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It's when you take your balls and you hold a light behind them so they shine like a jack o'lantern.
Oh no... It's autumn again... that creepy guy up the street is going to seduce kids with his brain pumpkin! autumn diddle pumpkin ballsack
Definition one: When a girl puts a jack o’ lantern on her head with a mouth hole cut big enough to suck dick.
Definition two: When a man inserts his penis into the bottom of the pumpkin with all it’s innards and finishes inside; then pumpkin guts and seeds stick to his dick once removed.
He wanted foreplay on Halloween night so she grabbed the pumpkin and gave him a sloppy pumpkin.
Over Halloween, his wife was out of town, so he performed a sloppy pumpkin and roasted the seeds afterwards.
The sexual act of achieving orgasm by using a rotting pumpkin as a makeshift male masturbatory aid.
I was taking out the trash and I caught my roommate giving himself a sloppy pumpkin with the jack-o-lanterns we threw out a few weeks ago. Ugh, it's almost Christmas, it was nasty.
When one has an erection (he) tucks his hard manship between his legs not allowing her or him to see his erection. Upon checking for head erection he opens his legs allowing his hard erection to hit her square in the face. Thus you have the thumkin pumpkin
Yo bro gave my lady a thumpkin pumpkin last night and today she has a black eye!
A handjob whilst having ones dick in a pumpkin
This bitch was given me a crazy pumpkin beater the other night it was wild.
A level from the Hero Story Sonic Adventure 2, where Knuckles is the playable character. Sky Rail resembles it in the Dark Story where you play as Shadow
Shadow the Hedgehog: I'm in the middle of nowhere again. I can't find my key- Hey, you know what this place looks like? … Looks like PUMPKIN HILL!