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Carissa Montgomery
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Updates Featuring Carissa Montgomery

Cruel Gags for Carissa - Part 3
31 minute(s), 20 second(s) of video
Added 04/24/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

This clip starts where Part 2 ended... The man leaves her ungagged while he reties her legs, but once again Carissa keeps complaining. By the time he's done, he's sick of it so once again she is gagged. This time, he cleave gags her with an entire roll of vetwrap, and again the gag is made more effective by adding several wraps of black tape on top. This might be the most effective gag yet, or maybe she is just tiring. After a while, yes you guessed it, her gag is removed. He removes her waist rope and lifts her on top of an old wooden cable spool. He then ropes her into a hogtie variation. He cleave gags her with a wide piece of black rubber before doing a bit more rope work. He decides to go look for her car one last time. Before he leaves, he adds several wraps of white tape over the rubber gag. He leaves her once again. When he returns he proclaims that he found her car! He starts to untie and ungag her. He explains that he not only found it, but he fixed it and filled up her tank. Carissa is overjoyed!! She thanks him profusely for all of his help. After she is completely untied they give each other big hugs. It all worked out in the end. NOTE: This clip was produced as a gag custom, therefore there is a lot of footage and different angles showcasing Carissa's gags, as opposed to the bondage.

Categories: Blondes, business attire, Busty, chairtied, cleave gag, electrical tape, garter and stockings, hogtied, MILF, office attire

Cruel Gags for Carissa - Part 2
25 minute(s), 16 second(s) of video
Added 04/23/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

This clip starts where Part 1 ended... The man displays a very large industrial cleaning sponge to Carissa. She seems a little confused, but soon realizes what it is for. Yes, it is completely stuffed in her mouth. He then wraps her mouth with some kind of medical tape. He ties her other leg. He gropes her tits through her silky blouse, and then rubs his hands over her silky white panties. He gets more rope and adds a simple chest harness while Carissa endures the gag by moaning wiggling her legs as much as she is able. He removes the gag. He has been out looking for her car and he hasn't seen any car that he hasn't seen before. Her story sounds like a bunch of Malarkey to him, but she sticks with it. He cleave gags her with many wraps of latex tubing. Black tape is once again added to make the gag more effective. After all, he doesn't want her to disturb his neighbors. She is left once again. She can do nothing about the gag or the drool that starts to flow freely down her chin. After what seems like an eternity the man returns and removes the gag once again. NOTE: This clip was produced as a gag custom, therefore there is a lot of footage and different angles showcasing Carissa's gags, as opposed to the bondage.

Categories: Blondes, business attire, Busty, chairtied, cleave gag, electrical tape, garter and stockings, MILF, sponge gag

Cruel Gags for Carissa - Part 1
27 minute(s), 9 second(s) of video
Added 04/22/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

Carissa is caught snooping around in a large industrial building in the wrong part of town and finds herself bound. A man lifts her into a chair as she protests. She keeps saying that her car broke down outside and she was looking for help. To the man that captured her though, it looks like she was sneaking around trying to steal from him. After all, that's always been the case in the past. Carissa thinks because she is a well to do woman that she shouldn't be subjugated to this kind of treatment, but the man doesn't judge by looks or appearance. He ties her to the chair and shoves a big red ballgag in her mouth to keep her still and to keep her quiet until he can figure out what is going on. He leaves her for a while. When he returns he removes the ball gag and asks her a few more questions. She starts to get agitated and load again, so she is regagged. This time, Carissa is cleave gagged with an Ace bandage. Shortly after he adds several wraps of black tape on top to make the gag tighter and to give Carissa a few more chins. The man leaves poor Carissa for quite a long time. She jiggles her legs. She crosses them and uncrosses them, and she moans as she endures the cold warehouse and the cruel and tight gag. The man finally returns, instead of ungagging her though, he starts adding more rope to her bondage. Her left ankle is tied to the front left leg of her chair. He then removes her gag. She again starts with the complaining and the "let me goooo" attitude. She doesn't seem to learn. He walks away, but you can bet he'll be back soon with another gag. NOTE: This clip was produced as a gag custom, therefore there is a lot of footage and different angles showcasing Carissa's gags, as opposed to the bondage.

