Feb192025
Threesome FFM
Delve into the sensational world of Diamond Jackson, the legendary ZZ performer, in this enthralling compilation! Witness her enchanting allure and raw passion come alive in her most mesmerizing scenes. Unravel the secret of her captivating charisma as she tantalizes with Evelin Stone, Jade Aspen, and more. Prepare to be left breathless by her unforgettable moments, featuring a array of seductive positions and provocative categories. Are you ready to indulge in Diamond's intoxicating journey? Don't miss a beat - experience her irresistible charm in stunning 4K UHD detail. (Starring: Diamond Jackson, Additional Performers: Evelin Stone, Jade Aspen, et al.) (Categories: Interracial, Threesome, Spanking, Glasses, Lingerie, High heels, Compilation) (Note: 18+ only. Viewer discretion is advised.) #DiamondJackson #Compilation #XXX #seduction #legendaryperformer
- Stockings / Lingerie
- Glasses
- High heels
- Compilation
- Massage
Jun152023
Handcuffs
- Outdoors
- Compilation
- High heels
- Dildo
- Handcuffs
Oct182021
Glasses
Kris, a class clown, writes about Ms. Jackson's favorite things on a board. Ms. Jackson denies doing it, but advises her to touch the real thing before drawing it. Kris denies doing it, but Ms. Jackson remains empathetic.
- Deep Throat
- Ball Sucking
- Facial
- Big boobs
- Interracial
Sep142020
Anal Creampie
Prepare to be captivated by the steamy performances of adult film legends Adriana Chechik, Kagney Linn Karter, Diamond Jackson, Ashley Adams, Alexis Fawx, Bonnie Rotten, Jasmine Webb, Jojo Kiss, Danny D, Xander Corvus, Johnny Sins, and Keiran Lee in this mesmerizing compilation!
Witness these seductive stars as they engage in passionate encounters with some of the most impressive endowments in the industry. Gaze in wonder as they deepthroat and gag, leaving their pussies and asses drenched in anticipation of the hard pounding that follows.
What secrets will these performers reveal in their most intimate moments? Will they submit to the power of these enormous cocks, or take control? Join us on this unforgettable journey filled with unbridled excitement, suspense, and passion!
- Doctor / Nurse
- Compilation
- High heels
- Dildo
- Spanking
Aug312020
Glasses
Prepare to be entranced by this exhilarating video featuring a tantalizing lineup of seductive performers! Witness the irresistible allure of Diamond Jackson and Johnny Sins as they ignite the screen with their steamy passion. But that's not all! Lena Paul and Isiah Maxwell set the stage on fire with their explosive chemistry.
Join Tia Cyrus and Dillion Harper as they entice in sultry lingerie, and be captivated by Keisha Grey and Katrus Jade's piercings and tattoos.
What hidden desires will these captivating characters unveil in this erotic masterclass? Indulge in an unforgettable education filled with high heels, luscious curves, and mesmerizing performances that'll leave you yearning for more!
Don't miss out on this once-in-a-lifetime experience. Secure your front-row seat and let these seductive souls reveal the secrets of your wildest fantasies!
- Big cock
- Stockings / Lingerie
- Piercing
- Tattoo
- Brunette
Nov52018
Massage
Unleash the passion and allure of Diamond Jackson and JMac in this scintillating massage session that transforms into an uncharted erotic adventure. Diamond, a tantalizing MILF with a captivating aura, books a massage, unaware that her senses will be electrified by JMac's masterful touch. A man of imposing stature and magnetic charm, JMac's skilled hands work wonders on Diamond's body, igniting a fire within her. But with a husband at home, will Diamond yield to her desires or resist JMac's mesmerizing presence? Discover the answers in this steamy, intimate massage session, brimming with passion, surprise, and unforgettable moments. Prepare to be ensnared by the sizzling chemistry between Diamond Jackson and JMac as they delve into forbidden territories and indulge in their most primal desires. Categories: Tattoo, Massage, Big cock, Piercing, Interracial.
