Latest updates featuring Gabriel D'Alessandro

Gabriel D'Alessandro in 'TS Shiri Seduces Stud For Anal Date'

Gabriel D'Alessandro - TS Shiri Seduces Stud For Anal Date

Young Shiri is a sassy TS that loves to expose her wild sexuality. The pale redhead shows off her tight body poolside, soon heading indoors for some kinky anal shenanigans. Teasing the camera, Shiri plays seductively with her prick. She welcomes her man Gabriel with a messy blowjob. Gabriel returns the oral favor, rimming the cute, young T-doll throughout. He drives his stiff boner up Shiri's ass and buttfucks her as she masturbates. Their freaky fun features raunchy, ass-to-mouth fellatio, a creamy cum facial, and semen swallowing.

Gabriel D'Alessandro in 'Trans-Visions 13'

Gabriel D'Alessandro - Trans-Visions 13

Lianna Lawson is a tall, blonde transsexual model wearing spectacles with a dog collar and leash. While the pale princess is being interviewed, tanned stud Gabriel Dalessandro sucks her tiny, sensitive tits and then wraps his mouth around her stiff lady-cock. Lianna slurps his meat and then gets on all fours; Gabriel eats her asshole and then buries his fat dick in her tight rectum. He buttfucks Lianna and fingers her sphincter as she masturbates to orgasm. Finally, she reams his ass using a dildo. Lianna swallows his cum.

Gabriel D'Alessandro in 'Aubrey Kate Plus 8'

Gabriel D'Alessandro - Aubrey Kate Plus 8

In red stockings and matching angel wings, blonde TS superstar Aubrey Kate spreads her sculpted legs, probes her butthole and lewdly sucks her fingers clean. The tattooed trans goddess finds herself surrounded by nine horny dudes (Chad Diamond, Gabriel Dalessandro, Dane Stewart, Rob Yeager, Pierce Paris, Michael DelRay, Dante Colle, Damien Thorne and Sebastian Keys) all demanding that Aubrey gag on their raging cocks. The boys slurp on her stiff she-meat, rim her sensitive sphincter and serially pound her tight asshole in a full-scale anal trans gangbang that leaves Aubrey completely covered in hot sperm.

Gabriel D'Alessandro in 'Trans-Visions 12'

Gabriel D'Alessandro - Trans-Visions 12

Director Joey picks up gorgeous, platinum blonde T-girl Domino Presley and drives her home for a nasty date with male devotee Gabriel. She peels aside her lacy bra and unveils her round boobs. Gabriel takes Domino's long, stiffening she-cock in his mouth, and he lewdly tongues her bunghole. The TS bombshell slurps on her new boyfriend's dick, and he eagerly fucks her tight rectum. Domino jacks a load of sperm all over his face; Gabriel spunks across Domino's booty and obediently licks up his hot mess.

Gabriel D'Alessandro in 'My TS Girlfriend'

Gabriel D'Alessandro - My TS Girlfriend

Busty Asian Venus Lux is a TS superstar because of her glamorous, elegant looks and her stiff, delicious cock. She reclines, lewdly stroking her she-meat, until Latin stud Gabriel Dalessandro comes forward to service her. The muscular dude eagerly slurps on Venus's lady-dick, and she returns the favor, blowing him while tugging on her own boner. Venus straddles her man, and Gabriel sinks his thick pole through her slippery backdoor. The kinky lovers take turns buttfucking each other; Venus climaxes with cock up her ass, and she swallows Gabriel's sperm.

Gabriel D'Alessandro in 'The Trans X-Perience 7'

Gabriel D'Alessandro - The Trans X-Perience 7

Tall, leggy Aussie T-girl Marissa Minx wears sheer lingerie, sporting a large bulge in her panties as massive breasts spill from her top. Athletic stud Gabriel Dalessandro walks in and embraces the Amazon beauty, kissing her neck and shoulders. After trading passionate oral favors, the lewd lovers take turns sodomizing each other. A prurient anal session features nasty bunghole rimming, ass-to-mouth cocksucking and kinky foot fetish play! Marissa jerks off to orgasm while Gabriel plows her ass. Gabriel glazes Marissa's face in sperm.