Categories: Blondes, business attire, Busty, chairtied, cleave gag, electrical tape, garter and stockings, MILF, office attire

Making Carissa Sign - Part 2
24 minute(s), 1 second(s) of video
Added 12/30/2017
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

This clip starts where Part 1 ended... Carissa is now seated again as her Ex shoves 2 large pairs of panties in her mouth. he makes sure they stay there by means of vetwrap and electrical tape. Even though it will be effective, he definitely could have done a better job. Her wrists are untied from her knees and locked overhead to the hoist. He raises the hoist and forces her to her feet. He cuts her panties off and then removes her stockings from her garter and pulls them down to her ankles. He is soon attaching clothespins to her nipples. You can tell they are very sensitive by her reactions. He then begins groping her big tits and playing with the clothespins, as he enjoys the extra moans and screams that those actions produce. Her garter belt is removed, leaving her strung up, completely nude, and shivering in the cold warehouse. Leather straps are added to her thighs and ankles. He pulls her crotchrope even tighter and ties a length of rope to the back of it. It is then pulled up tight and tied off to the same point as her wrists. Poor Carissa is then left by herself for a while. after what seemed like an eternity, her gag is removed. She still refuses to sign though. The scene fades to black before we find carissa back in the chair regagged with a harness ball gag, strapped on very tightly. He uses rope to tie her ankles to the front legs of the chair as drool runs down her chin and onto her chest. The throat straps on the gag are not buckled yet so he does that. Her elbows are also crushed and tied together. Soon after he hooks her crotchrope with the overhead hoist and pulls her hips up out of the seat. The rope completely disappears into her pussy. She uses all the strength she can muster to raise her hips just a little higher to relieve, just a little, pressure. Her Ex knows that it is just a matter of time now before she begs to sign the papers. He tried to make it easy on her, but she left him know choice. He releases the hoist and Carissa sits back down. He holds out the documents again as Carissa nods her head in a Yes manner.

Categories: Blondes, Busty, chairtied, crotchrope, leather, leather straps, MILF, nipple clamps, panty gags

He Makes Carissa Sign - Part 1
18 minute(s), 47 second(s) of video
Added 12/29/2017
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

Carrissa's soon to be Ex-Husband has legal papers that he wants her to sign. She refuses, which he anticipated. He can be very persuasive though. He quickly subdues her by quickly strapping a belt around her waist and the chair she was seated in. She starts bitching and complaining immediately... Her wrists are pulled behind her and bound as well. That's one reason she's his Ex. He grabs her by her hair and starts to grope and slap her giant tits through her gold satin blouse. He leaves her to think about signing, but she just struggles and complains. He starts by gagging her with a 2 inch wide ace bandage. More tit groping and slapping ensue. Carissa's ankles are bound next. Once again he takes pleasure watching her squirm as he manhandles her. He removes her tits from her blouse and continues doing as he pleases. He walks away once again. She continues her bitching. He can hear and understand her to clearly. Her gag obviously isn't good enough. Luckily he has more gag material ready. Another ace bandage is added to her mouth. Better, but still not good enough. He adds several wraps of electrical tape. Ahh... this seems to do the trick. He continues groping her running his hands between her legs and thighs. He leaves her to think about signing again. She is left in the cold warehouse cruelly gagged and exposed. This scene fades out to black and we find Carissa still seated, but her wrists are strapped apart to a whipple bar suspended the chair to an overhead hoist. The contract is help out in front of her and she is told to sign. She refuses again. This angers the man. He slaps carissa's tits with the clipboard a few times before tossing it to the ground. Soon he is strapping a huge red ball gag in her mouth. Her ankles are untied and strapped to an old wooden board with leather straps. Her waist strap is removed before he raises the hoist and forces her to stand, stretching her out to the max. He smacks her ass a few times before adding a tight crotchrope. Her blouse is roughly ripped the rest of the way open before he continues groping her tits and smacking her ass. His hands wander between her spread legs and thighs. To make her bondage evn more restrictive, he ropes her neck and ties it off the center of the whipple bar that her wrists are strapped to. Drool runs out from behind her gag as her skirt is cut off. He walks away leaving her spread and stretched in 6 inch heels. Her legs tremble as she struggles to maintain her position... she for sure doesn't want to hang by her wrists.

Categories: Blondes, business attire, Busty, cleave gag, crotchrope, electrical tape, garter and stockings, leather straps, MILF, spread eagle
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