August 23 - Babysitter Angel Chairtied Barefoot and Tapegagged, You Daydream She's Topless!
60 NEW High-Res Photos (2,200 Pixels High)

2 Damsels! 2 Updates This Week! Up first in this week's update we have 60 new babysitter bondage photos! You super-cute sitter is Angel and today she agreed to play a tie-up game! Now she's all tied-up to a chair, barefoot in a denim miniskirt and sweater. She even let you tapegag her! Angel poses like a real damsel in distress and she's simply amazing at it! You watch in sheer delight as she wiggles and struggles playfully.

You're so mesmerized that you drift off into a daydream where Angel's top fall down! You can't believe her gorgeous boobies! You wish you could stay in your fantasy forever...

"Hey, is this game over yet?" you hear your sitter ask, muffled by all that tape across her lips.

Is the game over? You don't want it to ever end, but better untie her so she lets you play more games another day!

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

(1080p - 9:30 min.) REAL-LIFE Babysitter Bondage! Barefoot Nanny Natasha Flade Plays Ransom, Gets Caught Hopping Away, Gets Hogtied! Classic Bondage from 2010 – Now In 1080p for Highest Quality!

2 Damsels! 2 Updates This Week! Up next, we have a real-life babysitter bondage game that Natasha Flade played for Isaac W. on his birthday. In the game, Natasha Flade is watching two boys and they want to tie her up AGAIN! She’s on the couch in her pink robe and barefoot when her charges approach and invite her to play a game called ransom.

Natasha smiles and laughs. She knows how you boys (and Isaac!) love their tie-up games. But she likes playing along, so she agrees and throws her hands up at your toy gun. She crosses her hands behind her back to be tied up. Soon your sitter is bound hand and foot on that sofa. But you want to see your pretty nanny gagged, too! So you ask really nicely if that’s okay. Natasha agrees and allows a large, balled-up cloth as a stuffer gag. Your babysitter plays the part of a real damsel, playfully struggling for your entertainment. And she keeps rattling on in gag talk from behind that huge wad in your mouth. Wow! You’re such a lucky boy!

Then Natasha decides to hop away all the way into the kitchen to get a knife and cut herself loose! It’s a great scene with your babysitter hopping while she’s tied up and gagged, and looking around to make sure you don’t see her trying to escape. But she gets caught by you boys! You decide your naughty nanny needs to be hogtied so she can’t get away. And now she's cleave-gagged with a kitchen towel, too! Natasha spends the remainder of the video hogtied barefoot on the kitchen floor, rolling around, her bare feet and soles wriggling, her damsel eyes wide and pleading, and gag-talking a LOT! She's getting a bit mad as she asks if the ransom has been paid yet so you can let her go. Nah, what fun would that be?!

Includes some cute outtakes at the end!

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

August 13, 2025 - (720p - 3:30 min.) Naughty Babysitter Chastity Rhoades Punished by Mom for Letting Her Son Tie Her Up! Classic Bondage from 2006 - Now in 720p for Highest Quality!

2 Damsels! 2 Updates This Week! Up next this week we have a newly re-edited video in 720p! Your babysitter today is busty Chastity Rhoades! You asked her to play a tie-up game with you and she agreed. Yay! Now she's tied-up and gagged, bound seated on the kiva fireplace in her denim miniskirt, tights and boots.

You watch with delight as she wiggles around and mmphs from behind her knotted cleave-gag. Her cleavage is pouring out of her top. You wonder if maybe her boobs will pop right out! It's your lucky day!

But not so much for poor Chastity because just then your mom Natasha Flade comes home. Worried what she'll say, you run off and hide. Not knowing what to do, Chastity stands and tries to hop away, but your mom catches her!

She's none too pleased to find the babysitter all tied-up by her son! She drags Chastity back to the fireplace and decides to punish her by pulling down her top. There! If the naughty babysitter wants to play tie-up, she can sit here bound and gagged a while longer!

Mom makes sure you're in your room and the helpless Chastity is left alone to struggle, now tied up topless, and wondering what the heck sort of mess she's gotten herself into!

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

August 13 - Mom Natasha Flade, Barefoot in Shorts, Tied Standing to Bed Post and Cleave-Gagged! 48 New High-Res PHOTOS! (2,200 Pixels Hight)

2 Damsels! 2 Updates This Week! Up first in this week's update we have 48 new MILF bondage photos! Your mom, Natasha Flade, is sitting on the bed, barefoot in shorts, when you approach and ask to play a game of "ransom." Your mom loves to indulge you, so she agrees to play and throws her hands up into the air. "Oh no!" she says, pretending to be scared. But she's smiling a lot, too, because she thinks these tie-up games of yours are really fun!