Gabriel D'Alessandro in 'Trans-Visions 11'

Gabriel D'Alessandro - Trans-Visions 11

Tattooed New York T-girl princess Lena Kelly dons a tiara and offers her tiny tits to muscular stud Gabriel. He wraps his mouth around Lena's stiff she-cock, and he fingers and tongues her sweet asshole. The trans beauty kneels to give Gabriel a passionate blowjob while stroking her meat. Soon his fat dick is reaming the blonde beauty's tight rectum, making it gape. Lena cums all over her own pretty face, and she milks out a tasty load of her man's jism.

Gabriel D'Alessandro in 'Hot For Transsexuals 4'

Gabriel D'Alessandro - Hot For Transsexuals 4

Busty transsexual beauty Sofia Sanders awakens to breakfast in bed from her loyal butler, Gabriel Dalessandro. He feeds Sofia grapes and then tends to her morning wood, sucking on m'lady's huge, erect she-cock. Sofia straddles him for blow jobs in 69 position, and she rims his asshole. The T-lady shoves her thick prick deeply up his rectum. Sofia mounts her servant's prick and bounces in pleasure, her own meat bobbing to and fro. The lovers beat off together, each erupting cum. Sofia's sprays Gabriel's face.


Gabriel D'Alessandro in 'TS Factor 10'

Gabriel D'Alessandro - TS Factor 10

Gabriel has a special surprise for famed TS porn director Joey Silvera: beautiful, fair-skinned TS babe Annabelle Lane. The blonde, plump-lipped vixen teases in jean shorts and a tiny top before Gabriel worships her oiled body and sucks her dick. She returns the oral favor, and Annabelle moans as Gabriel plows her tight ass. Intense anal pounding comes with rimming and ass-to-mouth dildo sucking. After Annabelle cums, Gabriel slathers the sassy slut's face in sperm. She makes him lick up his mess!

Gabriel D'Alessandro in 'Trans-Visions 9'

Gabriel D'Alessandro - Trans-Visions 9

Busty, blonde, black and femme, TS Kendall Dreams smiles pretty in lingerie. As she and Latin stud Gabriel kiss and make out, her uncut boner pops from her lacy panties. They trade deep deep-throat blow jobs, and Kendall can twirl her prick with no hands! She takes control, gripping his head with pink manicured fingers for a face fuck. He tongues her asshole too. She rides Gabriel's erection, moaning. He sodomizes her on her back, and when she sucks dick ass-to-mouth, he requests a tasty mouth kiss. Gabriel sucks her big boob as she jerks out a syrupy load. Kendall jacks Gabriel's messy wad onto her face.

Gabriel D'Alessandro in 'TS Factor 7'

Gabriel D'Alessandro - TS Factor 7

Lingerie-clad TS beauty Laela Knight is trading videos with muscular Gabriel on social media. The busty T-girl strokes her long, uncut dick, and before long her new hook-up is ringing the doorbell for a taste. After he's slurped on her stiff she-cock, Laely worships his boner with her plump lips and talented tongue. She strokes her meat while she rims his bunghole. They take turns driving their stiff dicks up each other's tight ass; Laely jacks herself off before eating Gabriel's cum.


Scenes from other sites featuring Gabriel D'Alessandro

Mz Berlin in 'MILKING MACHINE FOR CUM GUZZLING BITCH'

Mz Berlin - MILKING MACHINE FOR CUM GUZZLING BITCH

Berlin is ready for the Monthly Milking of her dirty slut. She?s got him hooked up to the Milking Machine and a Giant Funnel Gag stuffed in his mouth. When he?s done cumming he?s going to have to eat all the cum out of the Machine. Ms. Berlin has her shiny red thigh-high boots on, which she uses on his balls and vulnerable dick. She sticks her toes in his mouth and simultaneously sticks her heels into his balls. She Blows Smoke and ashes into his funnel making him cough and choke. He Cums into the machine and then she pours all the cum from the machine and all her boyfriends down the funnel for him to guzzle.

