Videos Featuring Chad Diamond

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First Blowbang 3 Scene 1 Hotwife XXX
First Blowbang 3 Scene 1 Hotwife XXX
Beautiful wife Ashley has saved this special set of red lingerie for new eyes and a batch of new guys cocks. As the boys pile in the room she slowly makes her way down and onto her knees getting the party started. Settin...
Facial Fanatics Vol 2 Clip 1 at Devils Film
Facial Fanatics Vol 2 Clip 1 at Devils Film
Description not available. This clip may feature: Talon, Marco Banderas, Jenner, Alex Gonz, Jack Lawrence, Jennifer White, Keni Styles, Chad Diamond, Otto Bauer, Courtney Taylor, Bill Bailey, Daniel Hunter, Ashlynn Leigh...
Stepmother Valerie Devils Film
Stepmother Valerie Devils Film
Description not available. Featuring Valerie Voxx, Chad Diamond. From the film: It's Okay She's My Stepmother 5. Original release date: May 29th, 2018.
Ready to Attack Alex Devils Film
Ready to Attack Alex Devils Film
Chad Diamond fucked in the ass by two girls with strap-ons! Featuring Chad Diamond, Alex Chance, Tiffany Fox. From the film: Strapped and Ready to Attack #2
Love Anal 1 Adult Empire
Love Anal 1 Adult Empire
1. Alice Green: Alice dreams of having sex but still wants to remain a virgin! After praying for an answer, a guy friend tells her she can have anal but still be a virgin. Alice jumps at the chance! He strips Alice down,...
First Blowbang 2 Scene 2 Hotwife XXX
First Blowbang 2 Scene 2 Hotwife XXX
Still turned on from last weekends cock adventures Maya and her husband discuss having all his friends dip their meats into her hot mouth next time. Maya now dripping wet cannot wait to taste all his friends cocks and is...
Transsexual Gang Bangers V17 Khloe Devils Film
Transsexual Gang Bangers V17 Khloe Devils Film
Shemale gang bangers throw a hot n spicy sausage party! This video may feature: Wolf Hudson, Khloe Hart, Robert Axel, Chad Diamond.
Margo and Kaylee 2 See Mom Suck
Margo and Kaylee 2 See Mom Suck
When Teen Kaylee spots Margo measuring her man, the horny teen wants in on the action. Watch as she feverishly slobbers on his rod while they both take a massive facial. Featuring Chad Diamond.
University Gangbang 8 Alex Gonz at Devils Film
University Gangbang 8 Alex Gonz at Devils Film
Sexy blonde college slut takes a ganbang break between class With Alex Gonz Keni Styles Marco Rivera Chad Diamond Courtney Taylor
Top Tranny Chad Devils Film
Top Tranny Chad Devils Film
Horny shemale Jade Downing getting banged by Chad's penis! Featuring Chad Diamond, Jade Downing. Original Title: America's Next Top Tranny Season 18
Ashley Fuck Me Too Devils Film
Ashley Fuck Me Too Devils Film
Description not available. Featuring Ashley Lovebug, Gabriel DAlessandro, Chad Diamond. From the film: Wanna Fuck My Wife Gotta Fuck Me Too 7. Original release date: June 3rd, 2016.
Julie vs Chad Evolved Fights
Julie vs Chad Evolved Fights
Chad Diamond has not won a match yet. He really took his last two losses to heart and began training again. He has come prepared today. He is taking on a lady who outweighs him by over 70lbs. We are welcoming the divine ...
Group Trans Action Gender X
Group Trans Action Gender X
Description not available. Featuring Chanel Santini, Annabelle Lane, Aubrey Kate, Jessy Dubai, Chad Diamond, Jaxton Wheeler, Gabriel DAlessandro, Pierce Paris. Original release date: March 31st, 2020.
Annabelle Gangbang Devils Film
Annabelle Gangbang Devils Film
Annabelle Lane is tired of Santini getting fall the press and recognition in the hotly contested world of tran sexual porn. Why is that bitch getting all the props when nobody can take a cock pounding like Annabelle? Her...
Chad and Danica Devils Film
Chad and Danica Devils Film
Danica Dillon punishes her mans asshole with two big dildos. Featuring Chad Diamond, Danica Dillon. From the film: Pegging #10
Be My Bitch Transsensual
Be My Bitch Transsensual
Stunning, curvy blond TS Jenna Tales can't believe her luck when new boyfriend Chad Diamond reveals he wants to be her bitch. Jenna takes full advantage of her new dominatrix status and drives her juicy cock down Chad's ...
My Turn to Cum Over 40 Handjobs
My Turn to Cum Over 40 Handjobs
Sexy redhead MILF Nicki Hunter is enjoying her sex toys when a shy stranger rings her door bell. The horny lady gets mad and decides to show him how irritating it is to interrupt someone while masturbating. The busty lad...
Pro Photographer Devils Film
Pro Photographer Devils Film
Chad is a professional fashion photographer who has been assigned the task of taking glamour photos of a young trans model named Lily. Well Lily is a bit of a hooker and it really shows in the way she poses. Total hooker...
Revenge Cuckold at Doghouse Digital
Revenge Cuckold at Doghouse Digital
Kortney Kane revenge fucks another man to get back at her BF. With Chad Diamond, Kortney Kane, Mr Pete.
Massage Fantasy Transsensual
Massage Fantasy Transsensual
Chad Diamond is in a need of a relaxing yet wild massage and TS beauty Natassia Dreams is ready and willing to give him the most sensual massage of his life, They start with kissing passionately, eventually working their...
Pegging a Strap On Love Story Vol 6 at Devils Film
Pegging a Strap On Love Story Vol 6 at Devils Film
Two natural babes peg their cheating boyfriend in the butt. With Chad Diamond, Alex Chance, Tiffany Fox.
