Site: Deeper

148 VIDEOS
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Deeper – Tell Her Part 3 – Blair Williams, Jax Slayer, Mick Blue

5.02K Views

Blair sees Haley's message, and raises her one. Directed By: Kayden Kross.

Deeper – Apt 1698 – Mila Monet, Oliver Flynn

1.92K Views

A voyeur in need of an outlet for his kink finds his match in an unlikely meeting through a telescope. Directed By: Kayden Kross.

Deeper – Don’t Ask Me Where I’ve Been – Riley Steele, Oliver Flynn

2.82K Views

Riley turns Oliver's infidelity on him in a graphic payback. Still, their sexual attraction to each other pulls them back together with grim respect. Directed By: Kayden Kross.

Deeper – Dress Rehearsal – Kiara Cole, Manuel Ferrara

1.61K Views

An understudy is overwhelmed when she's called in to perform opposite an infamous actor at the last minute. He uses the power imbalance to his advantage. Directed By: Johnny Faith.

Deeper – Off Script – Haley Reed, Troy Francisco

4.90K Views

Bored and restless, Haley plays a game with an innocent man who stumbles into the theater at the wrong time. Directed By: Kayden Kross.

Deeper – It’s Not Enough – Winter Jade, Rob Piper

4.10K Views

Rob is Winter’s drug in this obsessive reflection on what he does to her. Directed By: Kayden Kross.

Deeper – I Hear You – Alina Ali, Oliver Flynn

2.03K Views

Alina's hookup with her manager at work is interrupted when her boyfriend shows up unexpectedly. "He's just here for a lunchtime quickie," Alina says bitterly. Her manager hands over his earpiece. "Wear this," he says...

Deeper – Starlet – Emily Willis, Jax Slayer

5.50K Views

Emily is a big-eyed girl from nowhere whose boyfriend has a dream. As she carries the weight of helping that dream unfold, we find that there was more to the story than he bargained for. Directed By: Chef.

Deeper – The Devil Wears – Ashley Lane, Naomi Swann, Jax Slayher

5.89K Views

Noami's first time modeling for a famed photographer throws her into a spiral of uncertainty. She finds that the only way to win Ashley's respect is to fight for it. Directed By: Kayden Kross.

Deeper – Bad Company – Riley Reid, Ryan Reid

1.60K Views

A rehearsal in the theater where best friends Ryan and Riley work forces the two to consider the possibility of something more. Directed By: Kayden Kross, Mistress Iris.

Deeper – Hooked – Kenna James, Manuel Ferrara

3.00K Views

Kenna muses on the way she’s falling into the relationship as she loses track of her days spent in Manuel’s bed. Directed By: Kayden Kross.

Deeper – That Pretty Wife – Casca Akashova, Manuel Ferrara

4.20K Views

A gambling addict bets his wife in a high stakes game. His wife intends to show him that the house always wins. Directed By: Kayden Kross, Ken Shiro.

Deeper – Don’t Look – Jill Kassidy, Mick Blue

2.99K Views

After meeting an anonymous member on a fetish community board, Jill agrees to a game. The rule? If she sees him, the game ends. Directed By: Kayden Kross.

Deeper – Women’s Work – Gabbie Carter, Michael Stefano, Oliver Flynn

4.88K Views

Gabbie follows the day through to its natural end, as she does every day, tending to the details that keep her husband's life going and picking him up where he may fall. Inspired by a poem by Sharon Olds. Directed By:...

Deeper – Muse Continuum – Maitland Ward, Manuel Ferrara

6.63K Views

Maitland brings the lesson around on her way to surrendering to the man she'd been holding out against. Directed By: Kayden Kross.

Deeper – Vicarious – Aila Donovan, Mick Blue, Michael Stefano

2.05K Views

A husband lives vicariously through his wife's indiscretions. Directed By: Ken Shiro.

Deeper – Hobby Part 4: Mimicry – September Reign, Sofi Ryan, Manuel Ferrara

2.31K Views

September carries on what her husband began. Directed By: Kayden Kross.

Deeper – Hobby Part 3: Finely Crafted Things – Gabbie Carter, Nia Nacci, Mick Blue

2.75K Views

The more the story unfolds, the more September finds ways to keep her husband alive, and the more she finds ways to honor what she loved in him. Directed By: Kayden Kross.

Deeper – Muse Episode 5 – Adriana Chechik, Seth Gamble

3.23K Views

Resigned to return to her hometown, Adriana relies on Seth’s help to get back. Seth begs her to finish their work before she goes. For everyone, the assignment comes due. Maitland clicks through, and in the process fi...

Deeper – Muse Episode 4 – Lena Paul, Troy Francisco

4.61K Views

As the due date looms, each student takes another look at their approach to the project. Adriana must make a choice. Lena finds a way to make space for herself again. Maitland drives the lesson forward. Directed By: K...

Deeper – Muse Episode 3 – Maitland Ward, Adriana Chechik, Isiah Maxwell, Sly Diggler

12.90K Views

Adriana’s relationship hits a breaking point, sending her running to the only doorstep she can think of in the city. Maitland answers. The two men just behind her wait patiently. Gabbie finishes her work in a rush of ...

Deeper – Muse episode 2 – Scarlit Scandal, Gianna Dior, Rob Piper

6.68K Views

Scarlit is torn between her obligations as a daughter and desire to follow her own path. When she decides to lean into the conflict she finds at the center, an idea strikes. Gianna and Rob help execute it. Lena grappl...

Deeper – Muse Episode 1 – Maitland Ward, Dante Colle

5.36K Views

Acclaimed author, documentary filmmaker, professor, and—Infamously—an activist formerly employed in the sex industry, Maitland Ward’s notoriety precedes her. An educator at heart, she is quick to direct the discussion...

