Chastity

Cherry - Plays a Chastity Game Part 1 (720 HD)

Cherry’s slave is still in chastity. She hopes it’s sad and realizes everything it’s missing out on. Just to be sure, Cherry makes it kneel and kiss her ass. As the slave’s chastity gets tighter, Cherry lets it know that it won’t be getting out any time soon. The slave begs to be released. Cherry offers the slave a deal. If the slave can make her cum when she sits on its face, she will let it out of chastity. For each time the slave makes her cum, the slave will earn one release. The total number of times Cherry cums will equal the number of times the slave will be released from chastity for the year. So, the objective for the slave is to make Cherry cum as many times as possible. The slave is eager to earn its release. Its little dick is getting very swollen in chastity. Cherry makes the slave suck her thong. She compares her stature to the diminutive slave. Cherry teases its balls and chastity tube. She makes the slave kiss and smell her feet. She tells it to worship her shoes as well. Cherry puts both of her stockinged feet on the slave’s face. She then tells it to kiss where her boyfriend fucks her. The slave kisses between Cherry’s legs. It can smell Cherry’s boyfriend’s cum inside her.  (10:03  long)

Runtime: 
10:03
Rate this: 
4.625
Average: 4.6 (8 votes)
Cali Carter - Chastity Slave Dresses its Princess (720 HD)

Cali Carter has a date with her boyfriend tonight. She has her chastity slave help dress her. The little chastity slave struggles with her lingerie. It has clumsy fingers around the beautiful Princess. Cali wants to look perfect for her boyfriend. She makes the little slave kiss her butt. Cali doesn’t think she likes this pink lingerie set. She wants red. Cali sends the slave after the red set. It returns and helps Cali undress. The slaves dresses Cali in the red lingerie. Cali’s boyfriend likes red. She tells the slave to kiss her butt again. Cali inspects the slave’s chastity. She reminds it that its Princess wears the key. Cali makes the slave get back down on its knees and admire her butt. She wants to try on a third lingerie set. The slave crawls to get her what she wants. It brings the wrong set. Cali sends it back into the closet to get the right one. The slave dresses Cali in the third lingerie set. She asks the slave for its opinion. It says that she looks beautiful. Cali admires her body. She has the slave adjust her panties. Cali decides to dress the slave in her least favorite lingerie set. It wears her rejected panties. Cali giggles as the slave models the lingerie. It twirls as she points and laughs. Cali grinds her butt against the slave’s chastity. He can’t get hard. She sends the slave to fetch her blue lingerie. It returns and dresses Cali in the blue lingerie. Cali wants the blue shoes to match. She makes the slave crawl to her with her shoes in its mouth. The slave helps Cali put on the blue shoes. Cali models her outfit. She asks the slave if it thinks her boyfriend will like it. Cali’s boyfriend might like it enough to rip it off her body. If her boyfriend rips the lingerie while he’s fucking her, the slave will have to replace it. Cali makes the slave lick her ass before adjusting her panties. Cali asks the slave if it will pick her up tonight. It says it will. It will have to pick Cali up from her date the second she calls. While she’s out, the slave will have the task of hand washing all of her panties. She sends the slave to bring her its wallet before she heads out.  (14:29  long)

Runtime: 
14:29
Rate this: 
3.57143
Average: 3.6 (14 votes)
Christina - Cuck Programed to Associate Pleasure with Princess Wants (720 HD)

Princess Christina’s cuckold wants to get out of chastity really badly. Christina releases it from its little tube. She plans to find out what makes the cuck happy. Christina wants the cuck to associate whatever makes it happiest with giving her whatever she wants. She tells it, “Whatever makes Princess happy, makes you happy.” Christina plays a game with the stroking cuck. She explains to the stroker why it’s important for him to buy her shoes. Christina demonstrates how the right heels elongate her already perfect legs. So, whenever Princess asks for shoe money, all the cuck should think about is how great Christina’s legs and butt will look while she is wearing them. Christina models her lingerie for the cuckold. She explains that the cuckold should want to buy her whatever lingerie she asks for, because he gets the privilege of seeing her in it. It’s extremely privileged to not only get to see Christina in lingerie, but to be able to jerk off while looking at her. “You want to cum knowing you’re the reason I look so sexy, you want to buy me another outfit, don’t you?” She tells it. Princess lists off every new item she wants the cuck to buy. She places a napkin on the floor. Christina knows that the cuck wants to cum on the napkin really badly, but she doesn’t trust that he’s going to buy everything he’s promised. He’s going to have to wait to cum until after he’s taken his Princess shopping. The more money it gives, the better it feels. Princess promises that soon the cuck will be begging her to take his last penny.   (12:06  long)