Americas Next Top Tranny S17 Devils Film
Americas Next Top Tranny S17 Devils Film
Jessica Fox loves to ride a big and juicy hard penis! This video may feature: Jessica Fox, Chad Diamond.
Chad with Danika Tranny Pros
Chad with Danika Tranny Pros
Danika Dreamz gets fucked by two guys double anal style! This clip may feature Chad Diamond, Danika Dreamz. Movie Title: Transsexual Babysitters #25
Answering Alices Prayers Teens Love Anal
Answering Alices Prayers Teens Love Anal
Blair and Alice were talking after school about sex and Blair let Alice know about the loophole she found out about - where you can have anal sex but still remain a virgin! When Blair left Alice got on her knees and star...
Family Fun Compilation Gender X
Family Fun Compilation Gender X
Enjoy this compilation of our best step-family scenes with our hottest models. Featuring Daisy Taylor, Chanel Santini, Ella, Dante Colle, Chad Diamond, Rick Fantana, Ruckus, Jordan Taylor, Jaxton Wheeler, Pierce Paris, J...
Margo and Kaylee 1 See Mom Suck
Margo and Kaylee 1 See Mom Suck
When Teen Kaylee spots Margo measuring her man, the horny teen wants in on the action. Watch as she feverishly slobbers on his rod while they both take a massive facial. Featuring Chad Diamond.
Chanell Orgy 2 Cum Bang
Chanell Orgy 2 Cum Bang
Chanell Heart has taken a long, hard look at our catalog of black sluts on this site. Chanell, with hope in her heart and wetness in her pussy, arrives at Cumbang with dreams of becoming the filthiest black slut we've ev...
Transsexual Gang Bangers 18 Clip 1 Devils Film
Transsexual Gang Bangers 18 Clip 1 Devils Film
Sexy tranny Jessy gets gang banged by three cocks. Featuring Christian XXX, Wolf Hudson, Chad Diamond, Jessy Dubai.
Transsexual Gang Bangers 18 Clip 2 Devils Film
Transsexual Gang Bangers 18 Clip 2 Devils Film
Naughty tranny Gianna get three cocks to suck and fuck. Featuring Christian XXX, Chad Diamond, Gianna Rivera.
Massage Therapist Over 40 Handjobs
Massage Therapist Over 40 Handjobs
Mature massage therapist Angela Allwood normally doesnt accept tips for handjobs, but she takes exception to Joeys advances and decides to give him a happy ending milking he will never forget. She strokes and slobbers hi...
Transsexual Gang Bangers V17 Jessica Devils Film
Transsexual Gang Bangers V17 Jessica Devils Film
Banging that shemale with multiple cocks is a nice task! This video may feature: Wolf Hudson, Jay Huntington, Jessica Fox, Chad Diamond.
Milked by a Cougar Over 40 Handjobs
Milked by a Cougar Over 40 Handjobs
Horny MILF Julie Ann has just picked up a random guy and took him at a hotel. The busty lady takes him clothes off and starts giving him a ball massage. Then, she jerks his big prick for good, while he is lying on the be...
Babysitter Isabella Devils Film
Babysitter Isabella Devils Film
The neighbors won't believe what's going on over here. Featuring Chad Diamond, Isabella Sorrenti. From the film: Transsexual Babysitters 28. Original release date: April 12th, 2016.
Cheat on Me Hot Movies
Cheat on Me Hot Movies
In a luxurious Los Angeles mansion, Rachel, a gorgeous brunette with incredible breasts, discovers that her husband Rick is regularly playing around, taking beautiful American girls up the arse and filming his sexual exp...
Moms Cuckold Vol 6 Clip 1 at Reality Junkies
Moms Cuckold Vol 6 Clip 1 at Reality Junkies
Petite chick fucks a black guy in front of her husband. With Zoe Voss, Chad Diamond, Sledge Hammer.
Ginger Slut The Face Fuck Hour
Ginger Slut The Face Fuck Hour
Ginger slut gets her face fucked hard. Featuring Jodi Taylor, Chad Diamond. Original release date: June 22nd, 2018.
One Lust Hot Movies
One Lust Hot Movies
The only thing more elusive than true love is pure lust. Kendra Lust and Steve Holmes find themselves together at a mysterious couples retreat whose enigmas will lay bare the most sensitive and sensual aspects of their r...
Lover Chad Tranny Pros
Lover Chad Tranny Pros
Tranny lover Chad buttfucks goth she-male Anabelle Lane. Featuring Chad Diamond, Annabelle Lane. From the film: Tranny Hoes in Pantyhose Vol 4. Original release date: May 12th, 2017.
Chad and Kylie Devils Film
Chad and Kylie Devils Film
Description not available. Featuring Chad Diamond, Kylie Maria. From the film: Transsexual Cheerleaders #16
Gotta Get Off Transsensual
Gotta Get Off Transsensual
Detective Chad Diamond is interrogating hot TS blonde Aspen Brooks. He just doesn't understand the lengths a girl will go to protect her man. Aspen Brooks wants to get off and protect her boyfriend, so seducing the dorky...
Jasmeen vs Chad Evolved Fights
Jasmeen vs Chad Evolved Fights
Today we have two trained Mix Martial Artists on the mat: Jasmeen LeFleur vs Chad Diamond. Jasmeen LeFleur has done MMA training with a focus on stand up but she does have a good base in wrestling and jujitsu. Chad Diamo...
Swinger Vol 2 Hot Movies
Swinger Vol 2 Hot Movies
John enjoys the fun, free loving lifestyle of a swinger. He loves meeting and hooking up with new women, and then bringing them into the lifestyle. But when he meets Jane, he falls for her hard and finds himself conflict...
Chanel and Rico Cuckold Sessions
Chanel and Rico Cuckold Sessions
Chad Diamond was born to be a cuckold. We begin things with Chad attempting to cock block Rico Strong from fucking Chanel Preston...#fail. Chad gets fooled into racing with Rico and his attention deficit disorder leads R...