You have her stand up against the bed post, then her hands are bound behind it. Her ankles are roped together next, then ropes are tied about her thighs and chest. Her boobies really poke out like that! Mom poses for you as she plays her damsel part. It's amazing!

But you say she needs to be gagged, too, so she doesn't call for help. Mom goes along with that as well and winds up cleave-gagged with a robe sash. She makes the best damsel expressions as she continues to pose for you, sometimes concerned, sometimes smiling. She's the best mom in the world!

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

August 7, 2025 -- (720p - 8:30 min.) Nanny Natasha Flade & Office Mom Kylie Samone Bound Back-to-Back for Mad Scientist Game, then Dad Comes Home for Fun! Classic Bondage from 2002 - Now in 720p for Highest Quality!

2 Updates This Week! Up next this week we have a newly re-edited video in 720p! Kelly (Natsha Flade) is little Joey's nanny. It’s Kelly's job to entertain her charge, but she’s finding out that Joey just likes to play different versions of the same game where his babysitter always gets tied up and gagged! And Kelly loves to indulge him! But this time, Joey's mom Laura (Kylie Samone) returns home from her job at the office to find the nanny all tied-up and stuffer gagged on the floor!

Kelly is worried she might be in trouble! But Joey's mom thinks it's funny and asks her son what's going on. Joey doesn’t miss a beat. It's an opportunity to tie up mom, too! Keeping up his mad scientist shtick, he says to his mom, “Now I have to tie you up, too!"

"Oh, you will, will you?” Laura says with a smile. She laughs and holds out her hands to be tied up, going along with her son's game. The scene cuts to mom and babysitter tied up together, bound back-to-back, hands tied in front and roped tightly to their thighs. Looks like even mom allowed a stuffer-gag, too! Both ladies struggle like real damsels-in-distress for Joey’s entertainment, and they look so damn good doing it, too! We get great shots of Natasha's bare feet contrasted with Kylie's high heels and office attire.

After a while, Kylie’s husband (Isaac W.) returns home to find the two lovelies tied up and gagged on the floor. Natasha is worried what he might think, but he just laughs. Then he ungags his wife to get the story. Laughing, she tells him they were playing Joey's mad scientist game just for fun. Then her husband re-gags her just for his fun! He tells them his son did a good job, but looks like they need another two hours like this. Kelly and Natasha try to protest as Isaac strolls off, leaving mom and babysitter to struggle some more, but now just a little bit angry!

Some cute outtakes included at the end!

Kylie Samone is wearing office attire: pantyhose, Mary Jane heels, and a business suit. Natasha Flade is barefoot in a miniskirt sleeveless turtleneck sweater in this MILF bondage and babysitter bondage video all in one!

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

August 7 - REAL-LIFE Babysitter Bondage Game! Natasha Flade Tied-Up Barefoot in Jeans & Cleave-Gagged! 59 New High-Res PHOTOS! (2,200 Pixels to a Side)

2 Updates This Week! Up first in this week's update we have a photoset from a real-life babysitter bondage game.

“Escape, huh? Let me guess how this goes. You guys get me all tied up and I have to get loose, right?” That’s how this photoset begins with nanny Natasha Flade playing along with a real-life game for Isaac W.'s birthday. Natasha is standing, barefoot in jeans and a tank top (with plenty of nips!). She tells you to get your ropes and poses playfully as you proceed to wrap several miles of rope tied sloppily about her everywhere! She dances and poset. She’s having lots of fun!

Then you approach her with a scarf. Nanny Natasha tells you that a gag has nothing to do with this game. But you boys insist, saying that she shouldn’t be able to bite at the ropes like that. Smiling, Natasha relents and agrees to be gagged. Now she's cleave-gagged and mmphing for the boys’ benefit. She wriggles in the ropes and tries to hop away. But she’s captured!

And now your nanny is bound seated on the floor with her lovely bare soles pointed straight out! Closeups of her cleave-gagged face and perfect soles are plenty! At the end, she gag-talks that she lost the game, she couldn’t get loose!

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

July 29, 2025 - TWO UPDATES THIS WEEK! Natasha Flade Tied-Up by Chloe's Son While Babysitting After Work, Chloe Comes Home to Get Her Topless & Play With Her! 61 NEW Photos + 1,200 Word STORY!

I was at the office when Chloe called me. It was a call, not a text, so I knew it was important, so I picked up.
“Sorry to hit you up at work, but I really need a favor. I have to step out and I can’t take Jackson with me. Is it possible you can watch him until I get back? I’ll be gone an hour or two. No more. Promise.” [...] She paused. “One more thing. Jackson has been really into tie-up games lately. He had me all tied up to the chair in the den the other day. Just so you know, he might try to get you to play.”

