Sorry this is so long. The first 2 paragraphs tell how I started to CD, and the last 2 actually refer to the title in the thread. If you want to help me go out only, skip the next two paragraphs. If you want more background, read on.
So, about 20 years ago, I was invited to a Halloween party that would be mostly people from my work. I loved Halloween as a kid, and always looked forward to creative costumes. My wife hated Halloween, and we had never gone to a party together. I must have suggested 50 costume ideas to her, all of them were shot down, and I was getting desperate. I then suggested that we go as opposites (her as a man, me as a woman), and she finally agreed to that costume. I found out the day of the party that the only reason she agreed to that, was because she thought I would chicken out from doing that, and she wouldn't have to go to the party. Now, at this point, I had never CD'd. I wasn't cross dressing that night either, I was simply wearing a costume. But, because I go all out at Halloween, no matter what the costume, I went all out to present myself as a woman. My thought was I wouldn't be embarrassed out in public, if I wasn't just a guy who "Putting on a dress and a wig", and that was it. I knew I would never make an attractive woman, but there are a lot of woman out there that are also not attractive. I was just trying to blend, and not be obvious. So, I got rid of the hair on my legs with Nair, shaved my chest, and shaved my hands, and even made my wife thin my eyebrows very little. I wore a long sleeve blouse, so the hands were as far as I needed to go. I wore a size 14 mini skirt, bra, blouse, wig, and 2 inch heels. From the neck down, you would never guess guy if you saw me walking down the street. Now, my wife did my makeup, and did a horrible job. I didn't think I looked good at all, and couldn't fool anyone. She was trying to make me not go, and i was going to this party. I needed to stop and get gas on the way there. This was before pay at the pump, and I needed to go inside to pay. I walked in, and fooled 3 people until I talked. Also stopped at a store, and didn't get a second look from people until I talked. Needless to say, I had a blast that night. I also won best costume. Most fun I have ever had at Halloween, and I've always wanted to do it again. I enjoyed EVERYTHING about that night, and sparked the flame to CD again.
That night, I first enjoyed the feel of nylons over shaved legs, and the thrill of going out in public. I've wanted to do it again for 20 years. This was also the start of my CDing. Never doing it a lot. It was mostly putting on nylons a few times a year, and trying on my wife's dresses maybe 7 times over that same 20 year period. But, over the 20 years I have "grown" from a size 14 to 18, and my wife is a 22 to 24, so nothing really fit and felt right. Two years ago, I had a heart attack, and was 99 percent blocked. I had a stent put in, was on blood thinners, and started to wear compression hose when I flew on business to prevent blood clots. Now I was enjoying the feeling of these for hours at a time, instead of 30 minutes in my room 5 or 6 times a year. I of course love that feeling. Over this past year, I have actually bought a skirt to wear when I get to my work destination. I now have a skirt, and 2 blouses.
Last year, my new company did their first ever Halloween contest at work. I told people there of some of my past costumes over the years, and they all loved that I once dressed as a woman. They all wanted me to do it for this work contest. I told my wife, and she was dead set against it. She hated me doing it 20 years ago, and there was no way she wanted me to now. But, I wanted the chance to dress again, and to do it all day long. So, my thought was to do it this year, but without my wife knowing. That means no shaving, and no thinning of my brows, and no wife to do makeup. So, how will I pull this off? I've decided I can get ready in the bathroom at work, and my wife will never know what I did. Over the last few months, I have bought heels, another skirt, blouse, bad wig, and tan tights so I won't need to shave anything. But, since I can't do makeup, and have horrible eyebrows, I have no chance of making this work for my face. Also, since this is not a couples thing where we went as opposites, I want to be a "woman in costume".
So, I need your help and ideas. I would like to do a female costume that I can wear a dress or skirt in, and hide my eyes, and be in costume. I'm thinking like a female cop, were I can wear sunglasses to hide my eyes. Not a "sexy cop" because I am size 18, and those costumes are short sleeved, and I can't get rid of arm hair. I'm thinking like wearing a CSI hat, glasses, and CSI coat, with a blouse and skirt. But, that is kind of a lame costume. So I'm looking for suggestions of a costume that is quick, covers eyes and arms, and does not require a mask. Any suggestions for me?