Runtime: 
12:06
Rate this: 
4.625
Average: 4.6 (8 votes)
Alexa - Chastity Slave Owes Princess All but Cock Cage (720 HD)

Alexa adjusts her slave’s new chastity. It doesn’t like the color and objects to wearing pink. It also complains that the new chastity is too tight. Alexa reminds the slave that she likes pink and that it should be tight. The slave asks to be let out. Alexa tells the slave that it already got its time out of chastity when she switched devices. It argues that that time didn’t count. Alexa slaps its face. The slave is very sorry for itself. It hasn’t cum in six weeks. Alexa is so over listening to it complain. She puts its mouth to better use kissing her toes. The slave kisses all of Alexa’s toes. Then, it kisses her ass. Alexa points out that the key to the slave’s chastity is in her pocket. The slave can see its outline. She tells the slave to follow the key with his eyes as she sways her hips. Alexa paces, the gazing slave at her heels, as she chastises it for not tributing enough of its paycheck. She teases its stupid pink chastity with her perfect ass. Alexa tells the slave to, “Kiss her where her boyfriend gets to fuck her.” The slave can smell Alexa’s boyfriend on her as he kisses between her legs. Alexa tells the slave that she’s going to go over to his house and sell all of his things, so that his debt to her is paid. The only possession a real slave needs is a cage around his cock. (13:43  long)

Runtime: 
13:43
Rate this: 
5
Average: 5 (12 votes)
Amadahy - Disco Short Chastity Tease (720 HD)

Amadahy’s dummy keeps asking to be let out of chastity. Doesn’t he realize, he’s supposed to be in there! Just because he asked, Amadahy’s going to make it worse for him. She waves her beautiful ass in the chastity slave’s face. The slave gazes up, longingly, at Amadahy’s perfect butt. She commands him to kiss it. The slave eagerly kisses Amadahy’s ass. His chastity gets tighter and tighter. His beta dick throbs in its little tube. He wants to get out really badly now! The pathetic slave can barely stand the teasing. “Worship My butt!” Amadahy commands. “Kiss where my boyfriend fucks Me.” The slave kisses as Amadahy holds him by the hair. She grinds her ass against the slave’s chastity tube. Then, tells him to kiss from her heels to her butt. She positions the slave on a bench and sits on his face. Amadahy smothers the slave in her ass. She reminds him that even if she did let him out of chastity, it would be pointless. It’s not like anyone’s ever going to want to have sex with the loser. Amadahy pushes her hips into the slave as she reminds him, “You can never have me.”  (9:12  long)

Runtime: 
9:12
Rate this: 
4.9
Average: 4.9 (10 votes)
Anabelle - Chastity Slave Sucks Cum from Thong (720 HD)

Anabelle’s slave worships her thong while she texts. She can’t concentrate on what she’s doing because he isn’t worshiping her panties right. She’s getting frustrated with his inability to obey. Anabelle has clearly expressed how she wants to be licked in her thong. She gives him some constructive criticism and he responds well. He’s becoming better with every stroke. He’s been placed in a position from which it’s a challenge to lick her properly. Anabelle loves to hear him struggling to satisfy her. He is having a hard time reaching the spot Anabelle wants licked. He crawls his way to the spot with his hands behind his back. Anabelle is satisfied with his effort. She’s ready to reward him with her cum. She makes the slave lie on her bed with his tongue out. She sits on his face and rides his tongue. Anabelle teases his chastity as she uses his face for an orgasm. He sucks the cum as it drips through her panties.