I laughed, picturing Chloe all tied up at Jackson’s hands, maybe with a gag in her mouth but I didn’t ask for details. "That’s fine. Jackson can capture me if he wants. He’s a sweetie.” [...]

“You may come home to find me bound and gagged.” Now Chloe laughed. “I promise to rescue you.” [...] I went upstairs to find Jackson. [...] So, do you want to play a game or something until Mom gets back? How about your favorite board game?” Jackson shook his head. “I don’t think so.”

“So, what, then?” He scratched his curly brown hair, pretending to think on the issue. “How about ransom?”

“Ransom? How do you play that?” I decided to play dumb.

“Well, I play like I’m a kidnapper, and I tie you up and hold you for ransom.”

“Tie me up? What would your mother think, coming home to find me all tied up?”

“She plays this game with me. She would think it was funny.” I chuckled. She would, indeed. “Okay. I’ll play and you can tie me up. How do we start?”

# # #

Chloe appeared at the top of the stairs and laughed, seeing me in my predicament. “Glad to see you two having fun.” She turned to Jackson. “Did you clean your room? You were supposed to have that done.”

Jackson looked to the floor. “No.”

“Well, get downstairs and get to it. I don’t want to see you back up here until your room is spic and span.” He sighed. “All right.” He got up and headed downstairs, but not before turning around one more time to take a good gander at me sitting there tied up and gagged. Chloe giggled again. “Thanks for being a sport and playing his game.”

I nodded, “Mmm-hmmm.” She kneeled in front of me. “You do look hot all tied up.” I rolled my eyes. Chloe began unbuttoning my top. What was she doing? “Hey,” I said through my gag. She placed a hand over my lips. “Shhh. We don’t want Jackson up here. I need to see your titties.” Chloe went back to the buttons. [...]

The entire story and all 61 high-res photos are in the member area!

2 UPDATES! PHOTOS AND VIDEO! What a day to buy a pass and become a lucky Babysitter Bondage member!

Real-Life Babysitter Bondage Game! Natasha Flade Bound and Gagged in Red Sweater Dress, Pantyhose & Heels! Classic Bondage from 2005 – Now In 720p for Superior Quality!

Up first this week we have a video from a real-life babysitter bondage game that Natasha Flade did for Isaac's birthday. (The accompanying 56 high-res photos are in the member's photo section (July 19, 2025). This was shot in 2005, back when no-one could download a video more than a few minutes, and so it begins after you have your sitter all tied-up. Although it's short and sweet, the emphasis is on sweet!

Natasha Flade is your babysitter today. She's wearing a tight turtleneck sweater dress, pantyhose and high heels. Her mouth is stuffer and she's cleave gagged with a long scarf on top. Earlier, you had her stand and turn around to have her hands tied. Now there's tons of rope everywhere about her chest and thighs. You love how her boobies stick out tied-up like she is! Your pretty babysitter tried to hop away, so you told her the bad guys have made a call to take her away and she best try to get loose before they return!

Natasha puts on an awesome damsel show for you! She wiggles everywhere all over that sofa: sitting, then laying on her side. She shows off those sexy high heels and her lovely gagged face. She's the best pretend kidnapped damsel ever! It's so awesome to play a real-life babysitter game with sexy Natasha Flade!

2 UPDATES! PHOTOS AND VIDEO! What a day to become a member of Babysitter Bondage!

July 20, 2025 - 2 Damsels! 2 Photo Sets! REAL-LIFE GAME! Babysitter Natasha Flade Tied in Sweater Dress & Heels PLUS Office Mom & Friend Britnigh Banks Play Tie-Up After Work, Their Heels Fall Off! 104 NEW Photos! (2,200 Pixels to a Side)

TWO PHOTO UPDATES THIS WEEK! In the first photoset we have 48 gorgeous photos of beautiful blonde Britnigh Banks and hot redhead Natasha Flade. And it goes like this:

It's your lucky day! When your Mom got home today from her office job, her hot blonde friend Britnigh Banks was with her! You always ask your mom if you can tie her up when she gets home, but now there's two to ask to play! To your surprise, Britnigh smiles and agrees. She thinks it will be a lot of fun! And boy of boy, it sure is! You tie them up together with their arms attached to each other and give them stuffer gags with a cleave on top. Natasha and Britnigh play up their damsel roles for you. They look so cute with their wide damsel eyes and expressions. Mom kicks her heels off and shows off her stocking feet. Then Britnigh's shoe falls off, so now you can see both their pantyhose-feet!

Then you hear Dad come in downstairs! When he sees what you've been up, he just laughs and says you're a great son to leave him a double present like this. He tells you to leave for a bit so he can play with the office mom and her friend by himself for a while. Sullenly, you go to your room, but you can hear the peals of laughter from the loft...Wish you were old enough to play Dad's games! Oh well, someday!

