Caleb Gray Longest Videos

5 years ago Damien Ellis & Caleb Gray
62 min

Damien Ellis & Caleb Gray

HelixStudios 343
7 years ago Winter Break vol. 10: Keeping Warm
50 min

Winter Break vol. 10: Keeping Warm

8TeenBoy 424
6 years ago Overloaded – Caleb Gray & Devin Holt
44 min

Overloaded – Caleb Gray & Devin Holt

HelixStudios 118
6 years ago Ashton Summers & Caleb Gray
37 min

Ashton Summers & Caleb Gray

HelixStudios 199
6 years ago Sound of Seduction – Caleb Gray & Alex Riley
35 min

Sound of Seduction – Caleb Gray & Alex Riley

HelixStudios 132
7 years ago Winter Break vol. 8: Slippery Slopes – Caleb Gray, Taylor Coleman & Riley Finch
35 min

Winter Break vol. 8: Slippery Slopes – Caleb Gray, Taylor Coleman & Riley Finch

8TeenBoy 112
6 years ago You Drive Me Wild – Caleb Gray & Kane Fox
32 min

You Drive Me Wild – Caleb Gray & Kane Fox

HelixStudios 190
5 years ago Return to Helix Academy 9 – Trevor Harris & Caleb Gray
31 min

Return to Helix Academy 9 – Trevor Harris & Caleb Gray

HelixStudios 112
6 years ago Staycation Sex – Caleb Gray & Jace Myers
30 min

Staycation Sex – Caleb Gray & Jace Myers

8TeenBoy 136
7 years ago Winter Break vol. 6: Probing Deep – Caleb Gray & Milo Harper
28 min

Winter Break vol. 6: Probing Deep – Caleb Gray & Milo Harper

8TeenBoy 94
6 years ago Game On – Caleb Gray & Garrett Kinsley
28 min

Game On – Caleb Gray & Garrett Kinsley

8TeenBoy 121
6 years ago Naughty Nightcap – Trevor Harris, Caleb Gray & Chase Williams
28 min

Naughty Nightcap – Trevor Harris, Caleb Gray & Chase Williams

8TeenBoy 368
7 years ago Winter Break vol. 2: Cheating Hearts – Caleb Gray & Riley Finch
27 min

Winter Break vol. 2: Cheating Hearts – Caleb Gray & Riley Finch

8TeenBoy 144
7 years ago Flip Flop Twink Top – Caleb Gray & Kurt Niles
26 min

Flip Flop Twink Top – Caleb Gray & Kurt Niles

8TeenBoy 299
6 years ago Twink Connection: Caleb Gray & Dawson Grant
25 min

Twink Connection: Caleb Gray & Dawson Grant

8TeenBoy 142
6 years ago Bedtime Flip Fuck – Caleb Gray & Keagan Case
25 min

Bedtime Flip Fuck – Caleb Gray & Keagan Case

8TeenBoy 118
6 years ago Juicy Joggers – Aiden Garcia & Caleb Gray
25 min

Juicy Joggers – Aiden Garcia & Caleb Gray

HelixStudios 72
7 years ago Thick Loads – Caleb Gray & Jack Philips
24 min

Thick Loads – Caleb Gray & Jack Philips

8TeenBoy 268
6 years ago Pretty Boy Bang – Aaron Roberts & Caleb Gray
23 min

Pretty Boy Bang – Aaron Roberts & Caleb Gray

8TeenBoy 78
7 years ago Twink Connection – Caleb Gray & Miles Pike
23 min

Twink Connection – Caleb Gray & Miles Pike

8TeenBoy 68
7 years ago Frisky Young Fuckers – Caleb Gray & Trent Olsen
23 min

Frisky Young Fuckers – Caleb Gray & Trent Olsen

8TeenBoy 85
7 years ago Horny Morning – Caleb Gray & Paxton Ward
22 min

Horny Morning – Caleb Gray & Paxton Ward

8TeenBoy 351
7 years ago Sneaking Around – Caleb Gray & Chase Williams
22 min

Sneaking Around – Caleb Gray & Chase Williams

8TeenBoy 72
7 years ago Mood Music – Caleb Gray & Sebastian Fox
20 min

Mood Music – Caleb Gray & Sebastian Fox

8TeenBoy 170