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pumpkin dick 

1. A penis that is on the shorter side but has so much girth that it has the ability to cause women intese pleasure and/or pain

2. A penis with so much girth that during oral sex a woman has a hard time fitting it in her mouth
1. Kori: So have you and Chris done it yet?
Shannon: Yeah and let me tell you he's kinda short but I had the best orgasm of my life
Kori: He knows how to work it, doesn't he?
Shannon: He has got the best pumpkin dick I've ever seen and had. I couldn't walk right all day!

2. I wanted to give him head last night but he had a pumpkin dick that made it impossible.
pumpkin dick by Pocket Change November 18, 2011
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dick pumpkin 

when someone puts thers dick in a pumpkin and then smashes the pumpkin with a sledgehammer
dude that guy likes the dick pumpkin
dick pumpkin by diwhxbsjxjf May 9, 2019

PumpkinDick 

That one episode of Sislovesme. When he puts his dick in a Pumpkin.
Stepbro what are you doing. Why do you have a Pumpkindick
PumpkinDick by BlackmanLov3r December 2, 2019
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