Alura and Chad Alura Jenson XXX
Alura and Chad Alura Jenson XXX
Full Title: Alura Jenson Fucks Chad Diamond. Featuring Chad Diamond.
Tori Suprises Devils Film
Tori Suprises Devils Film
Description not available. Featuring Chad Diamond, Tori Mayes. From the film: Tranny Glory Hole Surprise 3. Original release date: March 14th, 2017.
Cuck Em All 1 Devils Film
Cuck Em All 1 Devils Film
Bad Nicki! The hot MILF gets herself a black cock to fuck! Featuring Nicki Hunter, Lee Bang, Chad Diamond.
Like a Champ Extended Ava Devine
Like a Champ Extended Ava Devine
Description not available. Featuring Ava Devine, Ralph Long, Chad Diamond. Original release date: June 26th, 2017.
Cheerleader Cassidy Devils Film
Cheerleader Cassidy Devils Film
Description not available. Featuring Chad Diamond, Cassidy Quinn. From the film: Transsexual Cheerleaders 17. Original release date: July 29th, 2017.
Trans Prostitutes 74 Chad Devils Film
Trans Prostitutes 74 Chad Devils Film
Jenna gets her ass whip! She didn't tell him she's a tranny! This video may feature: Chad Diamond, Jenna Belle.
Transsexuals Prostitutes 75 Clip 3 Devils Film
Transsexuals Prostitutes 75 Clip 3 Devils Film
Shemale Aubrey Kate fucks Chad Diamond deep in the ass! Featuring Chad Diamond, Aubrey Kate. Original Title: Transsexuals Prostitutes #75
Times up Transsensual
Times up Transsensual
Chad Diamond is recovering at home after appendix surgery, and proves to be a pain in the ass for home nurse Isabella Sorrenti. She finally puts her foot down, and sends Chad on the road to recovery with a parting gift. ...
Cumshots Cougars Prey Volume 7 Scene 12 at Reality Junkies
Cumshots Cougars Prey Volume 7 Scene 12 at Reality Junkies
Watch these awesome cumshots with beautiful MILFS. With Inari Vachs Alexandra Silk Ava Adams Bill Bailey Johnny Castle Chad Diamond Daniel Hunter Giovanni Francesco Michael Vegas Phoenix Marie Veronica Avluv
Gangbang Chanel Gender X
Gangbang Chanel Gender X
Description not available. Featuring Chanel Santini, Chad Diamond, Jonah Marx, Damien Thorne, Rick Fantana, Gabriel DAlessandro. From the film: TS Gangbang Auditions. Original release date: February 26th, 2020.
MILF Massage Over 40 Handjobs
MILF Massage Over 40 Handjobs
Mature massage therapist Angela Allwood normally doesn't accept tips for handjobs, but she takes exception to Joey's advances and decides to give him a happy ending milking he will never forget. She strokes and slobbers ...
Trans Babysitters Honey Tranny Pros
Trans Babysitters Honey Tranny Pros
Mr Diamond needs to know babysitter inside and out shemale! Featuring Chad Diamond, Honey Foxxx B. From the film: Transsexual Babysitters #27
Alura with Chad Alura Jenson XXX
Alura with Chad Alura Jenson XXX
Episode Title: Alura Jenson Big Tits Swinging as She Sucks off Chad Diamond. Featuring Alura Jenson, Chad Diamond.
Aspen with Chad Devils Film
Aspen with Chad Devils Film
Description not available. Featuring Chad Diamond, Aspen Brooks. From the film: Transsexual Girlfriend Experience 2. Original release date: October 1st, 2016.
To Get to Audrey Devils Film
To Get to Audrey Devils Film
Chad plus Jaxton do a bisexual threesome in the bath with Audrey. Featuring Chad Diamond, Jaxton Wheeler, Audrey Noir. From the film: Wanna Fuck My Wife Gotta Fuck Me Too Vol 9. Original release date: April 6th, 2017.
Trans Babysitters Jade Tranny Pros
Trans Babysitters Jade Tranny Pros
Jade Downing shows her baby why he loves her so much! Featuring Chad Diamond, Jade Downing. From the film: Transsexual Babysitters #25
Babysitter Diamond Devils Film
Babysitter Diamond Devils Film
The neighbors won't believe what's going on over here. Featuring Chad Diamond, Diamond Dixon. From the film: Transsexual Babysitters 28. Original release date: April 8th, 2016.
Pegging TGirl Pornstar Platinum Network
Pegging TGirl Pornstar Platinum Network
Description not available. Featuring Jessica Foxx, Havana Ginger, Chad Diamond. Original release date: August 29th, 2017.
GIa Blowbang Evil Angel
GIa Blowbang Evil Angel
Bewildered and anxious, young porn superstar Gia Derza finds herself in a tiara and skimpy lingerie. She exits her room and heads down a staircase, encountering a large group of masturbating men. The gorgeous girl takes ...
No Preference Tranny Pros
No Preference Tranny Pros
Chad has no preference to who is on the other. Featuring Chad Diamond, Diamond Dixon. From the film: Tranny Glory Hole Surprise
Lena Experience Devils Film
Lena Experience Devils Film
Lena wants to fully transition to being a woman as she fears her boyfriend may leave her one day for a girl with a pussy. Chad has to reassure her she is all the woman he will ever need. Featuring Chad Diamond, Lena Kell...
University Gangbang Vol 10 Clip 2 at Devils Film
University Gangbang Vol 10 Clip 2 at Devils Film
Aria's New Gang Bang Lesson From School! Cum Guaranteed. With Chad Diamond, Aria Aspen, Davie Drehyden.
TS Domination Transsensual
TS Domination Transsensual
Exotic goddess Jessica Fox dominates mild mannered Chad Diamond. She forces him to suck her cock, and then returns the favor. Jessica slams Chad's tight asshole from behind as he moans in delight. The sexy brunette stunn...
