Curb Your Enthusiasm

Season 4 Episode 8:

Wandering Bear

Larry and Jeff decide to buy a 'Girls Gone Wild' video tape, and that lands them both in the hot seat with Larry's secretary and Jeff's wife after the dog leaves the house during the viewing of the tape. Meanwhile, Larry seeks the help of his native American gardener to cure Cheryl of a feminine problem after Larry mistakenly wears a condom inside out.
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About Curb Your Enthusiasm:

He's got it all: a loving wife, good friends, a successful career, a great home...what could possibly go wrong for Larry David...