- Tattoo
- Massage
- Big cock
- Piercing
- Black
Aug222018
Black
Prepare to be enthralled as the sultry Diamond Jackson and alluring Aspen Celeste ignite the screen in an intoxicating dance of desire. In this tantalizing video, Diamond, a master of seduction with her piercingly beautiful, ebony-skinned presence, offers a sensual respite to her blonde bombshell client, Aspen.
As Diamond's skilled fingers trace every curve of Aspen's shaved pussy, the blonde's big, inviting eyes sparkle with anticipation. But Aspen, a natural beauty with her ample breasts and captivating gaze, craves more than just a simple massage.
With an air of mystery and a knowing smile, Diamond unveils her secret weapon: a strap-on. Aspen, surprised yet excited, can't believe what's about to unfold. Their passionate encounter is about to reach new heights as Diamond takes control, leaving you questioning what other surprises lie in store.
- Piercing
- Black
- Shaved pussy
- Big boobs
- Tattoo
Jun282018
Glasses
Prepare to be enthralled as you delve into an enchanting performance by Diamond Jackson, a charismatic professor with a shocking secret. Her captivating auburn locks and magnetic gaze bring even the most ordinary lessons to life. But what lies beneath her intellectual facade?
Discover the unexpected as Diamond, in an alluring twist, invites Justin Hunt, a curious young scholar with glasses, to an intimate learning session. As he misses a pivotal lecture, Diamond, in her seductive wisdom, seizes the opportunity.
Clad in a seductive skirt and black stockings, she reveals her true expertise. With her voluptuous curves, enhanced cleavage, and shaved pussy, Diamond imparts a lesson in the art of pleasuring a woman. Will Justin be able to keep up with her alluring wisdom? Tune in to find out.
- Tattoo
- Big cock
- Glasses
- Piercing
- Black
May92018
Black
Prepare to be captivated by the steamy encounter between diametrically different performers, Diamond Jackson and Justin Hunt! Diamond, an alluring MILF with a sultry aura, and Justin, a young, athletic charmer, ignite an unexpected passion. As they seemingly bond over a family game night, Diamond's gaze is drawn to Justin's magnetic charm, setting the stage for an explosive encounter.
Igniting their secret tryst, Diamond devises a cunning plan to quench her desires. She entices Justin with a tantalizing handjob, and their connection intensifies as she takes his big cock deep into her mouth. Diamond's husband remains oblivious as she straddles Justin, her large breasts bouncing enticingly, her skirt hiked up to reveal her shaved, inviting pussy.
Their forbidden tryst is a thrilling dance of passion and desire, as they explore each other's bodies and succumb to their magnetic energy. Experience the electrifying chemistry between Diamond and Justin that will leave you breathless!
- Tattoo
- Big cock
- MILF
- Piercing
- Black
Apr42018
Spanking
Experience the electrifying encounter between Diamond Jackson, a mesmerizing European MILF with blonde short hair and an athletic build, and the charismatic Coach Markus Dupree in this tantalizing video!
When Diamond's determined efforts to secure a spot on her son's college soccer team fail, she embarks on a daring plan. Guiding her unsuspecting son to Coach Dupree's residence, she sets her sights on more than just soccer skills.
As her son struggles through the intense soccer drills, Diamond's gaze is drawn to Coach Dupree's impressive physique, hidden beneath his tank top and jeans. But when she's discovered in an unexpected position, on her knees before him, will her bold seduction tactics succeed? Or will she be exposed in the act?
Discover the answers in this provocative performance, featuring Big Tits Worship, Rimming, Doggystyle, and more! Don't miss out on this alluring dance of desire and determination. Prepare yourself for an unforgettable journey!
- Big cock
- MILF
- Piercing
- Black
- High heels
May312017
Black
When Diamond Jackson's salsa lesson with instructor Kyle takes a steamy turn, the rhythm of the dance and the heat of their bodies ignite an unexpected passion. Diamond, ever the opportunistic cougar, seizes the moment, leading to an intense and interactive performance that goes far beyond just dancing. With deep-throating skills and a fiery desire, Diamond and Kyle turn their dance lesson into a symphony of seduction that will set the stage on fire!
