Cute Jessica Kat is staying the weekend at a hotel and decides to call a number for a special kind of spa treatment. Sandra is in her room with her explaining the different things they can try and she suggests a special pantyhose encasement, which is very relaxing and sensual. Jessica loves to try new things and gladly agrees.

Next we see Jessica with a pair of hose over her top as Sandra explains that she needs to tape her wrists together. Then Sandra shoves a pair of pantyhose in Jessica's mouth and wraps several layers of tight vetwrap over her mouth to gag her. Then Sandra starts to wrap tape over Jessica's legs to secure her.

Next we see Jessica fully pantyhose encased and she struggles on the bed and enjoys the sensations. Then she starts to act like she needs to get to the phone and Sandra makes fun of her as she struggles around. Sandra then puts a scarf over Jessica's head for a couple minutes to heighten the sensations. And then she adds several layers of grey tape over the vetwrap gag to fully secure it.

Then the real action begins and Sandra uses a Hitachi vibrator on Jessica who finally explodes in her encasement with a loud orgasm. Finally Sandra suggests that she just use Jessica's phone and step out for a few minutes. Jessica is left fully encased and wondering when Sandra is going come back, if ever!

This is a strict and humorous video with cute Jessica Kat acting bratty with her roommate Sandra, who confronts her about a tasty dessert that has gone missing. Jessica admits that she was trying to get back at Sandra by eating it, so Sandra decides to teach her sissy roommate a lesson. She ties Jessica's wrists and then we see her gagging Jessica with a pair of panties in her mouth and a wrap gag to keep her quiet.

Jessica energetically struggles on the bed and tries to get to the scissors to cut herself out. But instead, Sandra reveals Jessica's sissy cock and starts to use the Hitachi vibrator on her, then finishes her off with a handjob and makes the sissy cum all over the bed sheets.

After cumming Jessica tries to stand up beside the bed, still struggling and trying to get free. But Sandra adds more vetwrap and then we see her fully pantyhose hooded as Sandra puts Jessica in a hogtie. Jessica continues to struggle, completely helpless, and Sandra tells her that she'll let her out later and that it'll be a good lesson for her to lie there helpless the rest of the evening.

This is a sexy and humorous video with Jessica Kat dressed up as a fashionable food delivery gurl who takes an order to Sandra's house. Sandra compliments the sissy crossdresser and asks her if she's ever posed for any pictures. Jessica is intrigued and gladly takes some time out of her day to take some casual pics with her new acquaintance. Then Sandra suggests that they take some photos with her ankles and wrists tied and maybe adding a gag. Jessica agrees and then starts to notice that things just keep getting stricter and stricter.

Once Jessica is fully tied up and gagged, Sandra uses the Hitachi vibrator on Jessica and then makes her cum with a handjob. Then she adds a pantyhose hood and two makeup sponges over her eyes and then finally puts Jessica in a balltie and tells the sissy CD that she has to take care of some things and will come back later to check on her. Suddenly Jessica finds that things have gotten a lot more serious than she had expected!

This is a fun and strict video with Jessica Kat who meets up with Sandra to record a custom tickling video. However, when Jessica arrives she admits to Sandra that she's not really feeling it and she asks if they can change the script so that Sandra is the one being tickled and not Jessica. Sandra can't believe she's trying to change her mind and wrestles with the cute CD on the bed and then gets her tied up.

Sandra gags Jessica with microfoam tape and Jessica struggles on the bed and shows off her panty bulge. Then it's time to record the actual tickling. Sandra removes Jessica's heels and tries to tickle her but finds that she's not nearly as ticklish as she had claimed earlier. Sandra gives it several tries but has a hard time getting much of a response out of Jessica. Then Sandra decides to give Jessica a handjob since another customer made a request to see more handjob videos. Sandra finishes off Jessica, who makes a big mess on the sheets.

Then Sandra adds a pantyhose hood and puts Jessica in a hogtie, also adding a blindfold. Sandra then tries to tickle Jessica again and finds that she's much more ticklish when she's hogtied! She tickles the cute CD and then tells her that she's going out for a while to visit a friend and that she'll be back in a couple of hours to deal with Jessica. Jessica realizes that she may be staying tied up for a lot longer than she expected!

