Jessica Woods - Straight & Gay (411)

Miss Jessica Wood - Hogtied Ball Popping

HD 0:10 / 10:32

Miss Jessica Wood - Hogtied Ball Popping

LoyalFans 7 months ago

6 New Canes - Miss Jessica Wood has 6 new dragon canes and has to test them out on a slave with Caning

HD 0:10 / 12:25

6 New Canes - Miss Jessica Wood has 6 new dragon canes and has to test them out on a slave with Caning

LoyalFans 2 weeks ago

Miss Jessica Wood - Relax Under my Riding Boots (1080p MP4)

51% HD 0:10 / 6:46

Miss Jessica Wood - Relax Under my Riding Boots (1080p MP4)

LoyalFans 1 year ago

Higher Of Lower - Busting His Balls!

HD 0:10 / 23:14

Higher Of Lower - Busting His Balls!

LoyalFans 1 year ago

Miss Jessica Wood - Spanking and Caning (1080p MP4)

57% HD 0:10 / 10:41

Miss Jessica Wood - Spanking and Caning (1080p MP4)

LoyalFans 1 year ago

Miss Jessica Wood - Sadistic Facesitting in Jodhpurs (HD 1080p MP4)

64% HD 0:10 / 5:47

Miss Jessica Wood - Sadistic Facesitting in Jodhpurs (HD 1080p MP4)

LoyalFans 10 months ago

Friday Punishment - Miss Jessica Wood punishes her husband by using leather paddles with Paddling

64% HD 0:10 / 10:05

Friday Punishment - Miss Jessica Wood punishes her husband by using leather paddles with Paddling

LoyalFans 2 weeks ago

Miss Jessica Wood - Ball Flattening Flats

HD 0:10 / 12:41

Miss Jessica Wood - Ball Flattening Flats

LoyalFans 2 years ago

Jessica Woods Happily Defies Her Good Girl Upbringing

Jessica Woods Happily Defies Her Good Girl Upbringing

xHamster 1 year ago

PhD Candidate Jessica Woods Works Hard At Earning That PhatDick

PhD Candidate Jessica Woods Works Hard At Earning That PhatDick

xHamster 7 months ago

Miss Jessica Wood - Human Carpet

Miss Jessica Wood - Human Carpet

LoyalFans 2 years ago

Caught Speeding - Miss Jessica Wood is a policewoman punishing this slave with Ballbusting

HD 0:10 / 10:15

Caught Speeding - Miss Jessica Wood is a policewoman punishing this slave with Ballbusting

LoyalFans 2 weeks ago

Miss Jessica Wood - Dirty Heeled Soles Promotion (Office Cock Crush) [Custom] (HD 1080p MP4)

HD 0:10 / 11:45

Miss Jessica Wood - Dirty Heeled Soles Promotion (Office Cock Crush) [Custom] (HD 1080p MP4)

LoyalFans 2 years ago

New Neck Treatment - Miss Jessica Wood is a nurse helping a male patient with his neck with Facesitting

HD 0:10 / 10:32

New Neck Treatment - Miss Jessica Wood is a nurse helping a male patient with his neck with Facesitting

LoyalFans 5 days ago

No Need for Balls - Miss Jessica Wood punishes Sissy Isabelle's unecessary balls with CBT and Ballbusting

HD 0:28 / 11:02

No Need for Balls - Miss Jessica Wood punishes Sissy Isabelle's unecessary balls with CBT and Ballbusting

Clips4sale 1 month ago

Head Scissor Challenge - Miss Jessica Wood asks her boyfriend if he can get out of a new wrestling move she's learnt which is Scissorholds

65% HD 0:30 / 10:14

Head Scissor Challenge - Miss Jessica Wood asks her boyfriend if he can get out of a new wrestling move she's learnt which is Scissorholds

Clips4sale 1 month ago

Caning Correction - part 2 - Miss Jessica Wood dishes out another 22 hard cane strokes on a slave with Caning

Caning Correction - part 2 - Miss Jessica Wood dishes out another 22 hard cane strokes on a slave with Caning

Clips4sale 3 months ago

Miss Jessica Wood - Sadistic Facesitting in Jodhpurs (HD 720p MP4)

