- Princess
- Principal Septian
- Principal for the Day
- Private Beach
- Private Eyes For Hire
- Prudence
- Puffin Books
- Punch Buggy
- Puppet Theater
- Quentin
- Quiet Cove
- Quinn
- Raccoon family
- Rachael Harris
- Rachel (Diary of a Wimpy Kid)
- Rachel (The Ugly Truth)
- Rachel Lewis
- Rafe
- Ralph Radner
- Ramon De Ocampo
- Randy
- Rappahannock Creek
- Raugi Yu
- Razor Range
- Reading Is Fun Club
- Reba Heffley
- Rebel
- Rec League
- Recorded Books
- Red Apple Farm
- Red Socks
- Regular Marcus
- Remus
- Renegades Rock Club
- Revolting Runts
- Reynold's Farm
- Ricardo Freedman
- Rick's Towing
- Ricky Fisher
- Righty
- Roan Curtis
- Roast Beef Touch
- Roast Beef Touch kid
- Rob LaBelle
- Robert
- Robert (disambiguation)
- Robert Capron
- Robert Capron Sr.
- Robert Hendren
- Robert Jefferson
- Robert Jefferson's car
- Robert Jefferson/Gallery
- Robert Law
- Robert Law's funeral
- Roboto's
- Rock 'N' Rowdy
- Rock Candy Crunch
- Rocket Rollers Roller Rink
- Rockin' Rapids
- Rodney James
- Rodrick's Diary
- Rodrick Heffley
- Rodrick Heffley's baby album
- Rodrick Heffley's bagged lunch
- Rodrick Heffley's girlfriend
- Rodrick Heffley's magazine
- Rodrick Heffley's party
- Rodrick Heffley's pen pal
- Rodrick Heffley's phone
- Rodrick Heffley's pickup truck
- Rodrick Heffley's piranha-fish
- Rodrick Heffley's rescuer
- Rodrick Heffley's room
- Rodrick Heffley/Gallery
- Rodrick Heffley’s model rocket
- Rodrigo
- Roger Hickey
- Roger Townsend
- Roland's dad
- Roland's house
- Roland's mom
- Roland Gropper
- Roland the Kind
- Roland the Kind/Gallery
- RollerBowling
- Ron Hammond
- Ronnie McCoy
- Rory
- Rory's family
- Rory's owner
- Rory Screws Up
- Rotten Rudy
- Rowan
- Rowan's dad
- Rowan's mom
- Rowan's werewolf family
- Rowdy Riot
- Rowley Jefferson
- Rowley Jefferson's Awesome Friendly Adventure
- Rowley Jefferson's Awesome Friendly Adventure/Gallery
- Rowley Jefferson's Awesome Friendly Spooky Stories
- Rowley Jefferson's Awesome Friendly Spooky Stories/Gallery
- Rowley Jefferson's bathroom language
- Rowley Jefferson's cousins
- Rowley Jefferson's home movies
- Rowley Jefferson's karate friends
- Rowley Jefferson's model rocket
- Rowley Jefferson/Gallery
- Rowley Junior
- Ruby Bird
- Rudy
- Rupert
- Rusty
- Ryan Grantham
- Ryan Newton
- Rylee Stiles
- Safety Patrol
- Sam Snella
- Samantha Page
- Samuel Patrick Chu
- Santa's Scout
- Santa Claus
- Sara Choo
- Say Hello to the Brand-New You! (Boys' Edition)
- Scared Straight
- Science Lab
- Science Scoffer
- Scott Kinney
- Scott Snella
- Scotty Douglas
- Scratch Cards
- Screen-Free Weekends
- Seagull
- Seahorse
- Sean Bygrave
- Sears
- Sears Wish Book
- Sebastian Sleeves
- Second Chance Tournament
- Secret Santa Day
- See-and-Talk
- Sega Saturn
- Senior Center
- Serge Houde
- Sergeant Peters
- Sesame Street
- Seth Snella
- Seven-Legged Spider
- Severin Korfer
- Shadowdoom
- Shae'Vana
- Shane Browning
- Shane Snella
- Shannon Guess
- Sharif
- Sharon Wahowski
- Shawn Snella
- Shel Silverstein
- Shelby M.
