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should I wear thigh high boots with short shorts and a black leather classic motorcycle jacket. I am a CD?

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My name is Karl and I am a 44 year old gay crossdresser who has a high heeled boot fetish. I am wondering if it is a good idea to wear my black leather thigh high boots 5 inch stiletto heels, short shorts, women’s black leather classic motorcycle jacket, long blonde haired wig(down the middle of my back, and a white satin cami underneath with my 44C bra. I would like to hear from women and men. Thank you for your consideration.
Karl

I don’t think it sounds that bad but if your male crossdresser people are going to be looking at you strangely anyway.
I think that if you want to wear it then wear it!!!
JUST GO FOR IT!!

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iiLuvMarkOwen..x said in June 8th, 2010 at 12:12 pm

I don’t think it sounds that bad but if your male crossdresser people are going to be looking at you strangely anyway.
I think that if you want to wear it then wear it!!!
JUST GO FOR IT!!
References :

mygif
zipknitter said in June 8th, 2010 at 12:41 pm

Unless you are wearing the outfit to a drag club, no, don’t wear it. The biggest mistake people(and I mean men, women and CDs) make is to wear something just because they have it. I have several cross dressing friends and they learned that they can still be wildly popular, sexy, and respected by their peers by dressing down a bit. They found that they didn’t have to look like they were acting in a Hollywood production all the time and it has made their lives a whole lot better since then.
You may love the stilettos and thigh highs, but NO one looks good in them in public unless they are actors playing a part in a film or play or production. Remember the saying "less is more" It applies here too.
References :

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