68% 4K 0:30 / 5:46

Miss Jessica Wood - Sadistic Facesitting in Jodhpurs (HD 720p MP4)

Clips4sale 10 months ago

Miss Jessica Wood - Merciless Hands Trampling in my Riding Boots (1080p MP4)

Miss Jessica Wood - Merciless Hands Trampling in my Riding Boots (1080p MP4)

Clips4sale 2 years ago

Feeling Miss Woods cane

Premium 4K 8:08

Feeling Miss Woods cane

Clips4sale 3 months ago

Miss Jessica Wood - Worship my Boots (1080p MP4)

63% 4K 0:24 / 6:03

Miss Jessica Wood - Worship my Boots (1080p MP4)

Clips4sale 1 year ago

We let our prison straps book him in

65% HD 0:30 / 11:21

We let our prison straps book him in

Clips4sale 10 months ago

Miss Jessica Wood - Merciless Hogtied Trampling in Riding Boots (1080p MP4)

HD 0:11 / 11:09

Miss Jessica Wood - Merciless Hogtied Trampling in Riding Boots (1080p MP4)

Clips4sale 2 years ago

Jessica Wood's Live webcam 19th Feb 2008

Jessica Wood's Live webcam 19th Feb 2008

Clips4sale 3 years ago

Miss Jessica Wood - Trampling and Stomping in my Riding Boots (1080p MP4)

HD 0:10 / 11:56

Miss Jessica Wood - Trampling and Stomping in my Riding Boots (1080p MP4)

LoyalFans 2 years ago

Sent to Miss Wood

Premium 4K 4:08

Sent to Miss Wood

Clips4sale 2 years ago

Caning is My Favorite

4K 0:30 / 20:45

Caning is My Favorite

Clips4sale 5 months ago

Facesitting The Sissy Part 2

Facesitting The Sissy Part 2

Clips4sale 2 years ago

Dealt with by Miss Wood

Premium 4K 3:00

Dealt with by Miss Wood

Clips4sale 2 years ago

He couldn't sit down when Miss Wood finished

Premium 4K 4:53

He couldn't sit down when Miss Wood finished

Clips4sale 1 year ago

Miss Jessica Wood - Face Slapping and Spitting (720p MP4)

65% 4K 0:30 / 8:50

Miss Jessica Wood - Face Slapping and Spitting (720p MP4)

Clips4sale 2 months ago

Miss Jessica Wood - Long Time No Squish (HD 1080p MP4)

HD 0:25 / 10:43

Miss Jessica Wood - Long Time No Squish (HD 1080p MP4)

Clips4sale 2 years ago

Rude to office ladies - size 1920 x 1080

HD 0:11 / 10:26

Rude to office ladies - size 1920 x 1080

Clips4sale 3 years ago

Inappropriate touching - size 1920 x 1080

HD 0:11 / 11:04

Inappropriate touching - size 1920 x 1080

Clips4sale 2 years ago

Thrashed without mercy by Miss Wood

Premium 4K 6:27

Thrashed without mercy by Miss Wood

Clips4sale 2 years ago

6 New Canes - Miss Jessica Wood has 6 new dragon canes and has to test them out on a slave with Caning

HD 0:25 / 12:25

6 New Canes - Miss Jessica Wood has 6 new dragon canes and has to test them out on a slave with Caning

Clips4sale 9 months ago

Night out tease - size 1920 x 1080

HD 0:11 / 10:07

Night out tease - size 1920 x 1080

Clips4sale 3 years ago

Miss Jessica Wood - Leather Face Sitting (720p MP4)

60% 4K 0:30 / 6:30

Miss Jessica Wood - Leather Face Sitting (720p MP4)

Clips4sale 1 year ago

12 Strokes - Miss Jessica Wood gives a new slave 12 strokes of the cane on his bottom wtih Caning

12 Strokes - Miss Jessica Wood gives a new slave 12 strokes of the cane on his bottom wtih Caning

Clips4sale 3 months ago

Caning, foot worship & face slapping - Slap, cane and worship game - Miss Jessica Wood

65% HD 0:19 / 11:02

Caning, foot worship & face slapping - Slap, cane and worship game - Miss Jessica Wood