In the second photoset, we have 56 photos from a real-life babysitter bondage game. Natasha Flade is your babysitter today. She's wearing a tight turtleneck sweater dress, pantyhose and high heels. Her mouth is stuffer and she's cleave gagged with a long scarf on top. At your request, she stands and smiles, then turns around to show off her hands tied behind her back. There's tons of rope everywhere about her chest and thighs. You love how her boobies stick out tied-up like she is! Your pretty babysitter is having so much fun as she tries to hop away!

But she falls down onto the sofa, where she poses for you: sitting, then laying on her side. She shows off those sexy high heels and her lovely gagged face. Natasha puts on the best show for you, looking damsel-concerned at times, but mostly smiling and enjoying herself. And so are you! It's so awesome to play a real-life babysitter game with sexy Natasha Flade!

2 Updates! 2 Damsels This Week! What a day to buy a pass and become a lucky Babysitter Bondage member!

July 12, 2025 -- (1080p - 6:45 min.) Mom Natasha Flade & Friend Chloe Night Hogtied Barefoot in Robes for Video School Project! Classic Bondage from 2008 - Now in 1080p for Superior Quality!

2 Updates This Week! Up next this week we have a new 1080p video! Your mom's hot blonde friend, Chloe Night, spent the night at your house. Your Mom (Natasha Flade) and Chloe just got up from a girl's night of chatter. They're in their robes and barefoot. As they head into the kitchen for some coffee, you asked if they could help you with your school video project. You're supposed to be making a commercial about home alarm systems and want to demonstrate the pitfalls of not owning one.

Your mom knows this so-called video project is likely just a ruse to get her all tied up again, since it is your favorite thing to do after all! And she enjoys endulging you. But she's a bit worried what Chloe will say about this tie-up business. But Chloe just smiles and says, "Why not? What harm can it do?" The two ladies will soon find out!

Excited, you run and grab your bag of ropes and rope your mom and her friend into barefoot hogties. You tell them to pretend a robber got them because they never bothered to buy an alarm system. Now this robber is especially tricky: he tied the women together at their forearms to make sure they don't get loose! They both have been gagged with knotted cleaves, too.

Natasha and Chloe play up their parts really well! They roll and wiggle as best they can and mew and mmph dramatically. What an awesome sight! But then you disappear...The front door slams...What the heck?! Natasha and Chloe are more than a bit upset at this turn of events! They struggle for real now (and their boobies popping out!). Your mom has no clue what her son is up to, but one thing's for sure: you better hope they don't get loose before you return!

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

July 12 - Barefoot Babysitter Natasha Flade Plays REAL-LIFE Game! Tied-Up in Sundress and Cleave-Gagged!
48 NEW High-Res Photos! (2,200 Pixels to a Side)

2 Updates This Week! Up first in this week's update we have a never-before-released photoset from a real-life babysitter bondage game. Natasha Flade is your babysitter today. She's barefoot and wearing a cute sundress. Her mouth is gagged with a scarf. She stands and smiles, then turns around so her hands can be tied behind her back. Your babysitter is having so much fun!

At your request, she sits down and her ankles are tied crossed with her lovely bare feet and soles sticking right out at you! Natasha poses some more, looking surprised and contemplative at times, but mostly smiling and enjoying herself! And so are you! Your barefoot babysitter is so darn hot tied-up and cleave-gagged on the floor!

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

July 2, 2025 -- (720p - 8:30 min.) Mom Natasha Flade Plays Escape Challenge Game! Scoots Down the Stairs, Uses Bare Feet to Get Away! Classic Bondage from 2008 Digitally Remastered in 720p for Superior Quality!

2 Updates This Week! Up first this week, you convinced your Mom Natasha Flade to let you tie her up and then try to get away! You want to see if she can escape. Mom accepts the challenge and lets herself be bound hand and foot in her miniskirt and little top. You make her challenge harder by binding her elbow tightly and wrapping more ropes above her knees.

You tell her she’s been kidnapped and must get loose before the bad guys return. Natasha really plays up her part of the damsel in distress! She crawls and scoots down the stairs, with lots of closeups of her soles and her cute panties poking out! Mom finally makes it to the front door and uses her bare feet to try to turn the door knob, but she doesn’t succeed.

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

July 2 - Office Mom Natasha Flade Chair-tied in Red Suit & Stockings, then Her Heels Come Off! 83 NEVER-BEFORE-RELEASED Photos! (2,200 Pixels to a Side)

2 Updates This Week! Up first in this week's update we have a photoset from a real-life babysitter bondage game. They were shot on a lark one day for Isaac W.’s birthday. He told Natasha his fantasy and she just ran with it, adlibbing everything. The game begins with office mom Natasha Flade in her red secretary suit, pantyhose and high heels. She's standing as she teases you, pretending to ponder your request to play a tie-up game. Then she throws her hands up into the air and does your bidding. She turns and crosses her hands behind her back to be tied up.

