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This shit is the most sexual thing a woman (besides a mother) could ever say to you, it literally means she wants to suck the fuck outta you’re dick.
Oh John you’re such a silly boy! (Oh John, I wanna suck your dick!)
silly boy by VOIDYT May 28, 2018
You're such a silly boy!
silly boy by AKLegendz July 6, 2023

sally boy 

Every time Gabe doesn't get his way he acts like a sally boy.
sally boy by King Swing December 19, 2013

silky boy 

1. Name generally given to some one of soft and tender emotions. It is normally given as an insult to the male gender. May also be used is a direct title or job description.
(Silk comes from the butts of Chinese worms.)
1. What’s wrong with you, are you a silky boy or what?

2. Oh yes I make silk at the factory as a silky boy.
silky boy by Peter Beebe April 27, 2008

Sally Boy 

A Homosexual male.

More specificly of the flamboyant and whiny type.
Person 1: Look at that whiney homo
Person 2: Who? The Sally Boy?
Sally Boy by Charlie Flamingo January 8, 2008

Sally Boy 

This is the real definition for a Sally Boy. It's the original definition used for a ship hand.

I'm sorry everyone, sally boy was not originally meant to mean a homosexual or an effeminate male. The word "Sally" came from the word salay. Salay boy is a cabin boy, steward, ship hand, etcetera. Their job is to help maintain the ship and assist each other (if there's more than one aboard the ship), the sailors (and pirate sailors), officers, cooks, the captain, any co-captains, and the first mate (who is also a co-captain). They also assisted the passengers on the ships as well.

The dress style back then may have seemed effeminate due to the time period and dress style at that time (prior to current dress style used by sailors in the merchant marines and other garb with by sailors from other localities). These boys (adolescents)/men (unless they were new to the job as an adolescent) were treated as men and respected as men for their jobs (no offense to the women, we all know the superstitions back then; unless a woman tricked or was allowed to trick the sailors and Captain ;) and became a Salay Boy). They are very important individuals on any ship.

The derogatory term that is used today, is from a difference in dialects. It's the clothing that I'd assume is the reason for the term being used to wrongly discriminate against someone and to treat someone badly due to being different by societies norms.
The Sally boy (salay boy) was sent to get aide for someone that is hurt and to look for someone who is missing on the ship they work on.
Sally Boy by Padraig81 August 21, 2023