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You couldn't make rent so you spread your legs for your roommate to cover your part

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Sam, Now Sarah. Escalating Date.

Ethan, now Emma, getting her back

Fiona, doing what's necessary

Becca, "Try it!"

Reilly, pulling the short straw

Getting bitter revenge (Pink Cum-Cure Spitter)

Trent, keeping it straight

Patrick & Travis, Still Enjoying a Foursome with their SOs

Be Careful

From life in prison to life of hell.

Doug, Documenting the Descent of Manliness (Part 1)

~Brian as Brandi, giving him a story

Every second counts

Daniel, Dani during business hours, making way more money after his "big promotion"

My girls boyfriends bitch.

Keeping up the secret

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Caption GIF by wellbreedbabymaker