Dynamic Watchlist Hub: May 18, 2026

10 Best Movies Like It Happened in the Penitentiary

If you loved It Happened in the Penitentiary, 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 It Happened in the Penitentiary.

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#1
The F**k-It List

The F**k-It List

2020★ 6.0

Why watch this? A perfect follow-up to It Happened in the Penitentiary for fans of Comedy. It captures a similar light-hearted atmosphere.

After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can....

#2
I Won the New Year's Lottery

I Won the New Year's Lottery

1989★ 6.0

Why watch this? A perfect follow-up to It Happened in the Penitentiary for fans of Comedy. It captures a similar light-hearted atmosphere.

Ciottoli is a journalist with absolutely no prospective for his career, with a lot of debts and a mobster that want him died. Unexpectedly he win the national lottery (almost Eur 2...

#3
Oi vita mia

Oi vita mia

2025★ 6.6

Why watch this? A perfect follow-up to It Happened in the Penitentiary for fans of Comedy. It captures a similar light-hearted atmosphere.

Pio runs a rehabilitation center for young people, Amedeo a nursing home....

#4
Totò, Peppino e le fanatiche

Totò, Peppino e le fanatiche

1958★ 6.6

Why watch this? A perfect follow-up to It Happened in the Penitentiary for fans of Comedy. It captures a similar light-hearted atmosphere.

A psychiatric-clinic medical director runs some tests on two patients, the Ragionier Antonio Vignanelli and Cavalier Peppino Caprioli, so they must retrieve some memories of family...

#5
Bill Burr: Why Do I Do This?

Bill Burr: Why Do I Do This?

2008★ 7.7

Why watch this? A perfect follow-up to It Happened in the Penitentiary for fans of Comedy. It captures a similar light-hearted atmosphere.

One of America's fastest-rising comedians, Bill Burr wields his razor-sharp wit with rare skill. In this brand-new stand-up performance, Bill takes aim at the stuff that drives us ...

#6
Jimmy Carr: Live

Jimmy Carr: Live

2004★ 7.4

Why watch this? A perfect follow-up to It Happened in the Penitentiary for fans of Comedy. It captures a similar light-hearted atmosphere.

With his first ever DVD, Jimmy’s unique brand of humour demonstrates the observations he makes on life’s taboos using witty one-liners and offensive putdowns. Recorded during the a...

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