punishment pain / Top rated / 9

Red and bruised ass on humiliated pilgrim Jessica Kay in reenactment of thanksgiving with spanking and throat pain for light skinned teen
3.7K views
8:11 100%

Red and bruised ass on humiliated pilgrim Jessica Kay in reenactment of thanksgiving with spanking and throat pain for light skinned teen

2 years ago
spanking,tattoo,submissive,hardcore,doggy style,white,anal,sex toys,teen,punishment,thanksgiving,redhead,sucking dildo,1 on 1,humiliation,painal,pulled down panties,red ass
Feet licking foot worshiping little slave with pulled down panties Delirious Hunter is a bdsm slut that likes a spanking with a battle when getting painful anal
3.9K views
8:07 100%

Feet licking foot worshiping little slave with pulled down panties Delirious Hunter is a bdsm slut that likes a spanking with a battle when getting painful anal

3 years ago
stockings,pulled down panties,fishnet,floor,hardcore,corset,maledom,anal,doggy style,spanking,high heels,white,slave,paddle,punishment,fetish,leather,blonde,feet licking
Anal is a pain with paddle to spank this bdsm deep throat and salad tossing rimming girl Delirious Hunter that can gag and slobber well
4.7K views
5:40 100%

Anal is a pain with paddle to spank this bdsm deep throat and salad tossing rimming girl Delirious Hunter that can gag and slobber well

1 year ago
small tits,punishment,hardcore,dog collar,slave,fetish,doggy style,spanking,blonde,deep throat,licking mans ass,corset,bdsm,paddle,white,stockings,blowjob,balls deep,bdsm crop
Submissive girl Kat Monroe with dildos sticking out of her mouth like tusks dehumanized in a rough anal pounding with ass to mouth
6.6K views
8:06 33%

Submissive girl Kat Monroe with dildos sticking out of her mouth like tusks dehumanized in a rough anal pounding with ass to mouth

3 years ago
licking mans ass,sucking dildo,hardcore,teen,standing fuck,pigtails,punishment,deep throat,degradation,pain,pale skin,doggy style,shaved pussy,blowjob,humiliation,no underwear,fetish
Deep throat gagging two men have a green haired straightjacket patient today Paige Pierce she will feel the pain and her ass will hurt
4.8K views
8:05 100%

Deep throat gagging two men have a green haired straightjacket patient today Paige Pierce she will feel the pain and her ass will hurt

1 year ago
interracial,gagging,20 to 29 years old,fleshy,threesome,degradation,straightjacket bondage,blowjob,mmf,punishment,deep throat,shaved pussy,blonde,rough sex,white
Hand palm caning with pain driver slave massage from blondie with small chest in pink dress Ariella Aquinas
2.1K views
8:13 100%

Hand palm caning with pain driver slave massage from blondie with small chest in pink dress Ariella Aquinas

2 years ago
crying,20 to 29 years old,white,punishment,obedient,caning,maledom,massage,tattoo,slave,fair skin,blonde,small tits
Anal dildo probe with feet worship for a very submissive half clothed Tangled Tanzi getting ass bruised in pain
6.6K views
8:10 100%

Anal dildo probe with feet worship for a very submissive half clothed Tangled Tanzi getting ass bruised in pain

4 years ago
rope,half dressed,feet,bondage,ass,feet licking,ass spreading,innie pussy,degradation,white,hardcore,punishment,slave,screaming,sex toys,red ass,anal dildo,redhead,shoe licking,doggy style,bruised
Caning submissive girl wit her ass exposed on the floor Holl an dCharlotte Sartre then perform some incredible ass cleaning rimjobs for man
4.4K views
8:13 100%

Caning submissive girl wit her ass exposed on the floor Holl an dCharlotte Sartre then perform some incredible ass cleaning rimjobs for man

4 years ago
ass licking,blowjob,stockings,slave,pain,caning,white,group,femdom,teen,punishment,skinny,electrical play,disgraced,licking mans ass,latex,brunette,dog collar
Girl is unsure why she deserves such a punishment and  mistreatment  Arielle Aquinas moves into sucking mans balls and deep throat in pain
4.1K views
8:07 50%

Girl is unsure why she deserves such a punishment and mistreatment Arielle Aquinas moves into sucking mans balls and deep throat in pain