- Sheldon Reyes
- Sheldon Reyes's father
- Shelly
- Shelly's friend
- Sherlock Holmes
- Sherlock Sammy
- Sherlock Sammy Does It Again
- Shooting Stars studio
- Shop-n-Dash
- Shopkeeper
- Shower guys
- Silas Scratch
- Silly Bear
- Silver Lake Fish Hatchery
- Simon Chin
- Skunk
- Slacksville
- Slacksville High
- Slacksville Middle School
- Slam Book
- Sleep Tite Motel
- Slides & Rainbows
- Slipslide Water Park
- Sloppy Specials
- Slumber Party Pals
- Snack Shack
- Snake Road
- Snella Half-Birthday Party
- Snella family
- Snoozos
- Snorkeling
- Snow Catapult
- Snow Forts
- Snowball Launcher
- Snurples language
- Soak Central
- Soak Central couple
- Sofia Bowers
- Sonja
- Sophie Mack
- Souvenir Keychain Photos
- Space Robot
- Spag Union
- Spaghetti Barn
- Speed Bump
- Speen Street
- Spencer Howell
- Spencer Kitt
- Spice Girls
- Spider-Man
- Spiky Tinfoil Ball
- Spineticklers
- Spineticklers rip-offs
- Spoon Carousel
- Sport Stick
- Sportzterz
- Spriggo's
- Spring scrapbook
- Squirm the Worm
- St. Martha's Parish
- St. Patrick's
- Stacey
- Stage Whisperers
- Stan Warren
- Stank
- Stanley Licthman
- Star Market
- Star Wars
- State Prison
- Steel Scrub
- Stephen
- Stephen Birch
- Stephen Ruffin
- Steve Zahn
- Stew
- Stewart Taylor Jr.
- Stinky Sebastian
- Stinky Williams
- Stop and Shop
- Storage room
- Storybook Village
- Stress Lizard
- Stress Puppy
- Stringer family
- Strong Steve
- Student Council
- Student of The Week Award
- Sudzy Collarz Pet Grooming
- Suggestion Box
- Summit
- Superman
- Supermarket
- Surrey Street
- Surrey Street hill
- Survival Activity Book
- Survival Guide
- Susan's Musings
- Susan's laptop
- Susan Heffley
- Susan Heffley/Gallery
- Susan Lim
- Swear Jar
- Sweet Secrets Diary
- Sweetie
- Sweetie/Gallery
- Swim team
- Swimming coach
- Swinton Scott
- Sydney Greene
- Sylvie Rabineau
- T.G.I.F.
- THERE'S MONKEYS IN THE WALLS!
- Tabitha Cutter
- Taking Care of Gregory & Rodrick A to Z
- Tall Pines Shopping Mall
- Tangled Forest
- Tanner Smith
- Tarzan
- Tattle Turtle
- Taya Clyne
- Taylor Pringle
- Taylor and Fisch
- Teddy Caldwell
- Teddy Silvetti
- Teen Zone
- Teensy Tunes Recorder
- Teeny Genius
- Tell-a-Teacher station
- TenderCuddles Pre-School
- Tender Hugs
- Terence Kelly
- Terrence
- Terrence James
- Tevin Bartleman
- Tevin Larkin
- The 13th Hole
- The Amazing Fart Police
- The Amazing Moose
- The Bachelors
- The Belt
- The Boy Whose Family Thinks He's a DOG
- The Brawlers
- The Brothers
- The Cat in the Hat
- The Cheese
- The Daily Herald
- The Daily Trumpet
- The Dude Zone
- The Essential Book For Young Lads
- The Facts of Life
- The Foot
- The Giving Tree
- The Greg Heffley Experience
- The Grout
- The Headless Chicken
- The Headless Chicken owner
- The Hobbit
- The Manny Show
- The Middle of It All
- The Muddy Hand
- The Neighborhood Tattler
- The No Brainer Tour
- The Nutritionauts vs. The Greasy Grimelicks
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