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40 year-old Sean Ollred was pretty much a typical guy around the news station. He never really expected to be one of those men to start wearing women's underwear and high heel shoes. He experimented a bit with his mom and sister's clothes when he was very young but it wasn't until recently that something swung back around and he found himself up to his ears in his girlfriend's clothing. Eventually, he confided to her and although the relationship ended it did help him gain a new confidence allowing him to try out his new hobby in public. Some platonic girlfriends helped him along and by the time they were finished with him he pretty much stole the show on their first trip out on the streets of L.A. Now comes even tougher choices -- does he risk his career or keep it all under wraps?