Similar in nature to the rickroll, dickrolling (or to dickroll someone) is when you send someone a link to chatroulette, knowing they've never been there before, only to assume the first video served up will be a nice, close shot of some dick.
"Dude, have you seen that website, chatroulette? There's so much dick on it!"

"Yes, Susan, in fact I have. My mom sent me a link to it without telling me what it was and the first thing I saw was a dick!"

"You're mom dickrolled you! She's so bitchin!"
by Mr. Dick Roll March 14, 2010

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When you're just about to have sex, and your woman is waiting in anticipation for your pulsing manhood, you turn on your music player and blast Rick Astley's "Never Gonna Give You Up", rick rolling them.
Girl: Oh baby, I want you so badly, give it to m-
Speakers: WE'RE NO STRANGERS TO LOVE! YOU KNOW THE RULES, AND SO DO I!
Girl: Wtf?
Guy: Dick Roll'd, bitch!
by Ronix April 20, 2008

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1. Dick Roll is considered an insult to call guys.

2. Dick Roll is an edible dick filled with cream on the inside, and is hard on the outside.
1. Tom is such a Dick Roll!

2. James likes to eat a dick roll during his lunch break.
by east0goes0it April 22, 2009

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A variation on the rickroll. Placing a link on a web page that purports to link to interesting content but is in fact a link to a video of Dick Cheney.
Some guy on reddit posted a link in a comment that was supposed to be a lolcat, but it was really a dickroll! Boring!
by AtomicLlama April 22, 2008

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The Urban Dictionary T-Shirt

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When a prick on Runescape floods your public or private chats with dicks.
So man i logged on Runescape and Nick totally gave me like 10 dick rolls. Makes me want to quit this game.
by Magemasta139 August 19, 2009

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The Urban Dictionary Mug

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The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

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The Urban Dictionary T-Shirt

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I got dickrolled yesterday.
by hashtag_hashtag February 23, 2015

The Urban Dictionary Mug

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The Urban Dictionary Mug

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The Urban Dictionary Mug

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The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

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The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt