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lollerskating 

When you skate lol'ering with lollerskates on. Whether its on ice or anywhere else it does not matter. Other examples include riding lollercoasters or driving a roflcopter.
lollerskating by felix May 5, 2005

lolerskate

a lolerskate on a computer created by using symbols found on the common keyboard. one of the common words to denote humor in the gamer/hacker language 1337
| |
| \______
| LOL LOL\
\_______|
O O O O

A lolerskate

lolerskatez 

lolerskatez!
lolerskatez by God October 28, 2003

lollerskates 

The ASCII characters keep falling off my lollerskates.
lollerskates by ??^?? June 22, 2008

lollerskates 

a word used when you laugh so hard you get lightheaded and you start to feel like you're gliding...like on roller skates =D
*random person says random hilarious joke*
person: lollerskates! XDDD
lollerskates by smarticle, yo. March 15, 2009

lollerskate 

A skate designed by the notorious lol inc. Few pictures of the skate have been released, most likely because only two prototypes of the skate are believed to exist. There had been an auction for one such Lollerskate on E-bay several months back. Both the seller and the bidder of this Lollerskate was unable to be tracked. The latest rumor has it that the Lollerskate has been sold to the government in an attempt to provide U.S. troops with cheap, comfortable, and efficient transportation, but I doubt that we'll ever know the truth. As to what a Lollerskate actually can do is also a mystery, although Jeffrey Lamaou certainly has an idea as to the properties of the Lollerskate as made apparent by his May, 2004 statement, "The Lollerskate will soon see mass-marketing and production by the year 2023, and it will go hand in hand with flying cars." With the limited documentation that's available to the public regarding the Lollerskate, the only concrete information is that it will be released with the price tag of $100-250 dollars per pair. With such an unimaginably low price for such a woundrous product, I for one am eager to ascertain its details. More as it develops.
Yeh fo' sho nigga, dat cadillac makes 1 hella ride but it ain't no fuckin' lollerskate ya know wut im sayin'?
lollerskate by wtf October 18, 2004