What It Sounds Like It Means:
How is the man whose sperm provided approximately half your DNA and who wore socks with sandals and taught you all the good swear words? How is that guy? Did he ever finish that book he was writing about the Civil War? Well, great to run into you, give your dad my best. And hey, tell him I said, "That's not my golf club!" He'll know what that means.
"I do not know what that means."
What It Actually Means:
Why It Makes Sense:
The phrase "How's your father?" was coined, at least in this context, by British comedian Harry Tate in the 1930s. Playing up the infamous British discomfort with all things sexual, confrontational, or vulgar (or, as they're known in America, the Big Three), he would answer any crass statement with a stammered "I ... er ... well ... how's your father?" The Shakespearean phrase "the beast with two backs" was apparently a little too graphic for fragile English sensibilities, so they snapped up this new, even vaguer euphemism with gusto.
The phrase is pretty old-fashioned now, though, so you might want to rely on more current double entendres, such as "having a bit of the old in-and-out," "parking the Plymouth in the garage," or "doin' it real good."
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"Ah, you mean 'the old repeating penile thrusts in the vaginal cavity,
leading to seminal ejaculation into the cervix.' Yeah, I know that."