Sergeant Miles

Biography

Known For

Why Not Bi

1 January, 2019

Secrets Between Uncles And Nephews

4 September, 2020

The Graduation

11 April, 2018

Get Lit

28 December, 2017

Submitting to Sergeant Miles

20 August, 2021

Lucas Men Unleashed

13 May, 2022

Raw Anal Sluts

27 December, 2019

Daddy's Good Boy

21 September, 2018

Ready 4 Dick

8 February, 2019

Fucked Rough & Raw

28 December, 2018

Bareback Cuckolds

30 November, 2018

Breeding Prince Charming

28 April, 2017

Down to Fuck

14 March, 2016

Becuming Bi-Sexual 2

13 January, 2020

Assume The Position

1 April, 2022

Best Bi

30 May, 2021

Innocent Bi-Stander

19 December, 2020

Coming Out Bi 12

27 February, 2020

Desperate For Dick

29 April, 2022

Bathhouse Barebacking

10 June, 2022

Wives Desperate for Dick 8

14 September, 2021

Raw Power

25 May, 2018

Family Transformation 3

19 May, 2022

Take a Ride On the Trans Train! 3

26 May, 2022

Free Use Family Secrets

10 April, 2023

The Summoning

25 October, 2023

Sex Bi Candlelight

3 July, 2019

Wanna Cum Bi?

9 June, 2022

My Trans Crush 2

30 July, 2019

My First Trans Action

11 December, 2020

Wives Desperate For Dick 9

27 April, 2023

Trans Babysitters

8 November, 2018

Transgressions

19 June, 2019

EFW17: Winner Fucks Loser

19 October, 2022

My Wife Found Out I'm Bi!

8 December, 2020

Gentlemen 15: Suited For Sex

22 January, 2016

Gentlemen 28: Executive Authority

18 September, 2020

Gentlemen 31: Executive Submission

15 April, 2022

Macho Daddy Meat

22 July, 2022

Couples Seek Third 12

25 August, 2022

Punishing Some Hole

9 July, 2021

Bareback Auditions 16: Rear Ended

18 March, 2022

Dominated Gay Cuckolds

5 August, 2022

Back to the Cooter

1 February, 2024

Shut Up and Fuck Me!

16 March, 2018

Sexual HisASSment

2 August, 2018

The Drae Axtell Collection

1 December, 2016

Mom's Guide to Sex 14

15 August, 2023

Cadet Khloe

14 May, 2024

Forbidden Family Affairs 23

21 May, 2024

Spread Cheeks & Fill

2 September, 2016

Bareback Auditions 4: Raw Recruits

19 August, 2016

TS Taboo 2

25 April, 2018

Trannylicious 2

16 September, 2018

Ass Fucking Alpha Males

9 June, 2017

Bareback Auditions 8: Fresh Additions

24 November, 2017

Gentlemen 18: Bred For Business

14 April, 2017

Gentlemen 19: Hard At Work

22 June, 2017

Hitting It Raw

5 February, 2016

Ink, Sweat, Cum!

24 July, 2015

Gentlemen 20: Inside Trade

10 November, 2017

Gentlemen 17: Oral Office

3 February, 2017

Raw & Ready

7 August, 2015

Raw DILFs

7 July, 2017

Raw Double Penetrations 6: No Holes Spared

29 September, 2017

Raw Meat Packers

16 October, 2015

Saluting Sergeant

13 November, 2015

Rico Marlon's Raw Orgy

5 October, 2018

Bi Popular Demand

12 December, 2018

TS Super Models 2

12 June, 2019

Daddy's Dirty Secret

13 November, 2019

24 Hour Boner

29 December, 2017

Tranny Hoes in Panty Hose 5

18 October, 2018

Gay Voodoo

4 February, 2020

Coming Out Bi 8

14 May, 2019

Soaked in Piss

1 January, 2019

Begging for Raw Cock

2 April, 2021

Couples Seek Third 10

18 May, 2021

Super Racks 7

14 October, 2020

Coming Out Bi 10

16 October, 2019

Daddy's Bitch Boys

23 July, 2021

Sierra Cirque get's the plank treatment

16 December, 2016

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

1 May, 2017

Sierra Cirque in her fancy stockings and sexy heels

18 January, 2017

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

27 February, 2017

Chair bound and brutally double fucked, Squirting screaming deepthroat!

8 May, 2017

Nikki Darling Destruction continues

17 October, 2016

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

15 May, 2017

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

22 May, 2017

Grade A MILFs

29 October, 2024

Mom's Guide To Sex 17

24 September, 2024

Twisted Threesome Tales 14

29 October, 2024

The MILF Experience 3: Sexy Vanessa

10 December, 2024

The MILF Experience 4: Alura Jensen

4 February, 2025