Family Roleplay
Favorite123 Matches Found
My Dad's TS Girlfriend (2015)
- Studio: TransSensual
- Starring: Jessy Dubai, Sunday Valentina, David Chase, Wolf Hudson
- Tag Line: His hot new stepmom is no ordinary woman!
My TS Stepmom Vol. 3 (2021)
- Studio: TransSensual
- Starring: Aiden Ashley, Ashley Lane, Eva Paradis, Korra del Rio, Melanie Brooks, TS Foxxy, Dante Colle, Joel Someone
- Movie Synopsis: 2022 AVN Award Nominee for Best Trans Movie 2022 AVN Award Nominee for Best Trans One-on-One Sex Scene - Foxxy & Aiden Ashley Cindy (Korra Del Rio) catches her stepdaughter (Ashley Lane) taking phot... Read more
My TS Stepsister 5 (2021)
- Studio: TransSensual
- Starring: Izzy Wilde, Kate Zoha, Lena Kelly, Summer Rayne, Chris Damned, Dante Colle, Draven Navarro , Tony Sting
- Movie Synopsis: Izzy finds comfort from her stepbrother Tony after she discovers her boyfriend with another woman. She wants to make her boyfriend feel just as bad as she does. Izzy wants to see Tony's cock. He does ... Read more
The Trans Family (2021)
- Studio: Gender X Films
- Starring: Liv Revamped, Emma Rose, Gracie Jane, Natalie Mars, TS Foxxy, Draven Navarro , Johnny Hill, Tony Sting
It's MILF-ing Time! (2021)
- Studio: Trans Angels
- Starring: Natassia Dreams, TS Foxxy, Vanessa Jhons, Mason Lear, Michael DelRay, Ricky Blue, Ricky Larkin
- Movie Synopsis: Get ready for more Trans MILFS! In these 3 scenes, we get to see these trans models at their full beauty while they fuck their partners as well as get fucked by them!
- Studio: Severe Sex Films
- Starring: Alexxxis Allure, Alison Rey, Charlotte Sartre, Cybill Troy, Krystal Davis, Veruca James, Aubrey Kate, Jimmy Broadway
- Movie Synopsis: Jimmy Broadway has been every wife's cuckolded husband, every girl's horny but none-too-bright stepdad who gets pegged, every dominatrix's faithful submissive. In a career that spans 16 years and hund... Read more
My TS Stepmom Vol. 4 (2021)
- Studio: TransSensual
- Starring: Victoria Voxxx, Ariel Demure, Izzy Wilde, Jamie Kelly , Melanie Brooks, Sofia Sanders
- Movie Synopsis: She has the best of both worlds - tits and a dick! These hot trans moms turn on both men and women and they're happy to broaden their family's horizons. Her cock bouncing while she's being fucked in t... Read more
TS Family Love (2021) Compilation
- Studio: TransSensual
- Starring: Chanel Santini, Khloe Kay, Marissa Minx, Savannah Thorne
- Movie Synopsis: Nothing is more exciting than intense, passionate inappropriate sex with stepmothers and stepsisters! These Ts stepsisters are stunning and know exactly what they want and need.
My TS Stepdaughter Vol. 3 (2021)
- Studio: TransSensual
- Starring: Joanna Angel, Crystal Thayer, Jade Venus, Jenna Gargles, Kate Zoha
- Movie Synopsis: These sexy TS stepdaughters are all grown up and hungry for daddy's cock! Watch Kate Zoha, Crystal Thayer, Jade Venus and Jenna Gargles as they climb onto their stepdads for a ride they'll never forge... Read more
Sydney's Fucking Holidays (2021)
- Studio: SydneyScreams4u
- Starring: Celeste Luna, Sydney Screams, Cassie Cummings, Christian Castillo
- Movie Synopsis: The holidays are the most magical time of year... and the horniest! Sydney Screams brings together her three 2021 Holiday XXX releases into one with "My Step-Brother's Dick in a Box" featuri... Read more
TS Taboo 7 (2021)
- Studio: TransSensual
- Starring: Kenna James, Liv Revamped, Izzy Wilde, Korra del Rio, Lianna Lawson, Natalie Stone
- Movie Synopsis: Description 2022 AVN Award Winner for Best Trans Series TransSensual presents an exciting taboo tale full of deceit and desire in TS Taboo 7 - All in the Family. Watch the four scene movie filled wi... Read more
- Studio: Summer Hart Studios
- Starring: Luna Sapphire, Summer Hart, Sophie Ladder
- Movie Synopsis: Summer is in for a surprise when her girlfriend's sister comes on to her...and even more of a surprise when her girlfriend is okay with it!
