- Paper Trail (T.I. album)
- Paranoid/Noid (Lake Worth rapper)
- Paranoid (Cyko single)
- Pardhan
- Paris, France
- ParisLondon (female rapper)
- Park-Ex, Montreal
- Parkside Piru
- Parma Court, North York
- Party Time? (Kurtis Blow ep album)
- Pasadena
- Pashtoon-Goon (rapper)
- Paster Troy (rapper)
- Pax Town (Gangster Disciples set)
- Payday Records
- Peace (interjection)
- PeeZee (rapper & music video director)
- Pelle Pelle Jackets
- Pendo46
- Pennsylvania, United-States
- People Nation
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- Percy Jones (rapper)
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- Perryvsthewrld
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- Petre Stefan
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- Philadelphia, Pennsylvania
- Phntm-Thf
- Phoenix, Arizona
- Phrasing (DJing)
- PhredGot1
- Phuj Doose (rapper)
- Phyzi (rapper)
- Picture Me Rollin (Tommy Knok single)
- Pie-IX, Montreal
- Pierre Bourne
- Pierrefonds, Montreal
- Pile Ou Face (Demon514 single)
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- Pimp Town Murder Squad
- Pink Guy
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- PiruHoover(BP)
- Pirus
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- Pittsburg, California
- Pittsburgh, Pennsylvania
- Pj watts crips
- Planet Rock: The Story Of Hip Hop And The Crack Generation (documentary)
- Platinum (Tommy Knok single)
- Play Boy Gangster Crips
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- Playboi Carti
- Player (noun)
- Player hater (noun)
- Plenty Cake (Raylo remix)
- Pluffaduff
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- Po Boi (Lake Worth rapper)
- Pockets Full Of Money (Fresh Dough single)
- Point blank (adjective)
- Pointe-Saint-Charles, Montreal
- Polo G (Chicago Rapper)
- Pomona, California
- Pop rap
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- Portsmouth, Ohio
- Post Malone
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- Pound (noun)
- Powder (Cincinnati rapper)
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- Pressa (rapper)
- Pressure (I.Blast single)
- Prince Dre (Chicago rapper)
- Pritt
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- Prod by SHREDDED
- ProleteR
- Promise (rapper)
- Proved Records
- Public Enemy
- Publish X
- Puerto Rico
- Pump 101 (I.Blast single)
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- Purple Dragons
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- Pushy B (rapper)
- Pussy (Akshun single)
- Put It In The Air (Akshun Man single)
- Put Your Hands Up (DJ Khaled single)
- Q-VO (interjection)
- Qadada The God
- Quebec, Canada
- Queen Street Bloods
- Queens, New York
- Queensbridge, Queens
- Quintessence (Akshun Man & 12Gage single)
- Qveen Herby
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- R-MAN
- R-tizt
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- R.O.S (Gangster Disciples set)
- RAH RAH SLIM
- RAPBATTLE
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- RNS: Power To The People (Killa Tay album)
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- Ragga
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- Rakim discography
- Randolph (rapper)
- Rap-Up (magazine)
- RapMusicHD
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- Rap Genius
- Rap Minister
- Rap metal
- Rap opera
- Rap rock
- Rapper's Delight (The Sugarhill Gang single)
- Rapper Deaths 2022
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- Rapping
- Rapzilla
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- Ray J (singer)
- Ray Walter Music
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- Ready Set Go (King Yella single)
- Real (adjective)
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- Real City Raised (Acapa mixtape)
- Real Niggas Gang or Ace Deuce Boyz/Ace Spade Gangsta Clique
- Reason
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- Redd Eyezz (rapper)
- Redd Eyezz discography
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- Redveil
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- Remember Me (I.Blast song)
- Remix Maniacs
- Renton Washington
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- Represent (verb)
- Reps Up Entertainment (Canadian Record Label)
- Reps Up MTL (record label)
- Revolver Muzik Vol.3 (Magnum 357 mixtape)
- Rexdale, Etobicoke
- Rezcaze
- Rhode Island, United-States
- Rich Alvarez Rap Battles
- Richmond, California
- Rick Flame (rapper)
- Rick Ross
- Rickey Rackzzz (rapper)
- Ricky Password (rapper)
- RicoRunDat
- Ricorundat
- Ridin' (Mighty P single)
- Ridin' Rims (Dem Franchize Boyz single)
- Right Now (Grandmaster Mele-Mel & Scorpio album)
- RileyTaugor
- Rinat Gutman
- Rinor Susuri EMINƎM
- Riovaz
- Rive-Sud, Montreal
- Riverside
- Riverside, Atlanta
- Riviera Beach, Florida
- Rivière-des-Prairies, Montreal
- Riz MC (rapper)
- Rize (film)
- Ro Ransom
- Road 2 Zion (Bz-Boi freestyle)
- Rob Going Global
- Roc-A-Fella Records (record label)
- Rochester, New York
- Rock (noun/verb/adjective)
- Rockit Gaming
- Rockland, Massachusetts
- RogueNationEnt “LA Sane Gives the Secrets to Stardom”
- Rollin 20s Long Beach Crips
- Rollin 20s Neighborhood Bloods
- Rollin 30's Original Harlem Crips
- Rollin 40's Neighborhood Crips
- Rollin 50s Neighborhood Crips
- Rollin 60s Neighborhood Crips
- Rollin 90s Neighborhood Crips
- Rollin O's/Neighborhood Crips
- Rollin Set's: 60s under the Crips. 50s Younger members, Rollin 40, Rollin 30 Harlem Crips, Rollin 20s Snoop Dogg set.