- MILF
- Big boobs
- Facial
- Cum in mouth
- Cum on tits
Apr102017
Black
Diamond Jackson, a captivating MILF, is fed up with her son's laziness and finds his friend Bambino fixing a coffee table instead. Seizing the opportunity with her husband away, Diamond seduces Bambino with her allure and dirty talk. Their encounter escalates from a tantalizing massage to a passionate, interracial escapade that will leave you amazed. Get ready for a wild ride as Diamond commands Bambino's attention and desires, proving she's not just any mom!
- MILF
- Big boobs
- Facial
- Deep Throat
- Black
Apr72017
Threesome FFM
Arielle Ferrera is called to her stepson Bambino's college after he flashes his massive asset in class. Professor Diamond Jackson is shocked, but instead of punishment, the two women strike a deal: Bambino must satisfy them both in a steamy threesome to keep the incident secret. Witness the classroom transform into a stage of pure pleasure, with Ariella in tantalizing lingerie and Diamond adding her irresistible allure. Brace yourself for deep throats, squirting action, and a facial finale that will leave you breathless!
- MILF
- Big boobs
- Facial
- Deep Throat
- Squirt
Mar232017
Black
Diamond Jackson is thrilled after her son's co-conspirator Peter is forced to work in her backyard after he gets her in jail. She brings Peter inside to help her with an orgasm, but Peter isn't cut out for the yard work, and Diamond demands even more punishment.
- MILF
- Big boobs
- Anal
- Cum in mouth
- Black
Jan272017
Creampie
In a steamy classroom showdown, overconfident student Kyle Mason meets his match in the stunning Professor Diamond Jackson. She's not just teaching a lesson in sexuality; she's giving a hands-on masterclass in desire. With her tantalizing curves and expert moves, Diamond leaves Kyle questioning who the real master is. Watch as they engage in a heated battle of bedroom prowess, filled with passion and surprise. Who will come out on top in this unforgettable interracial tryst? Tune in to find out!
- MILF
- Big boobs
- Creampie
- Black
- Interracial
Nov32016
Glasses
- Big cock
- Piercing
- Black
- Big boobs
- Glasses
Jul62016
Voyeur
Prepare to be enthralled as Diamond Jackson, the seductive MILF with big, natural tits and black hair, crashes an intimate game night between Cyrstal Rae, a petite, pierced vixen with a shaved pussy, and the athletic and handsome Jessy Jones! What unfolds is a steamy encounter of forbidden desires and unexpected turns. Can Jessy keep up with the alluring allure of two irresistible women? Join the intoxicating symphony of passion and desire in this unforgettable performance by Diamond, Cyrstal, and Jessy.
- Black
- Creampie
- Spoon
- Reverse Cow Girl
- Cow Girl
Nov262015
Female domination
Prepare to be enthralled as Diamond Jackson confronts the charismatic yet enigmatic Mr. D, the principal with a scandalous secret. Rumors of his unique approach towards certain students have sparked Diamond's intrigue, leading her to summon him to her office for a closer inspection.
As they engage in a dance of power, Diamond delves deeper into the mystery of Mr. D's unconventional methods. But what lies beneath his stern facade? As her heart races, she uncovers his hidden nature, leaving her torn between submission and dominance.
Join them as they explore a forbidden world of passion and desire, where piercing gazes meet, and bodies collide in a whirlwind of ecstasy. Witness the chemistry between Diamond Jackson and Mr. D as they push the boundaries of their roles in this captivating performance.
Experience this HD video, a tantalizing blend of MILF, Piercing, Black, Brunette, High Heels, and Female Domination categories, and leave breathless!
- MILF
- Piercing
- Black
- Brunette
- High heels
Oct192015
Spanking
In the scintillating HD video, Diamond Jackson, a seductive MILF with an insatiable appetite, invites male escort Toni Ribas for a daring proposition. Dressed in a provocative number that leaves nothing to the imagination, Diamond challenges Toni: "If you can make me cum, you'll have my car keys." The game is set, and the stage is heated!
Witness Diamond's alluring curves in action as she engages Toni with her piercing gaze and seductive moves. Their connection ignites both indoors and outdoors, leading to passionate moments that will leave you breathless.