3 years ago
white,head pushed down,1 on 1,blowjob,blonde,sex doll,punishment,deep throat,face fuck,degradation,rough sex,teen,sucking balls
Rain Summers sees the funnel about to be connected to a tube thats going to give her ass an enema with her own slop while tied with rope in breast pain
3.2K views
6:35 50%

Rain Summers sees the funnel about to be connected to a tube thats going to give her ass an enema with her own slop while tied with rope in breast pain

2 years ago
teen,dehumanization,tattoo,exploited,funnel,bondage,innie pussy,shaved pussy,exercise ball,rope,enema,natural tits,medium tits,slave,punishment,bdsm,brunette,fetish
Sd and Amelia Dire get prepared for a double deep throat mouth punishment with great pain and gagging at the same time
4.5K views
8:11 100%

Sd and Amelia Dire get prepared for a double deep throat mouth punishment with great pain and gagging at the same time

1 year ago
brunette,deep throat,sitting on face,blowjob,tattoo,blonde,small tits,rough blowjob,slobbering,gagging,rough sex,teen,balls deep,submissive,slave,chains,pussy licking,degradation
Punk teen Amelia Dire needs a punishment lets get her head and pushed it down to dick then fuck her asshole
3.6K views
8:07 50%

Punk teen Amelia Dire needs a punishment lets get her head and pushed it down to dick then fuck her asshole

4 years ago
standing fuck,green hair,indoor,slave,shaved pussy,deep throat,punishment,face fuck,rough sex,blowjob,doggy style,teen,white,half dressed,undressing,brunette,punk,alternative,pain
Anal dildo red ass humiliated little 18 year old petite Amy Faye deep throat rough oral punishment and cleaning mans asshole in the middle
12K views
8:09 14%

Anal dildo red ass humiliated little 18 year old petite Amy Faye deep throat rough oral punishment and cleaning mans asshole in the middle

4 years ago
petite,tiny tits,blowjob,gagging,anal dildo,pain,teen,bondage,18 year old,small tits,red ass,brunette,deep throat,humiliation,licking mans ass,degradation,rope bondage
Very interesting torment device for Carmen Capri in painal ass treatment sitting on dildo and riding around the floor in pain
4.6K views
5:56 100%

Very interesting torment device for Carmen Capri in painal ass treatment sitting on dildo and riding around the floor in pain

3 years ago
squeezing tits,small tits,sex toys,punishment,teen,brunette,fetish,humiliation,bdsm,femdom,ffm,bondage,slave,rope,pain,indoor,strap on,threesome,sucking dildo
Straightjacket wearing teen slave Fallon West worshipping mans shoes eating his anus and painful wedgie with read ass and bruised
3.7K views
8:15 100%

Straightjacket wearing teen slave Fallon West worshipping mans shoes eating his anus and painful wedgie with read ass and bruised

1 year ago
licking mans ass,teen,dark hair,brunette,living room,degradation,wedgie,white,feet licking,submissive,red ass,pain,slave,straightjacket bondage,shoe worship,punishment
Hair bondage with cock sucking and Luna Lovely crying to not get so much foot caning bastinado
4.9K views
6:20 100%

Hair bondage with cock sucking and Luna Lovely crying to not get so much foot caning bastinado

2 years ago
skinny,rimming,petite,small tits,white,caning,bondage,slave,licking mans ass,brunette,punishment,bdsm crop,teen,blowjob,rope,hair bondage,tattoo,pain
Mouth whore face fucked with thick dildo with femdom mouth mistreatment and punishment for pigtails girl Ms. Holl and Jessica Kay
2.2K views
8:07 100%

Mouth whore face fucked with thick dildo with femdom mouth mistreatment and punishment for pigtails girl Ms. Holl and Jessica Kay

10 months ago
femdom,medical gloves,shorts,pain,submissive,stilettos,strap on,fishnet,degradation,sex toys,brunette,sucking dildo,teen,pigtails,rough oral,stockings,crying
Jessica Kay holding her hands out for man to get satisfied Jessica Kay then submissive boob grabing with vibrating her clit
2.3K views
6:25 50%