Diamond Threeway Devils Film
Diamond Threeway Devils Film
Description not available. Featuring Chad Diamond, Robert Axel, Diamond Dixon. From the film: Transsexual Cheerleaders #16
Pegging 9 Clip 1 Devils Film
Pegging 9 Clip 1 Devils Film
Dominating cheerleader Layla Price buttfucks a hung pervert. Featuring Chad Diamond, Layla Price. Full Title: Pegging - a Strap on Love Story #9
Transsexual Cheerleaders 15 Clip 1 Devils Film
Transsexual Cheerleaders 15 Clip 1 Devils Film
Shemale Tori Mayes is getting fucked in her cheeleader suit! Featuring Chad Diamond, Tori Mayes.
TS Girlfriend Chelsea Devils Film
TS Girlfriend Chelsea Devils Film
Description not available. Featuring Chad Diamond, Chelsea Marie. From the film: Transsexual Girlfriend Experience. Original release date: May 8th, 2016.
Transsexual Cheerleaders 15 Clip 2 Devils Film
Transsexual Cheerleaders 15 Clip 2 Devils Film
Shemale cheeleader Nina Lawless is fucking in her bed! Featuring Chad Diamond, Nina Lawless.
Slutty Nikki Tranny Pros
Slutty Nikki Tranny Pros
Chad offers to help slutty she-male Nikki with his cock. Featuring Chad Diamond, Nikki Vicious. From the film: TS Hookers Vol 2. Original release date: April 24th, 2017.
Join Her White Ghetto
Join Her White Ghetto
Horny Alice Frost get her husband to join her in a gang bang. Featuring Chad Diamond, Eric Jover, Alice Frost, Caesar Agustus. From the film: Bi Cuckold Gang Bang 9. Original release date: March 4th, 2016.
Pantyhose Jonelle Devils Film
Pantyhose Jonelle Devils Film
Chad Diamond copulates with shemale princess Jonelle Brooks. Featuring Chad Diamond, Jonelle Brooks. From the film: Tranny Hoes in Pantyhose #2
Very Convincing Fuck Transsensual
Very Convincing Fuck Transsensual
Athletic and sexy trans beauty Korra Del Rio knows that cis boy Chad Diamond is really good at sex, so she makes out with him, eager to seduce him into fucking her asshole. Everything goes according to plan, and within m...
Sucking Off Chad Alura Jenson XXX
Sucking Off Chad Alura Jenson XXX
Episode Title: Alura Jenson Big Tits Swinging as She Sucks off Chad Diamond. Featuring Alura Jenson, Chad Diamond.
Chad with Chanel Devils Film
Chad with Chanel Devils Film
Beautiful Ebony shemale fucks and gets fucked. This clip may feature Chad Diamond, Chanel Couture. Movie Title: Transsexual Prostitutes #76
Chad and Cici at Devils Film
Chad and Cici at Devils Film
Man getting pegged by hot MILF as a punishment for voyeurism Pegging - a Strap On Love Story #7 With Chad Diamond, Cici Rhodes.
Dirty Girl Kiki White Ghetto
Dirty Girl Kiki White Ghetto
Kiki Daire is a dirty girl but more than anything she likes to make her man feel like the total loser he is. Every Wednesday is her man's day off from work, so as the loving wife that she is that is the day she invites a...
Chad and Jayla Cum Bang
Chad and Jayla Cum Bang
Jayla is a star in the making courtesy of 8 rough rednecks and a personal vendetta. Jayla's bff,Amy, sat her down and broke the news that Jayla's boyfriend had been dipping his big black cock in her white cavern. The tea...
Rico and Chanel Cuckold Sessions
Rico and Chanel Cuckold Sessions
Chad Diamond was born to be a cuckold. We begin things with Chad attempting to cock block Rico Strong from fucking Chanel Preston...#fail. Chad gets fooled into racing with Rico and his attention deficit disorder leads R...
TS in Charge Transsensual
TS in Charge Transsensual
Sexy, lanky tattooed TS stunner Freya Wynn shows boyfriend Chad Diamond who is in charge as she pounces on him, demanding a blowjob. Chad obliges, sucking Freya's hard cock and then obeying her orders to service her anal...
Married and Separated Over 40 Handjobs
Married and Separated Over 40 Handjobs
Horny married MILF Simone Sonay is married but that doesn't stop her from getting her cheap thrills when she is away from home. After getting off the phone with hubby she needs to get off the delivery boy. Simone jerks a...
Veronica Avluv Therapy Over 40 Handjobs
Veronica Avluv Therapy Over 40 Handjobs
Jack is upset with his girlfriend and he decides to visit his married neighbor Mrs Veronica Avluv. Since Mrs. Avluv is pretty lonely that her hubby is gone she decides to help the young boy out by making him burst all ov...
Chad and Vivian Devils Film
Chad and Vivian Devils Film
Description not available. Featuring Chad Diamond, Vivian Rockwell. From the film: Tranny Hoes in Pantyhose #3
College Group Sex Clip 3 Devils Film
College Group Sex Clip 3 Devils Film
Petite blonde babe dicked every hole by three horny guys! Featuring Alex Gonz, Keni Styles, Chad Diamond, Ashlynn Leigh.
Your Assistance Transsensual
Your Assistance Transsensual
Administrative assistant Chad Diamond has had enough of being sexually harassed by boss Lena Kelly. He confronts her but she refuses to back down, seeing the submissive and very horny assistant is up for her game of domi...
Chanell Orgy 1 Cum Bang
Chanell Orgy 1 Cum Bang
Chanell Heart has taken a long, hard look at our catalog of black sluts on this site. Chanell, with hope in her heart and wetness in her pussy, arrives at Cumbang with dreams of becoming the filthiest black slut we've ev...
