by Wagwan pift ting July 6, 2017

When one cuts tip of penis off, plugs into sex partners asshole, then put the headless shaft into the vag.
I rode over to my girls house slap her in the mouth then gave her the best headless oscar she ever got.!
by irish cockfoot August 5, 2010

hot young boy in the anime RWBY possessed by an incredibly attractive and mysterious man that died in one of the volumes but was introduced in the first episode
but oscar however, was introduced in volume 5 and is sticking with the rest of team RWBY as they continue with their journey in {Volume 6
but oscar however, was introduced in volume 5 and is sticking with the rest of team RWBY as they continue with their journey in {Volume 6
by Salty ;) January 3, 2019

hot young boy in the anime RWBY possessed by an incredibly attractive and mysterious man that died in one of the volumes but was introduced in the first episode
but oscar however, was introduced in volume 5 and is sticking with the rest of team RWBY as they continue with their journey in {Volume 6
but oscar however, was introduced in volume 5 and is sticking with the rest of team RWBY as they continue with their journey in {Volume 6
by Salty ;) January 3, 2019

The women who somewhat mysteriously appear onstage with a fully erect Oscar, ready to award to the winner.
Check out the tits on that Oscar fluffer! I like her better than the dark-haired one that was just on.
by Jeff R. Allen February 29, 2004

Should you be so fortunate as to be hitting a girl from behind, you may wish as to consider the most incredible (and rewarding) sexual positions ever concocted.
The Oscar the Grouch is amazing, yet incredibly simple. While pummeling the lucky candidate (from behind naturally) she sticks her head inside of a garbage can... Preferably containing GARBAGE with at least 1 rotten banana peel.
The Oscar the Grouch is amazing, yet incredibly simple. While pummeling the lucky candidate (from behind naturally) she sticks her head inside of a garbage can... Preferably containing GARBAGE with at least 1 rotten banana peel.
by sux0r September 6, 2003
