Cruel Girlfriend

Search by keyword:
search
Search by category:
search
1, 2, 3, 4, 5, 6, 7, 8 | Next Page >> | >|

Wedding Day Cuckold

Marrying your trophy girlfriend, Holly McGuire, should have been the best day of your life. Not if you're Holly's pathetic sissy cuckold husband! Holly has been all over the best man all day and it's going to be him that gets to enjoy your new bride in all her sexy wedding lingerie tonight - not you cucky! Holly plans to totally humiliate you, tonight and then for the rest of your submissive married life. She's going to film you fluffing your real man rival, and then brutal you to film your best man and your new wife as they have all the wedding night fun you could only wish for.


CLICK HERE to see preview thumbnails

Number of Pictures: 30
Size: 6 MB
Category: Cuckolding
Added: 2013-04-28
4.99 €

Add item 'Wedding Day Cuckold' to cart
Wedding Day Cuckold

Live Like Trash (1920 x 1080 HD - WMV)

Super-hot girlfriend Chloe needs you out of the apartment so she can start living the kind of lifestyle a pure-perfection princess like her deserves. She wants to spend her time with real men. Strong, confident alpha males... not weakling cuckolds like you. She's decided to evict you from your own apartment so that she can enjoy as much time with her studs as she likes without you hanging around drooling like the pathetic wimp you are. Heartless Chloe isn't content with just throwing you out either cucky. She's making you live in the pile of trash in the back alley. Chloe wants you to live like the scum you are tormented by the sight of her coming and going with all the real guys she's going to be seeing from now on.

Length: 7min.
Size: 330 MB
Format: wmv
Category: Cuckolding
Language: English
Added: 2013-04-28
Video Info:
Audio Info:
1920x1080 Pixel @ 6000 kb/s
2 Channels @ 370 kb/s
6.99 €

Add item 'Live Like Trash (1920 x 1080 HD - WMV)' to cart

Live Like Trash (WMV)

Super-hot girlfriend Chloe needs you out of the apartment so she can start living the kind of lifestyle a pure-perfection princess like her deserves. She wants to spend her time with real men. Strong, confident alpha males... not weakling cuckolds like you. She's decided to evict you from your own apartment so that she can enjoy as much time with her studs as she likes without you hanging around drooling like the pathetic wimp you are. Heartless Chloe isn't content with just throwing you out either cucky. She's making you live in the pile of trash in the back alley. Chloe wants you to live like the scum you are tormented by the sight of her coming and going with all the real guys she's going to be seeing from now on. Also available to download in full 1920 x 1080 HD

Length: 7min.
Size: 161 MB
Format: wmv
Category: Humiliation
Language: English
Added: 2013-04-28
Video Info:
Audio Info:
640x360 Pixel @ 3000 kb/s
2 Channels @ 128 kb/s
6.99 €

Add item 'Live Like Trash (WMV)' to cart

Ditched loser (WMV)

Hahaha! How long did you wait in the club before you realised your hot girlfriend, Amai, had left with the 2 doormen you saw her talking to huh loser? Everybody in the club saw you all alone, waiting for the hot girl you were with to come back... but she didn't come back did she cucky? No. Your cute girlfriend was too busy with her 2 new friends to even remember you existed. While she was doing all the wild kinky things with two real men, you were patiently waiting for her to come back from the ladies bathroom like a pathetic cuckold wimp. Your perfect girlfriend was cheating on you and laughing at you behind your back. Amai tells you all about the awesome night you missed out on, and totally humiliates you for being a cuckold weakling left waiting at the club. Also available to download in full 1920 x 1080 HD x Cruel Girlfriend x

Length: 7min.
Size: 155 MB
Format: wmv
Category: Humiliation
Language: English
Added: 2013-04-26
Video Info:
Audio Info:
720x576 Pixel @ 3000 kb/s
2 Channels @ 128 kb/s
6.99 €

Add item 'Ditched loser (WMV)' to cart
Ditched loser (WMV)

Chastity Loser Wears a Strap-on (WMV)

Having a girlfriend as perfectly gorgeous as Jasmine should be the most a guy could ever wish for. Unfortunately for you cucky, Jasmine loves nothing more than treating you like the pathetic beta male weakling you know you are and takes every opportunity to totally humiliatie you. Before she leaves you for another night while she goes out on a date with a real man, she shows you the emasculating chastity device you're going to be locked into tonight. It's a heartbreaking twist in your relationship. She explains that from now on the only sex you're going to get is by wearing a strap-on over your cock-lock. The good news is that you're going to get to fuck your beautiful girlfriend just like all her alpha male boyfriends. The bad news is that you're not gonna feel a thing. Your useless little cock is going to stay all squeezed inside it's little prison, unable to get hard, unable to cum, unable to feel any pleasure for eternity!

Length: 5min.
Size: 119 MB
Format: wmv
Category: Chastity
Language: English
Added: 2012-03-11
Video Info:
Audio Info:
640x360 Pixel @ 3000 kb/s
2 Channels @ 128 kb/s
5.99 €

Add item 'Chastity Loser Wears a Strap-on (WMV)' to cart

Sissy Cuck ordered to Steal (WMV)

Your stunning cheating girlfriend Paige Turnah has had a wickedly humiliating idea. She's decided she's going to put you into girlie clothes. She picks out a cute dress for you to wear and a pair of high heels for you to wobble around on. She finds it so funny that when she sends you out into public in all this girlie clothing everybody is going to see you're a man dressed as a girl. Everyone is going to laugh and point at you. Paige isn't just sending you out on a humiliating walk around the mall though sissy. No, your hot cruel girlfriend has an assignment for you to complete while you're wiggling around in public. She wants you to visit her favourite lingerie store and STEAL a pretty little panty and bra set for her. Not only will everyone be pointing, giggling and laughing at you, in your dress and heels, but you're gonna have to steal lingerie at the same time... Good luck sissy! haha! Oh and while you're out stealing panties for Paige, she's going to be treating a real man to all the bedroom fun he can handle. Real-man sex for him - sissy humiliation for you! Also available to download in full 1920 x 1080 HD

