Dante 'Tex' Gill was the owner of multiple massage parlors in Pittsburgh and he won them from the mob after the parlor wars. Although he was caught eventually, he had a wild time as one of Pittsburgh's well known mobsters.

Sources:

https://www.dailymail.co.uk/news/article-5924185/The-incredible-life-transgender-gangster-Mr-Gill.html

https://en.m.wikipedia.org/wiki/Dante_%22Tex%22_Gill