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Hello my name is Heather, and I have been crossdressing for almost 40 years! This is my first time speaking about it in a public manner so forgive me if I don’t shut up. I started like many others, wearing things my mom had, then in my teens I “borrowed” items from my friend’s mom when I would visit, but then I stopped after almost being caught in public. For years I never thought about dressing up, until I was married to my first wife. I would wear her things when she was at work then feel ashamed of what I’d done. We went to a drag party, hosted by a coworker of mine. He dared all the males to come in drag, so she helped me get dressed up and bought me an outfit to wear that night. Until now, that was the only time I had done anything like that, and it was the only time I ever was dressed in front of her.
Things didn’t work out for other reasons and we split up. After we were divorced I dated a bit then met my second wife. She was the first one to catch me and she wasn’t happy at all. Because of other troubles, we eventually divorced as well.
At that point I had discovered online ordering so I began to build a nice little wardrobe for my activities. Few pairs of heels (a girl needs her shoes, right?), stockings, panties, and a few lingerie items. Shortly before meeting my current wife, I again felt ashamed and tossed everything I had purchased. Over the course of the next few years I would occasionally borrow a pair of my wife’s panties but nothing else. One night while we were talking, I said something that forever changed the course of my life.
I told my wife that I could walk in her heels better than she could. She was quiet for a minute then asked me if I ever wore heels. I told her I had once gone to a drag party on a dare, and knew how to walk in them. Since we were close in size she got me a pair and wanted me to prove it. So I paraded around our living room and she was amazed. Then she asked if I wanted to get dressed up for her. I said yes rather quickly and we began to talk about my desire to cross dress.
Since that day, about 8 years ago, I have been Heather about once a week. Most days I’m just a husband and a dad, doing all the usual masculine things genetic males do. But some days I get to be Heather with my wife, and enjoy that side of me that is kept hidden away from the rest of the world. Thanks to her love and understanding, I now have a chance to let the other part of me have some fun. Heather has a nice, but limited wardrobe. About 6-8 pairs of heels, and two pairs of boots, quite a few panties, stockings, pantyhose, several dresses, skirts and tops, three wigs, and a small collection of jewelry too.
Now until very recently, Heather has been quite happy dressing up for her BFF and hanging out in the bedroom. A few months ago, our conversation began about having Heather go out in public. Having been dressed as a drag queen for a party is one thing, but to be out and dressed in a public setting is quite another. We eventually agreed that it might be best if Heather was the passenger in the car as we drove around to some of the shopping centers. We went out a few weeks ago and it was such a thrill to be driving past all these people sharing our little secret just between us. Before heading home, she found a secluded spot to all me to get out and walk around a little, then she gave me a big kiss and said it was time to go home. We both agreed that was as far as either of us wanted to go with our public appearances and I can’t tell you how wonderful it is to have someone who truly loves and supports you completely. Well that’s my story, in the g-rated, condensed version anyway. I look forward to any comments and reading some of the many posts on the site.
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