This is a fun and hot scene with cute Jessica Kat practicing self bondage in a hotel room. She gets her legs tied up and then gags herself with a heavy leather penis gag. Then to her surprise, hotel manager Sandra comes into her room without knocking, saying that she's just there to check on her. Jessica can't believe it as Sandra sits down beside her and tries to figure out what the cute CD is doing. After a minute or so Sandra offers to help Jessica with her self bondage as she pulls her hands behind her back and finishes tying them.

Then Sandra feels up the cute CD and has her stand in front of the sofa so that she can admire her. Sandra then pulls Jessica's panties aside and strokes since she's already become hard. Then we see Jessica fully tied up on the sofa while Sandra finishes up by adding a very tight waist rope. Jessica struggles on the sofa and enjoys the sensations of being tied up so expertly.

Then around the 17:45 point we see Jessica and Sandra on the bed while Sandra uses the Hitachi vibrator on her and then finishes stroking her off and making her cum all over. Finally we see Jessica down on her knees by the bathroom door and Sandra adds a pantyhose hood over the CD's head and then ties her wrists up behind her, lashing them off to the doorknob of the bathroom door behind her while telling her that she'll take her purse with her for safe keeping and will check back on her once she gets off her shift on the front desk of the hotel. Jessica is left down on her knees, alone and waiting for Sandra to return.

This is a custom video with Jessica Kat and Sandra featuring an extra-wide microfoam tapegag and finishing with Jessica cumming while getting a handjob.

Cute Jessica Kat is spending the weekend with her chaperone Sandra in a hotel, and she works up the courage and asks Sandra to keep her tied up all weekend long. Sandra is surprised but agrees, telling the sissy girl that she's done this kind of thing before a few times. While getting the rope ready, Jessica feels up Sandra a little and they have a nice moment touching each other before Sandra starts to tie Jessica's legs. Then she adds an extra-wide microfoam tapegag and Jessica struggles on the bed, enjoying the sensations.

Next, Sandra uses the Hitachi vibrator on Jessica and then gives her a handjob, putting her hand over her mouth while she cums. Finally, Sandra reminds Jessica that they don't have to get up till late the next morning, and she asks her if she'd like to try for "round two." Jessica nods her head in agreement.

This is a fun and sexy video with naive sissy girl Jessica Kat meeting Sandra to try out some bondage. They first chat for a moment and then Sandra starts to tie Jessica's wrists and gags her with a sponge under a leather panel gag, then adding vetwrap added over the gag to make it stricter. Jessica realizes that she's being tied much tighter than she ever expected but she tries to be a good sport and go along with it. Sandra adds several tight chest ropes and then an extra-tight waist rope while she plays with the naive sissy girl.

Then Jessica struggles for a couple minutes on the bed. Then finally we see her fully mummified in red tape with a white tape gag. Sandra says it's just to try something different for the sissy girl. Then we see Jessica wearing a rubber hood. Sandra then takes the Hitachi and starts to use it on Jessica's girl cock, finally making her cum with a hard handjob while wearing blue rubber gloves. Jessica squirts and makes a big mess over all the tape. Then Sandra comes back and let's Jessica know that she has to step out for just a moment but that she'll be back in no time at all to let her out. Jessica realizes just how helpless she really is and wonders when Sandra is going to be back!

This is a fun and sexy video with cute Jessica Kat sneaking into Sandra's house to steal from her. Sandra walks in on the sissy crossdresser and surprises her and starts to tie her up. Then we see Jessica fully tied up as Sandra shoves a pair of panties into her mouth, adds a cleave gag, and then an over the mouth (OTM) gag. Jessica does some good struggling and then Sandra puts her in a hogtie while she leaves to call the cops.

Sandra then comes back and explains that the cops aren't answering the phone, so she'll have to deal with Jessica on her own. Sandra notices that Jessica is getting turned on from being tied up, so she gives her a handjob and uses the Hitachi on her until she finally cums and makes a big mess. Then Sandra adds a pantyhose hood on Jessica's head and puts her in another hogtie. Finally, she adds a gasmask for the sissy CD who realizes that she's in a much more serious situation than she ever thought she would be.

