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Sergeant Miles

Sergeant Miles

Acting·1983·90 films

Filmography

Take a Ride on the Trans Train! 3
Take a Ride on the Trans Train! 3 (2022)
Cadet Khloe
Cadet Khloe (2024)Stepdad
Forbidden Family Affairs 23
Forbidden Family Affairs 23 (2024)
Menage a Trans 8
Menage a Trans 8 (2022)
Why Not Bi
Why Not Bi (2019)
Secrets Between Uncles And Nephews
Secrets Between Uncles And Nephews (2020)Markus
Assume The Position
Assume The Position (2022)
Free Use Family Secrets
Free Use Family Secrets (2023)
The Summoning
The Summoning (2023)
My Wife Found Out I'm Bi!
My Wife Found Out I'm Bi! (2020)
Gentlemen 28: Executive Authority
Gentlemen 28: Executive Authority (2020)
Back to the Cooter
Back to the Cooter (2024)
The Drae Axtell Collection
The Drae Axtell Collection (2016)(segment "Saluting Sergeant")
Spread Cheeks & Fill
Spread Cheeks & Fill (2016)
Ass Fucking Alpha Males
Ass Fucking Alpha Males (2017)
Gentlemen 18: Bred For Business
Gentlemen 18: Bred For Business (2017)
Raw Double Penetrations 6: No Holes Spared
Raw Double Penetrations 6: No Holes Spared (2017)
24 Hour Boner
24 Hour Boner (2017)
Couples Seek Third 10
Couples Seek Third 10 (2021)
The MILF Experience 4: Alura Jensen
The MILF Experience 4: Alura Jensen (2025)
Daughter Swap 16
Daughter Swap 16 (2025)
The Graduation
The Graduation (2018)Jack
Get Lit
Get Lit (2017)
Submitting to Sergeant Miles
Submitting to Sergeant Miles (2021)
Lucas Men Unleashed
Lucas Men Unleashed (2022)
Raw Anal Sluts
Raw Anal Sluts (2019)
Daddy's Good Boy
Daddy's Good Boy (2018)
Ready 4 Dick
Ready 4 Dick (2019)
Fucked Rough & Raw
Fucked Rough & Raw (2018)
Bareback Cuckolds
Bareback Cuckolds (2018)
Breeding Prince Charming
Breeding Prince Charming (2017)
Down to Fuck
Down to Fuck (2016)
Becuming Bi-Sexual 2
Becuming Bi-Sexual 2 (2020)
Best Bi
Best Bi (2021)
Innocent Bi-Stander
Innocent Bi-Stander (2020)
Desperate for Dick
Desperate for Dick (2022)
Bathhouse Barebacking
Bathhouse Barebacking (2022)
Wives Desperate for Dick 8
Wives Desperate for Dick 8 (2021)
Raw Power
Raw Power (2018)
Family Transformation 3
Family Transformation 3 (2022)
Sex Bi Candlelight
Sex Bi Candlelight (2019)
Wanna Cum Bi?
Wanna Cum Bi? (2022)
My Trans Crush 2
My Trans Crush 2 (2019)
My First Trans Action
My First Trans Action (2020)
Wives Desperate for Dick 9
Wives Desperate for Dick 9 (2023)
Trans Babysitters
Trans Babysitters (2018)
Transgressions
Transgressions (2019)
EFW17: Winner Fucks Loser
EFW17: Winner Fucks Loser (2022)
Gentlemen 15: Suited For Sex
Gentlemen 15: Suited For Sex (2016)
Gentlemen 31: Executive Submission
Gentlemen 31: Executive Submission (2022)
Macho Daddy Meat
Macho Daddy Meat (2022)
Couples Seek Third 12
Couples Seek Third 12 (2022)
Punishing Some Hole
Punishing Some Hole (2021)
Bareback Auditions 16: Rear Ended
Bareback Auditions 16: Rear Ended (2022)
Dominated Gay Cuckolds
Dominated Gay Cuckolds (2022)
Shut Up and Fuck Me!
Shut Up and Fuck Me! (2018)
Sexual HisASSment
Sexual HisASSment (2018)
Mom's Guide to Sex 14
Mom's Guide to Sex 14 (2023)
Bareback Auditions 4: Raw Recruits
Bareback Auditions 4: Raw Recruits (2016)
TS Taboo 2: My Boss' Wife
TS Taboo 2: My Boss' Wife (2018)
Trannylicious 2
Trannylicious 2 (2018)
Bareback Auditions 8: Fresh Additions
Bareback Auditions 8: Fresh Additions (2017)
Gentlemen 19: Hard At Work
Gentlemen 19: Hard At Work (2017)
Ink, Sweat, Cum!
Ink, Sweat, Cum! (2015)
Hitting It Raw
Hitting It Raw (2016)
Gentlemen 20: Inside Trade
Gentlemen 20: Inside Trade (2017)
Gentlemen 17: Oral Office
Gentlemen 17: Oral Office (2017)
Raw & Ready
Raw & Ready (2015)
Raw DILFs
Raw DILFs (2017)
Raw Meat Packers
Raw Meat Packers (2015)
Saluting Sergeant
Saluting Sergeant (2015)
Rico Marlon's Raw Orgy
Rico Marlon's Raw Orgy (2018)
Bi Popular Demand
Bi Popular Demand (2018)
TS Super Models 2
TS Super Models 2 (2019)
Daddy's Dirty Secret
Daddy's Dirty Secret (2019)
Tranny Hoes in Panty Hose 5
Tranny Hoes in Panty Hose 5 (2018)
Gay Voodoo
Gay Voodoo (2020)
Coming Out Bi 8
Coming Out Bi 8 (2019)
Soaked in Piss
Soaked in Piss (2019)
Begging for Raw Cock
Begging for Raw Cock (2021)
Super Racks 7
Super Racks 7 (2020)
Coming Out Bi 10
Coming Out Bi 10 (2019)
Daddy's Bitch Boys
Daddy's Bitch Boys (2021)
Grade A MILFs
Grade A MILFs (2024)
Mom's Guide to Sex 17
Mom's Guide to Sex 17 (2024)
Twisted Threesome Tales 14
Twisted Threesome Tales 14 (2024)
The MILF Experience 3: Sexy Vanessa
The MILF Experience 3: Sexy Vanessa (2024)
Gentlemen 37: Corporate Uncaged
Gentlemen 37: Corporate Uncaged (2026)
Michael Lachlan Collection
Michael Lachlan Collection (2021)
Angels On Top
Angels On Top (2018)