Gabriel D'alessandro in 'MAKE MY BOYFRIEND CUM, HUBBY'

Gabriel D'alessandro - MAKE MY BOYFRIEND CUM, HUBBY

WIFEY HAS HUBBY IN HER SPECIAL HOSPITAL. SHE BRINGS HER BOYFRIEND TO MAKE HUBBY SUCK HIS DICK. She spends all hubby?s money, financing her and her boyfriends fun. Now she takes off his oxygen mask and shoves a cock in his mouth. While he is gagging on cock, Wifey tells him that he is tasting her pussy, because she and her boyfriend have just been fucking. She rides his back and spanks his ass while he sucks cock. He has to make her boyfriend cum if wants her to give him any more oxygen. - HOT AND NASTY CUCKOLD WIFE NYOMI BANXX

Haley Cummings in 'Honeymoon In A Cage'

Haley Cummings - Honeymoon In A Cage

NOW THAT WE?RE MARRIED, I HAVE SOME NEW RULES FOR YOU. You are going to spend lots of time in your cage, with your chastity device on and your cock shocking device on around your balls, While I have the remote control. You only get to look at my big breast and firm ass though the bars of your cage. Other guys are going to get to touch them and feel them but you only get to touch them when you are cleaning out other guys cum. You are going to have to watch other guys fuck me and cum inside me. But don?t worry I?ll let you eat ? lots of other other guys cum. In fact that is all you are going to eat. Now that we?re Married there will be lots of things you will miss, Hubby. Like my pussy. I?ll shock your cock while I?m getting fucked and make you watch in pain, in your little cage.

Nikki Sexx in 'CO-WORKER CUM SUCKING PARADE'

Nikki Sexx - CO-WORKER CUM SUCKING PARADE

Your Wife went to your office and Fucked Everybody, your boss, the other attorneys, the guys from accounting, all the guys at your office, even the cafeteria worker. Her panties are soaking wet with cum and YOU ARE GOING TO LICK IT ALL OUT OF HER PUSSY. AND YOU WILL FUCKING LIKE IT. You?re only good for filling your mouth with cum loads.

Mz Berlin in 'CUCKOLD CUMBUCKET'

Mz Berlin - CUCKOLD CUMBUCKET

Berlin brings home another guy from wok today, to turn Hubby into a . She fucks guys at work and wants hubby to start sucking their dicks. He has to suck their balls, Has to deep throat their cocks until he gags. He?s His Wife?s Sex Slave, but not in the way he would want to be. She had hubby install security cameras in the backyard. He thought it was to keep her safe, but she?s going to us it to Blackmail him. She shoves her big tits on his face while his mouth is stuffed with cock. She makes him suck the cock so deep into his throat that he can lick the balls. He takes a hot load on his face and tongue and Wifey makes him swallow it all.

Ariella Ferrera in 'fucking in the patio with her tits'

Ariella Ferrera - fucking in the patio with her tits

Mrs. Ferrera is lounging in the shade in her backyard when she hears a voice calling over the fence. It's the neighbor's college son, Gabriel. She waves him in and politely listens to his weak pitch about looking for people to sponsor him in a marathon...but Mrs. Ferrera has other things in mind and promises to make a rather large pledge...but he needs to do something for her in return...

Aiden Starr in 'Boss Aiden Starr fucking in the office with her tits'

Aiden Starr - Boss Aiden Starr fucking in the office with her tits

.....Aiden Starr is a Travel Agent who hired Gabriel to help with her travel agency. While training him to use the computer booking database Aiden gets uncomfortably close, then makes her move on the unsuspecting newbie. Eventually she reveals the real reason she hired him: she is bored because no one uses travel agents anymore and wanted a cute young guy to keep her entertained.

Piper Austin in 'fucking in the desk with her natural tits'

Piper Austin - fucking in the desk with her natural tits

Professor Austin is having such a difficult time keeping up with her busy schedule that she showed up late for a class she's teaching. Only one student waited but he's in for the most titillating tutoring sessions ever!!


Mellanie Monroe in 'fucking in the outdoors with her big tits'

Mellanie Monroe - fucking in the outdoors with her big tits

When Mellanie Monroe comes across a stranger walking the same nature trail, she takes the opportunity to show him her happy trail. And today is Mellanie's lucky day since there's a second nature lover ready to nail her tail!!!

