Oh, how the grapefruits have fallen! 

The person has fallen from grace. They’re not as good as they used to be.

Look at them, this is so sad. Oh, how the grapefruits have fallen!

Oh, how the grapefruits have fallen! by Snowflake Jones June 9, 2019

dig out the grapefruit 

Lick a pink pussy

He likes to dig out the grapefruit of Audra.

dig out the grapefruit by HuntedCave October 4, 2013

The Grapefruit 

As an act of protection, your partner (or willing individual) uses both hands to cup your testicles. This is required when a third party makes repeated attempts to pummel them to the point where they swell to the size of a grapefruit. Note: the pummelling is almost exclusively pointless.

Hey bud, how was the meeting? I can still walk, but only because the missus gave me the grapefruit when I admitted I hadn’t invented time travel.

The Grapefruit by The stool July 27, 2021

The Reverse Grapefruit 

The reverse grapefruit is the female version of the grapefruit technique. This is when a women peals a grapefruit, inserts it into her vagina, and uses her vagina muscles to squeeze the juice into a glass.

Sally asked me to get her some grapefruits and i asked her why and she said she was going to try the reverse grapefruit.

The Reverse Grapefruit by Arae Fallout November 25, 2017