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Walter the skunk: Requires that you have 90+ max health.
Bob the panther: Requires you to provide a clue about Fenrir's location.
Winston requires you to ask three other aquatic inmates to sign(Charisma check)
Franklin requires high intelligence(I think 8)
Diego requires a playpup
Henry requires a pizza
Vincent requires you to read the basketball book
Richard requires a scented soap
Raphael requires 200 bucks
Fernando requires another book(not sure the name but it's put in the deepest room)
Phil requires you to have the status blessing(by donating in the church and speak with the chaplain)
Sam requires you to read the book "Stanley's Art of Negotiation"
Old Lee requires you to be drunk
Ray requires you to read the book "Man Style"
Chris requires 10 Charisma
Kevin requires you to be in debt to the Black Claw
Bam requires a spoon
Teddy requires 3 sleeping pills
Robert requires you to beat the computer game "Lethal Kombat"
Eddie requires you to pass a Charisma check
Also I think every gang boss requires you to join the gang, at least that's what Alex asks.
You need to give him a Playpup magazine to complete his bond.
Caesar the chimp- Join the black claw gang (verified from previous comment)
Jumbo the elephant- Join the big foot gang (verified from previous comment)
Fernando the anteater- Be a "Craft Expert" (I assume DIY maestro book)
Wilbur the goat -read cthulor book and pass a charisma check
William the tortoise-Two premium cigarettes (safe under desk top floor chapel)
Joseph the kangaroo- have been in at least one prison boxing match
Tim the sloth -Two coffee beans (not the grinded drink version, the edible beans)
Lin the pangolin- A nail bat
Hakuna the warthog- Speak with Dr. Beth about Lisa (warden's assistant)
Evan the rhino-Do enough bench presses (game mentions 215 or do 15 reps in a row)
Bernard the capybara -rapport with all gang leaders (50 caesar, jumbo, alex)
Miguel the tapir- Have "nightmare residue" (fail a nightmare check and talk to him)
Frank the Hippo- Have high enough reputation (I had rank 8 and passed, may be lower)
Vladimir the Polar Bear - Matching his strength (7 i think)
Rudolph the Reindeer - I think watching like 2 or more movies in movie night?
You can only ask about Lisa after you confess your love to her, so you need to keep raising her rapport.
1. You can buy or shoplift from Elephant.Jumbo or Sloth.Tim.
2. You can call the phone number 52517 to order pizza.
3. Searching the restaurant's dumpster has a very low chance of obtaining items (requires the Dumpster Diver skill).
4. The Staff Block's refrigerator has a low chance of yielding items.