Crossdresser friends are rare but a treasured part of my crossdressing over the years. I have made some special friends that have helped me with my presentation along with my confidence. That has been very rewarding experience and I have benefited greatly from it. I feel an obligation to give something back by passing along some things I have learned or discovered to improve my look. The picture below was taken outside one of my favorite restaurants in the Naples section of Long Beach. I have had the jacket for a year or so but did not wear it out until after I had it tailored. It really makes a big difference when it fits better which, I obsess about. Inexpensive clothes can look much better when tailored to compliment your female shape.
This last weekend was very enjoyable as I got to see a long-time crossdresser friends Susie. I have not seen for a couple of years because she moved from the area out of state so it’s a trek now to dress in Long Beach.
Susie pictured below opted for a more casual look with denim pants and a casual biker style jacket.
Also joining us was crossdresser friends Sherri who was visiting for the weekend and came to the CHIC meeting as my guest. She has very limited experience going out in public, so we planned a fun weekend for her. Friday night she joined Susie and me with two other CHIC member crossdresser friends for a private room dinner at a favorite spot. After her initial exposure Friday night, it was off to Spaghettini Saturday night. It’s a very popular mainstream restaurant in Orange County. It was a very crowded and Sherri did great strolling confidently into the bar while we waited for our room to be ready. There were sixteen of us crossdresser friends, so we had to have a private room called the Board Room.
Crossdresser presentation varies depending on the event you are going to or the restaurant you are dining at. The pictures of me both above and below are very dressy compared many of my other crossdressing friends dining that night. Both the crossdressers in our group as well as many genetic women patrons were also dressed nicely. That sai
d the majority were dressed more like Susie pictured above.
I always over dress because blending in is not my goal and I dress to please myself not others. If I like the way I look it makes me feel good and is worth the effort. The jacket I am wearing was a great find and fit like it was tailored right off the rack. Lucky Me!
Pictured behind me on the right is the private dining room that we had at Spaghettini Saturday night.
Crossdressing adventure in the late 1990’s were becoming more frequent for me once I joined the crossdressing club CHIC. Some of the meetings/parties were at members’ homes and were very popular with almost all members attending. CHIC member wives came to the home party’s because they were considered safer than going to public restaurants. One of the wives’ fears was that if someone recognized her, they would soon notice who she was with outing the husband. My wife had no interest in attending my crossdressing adventure in the beginning but was fine with me going. She only requested that I stay the night in a hotel as close to the party as possible. I agreed and found hotels close by that were secure and allowed me to go in and out with minimal exposure to the public.
CROSSDRESSING ADVENTURE HOTEL
Finding a Residence Inn by Marriott near Jo Ann’s house where many of the parties were held. Especially pool parties in the summer. It was pretty much surrounded by commercial Monday thru Friday businesses that closed on Saturday. A freeway behind so the only people around on weekends were at the other hotels on the same street. The Marriott was at the end of the street and had one building in the back by the freeway separated from the main facility. It was usually empty because they filled from front to back of the hotel by the pool and other amenities. PERFECT!!!!! I always requested a ground floor room in that building so I did not get complaints about walking late at night in high heels. I backed the car in so it was a short walk so I could leave quickly if I encountered someone. It was a favorite spot for a couple of years and worked out perfect. I could even get an early check in because they were not busy on weekends giving me much needed time to get ready.
CROSSDRESSING ADVENTURE POLICE
Then I had a crossdressing adventure like never before. After a fun night with friends at Jo Ann’s house at a January meeting thing wound down and I said my goodbyes. Taking the least traveled route back to the hotel it was time to turn left onto the street my hotel was on. To my surprise the street was full of police with lights flashing and people sitting on the curb in handcuffs.
ABORT!
ABORT!
ABORT!
Flashed through my mind while I continued straight down the road without turning. Possible alternatives flashed through my mind but were quickly dismissed because there was still only one way into the hotel. The only feasible alternative was to go into the industrial complex the other side of the fence from my room. It would require me to scale a small fence in a dress and high heels. Police noticing a woman climbing a fence in an industrial park at midnight on a Saturday night. Not the kind of good crossdressing adventure I would enjoy!
Not thinking I could pull that one off I thought maybe I could just drive through the police area. I thought possibly they would just wave this nice lady on her way. Wondering what would happen if they stopped me to inquire where I was headed down a dead-end street. Albeit at midnight on a Saturday night. Thinking this was not the time to create a believable female voice I had never practiced. Especially given the fact I had been drinking that night I dismissed it also.
