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Thread: A Crossdressing Journey: Adjusting to Retirement

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    Paula Paula_56's Avatar
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    Oct 2009
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    A Crossdressing Journey: Adjusting to Retirement

    Hello everyone,

    I've been coming to this site for a long time?I think I signed up back in 2009. What a ride it's been!

    I had some really great times as a crossdresser, mostly during my 50s and into my early 60s. I traveled extensively for business, which allowed me to go out dressed in many different countries: Canada, the US, the UK, and Australia. I even hit almost every major city in the US dressed as a woman.

    I went to therapy, talked to my therapist, and was able to get a lot of things out on the table and truly accept myself.

    Then, COVID hit. My wife and I retired up to the deep woods of Maine. We've always had a "don't ask, don't tell" policy, and she knows I have women's clothes in my closet in my own office.

    The trouble is, without the privacy to truly enjoy myself, I seldom dress up anymore. Going out and about?that's a thing of the past. Business trips were what I really loved because they allowed me to do that. My wife isn't supportive of me going to conferences or anything similar now.

    So, I was just wondering, as you get into your later years (I'm about to turn 67), how did your cross-dressing habits change? How did you adjust to retirement?

    I know there is a lot of experience and well-learned advice here, so I'm looking forward to your responses. I'll post a picture of me just for the heck of it?that always seems to get people's attention!

    Big hugs, Your sister, Paula
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