- Rolling Papers (Wiz Khalifa album)
- Rome Streetz
- RondoNumbaNine (rapper)
- Rondre
- Ronny J
- Roosevelt, Long Island
- Roots of hip-hop
- Rosanna Castillo (model)
- Rosario Dawson (model)
- Rosarios Filmz (production company)
- Roseland, Chicago
- Rosemont, Montreal
- Rosewood, California
- Rossi Manolo (rapper)
- Rowdy Rebbel (rapper)
- Rowjay (rapper)
- Roxboro, Montreal
- Royal Palm Beach, Florida
- Ruby (female rapper)
- Rude Zoe (rapper)
- Ruff Ryders Entertainment (record label)
- Ruff Sexxx (Young DEV single)
- Ruffneck (rapper)
- Ruffneck discography
- Run It (Goldy Goldz single)
- Run with (verb)
- Runnin Outta Luck (City Skipp single)
- Ruthless Records (record label)
- Rwanda
- Ryan Celsius
- Ryders (I.Blast song)
- Rékal (rapper)
- S.Kay (rapper)
- SBN3
- SDP (gang)
- SD (Chicago rapper)
- SOLO RIQ (rapper)
- SPPL 13
- SRC Records (record label)
- SRH (rapper)
- SSGKobe
- STEBBINS PLACE MAFIA aka HILLTOP HUSTLERS
- STL'z (gang)
- STREETPUNK
- S Dot (Chicago rapper)
- S N U G
- Sa Majesté Lintrus (rapper)
- Sabrina Hunter (model)
- Sacramento, California
- Sacramento Metropolitan Area
- Sad Vibes Forever
- Sadahzinia
- Saddest Story (Goldy Goldz single)
- Sadfriendd
- Sadik (rapper)
- Sag (verb)
- Sagging (verb)
- Saint-François, Laval
- Saint-Laurent, Montreal
- Saint-Léonard, Montreal
- Saint-Michel, Montreal
- Salvatore Rentas
- Sam's Graveyard (Sam Grave mixtape)
- Sam Grave (rapper)
- Same Ol' Blicky (I.Blast song)
- Samer
- Sammy & Skate (rap duo)
- Sammy Wilk (rapper)
- Sampling (music)
- San Antonio, Texas
- San Bernardino
- San Castle (gang)
- San Castle (rap group)
- San Castle Soldiers
- San Diego, California
- San Diego Metropolitan Area
- San Francisco, California
- San Francisco Bay Area
- San Jose, California
- Sandman Nugus (rapper)
- Santana Blocc Compton Crips
- Saskatchewan, Canada
- Saskatoon, Saskatchewan
- Saukrates (rapper)
- Savage Shripz\Savage Sights Clique
- Savage Sights Organization
- Savagerealm
- Savior of Sound
- Sb
- Sblock
- Sblock bodies
- ScHoolboy Q
- Scarborough, Toronto
- Scarlxrd
- Schife (rapper)
- Schoolboy Q (rappber)
- Scott La Rock (producer)
- Scratch (documentary)
- Scratch (magazine)
- Scratch and Burn (tv show)
- Scratching
- Screamo rap
- Screwed Up Click (rap group)
- Screwed and chopped (adjective)
- Scroll忍
- Sean Mchugh (Exit 8)
- Seattle, WA
- Sebbie Johal
- Sebbie Johal Discography
- Seine-Maritime, France
- Seine-Saint-Denis, France
- Seine-et-Marne, France
- SenSey' (rapper)
- Senegal, Africa
- Serio
- Serious Japanese (Teriyaki Boyz album)
- Serious Smoke (rapper)
- Set tripping (verb)
- Seven Brim Goons
- Sex Etiquette (I.Blast song)
- Shady (adjective)
- Shake Music
- Shamana
- ShellShock'd (rapper)
- Shin-Bo (rapper)
- Sho Zoe (rapper)
- Shocka (rapper)
- ShooterGang Savage
- Short (noun/adjective)
- Shotgun Shane
- Showkey
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