Your mom poses like that for a bit, then she winds up chairtied! Her hands are tied behind the chair back, her ankles bound and tethered to the base of the chair. Natasha vacillates between surprise, concern and amusement. She really enjoys putting on the damsel show for you and goes along with your request to tie her up even more! Now she's strictly tied to that chair with ropes wrapped everywhere about her chest and lap. She poses more, making the best damsel expressions ever. Then her heels fall off! You don't mind, in fact, you LOVE it!

For your final request, Natasha gets OTM gagged with a thick black scarf. Our office mom looks simply smashing! We get lots of closeups of everything: pantyhose feet, lacy thigh-high stockings peeking out, the tight rope work. She's looking right into the camera at you with her beautiful and wide damsel eyes, smiling a lot then pleading to be released. Natasha knows that really turns Isaac on. (And you, too!) At the end, she gag-talks that you should let her go now. But you don’t plan to let her loose. We think she knew that the entire time, but Natasha’s not one to turn down a request to fulfill your real life MILF bondage fantasies!

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

June 26 -- (720p - 2:40 min) Classic Bondage from 2000 – Re-Edited in 720p for Superior Quality! Up next in this week's update, we've got two young college girls, Tabitha Katz and Olivia Simon (first time tied!), bound and gagged in a university apartment. Short but sweet, this video is sure to get your blood flowing!

As a little background here, Tabitha introduced producer Isaac W. of Centaur Celluloid to Olivia; it turns out that they both had had the same babysitter when they were growing up!

Olivia offered up her university studio apartment for a bondage shoot and agreed to be tied-up together with Tabitha. So Isaac bound and ball-gagged the two hotties back-to-back on a little table: hands bound in front and tethered to their laps, ropes wrapped about their chests, ankles tied. Both girls are scantily clad in skimpy shorts, miniskirt, and little flimsy tops. The newbie Olivia Simon is barefoot, but Tabitha kept her heels on.

They really entertain us with their helpless struggling and mewing. There's great close-ups of the tight ropework, their ballgagged faces, bare feet, heels, body slides of their tight young bods!

Since this was shot way back in the day of dial-up internet, the video had to be kept pretty short. This is how bondage video got done back in the aughts - short and sweet but with lots of emphasis on sweet! If you're looking for some great classic bondage of college girls from the 2000s, this video is for you! Although the runtime is only 2:40 minutes, you won't find better vintage bondage footage or hotter chicks! Enjoy!

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

June 25 - Busty Babysitter Chastity Rhoades Tied & Tape-Gagged in Denim Miniskirt and Pantyhose, Her Boyfriend Arrives to Get Her Topless! 47 NEW Photos (2,200 Pixels to a Side!)

Up first in this week's update is beautiful and busty babysitter Chastity Rhoades. And boy oh boy, she sure is hot! She always wears these skimpy tank tops and you can see her cleavage everywhere! How many fantasies you've had of her boobs just popping right out! But the best part is that she always lets you play your favorite game: tie-up! Today you're a CIA agent and you suspect she's KGB. You tell her you have to keep her captive as part of a sting operation.

Chastity laughs at your imagination, but she goes along like she always does and soon finds herself tied up on the sofa. You bound her wrists behind her back, her thighs are roped just above the knees, and you tied her ankles apart to the sofa legs. A red tape-gag seals her lips. She looks simply smashing!

Chastity poses and plays her part of the kidnapped damsel and her expressive eyes make you think you're going to faint! She leans over as she playfully struggles in her bonds and for a minute, you think your dream of her titties popping out will come to fruition, but nope... Still, you're mesmerized! Her denim miniskirt hikes up a bit so get some peeks at her panties, and her wiggling pantyhose-clad feet are the icing on the cake. It's bondage sensory overload!

Then the doorbell rings. It's her boyfriend! You're worried what he'll say, but to your amazement, he's more than happy to see Chastity all bound and gagged. "Wow, you left a present for me!" he says with a wink. Then he tells you to scram for an hour so he and Chastity can be alone. Reluctantly, you sulk off into your bedroom. But you can hear delighted squeals coming from the loft. You drift away into your fantasy land, waiting for the day when you can play those kinds of games with your hot babysitter!

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

June 9 - Mom's Smoking Hot Friend, Justine Adams, Hogtied & Triple Gagged in Stockings, You Fantasize She's Half-Naked! 41 NEW High-Res Photos (2200 pixels to a side)!

Mom's friend, Justine Adams, is smoking hot! Damn, that girl could set the house on fire. She sure sets you on fire! Today, your mom had some errands to run, so she asked Justine to watch you for a while. You can't believe it. You get to be alone with Justine.

