Ai Sex Chat

Punishment - Videos - Longest

Latest
Most Favourited
Anal, BDSM, Punishment, Spanking, Rough oral, Crying, Facial, Gaping Jessica Kay - Once Upon a Fucked-up Time Assylum
1:46:16
Jessica Kay
32K
Anal, BDSM, Punishment, Spanking, Rough oral, Crying...
"Laura Lancelot, Jeannie Pepper & other" bondage, fetish, compilation, classic, golden shower, all sex, pissing, vintage, spanking, blowjobs, punishment, BDSM, enema The Best of Versaut Hohmann Video
1:35:10
Laura Lancelot
1.6K
"Laura Lancelot, Jeannie Pepper & other" bon...
Punishment, Behind Scenes, Torture, Bondage, Documentary, BDSM Graphic Sexual Horror Synapse Films
1:26:18
Peter Ackworth
8.0K
Punishment, Behind Scenes, Torture, Bondage, Documen...
"Mix" Punishment, Spanking, Caning, Whipping, BDSM, Torture, Humiliation, Bondage Rehabilitation Institute Mood-Pictures
1:26:16
Mix
8.7K
"Mix" Punishment, Spanking, Caning, Whipping...
Anneliese Snow gets rough anal, cum swallowing, ass spanking, ass play, and foot play punishment
1:15:23
Anneliese Snow
102K
Anneliese Snow gets rough anal, cum swallowing, ass ...
Face slapping, gagging, Punishment, Bondage, Anal toys, Pain, Paddling, Skinny, Rough oral, Asslicking, Brunette, Caning, Screaming, Ass to mouth, Training, Spitting, Ass fucking, Painal Luna Lovely - Anal Playtime Assylum.com
1:13:04
Luna Lovely
16K
Face slapping, gagging, Punishment, Bondage, Anal to...
BDSM, punishment, humiliation 19 Year Old Girls Still In Uniform Uniform Discipline
1:11:06
Mix
3.9K
BDSM, punishment, humiliation 19 Year Old Girls Stil...
"Leah Winters" Tongue punishment, gagging, face pain, Pissing, Big ass, Breast pain, Rough oral, Asseating antics, Foot licking, Facesitting, Spanking, Rimjobs, Piss drinking, Asslicking, Breast slapping, Punishment, Beatdown, Rough anal, Endurance challe
1:07:13
Leah Winters
14K
"Leah Winters" Tongue punishment, gagging, f...
"Anastasia Rose" Brunette, Heavy degradation, gagging, All Sex, Piss drinking, face pain, Punishment, Nasty filth, smacking, Soapy face fucking, Cum swallow, Swirlies, Ass to mouth, 1821, Face slapping, Roleplay, Rough oral, Slim girl with round bubble bu
1:04:43
Anastasia Rose
22K
"Anastasia Rose" Brunette, Heavy degradation...
Torture, Punishment, Spanking, Whipping, Caning Sexual Education Mood-Pictures
1:01:21
Mix
15K
Torture, Punishment, Spanking, Whipping, Caning Sexu...
Watch as Opal & her chastity cage get the ultimate BDSM punishment - Chastity Chastity Prison - S5 Fancysteel.
1:01:14
CobieCelestial Fae (aka Opal)Sylvie RoseSquishie Evie
89K
Watch as Opal & her chastity cage get the ultimate B...
suspension, gag, vaginal penetration, fingering, domination, humiliation, submission, strap-on, bdsm, straight, bondage, sadisticrope, femdom, punishment, vibrators, electro-sex, rope bondage kink classics paying the price intense predicament bondage and
1:01:10
Kink Classics
3.9K
suspension, gag, vaginal penetration, fingering, dom...
Miss Sultrybelle dominates cabin crew in brutal BDSM punishment clip
1:00:27
Miss Sultrybelle
22K
Miss Sultrybelle dominates cabin crew in brutal BDSM...
"Lily LaBeau, Emma Rosie" Corporal Punishment, Flogging, Petite, Slave, Punishment, Dom, Shaved, Tattoo, Clothespins, Natural Boobs, Blonde, Hitachi, Crop, Feet, Humiliation, Switch, Whipping, Pain, Femdom, Zipper, Pussy Eating, Discipline, Gag, Dildo, De
59:38
Lily LaBeau
14K
"Lily LaBeau, Emma Rosie" Corporal Punishmen...
