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5 oclock shadow 

When, somehow, a little bit of shit ends up on the underside of the tip of a penis.
When a man sitting on a toilet after takin a crap wipes his ass from back to front. And without realizing it brushes his soiled tissue under the tip of his penis. As his partner later on unzips and strips him, he or she, while looking at his unit straight in the eye, notices a 5 oclock shadow.
5 oclock shadow by JimmyT October 16, 2005
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5 o'clock shadow 

Short beard stubble on a man's face that has grown since the morning shave, usually experienced towards the end of the day.
Can be used to describe a man who looks scruffy, overworked/tired, hung-over or rugged.

"Rough night last night? Got that 5 o'clock shadow."
5 o'clock shadow by StephenCarr October 19, 2005

5 o'clock shadow 

the facial hair that comes late in the day when a man has shaved earlier
Naturally he had a 5 o'clock shadow again.

5 o'clock shadow 

When you purposely walk in on your brother jerking off while your jerking off.
"I had that Paris Hilton video going in my room while I was cranking one out, when my older brother bill-dog walked in on me while he was beating off and laughing like a maniac! Bill-dog hit me with the worst 5 o'clock shadow! I was so embarrassed!"
5 o'clock shadow by normal dude September 12, 2009

5 o'clock shadow 

An abundance of pubic hairs that have collected on the rim or bowl of a toilet or urinal.
Yo! Someone needs to shave the pisser man, its got a nasty 5 o'clock shadow.
5 o'clock shadow by nate_j_y December 6, 2005

5 o'clock cheesy shadow 

When one develops an orange stain around the lower face after a day of sitting on the couch and eating Cheetos.

The mark of a true couch potato.
Girl 1: I come home from work every day and my orange-faced boyfriend is just sitting there with the remote.

Girl 2: Uh oh, its a 5 o'clock cheesy shadow.

5 o'clock shad-ow!

I warned him I was getting a wax tomorrow and had a little stubble puss but he was balls-deep before he figured out I was really rocking a 5 o'clock shad-ow! He got me back a week later when he turned a lovely 69 into an angry dragon.