Arabelle Raphael - Your Worst Friend: Going Deeper Season 4 (pornstar, alt model, artist) 48 min

48 minGoingdeepershow - 144.5k Views -

Serenity Cox - Going Deeper Show 47 min

47 minGoingdeepershow - 68.5k Views -

DD White (formerly Seka Black) - Going Deeper Show 43 min

43 minGoingdeepershow - 72.4k Views -

DEEPER - GOING DEEPER - The Anal Compilation 28 min

28 minDeeper.com - 637.6k Views -

Connie Perignon - Your Worst Friend: Going Deeper Season 3 (pornstar) 55 min

55 minGoingdeepershow - 266.5k Views -

Violet Myers | Going Deeper 53 min

53 minGoingdeepershow - 173.6k Views -

Loni Legend - Your Worst Friend: Going Deeper Season 2 65 min

65 minGoingdeepershow - 55.6k Views -

Lizzie Love - Your Worst Friend: Going Deeper Season 3 (pornstar and vegan) (featuring Mike Alexio) 49 min

49 minGoingdeepershow - 72k Views -

Sara St. Clair - Your Worst Friend: Going Deeper Season 5 interview (pornstar, author) 49 min

49 minGoingdeepershow - 32.1k Views -

Suki Sin - Your Worst Friend: Going Deeper Season 5 interview (pornstar) 45 min

45 minGoingdeepershow - 180.9k Views -

Crystal Rush - Your Worst Friend: Going Deeper Season 4 (pornstar) 49 min

49 minGoingdeepershow - 107.9k Views -

Rachael Cavalli - Your Worst Friend: Going Deeper Season 5 interview (pornstar) 45 min

45 minGoingdeepershow - 62.8k Views -

Your Worst Friend: Going Deeper: S1Ep5: Kat Karma Orgasmic 55 min

55 minGoingdeepershow - 154.2k Views -

Brittany Andrews | Going Deeper 61 min

61 minGoingdeepershow - 23.6k Views -

John Legendary - Your Worst Friend: Going Deeper Season 2 54 min

54 minGoingdeepershow - 44k Views -

Anastasia Rose - Your Worst Friend: Going Deeper Season 2 59 min

59 minGoingdeepershow - 46.7k Views -

Kay Lovely - star of "A Lovely Time of Year" from Team Skeet - Your Worst Friend: Going Deeper Christmas interview 28 min

28 minGoingdeepershow - 166.6k Views -

Joslyn Jane - Your Worst Friend: Going Deeper Season 2 63 min

63 minGoingdeepershow - 71.3k Views -

Your Worst Friend: Going Deeper: S1Ep1: Sara Jay 50 min

50 minGoingdeepershow - 77.6k Views -

Haley Spades | Going Deeper 52 min

52 minGoingdeepershow - 30.1k Views -

Stephanie Love | Going Deeper 55 min

55 minGoingdeepershow - 37.4k Views -

Your Worst Friend: Going Deeper: S1Ep3: Sahara Leone 65 min

65 minGoingdeepershow - 84.8k Views -

Penny Barber - Your Worst Friend: Going Deeper Season 4 (pornstar, kink, MILF) 51 min

51 minGoingdeepershow - 69.3k Views -

Wisconsin Tiff - Going Deeper Show 54 min

54 minGoingdeepershow - 57.4k Views -

The Return of Kat Karma Orgasmic - Your Worst Friend: Going Deeper Season 4 (pornstar; star of TexasBukkake) 53 min

53 minGoingdeepershow - 212.6k Views -

Lily Starfire | Going Deeper 47 min

47 minGoingdeepershow - 96.5k Views -

Riley Jean - Your Worst Friend: Going Deeper Season 5 interview (pornstar) 65 min

65 minGoingdeepershow - 57.1k Views -