Dynamic Watchlist Hub: Apr 17, 2026

10 Best Movies Like The Naughty Nineties

If you loved The Naughty Nineties, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for The Naughty Nineties.

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#1
Maverick

Maverick

1994★ 6.9

Why watch this? A perfect follow-up to The Naughty Nineties for fans of Comedy. It captures a similar light-hearted atmosphere.

Bret Maverick is a gambler who would rather con someone than fight them, and needs an additional $3k in order to enter a winner-takes-all poker game beginning in a few days. He joi...

#2
Clambake

Clambake

1967★ 5.9

Why watch this? A perfect follow-up to The Naughty Nineties for fans of Comedy. It captures a similar light-hearted atmosphere.

The heir to an oil fortune trades places with a water-ski instructor at a Florida hotel to see if girls will like him for himself, rather than his father's money....

#3
Viva Las Vegas

Viva Las Vegas

1964★ 6.2

Why watch this? A perfect follow-up to The Naughty Nineties for fans of Comedy. It captures a similar light-hearted atmosphere.

Lucky Jackson arrives in town with his car literally in tow ready for the first Las Vegas Grand Prix - once he has the money to buy an engine. He gets the cash easily enough but mi...

#4
The Bellboy

The Bellboy

1960★ 6.2

Why watch this? A perfect follow-up to The Naughty Nineties for fans of Comedy. It captures a similar light-hearted atmosphere.

Stanley is a bellboy at the Fountainbleau Hotel in Miami Beach, where he performs his duties quietly and without a word to anyone. All he displays are facial expressions and a come...

#5
Guys and Dolls

Guys and Dolls

1955★ 6.5

Why watch this? A perfect follow-up to The Naughty Nineties for fans of Comedy. It captures a similar light-hearted atmosphere.

In New York, a gambler is challenged to take a cold female missionary to Havana, but they fall for each other, and the bet has a hidden motive to finance a crap game....

#6
Rat Race

Rat Race

2001★ 6.3

Why watch this? A perfect follow-up to The Naughty Nineties for fans of Comedy. It captures a similar light-hearted atmosphere.

In an ensemble film about easy money, greed, manipulation and bad driving, a Las Vegas casino tycoon entertains his wealthiest high rollers -- a group that will bet on anything -- ...

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