning of us saying "Hey I think we should get married." Once I got the little Piece of the Rock (tm) on my finger (lol... family heirloom type thing) it changed the whole scope of the relationship. All of a sudden there was a "as long as love shall last" committment being made. We thought till death do us part was too unrealistic. I mean, what if we hate each other in 10 years? I certainly don't want to remain with someone I hate, so we decided to be honest. We have plans for forever and ever, but we both come for divorced families. Ok, now that that tangent is over lol..

The first rule is that we never sleep apart. No matter what happens, at the end of the day we are in the same bed. That has made a lot of things easier overall. Second rule.. we can be friends with our other partners, but the "L" word is reserved for each other only. Third rule.. we have to meet the other partner and give consent. I have vetoed some of his choices and he mine and it turned out to be for the best that we did exercise that power at the time. Saved a lot of drama in the long run. That rule got instituted after an incident where I didn't have that power. Some lessons are best learned the hard way though right?

Now that you have a gotten more insight into my relationship lol, I do want to say it hasn't always been easy. There has been some jealousy and some hurt feelings on occasions. But as long as the communication remains open it does become easier over time and, I have found, that more and more trust gets developed. But, your mileage may vary
Reply #8 Top
TT - I don't think you can quite call us in a poly relationship, at least not in the classical sense. We have agreed that love doesn't come into the picture with anyone else. Otherwise, what's the point of getting married and starting a family? I think people who can make poly relationships work have to be some of the most patient people in the world, not to mention secure, but it's not for me. Don't get me wrong. We don't get into random casual sexual relationships with strangers, but we are upfront about our lifestyle and that we are 110% committed to each other. Basically, we have friends with benefits
Reply #9 Top
friends with benefits


Ahhh... the holy grail/fantasy land of every single male-single female relationship
Reply #10 Top
Ahhh... the holy grail/fantasy land of every single male-single female realtionship


Yeah It's great when it actually works out without becoming a massive psycho-drama.