I think it has a lot to do with comfort level and ability to empathize. There are some topics that men may have a more difficulty talk to a woman about- especially as it pertains to menstrual cycles, child birth, etc. No matter much a male T educates himself, the lack of actual personal experience puts them at a disadvantage.

There are also larger cultural issues that even the most enlightened men can't relate to. Some thought processes can be so ingrained in both genders that we're not even aware of it. I think it's common for people to insist they don't subscribe to gender stereotypes and there's no such thing as thinking "like a woman" or "like a man". I think many miscommunications happen between the genders because of this, and in therapy, misunderstandings are a big deal.

And then there is the issue of touch in therapy. I do think females get more leeway in this area than men, simply because there are more males that abuse touch than females.