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A Man Preps Himself For Sex By Pleasuring Himself Almost To The Point Of Orgasm,Then Enters The Woman For Two Or Three Pumps Before Cumm..
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A toy. Not to be confused with "Jack in the box", a fast-food restaurant.
Baby Hugo cried whenever he played with his Jack-I..
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Created by an intelligent young man by the name of Ian (or Joe, I remember not) in the year 2003 or 2004.
Originally used when talking ..