This should be grounds for interesting research... comparing transgender women who used to be gay men vs those who used to be straight men.
I think one advantage (especially for me) is that I already had a built-in support system from the LGBT (Lesbian, Gay, Bisexual, Transgender) community when I transitioned. The people around me was already open minded.
Often times I notice that transgender women who used to be straight men tend to find it hard to find support from people around them because for the most part, they hang out with heterosexual people.