Long Lost Friend

Back in the earlier days of my adult dressing, I was even more closeted than I am now.  Not that I am out or anything but there are a few people who know about my dressing.  Back then it was more about telling people but still being able to remain anonymous, of course I mean the Internet.  You could chat with like minded people and share your interests but unless you chose to meet them in person, you could protect your identity somewhat.

In the late 90's I met Amanda.  I was working as a PC support specialist and she was a project manager from a different part of the company who was assigned to work with a few people at my location. The  first time I saw her she was adorable.  Cute retro glasses and a black business skirt/suit with the best hair ever.  A mass of blonde curly cuteness.  I have a thing for well coifed hair.  I knew one of the girls she was working with and asked about her.  Sadly, she was recently married but Amanda did hear about my inquiry.  I ended up being her go to PC support guy as she ran her project and we ended up becoming friends.

Fir the next few years we would see each other at Happy Hours or parties and our friendship grew.  She ended up divorcing her first husband and I was there to support her.  I admit to still being interested in her romantically but so soon following a divorce, she was not ready.  In the end she decided to take a job in a different part of the country.  I did my best to keep her spirits up making a Top Ten list of the reasons she should stay.  One of the reasons was "I will tell you my deepest darkest secret."  I wasn't able to change her mind though.

Shortly before she moved I was visiting her and helping her pack.  We ended up talking until about midnight and the big secret topic came up.  I figured it was now or never.  If she thought I was a freak, she would be moving away.  If she was OK with it, I would have told someone close to me about my crossdressing.  After some hemming and hawing I spotted a random high heeled shoe in the floor that hadn't ben packed yet.  I said something like "That shoe...I have a shoe like that.  A pair actually, that I wear sometimes.  And some other girl clothes too."  Her response was wide eyed with a broad smile and she said "That's so cool."  I couldn't think of a better response.

We talked about my dressing for quite sometime, like 2:00am before I left for home.  A few days later she moved away.  I visited her once and she was curious to  see me dressed.  I packed an enormous suitcase and showed her the whole process, putting on makeup and a wig to getting all dolled up.  She took me to a drag show in her new home town and we had a fun time.   The picture above was taken just before we left her apartment for our night out.  Thats not her real hair, she borrowed a wig of mine.

We sort of lost touch since then she moved again I took a new job she remarried.  Then about two months ago, after I had returned to work at the same company where we had met, I thought about her again.  I decided to do a quick web search to see if I could find her and as luck would have it, I found her name and e-mail in the heathcare business.  I sent an exploratory e-mail ( and no I am not a stalker) and she replied.

We chatted on the phone the other day catching up on the years we had missed.  She has a child now and is working in yet another part of the country.  I told her about my upcoming wedding plans and she was excited to hear I found someone who was OK with my dressing.  I was lucky to have contacted  her when I did as she was part of her companies layoffs a few weeks later.  I am now able to be a reference as she looks for a new job and she might even be able to attend the wedding.  I asked her to be my bridesmaid.

Hopefully we we stay in touch this time.  She is a good friend and I wish her the best.