The Final Boss of Cuckolding

Of all the ways to absolutely starch what's left of your testosterone, scarfing down Milli Vanilli's splash damage was the last fucking thing I had my bingus card. Watching a stranger crack your s/o's purple turkey just doesn't make sense to me. Then again, anytime someone makes middle aged women squeal like a 2 for 1 HomeGoods sale, eyebrows are raised.

Related Videos

BUT DADDY IT HURTS!

Backpage's finest goes by "daddy's baby anal queen" and she aspires for greatness via her butthole. The only problem is she hates anal and her possibly worm-infested colon is so tight, it's like trying to fit an elephant in a Safeway bag.

03/26/14 Broke Model LULZ

Humiliated In Front Of 2000 People

Not only did this happen live, but she nailed the mythic trifecta: Dry-docked a Russian without a gun to her head, hit the sour cream & onion griddy & did it all with her BF 20 feet away. It's not every day we find girls worthy of an all-expenses paid trip to Red Robin... but she's here.

12/19/24 Cuckold

10 WTF Momentz in Pornography

Twice as many as five porn scenes that leave you with more questions than answers and more confusion than boners.

02/05/16 Favorites

Public Degeneracy Volume 19

"If you're caught, DON'T STOP!" That's not a direct quote, and it probably shouldn't be. Especially for that broken fire hydrant seasoning the corner table at Smash Burger around the 5:00 mark. Just what in the fuck...

Donnie's Feed and Seed

Around the 1:50 mark she denies a handful of the colonel's secret recipe. Uh uh. If that's her idea of cutting back on carbs, I'd love to know how she celebrates Thanksgiving. But the real question is: How many 2-for-1 Golden Corral coupons does it take to make this transaction possible?

12/18/17 Cuckold

My Mom's Sex Addiction

Bootstrapping your pretend family members: Apparently it's the stepping stone for every 40-something female that wants to pursue the world of porn. Most women have enough respect to decline the offer, but mom has a different approach...

Wannabe Swinger Gets Cucked Instead

Darrell spent a year talking his wife Nikki into giving swinging a shot. She finally gives in and it does not go to plan. To add insult to injury, the whole humiliating ordeal is captured forever in some shitty pseudo-documentary.

03/22/17 Cuckold

Surprise! You're A Cuckold!

Of all the ways to absolutely starch what's left of your testosterone, scarfing down two hefty servings of second hand bro snow was not on my bingo card. But it's 2025, so it probably should have been. obv my fault.

07/31/25 Cuckold

Retarded Moments in Porn 2023

ex·per·i·menting: [1] to try out new concepts or ways of doing things [2] performing a scientific procedure, to determine something [3] to change the entire demographic for the NERF Elite Strongarm Blaster

07/13/23 Bizarre

i aM vErY iNteLLiGeNt

Tori Spelling's Guatemalan tit job, the hole in a Walmart bathroom stall and discounted Hamburger Helper on Craigslist: Three things I'd touch before signing up for story time from Rebel "my brain is bigger than my butthole" Lynn ever fucking again.

01/12/18 James Deen LULZ

MOM = BUSTED

02/03/26

14 Incher Sends Girl To Emergency Room

In today's episode of Things You Shouldn't Cram Up Your Asshole, we're being educated by a trio of goofys who had no backup plan when their gargantuan sex toy decided to swim into deeper waters. Dude's first response? "I'm gonna fuck it while it's in there". Pure poetry. [more here]

12/19/25 LULZ
Type ? for random video