Sergeant Miles

Sergeant Milesborn 1983

usually

Actor

Popularity

4.1

Famous

Credits

The MILF Experience 4: Alura Jensen
The MILF Experience 4: Alura Jensen

2025

7
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
Forbidden Family Affairs 23

2024

7
Cadet Khloe
Cadet Khloe

2024

as Stepdad

10
Back to the Cooter
Back to the Cooter

2024

Comedy • Science Fiction

7
The Summoning
The Summoning

2023

Horror

7
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

Bathhouse Barebacking
Bathhouse Barebacking

2022

Wanna Cum Bi?
Wanna Cum Bi?

2022

Take a Ride On the Trans Train! 3
Take a Ride On the Trans Train! 3

2022

Romance

9
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
Assume The Position

2022

5
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
Couples Seek Third 10

2021

10
Begging for Raw Cock
Begging for Raw Cock

2021

Innocent Bi-Stander
Innocent Bi-Stander

2020

My First Trans Action
My First Trans Action

2020

My Wife Found Out I'm Bi!
My Wife Found Out I'm Bi!

2020

9
Super Racks 7
Super Racks 7

2020

Gentlemen 28: Executive Authority
Gentlemen 28: Executive Authority

2020

10
Secrets Between Uncles And Nephews
Secrets Between Uncles And Nephews

2020

as Markus

10
Coming Out Bi 12
Coming Out Bi 12

2020

Gay Voodoo
Gay Voodoo

2020

Horror

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

Romance

Sex Bi Candlelight
Sex Bi Candlelight

2019

Transgressions
Transgressions

2019

Romance

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
Why Not Bi

2019

8
Soaked in Piss
Soaked in Piss

2019

Fucked Rough & Raw
Fucked Rough & Raw

2018

Bi Popular Demand
Bi Popular Demand

2018

Bareback Cuckolds
Bareback Cuckolds

2018

Trans Babysitters
Trans Babysitters

2018

Romance

Tranny Hoes in Panty Hose 5
Tranny Hoes in Panty Hose 5

2018

Romance

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
TS Taboo 2

2018

The Graduation
The Graduation

2018

as Jack

Shut Up and Fuck Me!
Shut Up and Fuck Me!

2018

24 Hour Boner
24 Hour Boner

2017

10
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
Raw Double Penetrations 6: No Holes Spared

2017

10
Raw DILFs
Raw DILFs

2017

Gentlemen 19: Hard At Work
Gentlemen 19: Hard At Work

2017

Ass Fucking Alpha Males
Ass Fucking Alpha Males

2017

10
The brutal end to an amazing live show, double fucked to exhaustion!
The brutal end to an amazing live show, double fucked to exhaustion!

2017

6
Hogtied and throated, rough throat fucking, with a squirting brutal orgasm!
Hogtied and throated, rough throat fucking, with a squirting brutal orgasm!

2017

6
Chair bound and brutally double fucked, Squirting screaming deepthroat!
Chair bound and brutally double fucked, Squirting screaming deepthroat!

2017

6
The warm up, bound down in hard metal and face fucked into subspace!
The warm up, bound down in hard metal and face fucked into subspace!

2017

6
Breeding Prince Charming
Breeding Prince Charming

2017

Gentlemen 18: Bred For Business
Gentlemen 18: Bred For Business

2017

1
Paisley Parker is bound in hard metal, stuck on a vibrator, and brutally face fucked, stupid.
Paisley Parker is bound in hard metal, stuck on a vibrator, and brutally face fucked, stupid.

2017

6
Gentlemen 17: Oral Office
Gentlemen 17: Oral Office

2017

Sierra Cirque in her fancy stockings and sexy heels
Sierra Cirque in her fancy stockings and sexy heels

2017

7
Sierra Cirque get's the plank treatment
Sierra Cirque get's the plank treatment

2016

6
The Drae Axtell Collection
The Drae Axtell Collection

2016

as (segment "Saluting Sergeant")

10
Nikki Darling Destruction continues
Nikki Darling Destruction continues

2016

9
Spread Cheeks & Fill
Spread Cheeks & Fill

2016

10
Bareback Auditions 4: Raw Recruits
Bareback Auditions 4: Raw Recruits

2016

Down to Fuck
Down to Fuck

2016

Hitting It Raw
Hitting It Raw

2016

Gentlemen 15: Suited For Sex
Gentlemen 15: Suited For Sex

2016

Saluting Sergeant
Saluting Sergeant

2015

Raw Meat Packers
Raw Meat Packers

2015

Raw & Ready
Raw & Ready

2015

Ink, Sweat, Cum!
Ink, Sweat, Cum!

2015

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