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A casual romantic encounter comprised of making out and rolling around in bed in lieu of more serious sexual activity. It is normal to have a "type" one likes for jolly roll-arounds, and for this type to be different than what one normally lusts after or would consider girlfriend material.
Sometimes, all you want is a jolly roll-around, you know?
by George O. May 08, 2007
A Jolly Roll-Around (JRA) is a casual, romantic encounter composed of rolling around in bed and making out instead of more serious sexual activity. A JRA serves as an alternative to an embarrassing one night stand, and is an end in and of itself. It is normal to take someone home with only a jolly roll-around in mind, and to have a type that one lusts after for JRAs. This type might be very different from what one normally finds attractive or would consider girlfriend material. Attributes that are generally desirable for a jolly roll-around include nice lips, soft skin, good sex hair, a soft, womanly figure, and being a good kisser with a good attitude.
1) It is a truth universally acknowledged, that a single man in possession of a good fortune, must be in want of a jolly roll-around.

2) Tim: You know that thick farmer's daughter that lives across the road?
Mark: Yeah
Tim: I really want to do a jolly roll-around with her in the barn. I can't stop thinking about it. Don't really want nothin' else, you know? Just a roll-around sometime.
Mark: That would be jolly as hell!
by George O. May 28, 2007