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Pissing Saints off could be very painful.
Painful by Saints October 19, 2003
May be used as well to express exertion.
On a painful day it occurs that I am punished hard by a person that is pushing his elbow into my penis while entering the plane.
painful by melmo999 July 20, 2008
Karamatsu Matsuno
Oh My God, Karamatsu is so painful!
Painful by Chusi2003 March 8, 2017
Being a slang for "having eaten too much bread in one sitting", "painful" is derived from the French word "pain" (meaning "bread") and the English suffix "-ful".
After binge-eating too much bread in one sitting, I'm now feeling painful due to having my stomach full.
painful by Emotional Cruiser August 26, 2025

Painful Debbie 

The act of getting a painful hand job by a muscular woman.
Dude why are you walking funny? I got a Painful Debbie last night.
Painful Debbie by jizzking October 5, 2012

Painful Boner 

When you get a painful boner after fapping way too many times in one day OR after having a stiffy for too long
Dan - oh dude i've got a painful boner

Joe- what the fuck dude? Stop whacking off.
Painful Boner by DKDKDJ December 3, 2013
More from Urban Dictionary
When your wife’s boyfriend let you sleep past 8pm 😎😎
Wife’s boyfriend: You have 5 more minutes
Me: Poggers!
Poggers by Just_Charles April 14, 2020
Word of the Day on October 26, 2026

Oblication 

A vacation, feeling more like an obligation, that involves visiting or staying with family.
So Joe where are you taking the kids for spring break vacation? We are going on an oblication to Boca to visit my mother-in-law.
Oblication by kimmerr May 5, 2011
Word of the Day on October 25, 2026
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