My TS Stepmom Vol. 5 (2021)
- Studio: TransSensual
- Starring: Maya Woulfe, Ariel Demure, Jessica Fox, Jessy Dubai, TS Foxxy
- Movie Synopsis: She has the best of both worlds - tits and a dick! These hot trans moms turn on both men and women and they're happy to broaden their family's horizons. Her cock bouncing while she's being fucked in t... Read more
TS Cheaters 3 (2022)
- Studio: TransSensual
- Starring: Nicole Sage, Ivory Mayhem, Jade Venus, Natalie Stone, Tori Easton
- Movie Synopsis: TS Cheaters is the new series from the acclaimed studio, TransSensual. Like always, we try to create the most fun, passionate and original stories for our fans and this time we bring you four gorgeous... Read more
Trans Step Mom (2021)
- Studio: Bad Girl Mafia
- Starring: Aimee Fawx, Bella Bates, Raven Roxx, JusticeXXX
- Movie Synopsis: Hi...my name's Aimee...Aimee Fawx...and a couple of years ago...my dad married this total witch...so now I have a step mom...uhhhhh....more like evil step mother...I hate my life! I'm like totally goi... Read more
Trans Family 2, The (2022)
- Studio: Gender X Films
- Starring: Angelina Please, Asia Belle, Nadia Love, Rayne Arts, Colby Jansen, Jayden Marcos, Jonah Marx, Michael DelRay
- Movie Synopsis: Nadia Love is the wife of Colby and her daughters are Rayne and Asia. Nadia's sister is Angelina. Her new stepsons are Michael and Jayden. Nadia is on marriage number three, has never worked a day in ... Read more
My Transsexual Mom 3 (2022)
- Studio: Third World Media
- Starring: Bia Stephanie, Gabryelly Dumont, Jessica Dee , Mayara Lemos, Rider, Rochielle Shawmann, Sandro Bullock
- Tag Line: 100% Mature Trans
Family Transformation 3 (2022)
- Studio: Gender X Films
- Starring: Angelina Please, Ariel Demure, Asia Belle, Jade Venus, Colby Jansen, Hatler Gurius, Michael DelRay, Pierce Paris, Sergeant Miles, Tony Sting
- Movie Synopsis: Asia Belle's mom just married a very rich Hollywood producer and has moved into a very nice house in an upscale neighborhood. Not only that but she also has a hot stepbrother Hatler Gurius who definit... Read more
My TS Stepsister 6 (2022)
- Studio: TransSensual
- Starring: Anna De Ville, Dee Williams , Erica Cherry , Eva Maxim, Mimi Oh, Tori Easton
- Movie Synopsis: Transsexuals are suddenly the hottest thing and everybody wants them. Watch how These T-girls are sucking and fucking guys and girls. enjoy every minute of these hottest actions!
My Transsexual Sister 2 (2018)
- Studio: Third World Media
Taboo T-Girls (2018)
- Studio: Third World Media
My Transsexual Sister 3 (2018)
- Studio: Third World Media
My TS Stepsister 2 (2018)
- Studio: TransSensual
- Starring: Casey Kisses, Kayleigh Coxx, Khloe Kay, Lena Kelly, Dante Colle, Michael DelRay, Tony Orlando, Will Havoc
- Movie Synopsis: Conflict and resolution has never been sexier than the sibling drama that plays out in the latest installment of this family TS series! TS stepsister Lena Kelly has had it with her slob stepbrother To... Read more
- Studio: White Ghetto
- Starring: Johanna, Olivia Love, Sofia , Triani, TS Kida
Taboo T-Girls #2 (2019)
- Studio: Third World Media
Transgression (2019)
- Studio: TransSensual
- Starring: Chanel Santini, Jessica Fox, Natalie Mars, Ryder Monroe, Dante Colle, Pierce Paris, Wolf Hudson
- Movie Synopsis: 2020 AVN Award Nominee Best Transgender Production Taboo is a word we hear a lot these days, but what does it really mean? It is something forbidden and transgressive? It's the kind of thing people t... Read more
- Studio: TransSensual
- Starring: Casey Kisses, Khloe Kay, Lena Kelly, Marissa Minx, Dante Colle, Pierce Paris, Wolf Hudson
- Movie Synopsis: For the last couples of months, Lily (Marissa Minx) lives alone. Her husband is always away for work, and even when he is home he hardly pays attention to her. They barely talk to each other. Shocked ... Read more
- Studio: Samurai
- Starring: Amanda, Kartoon, Madison Montag, Sabrina, Sommo, Gabriel D'Alessandro
- Movie Synopsis: My new step sister is so cute and so hot... I wonder if she has a nice cock? Well, guess what? My step-sister is trans and she wants to fuck with her rock hard, gorgeous cock. Is it wrong that I am so... Read more
- Studio: Samurai
- Starring: Hanna Lee, Aem, Carla, Jazzelle, Michelle, Parkky, Renata, Yago Ribeiro
- Movie Synopsis: Five kinky families that love to fuck each other! These beauties get passionately ass-fucked by relatives while stroking their poles to climax. includes girl on trans, trans on trans, and guy on trans... Read more
My Stepmom's Cock 6 (2019)
- Studio: White Ghetto
- Starring: Amanda Gaucha, Britney Markham, Karen, Karolly Mel
- Movie Synopsis: Featuring hot trannies.
