Its a great question and one that I was faced with at almost every single one of my interviews. I basically told them that I picked out Obstetrics and Gynecology as a specialty of choice without giving potential malpractice, gender, job market, and other factors getting in my way. I believed that was the most objective way of deciding on a specialty. This, coupled with my strong background in pathology basically proved my point to them.
As to your questions, I honestly don't know what to think. Much like the malpractice issue, I am hoping that the "male" issue will be like a pendulum as well and that in next 5-10 years we'll begin to see a change. I am basically banking on the fact that there will always be need for good OB-Gyn's regardless of gender and that I can secure a job through that. As for the women group, from what I hear from residents, alot of them are beginning to look to bring in male member because of the potential flexibility. You also have to bear in mind that with the recent declines in men OB-Gyn residents, by the time I hit my prime I will be in a minority and that may help with women that will prefer a male.
All in all though, I just keep my fingers crossed and pray that I'll be a good enough resident to get recruited into a good group down the road, even if I have to dress up like a woman to fool them😀
Good Luck with the decision making process!