Justine doesn't know it, but you have a little secret: you fantasize about tying her up. With your mom away, you decide to take your chances and go for it. You ask Justine if she'd like to play a game where someone breaks in to rob the place and they tie her up so she can't call for help.

Justine thinks about it for a minute, then she smiles and agrees. Wow! You're in heaven! So now you have her strictly hogtied on the bedroom floor with her elbows bound. She makes the most delicious pouty damsel expressions. Just amazing! Then you ask Justine to open wide her mouth and in goes a wad of cloth. Justine's eyes grow wide as she gets cleave-gagged next. But you're not finished yet! Next, you add an OTM gag on top. Now she can't call anyone for help. In fact, all she can do is make little mews through those huge gags you gave her!

Justine rolls and wiggles around, showing off her stocking feet. Her dress hikes and you see her thong panties poking out. You don't let her know, though...Why ruin a good thing, right? Then you wander off into fantasy land where Justine's dress slips down to reveal her gorgeous boobies. Her dress slides up even higher, so you can see her hot ass, too! Justine's not aware that you're imagining her half naked as she continues playing up her role as the bound and gagged damsel who got tied up by some bad guy.

What a day to become a member of Babysitter Bondage!

May 28 - Hotties Danielle Trixie & Natasha Flade Play Home Intruder, Get Tied Barefoot to Railing, then Dad Comes Home to Get Them Topless! 44 NEW High-Res Photos (2200 pixels wide)!

2 Updates This Week! Up first this week we have 44 photos of two hot AF babes, Danielle Trixie and Natasha Flade. Your Dad hired two of the most smoking hotties he could find to watch you while he works. You're pretty sure he just hired them because they're young and gorgeous. That sweet old grandma he fired did a fine job...No, she wasn't smokin' hot, but she let you play your favorite game: tie up the babysitter!

So now here you are with these two newbies and you're not sure if they'll go along with your fave game. But you take a deep breath and ask if they'd like to play this game where you pretend you're a robber and you break in and hold them up. Your Dad told them to keep you entertained, so Danielle and Natasha agree. You explain the game and have Danielle stand at the balcony rail so you can sneak in and handgag her! Now that blonde Danielle is barefoot in little shorts and a tight tank top. She's not even wearing a bra, which makes it hard for you to concentrate!

But you really want to tie her up! So you pretend to grab and drag her to the floor. She had to kneel first at the railing because she's taller than you. (Hey, you're creative.) Then Danielle winds up cleave-gagged and tied seated on the floor to the railing, her hands bound behind her, her bare feet and soles sticking straight out. Just the way you like it!

Natasha Flade is pretending to be Danielle's roommate. She's barefoot and wearing shorts, too. Natasha pretends to come home and finds her friend all tied up and gagged! She rushes over and tries to untie Danielle, but when she bends down, you jump her and handgag her! Then she suffers the same fate as her pretty blonde friend, Danielle, so now you have your two beautiful babysitters tied up barefoot and in pretty tight bondage, too. You've been practicing! Both are cleave-gagged with their pretty soles on display! You tell them to struggle for a bit before the big, bad robber returns. Danielle and Natasha laugh. They think this game is cute and so they mew and wiggle. They're so amazing!

But then your Dad returns home unexpectedly! Your mind is racing; what's he going to say when he sees you have the new babysitters all tied-up and gagged? You rush to untie the girls, but your Dad is already there! Wait a minute...your Dad's the one who gave you the idea for this particular tie-up game. He even bought you brand new rope. You're not stupid. You're thinking now that Dad just wanted you to tie the new sitters up for him! He tells you the game has a new ending. But you can't watch until you're 18. Uggh! You can't believe your Dad stole these gorgeous girls for himself! You sulk and go into your room to fantasize about what your Dad is doing with those girls.

What he's doing is this: Dad tells the ladies he's playing the big, bad robber now. But no worries; they'll each get a $200 tip for their trouble! Natasha and Danielle exchange looks. What's this situation they've gotten themselves into? And he doesn't think they're for sale, does he? He seems pretty cool and $200 is a lot, so they tell Dad to just keep his hands off their goods. Dad agrees, happy just to see their lovely titties. He pulls their tops up and the two damsels struggle while Dad watches it all: amazing shots of their bare feet and soles, gagged faces, and jiggling tits! Spoiler alert: Dad gets some feelies in of those boobies in the video to this photo set!

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

May 28 -- (12:12 min) Classic Bondage from 2008 – Re-Edited in 1080p for Superior Quality! Creatively shot POV-style from YOUR point of view! Nanny Natasha Flade (barefoot in jeans and a cute ski top) is watching her new boyfriend’s sons for the day. You ask to play a game of "spy" where she's the bad spy who's taken prisoner by the good spies (YOU!). Natasha laughs and throws her hands up with pretend fear. She's soon chairtied with her hands behind the chair back, her bare feet bound and ropes about her lap.

