October 19, 2025 - Natasha Flade Plays Kidnap with Her Former Charge! (FULL HD - 19:50 min.)

BRAND NEW FOOTAGE! You're visiting Natasha Flade, who used to babysit you when you were younger. You two chat a bit and she remarks how much she loved the tie-up games you used to play. She even wore her flip flops because she knows how much you loved looking at her feet. Natasha asks if you'd like to play your favorite game of kidnap right now. You're overwhelmed and can't believe your luck. Of course, you'd love to play!

You tie your damsel hand and foot, seated on a chair. Her wrists are bound behind her back, her ankles are tied and she's cleave-gagged with a really thin scarf. You tell her she has to stay at the hideout until the ransom is paid.

You leave and Natasha sits there patiently, waiting for her boy to rescue her. She tests her bonds, with lots of close-ups of her bound bare feet as she slips her shoes on and off. But no one comes, no one pays the ransom money! You return and tell her she's being moved to another location where you'll set the "bait." Natasha frets, but accepts her fate.

Next we see her tied kneeling on the floor, sitting on her heels. You tell her it appears no one is going to rescue her and you're just going to keep her for yourself, and leave to make plans. But once you're gone, Natasha sets to work trying to free herself! As she works to loosen the knots, we're treated to plenty of close-ups of her lovely gagged face and soles.

Natasha finally manages to get her hands undone, but then you return! She keeps her hands behind her back so you can't see she's managed to get them untied. You tell her the ransom finally came in and you must go retrieve it.

Once you're gone, Natasha smiles at her cleverness in fooling you! She quickly unties her ankles, then pulls the gag from her mouth. "It's a trap!" she yells out. You come racing back to find the now untied Natasha. She exclaims how much fun it was to play kidnap again and the two of you express your desire to play another tie-up game really soon. Just like the old days!

Natasha Flade is wearing a long black skirt, silk blouse and flip flops (then barefoot) in this babysitter bondage video!

October 16, 2025 - Office Mom Natasha Flade Chairtied in Sweater Bondage for Ransom! Must Get Loose Since No Loot Arrived! (FULL HD - 8:09 min.)

RE-EDITED WITH NEVER-BEFORE-SEEN FOOTAGE & HIGHEST PICTURE QUALITY! Natasha Flade, the hot office mom, is chairtied in her red turtleneck sweater, slacks (pantyhose underneath) and spiked high heels. It’s sweater bondage time for mom! You have a camera set up and you make her plead into the camera like it’s a real ransom video to be sent to her husband so he’ll cough up the loot for this damsel! Natasha puts on a good show for the ransom tape, her eyes wide as she pleads and begs for someone to please rescue her! After she’s done telling the camera about her tied up predicament, she asks you if she made it right. You tell her she did great, but right now it's gag time!

Mom is not too cool with that! But as she’s complaining and stomping her heels angrily on the carpet, you sneak up behind and cleave-gag her. Her complaints are cut right off in mid-sentence! When she hears you’re leaving for the drop-off point to collect the ransom money, she gag-talks her protests. She doesn’t want to be left alone in the house chairtied and gagged. You pay her no mind and off you go.

Natasha frets at first, annoyed, but then she laughs at being left tied up and gagged by her son! The things she does to stay “cool” in your eyes. After sitting patiently for a while like that in her sweater bondage, she starts to wonder where the heck you went to. Are you coming back or what?! Finally, Mom decides she'll surprise you by getting loose herself so when you do come back, you’ll see that she escaped. Brilliant! She beings to struggle against her bonds, but your knots are tighter than she thought. So she struggles harder, bouncing her chair up and down and all around, and mmmphing through her gag. Her red hair is flying everywhere! As she makes her escape attempt, we get great closeups of her cleave gagged face, the tight chest ropes, and her sexy red heels. It's quite a show!

Then she hears the front door open and freezes. She looks guilty as you approach and insists she wasn't trying to get loose. You don't believe her, but the thought of her struggling in your absence is really thrilling! You tell her that no money was found at the drop-off site, and now you’ll have to move her to a new hideout, and tie her up in a different way. Mom Natasha doesn't look too happy at these new plans of yours. What will her answer be...?

Includes a cute outtake at the end and never-before-released footage!