Kat Monroe in 'Bi-Sexually Active'

Kat Monroe - Bi-Sexually Active

What happened last night? Somehow things can just spiral spectacularly out of control. Take last night for instance. Paris and his fieancee Kat went to a toga party. Everything was going fine until Paris met a good looking Brazilian named Gabriel. Next thing you know they are kissing. then the cocks are out. What do you do when your girl friend catches you in a stroke off with another man? Lucky for this dude that Kat loves a little bi sexual action. It's a wild night of man root buried in man butt and wet pussy flying all over the place. Just like in the orgy pits of ancient Rome.

Penelope Reed in 'Bi-Sexually Active'

Penelope Reed - Bi-Sexually Active

Penelope can sense something is going on with her husband. He has been cold and distant lately. He must be seeing another woman. What else could it be? So one morning over breakfast she confronts him about it. She demands to know why he is acting so weird. Turns out he gave head to a coworker at the office. What? Is her man gay? She demands to meet the man who's cock her husband sucked. He comes over that evening and she puts the pressure on both of them. She wants to see her husband suck his dick. And he does. Quite well. She gets turned on and joins in. See all she really wanted was to be invited.

Nenetl Arvil in 'Bisexual Fantasies'

Nenetl Arvil - Bisexual Fantasies

When exotic, young minx Nenetl Avril visits stepbrother Gabriel Dalessandro and his best friend, Sebastian Keys, the trio soon realizes they've been harboring hidden lust. The all-natural girl is ready for a kinky, taboo bisexual threesome! Gabriel licks his stepsister's pussy while his buddy fucks her pretty mouth. The boys kiss as Nenetl blows them; they take turns helping her with cocksucking duty. Gabriel and Sebastian fuck Nenetl and suck her pussy juice from each other's stiff dick. Everyone swaps mouthfuls of hot cum!

Alura Jenson in 'Bisexual Fantasies'

Alura Jenson - Bisexual Fantasies

Thick, buxom blonde realtor Alura 'TNT' Jenson shows a property to studly Gabriel Dalessandro and Dante Colle, assuming they're a regular gay couple. But after the guys reveal that they enjoy sharing a woman, the stacked MILF bombshell leads them to the sofa for a lewd bisexual three-way! Alura unleashes her immense boobs and ass, and the boys take turns helping her suck each other's big cock. The seasoned BBW rides one dick while hungrily slurping the other, finally sharing cum with the kinky strangers.

Candice Dare in 'My Bisexual Boyfriend'

Candice Dare - My Bisexual Boyfriend

Real estate broker Gabriel Dalessandro shows a luxury home to blonde Candice Dare and her boyfriend, Owen Michaels. But the young couple has something extra in mind -- a bisexual threesome to seal the deal! Owen and Candice unleash the realtor's stiff cock and take turns sucking him. Candice blows Gabriel in a 69 while her man fucks her doggie-style and gets his shaft licked by their new partner. After riding both dicks, Candice shares a messy cum facial and passionate kiss with each of her handsome bi-toys.

Riley Nixon in 'My Bisexual Boyfriend'

Riley Nixon - My Bisexual Boyfriend

Gabriel Dalessandro is shocked to discover busty blonde girlfriend Riley Nixon sucking on mutual pal Jasper Stone's enormous cock. But once he sees what Jasper is packing, the bisexual stud can't resist joining in! Soon Gabriel and Riley are sharing their friend's throbbing meat stick, licking the shaft and worshiping his balls. The guys take turns fucking the crop-haired beauty's sweet pussy while blowing one another -- and their wild threesome climaxes with a creamy load in Riley's mouth!


Gia DiMarco in 'Strap For Teacher'

Gia DiMarco - Strap For Teacher

Super-cute brunette Pressley Carter dominates her classmate, Gabriel, using her pretty bare feet. It's all part of "Performance Breakthrough Class," where anything goes! When principal Gia DiMarco walks in on their kinky session, it looks like trouble - but fortunately, she's sporting a huge strap-on dildo and wants in on the fun! Ms. DiMarco turns "study time" into a nasty three-way of strap-on buggery. The ladies make Gabriel submit to blowing their fake cocks and worshiping their bare feet and musky assholes. They ream his tight ass and even make Gabriel share his own cum in a messy kiss!

