For the Record

A thought occurred to me, so I wanted to clear things up.

No, I am not a crossdressing bear. I just thought it sounded funny. Also, crossdressing is by no means a burden – you just have to be careful where you put the emphasis on great.

With that said, happenings have happened! Where to begin?

As of today, excluding me, four people know I crossdress.

1. My girlfriend – she was not, however, the first to know.

2. A good friend (male) – he actually inspired me to tell my girlfriend. We had dinner one night when both of our girlfriends were out – we kind of promised that we’d each tell our respective gal pals our deep dark secrets. (He is not a crossdresser, and no, I won’t tell you his secret.)

3. His girlfriend – and here is where I interlude with a story…

On Saturday night I had planned on going out to get a drink or two with my aforementioned good friend. Knowing full well he would call me, I en femmed. The call came, and I suggested he come over, with his girlfriend, alerting him I was now a she. He thought I was drunk and said he would call me back.

Moments later the phone rings, now more composed, he asked me to restate what I had just said. I explained that I was dressed up, with my girlfriend and I wanted him and his to come on over. He recalled to me that his girlfriend does not know about my escapades, to which I was well aware, and I told him to tell her. They would come.

I freshened up my lip gloss, and began to tremble. No one, besides the GF had seen me dressed up before. She calmed me down and promised nothing bad would happen.

The doorbell rings, and I answer (stepping foot into the hallway of our apartment – farther out the door than ever before. I let the two of them in and it was done. The night went well, my friend acting slightly strange, but not out of the ordinary, and his girlfriend was cool as a cucumber. When I asked how they thought some other friends would react, my friend’s girlfriend told me that they will be okay with it because they are good friends and good friends want you to be happy. Wisdom indeed.

That brings me to number four.

4. Another friend (female, bisexual) – I only emphasize the bisexual here because it was an important factor in deciding to tell her. I knew she would be okay with everything. I suppose that’s playing it safe on my part, but baby steps, my friends.

In other news, the spending continues. Someone needs to take away my credit card. Bought a sweater and dress/shirt thing the other day. Also a few things for Halloween that I will detail in its own post once everything has arrived.

Yesterday evening my shoes arrived – you can see them here. I had ordered the wide width calf per my girlfriend’s suggestion. Unfortunately they were a bit too wide. Conundrum. Initially, I had asked my girlfriend if she would bring them to the store and exchange the size 12Ws for a size 12, despite her being a size 7. She agreed. That night, though, I couldn’t sleep – I didn’t want to make her have to do that for me (she’s done enough already, really.) I took the shoes myself this afternoon and exchanged them. No awkward stares, no comments. Yes, I’m pretty sure everyone within a ten foot radius was thinking, “who’s the queer with the huge boots?” but perhaps that’s only in my head. Regardless, exchange was made and I did it myself. I think that deserves something.

I drove home in the boots, unwilling to wait to put them on. This I suppose is the crossdresser equivalent of the kid who finds all his hidden Christmas presents weeks before Christmas. (Yes, I was that kid – Hanukkah, though.)

The boots, along with my super skinny jeans from Old Navy look great. Maybe I’ll post a lower body image later – or something with my face blurred out. I want to post a picture – at some point – I just don’t think it’s a good idea. Yet.

Before I wrap this up, one quick anecdote! The other day I joined a meetup group for crossdressers in NYC. I had to post a picture to be accepted to the group – this was okay – it’s private. Today I got an e-mail from a tranny admirer vaguely propositioning me for…. things.

Wow! In all my years as a guy I can only think of two or three times I’ve been even hit on – but this was something else. Three days with one en femme picture online and already I’m invited over to a guys house. Creepy, and just a little bit flattering.

That’s all for now – goodnight!