Cute Jessica Kat is dressed all in white for the big tennis conference. Her instructor Sandra meets her in Jessica's hotel room and after chatting a moment Sandra has to explain to the bratty tennis student how she'll have to submit to her training for the weekend. Sandra hand-gags Jessica and ties her wrists behind her back. Then we see Jessica all tied up as she struggles on the bed for a minute or so. Then Sandra gets on the bed with Jessica and uses the Hitachi vibrator on the cute CD, noticing how she's gotten turned on from being tied up. Sandra strokes her girl cock and finally Jessica cums and makes a mess all over the bed, shooting onto the sheets. Finally, Sandra adds a pantyhose hood and informs the bratty CD that she's going to put her in a hogtie and that she'll come back in the morning to check on her. Jessica can't believe how strict her training has turned out to be and realizes she might be tied up a lot longer than she expected!

Jessica Kat in her cute satin blouse is a bratty office girl who doesn't realize how good she has it working for Sandra, who asks her to come by her house to pick up some files for work. Jessica has an attitude and wants her older CD boss to hurry up. Finally, Sandra has had enough as she pushes Jessica onto the bed in the back room and ties her wrists behind her back and handgags her before finally vetwrap gagging the bratty sissy crossdresser and then adding a rubber strap over her gag.

Jessica struggles on the bed, but her hands are now wrapped up and there's no way she can get free. Then after a few minutes we see that Sandra has moved Jessica to the closet, where she's standing with a neck and chest rope holding her up after having kicked off her heels. Sandra intends to teach the sissy crossdresser a lesson when she notices that she's getting turned on by her punishment with a panty bulge showing through her skirt, so she uses the Hitachi vibrator on her and then gives her a hand job. Finally, she turns up the speed on the Hitachi and Jessica cums and squirts all over. Finally, Sandra has had enough of the bratty CD and adds a pantyhose hood and tells her that she'll check on her a couple times that weekend but that she'll be spending a good long time standing in the closet bound, gagged and hooded.

This is a fun and sexy video with bratty femboy Jessica Kat playing a squatter in an old house that belongs to crossdressing realtor Sandra. Sandra walks into the back bedroom and finds Jessica hanging out on the mattress, acting as though Sandra is wrong for even being there. Sandra tries to find out what's going on and then decides that she'd better deal with Jessica. She ties the femboy's wrists behind her back, stuffs a pair of panties in her mouth, and then gags her with vetwrap and later adds another layer of white cloth for a smooth OTM (over the mouth) gag.

Jessica struggles on the mattress and then Sandra paddles her to teach her lesson. Jessica gets turned on by the treatment and we can see a big bulge in her panties. Sandra then uses a Hitachi vibrator on Jessica and finishes her off with a hard hand job, making her cum on the mattress and smearing her cum on her gag to further degrade her.

Then Sandra comes back and adds a red nylon hood over Jessica's head and tells her about the construction workers who are working down the street, taunting her by saying she should invite them over to make some extra money. Sandra puts Jessica in a hogtie and Jessica realizes that maybe she should have thought things through a little more when she decided to be a squatter.

This is a humorous and sexy video with Jessica Kat in her pink dance leotard for the big ballet competition that weekend. She's staying in a hotel room with her instructor Sandra, but Jessica is bratty and arrogant and sure that she's going to win. Sandra finally gets tired of her arrogant attitude, especially finding that Jessica has brought along a couple of her dildos to play with during the weekend! Sandra gets frustrated and shoves one of the dildos in Jessica's mouth for some extra training.

Sandra ties up the bratty crossdresser and gags her with a tight vetwrap gag. Jessica struggles on the bed looking cute and sexy in her dance leotard and white rope. Then Sandra takes out the Hitachi and uses it on Jessica since she's getting turned on from being tied up. Next, Sandra pulls out Jessica's girl cock and gives her a hard handjob, finally making the bratty CD come all over herself. Sandra wipes the gurl's come on her face over the gag.

Finally, Sandra comes back and tells Jessica that since she's made a big mess and tricked her into giving her a handjob that she's not going to let her go to the competition anymore. Jessica now has a pair of nosehooks holding her nose open like a big piggie, and Sandra puts her in a hogtie on the bed, before telling her that she's going to go down to the hotel lobby and get another room so that she doesn't have to stay with the bratty CD. As Sandra leaves, she tells Jessica that she'll check back on her when she can. It turns out that the competition is going to have to carry on without bratty Jessica!