Tag: babysitter

Posted on August 11, 2026 by Linda

Models: Leya, Princess Leya
Studio: Princess Leya
Tags: babysitter, crawling on the floor, duct tape around the head, foot contact with objects, foot fetish, hide and seek, hogtie, moans, pov, rope bondage, sock in mouth

File Name: michelle_the_babysitter_pov_bdg.mp4 Format: MPEG-4 File Size: 454 MiB Duration: 21 min 52 s Resolution: 1280×720 (16:9)

Posted on August 7, 2026 by Linda

Models: Misty Addams, Stella Elle
Studio: Tied Tales
Tags: babysitter, bdsm, bondage restraints, bound and gagged, bound orgasms, gag talk, handcuffs, hitachi, hog cuffed, orgasm, rope, rope bondage, shackles, struggling, tied up, wand

Misty Adams steps into an unconventional babysitting interview that feels more like a theatrical adventure than a traditional job screening. The tots she’ll be watching adore role-playing games, and she’s determined to prove she’s the perfect candidate by fully immersing herself in their imaginative scenarios. The first game, “Cops vs. Robbers,” thrusts Misty into the […]

Posted on August 4, 2026 by Linda

Calisa Plans to be Lew’s Best Babysitter

Models: Calisa Bliss
Studio: Calisa Bliss Bondage
Tags: babysitter, barefoot, big butt, bondage, did, gag talk, lew rubens, rope bondage, sponge gag, struggling, tape gag, tegaderm, wrap gag

Lew is in need of a new babysitter. They all just keep quitting because they don’t appreciate the tie up games his evil spawn like to play. Calisa believes she is perfect for the job since she’s dabbled in tie up games before. Lew however isn’t sure. He needs to see that Calisa can really […]

Posted on July 28, 2026 by Linda

You Can t Tie Me Up Tight Enough Athletic Girl Proves Wrong

Studio: Bound Tales of Desire
Tags: athletic girl, babysitter, ballgag, big breasts, bondage, cleave gag, drooling, escape challenge, fit babe, gagged, helpless, muscular woman, rope bondage, struggling, Tight Dress

“She’s the confident, athletic babysitter who believes her toned body and gym-trained strength make her impossible to restrain. ‘You can’t tie me up tight enough,’ she smirks, accepting the dare with total cockiness. Huge mistake. Watch this fit, muscular beauty discover just how wrong she was. We begin with her powerful arms pulled securely behind […]

Posted on July 16, 2026 by Linda

Babysitter Bettie Blanket Mummified and Miserable

Models: Bettie Buxome
Studio: cinchedandsecured
Tags: babysitter, bbw bondage, big boobs, big tits, bondage, bra and panties, cleavage, did, gag talk, gagged women, mummification, struggling, tape bondage, tape gagged

Bettie was looking for an easy way to earn a little extra money, and she thought babysitting would be just the thing! Unfortunately for her, her charges had other plans! After being massively gagged with a mouth full of socks, and several more socks tied over that, she found the entire mass sealed in with […]

Posted on July 16, 2026 by Linda

Curvy babysitter stretched out in Poindexter’s laboratory

Models: Carmen Valentina
Studio: jimhunterslair
Tags: babysitter, backseamed stockings high heels, bdsm, big tits, bondage, damsel in distress, leather cuffs, lingerie, pencil skirt, pov, satin blouse, shiny, stretching, struggling, the rack

Curvy blond Carmen sits on the sofa explaining to her girlfriend why she won’t be making it to the party this weekend. She had landed a pretty lucrative gig babysitting for this rich family and their prodigy son, Poindexter. With the parents away for the weekend all she has to do is provide some adult […]

Posted on July 6, 2026 by Linda

Leggy babysitter captive of Poindexter’s laboratory

Models: Sadie Holmes
Studio: jimhunterslair
Tags: babysitter, bdsm, bondage, damsel in distress, high heels, leather cuffs, lingerie, nipple clamps, rack stretching, struggling, table tied, upskirt, wand vibrator, xxxx orgasms

Leggy Sadie thought she had landed a gig for this rich family babysitting there son for the weekend. She chats on her phone with her girlfriend on how much money she is going to make and all she has to do is make sure the little tike has food and some adult supervision. He is […]

Posted on July 3, 2026 by Linda

Models: Fatima Zasa
Studio: Tony Houston Bondage Paranoia
Tags: babysitter, barefoot, bondage, boobs exposed, did, gag talking, gagged woman, gagged women, hogtied, rope bondage, struggling, tapegagged, toe tied, wrap gagged

Fatima and Alba are two good neighbors although Fatima has only been living in the building where Alba lives for a few weeks; one evening Alba has a sudden commitment and asks Fatima to look after Goran. Fatima gladly agrees, after all she has the evening free and Goran seems to be a calm guy. […]

Posted on July 3, 2026 by Linda

Models: Kloe Love, Natty Love
Studio: Tied Tales
Tags: babysitter, ballgagged, barefoot, bra and panties, chair tie, crop, damsel, did, gag talk, gagged, peril, rope bondage, Sitter, tied together, tied up, torment

Kloe Love, a dedicated babysitter, was tasked with watching over the lively brats while their step-mother, Natty, enjoyed a night out on the town. The young tots, full of mischief and energy, convinced Kloe to participate in a game. The oldest, with a grin of pure mischief, began to tie Kloe up. Initially, she believed […]

Posted on June 16, 2026 by Linda

Please help me I’ve been left tied up by my bratty nieces

Models: Lexi Lane
Studio: jimhunterslair
Tags: babysitter, balltied, bdsm, big tits, bondage, breast bondage, cleave gag, crotch rope, damsel in distress, double gagged, groping, hand over mouth, high heels, shiny, struggling, tied elbows, tied tits, upskirt

Pretty Aunt Lexi sits on the sofa explaining to her girl friend why she won’t be coming to the beach house party this weekend. Seems her siser got called out of town on business and didn’t have a babysitter, so Lexi is stuck watching her bratty nieces all weekend. The girls are being especially bratty […]

Tag: babysitter

Michelle the babysitter – POV

Interview with a Babysitter 2

Calisa Plans to be Lew’s Best Babysitter

You Can t Tie Me Up Tight Enough Athletic Girl Proves Wrong

Babysitter Bettie Blanket Mummified and Miserable

Curvy babysitter stretched out in Poindexter’s laboratory

Leggy babysitter captive of Poindexter’s laboratory

The neighbourliness

Babysitters Misadventures

Please help me I’ve been left tied up by my bratty nieces