I'm a lesbian. I've never dated a trans* person but I've dated a couple of biological females who have, at various points in their lives, had considered transitioning. One was somewhat genderfluid. Sometimes more female, other times more male. It made things somewhat tricky. I really respect those who are genderfluid and similarly identified but dating one was challenging since there wasn't any good way to know whether it was more of a male day or a female day, and it could even change hour to hour sometimes. Of course, this individual was bipolar manic depressive and may have also had other undiagnosed problems that made things even more difficult. I imagine it would have been quite different with someone who didn't have additional mental and emotional challenges. One of the others had some dysphoria left over and was definitely quite butch but identified as a woman and used female pronouns. The third definitely identified as female but could be quite masculine and wouldn't correct anyone for using male pronouns and if someone mistook them for a man they would just go with it.