I got the idea for this post after thinking about my last adventure. We all know crossdressing does not go away so managing it well pays off. My wife and I made a place for Micki Time in our schedule years ago and it works very well. The harmless crossdresser idea is based on what I do during Micki Time. A couple of days each month I get dressed as the most glamorous woman I can conjure up. I then go for dinner and drinks in a nice restaurant with friends or alone. That’s pretty much it other than possibly attending a show in Las Vegas if I’m there.
Tag: MATURE TRANSVESTITE CROSSDRESSER
CROSSDRESSER MASK
I got to thinking about the many crossdressers that never go in public for fear of being recognized. Then I thought about how many times I have walked past someone that either knows Duke or Micki. It’s one or the other with very few exceptions because they know either Micki or Duke. Only a hand full of very trusted people have seen both Duke and Micki. The makeup I am wearing while dressed serves as a crossdresser mask hiding my true identity.
CITY CROSSDRESSER FRIENDLY RESTAURANTS
Saturday night I had reservations at the Portland City Grill and the entire afternoon to get ready with some makeup experimentation along the way. Years ago I would never just make a reservation and go to a new place without calling ahead to see if they were a crossdresser friendly restaurant. I don’t anymore because its not an issue in most places and my attitude is I belong their. I have never had a problem anywhere with that attitude and in Liberal cities its not even necessary as they are all crossdresser friendly restaurants.
CITY CROSSDRESSING
I have always enjoy city crossdressing because there are so many great restaurants to choose from. People tend to dress up a bit more at the nicer places so I don’t stand out as much. This adventure has me back in Portland Oregon again at the Historic Benson Hotel in the hart of downtown. Built in 1912 the Benson is now in my collection of crossdressing VINTAGE HOTELS and it is definitely one of the more elegant structures.
HAPPY TRANSVESTITE / CROSSDRESSER
I got to thinking the other day about my life as a Crossdresser which took me to the beginning. I was pretty young at around 6 or 8 years old from what I remember which, is a significant age that I will expand on later. I did not have a label at that age and was alone with my strange little pastime never even experiencing guilt at first. That was installed when I got caught the first time and when I vowed to never do it again. The first time! I would make that vow over and over again many times and getting quite good at it. I got better at guilt management over time as well which, came in handy when the time came to take the inevitable step and venture out in public.
THROUGH THE CROSSDRESSER WATERFALL
Crossdressers like myself might relate to my crossdresser waterfall metaphor. Thinking back to my crossdressing adventures in San Francisco years ago which started with Duke checking into the hotel. To those not in the know it was probably bizarre because he never left the room. Duke went through the crossdresser waterfall when entering the hotel…
MY CROSSDRESSING RITUAL
Creating Micki Finn is a crossdressing ritual but fun and quite involved so I thought my subscribers might appreciate learning about it. It is different for everyone but my situation is kind of unique because I only cross dress 2 or 3 days each month. It always involves traveling to different cities so I call it the Micki Finn Road Show although I don’t entertain anyone. Well, not knowingly anyway. Most places I go to have seen us before they just glance and move on.
MATURE CROSSDRESSER CHOICES
A crossdressers life is full of choices and as time marches on mature crossdresser choices can become more important. I like to think about it in terms of each decade being a chapter in my crossdressing life. The first chapter ages 1 to 10 being pretty much carefree doing little boy stuff until around 6 or 7 when I became fascinated with women’s clothing but had no idea why just like every young crossdresser. For most of us the next ten years ages 11 to 20 were pretty exiting as we learned more about crossdressing along with guilt, lying in addition to sneaking around. The only choices were whether or not to indulge our passion or hold off a little longer before caving in and doing it. The last half of this chapter is where the second choice of telling someone typically presents itself such as a girlfriend or potential wife.
CROSSDRESSER TUSH
For mature crossdressers it might be more appropriate to label it the missing tush scenario. You know when you turn and look in the mirror and notice your butt is gone. Unless your an athletic person when you reach your senior years its likely your tush is smush! Not to worry there is a crossdresser tush fix I have recently come upon that I really like a lot. I have used a number of different hip pads with gel butt pads over the years. My Classic Curves and Dress Tech gel hip pads work well but the butt pads are difficult to align properly. I put the butt pad under garment on with the pads inside then put the bicycle shorts on top of them. Then I place the gel hip pads inside the bicycle shorts on top of the butt padded garment. It takes a bit of adjusting to get the hips aligned with the butt pads. I am currently using the SKIMS Butt Pad Mid Thigh Shorts to hold my gel pads in place. I just put the shorts on and hike them up where I want them. Next I put the gel hip pads into the bicycle short and align it with the butt pads for a perfect crossdresser tush.
CROSSDRESSER CONVERSATIONS
Crossdresser conversations typically don’t offer up personal details but general career path and hobby interests are usually safe territory. I have had some really enjoyable conversations with some very interesting people with some really cool careers. Very accomplished people who just happen to be wearing women’s clothing when the discussion took place. It is a gift in one sense because I likely never would have met many of these people if it weren’t for crossdressing. In a few cases crossdressing is about all we have in common so our paths would have never crossed.











