Rap music has always been as nasty as it wants to be.  In a salute to hip-hop’s proud history of raunchy ribaldry, we present XXL’s Freek-A-Leek-iest Rap Songs. Drip, drip, drop–here go the eargasms.

Hip-hop ain’t never been scared. Or shy, or prudish, or chaste or demure. Especially when  it comes to sex, hip-hop doesn’t bite its tongue or beat around the bush. Hip-hop gets right into it, and gets in deep. For almost a quarter-century now, rappers have been exercising their First Amendment rights like an elliptic machine. Whether it’s Whodini and G-Unit celebrating groupie love, Too $hort and Big Daddy Kane mackin’ on wax, H.W.A. and Lil’ Kim demanding more better or De La Soul and Kanye West proving that all those backpacks were packed with rubbers—since day one, hip-hop’s had it covered like CNN. Or the Spice Network.

Sex as represented in hip-hop is sex as it is in real life. Rappers’ rhymes have touched on all aspects of the act—the beautiful, the ugly, the blissful, the painful, the heartfelt, the heartless, the tragic, the comical, the magical, and more of the comical... Of course, like a Freudian analyst or a shock-radio DJ, we could talk about this particular subject ’til your ears (and maybe some other appendages) fall off. So we’ll spare you the banter and just show you what we mean by runnin’ down our list. Oh boy!

69 “Pass The Pussy” The A.T.E.E.M.
(Select, 1992)
Freaky Flow: “I can’t sleep with you baby, so cut out the mushy mushy/’Cause I ain’t into fuckin’ up second-hand pussy.”
Climax: Some guys don’t like to share.

68 “Little Dick” H.W.A.
(Drive By, 1990)
Freaky Flow: “Calling all dicks from across the world/Contact a hoe—call me Baby Girl.”
Climax: If you ain’t packin’, get packin’.

67 “Wide Open”LeShaun
(Tommy Boy, 1993)
Freaky Flow: “Have you ever ever ever in your long-legged life/Had a squeaky freaky finger make that butt feel so nice.”
Climax: A tale about a lady sticking fingers up a man’s tush. Geesh!

66“Fa Sho @” Odd Squad
(Rap-A-Lot, 1994)
Freaky Flow: “Fuckin’ up your fa sho pussy trying to get some mo’ pussy/You’ll end up with no pussy.”
Climax: Stop being greedy.

65“Wasted P!*#y” Nikki D
(Def Jam, 1991)
Freaky Flow: “You’re gonna give it up, get something in return/Not a letter from the clinic saying ‘Burn baby, burn.’”
Climax: If you wanna lay, you gotta pay.

64 “Behind The Scenes”MC Ren
(Ruthless, 1992)
Freaky Flow: “She was liking it, yelling, ‘Daddy give it to me harder’/Then he took off all his clothes and start fucking his daughter/ My niggaz outside didn’t believe that they would see some/And when her mama got home, they turned into a threesome.”
Climax: Runs in the family.

63 “Masterbaby” UTFO
(Select, 1987)
Freaky Flow: “Sitting in my boxer shorts, lonely and/Visions of your loveliness makes me want my hand.”
Climax: Strictly for you jerk-offs!

62“Fuck Me Now”Willie Dee
(Rap-A-Lot, 1989)
Freaky Flow: “I’m bigger and better, downright evil/Every time I bang that ass I leave a/Hole in your pussy like a damn balloon/You can stick your fist in it and still have room.”
Climax: Sorry Mo, Willie loves the hoes.

61 “Froggy Style”Hi-C
(skanless, 1991)
Freaky Flow: “I’m gonna take some grease and just slap your booty/And put my jim so deep it’s gonna touch your dookie.”
Climax: To each his own.

60 “Secret Fantasies”Tim Dog
(Ruffhouse, 1991)
Freaky Flow: “She wanted me to pee in her face/Well what did you do?/I pissed in her face.”
Climax: Pebbles, Janet, En Vogue and Vanity—all get touched.

59 “Spread”OutKast
(Arista, 2003)
Freaky Flow: “I’ve got an eye out for she that cries out passionately/We’ll do things backwardly, forwardly, horizontally.”
Climax: The Andre 3000 workout plan.