CROSSDRESSING ADVENTURE DRIVING
I thought about just driving up making no attempt to fool anyone show my room key and hope they would let me through. Today not so much a problem but in the the late 1990’s they might be very curious what I was up to and ask lots of questions, so I dismissed that one also. I was not good at getting ready in those days and had girly stuff all over the room. If they escorted me to my room, I was sure they would think it was a violent crime scene. So, on I drove for hours making loops down this freeway to another then another for my longest crossdressing adventure of my life. Then circling back to the hotel.
Cops were still there every time and I remember thinking that Al Capone was convicted and sentenced in less time than this. I even thought about calling in a bomb scare momentarily figuring they would have leave and go to it. But then I thought they might only send half the cops so I would still have my problem. All this on top of the fact that I had to pee in a big way.
Finally, after about 2 hours I returned and found the street empty and drove to my room. Then immediately went to the bathroom and almost passed out from relief then cleaned up and went to bed. I only slept for about 5 hours and got up. I cleaned up the crime scene packed and went home. Once home I got to explain to my wife the reason, I was so tired. Because I was up late dealing with a police crossdressing adventure.
Kinda true right?
She had a good laugh and asked why I didn’t just explain everything to them.
Thank God for UBER I wish they had them back then.
I use UBER now everywhere I go when dressed and have not had any crossdressing adventures like this one since.
Crossdressing Christmas this year was the culmination of the years planning for all the members of CHIC. I was very pleased to see so many of the members and crossdresser wives wearing gowns this year. The picture below was my contribution for this year, and I absolutely loved it.
CROSSDRESSED FOR CRHISTMAS
When I saw this dress at Macy’s in November, I scrapped my plan to wear the blue cocktail dress I bought earlier in the year. I thought the sequins on one side and not the other looked glamorous. The rhinestone shoe ornaments on my black suede pumps topped off the whole look for me that night.
This event has pretty much 100 percent attendance for CHIC members and wives. Our party is in the wine cellar private dining room below the main restaurant. It starts with a hosted champagne cocktail hour with servers passing a variety of hors d’oeuvres as everyone mingles.
PRIVATE DINING
Dinner is a sit-down affair with wine donated by a member and started with a pasta ravioli appetizer. Salad followed then the main course with a choice of veal scaloppine piccata, Salmon steak with shaved apple and fennel or, vegetable risotto followed by an assortment of pastries for each table.
CROSSDRESSED AT CHRISTMAS
After dinner the cameras come out and its picture time for those wanting pictures of them crossdressed at Christmas time. Not everyone wishes to participate so we do it in a special corner of the room away from the rest.
I did not have permission to publish Lady “L”s picture, so I covered her face. It was easier than trying to cut her out and piece the picture back together.
Sadly, we must wait until December 2020 to wear our formals again for crossdressing Christmas unless something comes up for New Year’s Eve.
Halloween crossdressing is a favorite for the men dressed like women community regardless of your preferred label. Halloween is considered the national holiday of crossdressers everywhere. This year I chose the pirate costume and took the name Captain Morgana.
The Halloween crossdressing party was again this year at Wanda & Susan’s house again. The members of CHIC gathered in their costumes from spooky or fun to sexy cat women for a fun evening. My wife picked this outfit for me this year and it fit great. The hat leather leggings and the bottle of Captain Morgan spiced rum was my touch.
Wanda lives some distance from our normal Long Beach haunts so some of us get hotels close to her house for the weekend. That leaves us an opportunity for Friday night fun or what we refer to as the FB4. Micki & Wanda at Agostinos Friday night you can see more pictures of Wanda’s adventures HERE.
This time I chose Augostino’s Ristorante Italiano for the dinner of nine ladies. It is located across Pacific Coast Highway in Capistrano Beach, and they treated us great. To say we were overdressed is an understatement with it being a casual beach restaurant no Halloween crossdressing.
Augostino’s closes at ten, but we are just getting started so we went two doors down to the Sunset Grill for some cocktails and dancing for a few of the brave gurls.
We sat outside and enjoyed the cool breeze and sipped Cosmo’s listening to the DJ while watching the lady’s dance. Once again, we were severely overdressed, but they did not mind or maybe they just thought we were Halloween crossdressing!
One thing that has definitively changed over the last twenty years is the public acceptance of who we are. People are treating us very well in most cases. It is just a matter of educating them and showing we are worthy of their respect and actually pretty fun if given a chance. This was evident when our gurls invaded the dance floor and the women already dancing turned around and started dancing with them.