Clips4sale 1 year ago

Stepmom Jessica Woods cane

Premium 4K 2:15

Stepmom Jessica Woods cane

Clips4sale 2 years ago

Caught Speeding Again - Miss Jessica Wood as a police officer, punishes the man with 50 cane strokes with Caning

65% HD 0:22 / 10:47

Caught Speeding Again - Miss Jessica Wood as a police officer, punishes the man with 50 cane strokes with Caning

Clips4sale 8 months ago

Beat your boss mp4

HD 0:59 / 10:58

Beat your boss mp4

Clips4sale 2 years ago

Doctor Jessica Wood gives pervy patient hard ballbusting aversion therapy BB1708

63% 0:13 / 15:17

Doctor Jessica Wood gives pervy patient hard ballbusting aversion therapy BB1708

Clips4sale 7 months ago

Higher Or Lower - Busting His Balls!

71% 0:30 / 23:13

Higher Or Lower - Busting His Balls!

Clips4sale 1 year ago

Three Dice in One - Miss Jessica Wood & Miss Lady Louisa play a game with a slave with Caning

HD 0:25 / 12:22

Three Dice in One - Miss Jessica Wood & Miss Lady Louisa play a game with a slave with Caning

Clips4sale 5 months ago

Smotherbox Seat - Miss Jessica Wood sits on a slave in a smotherbox wearing pantyhose and a thong wtih FaceSitting

HD 0:20 / 10:54

Smotherbox Seat - Miss Jessica Wood sits on a slave in a smotherbox wearing pantyhose and a thong wtih FaceSitting

Clips4sale 11 months ago

Miss Jessica Wood - Obedient Doormat (720p MP4)

HD 0:11 / 12:02

Miss Jessica Wood - Obedient Doormat (720p MP4)

Clips4sale 3 years ago

Inappropriate Manner - Miss Jessica Wood and Mistress Ava Black punish this employee's bottom with Cropping

66% HD 0:21 / 10:16

Inappropriate Manner - Miss Jessica Wood and Mistress Ava Black punish this employee's bottom with Cropping

Clips4sale 1 month ago

Sobbing as cruel StepAunty Jessica thrashes his bare bottom

Premium 4K 3:47

Sobbing as cruel StepAunty Jessica thrashes his bare bottom

Clips4sale 4 months ago

Stable Hand Punished mp4

65% HD 0:30 / 10:43

Stable Hand Punished mp4

Clips4sale 2 years ago

Thieving Caretaker - Miss Jessica Wood & Miss Lady Louisa punish the Caretaker with Caning

61% HD 0:10 / 16:17

Thieving Caretaker - Miss Jessica Wood & Miss Lady Louisa punish the Caretaker with Caning

LoyalFans 1 week ago

Jessica Woods Happily Defies her Georgia Upbringing

Jessica Woods Happily Defies her Georgia Upbringing

xHamster 4 years ago

Reformatory Mistress Wood

Premium 4K 6:17

Reformatory Mistress Wood

Clips4sale 4 years ago

Miss Jessica Wood - Face Slapping and Spitting (HD 1080p MP4)

65% HD 0:10 / 8:51

Miss Jessica Wood - Face Slapping and Spitting (HD 1080p MP4)

LoyalFans 1 month ago

Rubber Cowboy Boots Trample - Miss Jessica Wood steps up & down with her boots on this slave with Trampling

Rubber Cowboy Boots Trample - Miss Jessica Wood steps up & down with her boots on this slave with Trampling

LoyalFans 4 days ago

Rosie's Strap On Training

Rosie's Strap On Training

LoyalFans 4 years ago

Miss Jessica Wood - Hogtied Ball Popping (HD 1080p MP4)

77% HD 0:26 / 10:31

Miss Jessica Wood - Hogtied Ball Popping (HD 1080p MP4)

Clips4sale 7 months ago

Jessica Wood's Live Webcam 12th Aug 2007

Jessica Wood's Live Webcam 12th Aug 2007

Clips4sale 3 years ago

Edging and Teasing Baby Charlotte

50% HD 0:10 / 5:21

Edging and Teasing Baby Charlotte

LoyalFans 4 years ago

Exercises for a Piggy

67% 4K 0:30 / 19:01

Exercises for a Piggy

Clips4sale 5 months ago

Spit Roast for Slave Bitch - Miss Jessica Wood & The Huntress make their slave suck and fuck their cocks with Pegging