Now it's time to gag her! Natasha says she'll be good and you don't have to do that. But you don't listen! Her mouth is stuffed with cloth, then tons of duct tape are layered on top! She’s not happy about this state of affairs and protests vehemently in gag talk, but you can't make out what she's saying because her tapegag is so huge! Being the naughty boys that you are, you secure her to the chair with yards of duct tape and electrical tape wrapped everywhere. She’s truly helpless now! You guys leave and Natasha mmphs and struggles hard in her tape bondage, rocking that chair back and forth so hard she nearly breaks it!

When Natasha’s boyfriend, Isaac W., returns home, he finds her all taped up to the chair! Natasha tries to tell him to get her out of this mess, but his boys have his new girlfriend just the way he likes her! He takes advantage of the situation and uses a knife to cut holes in her top so her boobs poke out. Then he fondles and kisses her tits. Natasha is getting annoyed, but Isaac is having a really great time! He grabs another chair and props her bare feet atop it and ties them with her soles sticking right out. How tempting they are! He starts tickling her soles. Being extremely ticklish, Natasha's squirming all over the place and wiggling her bare feet frantically! She doesn’t like being tickled! But Isaac's having the best day of his life!

He leaves to go see what his two boys are up to, leaving Natasha bouncing and scootching her chair about in her efforts to free herself. She can't believe her boyfriend just left her like this! She’s not getting very far, though, which is okay with us as nothing's finer than a barefoot Natasha Flade tied and tapegagged with her bobbies hanging out!

May 22 - 2 Damsels! 2 Photo Sets! Dad Teaches You How to Hogtie Babysitter Danielle Trixie! PLUS Cousin Connie Sims Tied Barefoot then Her Boob Pops Out! 80 NEW High-Res Photos (2200 Pixels Wide) + 1000 Word STORY!

Point-of-View of Dad: I had left the babysitter, Danielle Trixie, in charge of my son Bentley as I ran a few errands. When I came home, she was on the floor with a scarf tied in her mouth! I was shocked in the best possible way! I mean, this babysitter is seriously hot. I could tell she was cool with the game by the pretend horror in her eyes. I laughed at her predicament and Bentley was happy to show off his captures. I was about to tell him that he shouldn’t be gagging the babysitter, but then I stopped as an (probably inappropriate) idea sprang into my mind. “Hey, Bentley, you want to see how to hogtie someone?”

“Yeah!”

“Mmmm?” said the sitter, her blue eyes wide. I helped Danielle to her feet and walked her into the bedroom. Danielle was cool with this new part of the game as I told her to lay down on the floor. She obeyed, looking up at me with the biggest and most beautiful damsel eyes I think I’ve ever seen. She was cool with it all as I tied her ankles together. Then I rolled her onto her belly and roped her bare feet to her bound wrists for a nice, tight hogtie. Bentley just stared at us the whole time. I think he was too enraptured to do much else. [...]

That’s when I decided to go for it. I told Bentley to inform his captive that the ransom money hadn’t come in and so he couldn’t untie her just yet. She pretended to be shocked (or was it just pretense?) that she wasn’t going to finally get untied. Then Bentley left and I gave him $50 bucks to run down to the arcade for an hour.

I thanked Danielle for being such a good sport and shoved a $100 buck tip in the back pocket of her jeans. Yeah, I know that’s a lot, a real lot, but watching this hot babysitter hogtied on the floor, let’s just say that it was more than worth it. Especially with what I had planned. I asked her if she was okay if I pulled her top and jeans down just for a bit. Danielle gave me a look. She probably thinks I’m a huge perv. I am, but whatever, right? And hey, I just tipped her $100! [...] The whole story is in the member area!

In the second photo set, your hot cousin Connie Sims is watching you for the afternoon. She's pretty lazy and was just laying around on the sofa. She looked so hot like that in her super short denim shorts, and a top that barely covered her huge boobs. I mean, come on, they were practically falling right out of her top! She looked up at you with a bored expression on her face. "You want to play a game, I take it?"

I nodded and asked if we could play robbers. "Again?! You just like tying me up!"

Well, yeah, of course I do. Connie went along and soon found herself bound and gagged, her bare feet dangling off the end of the sofa, and a huge stuffer gag in her mouth! She's pretty good at playing up her damsel role, I'll give her that.

Then something amazing happened! Connie didn't notice, but one of her nipples had escaped. I didn't say anything. I know that's not nice, but whatever. I'm just a boy, right? But eventually, she looked down and saw her tit poking out. She gasped and her eyes grew even wider. "Cover me up!" she tried to say but it was all muffled by that huge gag. I pretended I didn't understand what she say saying and tried not to laugh as her struggling got a big more frantic.

