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As First Lady, Hillary marched in a gay-pride parade, and she has done so multiple times as a senator. She’s supported AIDS-care funding and an expansion of hate-crimes legislation. And after nearly running his first administration aground by coming out for gays to serve openly in the military, Bill appointed openly gay James Hormel as ambassador to Luxembourg in 1999 during a congressional recess. The Clintons just seemed comfortable around gay people.

It’s hard for Obama to match that history, even though his LGBT platform is similarly progressive to Hillary’s. (In fact, Obama’s is actually better, since he supports a full repeal of DOMA, and Clinton just wants to remove many of its restrictions.) Obama is handsome and well meaning, but it’s hard for many gay voters to not also see just another straight guy with the messianic ego to think he deserves to lead.
Why Barack’s Mojo With the Gays Can’t Match Hillary’s - New York Magazine’s Daily Intelligencer