Haven't posted in a while. Hope everyone is doing well. Relative term I know.
An old friend has become a new girlfriend for the past few months. She's considerably younger than me and I'm flattered. We just spent the weekend together and she just met "Gail"
I wasn't sure how that was going to work, she has only known me as an older, rugged outdoors kind of man. I trusted her to keep my secret and to my delight, she thinks Gail is terrific!
It was a romantic weekend. I hadn't brought any girl clothes, but told her about my Crossdressing. Took her by surprise and she had to take a few minutes to get used to the idea. Then she proposed a clothes swap! She spent the weekend in a faded, old soft flannel shirt of mine and I got to wear her bra and panties, and later slept in her nightie! Wow! It was a success in every way, and now she's determined to update my feminine wardrobe. I love it! She's having so much fun and thanked me for sharing this side of me. I'm almost tempted to pinch myself to see if this is real.
I have a Sassy young girlfriend who is excited about my Crossdressing. Wow... Had to share.
Forgot, we went out to dinner, I was of course dressed as a man. Not ready to go out in public as a woman. But she knew I was wearing her undergarments, and I could tell that she was getting a big kick out of what is now our secret instead of mine... It was really fun, sharing that experience. We have been doing well the past few months, but things are even better now! Girl wants to take me shopping!
Originally Posted by Gail Marie
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