Sergeant Miles

Acting

Sergeant Miles

Born 28 August 1983 · U.S.A. · 43

Known for

Highlights

Take a Ride on the Trans Train! 32022 · Film
Cadet Khloe2024 · Film · Stepdad
Forbidden Family Affairs 232024 · Film
Menage a Trans 82022 · Film
Couples Seek Third 102021 · Film
Gentlemen 28: Executive Authority2020 · Film

Filmography

Movies

95 films

Lubed & Piped2026 · Film
A Dicking to Remember2026 · Film
Bisexual Bonanza2026 · Film
Housewife Seductions2026 · Film
Gentlemen 37: Corporate Uncaged2026 · Film
Daughter Swap 162025 · Film
The MILF Experience 4: Alura Jensen2025 · Film
The MILF Experience 3: Sexy Vanessa2024 · Film
Grade A MILFs2024 · Film
Twisted Threesome Tales 142024 · Film
Mom's Guide to Sex 172024 · Film
Forbidden Family Affairs 232024 · Film
Cadet Khloe2024 · Film · Stepdad
Back to the Cooter2024 · Film
The Summoning2023 · Film
Mom's Guide to Sex 142023 · Film
Wives Desperate for Dick 92023 · Film
Free Use Family Secrets2023 · Film
EFW17: Winner Fucks Loser2022 · Film
Couples Seek Third 122022 · Film
Dominated Gay Cuckolds2022 · Film
Macho Daddy Meat2022 · Film
Menage a Trans 82022 · Film
Bathhouse Barebacking2022 · Film
Wanna Cum Bi?2022 · Film
Take a Ride on the Trans Train! 32022 · Film
Family Transformation 32022 · Film
Lucas Men Unleashed2022 · Film
Desperate for Dick2022 · Film
Gentlemen 31: Executive Submission2022 · Film
Assume The Position2022 · Film
Bareback Auditions 16: Rear Ended2022 · Film
Wives Desperate for Dick 82021 · Film
Submitting to Sergeant Miles2021 · Film
Daddy's Bitch Boys2021 · Film
Punishing Some Hole2021 · Film
Best Bi2021 · Film
Couples Seek Third 102021 · Film
Begging for Raw Cock2021 · Film
Michael Lachlan Collection2021 · Film
Innocent Bi-Stander2020 · Film
My First Trans Action2020 · Film
My Wife Found Out I'm Bi!2020 · Film
Super Racks 72020 · Film
Gentlemen 28: Executive Authority2020 · Film
Secrets Between Uncles And Nephews2020 · Film · Markus
Gay Voodoo2020 · Film
Becuming Bi-Sexual 22020 · Film
Raw Anal Sluts2019 · Film
Daddy's Dirty Secret2019 · Film
Coming Out Bi 102019 · Film
My Trans Crush 22019 · Film
Sex Bi Candlelight2019 · Film
Transgressions2019 · Film
TS Super Models 22019 · Film
Coming Out Bi 82019 · Film
Ready 4 Dick2019 · Film
Why Not Bi2019 · Film
Soaked in Piss2019 · Film
Fucked Rough & Raw2018 · Film
Angels On Top2018 · Film
Bi Popular Demand2018 · Film
Bareback Cuckolds2018 · Film
Trans Babysitters2018 · Film
Tranny Hoes in Panty Hose 52018 · Film
Rico Marlon's Raw Orgy2018 · Film
Daddy's Good Boy2018 · Film
Trannylicious 22018 · Film
Sexual HisASSment2018 · Film
Raw Power2018 · Film
TS Taboo 2: My Boss' Wife2018 · Film
The Graduation2018 · Film · Jack
Shut Up and Fuck Me!2018 · Film
24 Hour Boner2017 · Film
Get Lit2017 · Film
Bareback Auditions 8: Fresh Additions2017 · Film
Gentlemen 20: Inside Trade2017 · Film
Raw Double Penetrations 6: No Holes Spared2017 · Film
Raw DILFs2017 · Film
Gentlemen 19: Hard At Work2017 · Film
Ass Fucking Alpha Males2017 · Film
Breeding Prince Charming2017 · Film
Gentlemen 18: Bred For Business2017 · Film
Gentlemen 17: Oral Office2017 · Film
The Drae Axtell Collection2016 · Film · (segment "Saluting Sergeant")
Spread Cheeks & Fill2016 · Film
I'm Leaving You2016 · Film
Bareback Auditions 4: Raw Recruits2016 · Film
Down to Fuck2016 · Film
Hitting It Raw2016 · Film
Gentlemen 15: Suited For Sex2016 · Film
Saluting Sergeant2015 · Film
Raw Meat Packers2015 · Film
Raw & Ready2015 · Film
Ink, Sweat, Cum!2015 · Film