I think that the concern that Massey might seem too old for the part, particularly opposite a younger Leading Player, is legit, but I don't know where the "too feminine" thing comes from. I saw him in Next to Normal and didn't get that sense at all.
And it may seem that Massey's everywhere, but he's only been in 3 Broadway shows - ensemble in Xanadu, Gabe in Next to Normal, and Fiyero in Wicked. I think he was a replacement in all 3.
"What was the name of that cheese that I like?"
"you can't run away forever...but there's nothing wrong with getting a good head start"
"well I hope and I pray, that maybe someday, you'll walk in the room with my heart"