Tag Archives: Southern California Crossdresser



I went to a lovely party last Saturday night hosted by two of my fellow CHIC members in their new home. Their home overlooks the ocean but it was about 40 miles from where I was staying for the weekend. I decided to rent a hotel room close by rather than drive back to where I was staying. Several things contributed to my decision besides drinking at the party. I was wearing a red blazer and high heels which would not help my field sobriety test although I would look great.


The big decision was do I get ready then drive to the party dressed or pack everything I need and get ready at the hotel? Knowing it was a virtual certainty that I would leave at least one crucial item behind I opted to get ready then drive to the party. Where the “You’ve come a long way baby” comes in is that I did it in broad daylight. Twenty years or so back I would never have considered it but, my confidence has steadily grown over the years.


I wore a black knit skirt with a black vee neck tank under a red one button blazer. Black patent 3 1/2 inch pumps and nude stockings with an over sized black patent purse. I also wore by Godiva’s Secret short blonde wig with roots. Most CHIC members attending wore red dresses  along with the hosts. After checking the bag of guy stuff I was taking for the morning after the party 30 times to make sure I  had everything  I was off. I strutted through lobby of hotel #1 around 4:00pm waving at the desk clerks as my heels clicked on the floor.

The drive down went great toll booths and all and now it was time for another decision. Do I check in to hotel #2 first then go to the party of wait until after the party. Even though my confidence is at an all time high checking in around eleven thinned out the guests in the lobby and made more sense.


After the party I headed for the hotel found a parking place and walked to the front door. I had to stand there waiting for a minute or so because you need either a room key or wait to be buzzed in. They opened the door and welcomed me in saying hello mam can I help you. I replied yes and gave them the name the reservation was under along with a credit card in a fem name. He then asked for me ID and I complied giving him my real driver license. He glanced at them both then returned them saying “sign here sir”. I thought about correcting him but I thought it was so funny that he switched pronouns without missing a beat.


The next morning I showered and left as Duke meeting up with two other CHIC members for a round of golf as guys. I think the hotel staff is still looking for the attractive blonde to come down stairs.

Another fun uneventful crossdressing weekend.

Micki Finn


Makeup is the number one area of interest to crossdresser’s whether they are just starting out or have been at it for a while. I am not a big fan of trying to pass because I don’t think it is achievable for most of us. One thing is for sure though without it you have no chance of passing. After a bit of work I have updated the Crossdresser Makeup page with more detailed instruction and new pictures. I hope the illustrations and procedure make sense to you. I am attempting to give the reader more of a step by step tutorial along with product pictures.


My procedure has sped up my makeup time considerably by simplifying the process. It emphasizes doing the areas that are the most difficult first. The eyes have the most detail with multiple different products and techniques applied in a confined area.  Doing them first allows you to make corrections without screwing up your foundation or contouring.


I have heard about the City of Portland Oregon being very crossdresser friendly from folks on YELP last year. I knew there were crossdressers there but  did not have a solid feel for it.

Ms. Micki became a member of the Vanity Club this year which opened access to crossdresser VC members in the area.  Carolyn a local member graciously agreed to meet me for diner on Friday night and gave me some pointers on the area.

Hotel Deluxe Portland Oregon front entrance where Micki crossdressed

Micki Finn takes to the road

I stayed at a hotel I had been scoping out for sometime and was not disappointed at all because it lived up to my expectations.

The Hotel Deluxe was built in the early 1900’s but is meticulously maintained. The Deluxe  promotes a theme of the glory days of Hollywood throughout the facility.

From the Deluxe lobby to the halls on every floor old Hollywood is the prevailing  thought every where you look. Pictures adorn every available wall and speak elegance everywhere.

The food was excellent and the service was quick in addition to friendly.

Once the doorman opens the front entrance you are greeted by impressive stairs leading to the lobby where the Hollywood theme takes over.

Entrance to lobby of Hotel Deluxe in Portland Oregon.

Micki was the only crossdresser there and as usual over dressed for the occasion.  I think given the theme of the hotel I should be looked at as an example of properly attire for a lady in the hotel. The weather was in the 50’s but most ladies were casual in booties and quilted coats. That doesn’t work for this  it’s always dress up time for Mz Micki.

Micki crossdressed and ready for the Driftwood room at the Hotel Deluxe

The Driftwood Room bar was of course my favorite place in the hotel with a very friendly staff.  The bartenders made sure that I never had an empty glass. ( God I love that) The bartenders also make a great Cosmo. The staff takes the time to chat and make sure that you are having an enjoyable experience. That is one of the big reasons I stay in Boutique hotels almost exclusively. The room reminds me of the fancy restaurants I went to as a kid in Hollywood.

The Driftwood Room

The Driftwood Room bar at the Hotel Deluxe Portland Oregon where I crossdressed
The Driftwood Room

 I just thought this elevator was so cool with Mother of Pearl inlays made from Abalone shells and deep black lacquer walls. I felt like such a star!

Classy and elegant elevator in the Hotel Deluxe

Stay tuned more adventures to follow!

Micki Finn


Moto Bar
My well dressed biker look

Girls night out

I just returned from a trip to one of my most favorite cities San Francisco with my BFF Ashley. We both crossdressed and  met up with two of my Vanity Club crossdresser sisters Kelli and Diane. Diane  lives  in town but Kelli drove some distance to meet us at our hotel for drinks.

We Uber’d up then we went for dinner at Waterbar Restaurant.  Water Bar specializes in seafood and it is the best  along with the service. We got an awesome table next to the window with views of the harbor and Bay Bridge. The ambiance is wonderful with large 2 story column aquariums filled with large salt water fish.

This picture with my new short wig was taken in the Warwick Regis Hotel lobby while waiting for the other girls to meet me in the bar for cocktails.

I don’t do crossdressed pictures too often but, this one taken in the hotel lobby with the bar in the background. San Francisco is a special place so I make an exception while there.

I bought the Moto jacket this last summer but had the skirt already and fortunately the zippers matched. San Francisco is the most friendly place to crossdress in my experience anyway. I am crossdressed the entire time that I am there usually and shop to my hearts content.

Shopping while crossdressed is no big deal with Macy’s and the other stores in Union Square. I would recommend wearing flats though because the hills are killer for heels.


Short Wigs

For years my wife and others suggested my wearing a short wig for various reasons. I know many CD’s that wear short wigs but never liked them for me. 

A few years  back I purchased short wig from a wig  ostensibly for my wife. The woman dutifully sold me the one I liked in the wrong size and color for me but, then again it was for my wife right? I took it home, tried it on and scared the hell out of myself.

Had I been honest with the sales person and told her I was  a CD she might have suggested something else. Maybe she would have told me that a jet black page boy would show every wrinkle in my pale skin. She might have told me it was too small making me look like a gear shift knob.

Do it right

She would have measured my head for the correct size and chosen a color to compliment my skin tone. She might have talked me into a short wig properly sized and shaped for my head. I was too embarrassed to tell her it was for me back then so I did it the hard way. Also the wig was parted down the middle so the hair covered part of my eyes and the curved ends kept falling in my mouth. I tried again some years later with a color that was better but the style looked like a football helmet on me.








Fast forward 30 years and I found one that I liked so I bought another one in a different color. The style is Freedom by Godiva’s Secret Wigs located in Southern California but they have a website. I am now a confirmed CD wearing a short wig all the time.




What I like about the wig besides the cut is it comes in a large size (23 inch diameter) the length I need. The nape down the back is is about 2.5 inches and there is enough hair on top to style it high. Increased height adds length to my face and gives the appearance of narrowing it. The wig is also their own brand and very good quality. It is the only brand that they sell.