11 results where found for 'painful fuck', sorted by popularity

Unwanted analfuck

Unwanted analfuck

You can already see it at the thumb, her ass hurts like hell. When a cock accidentally tries to enter that tight hole without lubricant and without any practicing, well, its just a...

2012/02/09 | Anal | 1.983.697 views


Defloration fail

Defloration fail

This cute Russian teengirl with a nice pair of boobs gets her pussy fingerfucked for the first time. First she tries it herself, then her friend gives a helping hand (watch at mark...

2012/05/30 | Fail | 530.998 views


Dick is just too big

Dick is just too big

They say that size matters. Completely true! If you want to give a girl her most painful anal pounding ever you need a big fat cock. The next few days whe wont be able to sit, she ...

2011/11/04 | Anal | 305.647 views


Analfuck goes wrong

Analfuck goes wrong

Very very wrong, this cock is just too big and fat for her tight asshole wich leads to a damaged ass. After this bloody and painful experience she will think twice before she lets ...

2011/12/02 | Anal | 248.652 views


Painful cumshot

Painful cumshot

Oh man, if you want to fuck up the best feeling you can have then ask your girlfriend to watch this movie. It can be coincidence but every time she makes a direct hit its followed ...

2010/12/07 | Cumshot | 172.070 views


This is assgrip

This is assgrip

After all those difficult and painful anal fucks its nice to see that it also can go smooth and easy. That grip is amazing but i have doubts if a butthole should be like this, look...

2022/02/02 | Anal | 126.519 views


Completely our of her comfort zone

Completely our of her comfort zone

I cant say im surprised that this analfuck turns out very uncomfortable and painful for her, you know, it helps if you actually spread your legs to create some space and that BBC a...

2021/12/02 | Anal | 118.515 views


Even worse then awkward

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 | 72.715 views


Painful fail with cigarette pussy

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


Too late for regrets

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 | 55.268 views


A painful fuck fail

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 | 54.515 views