Archive | Blindfold

Lydia Black Drugged and Raped

From a Custom Video: Lovely little Lydia checks into a BnB for a night to herself, or so she thinks. […]

Kira Noir Re Trained

From a Custom Video: Kira Noir has failed her Master. He loaned her out and she was returned as an […]

Kira Noir in “Blackmail Backfire”

From a Custom Video: Kira Noir flirts her way into an embrace with her professor then snaps some blackmail photos […]

Blair Williams Punished

From a Custom Video: Amazingly sexy Blair Williams (my Custom Video guys sure do have great taste!) Is sent back […]

Jessica Jaymes and the Hood

Legendary Jessica Jaymes returns for a 7th installment in her slave training series. The once proud district attorney has been […]

Makayla Cox In Hell

From a 3-part Custom Video: Makayla Cox must have lived a sinful life to end up in this special Hell, […]

Cupcake SinClair Blindfolded Bootworship

She kneels at my feet, naked, submissive, patient, perfectly trained. When I give the barest nod she eagerly slides to […]

Makayla Cox Interrogated

From a Custom Video: Makayla Cox finds herself half-naked, tied to a cross, unsure where she is. A man comes […]

Nikki Delano & Tia Cyrus, Sister Slaves!

I don’t even know where to start with this one. It’s a Custom Video, and one of the most amazing […]

Tia Cyrus and the Training Hood

Yet another custom video from one of my awesome benefactors: Tia Cyrus’s continuing story of sexual slavery, complete with chains, […]

Tia Cyrus Trained

Yet another awesome Custom Video featuring the amazing Tia Cyrus: Master is never satisfied with slave Tia’s performance and he […]

Jessica Jaymes in “Master’s Rage”

Four part series from a Custom Video: The continuing story of Slave Jessica Jaymes’s training at the hands of her […]

Tia Cyrus in “Caged”

From a 4-part Custom Video: Tia Cyrus kneels in her cage. She was once a free and powerful woman, now […]

Tia Cyrus Punished

From a Custom Video: Part 1 Tia Cyrus hires a private detective to blackmail her husband. Little does she realize […]

Jessica Jaymes Learns a Lesson

From a Custom Video: This is actually a sequel to my first Jessica Jaymes Custom. She is now a bought […]

Alex Chance, Abducted Sextoy

From a Custom Video: Alex Chance uses her charm and her big tits to get through life… until a seemingly […]

Holly West, Extended Training

Another repeat-business Custom Video: Holly West is Tim’s captured slave, but she fails to please him so it’s time for […]

Mika Tan, Assaulted Analyst

From a Custom Video: Mika Tan the Psychiatrist works up a profile on Tim Woodman. She thinks he is delirious […]

Angel Dark in The Judge’s Wife

From a Custom Video: Angel Dark plays the trophy wife of a Judge who tried to take on the Slave […]

Jessica Jaymes Busted

Jessica Jaymes plays the stuck-up DA, determined to break up Tim’s slave ring. Tim catches her, sticking a gun in […]

Kiki Daire Suspended at Gunpoint

Kiki Daire sits tied up in a prison cell when the Villain enters. He slashes her dress away while she […]

Madison Scott Snared

Sexy Supermodel Madison Scott thinks she’s too good for Tim, but he breaks into her apartment and forces her to […]

Diana Prince in Training The Boss

Diana Prince thinks she’s been hired to take over the company and fire Tim, but she soon finds out she’s […]

Riley Evans Office Slave

Riley uses her tits to get her way around the office, but all that’s about to change. Tim is working […]