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Carissa Montgomery
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Updates Featuring Carissa Montgomery

Watching the baby sitter bounce her big tits as she struggled tied up and gagged.
60 photos 15 minutes, 22 seconds of video
Added 03/02/2017
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Carissa was baby sitting these guys and needed to make a deal with them so she could bring her boyfriend over. They told her that they would stay out of her way if she agreed to give them a view of her great big boobs. "No Way!" Carissa told them and asked them if there was some other way. They told her the only other way she would give her her way, was to play a game where they tied her up. At first Carissa was reluctant. But she really wanted to have her boyfriend visit. So she agreed to let them tie her up. A short time later, Carissa found herself tied up. At first, it was really simple because they had her only her ankles tied and her hands tied in front of her. But the way they had her hands tie behind her thighs made it impossible for her to move or untie herself. It was at this point that she realized that she was helpless and at their mercy. Carissa started to panic and told these guys that maybe this was not a good idea and asked them to untie her. Then she saw them walk in with a pair of their mother's panties. "What are those for!" she demanded to know. A very short time later, she found out when they stuffed the panties in her mouth and tied a rag between her teeth to gag her. Carissa was furious and tried to tell them to get the gag out of her mouth and untie her. She also tried to tell them how much trouble they were in. But with her mouth stuffed and gagged so tight, they could not understand her and they had no worry of anyone hearing the baby sitter screaming for help. After watching Carissa roll around on the floor tied up like this for some time, they decided to make her a bit more helpless so they could leave her and not have to worry about her getting loose and calling their mother. So they changed the way she was tied by tying her hands behind her back and hogtying her. Somehow during the struggle, Carissa's top came down and they now able to get a better view of her boobs through her bra. This reminded them of their first offer to Carissa and the next thing knew, her bra was down. Now, not only did these guys get their first wish to see Carissa's big boobs, they also got to see them bounce around as she struggled bound and gagged. Category: BONDAGE

Categories: babysitter, Fishnets

Tie me up! Or I'll tell daddy you are banging Mom!
20 photos 17 minutes, 15 seconds of video
Added 02/07/2017
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He is talking on his cell phone to his girl friend and tells her that he may have left his wallet at her house. But she is at work and cannot get it for him. So she tells him that she has a key under the back door mat. She reminds him to make she he is out before her daughter Carissa or her husband arrives home.The man then proceeds to his girl friend's house and finds his wallet in an upstairs bathroom. However as he is leaving, he hears the sound of someone arriving home. He quickly ducks into a bedroom and hides in a closet. Unfortunately, the room happens to belong to Carissa and a few seconds later, she walks in. Hoping she will come and go so he can then sneak out, he watches. But when she starts to undress, the man is startled and makes a noise. Carissa hears him and makes him come out of the closet. "Oh! you are the guy who is sleeping with my Mom!" she tells him. She then threatens to call her dad and tell him what is going on. Unless the man agrees to do what she wants.When she tells him that she is into bondage and wants him to tie her up, the man is hesitant. "What if your mom finds out?" he asks. But when Carissa tells him that things could be much worse if her dad finds out, the man has no choice but to play Carissa's game. A short time later, Carissa finds herself tied up with rope and she is now very turned on. As she squirms around testing the rope, she thinks about how now she can make her mother's boyfriend do whatever she wants or she can threaten to tell her and her dad about this. But the man has other ideas and knows that he needs to do something to put Carissa in her place. So first to shut her up, he stuffs and tapes a pair of her panties in her mouth to gag her. Then to humiliate her, he pulls her bra down. Carissa is now furious and tries to demand to be untied. But the gag keeps her well muffled and the man goes on with his plan. He brings out his cell phone and starts shooting pictures of Carissa bound and gagged with her big tits out. He tells her that if she tells anyone about this, the pictures will be posted for everyone to see. Finally before he leaves her, the man hogties Carissa on her bed. As she tries desperately to get loose, Carissa starts to realize how embarrassing it is going to be when she is found like this. Knowing she cannot mention anything about the man and his affair with her mother, she knows she has to come up with something.