"Mix" Whipping, Caning, Punishment, Spanking, Torture Initiation Procedure Mood-Pictures
59:33
Mix
5.6K
"Mix" Whipping, Caning, Punishment, Spanking...
"Electra Rayna" Rope Bondage, Flogging, Dildo, Babe, Electrical Play, Female Sub, Fisting, Hitachi, Caning, Dungeon, Tease And Denial, Stockings, POV, Spanking, Corporal, Handcuffs, Anal, Punishment, Edging, 2D, Clothespins Electra Rayna - Thunder and Ray
57:58
Electra Rayna
3.4K
"Electra Rayna" Rope Bondage, Flogging, Dild...
"Mix" BDSM, Spanking, Punishment LP-016 - From The Headmaster's Study The Nightmare SiteRip
57:58
Mix
4.8K
"Mix" BDSM, Spanking, Punishment LP-016 - Fr...
Miss Scarlet dominates & punishes with BDSM whipping, spanking & caning
57:56
Miss Scarlet
19K
Miss Scarlet dominates & punishes with BDSM whipping...
"Mix" Caning, Torture, Whipping, Tears, Bondage, Humiliation, BDSM, Punishment, Spanking Lomp's Court - Case 1 Mood-Pictures
57:16
Mix
9.0K
"Mix" Caning, Torture, Whipping, Tears, Bond...
cane, punishment, humiliation, BDSM Russian Slaves 63- Sovjet School Nettles Corp.
57:13
Jerry(
4.0K
cane, punishment, humiliation, BDSM Russian Slaves 6...
"Cherry Kiss" Punishment, Foot Job, Pegging, Dildo, Handcuffs, 2D, Tease And Denial, Femdom, Strapon, Foot Worship, Edging, Caning, Hitachi, Electrical Play, Babe, Dungeon, Corporal, Latex, Flogging, Rope Bondage, POV, Clothespins, Spanking Cherry Kiss -
55:38
Cherry Kiss
11K
"Cherry Kiss" Punishment, Foot Job, Pegging,...
Miss Sultrybelle dominates Bella Gemma & Mila clips4sale with whipping, spanking, and BDSM
54:59
Miss Sultrybelle
33K
Miss Sultrybelle dominates Bella Gemma & Mila clips4...
Miss Sultrybelle dominates femdoms with whipping, spanking and BDSM punishment
54:17
Miss Sultrybelle
9.5K
Miss Sultrybelle dominates femdoms with whipping, sp...
Spanking, Teens, Punishment Correction Facility California Star
54:03
Mix
2.0K
Spanking, Teens, Punishment Correction Facility Cali...
Rough Sex, BDSM, Domination, Punishment, Anal Sex, Asian, Hardcore, Squirting, Bondage Jayden Lee. Manhandled Anal Whore SiteRip
54:00
Mix
1.9K
Rough Sex, BDSM, Domination, Punishment, Anal Sex, A...
"Soma Snakeoil, Nik" Lesbian Domination, LezDom, Tits and Pussy Torture, BDSM, Wired, Electric Play, Punishment, Rope Bondage, Humiliation Tightly Tied & Shockwave California Star Productions
53:55
Soma Snakeoil
5.2K
"Soma Snakeoil, Nik" Lesbian Domination, Lez...
Goddess Valeria dominates her cuckold slave in a hot femdom session
53:46
Goddess Valeria
35K
Goddess Valeria dominates her cuckold slave in a hot...
roleplay, kelly payne, scissorhold, fetish, corner time, tantrumtrainers, otk spanking, over my knee, annie, panty fetish, domestic discipline, daisa, tantrum, punishment, paddling, humiliation, kicking, school uniform, scolding, knee socks, corporal bdsm
53:29
The Kelly Payne Collection
34K
roleplay, kelly payne, scissorhold, fetish, corner t...
Miss Sultrybelle dominates and whips you while nakedly exposing herself for your viewing pleasure
52:38
Miss Sultrybelle
310K
Miss Sultrybelle dominates and whips you while naked...
Caning, Machine fucking, Face slapping, Painal, Redhead, Amateur, Crying, Anal creampie, Pussy pain, Pain, Spanking, Beatdown, Cum swallow, Asslicking, Facial, Ass to mouth, Paddling, Punishment, Breast pain, Bondage, gagging, face pain, Rough oral, Ass f
51:12
Tanzi
7.1K
Caning, Machine fucking, Face slapping, Painal, Redh...
"Mix" Teens, Punishment, Spanking Correction Facility California Star
51:10
Mix
2.7K
"Mix" Teens, Punishment, Spanking Correction...
