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.
I am going to lollerskate to my roflcopter.
by felix May 5, 2005
Hilarity on wheels;
A lesser version of wordLollercaust/word
That joke was Lollerskates!
by Lobsterboy July 15, 2003
Lollerskates are the only way to outrun a roflcopter that is about to gun you down
Guy1: You can never outrun the roflcopter!!1

Guy2: I wish i had my lollerskates!!11
by Hacheoy May 15, 2009
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-----/\-O--/---
----/--/-\/----
------/--------
-----/--\------
----/----\-----
--LOL---LOL--
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Lollerskates are Rollerskates with LOLs!!!
"Omg what's that in the sky? A bird? A plane? A roflcopter?"
"LOLLERSKATES"
by Jonathan Lin July 15, 2006
Used on the internet for something hilarious. It's like "lol", but funnier.
OMG Funnay topic! Lollerskates BBQ!
by ToR January 17, 2005
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
by smarticle, yo. March 14, 2009