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Fooling is the art of performing sexual deeds > (greater than) a date/kiss/makeout but < (less than) performing sexual intercourse whether its vaginal or anal. The king of fooling is Fool-Her himself. Some think of Fool-Her as a god, a role-model or even a legend. There is a point system, and whenever you fool someone you gain (or lose) points depending on the physical appearance of the person.
scenerio 1:
*Matt starts fooling female by a BJ/footjob/reverse titty fuck etc*
justin: did you fool her yet?
matt: yes, i am the fool-her. end of question.
Fooling by phreshboyasia December 29, 2010
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to hook up with somebody or have sex with them.
did you hear about sam and adam fooling behind the bleachers the other day??
fooling by dippincuts April 27, 2009

fooling around 

Sexual activities between two people which normally involves getting to 2nd base (hand-jobs, fingering) and/or to 3rd base (blow-jobs, eating out).
Mike and I were only fooling around last night, we didn't actually fuck.
fooling around by Kakalak November 13, 2005

fooling somebody

see wordpractical joke/word
fooling somebody by VVoody September 11, 2003

fooling around 

The act of partaking in activeties with the opposite sex that may "raise an eyebrow" so to speak

Fooling Someone 

I swear, Practical Joke is the same as fooling someone!

fooling around 

Three definitions:

1. Mock fighting or wrestling, horseplay, slapping, or grab-assing, usually indulged in by immature boys.

2. Adults who evade work responsibility by indulging in tomfoolery or idle socializing when there is work to be done.

3. Current euphemism for "have sex," having replaced "make love" about 25-30 years ago. "Fooling around" connotes sexual foreplay which may or may not lead to deliberate intercourse depending on the couple's tradition and current opportunity.

.
1-"Boys, if you don't stop that fooling around back there, I'm gonna turn this van around and we'll all go home."

2-"The phone was ringing, and where were the front-office employees? In the break room, fooling around as usual."

3-"There's nothing on TV and the kids are asleep. Feel like fooling around?"
.
fooling around by al-in-chgo August 18, 2010