Runtime: 
10:16
Rate this: 
4.5
Average: 4.5 (8 votes)
Cherry - Thanks for the Room Sucker (Part 1) (720 HD)

Cherry found a sucker to pay for her Vegas hotel room. She plans to leave him alone in the room while she goes out in the outfit he’s just bought. Cherry’s keeping the loser in chastity. She teases his manhood. Cherry rubs her bubble butt against his locked-up prick. She manages to get her fingernail into the chastity and up into the loser’s urethra. Cherry tells the sucker to lick the bottoms of her shoes. When her legs are up in the air for her boyfriend later, she wants her soles to be clean. The loser’s tongue gets black and dirty. He deep throats her heel and gets it slick with spit. Cherry spits in the sucker’s mouth in an attempt to wash down the dirt. The loser’s face is covered in spitty dirt. Cherry makes the loser inspect his work, “So, when my boyfriend is fucking me and my legs are up in the air like this, do they look clean enough to you?” She makes the loser fellate both of her heels at once. “I want you to see how dirty your face is,” Cherry tells the sucker before making him wash. 

Runtime: 
10:11
Rate this: 
3.333335
Average: 3.3 (3 votes)
Amadahy and Jade - Sissy Whore Gets Out of Chastity (720 HD)

It’s time for Jade’s sissy to be milked. Amadahy is invited to share the sissy-girl. The sissy follows the Princesses into the living room from where she is kept. Her frills are lifted to expose her chastity. Her clit is swollen and her balls are full. Both Princesses tease the sissy’s chastity. She moans as her Princesses tickle between her legs. Jade rubs her clit against her sissy’s. Jade and Amadahy decide that the sissy will be milked into her own mouth. They remove her chastity. She grew so big in there! Jade feeds the sissy its pre-cum. It licks the pre-cum off Jade’s fingers. The sissy-girl is so excited, it almost cums right away. Jade gets upset with her sissy. The easer slut has nearly embarrassed her in front of her friend with a premature orgasm. She is not allowed to cum yet. Jade eventually gives the slut permission to cum, but only under the condition that she be flipped over and jerked into her own mouth. The Princesses position the sissy with her lady stick over her mouth. The sissy cums on her pretty face and in her mouth. Jade instructs the sissy to say, “I love being a cum-whore.” Jade pushes all the cum into the whore’s mouth and down her throat. “Now get the fuck outta’ my face and clean the kitchen,” Jade says. She specifies that she wants the sissy to put her chastity back on, first. Then, clean the kitchen with the cum still on her face.  

Runtime: 
17:15
Rate this: 
4.285715
Average: 4.3 (7 votes)
Alexis and Amadahy - Danni Suffers Strap-on Punishment Ass Fucking (720 HD)

Danni was caught wearing the girls panties.  Amadahy and Alexis decide a punishment ass fucking is in order.  Both Alexis and Amadahy pound Danni’s asshole with their strap-ons.  Lola laughs in Danni’s face.  If he wants to dress like a girl he will know what it feels like to be a girl.  Danni is absolutely humiliated by their dicks.  Danni could barely take it but the girls insisted he take it.  The only way he will be allowed to cum is in chastity while being fucked.  

Runtime: 
14:26
Rate this: 
4.77778
Average: 4.8 (9 votes)
Savannah - Sissy Left in Ruins Handjob Milking (720 HD)

Savannah loves to tease and torment chastity sissies.  This sissy has been in chastity for so long.  She has be locked up so tight and so long.  Savannah decides to milk the sissy with a handjob.  After teasing the sissy she removes the tube.  Savannah gives the sissy a relaxing handjob.  She edges her over and over.  When she finally allows the sissy to cum she ruins it.  She removes her hand at the last second and leaves the sissy in ruins.  The sissy cries and begs and is shocked by how cruel Savannah is.   The sissy shoots a large amount of cum and begs for her to stroke it.  Savannah shakes her head no and ruins it.  The sissy is so frustrated! 

Runtime: 
11:46
Rate this: 
4.57143
Average: 4.6 (7 votes)

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