Length: 5min.
Size: 113 MB
Format: wmv
Category: Humiliation
Language: English
Added: 2012-03-10
Video Info:
Audio Info:
640x360 Pixel @ 3000 kb/s
2 Channels @ 128 kb/s
5.99 €

Add item 'Sissy Cuck ordered to Steal (WMV)' to cart

Sissy Sold into Porn (1920 x 1080 HD - WMV)

1920 x 1080 HD Version - Your hot bitchy girlfriend Vicky wants to take a vacation with the girls. She plans on spending some time in the sun partying with some real men. She tells you that she wants to take a lot of money with her. To spend on cute little bikini sets to please the boys and lots of drinks to get her and the girls in the mood for partying. Vicky has come up with a humiliating plan to exploit you for cash. She's going to get you all dressed up like a cute little girl and orders you to work in the porn industry. Don't expect a nice girlie lesbian shoot either sissy. Na-ha! Vicky is going to have you sucking on big black cock in emasculating gay porn movies. Vicky has picked out a cute little outfit to put you into and teases you with the details of the predicament you're going to find yourself in - bent over with your pretty skirt up over your ass as a big black porn stud fucks you like a slut. You're gonna have to shoot a lot of movies to pay for Vicky's luxury vacation sissy so you'd better get used to taking cock! Also available to download as a smaller lower resolution file.

Length: 5min.
Size: 341 MB
Format: wmv
Category: Humiliation
Language: English
Added: 2012-03-09
Video Info:
Audio Info:
1920x1080 Pixel @ 9000 kb/s
2 Channels @ 193 kb/s
7.99 €

Add item 'Sissy Sold into Porn (1920 x 1080 HD - WMV)' to cart

Sissy Sold into Porn (WMV)

Your hot bitchy girlfriend Vicky wants to take a vacation with the girls. She plans on spending some time in the sun partying with some real men. She tells you that she wants to take a lot of money with her. To spend on cute little bikini sets to please the boys and lots of drinks to get her and the girls in the mood for partying. Vicky has come up with a humiliating plan to exploit you for cash. She's going to get you all dressed up like a cute little girl and orders you to work in the porn industry. Don't expect a nice girlie lesbian shoot either sissy. Na-ha! Vicky is going to have you sucking on big black cock in emasculating gay porn movies. Vicky has picked out a cute little outfit to put you into and teases you with the details of the predicament you're going to find yourself in - bent over with your pretty skirt up over your ass as a big black porn stud fucks you like a slut. You're gonna have to shoot a lot of movies to pay for Vicky's luxury vacation sissy so you'd better get used to taking cock! Also available to download in full 1920 x 1080 HD

Length: 5min.
Size: 110 MB
Format: wmv
Category: Humiliation
Language: English
Added: 2012-03-09
Video Info:
Audio Info:
640x360 Pixel @ 3000 kb/s
2 Channels @ 128 kb/s
5.99 €

Add item 'Sissy Sold into Porn (WMV)' to cart

Pillow Fucker! (1920 x 1080 HD - WMV)

1920 x 1080 HD Version - losers like you can only dream of fucking a girl as hot as Ivy Summers. She has a pretty face, big tits, a perfect tight little ass and the cutest come-fuck-me voice. Losers like you will only ever get humiliated, laughed at, ridiculed and abused by girls like Ivy. Which is exactly what she has planned for you today. She thinks it's hilarious that you're still a virgin, and wants to totally shame you for it. She throws you a pillow and demands you to start fucking it. She's going to totally humiliate you while you lose your virginity to a girlie pillow. She spits insults at you as you squirm into your loser fuck-toy. Then she tells you that while you're fucking your pillow like a pathetic freak, she's going to go into the next room and fuck her real man. You're gonna have to pump your load into your soft fabric fuck-friend while your stunning princess moans and screams in pleasure in the next room. You're such a freako loser! Also available to download as a smaller lower resolution file.

Length: 5min.
Size: 329 MB
Format: wmv
Category: Humiliation
Language: English
Added: 2012-03-06
Video Info:
Audio Info:
1920x1080 Pixel @ 9000 kb/s
2 Channels @ 193 kb/s
7.99 €

Add item 'Pillow Fucker! (1920 x 1080 HD - WMV)' to cart

Pay For Your $i$$y A$$fucking (1920 x 1080 HD - WMV)

Hot cuckolding princess Della is heading out to the club tonight. She's making a real mess in the bathroom with all her make-up and decides the best way to clean it up is to order you to slurp up the filthy muck accumulating in the basin. After she's made you lick up her makeup scum, she explains to you what's gonna happen tonight. You're going to accompany your hot young girlfriend to the club, where she has arranged for you to meet 2 very horny gay guys. She's handing you over to them to get your sissy holes ruined and to top it all off - you're gonna have to pay for the priviledge too. You're going to give them your money and they're going to fuck the daylights out of you while your pretty girlfriend has her own fun with a real man of her own. 1920 x 1080 HD Version - Also available to download as a smaller lower resolution file.

Length: 5min.
Size: 321 MB
Format: wmv
Category: Female Domination
Language: English
Added: 2012-03-06
Video Info:
Audio Info:
1920x1080 Pixel @ 9000 kb/s
2 Channels @ 193 kb/s
7.99 €

Add item 'Pay For Your $i$$y A$$fucking (1920 x 1080 HD - WMV)' to cart
1, 2, 3, 4, 5, 6, 7, 8 | Next Page >> | >|