Deeper – Love At First Sight – Kylie Rocket, Mick Blue

6.76K Views

"Violence is never the problem. Love at first sight is." Directed By: Kayden Kross.

Deeper – Hobby Part 2: Show Me – September Reign, Small Hands

1.81K Views

September vacillates between rage and frailty as she forces more details out of Aaron. Directed By: Kayden Kross.

Deeper – Hobby Part 1: Start Talking – Sofi Ryan, Mick Blue

3.13K Views

After his death, Mick's lawyer shows his widow all that's been left for her, including an apartment far outside of the world they shared where for years he'd carried on a hobby in complete secrecy. Directed By: Kayden...

Deeper – At Last – Maitland Ward, Oliver Flynn

5.68K Views

Inspired by poems from Jack Gilbert's "Refusing Heaven," this story follows a powerful woman as she waits for her transgressions to catch up to her. Directed By: Kayden Kross.

Deeper – Tell Her Part 2 – Emma Starletto, Mick Blue

6.20K Views

Mick's wife has met her match in the form of Haley, a more subtle but equally cunning domme. May the best woman win. Directed By: Kayden Kross.

Deeper – Tell Her Part 1 – Blair Williams, Mick Blue

5.51K Views

Directed By: Kayden Kross.

Deeper – She Wants To Know – Adira Allure, Markus Dupree

3.15K Views

When a fan visits his home, Marcus is unperturbed. When he invites her inside, she gets far more than the autograph she was hoping for - an experience she is never likely to forget, and an insight into exactly how he ...

Deeper – Body Double – Elsa Jean, Riley Steele, Jax Slayher aka Jax Slayer

7.94K Views

When they get a body double for her close up shots, they didn't anticipate how intimate it would become. Cheating is not allowed, but when the temperature soars, there's little anyone can do to avoid it, and what foll...

Deeper – Resumed – Halle Hayes, Manuel Ferrara

2.91K Views

The last time he played his games with her, he took it too far. Halle swore him off for good, but now he's back and the temptation is stronger than the lesson she should have learned. Directed By: Kayden Kross.

Deeper – Where were you – Allie Nicole, Markus Dupree

2.72K Views

With everything prepared, Allie waits patiently as the time ticks by. With Marcus having left the office an hour ago, the accusations fly when he arrives home - but not for too long. Directed By: Adria Rae.

Deeper – Compromise – Natalia Starr, Chris Diamond, Mick Blue

5.60K Views

"I have compromised him, I'll admit. I am compromising. And from that, he discovered compromise too." Directed By: Kayden Kross.

Deeper – Flower Girl – Vina Sky, Small Hands

2.08K Views

Small hands is fantasizing about Vina in his bedroom. His fantasy slowly turns into a reality when Vina appears in his bedroom. In the end we are left wondering whether it was all a dream or if it ever really happened...

Deeper – Boys Get Spanked Part 2 – Scarlit Scandal, Aiden Ashley, Jax Slayer, Oliver Flynn

6.08K Views

Aiden discovers her husband's true nature and gives him the deal of a lifetime. If only he'd read the fine print. Directed By: Chef.

Deeper – Familiar Strangers – Scarlett Bloom, Small Hands

2.52K Views

Scarlet has a dark fantasy and Aaron is happy to oblige. Directed By: Adria Rae.

Deeper – Gold Star – Paris Amour, Catalina Ossa, Michael Vegas

1.32K Views

When Paris finds out her girlfriend has a past with men, she reacts with a mix of hurt and jealousy. Catalina isn't good with that. Instead, she directs her to experience a man for herself. Directed By: Kayden Kross.

Deeper – Boys Get Spanked Part 1 – Scarlit Scandal, Oliver Flynn

2.01K Views

Oliver has been leading Scarlit on, and so long as she remains blissfully unaware she's going to fuck him like a champ. Directed By: Kayden Kross.

Deeper – Brat – Lulu Chu, Small Hands

2.86K Views

Lulu has ingratiated herself with a powerful sugar daddy, and his right-hand man bears the brunt of her bratty demands. Eventually, he's had enough, and his reaction might be just what she was waiting for. Directed By...

Deeper – Paper Rules Part 2 – Sky Pierce, Seth Gamble

2.53K Views

Sky finds herself overwhelmed and left behind when she joins a new dance company. The head dancer's intentions aren't entirely clear, but her advice is. Directed By: Kayden Kross.

Deeper – Pain – Addie Andrews, Mick Blue

3.93K Views

Addie finds herself at a doctor's private residence after a fall on a backpacking trip in a remote part of Europe. Slowly, the two come to bond over their shared respect for pain. Directed By: Kayden Kross.

Deeper – Paper Rules Part 1 – Brooklyn Gray, Markus Dupree

2.91K Views

Dancing is Brooklyn's passion in more ways than one. Sensual and personal, she demands nothing but perfection from her partners. When Skye joins the Company, they are thrown together in a whirlwind of emotions - but B...

Deeper – Strangers on a Plane – Angela White, Seth Gamble

3.43K Views

An old case unsolved - and they hold the key to justice. Discrediting a new prosecution witness who wants to pull the plug on their client. When Angela puts in some extra hours on a weekend, she finds herself alone wi...

Deeper – Point – Dixie Lynn, Mick Blue, Chris Diamond

2.23K Views

Dixie and Ben take a game too far when each tries to prove a point. She thinks her sexual allure has the upper hand in a room in a room full of foreigners, and he thinks the person with the most information has the po...

Deeper – Just Business – Kyler Quinn, Manuel Ferrara

3.00K Views

Relaxing in the bar, she catches his eye, and after ordering her a drink, the nightly activities are about to begin. When they reach the hotel, they waste no time before they are in each other's embrace, feeling the t...