Spit Roast for Slave Bitch - Miss Jessica Wood & The Huntress make their slave suck and fuck their cocks with Pegging

Clips4sale 5 days ago

Miss Jessica Wood - Trampling and Sole Licking in my Sandals (HD 1080p MP4)

Miss Jessica Wood - Trampling and Sole Licking in my Sandals (HD 1080p MP4)

LoyalFans 2 months ago

Birthday Foo-Foos - Miss Jessica Wood loves her new present and they're perfect for spanking with Foo Foo slipper Spanking

65% HD 0:14 / 10:31

Birthday Foo-Foos - Miss Jessica Wood loves her new present and they're perfect for spanking with Foo Foo slipper Spanking

Clips4sale 1 year ago

Advanced, and very painful, teacher training

HD 0:10 / 12:14

Advanced, and very painful, teacher training

LoyalFans 6 months ago

Miss Jessica Wood - Trampling and Stomping in my Riding Boots (1080p MP4)

HD 0:35 / 11:56

Miss Jessica Wood - Trampling and Stomping in my Riding Boots (1080p MP4)

Clips4sale 3 years ago

Army affairs - size 1920 x 1080

HD 0:11 / 10:28

Army affairs - size 1920 x 1080

Clips4sale 2 years ago

Miss Jessica Wood - Little Slave Beneath my Riding Boots

HD 0:10 / 11:29

Miss Jessica Wood - Little Slave Beneath my Riding Boots

LoyalFans 2 years ago

Miss Jessica Wood - Obedient Doormat (1080p MP4)

55% HD 0:10 / 12:04

Miss Jessica Wood - Obedient Doormat (1080p MP4)

LoyalFans 2 years ago

Rosie and Charlotte Get Dirty P1

Rosie and Charlotte Get Dirty P1

LoyalFans 4 years ago

Miss Jessica Wood - Grapes and Sugar Cubes Beneath my Riding Boots (1080p MP4)

HD 0:10 / 12:07

Miss Jessica Wood - Grapes and Sugar Cubes Beneath my Riding Boots (1080p MP4)

LoyalFans 1 year ago

Silky Knicker Surprise - Miss Jessica Wood surprises her husband with silk panties for Facesitting

66% HD 0:23 / 11:00

Silky Knicker Surprise - Miss Jessica Wood surprises her husband with silk panties for Facesitting

Clips4sale 3 months ago

Miss Jessica Wood - Spanking and Caning (720p MP4)

66% 4K 0:30 / 10:40

Miss Jessica Wood - Spanking and Caning (720p MP4)

Clips4sale 1 year ago

Thieving Caretaker - Miss Jessica Wood & MIss Lady Louisa punish the Caretaker with Caning

61% HD 0:16 / 16:16

Thieving Caretaker - Miss Jessica Wood & MIss Lady Louisa punish the Caretaker with Caning

Clips4sale 8 months ago

Miss Jessica Wood - Ball Flattening Flats (HD 1080p MP4)

HD 0:30 / 12:41

Miss Jessica Wood - Ball Flattening Flats (HD 1080p MP4)

Clips4sale 2 years ago

Over Jessica and Katie's knee's

Premium 4K 3:52

Over Jessica and Katie's knee's

Clips4sale 1 year ago

Mr Lawrence gets the strap for his unprofessional behaviour

55% HD 0:30 / 14:01

Mr Lawrence gets the strap for his unprofessional behaviour

Clips4sale 1 year ago

Equestrian fun - size 1920 x 1080

HD 0:11 / 11:40

Equestrian fun - size 1920 x 1080

Clips4sale 3 years ago

Spanked sissy - part 3 - Miss Jessica Wood & Mistress Ava finally get their canes on the naughty sissy with Classic Caning

Spanked sissy - part 3 - Miss Jessica Wood & Mistress Ava finally get their canes on the naughty sissy with Classic Caning

Clips4sale 1 year ago

Facesitting Duo - part 6 - Miss Jessica Wood and Mistress Chloe Lovette have a slave Double Sofa Facesitting

Facesitting Duo - part 6 - Miss Jessica Wood and Mistress Chloe Lovette have a slave Double Sofa Facesitting