But can Toni rise to the occasion? With his impressive performance skills, he's determined to deliver. Will he claim the prize and satisfy Diamond's cravings?
Join these two passionate performers in an unforgettable ride, as they explore each other's desires in this steamy encounter filled with tantalizing performances. Prepare yourself for a wild ride!
- MILF
- Piercing
- Black
- High heels
- Shaved pussy
Sep252015
Black
- MILF
- Cum in mouth
- Deep Throat
- Big cock
- Black
Sep32015
Female domination
Prepare to be enthralled as the alluring Diamond Jackson, with her piercing gaze and commanding presence, meets the deft hands of masseur extraordinaire, Johnny Sins. In this tantalizing HD video, Diamond's unsuspecting bosses believe they're treating her to a rejuvenating massage. But what they don't know is that this MILF, clad in a seductive blouse and skirt, has a hidden agenda.
As Johnny's skilled touch relaxes Diamond's muscles, her dominant side emerges. With a bossy tone, she takes charge, leaving him mesmerized by her shapely figure and insatiable desire. But the massage table becomes a stage for more than just relaxation.
Diamond's cravings transcend the typical session. She demands Johnny to unveil his impressive manhood and fulfill her every lustful desire. This seemingly demure MILF yearns for the power and intensity of a man like Johnny. Witness their explosive performances of deep throating, reverse cowgirl, and more in this unforgettable encounter.
- Massage
- Big cock
- MILF
- Piercing
- Black
Jun272015
Threesome FFM
Join Diamond Jackson and Simone Sonay, two enchanting women on a thrilling quest for passion and pleasure! In this tantalizing video, recently divorced MILF Diamond, yearning for youthful romance, enlists her friend Simone to help her find a worthy companion. They venture to a vibrant bar, yet the pickings prove scant.
Suddenly, Diamond's gaze falls upon Bill Bailey, the charismatic bartender. Seizing the moment, she boldly approaches him, her heart racing. Whispering seductive words into his ear, she enthralls him with her allure while marveling at his formidable physique.
But as the night grows heated, Simone returns, and the scene shifts. Will Bill succumb to the allure of these two captivating women, or will he resist their charms? Prepare for a night of intrigue and desire as the trio's conversation ignites a passionate triangle.
- High heels
- Threesome FFM
- Threesome
- Black
- Cum swap
Jun112015
Female domination
Prepare to be enthralled as the fierce Diamond Jackson, a seductive MILF with striking black hair, showcases her dominance as a prison warden in this captivating HD video. Joining her is the petite, blonde rookie, Alex Little.
Unassuming Alex, with her black hair and averagely-built frame, steps into the scene, unprepared for the erotic adventures that follow. As she learns the ropes, Diamond's irresistible allure pulls her deeper into a world of passion and desire.
But the real suspense kicks in when the clock strikes quitting time! As the strict warden sheds her facade, Diamond reveals her alluring alter ego. Witness their explosive moment as they succumb to tantalizing acts together, indulging in pussy licking, face sitting, and playful spanking.
Experience these enticing women as they experiment with shaved pussy, ample bosoms, and a delightful selection of sex positions, including scissoring.
Is Diamond truly living up to her reputation as the commanding warden in the prison? Find out now and immerse yourself in their unforgettable lesbian fantasies!
- MILF
- Piercing
- Black
- High heels
- Shaved pussy
Dec212014
Threesome FFM
Prepare to be enthralled by the scintillating dance of seduction between Diamond Jackson and Trinity St. Clair, two captivating performers who defy expectations! Diamonds, with her alluring brown hair and mesmerizing gaze, shares her expert techniques with the petite, athletic blonde Trinity. But what starts as a scandalous secret soon blossoms into a passionate tutelage in pleasure. Discover the allure of their steamy adventure as they tantalize with tantalizing twists and turns, indulging in the art of seduction with the charming Jessy. Will you uncover their most intimate secrets? Dive in and find out!
- Black
- Creampie
- Spoon
- Reverse Cow Girl
- Cow Girl