Site: Deeper

287 VIDEOS
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Deeper – Influence 2 Part 2 – Emily Willis, Mick Blue, Dante Colle

9.90K Views

Having been taken in by a wealthy matron, Emily spends her days excitedly engaging in the sexual games and manipulations of the household. But, as they do, eventually the day came that Emily sat everyone down and expl...

Deeper – Doors – Jill Kassidy, Rob Piper

7.21K Views

Jill has lived under an authoritative roof her whole life and fantasizes about swapping her good girl persona for an edgier version of herself. When Rob visits her father's house for an illicit business transaction, s...

Deeper – Occupied – Kenzie Reeves, Anton Harden

9.90K Views

Kenzie and her sidepiece have a system for keeping their fling going in plain sight. Directed By: Kayden Kross.

Deeper – Tell Me – Brooklyn Gray, Small Hands

2.60K Views

After walking out on a first date without explanation, Brooklyn calls her love interest with a confession. Soon she realizes that the content of her secret will be a shared kink between them.

Deeper – Careful What You Wish For Part 2 – Charlotte Sartre, Seth Gamble

2.80K Views

When Charlotte arrives at the hotel after receiving his phone call, she finds him handcuffed, alone and desperate for help. Once she sets him free, she wants payment for her assistance - and not in cash. Directed By: ...

Deeper – La Notte Porta Consiglio – Valentina Nappi, Jax Slayher

2.16K Views

A secretary wants what's best for her organization, and sometimes that means taking charge of the boss. Directed By: Derek Dozer.

Deeper – Tangible – Nina Pink, Oliver Flynn

2.29K Views

Tension builds between a walk-in client at a late-night tattoo parlor and the man who inks her as they discuss the tangible nature of pain. Directed By: Kayden Kross.

Deeper – Squealer – Alexis Tae, Dante Colle

495 Views

The rush of the heist fuels something unexpected between an unlikely criminal pair. Directed By: W.C. Walker.

Deeper – Bargaining – Angela White, Lena Paul, Alina Lopez, Autumn Falls, Manuel Ferrara

5.99K Views

After an aggressive confrontation with Maitland, Angela gets an idea of what she must do in order to regain control. The mystery of what goes on in the warehouse is finally answered, but when Manuel follows her in, An...

Deeper – A Handful – Jazlyn Ray, Justice Mooks

3.14K Views

Jazlyn's father considers her a handful and is trying to marry her off to someone who can handle her before someone he likes less comes along and gets into trouble with her. Problem is, her daddy's disapproval is exac...

Deeper – Costume Play – Violet Myers, Manuel Ferrara

5.52K Views

A shy gamer comes to life when she's in costume. Directed By: Derek Dozer.

Deeper – Video Secrets Part 1 – Lilly Bell, Kenna James, Seth Gamble

3.01K Views

Propelled by equal parts betrayal and intrigue, Avery winds down a rabbit hole of sex and seduction after stumbling across a mysterious box of old tapes in the garage. Part 1 of 4. Directed By: Kayden Kross.

Deeper – Do It Yourself – Violet Starr, Liv Wild, Manuel Ferrara

6.72K Views

Liv has quietly been nursing an addiction to domination, but when her roommate discovers her chastity belt, she insists on being brought along too. Liv's dom looks Violet over with disdain. I didn't agree to dominate ...

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

2.49K 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 – Watch This – Eliza Ibarra, Jackie Rogen, Manuel Ferrara

3.57K Views

Jackie looks up to Eliza, dutifully copying everything she does. Eliza accepts the attention with equal parts malice and glee. Directed By: Kayden Kross.

Deeper – Vanity Will Trap You – Andreina De Luxe, Markus Dupree

3.52K Views

with only an address in hand. She enters, dropping her coat as she knows to. Inside, she presents herself to a mysterious man. She bows her head as he studies her, already thankful for any lesson he might give.

Deeper – Anger – Brooklyn Gray, Small Hands, Owen Gray

2.83K Views

Thrown off by the aggressive dreams she's been having since they met, Angela rushes out after work to find Maitland. Instead, Maitland finds her. "Who are you," Angela asks warily. "I'm the one leading you out of your...

Deeper – Secretary – Riley Reid, Maitland Ward, Markus Dupree

19.48K Views

Interviews are always something to heighten the nerves, and this one is no exception. Riley's interest in the company is inspired, but this introduction to the organisation is a real eye opener. Directed By: Kayden Kr...

Deeper – Glass Castle – Kendra Sunderland, Alex Jones

2.85K Views

A sugar daddy finds Kendra's curves so exquisite that he's keeping her sequestered in a glass castle, but the right hero could come along and rescue this damsel in distress. Directed By: Kayden Kross.

Deeper – How We Met – Cecilia Lion, Oliver Flynn, Dillon Diaz

3.09K Views

Cecilia retells the story of how she met her partner one night in a seedy theater across town. Directed By: Kayden Kross.

Deeper – Tailor Made – Scarlit Scandal, Kenzie Anne, Troy Francisco

5.60K Views

Scarlit takes on a mysterious job as a tailor on the top floor of an old mansion. Every night, partygoers wear the elaborate costumes that she and the resident tailor, Kenzie, design. Kenzie has gone this long without...

ClassicPorn – The Personal Trainer – Kissa Sins, Manuel Ferrara

5.00K Views

There’s nothing quite as motivating as working out under the orders of the person you’d secretly like to fuck. Kissa shows that she’s human, like all of us, with the exception of that superhuman ass.