Surprise Diamond Devils Film
Surprise Diamond Devils Film
Surprise! The joke is on you! Featuring Chad Diamond, Alexa Scout. From the film: Tranny Glory Hole Surprise 2. Original release date: March 11th, 2016.
Cumshots Moms Cuckold Vol 6 at Reality Junkies
Cumshots Moms Cuckold Vol 6 at Reality Junkies
Watch a super hot cumshot compilation from 5 sexy scenes! With Zoe Voss, Bob, Darla Crane, Eric Jover, Chad Diamond, Dana DeArmond, Gabriel DAlessandro, Jimmy Broadway, Jon Jon, Julius Ceazher, Nathan Threat, Phylisha An...
Facial Fanatics Vol 2 Clip 5 at Devils Film
Facial Fanatics Vol 2 Clip 5 at Devils Film
Description not available. This clip may feature: Herschel Savage, Kyle Stone, Mark Wood, Rod Fontana, Talon, Kendra Secrets, London Keyes, David Loso, Leslie Sierra, Diana Doll, Keni Styles, Kora Peters, Chad Diamond, T...
Evil Stepson Adult Empire
Evil Stepson Adult Empire
Kinky female director Dana Vespoli is all about shattering boundaries, the social restrictions that can prevent us from fully examining our own sexual truths. In her latest collection of dark vignettes, My Evil Stepson, ...
My Strip Club Spizoo
My Strip Club Spizoo
Best friends Alicia Frost and Layla Price decide to work a double shift at "The Stripper Experience" because they are making so much money. Just as they were performing their last set, two guys come in with fat...
Jordan and Chad Devils Film
Jordan and Chad Devils Film
Description not available. Featuring Jordan Kennedy, Chad Diamond. From the film: Pegging #11
Trans Cheer 13 Chad Devils Film
Trans Cheer 13 Chad Devils Film
Horny tranny cheerleader gets her sweet asshole fucked. This video may feature: Khloe Hart, Chad Diamond.
TS Foxxy and Chad Le Wood
TS Foxxy and Chad Le Wood
Shemale TS Foxxy penetrates Chad Diamond's ass deep! Featuring TS Foxxy, Chad Diamond. From the film: She-Male Perverts
American Tranny Sc1 Reality Junkies
American Tranny Sc1 Reality Junkies
Shemale Aliana Starr and Eric Jover hit it off at a party. This video may feature: Eric Jover, Chad Diamond, Billy Dewitt, Aliana Starr.
Eager to Please Transsensual
Eager to Please Transsensual
Nerdy, personal assistant Chad Diamond is always eager to please his demanding boss, Casey kisses. Chad is stunned and aroused when Casey grabs his stiff cock and starts sucking it, working out her sexual frustrations on...
Your Lucky Day Transsensual
Your Lucky Day Transsensual
Giant nerd Chad Diamond can't believe his luck when brunette TS beauty Chanel Santini agrees to suck his dick. Nevertheless, he lays back on his hotel bed and welcomes the generous blowjob Chanel gives him. She approache...
Transsexual Cheerleaders 14 Clip 1 Devils Film
Transsexual Cheerleaders 14 Clip 1 Devils Film
Foxxy gets her coach and teammate Chad to suck her cock. Featuring Carrie Ann, Foxxy, Chad Diamond.
His Ass for Cherie Le Wood
His Ass for Cherie Le Wood
Cherie Deville dominates Chad and puts strap-on in his butt. Featuring Chad Diamond, Cherie DeVille. From the film: His Ass is Mine #2 - MILF Edition
Like a Champ Ava Devine
Like a Champ Ava Devine
Description not available. Featuring Ava Devine, Ralph Long, Chad Diamond. Original release date: June 26th, 2017.
Moms Cuckold 11 Clip 2 at Reality Junkies
Moms Cuckold 11 Clip 2 at Reality Junkies
Blonde MILF takes out her frustrations on hubby's boss. This video may feature Sean Michaels, Chad Diamond, Katja Kassin.
Alura and Chad Ext Alura Jenson XXX
Alura and Chad Ext Alura Jenson XXX
Full Title: Alura Jenson Fucks Chad Diamond Extended. Featuring Chad Diamond.
Transsexual Babysitters 23 at Devils Film
Transsexual Babysitters 23 at Devils Film
Horny Ebony tranny babysitter gets her asshole fucked. This video may feature Natassia Dreams, Chad Diamond.
Morena Surprises Devils Film
Morena Surprises Devils Film
Description not available. Featuring Chad Diamond, Morena Black. From the film: Tranny Glory Hole Surprise 3. Original release date: March 10th, 2017.
Austin Lynn Fun White Ghetto
Austin Lynn Fun White Ghetto
Being married to a porn star ain't all it's cracked up to be...and Austin has proved that again and again. After sucking cock all day on a porn set she comes home and wants her husband to see how fun the married life can...
Awesome Sexy Transsensual
Awesome Sexy Transsensual
Chad can't believe how awesome sexy TS girlfriend Chanel Santini's cock is! Chad sucks on Chanel's tasty wiener until Chanel can't take it anymore, and she stuffs it in Chad's can. Chad's eyes bug out of his head, making...
Desiree De Luca Clip 2 at Watching My Mom Go Black
Desiree De Luca Clip 2 at Watching My Mom Go Black
It appears as if pushing the devil's tobacco has warped Chad Diamond's mind. We start things off with a meeting between Chad and his buddy Rico Strong. Rico's interested in the green stuff but Chad's mom, Desiree De Luca...
University Gangbang Vol 10 at Devils Film
University Gangbang Vol 10 at Devils Film
Mallory's Graduation Party Will Be A Hardcore Gang Bang! With Chad Diamond, Mark Zane, Julius Ceazher, Mallory Fox.
Cuckold Diaries V2 Sonia White Ghetto
Cuckold Diaries V2 Sonia White Ghetto
Brunette BBW teen in a threesome is having sex in hospital! This video may feature: Chad Diamond, Sonia Blaze, Eric Jover.
