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5.
During slavery, a favored, nice-looking male chattel who was a servant for the his owner's family inside the big house. Envied and often detested by other slaves his age. What is little known is his special bedroom service to the mistress of the house when the master was gone especially if he was near or over eighteen years of age.
Marse Connell returned from Utlanna a full night early and found Sam and Miss Nellie in bed together, a candle glistening on Sam's naked back when Marse pulled back the bed covers. Marse walked down the hall, got a double barrel shotgun, returned to the bedroom and blew Sam away.
by Richard Black March 21, 2005
31 49
 
1.
male submissive in gay or straight relationship who does housework in return for humiliation, sexually degrading acts etc rather than money payment. Some house boys do the work without reward (it's its own reward being spoken to sternly by your mistress); some are basically sex slaves. House boys can be 'live in' or more usually are expected to come in on a regular basis. So, for example, a man in an otherwise straight relationship might seek to 'moonlight' as a house boy for a group of female students etc.
When Gemma and Becky came back from lectures early, they caught Alan the 35 year house boy furtively masturbating over Hannah's high heeled shoes again.
by lickytongue April 30, 2008
82 27
 
2.
In the mainly gay, mainly fetish and leather community, someone who 'keeps house' in exchange for bed and board, often with a sexual and/or D/s relationship attached. Compare sugar daddy.
Pat noticed his houseboy hadn't done
by crabbadon August 07, 2010
16 10
 
3.
sort of like a cabana boy and often found in porn movies trimming hedges
Bow-chicka-bow-wow(porn music)


*enters the houseboy* Hi ma'am, can I have a glass of lemonade after trimming that bush?
by omfgwtf January 12, 2004
29 23
 
4.
A Houseboi is a boy that is looking for a unique position for a change, a career, some even love. Many want to be a personal assistant, a housekeeper, a chief, and many other duties. In the past a houseboi would serve as assistant and some even grow into a life long relationship with their employers. For some that is taboo. Many stable couples today will take in a houseboi for the household duties and to mentor. see also houseboi(extracted from www.houseboi.com)
As I'm too busy, I'll hire a houseboy to take care of my place and run some errands.
by Dino March 09, 2005
29 29