October 10, 2025 - Aunt Quimm Plays Kidnap! Tied-Up Barefoot to Table Leg with Mom Natasha, then You Won't Let Them Go! (FULL HD - 12:20 min.)

BRAND NEW FOOTAGE! Aunt Quimm Anaheim is enjoying a cup of coffee with your mom, Natasha Flade. She tells Quimm that her sons are going through a tie-up phase and tells her how they tied her to a chair and gagged her with this huge winter scarf. Gagging Mom is their favorite part! Then Natasha confesses that her boys want to kidnap their pretty Aunt and tie her up, too!

As the ladies are chatting, you guys approach and ask to play a game of kidnap. Natasha says they're busy catching up, but Quimm is all for it! What harm can it do? Besides, it might be fun. As ordered, Natasha and Quimm stand and cross their hands behind their back. Soon, they're tied to the dining room table legs in their shorts, bare feet sticking out, and rope about their chest. (That tight t-shirt mom's wearing makes her tits look huge!)

Natasha tells Quimm her sons are surely in heaven now that they have their mom and Aunt both tied-up together! What a great Aunt Quimm is to play their kidnap game like this! She remarks on the tight rope work. Where on Earth did they learn how to do this? Natasha laughs and tells her to just wait until the gags arrive!

Sure enough, her sons return and dangle scarfs in front of them. They protest and pretend-plead to please not gag them. Too bad, you've kidnapped them and gagged they must be! So your poor Mom and Aunt both wind up cleave-gagged. Quimm and Natasha struggle playfully, wiggling their soles about, and chattering on in gag-talk. Nothing can stop them from constantly talking!

This goes on for quite some time, them Quimm starts to wonder exactly how long they have to stay like this. Perhaps she should have considered more carefully before agreeing to play. Natasha says she tried to warn her, and she isn't sure when you guys will let them loose since you've disappeared. Could be tied-up all day.

All day?! Quimm is getting upset and thinks she's been duped. She begs you boys to come back and untie her. Then your Mom yells out to let them go! She lies that your Aunt is crying and her nose itches! Finally, she resort to threats of never playing tie-up again. When no one comes to save them, the ladies demand to at least bring them some pizza. They're starving! By now, Aunt Quimm sees the pickle she's in. But Mom Natasha is laughing and just having one grand ole time at poor Quimm's predicament!

October 2 - Mom Natasha Flade Plays Escape! Tied-Up Barefoot in Jammies & Gagged Two Ways, Then Hogtied as Loser's Fate! 71 BRAND NEW High-Res Photos (2,200 Pixels to a Side)

Your best friend spent the night for a sleepover. You guys are just getting out of bed. You wander into the living room and see your mom, Natasha Flade, barefoot and still in her pajamas. She comments that she knows you guys were tying each other up. You just can't pass up this opportunity, so you challenge her to a game of escape. Mom Natasha laughs and says, "You know I can get out of anything." You challenge her by saying, "Prove it!" Your mom accepts the challenge, so you guys go and get some ropes so you can tie her up.

Natasha asks how you want her. You tell her to face the wall, kneel, and cross her hands behind her back. You want her to cross her feet, too. She obliges you, and her lovely soles take you and your friend's breath away! They're posed so perfectly! Now she's bound hand and foot, kneeling, ankles tied crossed with her perfect soles on display. What joy! Your mom struggles for you two boys, rolling and wriggling all about. But after a bit, she admits she's lost the escape challenge. Turns out she can't get loose after all!

You tell her that the loser's fate is that she has to stay tied-up even longer. And she has to be gagged, too! Natasha reluctantly accepts a cleave gag as a condition of losing the game. But she continues her escape attempts, trying to get loose and gag talking all the while. She even trash-talks your gag, saying that it really isn't very effective. It isn't? You can fix that! So you add a few layers of cloth over the cleave gag for a thick OTM gag. Now mom is much quieter. She still makes some awesome mmphs!

You watch her for a while, but now mom starts getting a little bit mad. She thinks this game has gone on long enough and it's time to let her go. But you don't untie her! Natasha is determined not to lose this time! She manages to stand up (with her bare feet tied crossed, no less!) and starts hopping towards you guys - all tied up in her pajamas! What a sight! But does she get loose? No, she doesn't. Instead she winds up hogtied!

You can get all these exclusive, never-before-released photos if you buy a pass to Babysitter Bondage!