Nicole Rider in 'Evil Cuckold 5'

Nicole Rider - Evil Cuckold 5

Gabriel discovers his lady, Nicole Rider, masturbating while staring at their big, black landscaper, Sean Michaels. Gabriel doesn't get jealous; instead, he devises a clever plan to satisfy everyone! He offers up his horny wife's all-natural tits and sweet, plump ass. Nicole drops to her knees and hungrily devours Sean's enormous cock. The sexy brunette lets her hubby prepare her with some pussy eating, then takes Sean's giant pole deep inside. Facedown on the kitchen countertop, Nicole gets her asshole stuffed with black dick - while her cuckolded husband licks her slippery cunt ... and even laps up the other man's sperm!

Casey Cumz in 'The Teacher's Pet 2'

Casey Cumz - The Teacher's Pet 2

Bratty blonde Casey Cumz works out beside the pool, but big athletic director Prince Yahshua is displeased with her progress. At a private conference inside, Casey demonstrates the activity that got her last teacher fired! She toys with a dildo, shoving it in her tight ass and then licking it clean. Then the sexy student swallows the athletic director's enormous, black cock and smothers him with her plump ass. Young Casey takes Mr. Yahshua's black pole up her now-gaping butthole in a nasty, interracial anal session, climaxing in a messy, open-mouth facial. This could cause a district scandal!

Cheyenne Jewel in 'Strap Attack 15'

Cheyenne Jewel - Strap Attack 15

The huge, magnificent ass of Kelly Divine is a perfect target for director Bobbi Starr's brutal agenda. Bobbi blindfolds and ball-gags her captive and whacks Kelly's massive buns to a rosy pink with a leather flogger. The director drools into Kelly's butthole, then jams it with her fingers and various toys, making it gape rudely. Bobbi humiliates the voluptuous slut by draping her own fragrant panties over Kelly's face. Horny cocksman Danny Wylde joins in and fucks Kelly's throat while Bobbi holds her by the hair. After her ass has been completely dominated, Kelly takes a nasty cum facial.

Cassandra Nix in 'Strap Attack 15'

Cassandra Nix - Strap Attack 15

Perverse director Omar Galanti initiates blonde Linda and shorthaired brunette Naty Chups into the pleasures of rim jobs, ass-to-mouth cocksucking, toys and three-way anal sex. He kneels behind the gorgeous tarts and buries his face in each girl's ass crack. Omar has Linda lick her friend's anus while Naty swallows his fat Italian cock. He reams Naty's gape with an anal dildo and teaches Linda to suck it clean. The lesson is repeated when the chicks switch places. Omar fucks their mouths and assholes in a nasty three-way; he cums onto an oversized lollipop, and Naty and Linda lap up his sweet load.


Nina Hartley in 'Evil Cuckold 2'

Nina Hartley - Evil Cuckold 2

Two lovely sluts, blonde Jessie Volt and brown-haired Avril Sun, are out bicycling and stop to chat with studly black roadside laborer Kid Jamaica. Later, these sultry young beauties drill each other's asshole with dildos and probing tongues. The pervy worker peers through their window - he seems to have followed them home. Avril and Jessie invite Jamaica in so they can share his massive black cock in a filthy interracial three-way. He gets his huge dick orally serviced and reams the white girls' rectums to gaping. Kid makes the nasty cuties suck him ass-to-mouth and swap his gooey load.

Franceska Jaimes in 'Evil Cuckold 2'

Franceska Jaimes - Evil Cuckold 2

Bubble-butted Latina Franceska Jaimes poses for director Nacho Vidal wearing fishnets and a micro-miniskirt. Franceska grinds her hairy pussy on a big, inflatable ball and sucks the director's giant cock, squeezing his shaft between her round melons. The sultry brunette pinches her lactating nipples and dribbles out warm milk. She sits on Nacho's face until he can't stand any more; he thrusts his hard dick deep in Franceska's ass. When her sphincter's gaping, Nacho probes her g-spot and makes the orgasmic girl spew love juice all over his hand. Her ass gets royally fucked, and Nacho sprays cum on Franceska's tits.

Ivana Sugar in 'Strap Attack 16'

Ivana Sugar - Strap Attack 16

Adorable blondes Molly Bennett and Ivana Sugar are petite beauties whose sweet smiles conceal a sadistic streak. In a threesome with submissive boy-toy Gabriel, the kinky young ladies use a strap-on dildo apparatus to double-team the lucky lad. The girls dominate him with their pretty bare feet and grease up his anus to invade it with big toys and rubber-gloved fingers. Soon Molly and Ivana are thrusting their fake dicks deep inside Gabriel's tight colon ... and making him clean their phalluses ass-to-mouth! Finally, they jack their slave's jism into their hands and smear it all over his humiliated face.

