Where to stream

The Most Terrible Time in My Life

7.519941h 32mMovieDramaActionCrime

Maiku Hama is a private detective working in Yokohama. Hama comes to the aid of a Taiwanese waiter named Yang and agrees to track down his missing brother. Through a series of double-crosses Hama gets embroiled in a gang war and a revenge plot between the two brothers

DirectorKaizo Hayashi

WritersKaizo Hayashi·Daisuke Tengan

ProducersShunsuke Koga·Kaizo Hayashi

Where to watch

Plex

Plex Channel

Availability shown for United States · rights vary by country

Cast · Directed by Kaizo Hayashi

Masatoshi Nagase

Masatoshi Nagase

Kaho Minami

Joe Shishido

Shiro Sano

Kiyotaka Nanbara

Kiyotaka Nanbara

Haruko Wanibuchi

Haruko Wanibuchi

Noriko Sengoku

Akaji Maro

Shinya Tsukamoto

Shinya Tsukamoto

More from Masatoshi Nagase · Lead actor

Tales of the Bizarre

Tales of the Bizarre

Detective Office 5: Another Story

Detective Office 5: Another Story

Kokuho

Paterson

Mystery Train

The Private Detective Mike

The Private Detective Mike

Radiance

Black Widow Business

Black Widow Business

Sweet Bean

Jigen Daisuke

See all fromMasatoshi Nagase

More from Kaho Minami · Co-star actress

AIBOU: Tokyo Detective Duo

AIBOU: Tokyo Detective Duo

SMAP×SMAP

Yonimo Kimyou na Monogatari Tokubetsuhen

Yonimo Kimyou na Monogatari Tokubetsuhen

Pachinko

Umechan Sensei

And, Live

Soul Mate

Divorce Lawyer

IS: Not a Boy and Not a Girl

IS: Not a Boy and Not a Girl

Awaiting Kirin

See all fromKaho Minami

More from Kaizo Hayashi · Director

Power Rangers

Detective Office 5: Another Story

Detective Office 5: Another Story

BOLT

Cat's Eye

The Trap

New Inspector Totsukawa Series

New Inspector Totsukawa Series

Asian Beat: Love from Temasek

Asian Beat: Love from Temasek

Circus Boys

The Legend of Zipang

The Legend of Zipang

The Code

See all fromKaizo Hayashi

More like this

Detective Conan: Captured in Her Eyes

Detective Conan: Captured in Her Eyes

Detective Conan: The Darkest Nightmare

Detective Conan: The Darkest Nightmare

Detective Conan: Dimensional Sniper

Detective Conan: Dimensional Sniper

Detective Conan: Black Iron Submarine

Detective Conan: Black Iron Submarine

Case Closed: Countdown to Heaven

Case Closed: Countdown to Heaven

Detective Conan: Private Eye in the Distant Sea

Detective Conan: Private Eye in the Distant Sea

Lupin the Third vs. Detective Conan: The Movie

Lupin the Third vs. Detective Conan: The Movie

Detective Conan: The Bride of Halloween

Detective Conan: The Bride of Halloween

Graveyard of Honor

Graveyard of Honor

Detective Conan: The Raven Chaser

Detective Conan: The Raven Chaser

Female Yakuza Tale

Female Yakuza Tale

Jigen Daisuke

The Most Terrible Time in My Life — streaming FAQ

Which OTT platform streams The Most Terrible Time in My Life?

The Most Terrible Time in My Life is streaming on Plex and Plex Channel in United States. It's not currently on Netflix.

Is The Most Terrible Time in My Life on Netflix?

No, The Most Terrible Time in My Life is not on Netflix in United States as of September 2026. It's currently on Plex and Plex Channel.

Is The Most Terrible Time in My Life on Amazon Prime Video?

No, The Most Terrible Time in My Life isn't on Amazon Prime Video in United States right now. It's on Plex and Plex Channel instead.

Where can I watch The Most Terrible Time in My Life for free?

The Most Terrible Time in My Life is available to stream free (with ads) on Plex and Plex Channel in United States.

Is there a sequel to The Most Terrible Time in My Life?

Yes — The Most Terrible Time in My Life is followed by The Stairway to the Distant Past (1995) in the Maiku Hama Private Eye Trilogy.

Is there a prequel to The Most Terrible Time in My Life?

The Most Terrible Time in My Life is the first film in the Maiku Hama Private Eye Trilogy.

Is The Most Terrible Time in My Life part of a trilogy?

Yes — The Most Terrible Time in My Life is part of a trilogy, alongside The Stairway to the Distant Past (1995) and The Trap (1996).

How many movies are in the Maiku Hama Private Eye Trilogy?

There are 3 films in the Maiku Hama Private Eye Trilogy: The Most Terrible Time in My Life (1994), The Stairway to the Distant Past (1995) and The Trap (1996).