Search Results for ‘Carissa Montgomery’

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Length: 35:05

Size: 665MB

Format: MP4

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There’s a problem….a new prisoner has arrived at the prison and the Warden is no where to be found.  It has been days since Tony has heard from her so since Dixie Comet has been at the prison the longest and has had special privileges he decides to use her as the Warden to greet the new prisoner.  He gives her a outfit to put on instead of the usual jumpsuit and sends her out to greet Carissa the waiting prisoner…..I’ll let Dixie take over from here about her first day on the job……

I was very nervous, but confident that I could pull this off.  I’m so glad that the new prisoner has such nice tits, I was instantly turned on by her.  I started with a simple pat down, but knew that I really wanted to get to the strip search and see her naked body.   While searching her mouth I couldn’t help but stick my tongue in her mouth and taste her lips.  After searching her pussy and the rest of her body Tony comes back in and puts her in a holding room in a hogcuff while we take  coffee break.  After my break Tony helps me put her in some cuffs and other restraints so she is unable to close her legs.  I broke out the Hitachi and made her cum, but I couldn’t resist because it was such a turn on.  I then decided I needed to cum as well and got on top of Carissa and rode the hitachi while we both came at the same time.

Next I get Tony to put her in my “office” so I can have some more fun with her.  She is wearing her torn up jumpsuit, cuffed, and shackled….just the way I like them.  I put a penis gag on her and then made her fuck my wet pussy….oh I was so turned on by Carissa…so much so I turned around on the chair and made her fuck me doggy style.  I was just really getting ready to get again when Tony burst in and said there was an emergency in the prison and he needed me to be “Warden” again for something.

After being cut short with Carissa earlier it was time for the “Warden’s” movie night and Carissa was going to be my date. I made sure to have cocktails and popcorn for her.  I didn’t really want to watch the movie or eat popcorn…I really just wanted to make out with her and cuddle.  I was able to make out with her, but I don’t think she was really into it…maybe she was a little freaked….I’ll have to keep working on her.

Length: 54:06

Size: 1.0GB

Format: MP4

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In this last part Riley is strapped and cuffed down to a wooden horse.  She gets flogged and teased more by Carissa until Tony comes in and catches Carissa pretending to be the warden.  He cuffs Carissa behind the back and bends her over in front of Riley and uses the flogger on her before taking her away.

Length: 7:59

Size: 99MB

Format: MP4

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In part 3 Riley gets tightly hogcuffed with 3 pairs of handcuffs and then gets ballgagged and teased by Carissa.  Before Carissa leaves Riley like that she uses a chain hooked to the ceiling to pull Riley up into an even tighter hogcuff.

Length: 7:27

Size: 93MB

Format: MP4

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In part 2 Carissa continues her version of the intake process with Riley.  She chains her neck to a metal pole and then uses a riding crop and clothes pins on Riley.  At the end she just leaves her like until she decides what to do next.

Length: 11:02

Size: 138MB

Format: MP4

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In part 1 Carissa brings in Riley who is wearing her court clothes and is cuffed behind the back with a waistchain, lockbox, connector chain, and legirons.  Riley gets collared to a steel pole and left for a little bit and then Carissa comes back in starts searching and feeling up Riley.

Length: 8:32

Size: 106MB

Format: MP4

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In this last part Carissa has to continue to clean the bathroom while Officer’s Dixie and Kristi mock her.  After she is done with her community service she is shown in another room with a waistchain on and handcuffs on her ankles.  The two Officers help her walk to a holding room and then she lays on a bed, but they leave her restraints on her.  She has to wait until morning to be released so she is left like that for the night.

Length: 11:13

Size: 140MB

Format: MP4

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In part 2 Carissa starts doing her community service (in lieu of jail time)  under the supervision of Dixie Comet.  She has to clean the jail/court house bathrooms.  She still has her collar on, leg shackles, and she is also stripped down to only her underwear.  Dixie makes her clean the toilet and all over the floor.  After awhile Carissa starts getting lazy so Dixie uses a chain to lock her to the toilet and the only way to get out is to finish the job.  Kristi also makes a small appearance in this clip.

Length:  13:35

Size: 169MB

Format: MP4

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Here is a cut down version of a video that was originally done as a custom, but I thought it would fit good at hogcuffed.  In it Carissa plays a first time prostitute who gets arrested by Dixie who is fed up of dealing with these “whores”.  Dixie has her cuffed to the counter and after Carissa continues to complain Dixie puts a neck collar on her and chains her to the way and then later puts a steel fiddle onto her.  Towards the end Dixie makes Carissa crawl on the floor and drink out of a water bowl like dog.

Length: 13:36

Size: 170MB

Format: MP4

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In this part guard Kristi brings back the stuff that Dixie asked for and helps her get Carissa chained to wall.  After Dixie is done playing with Carissa guard Kristi gets them both back in cuffs and takes them off to their cells.

Length: 6:48

Size: 115MB

Format: MP4