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Gentleman of the road 

A "man of leasure" who spends his days rambling from one place to another,with a cheerful smile and a knapsack and stick over his shoulder,greeting people warmly and brightining up their lives.

In the real world a lice ridden tramp with a can of wife beater in one hand and a HIV filled syringe in the other,pissing against your front door and shouting incoherrently at passers by .
I used to be in a highly stressed stock dealership,wastein my life at work.But now im addicted to crack ive become a gentleman of the road with all the spare time in the world!! Couldn't give us 50p for a cup a tea mate?

gentleman of the road 

Homeless man. Often seen wearing several coats, drinking, defecating in street.

See also.
Tramp, vagrant, vagabond.
Can of spesh? What do you think I am, a gentleman of the road?

A Gentleman In The Streets But A Freak In The Sheets 

A man who is typically innocent or sweet natured when talking to women normally, but is immensely dominant in the bedroom.
"Jesus Christ", "what is it Christy ?" , "so I met this guy in the bar last night", "Oh?",

"and he was really nice and pretty good looking, he kept calling me beautiful and gave me a bunch of complements and suggested we should go to my place", "Mk?" "one thing lead to another, but then he started choking me and pulling my hair and shit", "wow", "and he even tied me down and spanked me", "talk about A Gentleman In The Streets But A Freak In The Sheets".

Gentleman of the night 

Dom - a man who has a one night sexual encounter with a woman but shows no disrespect. His beliefs are that every woman should be treated like a lady if only for one night. Man who is charming and groomed to be an above average lover, he see's it as his duty to service, satisfy and please any woman's sexual desires, yet never kisses and tells.
I am not a man-whore I am a gentleman of the night..( said in a mysterious tone)

Gentleman of the Hood 

The polite way of referring to a English chav. Commonly seen in use near effete public schools, and near Oxford, it often elicits feelings of confusion in the said Gentleman of the Hood.

chav public school
I say, here comes a gentleman of the hood!

Gentleman of the street 

A polite word for word for homeless, vagabond, or any other person that lives on the street. Thousands of them in California.
"Jimmy was a gentleman of the street," his mother says. "He was a guy who was clean, responsible." She says he was a generous person who loved restaurants, cooking and people-watching.