Tranny Hoes in Pantyhose Clip 2 Tranny Pros
Tranny Hoes in Pantyhose Clip 2 Tranny Pros
Loving to fuck a dirty brunette tranny in pantyhose. Featuring Chad Diamond, Penny Tyler. Full Title: Tranny Hoes in Pantyhose
Tit Fucking Mrs Fisher Over 40 Handjobs
Tit Fucking Mrs Fisher Over 40 Handjobs
While hr hubby is away busty MILF Karen Fisher loves teasing the delivery guys. When Jim arrives he gets rock hard when Mrs. Fisher answers the door. She notices his hard on and invites him in. When she teases him, he le...
Ashlynn vs Tristyn My XXX Pass
Ashlynn vs Tristyn My XXX Pass
Ashlynn and Tristyn are craziest nymphos and cock sucks. Featuring Tristyn Kennedy, Chad Diamond, Ashlynn Leigh, Porno Dan, Ike Diezel. Original release date: July 3rd, 2015.
Rescue Massage Transsensual
Rescue Massage Transsensual
Chad Diamond falls and hurts his back he is stuck on the floor. His nana tells him to call a massage therapist to help him. Blonde babe TS Masseuse Mandy Mitchell comes to his rescue and helps him off the floor. Watch th...
Surprise Jessica Devils Film
Surprise Jessica Devils Film
Surprise! The joke is on you! Featuring Chad Diamond, Jessica Foxx. From the film: Tranny Glory Hole Surprise 2. Original release date: March 8th, 2016.
Maserati and Chad Cum Bang
Maserati and Chad Cum Bang
There's no doubt that Maseratti XXX's boyfriend has fucked up big time. The time they spent together was tossed out the window once that cheating heart of his fell for a white girl. Maserati XXX has confronted her black ...
Casey Loves Chad Gender X
Casey Loves Chad Gender X
Description not available. Featuring Casey Kisses, Chad Diamond. From the film: TS I Love You. Original release date: February 26th, 2020.
Cock Control Over 40 Handjobs
Cock Control Over 40 Handjobs
Experienced MILF Nina Hartley loves it when horny boys get erections in front of her, because that means she gets to milk their stiff dicks dry. When Joey gets a massive boner she takes notice and pulls out his penis. Th...
Prep School Prepping Innocent High
Prep School Prepping Innocent High
Jessie went to Mr. Diamond after school to get his signature to sign a form for her to transfer to a prep school. At first he told her he won't sign it because she never comes to class, but after she walked away with a c...
Cuckold 14 Trio Reality Junkies
Cuckold 14 Trio Reality Junkies
Hot Eastern European mail-order bride cuckolds her husband! Featuring Sean Michaels, Chad Diamond, Natasha Starr. From the film: Mom's Cuckold #14
Ball Drainer Hot Movies
Ball Drainer Hot Movies
There's nothing like a sexy dame like the ones in the adult DVD Drain My Fucking Balls. Better yet, there's nothing like the symphony of sexy dames on their knees cramming big dick down their throats until their faces di...
University Gangbang Volume 8 Clip 1 at Devils Film
University Gangbang Volume 8 Clip 1 at Devils Film
Sexy slut Jennifer has all her nice holes royally gangbanged With Alex Gonz Jennifer White Chad Diamond Daniel Hunter.
Cumshots Big Breast Nurses 5 Scene 11 at Reality Junkies
Cumshots Big Breast Nurses 5 Scene 11 at Reality Junkies
Cum Shots in the Hospital! Give your drop before you leave! With Asa Akira, Bill Bailey, Brandy Talore, Evan Stone, Chad Diamond, Charley Chase, Rocco Reed, Jack Lawrence, Jessica Jaymes, Johnny Fender, Loni Evans, Kris ...
Stepsis Chanel Gender X
Stepsis Chanel Gender X
Description not available. Featuring Chanel Santini, Chad Diamond. From the film: My Transsexual Stepsister. Original release date: January 22nd, 2020.
Hot Brunette Fucked Puba
Hot Brunette Fucked Puba
Featuring Chad Diamond.
Gangbang Lena Gender X
Gangbang Lena Gender X
Description not available. Featuring Lena Kelly, Chad Diamond, Gabriel DAlessandro, Julien Blanc, Jonah Marx, Pierce Paris. From the film: TS Gangbang Auditions. Original release date: February 26th, 2020.
Moment of Orgasm Mean Massage
Moment of Orgasm Mean Massage
Nothing excited John More than going in for some happy ending handjobs at the local massage parlor. Good thing for him Sarah Vandella is on the job. When he requests a happy ending things turn for the worst when She grab...
Bi Peg to Differ Edyn BiPhoria
Bi Peg to Differ Edyn BiPhoria
Description not available. Featuring Edyn Blair, Chad Diamond, Dante Colle. From the film: Bi Peg to Differ. Original release date: May 6th, 2020.
Gotta Have It Transsensual
Gotta Have It Transsensual
Red headed TS wonder Natalie Mars thinks pool boy Chad Diamond is a good way to pass some time. She hits on him, but he demurs, as he has a girlfriend at home. Natalie pulls out the big guns and offers to pay him an extr...
Jennifers Army 1 The Stripper Experience
Jennifers Army 1 The Stripper Experience
See Sgt. Jennifer White take on a group of wild studs at the stripper experience. She sucks all there cocks until every dick is drained. After a hot dance number she gets wild as hell and takes the club down. Jennifer ge...
Pegging TGirl Extended Pornstar Platinum Network
Pegging TGirl Extended Pornstar Platinum Network
Description not available. Featuring Jessica Foxx, Havana Ginger, Chad Diamond. Original release date: August 29th, 2017.
