Forgive me if I sound insensitive. I'm new to all this, and I honestly don't understand all the prejudice you guys must obviously be facing.
Miss Witch, the prejudice we face is as follows:
1. By far the biggest prejudice is internal, although we usually express it in terms of an external fear. We tend to beat ourselves up based on long-ingrained social habits and rationalize that "other" people won't accept us. This just needs to be faced head-on. Once we can get over the idea that wearing a skirt is somehow deviant, then we realize that for the most part, people on the street might be curious but overall they just don't care --- nor do sales clerks.
Again and again, guys on this forum have reported that experience. I've watched as dozens of guys come to this forum kind of in the closet, and then gradually realize the world won't end if they wear a skirt to the mall, and they don't have to do silly stuff like pretend to be a woman either.
2. The second-biggest problem (for some of us) is those we live with. Some (many) are totally cool. But at the same time, I've watched far too many marriages dissolve ostensibly over the man's desire to wear a skirt. And I've seen a number of other marriages in which the wife doesn't like it, but tolerates it to stay with a wonderful man. Some spouses change over time, some do not. Navigating betwen our own internal compass and the feelings of those dearest to us requires committment, communication, love and compassion on all sides.
3. For some, employers are a problem. But that is rare these days. Most employers don't really care what you do outside of work, and some have no problem with skirts at work as well.
4. And then there's the problem of becoming the target of random fruits and nuts --- sometimes from the very same places we consider most forward-thinking. For an an extreme example of this kind of hate, go to:
http://grevstad.org/cgi-bin/atrium.pl
and follow the link in the recent thread called "Is this for real? *LINK*".
What gets me is they've included links like "skirt wearing man flashes police" in the same category as links to VERY respectable boards like "X Marks the Scot", and listed it all as "Warning: The following links are not safe for viewing while at work or for viewing by anyone under the age of 21." Thankfully, these morons did not find our web site.
Probably these very same people were also instrumental in shutting down a maker of men's skirts near Seattle. They simply harassed him on-line until it was easier for him to shut it all down and move on.
But overall --- guys who like to wear skirts are not really an oppressed group, nor is it a "lifestyle." For example, the LGBT community has it much worse. One can make a convincing case that women in general are more oppressed as well (in spite of greater freedom of clothing choice). So I like to keep these things in perspective. For the most part, we really can wear what we want and get away with it, even if it's a bit eccentric.