That's when Dad came home! Cousin Connie sure was embarrassed to have my Dad find her tied up and gagged and her nipple poking out! He gave me a lecture and told me the game was over. He's going to untie my cousin. Or so he said...

2 Damsels! 80 NEW High-Res Photos + STORY! What a day to be a Babysitter Bondage member! ALL these exclusive, brand new pics plus the entire story are yours today if you buy a PASS!

May 13 - (1080p - 8 min.) TWO DAMSELS! TWO UPDATES! Barefoot Nanny Natasha Flade Plays Cops 'n Robbers! Tied With Jump Ropes & OTM Gagged In Sundress! Classic Bondage from 2002 – Digitally Remastered in 1080p for Superior Quality!

TWO UPDATES THIS WEEK! Up first, we have a video that is especially dear to me (Natasha Flade). Isaac W. had an idea to shoot a movie that was entirely from the boy’s point of view, voice and all. No one had done such a thing in the bondage world. “The Nanny” was an immediate hit and, I believe, set the tone for my career in the years to come. I poured my heart into the digital remastering of this footage so my fans could enjoy a superior video. I hope you enjoy it as much as I do. ❤

Natasha Flade plays Kelly, who's been hired to babysit Joey and entertain her little charge. The video begins with Joey sneaking downstairs as he explains how much he's been dying to tie up his beautiful babysitter. He's been too shy to ask, but today he finally gets his nerve up. He approaches his nanny, who's on the sofa reading. She's wearing a sundress and barefoot. Kelly smiles and asks if he'd like to play a game or go to the park. Joey takes a deep breath and says he'd really like to play a game called cops 'n robbers and explains that first he's the robber, then he comes back as the cop to rescue her.

Kelly isn't quite sure about letting her charge tie her up, but decides it's harmless enough and plays along. Joey pulls his toy gun and Kelly throws her hands into the air, then holds them out in front to be tied up. Soon she finds herself bound hand and foot with jump ropes! Our nanny playfully struggles as the "robber" burgles the house. Then she starts to call for help. Joey can't resist this opportunity! He wasn't planning on gagging her, but she's practically begging to be gagged! And now our nanny is OTM gagged with a thick white napkin, detective style.

May 13 - 72 High-Res PHOTOS! Blonde Babysitter Justine Adams Tied on Sofa in Miniskirt, Boyfriend Arrives to Get Her Topless & Have Some Fun! 2200 Pixels High - Perfect for Your Huge Smartphone!

TWO UPDATES THIS WEEK! Up next in this week's update we have 72 gorgeous photos of beautiful blonde Justine Adams. And it goes like this:

It's your lucky day! Your mom left to do some errands and asked that hot AF blonde chick down the street to watch you. Justine Adams strolled on in wearing a tight-ass top, strappy summer high-heels, and a miniskirt so short you could see her panties poking out! Damn, she's so smoking hot you think the house is gonna catch on fire!

She greets you with a smile and you can barely reply, you're so flustered. But your mind is racing a million miles a second with all the things you've dreamed of doing if ever you were alone with Justine! Now's your chance! She asks you what you want to do for the afternoon and you blurt out, "Do you like to play robber games?"

"Robbers? How's that game go?" Justine asks you.

You say you'll show her and run and grab your bag of ropes. Justine's surprised when she finds out you plan to tie her up! But she's sweet and goes along. You tie her hands and ankles, then attach her wrists to her knees. You hope she doesn't notice you staring at her undies while you're finishing up those knots...Or her cleavage pouring from her top...

Justine makes the most perfect damsel! She poses and pouts for you, pretending she's been robbed and all tied up by some bad guy. She tries to call for help, getting into the game. Great! That's your cue to say she's got to be gagged, too! So she gets a knotted scarf between her lips. She poses and pouts some more, wriggling in those bonds you tied so well.

Then the doorbell rings. It's her boyfriend, James. He thought since no one was home, he'd stop by and have some fun with Justine. Crap. Just what you need. A third wheel. Justine's sort of nervous what James will think about her being all tied up and gagged -- and by a kid no less! But when James sees Justine, he grins and tells you thanks! Turns out he's always wanted to play bondage with Justine, but he was too shy to ask. Now you've done the hard part and James can have some fun! He tells you to come back in an hour and locks the door behind you. Man, you wish you were in that room. Sure sounds like they're having lots of fun. You sit in your room and fantasize that Justine's still tied up on that sofa, but now with her boobies hanging out!

2 Updates! 2 Damsels This Week! What a day to buy a pass and become a lucky Babysitter Bondage member!