Sergeant Miles

Sergeant Miles

Acting

Filmography

80
Gentlemen 37: Corporate Uncaged Gentlemen 37: Corporate Uncaged 2026 Daughter Swap 16 ★ 5.0 Daughter Swap 16 2025 The MILF Experience 4: Alura Jensen ★ 7.0 The MILF Experience 4: Alura Jensen 2025 The MILF Experience 3: Sexy Vanessa The MILF Experience 3: Sexy Vanessa 2024 Grade A MILFs Grade A MILFs 2024 Twisted Threesome Tales 14 Twisted Threesome Tales 14 2024 Mom's Guide to Sex 17 Mom's Guide to Sex 17 2024 Forbidden Family Affairs 23 ★ 8.5 Forbidden Family Affairs 23 2024 Cadet Khloe ★ 8.3 Cadet Khloe 2024 Back to the Cooter ★ 7.0 Back to the Cooter 2024 The Summoning ★ 7.0 The Summoning 2023 Mom's Guide to Sex 14 Mom's Guide to Sex 14 2023 Wives Desperate for Dick 9 Wives Desperate for Dick 9 2023 Free Use Family Secrets Free Use Family Secrets 2023 EFW17: Winner Fucks Loser EFW17: Winner Fucks Loser 2022 Couples Seek Third 12 Couples Seek Third 12 2022 Dominated Gay Cuckolds Dominated Gay Cuckolds 2022 Macho Daddy Meat Macho Daddy Meat 2022 Menage a Trans 8 ★ 8.5 Menage a Trans 8 2022 Bathhouse Barebacking Bathhouse Barebacking 2022 Wanna Cum Bi? Wanna Cum Bi? 2022 Take a Ride on the Trans Train! 3 ★ 9.0 Take a Ride on the Trans Train! 3 2022 Family Transformation 3 Family Transformation 3 2022 Lucas Men Unleashed Lucas Men Unleashed 2022 Desperate for Dick Desperate for Dick 2022 Gentlemen 31: Executive Submission Gentlemen 31: Executive Submission 2022 Assume The Position ★ 5.0 Assume The Position 2022 Bareback Auditions 16: Rear Ended Bareback Auditions 16: Rear Ended 2022 Wives Desperate for Dick 8 Wives Desperate for Dick 8 2021 Submitting to Sergeant Miles Submitting to Sergeant Miles 2021 Daddy's Bitch Boys Daddy's Bitch Boys 2021 Punishing Some Hole Punishing Some Hole 2021 Best Bi Best Bi 2021 Couples Seek Third 10 ★ 10.0 Couples Seek Third 10 2021 Begging for Raw Cock Begging for Raw Cock 2021 Michael Lachlan Collection Michael Lachlan Collection 2021 Innocent Bi-Stander Innocent Bi-Stander 2020 My First Trans Action My First Trans Action 2020 My Wife Found Out I'm Bi! ★ 9.0 My Wife Found Out I'm Bi! 2020 Super Racks 7 Super Racks 7 2020 Gentlemen 28: Executive Authority ★ 10.0 Gentlemen 28: Executive Authority 2020 Secrets Between Uncles And Nephews ★ 10.0 Secrets Between Uncles And Nephews 2020 Coming Out Bi 12 Coming Out Bi 12 2020 Gay Voodoo Gay Voodoo 2020 Becuming Bi-Sexual 2 Becuming Bi-Sexual 2 2020 Raw Anal Sluts Raw Anal Sluts 2019 Daddy's Dirty Secret Daddy's Dirty Secret 2019 Coming Out Bi 10 Coming Out Bi 10 2019 My Trans Crush 2 My Trans Crush 2 2019 Sex Bi Candlelight Sex Bi Candlelight 2019 Transgressions Transgressions 2019 TS Super Models 2 TS Super Models 2 2019 Coming Out Bi 8 Coming Out Bi 8 2019 Ready 4 Dick Ready 4 Dick 2019 Why Not Bi ★ 8.0 Why Not Bi 2019 Soaked in Piss Soaked in Piss 2019 Fucked Rough & Raw Fucked Rough & Raw 2018 Angels On Top Angels On Top 2018 Bi Popular Demand Bi Popular Demand 2018 Bareback Cuckolds Bareback Cuckolds 2018 Trans Babysitters Trans Babysitters 2018 Tranny Hoes in Panty Hose 5 Tranny Hoes in Panty Hose 5 2018 Rico Marlon's Raw Orgy Rico Marlon's Raw Orgy 2018 Daddy's Good Boy Daddy's Good Boy 2018 Trannylicious 2 Trannylicious 2 2018 Sexual HisASSment Sexual HisASSment 2018 Raw Power Raw Power 2018 TS Taboo 2: My Boss' Wife TS Taboo 2: My Boss' Wife 2018 The Graduation The Graduation 2018 Shut Up and Fuck Me! Shut Up and Fuck Me! 2018 24 Hour Boner ★ 10.0 24 Hour Boner 2017 Get Lit Get Lit 2017 Bareback Auditions 8: Fresh Additions Bareback Auditions 8: Fresh Additions 2017 Gentlemen 20: Inside Trade Gentlemen 20: Inside Trade 2017 Raw Double Penetrations 6: No Holes Spared ★ 10.0 Raw Double Penetrations 6: No Holes Spared 2017 Raw DILFs Raw DILFs 2017 Gentlemen 19: Hard At Work Gentlemen 19: Hard At Work 2017 Ass Fucking Alpha Males ★ 10.0 Ass Fucking Alpha Males 2017 Breeding Prince Charming Breeding Prince Charming 2017 Gentlemen 18: Bred For Business ★ 1.0 Gentlemen 18: Bred For Business 2017