Clips4sale 1 month ago

Marigold Spanking - Miss Jessica Wood punishes her husband with rubber glove and slipper spanking and OTK spanking

63% HD 0:12 / 10:37

Marigold Spanking - Miss Jessica Wood punishes her husband with rubber glove and slipper spanking and OTK spanking

Clips4sale 11 months ago

Put across Miss Strictland and Miss Wood's knees

Premium 4K 4:10

Put across Miss Strictland and Miss Wood's knees

Clips4sale 3 months ago

Slipper & strap card game - size 1920 x 1080

61% HD 0:11 / 12:49

Slipper & strap card game - size 1920 x 1080

Clips4sale 2 years ago

Bitch boi SpitRoast Part 2 Balls Deep Cum

Bitch boi SpitRoast Part 2 Balls Deep Cum

Clips4sale 2 years ago

Boss issues - size 1920 x 1080

HD 0:11 / 10:50

Boss issues - size 1920 x 1080

Clips4sale 2 years ago

Stable Fine - Miss Jessica Wood & Mistress Athena punish their trainer with riding crops & dressage whips with Female Domination

51% HD 0:18 / 10:51

Stable Fine - Miss Jessica Wood & Mistress Athena punish their trainer with riding crops & dressage whips with Female Domination

Clips4sale 9 months ago

Miss Jessica Wood - Face Slapping and Spitting (HD 1080p MP4)

Miss Jessica Wood - Face Slapping and Spitting (HD 1080p MP4)

Clips4sale 2 months ago

Nurse Endurance Test - part 3 - Miss Jessica Wood has a thick cane to use on this secured bottom with Caning

Nurse Endurance Test - part 3 - Miss Jessica Wood has a thick cane to use on this secured bottom with Caning

Clips4sale 2 months ago

Punished for no PE Kit mp4

HD 0:48 / 11:27

Punished for no PE Kit mp4

Clips4sale 2 years ago

Exposing problem - size 1920 x 1080

HD 0:11 / 11:32

Exposing problem - size 1920 x 1080

Clips4sale 1 year ago

Miss Jessica Wood - Boots Trampling Compilation

HD 0:10 / 24:21

Miss Jessica Wood - Boots Trampling Compilation

LoyalFans 2 years ago

Correcting His Poor Attitude!

61% HD 0:10 / 8:34

Correcting His Poor Attitude!

LoyalFans 1 year ago

Bound facesitting from super smotherer Miss Jessica Wood! FB1724

Bound facesitting from super smotherer Miss Jessica Wood! FB1724

Clips4sale 1 year ago

Office Skirt Smother - Miss Jessica Wood sits on an employees face whilst wearing her pencil skirt with Facesitting

HD 0:31 / 10:27

Office Skirt Smother - Miss Jessica Wood sits on an employees face whilst wearing her pencil skirt with Facesitting

Clips4sale 2 months ago

Miss Jessica Wood - Trampled In Brown Leather Pointed Toe Ballet Flats (HD 1080p MP4)

Miss Jessica Wood - Trampled In Brown Leather Pointed Toe Ballet Flats (HD 1080p MP4)

LoyalFans 3 months ago

Cavity search - MIss Jessica Wood as a nurse does a cavity search on a prison inmate wtih Fisting

HD 0:30 / 10:39

Cavity search - MIss Jessica Wood as a nurse does a cavity search on a prison inmate wtih Fisting

Clips4sale 3 weeks ago

Caught playing truant - Miss Jessica Wood punishes a pupil with 24 cane strokes with Caning

Caught playing truant - Miss Jessica Wood punishes a pupil with 24 cane strokes with Caning

Clips4sale 4 months ago

Gambling ring - size 1920 x 1080

HD 0:11 / 10:36

Gambling ring - size 1920 x 1080

Clips4sale 2 years ago

Caning confession - size 1920 x 1080

HD 0:11 / 10:06

Caning confession - size 1920 x 1080

Clips4sale 3 years ago

Heads or tails - size 1920 x 1080

HD 0:11 / 10:42

Heads or tails - size 1920 x 1080

Clips4sale 1 year ago

Old Headmaster - Miss Jessica Wood & Mistress Athena have a pair of leather paddles to punish an old Headmaster with Paddling

