Search results for anal sex fail

Reset Search Page

18 Year Old Learns The Hard Way

An emphasis on cardiovascular workouts and having better grip than David Tyree in the 2008 Superbowl simply wasn't enough to beat the power of experience. Pornographic material that incentivizes you to get educated really is an untapped market. Someone look into that.

201,070 views 04/14/25 Backroom Casting Couch Anal

The Caught Compilation 25

It's almost like as time passes, society has less than a fuck to give about where they burn the midnight salami. Reminds me of the time I was almost caught defecating in a Blockbuster return box in protest to late fees accumulated on Surf Ninjas. [my balance remains due]

475,459 views 04/07/25 Caught Compilations

Public Degeneracy Volume 16

Not exactly the most unexpected chain of events from a class of people that come less prepared for war than whoevers handicap stall I invaded at Waffle House last week. Sorry Wheels, but the bucket in the janitor's closet simply doesn't meet my capacity standard.

586,674 views 04/03/25 Public Degeneracy

In One Ear And Out Of Mind

Well... that's a first. Not only did these two manage to confirm "4th hole theory", but the recipient in question actually looks like she'd be willing to try it again without being held at gunpoint. I haven't been this mystified since realizing Mario Lopez doesn't age because he's an android.

588,776 views 03/17/25 EroticOnly Anal

Spitters and Quitters 6

Never before have I seen men do something so disrespectful with such finesse. Where there's shame, they show confidence. Where there's shock, they bring warmth. And where there's romance, well... they really don't give a flying fuck.

834,267 views 03/06/25 Cum Haters

Can't Stop The Cumshots 6

I haven't seen urban dominance like this since witnessing an uneducated citizen cut in line during the illustrious Popeye's chicken sandwich craze of 2019. MORE: [-1-] [-2-] [-3-] [-4-] [-5-]

1,181,718 views 03/03/25 Premature

Lightweight Makes A Huge Mistake

I honestly thought she was faking/farming interaction up until the middle of this. After that her reactions are priceless. Particularly the "i think there's a pack of wallabys gnawing the inside of my sphincter" look that is persistently peppered within this fever dream. Find her live [here]

1,096,218 views 02/17/25 Chaturbate Mildly Retarded

The Absolute Worst of Pornhub XI

"they not like us"; It seems to be the mantra on autopilot for half the planet right now. Most semi-coherent adults would never equate the term to needing NASA engineering to put the insides of your asshole back together again. But then 6:52 happens. More: [-1-] [-2-] [-3-] [-4-] [-5-] [-6-] [-7-] [-8-] [-9-] [-10-]

955,620 views 02/13/25 The Worst of Pornhub

Educating An Anal Virgin

A pair of seasoned rectal specialists agree to shoot a scene with a girl less experienced in butt fuckery than an Amish housewife. Points for trying to stick it out until the end, but let me tell you; It's all fun and games until Fransisco & Co. are face-to-ass with last night's carne asada.

1,376,002 views 02/10/25 FAKings Anal

Horrible Moments In Pornography [2025]

Only 30% of these genetic anomalies come from Japan. The rest? Homegrown in the ole' U S of A. They could be your neighbors, your mailmen, even the friend you pay in Wendy's frosty coupons to perform the pittsburgh coal miner. Either way, they are among us.

740,446 views 02/06/25 Beef Curtains

Promises Broken

♫ Lucky for me I'm not like those girls
♫ Who only take it all for granted
♫ All they got is what they're handed

946,004 views 02/03/25 Anal

Fucking A Pornstar FAIL

You're laughing? This 18 year old needs more performance enhancing drugs than Mr. Olympia's gold medalist, and you're laughing?

918,418 views 01/30/25 Mea Melone Challenge Virgins

Throat Training Fail

13,629 views 01/27/25 Fail

CAMTASTROPHES #13

Just scroll to the 4:20 mark for the definitive highlight of this sacrilegious compilation of misguided deviants. Last time I saw self-harm this determined was in a max-coping GME thread on wallstreetbets. And much like his/her ability to hold in a solid, I think it's time to pack it up and admit defeat. disclaimer: This is financial advice [you retard].

1,081,918 views 01/27/25 CAMTASTROPHES

Yes This Is Really For Sale 6

12,126 views 01/24/25 Bizarre

Sex With A Paralyzed Girl

He turned on accessibility options.

1,366,068 views 01/23/25 LULZ

Unacceptable Devices XII

Not every one of today's carousel of evolutionary's most gifted were born with the poker face of Clint Eastwood. So when you bare witness to the equivalent of a vaginal SCUD missile, understand it took practice to get here. [more]

1,007,354 views 01/20/25 Unacceptable Devices

This Isn't Even My Full Power

Becky Bagels foolishly thinks her road trip to the swampland is going to be an uneventful one. That is, until her travel guide delivers the kind of backdoor beatdown that insurance companies are suddenly starting to add in-network coverage for. Many such cases.

1,279,435 views 01/16/25 AnalVids.com Gape

The Caught Compilation 24

After seeing so many of these situations, sometimes I find myself asking; "Surely this is a planted setup?" I simply refuse to believe anomalies this brazen would be shown less audible disgust than someone being told the McFlurry machine is broken when they get noticed.

1,218,658 views 01/13/25 Caught Compilations

The Real WNBA 3

19,115 views 01/10/25 Insertions
Type ? for random video