Shadow Longest Videos

6 months ago Stepbrother Stan – Jake Waters & Shadow
48 min

Stepbrother Stan – Jake Waters & Shadow

DisruptiveFilms 2.6K
2 years ago Is My Asshole OK? – Romeo Rivera & Shadow
38 min

Is My Asshole OK? – Romeo Rivera & Shadow

DoctorTapes 7.3K
1 year ago Detention Turns Into an Orgy – Johnny Ford, Trevor Brooks, Spikey Dee & Shadow
36 min

Detention Turns Into an Orgy – Johnny Ford, Trevor Brooks, Spikey Dee & Shadow

PigBottoms 5.3K
2 years ago Stuck & Fuck – Joey Mills, Sumner Blayne & Shadow
34 min

Stuck & Fuck – Joey Mills, Sumner Blayne & Shadow

Men 5.6K
2 years ago Shadow Dominates Felix Fox
33 min

Shadow Dominates Felix Fox

Bromo 3.3K
3 years ago Working Late – Dillon Diaz & Shadow
32 min

Working Late – Dillon Diaz & Shadow

NoriMale 1.4K
2 years ago Matthew Ellis Gets DP’d by Shadow and Pheonix M. Fellington
29 min

Matthew Ellis Gets DP’d by Shadow and Pheonix M. Fellington

Bromo 7K
2 years ago Love Lockdown – Shadow & Prince Flackoo
28 min

Love Lockdown – Shadow & Prince Flackoo

NoriMale 5.1K
1 year ago Trevor Brooks, Spikey Dee, Shadow & Siren Santiago – The New House Bottom
27 min

Trevor Brooks, Spikey Dee, Shadow & Siren Santiago – The New House Bottom

PigBottoms 3K
2 years ago Joey In The Middle Part 2 – Joey Mills & Shadow
26 min

Joey In The Middle Part 2 – Joey Mills & Shadow

Men 4.7K
1 year ago Siren Santiago Becomes The Pack’s New Pig Bottom
26 min

Siren Santiago Becomes The Pack’s New Pig Bottom

PigBottoms 3K
1 year ago Played By The Straight Jock – Shadow & Chase (Cut)
26 min

Played By The Straight Jock – Shadow & Chase (Cut)

Men 5.1K
2 years ago The Royal Imposter – Jordan Jameson & Shadow
26 min

The Royal Imposter – Jordan Jameson & Shadow

NoriMale 2.9K
2 years ago Locker Room Tight Ends – Shadow & Phoenix Ocean
25 min

Locker Room Tight Ends – Shadow & Phoenix Ocean

IconMale 967
2 years ago The Unconfident Speaker – Romeo Rivers & Shadow
25 min

The Unconfident Speaker – Romeo Rivers & Shadow

TherapyDick 6.6K
1 year ago Gobble That Cock Part 2 – Trevor Brooks, Shadow & Santana XXL
24 min

Gobble That Cock Part 2 – Trevor Brooks, Shadow & Santana XXL

Men 5.1K
1 year ago Johnny Ford, Trevor Brooks, Spikey Dee & Shadow – A New Joiner Showered With Cum
24 min

Johnny Ford, Trevor Brooks, Spikey Dee & Shadow – A New Joiner Showered With Cum

PigBottoms 3.5K
2 years ago Max Javier, Johnny Castro & Shadow
15 min

Max Javier, Johnny Castro & Shadow

TreasureIslandMedia 866
3 years ago Parent Teacher Conference – Adrian Hart & Shadow
2 min

Parent Teacher Conference – Adrian Hart & Shadow

NoriMale 1.1K