The film was The Rutles: All You Need Is Cash, a 1978 mock documentary film that parodies the rise and fall of the Beatles.
In addition to highlighting the career of the Rutles, the film briefly mentions what each of the band members did after the break-up of the band. The George Harrison character, Stig O'Hara, played by Ricky Fataar, became an airline hostess for Air India and appears exiting an Air India office dressed as an Indian airline stewardess.
The television show was NBC's collection of the best commercial parodies from Saturday Night Live (SNL). I don't watch SNL as often as I used to in my youth, so I missed this parody when it appeared originally in 2005: a mock commercial for Me-Harmony, an online dating service that matches you to a completely identical member of the opposite sex.
The commercial shows five SNL cast members (four guys and one gal) as satisfied Me-Harmony customers. Each one crossdresses to portray their Me-Harmony match. It is very funny and well-done. You can see it here.
Also, I think the parody says something about crossdressing, but I'm not sure what it is!
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