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1.
When lonely men desperately attempt to attract females by logging on to Chat Roulette and pointing their webcams at their man meat. They are miserably disappointed, however, as the only people they encounter are other lonely desperate men doing the same.
"My sexuality is questionable after spending all last night cock surfing on Chat Roulette"
by Filisofic March 02, 2010
10 1
 
2.
Similar to the term "couch-surfing". A cocksurfer is a woman who sleeps with men for a place to sleep.
"You find a place yet?"

"nah, I'm still surfin' it"

"you mean cocksurfing, ya hussy? haha!"
by doesntgiveadamn November 28, 2011
4 0
 
3.
Woman on top, e.g. cowgirl, multiple times within a short period of time. Similar to surfing, in that it can involve many rides of one wave, or websurfing in that the riding may involve different waves.
"I brought him home friday, and then spent all evening cocksurfing"
by -Arctother May 16, 2013
0 0