Here is a clip from a circa-2000 sitcom called Opposite Sex, which features a young Chris Evans doing some very bad drag. The outfits are tacky even by late-90s standards, the contour lines appear to nonexistent, and nobody is lipsyncing for their life, let alone 2-for-1 drink tickets during happy hour. Sashay away, Captain America. Sashay away.
That said, the helium balloon t*ts are a nice touch, and there’s no point reading Milo Ventimiglia. He was in Heroes, so he has already had it enough.