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If you liked Monster add

...then you might like Noir add

Set in Europe Has a gentle and mysterious vibe about it Realistic portrayal of characters Revolves around soul-searching journey

If you liked Cowboy Bebop add

...then you might like Coyote Ragtime Show add

Both anime are about a likable group of characters traveling in space and their pursuit for cold, hard cash. Both anime have a memorable soundtrack (especially in Bebop) and both anime have a robot element in their plot. Both anime have a wizened veteran and an energetic young girl in their group. Both anime have a villain whose past is connected in some way with that of the protagonist's. Finally, both anime have a classic last episode.

If you liked Kenpuu Denki Berserk add

...then you might like Black Cat add

Basically, these are two stories with tortured protagonists and charismatic white-haired swordsmen becoming villains.

If you liked Monster add

...then you might like Kyougoku Natsuhiko: Kousetsu Hyaku Monogatari add

Both anime have the same composer (Kuniaki Haishima), both series have creepy theme songs, and both have Karen Strassman in the cast. To a deeper extent, both anime deal with self-discovery and they venture into the more philosophical ideas of life. Both Monster and Requiem are dark, deep series with few moments dedicated to humor. There's a huge element of mystery in both series and, in the end, you'll enjoy Requiem from the Darkness if you liked Monster.

If you liked Cowboy Bebop add

...then you might like Black Cat add

Both main characters (Spike and Train) are bounty hunters and former members of evil organization. Both series are episodic (more so in Bebop than Black Cat). Both series has a character that loses an eyeball. Both series have memorable theme songs (more so in Bebop than Black Cat). Both series have a notable main villain with white hair (Creed in Black Cat is by far the more dynamic of the two). Train = Spike Sven = Jet Rinslet =Faye Eve = Ed? If you loved Cowboy Bebop, chances are you'll enjoy Black Cat as well.

If you liked Trigun add

...then you might like Great Teacher Onizuka add

It's a bit of a stretch but hang with me. Both main characters have personalities that are (really) similar to each other and are easily likable. Both are mainly focused on helping people through their situations (Trigun only does this early in the series) Both have unforgettable theme songs (more so in Trigun than in GTO). Both are considered classic anime series. Both have excellent soundtracks.

If you liked Bartender add

...then you might like Death Parade add

Both anime have episodic plots. Both anime rely heavily on emotion (more so in Bartender than in Death Parade). Both anime have memorable main themes. Both anime have great jazz-oriented soundtracks.

If you liked Trigun add

...then you might like Coyote Ragtime Show add

CRS is more space-oriented than Trigun but both anime have a strong focus on comedy and both have a main antagonist with a past connected to the protagonist. Both anime have great guitar-oriented soundtracks, Trigun having a acoustic guitar one and CRs having an electric guitar one.