The painful anal collection

We all know that little hole just below the pussy, that special hole can be damn sensitive, especially when you dont expect something to go in.

2019/12/22 | Compilation | 79.665 views

Really, it gets better netxt time

Some girls have painful thoughts when thinking back to that first anal.

2024/01/10 | Anal | 78.305 views

Trick for a big fat dick

This guy shares his trick with us how to get your dick 3 times bigger and fatter. Okay, its a painful method but it works and its free. Find yourself a wasps nest and just stick yo...

2011/11/30 | Dick | 77.139 views

Even worse then awkward

The first fail i can totally understand, anal is often pretty painful for a newbie. But when she also fucks it up during the blowjob it became clear this one will never be successf...

2018/09/02 | Fail | 72.714 views

It hurts, just continue

Brave girl starts kicking with her legs from the pain but doesn`t give up, she wants to be a master of anal.

2020/09/28 | Anal | 71.878 views

Painful fail with cigarette pussy

I just love girls who can do cool tricks with their holes, in this case her poophole, which is a pretty fucked up prolapsed mess. I have seen girls smoking with their vagina a coup...

2015/12/30 | Anal | 71.135 views

Mother of the year!

A Brazilian wax, its painful, it takes forever and you have an irritated skin for days. This German mother shows how it should be done, it smells a bit but its the quickest way!...

2018/03/06 | Funny | 70.055 views

Guy molested bad by 2 girls

Ah, its not as bad as it sounds, i mean, the guy chooses himself to get molested. Its hard to tell but i wonder if this guy even has balls, if you`re not castrated its just not pos...

2014/04/25 | Balls | 69.609 views

Worlds flattest cock

If you want to fuck up your dick and get permanent damage to your corpus cavernosum and blood vessels then pay attention now. All you need is a vice, a low pain barrier and a fucke...

2011/05/05 | Dick | 69.607 views

The nutcracker

Damn, this dude really has a monster nutsack. Are his balls made of rubber orso? I would be in serious pain if i would do this, i already feel them by just watching this. Listen to...

2011/08/10 | Balls | 63.735 views

Analsex goes wrong

He got his lady pregnant and they only do anal during this period. Not sure what goes wrong this time but she`s in pain and seems to shit herself, probably went too deep.
...

2019/09/08 | Fail | 60.267 views

`Please hurry`

Most girls get angry when the guy cums too quick but this one is very happy that this painful analsex is over in no time.

2023/02/15 | Anal | 59.965 views

Really? Live on webcam?

This girl decided to lose her anal virginity live during a webcamshow. I cant say it was a success, its more painal then anal, a dissapointment for the anal loving viewers....

2020/04/12 | Anal | 59.942 views

Anal, only when being stoned

Pretty(haha) girl lets `daddy` fuck her ass only when she`s wasted, the pain is acceptable then.

2020/07/20 | Anal | 57.768 views

Meatus urinarius

In other words, the urethra opening wich normal people only use as an exit for urine or semen. But why not stuff it with maggots? Its a nice itchy feeling and with some luck you ca...

2011/05/02 | Weird | 55.437 views

Too late for regrets

Next to the fact this is one of the most embarrassing situations you can get yourself in to it must also be fucking painful. Perhaps he`s high of drugs or something, i seriously th...

2019/12/08 | Anal | 55.267 views

Bitch, you broke my dick!

Ouch, this already hurts by just watching it. The girl is a little bit too wild while riding his dick and suddenly his dick pops out of her pussy and folds double leaving the guy i...

2014/10/30 | Dick | 55.005 views

A painful fuck fail

You should always be carefull as a girl when riding on top of a big. Especially when you get close to an orgasm, you lose control over your body, start riding rougher and faster an...

2015/03/08 | Fucking | 54.513 views

Lets play rugby football

Again here is another proof about the flexibility of a womans pleasurehole. You can hear on the sound of her voice that it is a combination of pain and pleasure, especially when it...

2010/09/01 | Insertions | 51.365 views