September 9, 2025 - Mom Natasha Flade Post-Tied Outside! 27 BRAND NEW Photos (2,200 Pixels High)

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!

September 9, 2025 - (720p - 15:30 min.) Ebony Babysitter Jasmine Taliana Tied-Up for Game, then Molested, Spanked & Tickled by Your Mom & Her Hot Blonde Friend! NOW In 720p for HIGHEST QUALITY!

Ebony babysitter Jasmine Taliana let herself get into a real bind! She’s watching TV on the sofa when her charge comes in and asks if she would like to play a game. Jasmine agrees. She’s approached with a toy gun and ordered to pout her hands up. Babysitter Jasmine holds her hands up and plays along. She 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 OTM gagged face.

The kid’s mom, Natasha Flade, and her hot blonde friend, Kordelia Devonshire, return home to find the sitter bound barefoot and gagged in her denim miniskirt and sweater! They laugh at at her situation, then the two ladies 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 silecned, they can really get down to business!

Poor Jasmine is stripped topless, then her miniskirt and panties pulled down! She’s mostly naked now and completely at their mercy. Kordelia and Natasha take turns tormenting Jasmine by tickling her bare feet, 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!

September 1 - 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!

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

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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!

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 gorgeous 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!

August 23, 2025 - (1080p - 9:30 min.) REAL-LIFE Babysitter Bondage! Barefoot 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?!

Some cute outtakes at the end!

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

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