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Jack and Jill of America 

The Black Elite, a organization filled with wealthy African Americans who want to give back to their communities and mingle with other fortunate African Americans. Their children often go off into Black Ivy leagues such as Howard.Spelman and Morehouse.
Oh, he's in Jack and Jill of America, his parents have money.

jack and jill 

jack and jill went up the hill to fetch some marijuana
jack got high and dropped his fly, and said "do ya wanna?"
jill said yes, and dropped her dress, and then they had some fun
silly jill, forgot her pill, and now they have a son
jack and jill used to fetch water
jack and jill by jillthepill August 1, 2006

Slovakian Jack and Jill 

When you and a partner conjoin into one ball of sexual operations and do 69 whilst rolling down a hill.
Person 1: Yo you know Shaniqua over there?
Person 2: Yeah she's my sister, why?
Person 1: Oh shit haha I took her to Pride Rock and we tried the Slovakian Jack and Jill last night.
Person 2: That's my sister what the fuck is wrong with you?!?!?!

Jack and Jill off 

A co-ed masturbation party at which the participants, as a rule, do not touch. These parties replaced orgies in the 80's when it finally dawned on the straight community that they were not immune to the AIDS virus.
-"We got our bottle of EZ-glide lube and the Mrs. and I are ready for tonight's Jack and Jill off! Wanna join?"

-"Man no way! That 'no lips below the hips' stuff is boring! I'll take a chance on a real orgy!"
Jack and Jill off by Trebor1970 December 24, 2008

jack and jill 

Jack and Jill party: a gathering of males and females, who masturbate in front of each other for mutual stimulation and enjoyment. (Generally looking is encouraged but touching is not.)

From jack and jill, with reference to the nursery rhyme Jack and Jill.
jack and jill by starflier December 8, 2003

Jack and Jill 

Jack and Jill is (1) a black preppy clothing brand (2) a very, very old organization founded in the 1930's, for black upper class children, to really network with each other and meet each other through different chapters around the country, and was founded by seven black women.
Most prominent blacks in America have their children enrolled in Jack and Jill because it teaches them about their black identity. Jack and Jillers wear Jack and Jill clothing.
Jack and Jill by Mike Varsity December 28, 2005