Returning to where this all started

[AKADonna]

The first time I ever dressed in female clothing was when I, at age 50 or so, had a woman coerce me into trying on a bra and panties - then a wig and a dress and heels. Well, since then I have loved every minute of learning about my feminine side - from having professional male to female makeovers, to shopping trips, Tri-Ess support groups, etc. Now, I am returning to visit with the woman who started it all by dressing me up, on one of her whims, almost 20 years ago. She is a very demanding and controlling woman. When I spoke with her today, she sounded very interested in my journey and anxious to meet Donna in person.

I look forward to meeting her again and to discuss my journey to this point with her. I am sure it will be very strange since Donna has rarely had any sort of serious discussions with any woman, except SA's in various stores. It will be a new experience to discuss my feminine urges and feelings with a woman and to have her candid opinion on my situation. ( I don't know how much experience she has with crossdressers!) Obviously, I am very interested in her opinion after all this time!

We will be meeting in a casual restaurant for lunch and then returning to her place thereafter, so I'm now on a mission to plan every last detail of my outfit, makeup, hairdo, jewelry, etc to create the best possible impression. I am just exited and nervous at teh same time and I had to post here as I have no one else to talk to about it!

[heatherdress]

Sounds exciting! And familiar. I hope you have a wonderful experience.

[CherylFlint]

Lucky you! I’d dress between casual/business/sexy in that I’d wear a skirt (black, not too short), comfortable black shoes with ½” heels, a sheer see-through white blouse with my favorite lace bra, and a jacket, maybe tan or red. I’d go easy on the make-up and jewelry.
Good luck. Let us know what you wore and how it all turned-out. Hope you have a very good time.

[kimdl93]

That's really a rather remarkable situation...reuniting with the person who helped get you started. I hope you'll use the opportunity to renew an old acquaintance rather than to seek her assessment. At this stage in life you hardly need someone else to grade you. You will enjoy being able to relate to her, after 20 odd years, in a different way...more as a woman to woman, perhaps. I have come out to several GGfriends and found that once we got the usual questions behind us, the conversations soon moved on to other things and felt, well normal. So, enjoy catching up, enjoy the moments of self revelation and mostly enjoy the company of an old friend.