Crossdressing for Halloween is probably the ultimate fantasy for every crossdresser at least when they first begin anyway. I think like me everyone thinks it would be the safest way to venture out for the first time crossdressed in public. Although I thought of it I went out dressed for many years before finally going to a Halloween party. It was safe given by a crossdresser and her wife in their home. I got ready in my home and my wife sneaked me out the door keeping watch for neighbors.
After many years one of the CHIC members threw a Halloween party last weekend, Of course everyone was crossdressing for Halloween. My wife talked me into wearing a “Queen of Harts” costume. She was not attending with me so I was to go alone. That is not a big deal other than I was not staying at a motel. Motels often let you park right outside your door so you only have a few steps to get in the car. I was staying in a high rise Marriott hotel on the 7th floor.
I have stayed in this Marriott many times and am comfortable with it. The staff knows me and I think they are always interested in what I will be wearing each night I am there. I am always overdressed and I think the ladies approve of my taste.
Saturday night was different because my wife goaded me into getting dressed in my costume at the hotel. That meant I was going to be driving to the party dressed in it. I wanted to rent rent a second room just for that night to get ready but had trouble selling her on the cost.
All dressed and ready to go I ventured out of my room and down the hall to the elevator as the Queen of Harts. I was probably only 20 feet down the hall when I heard a door slam behind me. I would have company in the elevator going down and he showed up 2 seconds behind me. Fortunately he asked if I was going to a party and I said yes, to which he said well you look great. I thanked him and we got into the elevator.
The usually quiet lobby was full of people checking in for a big wedding that night so I gave them something to talk about and left.
The party was about a hour away and was great fun but I left a little after ten. after changing into a more contemporary jacket, skirt and heels.
Wives are a blessing for many of us crossdrssers lucky enough to have one willing to attempt to understand us. It is not an easy task but so much appreciated to be sure. More on CROSSDRESSER WIVES page.
This being February let me say a big
HAPPY VALENTINES DAY!!!
I have had the pleasure of knowing some wives personally and observed them in action helping their husbands. They take the pressure out of difficult things for crossdressers to do. Buying clothing, hosiery, under garments, and wigs are simple for her. Embarrassing and nerve racking for him especially if he is trying to figure out what to buy.
There is a lot more to a successful marriage than shopping for your crossdresser husband or having a wife that will do it. Having one that will help you though is priceless and husbands appreciate it a great deal.
I shop for myself mostly these days but the lessons I learned are what has given me the confidence to do it correctly. It wasn’t always that way and I shudder to think what that sales lady was thinking when she checked me out. Little things like if that bra is for him he’ll be back tomorrow because it is too small. That wig color is going to look terrible on him.
I have wasted a ton of money learning the hard way like the short wig experiment that looked like a hairy kids football helmet on a giant. Then there was the sexy jet black Page Boy wig that made me look like Dracula with my pale skin. The slinky tight sheath dress that made me look like a Shar-pei dog in DRAG was a winner also. Then there was my Geisha look when my foundation was 10 shades too light and Godzilla followed me home.
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.
I have been wearing high heels for many years and pretty much putting up with the pain. The toes are smashed together in a triangle like the bow of a boat. My toes are bent upward until I walk a few feet barefoot.
A couple of years ago I discovered Vivian Lou Insoles for high heels which, are shown in the picture below.
The clear gel pad going from the arch to just shy of the heel back shifts your weight back. It moves your weight from the ball of your foot to the heel. It more evenly distributes your weight over the whole foot.
Ice them up
Vivian Lou insoles help a great deal but the old ice trick makes high heels even more comfortable. A couple of years ago I wrote about this technique on my other site www.chicladies.org. Recently I made a discovery that makes it even better. I was getting ready to go to a Vanity Club outing in Atalanta and had two new pairs of high heel pumps to wear.
I inserted the zip lock plastic bags with the corner deep into the toe of each shoe pushing it in with my finger. Make sure that the corner is all the way in. Filled the bags about a third of the way full with water and put them in the freezer over night.
I did this three times on one shoe but the other needed a fourth time. I put them on in between to check the fit. When the water froze each night it expanded gently stretching the shoe a little each time. The high heels pictured above are satin but the ones I did multiple times were black kid and black patent leather.