November 17, 2025 - Real-Life Babysitter Bondage Game! Natasha Flade Tied-Up & Cleave Gagged on Recliner, Barefoot in Sundress! 58 BRAND NEW PHOTOS (2,200 Pixels Wide)

BRAND NEW PHOTOS! Real-Life Babysitter Bondage Photos! These are never-before-released photos from a real-life babysitter bondage game that Natasha Flade played with Isaac W. for his birthday! Natasha is reading on a recliner, barefoot in a yellow sundress. Her charge approaches and asks to play a game called "robbers." Natasha smiles and obliges the little guy. First her hands are tied in front and she's cleave gagged with a thin scarf. Our pretty sitter plays her part of the helpless damsel, pretending to be scared at times, but smiling a lot and having fun!

But you want to add more rope! So you prop your nanny's bare feet atop the foot rest and ties her ankles together. Her hands and feet are attached down to the chair base. Natasha is laughing as she squirms in her chair, her soles wiggling deliciously! But now you tell her she needs to be tied up even more! Natasha agrees (she's just cool like that) and now she has rope wrapped about her everywhere: above and below her boobies and around her thighs. She's not going anywhere while you rob the house!

Really, you're just sitting in a corner staring as your lovely nanny plays the helpless damsel for your entertainment. What a day! It's your dream come true!

November 9, 2025 - You Ace Your Test, Get to Tie-Up Your Mom & Tutor Back-to-Back in Pantyhose as Reward! (720p - 15 min.)

CLASSIC BONDAGE FROM 2004 DIGITALLY REMASTERED IN 720p! Includes 2+ minutes of never before released footage! It’s been your dream to get your mom (Dahlia Hunter) and sexy tutor (Natasha Flade) tied up and gagged in some game, and now that chance is nigh. They promised you could tie them both up if you got your grades up and you did it! Your Mom and tutor are both looking at your report card with approval. You casually mention “the deal” that had been made a while back, and they acquiesce to play your game!

Now you're a criminal on the run! You pull a pretend gun and order them to put their hands up. They obey, acting like helpless damsels. You have them stand side-by-side and cross their wrists behind them. Soon you have their hands bound and their mouths cleave-gagged. You tell your captives that you have to hide them, so you march them upstairs one-by-one! You walk behind Mom up the stairs to the bedroom and she sits down on the bed as ordered. Your tutor Natasha Flade is next, and now you have these two tied-up damsels seated side-by-side on the bed!

But you must make sure they don't get loose while you check up on the cops. So now they're tied up back-to-back on the bed, the cleave-gags still in their mouths. Their legs (in pantyhose!) are bound above the knees and at the ankles. Mom and Tutor both tied-up together! It’s a sight you’ve dreamed of forever! You leave your captives to struggle, but you can hear them gag-talking about you, so you holler for them to get back to mmphing like the kidnapped damsels that they are. And so they do! Dahlia and Natasha struggle and mmph until they fall right over on the bed! They start calling for you through their gags to rescue them from their fallen position!

We cut to the two ladies removing the last of the ropes. They both had a great time playing your game! Mom tells you there's money downstairs to go see the movie you've been dying to see. Once you're gone, Dahlia gives Natasha a knowing look and suggests it's time for a grown-up tie up game...!

Lots of outtakes, bloopers and behind the scenes footage at the end! Natasha Flade is wearing a turtleneck sweater, long skirt and black pantyhose. Dahlia Hunter is wearing a dress and nude pantyhose in this MILF and Babysitter Bondage in one!

October 29, 2025 - Busty Barefoot Babysitter Quimm Anaheim Plays Escape Challenge! Winds Up Gagged & Hogtied! 77 BRAND NEW PHOTOS (2,200 Pixels Wide)

BRAND NEW PHOTOS! 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 struggles even harder to escape, 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!

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!

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