Meet My Folks (2019)
- Studio: Trans Angels
- Starring: Dee Williams , Kayleigh Coxx, Dale Savage, Rob Yaeger
- Movie Synopsis: Meet My Folks Part 1: Kayleigh Coxx is nervous to meet her boyfriend's parents, and with good reason! His mother, Dee Williams has nothing good to say about her, and his brother, Rob Yaeger keeps givi... Read more
My TS Stepdaughter (2019)
- Studio: TransSensual
- Starring: Chelsea Poe, Jessy Dubai, Khloe Kay, Colby Jansen, Dante Colle, Wesley Woods
- Movie Synopsis: Khloe (Khloe Kay) is shocked to learn that her mother Jessy (Jessy Dubai) is engaged to her new boyfriend Colby (Colby Jansen). She never even met the guy and now she's to live with him. Colby ... Read more
My Transsexual Step Sister 2 (2016)
- Studio: Exquisite
- Starring: Alana Ferreira,
- Tag Line: 5 New Taboo Scenes
My Brother Likes My Cock (2016)
- Studio: UTG - Unparallel - Tom Thumb
- Starring: Alana Ferreira, Carla Novaes, Hilda Brazil, Renata Tavares, Yris Smith
- Movie Synopsis: The day I got tits was the day my older Brother stopped beating me up and just wanted to fuck!
My Step-Mom Has A Cock (2017)
- Studio: UTG - Unparallel - Tom Thumb
- Starring: Adriela, Agatha de Melo, Andrea De Oliveira, Barbara, Samara Lauys
- Tag Line: Hot New Tranny Action!
My Sister Has A Cock 3 (2017)
- Studio: UTG - Unparallel - Tom Thumb
- Starring: Andrea, Alana Ferreira, Carla, Izabella, Michelle Araujo, Sabrina , Sandy, Shakira, Thayssa, Walkiria Poskam
- Movie Synopsis: Imagine my surprise when I found out my sister had a cock. Hot new trannies sucking and fucking their brothers.
My Brother Likes My Cock 2 (2017)
- Studio: UTG - Unparallel - Tom Thumb
- Starring: Monique ,
- Tag Line: Tranny Taboo Scenes
My Transsexual Step Sister 3 (2017)
- Studio: Exquisite
- Starring: Jessica Fox, Christian XXX
- Movie Synopsis: My sister's got a secret and I'm going to take full advantage of it. Just beneath that skirt, tucked away in those soft lacy panties of hers, is a nice, thick, throbbing cock! I'm going to milk it to ... Read more
- Studio: Michelle Austin Films
- Starring: Eddie Wood, Michelle Austin, Shiri Allwood
- Movie Synopsis: Family secrets come out when the stepfather is away on business! Sometimes the stepmom has to do what she has to do to earn respect! Kennston Productions presents Transcest, starring Michelle Austin, ... Read more
My Transsexual Stepsister (2017)
- Studio: Gender X Films
- Starring: Aubrey Kate, Chanel Santini, Freya Wynn, Tori Mayes, Chad Diamond, Jaxton Wheeler, Jonah Marx
- Movie Synopsis: There's a delicious extraordinary experience in store for the curious stepbrothers in every scene of this erotic gender fluid film that pushes the boundaries of conventional roles. These beautiful ste... Read more
My Transsexual Stepmom (2017)
- Studio: Gender X Films
- Starring: Isabella Sorenti, Mara Nova, Natalie Mars, TS Foxxy, Eli Hunter, Jaxton Wheeler, Jonah Marx, Ruckus XXX
- Movie Synopsis: Gender X presents "My Transsexual Stepmom," starring Natatie Mars, Isabella Sorrenti, Mara Nova, and Foxxy. My stepmom is so hot and she just keeps making passes at me that I can't ignore an... Read more
- Studio: UTG - Unparallel - Tom Thumb
- Movie Synopsis: Imagine my surprise when I found out my new step-sister had a cock. Now I have a new friend with a big cock to suck and fuck. The added bonus, her friends have cocks too!!
My Transsexual Step Sister (2016)
- Studio: Exquisite
My Transsexual Sister (2017)
- Studio: Third World Media
- Starring: Barbara, Carla, Jade Oliveira, Raissa, Tamy, Wanessa Waitzel
- Movie Synopsis: My sister has a bigger cock than I do!
My Stepmom's Cock (2017)
- Studio: White Ghetto
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