So, I’d resolved that it was time for another relationship. Sadly, these things don’t materialize in my living room. I was going to have to make dating my job. And the only way to do that would be to get back in the game. And the game was now being played on-line, openly, without shame or embarrassment.
In the 8 years since I’d first signed up, lots had changed. Dating sites were advertising on TV now, and there were too many to count: there was my first site, Nerve, and there was Match, Eharmony, Chemistry, Jdate, Jretromatch, Metyouatsinai (a little too religious for me), Perfect Match, American Singles, Friend Finder, Yahoo Personals, True, Hipandsingle…the list goes on. What was the site for me?
Nerve had gone through a redesign and was more frustrating to navigate. It also seemed to be filled with age appropriate men (for me) trolling for age inappropriate women (for them). Besides, my previous experience there hadn’t been so successful.
In fact, my feelings about internet dating weren’t altogether positive. I’d been there, done that, and had some awfully low expectations.
So how was I to get through this experience?
By embracing the following motto: “Today’s bad experience is tomorrow’s funny story.”
After some thought, I decided on OK Cupid. I logged in, created a profile and set sail on my journey. At this point, I wasn’t certain that I’d write about it.
My profile had been up for less than 20 minutes when I received my first e-mail. Apparently user “summerskirts” had sent me an intimate message. I logged in, all the while thinking, what man chooses the call name “summerskirts”? Here’s what man (in excerpts):
i am 6ft, musuclar and strong, kind, elegant and cultured man. i modeled for 5 years in my 20′s.
i am looking for someone kind, compassionate, creative.
a special friend who understands that I sometimes have deep female instincts, feelings and desires that i can feel alone with.
it would be nice to have a special friend who has a lover, or may have a lover. i don’t deny that i think a girl and two men who join together as friends to make love and give each other pleasure is a very beautiful image. i just think there are too many rules in life about gender, orientation and expression. i see beauty in many things…..
…i am married, but it is understood between us that that i have had a private, special friend in the past and may in the future.
OMG. My first interested suitor appears to be a married cross-dresser. This adventure of mine is going to be way more adventurous than I imagined.
And here was his message:
You are so pretty and feminine.
How very lucky it is to be a girl.
I couldn’t believe my eyes. I couldn’t have made this up. I had to write about it.
And so, How Very Lucky To Be A Girl was born, to be the tale of my journey, the catalogue of my misadventures, misunderstandings, mistakes and mishaps, splashed with some successes along the way, and hopefully leading me to the holy grail: a meaningful, loving and lasting relationship.