Deeper – The Next Morning – Vanessa Sky, Troy Francisco

5.00K Views

Vanessa stumbles across more than she'd bargained for as she tours the empty home of the late night hookup who'd brought her there. Directed By: Kayden Kross.

Deeper – Flower Girl – Vina Sky, Small Hands

3.60K 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 – Do You Want To – Gianna Dior, Vina Skyy aka Vina Sky, Markus Dupree

3.89K Views

When Gianna's planned threesome is sidelined by a nervous partner, she improvises with the tools around her to bring Vina's attention back to her body. Nothing else exists in this space beyond the sensation that each ...

Deeper – Bad Company – Riley Reid, Ryan Reid

3.78K 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.

GamesWePlay – Bad – Ivy Lebelle, Markus Dupree

3.68K Views

When Markus tries to fire Ivy, she makes it clear that she has leverage she's willing to press. What she doesn't know is that Markus has more leverage. "I am expected to be bad," he says. "When you are bad, everything...

Deeper – Careful What You Wish For Part 1 – Gianna Dior, Jax Slayer aka Jax Slayher

12.59K Views

Chasing novelty, Seth decides to try an experience with a professional domme. The only trouble is he can't quite settle into the role of sub. Directed By: Kayden Kross.

Deeper – Invisible – Freya Parker, Anton Harden

12.22K Views

Freya uses feminine wile to compete with the game for her man's attention. Directed By: Kayden Kross.

Deeper – Quiet – Nikki Sweet, Isiah Maxwell

3.95K Views

Nikki and Isiah are forced to keep movement and noise to a minimum when an unexpected visit interrupts their hookup. Directed By: Kayden Kross.

IgnitionPoint – Do You Miss Me – Melina Mason, Mick Blue

3.14K Views

Even with an expensive divorce between them, Mick's ex wife still manages to sink her hooks in. He dreads what he knows will be a game-filled visit, but he needs something from her and the only way to get it is face h...

IgnitionPoint – Check Your Phone – Kenna James, Logan Pierce

3.11K Views

Unfulfilled, Kenna stepped outside of her relationship to find what Logan no longer gives her. He suspects that something has changed, but can't put his finger on it. At dinner one evening, the tension builds to such ...

Deeper – Transfer – Jessie Saint, Mick Blue

3.71K Views

Jessie's and Mick's relationship has turned into an exchange of gifts and sexual favors. When Mick tries to curb the gifts, Jessie is quick to return him to his proper place. Directed By: Kayden Kross.

Deeper – First Fantasy – Scarlit Scandal, Chris Scandal

1.34K Views

An actress finds it easy to sink into her role when her scene partner supplies aggressive energy. Directed By: W.C. Walker.

Deeper – Coupledom Part 2 – Janice Griffith, Oliver Davis

4.55K Views

After a sex-fuelled session, Janice is fully satisfied and turns her attention to the one member of the party who she feels has missed out. Time to ensure that everyone present gets a piece of the action.

Deeper – Muse 2 Episode 3: What We Have Lost – Lulu Chu, Anton Harden

18.74K Views

As Jessie leads the charge on the celebration of Lulu’s presentation, a damper mood settles over the group with the discussion of Maitland’s scandal, Lena’s quiet crisis, and Avery’s further unraveling relationship wi...

Deeper – Balancing Act – Blake Blossom, Lindsay Lee, Isiah Maxwell

2.71K Views

After a submissive abuses her hall pass privileges, she takes charge of the situation to balance the scales with her master. Directed By: Kayden Kross.

Deeper – Make It Right – Gal Ritchie

2.32K Views

A delivery driver needs to relieve some of the tension from being on the go. Her customer thinks she needs more discipline. And maybe those needs aren't mutually exclusive...

Deeper – Red Flags – Angel Youngs, Maximo Garcia

2.71K Views

A young woman receives an anonymous warning about the man she's starting to see, but the sexual possibilities of being with a sadist get the better of her restless curiosity. Directed By: W.C. Walker.

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

8.40K 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 – Drift EP 1 – Maitland Ward, Violet Myers, Anton Harden, Seth Gamble

8.07K Views

America's Sweetheart is a master actress in the role of her public persona and is completely untethered when it's safe to let the mask dropdown. Part 1 of 5. Directed By: Kayden Kross.

Lewd – Things Worth Having Are Difficult – Gia Derza, Markus Dupree

2.82K Views

Markus has been around longer than Gia, which is why he rolls with the punches of her youthful indiscretions. "You love it," she says teasingly. "No," he says, "but things worth having are difficult." When she turns h...

Deeper – Worth The Trouble – Mona Wales, Kenzie Reeves, Oliver Flynn

6.51K Views

When Mona is made aware of the great trouble Oliver has gone to hide his weekend affair from him, she forces the couple to make the trouble worth it for her too. Directed By: Kayden Kross.

Deeper – Work Week – Abigail Mac, Tyler Nixon

4.67K Views

Tyler's boss has made a game of breaking him down a little each day in order to get in her last requests at the end of each workweek. Monday he'll return again strong. Directed By: Kayden Kross.

Deeper – The Line – Karla Kush, Jason Luv

6.54K Views

"Karla’s partner begs her to try a cuckold fantasy he’s had his mind on, but Karla knows him well enough to know better. She also has a large enough soft spot for him that she does it anyway. But once it begins, a lin...

Deeper – Heat – Katrina Jade, Michael Vegas

2.55K Views

Queen of a court of queens, Katrina takes first pick of the performers brought forth to entertain them.