Ginger Slut Full The Face Fuck Hour
Ginger Slut Full The Face Fuck Hour
Ginger slut gets her face-fucked hard. Featuring Chad Diamond. Key words: Staxxx, blowjob, facial, rough, deep-throat, hardcore, gagging, cumshot
Jennifers Army 2 The Stripper Experience
Jennifers Army 2 The Stripper Experience
See Sgt. Jennifer White take on a group of wild studs at the stripper experience. She sucks all there cocks until every dick is drained. After a hot dance number she gets wild as hell and takes the club down. Jennifer ge...
Monster for Korra Gender X
Monster for Korra Gender X
Description not available. Featuring Korra Del Rio, Chad Diamond. From the film: Transsexual Monster Cocks. Original release date: February 26th, 2020.
Four Different Guys Manuel Ferrara
Four Different Guys Manuel Ferrara
Slutty Carter gets a mouthful of cock from 4 different guys. Featuring Eric John, Chad Diamond, Chad Alva, Carter Cruise, Filthy Rich. Original release date: September 24th, 2015. From the film: Carter Cruise Wide Open.
Busted Transsensual
Busted Transsensual
Masseuse Natalie Mars gets busted trying to earn a little extra cash at the massage parlor, when Vice agent Chad Diamond catches her offering more than a full body massage. The hot TS red head needs to act quickly or she...
Cuckold Gang Bang V4 Amanda White Ghetto
Cuckold Gang Bang V4 Amanda White Ghetto
Hot horny wife is in need of some ruff sex from a gang bang. This video may feature: Hagi, Chad Diamond, Amanda Blow, Eric Jover.
Cuckold Gang Bang V4 Kristy White Ghetto
Cuckold Gang Bang V4 Kristy White Ghetto
Sexy girl gets her foot licked and gang bang by four guys. This video may feature: Chad Diamond, Eric Jover, Kristy Shannon.
We Wanna Gang Bang Your Mom V11 Hagi White Ghetto
We Wanna Gang Bang Your Mom V11 Hagi White Ghetto
Horny nympho sucks hard cock while her pussy is fucked deep. This video may feature: Hagi, Nicki Hunter, Chad Diamond, Caesar Agustus.
Khloe and Chad Devils Film Parodies
Khloe and Chad Devils Film Parodies
Bobby and Cindy play doctor like the kids do...wink wink! Featuring Khloe Hart, Chad Diamond. From the film: The Tranny Bunch
We Wanna Gang Bang Your Mom V11 Coco White Ghetto
We Wanna Gang Bang Your Mom V11 Coco White Ghetto
Dirty hot blonde swallows their hard cocks as she is fucked! This video may feature: Coco Velvett, Chad Diamond, Eric Jover, Pierce Johnson.
Cougars Prey Vol 06 at Reality Junkies
Cougars Prey Vol 06 at Reality Junkies
Ava pussy is dripping wet and needs some cock satisfaction. With Ava Devine, Chad Diamond.
Layla Price White Ghetto
Layla Price White Ghetto
All he wanted was to see his wife Layla get what she wanted which was to get gang banged! But what he didn't know is that Layla had a completely different plan and her husband soon found out that this gang bang wouldn't ...
Bunch of Cocks The Face Fuck Hour
Bunch of Cocks The Face Fuck Hour
Hot babe gets sucks a bunch of cocks. Featuring Gabby Quinteros, Filthy Rich, Dirk Huge, Ralph Long, Chad Diamond. Original release date: June 22nd, 2018.
Cheyenne vs Chad Evolved Fights
Cheyenne vs Chad Evolved Fights
Chad Diamond has been taking some Jiu Jitsu Classes lately and he's confident hes going to be able to get Cheyenne to tap to some of his sneaky moves. Cheyenne Jewel has been wrangling bitches for nearly a decade and she...
Chad and Maserati Cum Bang
Chad and Maserati Cum Bang
There's no doubt that Maseratti XXX's boyfriend has fucked up big time. The time they spent together was tossed out the window once that cheating heart of his fell for a white girl. Maserati XXX has confronted her black ...
Chad and Skin Cum Bang
Chad and Skin Cum Bang
Never underestimate the power of black pussy. Skin Diamond has always been the giving type and there's no better way to demonstrate her good nature than to suck off some angry white boys. This Diamond in the rough knows ...
Skin and Chad Cum Bang
Skin and Chad Cum Bang
Never underestimate the power of black pussy. Skin Diamond has always been the giving type and there's no better way to demonstrate her good nature than to suck off some angry white boys. This Diamond in the rough knows ...
Confessions of a Cheater Transsensual
Confessions of a Cheater Transsensual
Tall, willowy TS stunner Casey Kisses cannot believe her dorky boyfriend Chad cheated on her! She demands details and Chad reluctantly gives them, which only turns Casey on. Chad gives Casey a blowjob, adding to her fier...
Blind Date Transsensual
Blind Date Transsensual
Sexy Trans babe Casey Kisses goes on a blind date with Chad Diamond, and is thrilled when he wants nothing more than to see her cum and get off on her hot body. Chad is convinced he's not good enough for the stunning blo...
Big Breast Nurses 5 Scene 4 at Reality Junkies
Big Breast Nurses 5 Scene 4 at Reality Junkies
Charley Will Do Everything To Be Fucked By Her Sexy Doctor! With Chad Diamond Charley Chase Kris Slater
Can I Make It Up Innocent High
Can I Make It Up Innocent High
Loni has missed the last 3 days of school and in that time she missed out on a class trip as well as her midterm! She needs to do some serious extra credit if she hopes to pass - and Professor Johnson seemed like the per...
I Dream of Chanel Transsensual
I Dream of Chanel Transsensual
Chad Diamond is a dorky dude with a big dick. He dreams of fucking a hot, gorgeous TS babe like Chanel Santini, and lo and behold he gets his wish! Chad's ultimate fantasy has him sucking Chanel's dick and she blows him,...