Amy and Gemma can't resist Miss Sultrybelle's BDSM punishment and whipping
50:08
Miss Sultrybelle
6.1K
Amy and Gemma can't resist Miss Sultrybelle's BDSM p...
Goddess Valeria dominates her cuckold lover and makes him worship her feet
49:19
Goddess Valeria
27K
Goddess Valeria dominates her cuckold lover and make...
"Kingsley & Nurse Holl" Face slapping, Bukkake, Painal, Black girls, Rough oral, Punishment, Asshole pain, Amateur, Cum in eye, Big ass, gagging, Cum swallow, Nasty cum play, Licking cum off floor, Ass fucking, Ass to mouth, Facial, Heavy degradation, Spa
48:03
Kingsley & Nurse Holl
8.8K
"Kingsley & Nurse Holl" Face slapping, Bukka...
Cum swallow, Bukkake, Face slapping, Cum in eye, Punishment, Heavy degradation, Big ass, gagging, Nasty cum play, Ass to mouth, Paddling, Black girls, Facial, Foot licking, Ass fucking, Spanking, Licking cum off floor, Painal, Asslicking, Rough oral, Amat
47:57
Kingsley & Nurse Holl
6.6K
Cum swallow, Bukkake, Face slapping, Cum in eye, Pun...
Miss Sultrybelle dominates & punishes with BDSM punishment in Correctional Facility Clip
47:38
Miss Sultrybelle
13K
Miss Sultrybelle dominates & punishes with BDSM puni...
Miss Sultrybelle dominates Gemma in intense BDSM tribulations
47:27
Miss Sultrybelle
8.8K
Miss Sultrybelle dominates Gemma in intense BDSM tri...
"Mix" cane, BDSM, punishment, humiliation Russian Slaves 69-Interrogation of prostitutes Nettles Corp.
46:50
Mix
4.1K
"Mix" cane, BDSM, punishment, humiliation Ru...
Miss Scarlet dominates and punishes her slave with whipping and bondage
46:24
Miss Scarlet
6.4K
Miss Scarlet dominates and punishes her slave with w...
"Maitresse Madeline and Rob Yaeger" Heavy Humiliation, Femdom, Hardcore, Punishment, BDSM, Cock Torture Maitresse Madeline and Rob Yaeger - Maitresse And the City Part 2 The Hospital SiteRip
46:13
Maitresse Madeline and Rob Yaeger
1.6K
"Maitresse Madeline and Rob Yaeger" Heavy Hu...
"Mix" Spanking, Punishment, BDSM LP-046 - Fairy Tale The Magic Purse SiteRip
45:55
Mix
2.8K
"Mix" Spanking, Punishment, BDSM LP-046 - Fa...
Miss Scarlet dominates her Petty Officer with BDSM punishment & spanking
44:47
Miss Scarlet
7.1K
Miss Scarlet dominates her Petty Officer with BDSM p...
Anal stretching, Eating food from ass, Brunette, Denial, Piss games, Nasty filth, Pissing, All Sex, Piss drinking, Painal, Asshole pain, Spanking, Anal toys, smacking, Paddling, Rough anal, Face fucking, Punishment, Enema drinking, Big ass, Asseating anti
44:34
Sailor Luna
15K
Anal stretching, Eating food from ass, Brunette, Den...
"Nici Xdream" POV, Cowgirl, Spanking, Tattoo, Creampie, Blowjob, 2D, Teen, Babe, Doggy Style, Dungeon, Deepthroat, Punishment, Gaping, Tease And Denial, Reverse Cowgirl, Female Sub, Anal, Edging, Hardcore, Stockings Nici Xdream - Dreaming in Red SiteRip
43:45
Nici Xdream
2.4K
"Nici Xdream" POV, Cowgirl, Spanking, Tattoo...
Miss Sultrybelle dominates with whipping and spanking in 3-girl BDSM session
43:24
Miss Sultrybelle
3.9K
Miss Sultrybelle dominates with whipping and spankin...
Goddess Valeria's kinky lesbian cuckold fetish with spitting, licking and humiliation for her slave
42:56
Goddess Valeria
53K
Goddess Valeria's kinky lesbian cuckold fetish with ...
Goddess Valeria and I are the perfect team, indulge in a hardcore cuckold session and spit our way out of humiliation
42:10
Goddess Valeria
22K
Goddess Valeria and I are the perfect team, indulge ...