Megan Foxx in 'Strap Attack 16'

Megan Foxx - Strap Attack 16

Sick of her cheating boyfriend, busty, black-haired cutie Megan Foxx is out for revenge! She lies in wait wearing a sexy cop outfit. Underneath is her secret weapon - a big strap-on dildo. Megan straddles Gabriel's face and makes him worship her plump, soft ass while gasping for air. Then this mean tramp dons rubber gloves to prepare his sensitive anus while sucking his cock. Megan bends her slave over, plundering his ass with her strap-on and making him clean it ass-to-mouth! She ravages his hairy bunghole until he shoots a load of jizz onto her pretty feet.

Allie Haze in 'Strap Attack 14'

Allie Haze - Strap Attack 14

Super-cute, giggly princess Allie Haze teases her internet-chat friend with her phat, bouncy butt, inviting him over to get his ass fucked by her hard, pink strap-on. She has her boy-toy kneel and suck her fake cock, pleasuring herself with a vibrator. Allie sucks his dick, then puts on latex gloves and probes the depths of his asshole with her fingers, various anal toys and her strap-on companion. She reams his bunghole hard; after he sucks her crotch invader ass-to-mouth, Allie sits on his face, jacking his cum onto her dildo and making him lick off his own spunk!

Tanya Tate in 'Strap Attack 14'

Tanya Tate - Strap Attack 14

Sweet, all-natural 19-year-old Cassandra Nix wants to win the title of Miss Teen Strap America. Busty English blonde pageant coordinator Tanya Tate schools her protege in using a strap-on dildo to subjugate a man. The dominant Brit applies Cassandra's makeup and warms her up with some lesbian kissing and boob worship. Tanya brings in test stud Gabriel; the ladies lick his asshole and suck his cock, then take turns fucking his face and ramming his ass with their fake dicks. The threesome's ass- and pussy-fucking daisy chain climaxes in a cum shot that Cassandra drools into Gabriel's mouth!

Giselle Leon in 'Miss Teen Strap America'

Giselle Leon - Miss Teen Strap America

Giselle Leon is a sultry, bratty brunette who gets off on bossing boys around. This haughty bikini bitch tosses orders at ex-boy toy Gabriel, who's hoping for a second chance to get with the sexy teen queen. Annoyed by his constant come-ons, Giselle demands oral worship of her bare feet. Then she straps on her trusty dildo and makes him beg for some butt-pegging discipline. She pushes Gabriel's head down on her rubber phallus until he gags and claws red marks onto his chest. Giselle makes her victim suck her fake dick ass-to-mouth and lick his own semen from her fingers!


Heather Starlet in 'Miss Teen Strap America'

Heather Starlet - Miss Teen Strap America

Naturally stacked, curvy cutie Holly Michaels is fed up with Gabriel, her demanding, dickish boyfriend. She resolves to teach him what real fucking is all about - with help from blonde, big-assed professional Heather Starlet. The two hot girls strap on their big rubber cocks, then orally and anally double-team the hapless fellow in a ferocious pegging three-way using their crotch-mounted dildos and deeply probing, latex-gloved fingers. After delivering a mind-blowing prostate workout and punishing ass-to-mouth lesson, Holly jacks the stupid jerk off onto his belly, then scoops up his semen and feeds her compliant butt-boy a humiliating snack.

Sienna West in 'Evil Cuckold'

Sienna West - Evil Cuckold

Latina MILF hottie Francesca Le and her big-dicked partner, Mark Wood, come home to discover stunning ebony beauty Leilani Leeane using their pool without permission. The angry couple decides to teach this trespassing neighbor a lesson through an intense threesome of face fucking and anal domination! Francesca and Mark surround the sunbathing, bikini-clad teen; in no time, they're making her gag on Mark's big boner. After undergoing a ruthless campaign of sodomy and ass-to-mouth brutality, gorgeous Leilani ends up with a sore, tenderized asshole ... and her lovely face splattered with creamy cum!