Carissa Montgomery
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About Carissa Montgomery:

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Updates Featuring Carissa Montgomery

The Hookers
26 minutes, 28 seconds of video
Added 06/10/2013
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Featuring: Yvette

The Warden Plays with Carissa
25 photos 35 minutes, 5 seconds of video
Added 04/23/2013
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The Warden catches Carissa in her prison cell masturbating. Carissa is already in heavy shackles and handcuffs, but it doesn't stop her from playing with herself. Warden Dixie is not happy about Carissa not asking her permission to play with herself. After teasing Carissa some she then takes her up to the intake area and puts her in the restraint chair and uses a vibrator on her. After doing that she has Tony take Carissa to the strip club where Dixie decides that she wants Carissa to fuck her with a strap on. She arranges for Tony to tie her down and then bring Carissa out for some fun.

Featuring: Dixie Comet

Carissa Meets the "Warden"
52 photos 54 minutes, 6 seconds of video
Added 10/26/2012
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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.

Featuring: Dixie Comet
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