Old Headmaster - Miss Jessica Wood & Mistress Athena have a pair of leather paddles to punish an old Headmaster with Paddling

Clips4sale 1 year ago

Miss Jessica Wood - Leather Face Sitting (1080p MP4)

Miss Jessica Wood - Leather Face Sitting (1080p MP4)

Clips4sale 1 year ago

Jessica Ballbusts the Estate Agent BB1511

65% 0:08 / 15:31

Jessica Ballbusts the Estate Agent BB1511

Clips4sale 2 years ago

Miss Jessica Wood - Testing the New Wellies (1080p MP4)

HD 0:10 / 11:22

Miss Jessica Wood - Testing the New Wellies (1080p MP4)

LoyalFans 2 years ago

Pre-party ballbusting from Jessica Wood in shiny boots BB1699

Pre-party ballbusting from Jessica Wood in shiny boots BB1699

Clips4sale 8 months ago

Spanked sissy - part 1 - Miss Jessica Wood & Mistress Ava starts off their naught sissy punishment with Hand Spanking

Spanked sissy - part 1 - Miss Jessica Wood & Mistress Ava starts off their naught sissy punishment with Hand Spanking

Clips4sale 1 year ago

Tennis Club - part 1 - Miss Jessica Wood catches a pervert looking up her skirt so punishes him with her hand with Spanking

66% HD 0:21 / 4:51

Tennis Club - part 1 - Miss Jessica Wood catches a pervert looking up her skirt so punishes him with her hand with Spanking

Clips4sale 7 months ago

Miss Jessica Wood - Stiletto Trampling (1080p MP4)

Premium 4K 9:47

Miss Jessica Wood - Stiletto Trampling (1080p MP4)

Clips4sale 1 year ago

Miss Jessica Wood - Face Sitting and Trampling

54% HD 0:10 / 9:54

Miss Jessica Wood - Face Sitting and Trampling

LoyalFans 2 years ago

Miss Jessica Wood - Useless Cleaner

HD 0:10 / 11:02

Miss Jessica Wood - Useless Cleaner

LoyalFans 2 years ago

Army Boot Licking Ashtray - Miss Jessica Wood has a private to lick her muddy boots clean and be her Human Ashtray

HD 0:30 / 12:05

Army Boot Licking Ashtray - Miss Jessica Wood has a private to lick her muddy boots clean and be her Human Ashtray

Clips4sale 2 months ago

Snopping around - Miss Jessica Wood and Mistress Athena have a reprobate to punish with OTK Slipper Spanking

HD 0:20 / 10:20

Snopping around - Miss Jessica Wood and Mistress Athena have a reprobate to punish with OTK Slipper Spanking

Clips4sale 7 months ago

Miss Jessica Wood - Trampled In Brown Leather Pointed Toe Ballet Flats (HD 1080p MP4)

65% 4K 0:21 / 8:51

Miss Jessica Wood - Trampled In Brown Leather Pointed Toe Ballet Flats (HD 1080p MP4)

Clips4sale 4 months ago

Double Sofa Seat - Miss Jessica Wood & The Hunteress have a slave as their cushion on a sofa with Double Facesitting

HD 0:30 / 11:37

Double Sofa Seat - Miss Jessica Wood & The Hunteress have a slave as their cushion on a sofa with Double Facesitting

Clips4sale 1 month ago

Miss Woods knee

Premium 4K 2:06

Miss Woods knee

Clips4sale 1 year ago

Shoddy stables - Miss Jessica Wood with The Hunteress have riding crops

Shoddy stables - Miss Jessica Wood with The Hunteress have riding crops

Clips4sale 2 years ago

Random number generator - size 1920 x 1080

HD 0:11 / 12:11

Random number generator - size 1920 x 1080

Clips4sale 2 years ago

Sandra's knickers - size 1920 x 1080

Sandra's knickers - size 1920 x 1080

Clips4sale 3 years ago

Sucking punishment - size 1920 x 1080

HD 0:11 / 10:58

Sucking punishment - size 1920 x 1080

Clips4sale 2 years ago

Triple cane - size 1920 x 1080

HD 0:11 / 11:39

Triple cane - size 1920 x 1080

Clips4sale 1 year ago

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