5x1 – Everyone Looks a Little Grown Up After Spring Break
Shinpachi returns to Odd Jobs for work after the year of re-runs. When he arrives he finds that everyone else has changed and is told that two years have passed in the anime.
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5x2 – Everyone Looks Pretty Grown Up After Summer Break
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5x3 – Use a Calligraphy Pen for New Year's Cards/The Heart Comes Before Chocolate
As Gintoki complains of writing News Years cards, Yorozuya learn of what their friends have done over the holidays. In the second part it's Valentine's Day and Kagura is having trouble with giving her chocolate to Gintoki and Shinpachi.
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5x4 – Meals Should Be Balanced/We Are All Warriors in the Battle Against Fate
Yamazaki suffers from an Anpan related breakdown while on a surveillance job. Kondo finally gets a date.
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5x5 – It's Too Confusing When Talking About the Poster Girl for a Poster Store, So Call Her a Sandwich Board
Catherine gets engaged to one of the regulars at Snack Otose and it seems like this has changed her whole character.
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5x6 – Glasses Are Part of the Soul
Sachan's glasses get broken and she needs them replaced. She's overjoyed when Gintoki buys her new ones and refuses to take them off, despite the fact that they're the wrong prescription.
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5x7 – Glasses Prevent You from Seeing Certain Things
Her new glasses have caused Sachan to fail at a number of assassination jobs and now she has the Assassins of Assassins Squad sent to take her out. After she ends up in the hospital the Yorozuya decide to help her get rid of them.
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5x8 – Nothing Lasts Forever, Including Parents, Money, Youth, Your Room, Dress Shirts, Me, You, and the Gintama Anime
A recap filler episode that includes Hasegawa's "Carboard" song, a fake movie trailer and a segment of "Teach us Ginpachi-sensei".
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5x9 – Outrageous Cities Are Full of Gathering Places for Yahoo Type Guys
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5x10 – Ghosts Aren't the Only Ones Who Go Crazy in Graveyards
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5x11 – Chains of Chivalry
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5x12 – Iron Town
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5x13 – 'Tis an Honor!
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5x14 – Odds or Even
Takasugi, ally of the Harusame Space Pirates, and Kamui, captain of their 7th Division get caught up in some internal politics.
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5x15 – I Can't Remember a Damn Thing About the Factory Tour
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5x16 – What Happens Twice Can Happen Thrice
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5x17 – The Claws of a Crab Can Snip Through a Friendship
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5x18 – People Forget to Return Stuff All the Time Without Even Realizing It
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5x19 – The Bathhouse, Where You're Naked in Body and Soul
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5x20 – Jugem
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5x21 – The Name Reveals the Person
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5x22 – The Man's Household Situation Is Hard, His Heart Is Soft
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5x23 – Blue and Red Ecstasy
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5x24 – So in the Second Season of Prison Break, They're Already Broken Out of Prison, But the Name Works Once You Realize That Society Is a Prison
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5x25 – Everybody Loves Pajamas
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5x26 – Peaking of Crossovers, Don't Forget About Alien vs. Predator
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5x27 – Love Is Neither Plus Nor Minus
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5x28 – Making It Through Love
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5x29 – It Would Take Too Much Effort to Make This Title Sound Like a Text Message Subject
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5x30 – When You Go to a Funeral for the First Time, You're Surprised by How Happy the People Are
Gintoki and Hijikata attend the funeral of a chef and well-known acquaintance, only for the funeral to get out of hand.
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5x31 – The People You Tend to Forget Tend to Show Up After You Forget About Them
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5x32 – Space Ururun Homestay
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5x33 – Piggy Banks and Trash Cans
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5x34 – Empty Planet
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5x35 – Don't Say Good-bye, Lionel
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5x36 – Please Take Me Skiing
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5x37 – A Vacation in Disorientation
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5x38 – You Know Those Year-end Parties Where You Keep Drinking Until You've Forgotten Everything That Happened the Past Year? There Are a Few Things You're Not Supposed to Forget
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5x39 – People Can Only Live by Forgetting the Bad
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5x40 – We Are All Hosts, in Capital Letters
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5x41 – Girls Love Vegeta, Guys Like Piccolo
Gintoki and his friends must keep the host bar orderly as a special Madame arrives for dinner, even though it is in the midst of chaos.
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5x42 – Draw Your Life on the Canvas We Call Manga
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5x43 – Check It Out!
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5x44 – Thornies and Rosies
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5x45 – Festival of Thornies
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5x46 – Letter from Thorny
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5x47 – Madaodog Madaonaire
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5x48 – Presents Are Meant to Be Given Early
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5x49 – New Year's Envelopes Are Perfect for Dirty Jokes
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5x50 – When Sleeping Under a Kotatsu, Make Sure You Don't Burn Your Balls
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5x51 – We're Sorry
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