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#3 is quite adorable. She may not understand the consequences, but her facial expressions certainly have a story to tell.. namely "ouch, that hurts", "please hurry up" and "why in the fuck did I quit my job at Hotdog On A Stick for this shit". Live and learn baby.

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The 49 Year Old Virgin

Meet Allen. At almost 50 years old, he's never had sex and is on the verge of losing all hope. Now it's up to a $400 goth hooker with a heart of gold to help him lose his virginity once and for all... or will he fuck it all up?

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"16 Inches? I QUIT!"

We're talking girth here. It's not often you see [siswet] tap out. At one point in time I was convinced this woman's asshole was going to be the solution to New York City's parking shortages. Now I see even the grand canyon itself has a capacity limit. Never meet your heros.

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Genghis Khandom

I bet you $3.50 and the remainder of my orange julius this loathsome creature is a thriving member of the furry community. Also: The one time a video on the Internet isn't fake and this is what you give me?

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The Discomfort Zone

You know the deal: It's the height of the pandemic and funds are circling the drain. So you hit up the local videographers and offer your services to the highest bidder. I_CUM_HELLMANS hits up your DM's on Reddit and now the smell never washes off. GG NO RE

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Porn's Biggest Losers

Little engines that just fucking couldn't. If there was a "Special Olympics" for sexual performance, these guys would still be the underdogs of the league.

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Narcissist Ends His Own Career

How the turntables have turned.

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18 Year Old Anal Virgin Risks It All

Great body. Classic look. Even has the courtesy to scrub daddy her dirty walnut before doing the coney island cha cha. There were definitely a couple moments of genuine concern on her face, but now you know why wedding rings exist. [song]

11 Inches vs. Elastic Butthole

There's something truly endearing about a girl that takes the Secret of the Ooze Super Shredder of BBCs, then double downs on being a stable human being. Her talents scream "3 more months of practice and my asshole will out-perform any South American footlocker".

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The Return Of 'Gentle Breakdown' Girl

Remember the frigid chick that randomly started sobbing in the middle of a Rocco shoot? It was actually pretty touching, to both my heart & my penis. But apparently that encounter was only chapter 1 in a saga of piss-poor decisions.

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Magical Moments In Porn

Straight out of a Discord moderator's direct messages, these fractured creatures have found themselves between cringe and cold hard cash. I'm talking a cool $0 payout to do this shit. Not even enough get drugs strong enough to hallucinate back to 2008 when Dashboard Confessional's asshole was relevant.

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WHICH HOLE?

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