Moms Cuckold Vol 7 at Reality Junkies
Moms Cuckold Vol 7 at Reality Junkies
Horny blonde fucks a black dick while her husband films them With Amanda Blow, Chad Diamond, Julius Ceazher.
Burlesque Queen Adam and Eve TV
Burlesque Queen Adam and Eve TV
Jade Rose could have been a burlesque queen, with her bounce and flair, and her tease sequence is pure fun. It's not long before she's gotten herself heated up to the point where nothing but a hard cock can quench her th...
Cumshots Cougars Prey Volume 6 Scene 11 at Reality Junkies
Cumshots Cougars Prey Volume 6 Scene 11 at Reality Junkies
Compilation of various cumshots from Cougar's Prey Volume 6. With Marie McCray, Anthony Rosano, Ariella Ferrera, Ava Devine, Johnny Castle, Chad Diamond, Dane Cross, Johnny Fender, Kris Slater, Nicki Hunter, Nina Hartley...
Misty with Chad White Ghetto
Misty with Chad White Ghetto
Description not available. Featuring Misty Snow, Chad Diamond. From the film: Caught Banging the Baby Sitter 2. Original release date: October 25th, 2016.
Cuckold Gang Bang White Ghetto
Cuckold Gang Bang White Ghetto
Wife makes husband join agangbang with his best friends. This clip may feature Chad Diamond, Eric Jover, Maia Davis, Marcelo. Movie Title: Bi Forced Cuckold Gang Bang #2 - Part 1.
Big White Meat White Ghetto
Big White Meat White Ghetto
Big white meat makes this girl smile and Scarlett Fay has a grin from ear to ear as she sees Mr. Chad Diamond's giant white cock get pulled from his pants. Her eyes almost popped out of her head and her lips got wetter a...
Brittany and Chad White Ghetto
Brittany and Chad White Ghetto
Hot MILF Brittany fucks her daughter's big dick boyfriend. Featuring Brittany Blaze, Chad Diamond. From the film: Real Raunchy Redheads #4, Part 1
Fucking Three Guys White Ghetto
Fucking Three Guys White Ghetto
Asia with the help of her husband fucks three guys. Featuring Chad Diamond, Eric Jover, Asia Zo, Caesar Agustus. From the film: Bi Cuckold Gang Bang 8. Original release date: February 25th, 2016.
I Wanna Cum Inside Your Mom Vol 31 at White Ghetto
I Wanna Cum Inside Your Mom Vol 31 at White Ghetto
MILF fucks friends son after she catches him w/ a sex doll. With Chad Diamond, Grace Evangeline.
I Wanna Cum Inside Your Mom Vol 32 at White Ghetto
I Wanna Cum Inside Your Mom Vol 32 at White Ghetto
Dirty slut gets nailed in pussy, between tits and armpit. With Chad Diamond, Alice Frost.
Abella Danger and Chad at Joey Silvera
Abella Danger and Chad at Joey Silvera
Abella Danger shows Chad Diamond who's boss! From Strap Some Boyz #4. Featuring Chad Diamond, Abella Danger.
Forbidden Laurie Mile High Media
Forbidden Laurie Mile High Media
Description not available. Featuring Laurie Vargas, Chad Diamond. From the film: Forbidden Family Affairs. Original release date: May 2nd, 2016.
Desiree De Luca Clip 1 at Watching My Mom Go Black
Desiree De Luca Clip 1 at Watching My Mom Go Black
It appears as if pushing the devil's tobacco has warped Chad Diamond's mind. We start things off with a meeting between Chad and his buddy Rico Strong. Rico's interested in the green stuff but Chad's mom, Desiree De Luca...
Cuckold Diaries V2 Nikki White Ghetto
Cuckold Diaries V2 Nikki White Ghetto
Hot brunette cheerleader teen is having sex in a threesome! This video may feature: Chad Diamond, Nikki Daniels, Eric Jover.
Cuckold Diaries V2 Jessie White Ghetto
Cuckold Diaries V2 Jessie White Ghetto
Teen wearing devil costume having sex in threesome! Funny! This video may feature: Chad Diamond, Jessie Palmer, Eric Jover.
Gang Bang Mariah White Ghetto
Gang Bang Mariah White Ghetto
When Mariah tells her husband to invite some of his buddies over after work he had no idea he would have a mouth full of cum & cock within the next few hours. All his friends love to hang out at his house after work ...
Jade and Billy Cum Bang
Jade and Billy Cum Bang
Jade Aspen is getting revenge idea from her bff Alice Frost. Jade's black boyfriend has dipped his cock in another white girl and that just can't stand. Chad Diamond eavesdrops and offers up another solution: A trip to t...
Billy and Jade Cum Bang
Billy and Jade Cum Bang
Jade Aspen is getting revenge idea from her bff Alice Frost. Jade's black boyfriend has dipped his cock in another white girl and that just can't stand. Chad Diamond eavesdrops and offers up another solution: A trip to t...
Jayla and Chad Cum Bang
Jayla and Chad Cum Bang
Jayla is a star in the making courtesy of 8 rough rednecks and a personal vendetta. Jayla's bff,Amy, sat her down and broke the news that Jayla's boyfriend had been dipping his big black cock in her white cavern. The tea...
Valerie and Chad White Ghetto
Valerie and Chad White Ghetto
Valerie, Valerie, Valerie What more can we say, this girl taught us all a lesson of don't judge a book by it's cover. We know she said she loved to fuck, suck and please a big dick warrior like Mr. Chad Diamond. After th...
Two on One Le Wood
Two on One Le Wood
TS Aubrey Kate fucks Francesca Le and Chad Diamond! Featuring Francesca Le, Chad Diamond, Aubrey Kate. From the film: She-Male Perverts
Home Early White Ghetto
Home Early White Ghetto
When Chris and his friends got home early from the football game they had no idea the family's babysitter would still be there. And oh boy were they surprised to see who it was. The neighborhood slut was all grown up, bu...

 

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