September 24 - Busty Barefoot Babysitter Quimm Anaheim Plays Escape Challenge! Winds Up Gagged & Hogtied! (FULL HD - 14:11 min.)

BRAND NEW FOOTAGE! Quimm Anaheim (with the big tits!) is your babysitter today. She's sitting on the floor in her shorts, barefoot, her cleavage pouring out of her tight top. You approach and ask to play a game called "escape." Quimm laughs and teases that you just want to tie her up! Well yes, you do...To convince her, you tell Quimm your mom lets you tie her up, too. Quimm doesn't believe you, but she goes along anyway. She turns, kneels and crosses her hands behind her back.

Now she's bound hand and foot, her bare feet and soles on display. Nice! Quimm tests her bonds and tries to free herself. But you tied those ropes really well, and in spite of much effort, eventually Quimm admits defeat. She can't get loose and calls out to please come back and let her go now.

You do return -- but with a gag! Quimm protests loudly. This was not part of the deal! You don't listen and soon you can't make out her protests anyway because she's cleave-gagged! Quimm is a bit upset now, but she hasn't given up the challenge yet! Then you approach with another rope and dangle it in front of Quimm. Her eyes grow wide. First you gagged her without permission and now you want to tie her up even more! She's not cool with that, but you're a very naughty boy and poor Quimm winds up hogtied!

Now your busty barefoot babysitter is really quite angry! She struggles even harder to escape her bondage, rolling everywhere, wiggling and squirming all about the floor. It's quite an amazing show! You could sit and watch forever. But then she starts making threats to tell your parents about these shenanigans. If that weren't bad enough, you're worried that if you don't untie her soon, Quimm will never play escape challenge again. And Lord knows you don't want that!

Outtakes included at the end!

September 16 - Babysitters Chastity Rhoades & Natasha Flade Tied-Up & Cleave-Gagged for Game, then Big Brother Comes Home to Play With Them! 63 NEW High-Res Photos (2,200 Pixels Wide)

What a day it is for you! You can't believe your luck! Chastity Rhoades and her friend Natasha Flade were babysitting you when you asked if they would play a game called "robbers" where they get tied-up. To your surprise, the two nannies agreed! You ran and grabbed your ropes and now here they are, bound together on the kiva fireplace. Chastity's titties are pouring out of her dress. Amazing!

They struggle playfully for you and Chastity's flip flops fall off. Her bare feet are so cute! They look at each with the best damsel expressions. They pretend to try to get loose, but you know they can't! You've been practicing your rope skills to perfection.

Then someone enters. It's your big brother home from college! He tells you to get lost so he can play with these two hotties you were so kind to tie all up for him. You sulk and go into your room. But you can hear Chastity and Natasha squealing and laughing. Damn, wish you could play your brother's game. Someday...

2 DAMSELS! What a day to become a member of Babysitter Bondage!

September 9 - Mom Natasha Flade Post-Tied Outside! 27 BRAND NEW High-Res Photos (2,200 Pixels High)

Up next this week is brand new photo set! You and your brother have convinced your redhead mom, Natasha Flade, to let you tie her up outside in the woods! You have her tied up against a really big post, in her jeans, sneakers and tank top. You tied her really well, too! Her wrists are bound together behind the post and the chest ropes have been wrapped around it, too. Mom Natasha teases you guys about your tie-up games and says you only get to play this bondage game for a half hour today. After all, she let you tie her to a chair just earlier this week!

But Natasha is actually having lots of fun playing your game today. She even agreed to be cleave-gagged, too. Yay! So here’s your hot mom, bound and gagged in the woods in the middle of nowhere! She plays along, acting out the part of a real damsel in distress. Looking around fretfully, she says throug her gag, "What am I going to do?! These bad guys just left me here!”

Natasha playfully struggles, but after a while, she starts calling for you boys to come back — your time is up! But you take your sweet ole time getting there, much to mom’s dismay. So she promises she’ll let you boys tie her up again tomorrow, this time to a chair, if you just please come back and untie her from the tree. That’s good enough incentive for you! It will be hard to sleep tonight, waiting for more tie-up games tomorrow with mom!

