There's Cpl. Max Klinger and Screech from SBTB dressed up in one episode, and I think that I remember the boys from Happy Days donned female nighties in one episode.

Are there others,besides a cop going undercover?

Bosom Buddies.

Saved by the Bell: Zack Morris is dressed as a woman named Bambi in “Screech’s Woman”.

Three’s Company: Jack Tripper is dressed as an older lady in “Grandma Jack”.

Barney dressed up like a woman on Andy Griffith Show. He was trying to bust up the gambling ring at Floyd's barbershop.

Also, didn't Shawn and Cory dress like women on Boy Meets World?

Jaleel White as Myrtle Urkel in “Family Matters”.

Barney dressed as a cleaning woman once on "THE ANDY GRIFFITH SHOW" to expose security flaws at the bank and once to expose a gambling ring at Floyds barber shop.

Would Max Baer as Jethrine on "THE BEVERLY HILLBILLIES" count?

Xander Harris dressed as a woman one time on Buffy.

I remember Murdock dressing as a female nurse once on MacGyver.

There was an episode of Diff'rent Strokes where Conrad Bain dressed as a woman, his relative.

There was an episode of Diff'rent Strokes where Conrad Bain dressed as a woman, his relative.

The character was actually played by Conrad's identical twin brother, Bonar.

The character was actually played by Conrad's identical twin brother, Bonar.
Ah, thanks!

https://i.warosu.org/data/tg/img/0313/71/1397206844575.gif

Boy Meets World: In "Chick Like Me" Cory and Shawn are dressed as girls while working on a school newspaper article. Cory is Cora and Shawn is Veronica.

Boy Meets World: In "What A Drag!" Eric and Jack dress up as women to hide from another college student. Eric is Chantal DuBois, a shy French girl, and Jack is Lala Nelson, a recovering drug addict.

There was an episode of Gilligan's Island where Gilligan dressed up like a girl. In the clip I saw years ago he would say "I'm not going to dress up like a girl and you can't make me."

There were so many! Not as many women dress like men tho.

There was an episode of Gilligan's Island where Gilligan dressed up like a girl. In the clip I saw years ago he would say "I'm not going to dress up like a girl and you can't make me."


"Gilligan the goddess" and also The Skipper , Professor and Mr. Howell also dressed as women in this ep. :lol:


https://vignette.wikia.nocookie.net/gilligan5935/images/0/08/G11.jpg/revision/latest?cb=20140414200030


https://i.pinimg.com/originals/4f/1a/2c/4f1a2c0acd1fdb95d9d1286b2c0bfb47.jpg

All 4 of The Monkees dressed in dresses (Davey,Peter, Mickey, Mike).

Mitchell and Luke from Modern Family wore dresses.

Fred and Barney dressed as gals on the Flintstones!!! :lol:


https://i.ytimg.com/vi/TAS2SZyMU5c/hqdefault.jpg

Peter Brady:The Brady Bunch
Ted & Jamie Lawson:Small Wonder
Jesse & Danny & Joey: Full House

Eric Forman - That 70s Show

On Monty Python's Flying Circus, the Pyrhons played a lot of the female characters in drag. Terry Jones played the most female roles and Michael Palin played the least.

My Three Sons - Uncle Charley O'Casey (William Demarest)
I Married Joan - Judge Brad (Jim Backus)

Also, on The Beverly Hillbillies - Cousin Roy as his mother, Myrtle Halsey (Roy Clark)