Categories: garters, Likes being tied up, stockings

What is Aunt Carissa doing tied up and gagged in the attic!
36 photos 14 minutes, 23 seconds of video
Added 01/24/2017
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He is going to work and needs to leave his sons home alone. They are old enough to take care of themselves. But he tells them, that if a problem arises to call Aunt Carissa from next door. Sometime later, he calls home to see how things are going. He is told that everything is OK, but they have called Aunt Carissa over anyways. When he asks to talk to her, he is told she is busy up in the attic. The scene then shifts to the attic and there is Aunt Carissa and it becomes obvious why she could not come to the telephone. Apparently, she had agreed to play a little game with them and they have her tied up and gagged. As Carissa struggles and squeals through the gag, it becomes apparent that she is no longer willing to continue this game. Then at one point, she is able to get the wad of panties that were stuffed in her mouth to gag her out. Even though the cleave gag rag is still tied between her teeth, Carissa is now able to talk. She demands to be untied and threatens to tell their father about this. But Carissa is only allowed to talk for a few minutes as the panties are re-packed in her mouth and this time, tape is wrapped around her face to make sure she stays well gagged. Carissa is furious as she grunts and whimpers through the tight gag. Then to add to her humiliation, her skirt is removed so they can hogtie and crotch rope her. Hours later, her brother in law will come home to find Carissa still struggling hogtied and gagged. But by then, her big tits will have somehow worked their way out of her bra.

Categories: baby sitter, garters, Girdle, stockings

Zip tied against her will.
26 photos 14 minutes, 55 seconds of video
Added 11/17/2016
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Carissa is walked into a basement room and it does not look like she went willingly. The man makes her sit down on a chair and reaches for something on the floor. Carissa looks like she wants to get up and run off, but the man puts an end to those thoughts when he grabs her and uses a plastic zip tie to bind her hands. Carissa's slim chance of escape is taken away when the man zip ties her legs and arms until she is completely trussed up tight. Now Carissa's only hope is to scream for help and hope someone hears her. But that too becomes impossible when the man stuffs and tapes a huge pair of panties in her mouth to gag her. Carissa is then left bound and gagged. She tries to struggle, but the zip tied are very tight and cut into her skins. Any movement she makes is very painful. Sometime later, the man returns and things are going to get even worse for Carissa. He pulls up her sweater and makes her lay on the floor so he can hogtie her with another zip tie. Then before leaving her again, he pulls her bra down. The video then ends with Carissa zip tied, gagged and bouncing her big tits around as she struggles to get loose.


Tie up and gag your big busted English Teacher!
37 photos 12 minutes, 57 seconds of video
Added 06/14/2016
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
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He is flunking English and will be kicked off the team if he does not bring the grade up. So when Carissa his English teacher invites him over for some special tutoring, he has no choice but to go. Little does he know though, but Ms Montgomery has a thing for younger guys. Him in particular. And when he gets there, she tells him that he does not need his books. She tells him that if he wants to bring his grade up, he is going to have to help her with a kinky bondage fantasy she has. She shows him where to find some rope and has him tie her up. She tells him that if he does naughty things to her while she is bound and gagged helpless, he will be sure to get a good grade and he can continues to play baseball. So after tying Carissa up, he stuffs and ties a gag in her mouth. Then after watching struggle bound and gagged for a short while, he lifts her skirt and pulls her great big tits out of her blouse. Carissa is so turned on that she can hardly control herself. She looks up at him with pleading eyes and tries to tell him through the gag that there is only one thing left to do. "Pull my pantyhose down and get busy!"

Categories: pantyhose

Wait until my husband leaves! Then tie me helpless and do naughty things to me!
27 photos 18 minutes, 4 seconds of video
Added 01/09/2016
Average Rating: 3.0 Average Rating: 3.0 Average Rating: 3.0 Average Rating: 3.0 Average Rating: 3.0
  Avg Rating: 3.0

Carissa has a secret that she keeps from her husband. She has a mistress named Dixie whom her husband thinks is just a casual friend. Today he is going out for the day when he finds Dixie in their hotel room with his wife. Thinking they are going to do simple girlie things while he is away, he gives his farewell and is gone. As soon as the girls know they are alone, Dixie brings out rope and tells Carissa that today she wants to tie her up and do naughty things to her. This gets Carissa very excited and soon Dixie has her all roped up. Dixie tells Carissa that for today's game, she has to keep quiet. So Carissa offers no resistance when Dixie stuffs panties in her mouth and tapes her up to gag her. Carissa is very turned on as Dixie kisses her gagged mouth. Then Dixie pulls Carissa's top and bra down so she can fondle and lick her very large boobs. Carissa can hardly control her self when Dixie makes her lie face down on the bed so she can climb on top of her and play with her captive friend. But Dixie wants Carissa completely helpless so she crotch ropes her and hogties her. Dixie then makes Carissa get herself off by tugging on the crotch rope. She tells her that if she does it right, Dixie will give her special attention to make her cum several times before her husband returns.

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