2 DAMSELS! PHOTOS + VIDEO! What a day to become a member of Babysitter Bondage!

(720p - 15:30 min.) Ebony Babysitter Jasmine Taliana Tied-Up for Game, then Molested, Spanked & Tickled by Your Mom & Her Hot Blonde Friend! Classic Bondage from 2008 – Now In 720p for Highest Quality!

Up first we have a super cute video! Ebony babysitter Jasmine Taliana let herself get into a real bind! She’s watching TV when her charge comes in and asks to play a game. Jasmine agrees and you pull your toy and order her to put her hands up. Babysitter Jasmine plays along and winds up tied-up on the sofa with jump ropes, hands in front. When she playfully calls for help, she’s OTM gagged! She struggles like that for a bit as we get peeks of her cute soles and closeups of her gagged face.

The kid’s mom, Natasha Flade, and her hot blonde friend, Kordelia Devonshire, return home to find the sitter bound and gagged in her denim miniskirt and sweater! They laugh at her situation, then decide to have some fun and teach the naughty nanny a lesson! They whip out some real rope and tie Jasmine’s hands behind her back. They even give her elbow ties!

Jasmine isn’t quite sure what to make of all of this. She’s nervous because she doesn’t want to lose her babysitting job, but she’s also worried since Natasha and Kordelia are acting sort of crazy in her opinion. Not that she can voice her protests since they stuffed her mouth with a big cloth with a scarf wrapped on top. With poor Jasmine now effectively silenced, they can really get down to business!

Poor Jasmine is stripped topless, then her miniskirt and panties pulled down! She's completely at their mercy! Kordelia and Natasha take turns tormenting Jasmine with great close-ups of Jasmine’s soles being tickled relentlessly! Kordelia even bites her toes! They spank her bare ass and grope her tits, laughing as she squirms about. Jasmine tries to plead for them to please stop, but it all comes out in muffled gag talk. This ebony babysitter should learn her lesson by the time they're done with her!

Lots of cute outtakes at the end!

PHOTOS + VIDEO! What a day to become a member of Babysitter Bondage!

TWO UPDATES THIS WEEK! - Neighborhood Girls Angel Lee & Danielle Trixie Tied-Up Together On Sofa! 34 NEW High-Res Photos (2,200 Pixels Wide)

In the first set, you convinced the neighborhood girls Angel and Danielle Trixie to let you tie them up! They're bound together on the sofa in their little skirts/dress and summer heels. They're attached to each other at their arms and they're cleave-gagged, too. Damn, they're hot!

2 DAMSELS! 2 PHOTO SETS! What a day to become a member of Babysitter Bondage!

Cousin Angel Lee Plays Tie-Up Outdoors in Dress! 80 NEW High-Res Photos (2,200 Pixels Wide) PLUS 1,100 Word STORY!

I’d been excited all week that my parents were going away for a little vacation without me. They were going to some resort that didn’t have anything fun for kids, so I didn’t want to go with them. I knew they would leave me with a sitter, which would be fine. Every sitter so far allowed me to play videogames all I wanted, which was cool. But then they told me my older cousin Angel would be with me the whole weekend! She’s really hot. Hot enough to make me nervous when she was around. I loved looking at her. So then I was seriously looking forward to my folks packing their bags!

# # #

After we got home from the zoo, I was super excited, but kept it to myself. I didn’t want to act all hyper over getting to tie her up. I made it this far being the perfect kid, I didn’t want to blow it. We ate the hotdogs she made, me squirming in the chair as I thought about Angel with a gag in her mouth. That hotdog disappeared in a minute.

When Angel was done and put our plates in the dishwasher, she said, “Ready to tie me up?”

I raced upstairs for my ropes. And mask and toy gun. I came back down with the ski mask on, the gun in hand, and ropes in my backpack. She acted scared seeing me. “How did you get in my house? What do you want?”

“Just be quiet. I’m here to kidnap you for ransom. Now put your hands behind you.”

She crossed her hands behind and I tied them. I pulled a longer rope from the pack and went to work on her elbows. No reason to be easy on her. She knew what was up. “Wow, Mr. Kidnapper. That’s awfully tight.”

“I don’t want you escaping.” I put my backpack back on and marched her to the back door.

“You’re taking me outside?” We lived on a few acers of woods. “No one will see. I have to take you to my hideout.”

All the photos plus the entire story is yours today if you buy a pass to Babysitter Bondage!