Jessica Kay holding her hands out for man to get satisfied Jessica Kay then submissive boob grabing with vibrating her clit

2 years ago
tattoo,submissive,brunette,squeezing tits,white,punishment,half dressed,teen,fair skin,small tits,knee high socks,bruised,slave,pain
Bruised and red skin from brutal punishment and chking with rough deep throat face fucking Harley Morgan slobbering all over Pascals pants with her spit
7.2K views
7:39 100%

Bruised and red skin from brutal punishment and chking with rough deep throat face fucking Harley Morgan slobbering all over Pascals pants with her spit

3 years ago
medium tits,chocking,blowjob,hardcore,sloppy blowjob,licking masn balls,pain,dick through pants,punishment,chubby,deep throat,redhead,red skin,rough blowjob,20 to 29 years old
Savage red bruised ass rear filling slim 25 year old face slapped tiny boobed girl Maddison Rose she likes it rough and with pain
6.3K views
8:07 100%

Savage red bruised ass rear filling slim 25 year old face slapped tiny boobed girl Maddison Rose she likes it rough and with pain

2 years ago
brunette,hardcore,shaved pussy,red ass,skinny,spanking,fingering,small tits,punishment,face slapping,1 on 1,doggy style,tattoo,sofa,dick through pants,rough sex,cmnf,orgasm,tiny tits,bruised,20 to 29 years old,25 year old
Chocked and tied with rope punished hard and with pain fucking and head stomping Lyen Parker gets to suck mans toes as degrading as possible
7.5K views
6:15 100%

Chocked and tied with rope punished hard and with pain fucking and head stomping Lyen Parker gets to suck mans toes as degrading as possible

3 years ago
hands behind back,sofa,brunette,tattoo,rope,bdsm,20 to 29 years old,rough sex,hogtied,shaved pussy,spread legs,slave,bondage,small tits,head stomp,punishment,toe sucking,hardcore,stomp,apartment,skinny,reverse cowgirl,chocking,obedient,front penetration
Nikky Thorne with clothespins causing pain on nipples hard fucked with dominated teen accepting dick and cumshot in mouth
2K views
5:47 100%

Nikky Thorne with clothespins causing pain on nipples hard fucked with dominated teen accepting dick and cumshot in mouth

1 year ago
hardcore,cumshot,spread legs,front penetration,trimmed pussy,cumshot in mouth,teen,pain,petite,nipple pain,punishment,submissive,pussy sex,clothespins
Bdsm device bondage with eager redhead teen in restraints Lacy Lennon having her ass propped up in submissive mode gets feet torment and red bruised ass
4.8K views
5:15 100%

Bdsm device bondage with eager redhead teen in restraints Lacy Lennon having her ass propped up in submissive mode gets feet torment and red bruised ass

3 years ago
redhead,feet torment,red ass,pain,white,punishment,feet,skinny,torment,restraints,bondage,torment,pale skin,teen,bdsm,small tits,device bondage
Bondage and a very humiliating cage around head thick busty milf with rope tied hands behind back and clothespins on boobies London River
3.7K views
5:07 50%

Bondage and a very humiliating cage around head thick busty milf with rope tied hands behind back and clothespins on boobies London River

3 years ago
maledom,hands behind back,white,pain,thick,punishment,humiliation,nipple clamps,cmnf,rope,bondage,blonde,milf,big tits,clothespins,standing fuck,shaved pussy
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Old whit eman frogtied this ebony princess in his dungeon Ana Foxxx for some dildo stick painful mouth and pussy torment while she is in submission
3.5K views
5:11 100%

Old whit eman frogtied this ebony princess in his dungeon Ana Foxxx for some dildo stick painful mouth and pussy torment while she is in submission

3 years ago
bdsm,humiliation,dungeon,punishment,indoor,rope,frogtied,interracial,submissive,ebony,sucking dildo,bondage,hogtied,petite,small tits,table,dildo stick
Device bondage punishment brutal pussy pain with cropping smacking her tender skin Joanna Angel attached to a table and chair
7.6K views
5:11 50%

Device bondage punishment brutal pussy pain with cropping smacking her tender skin Joanna Angel attached to a table and chair

1 year ago
submissive,device bondage,brunette,20 to 29 years old,landing strip,alternative,medical gloves,small tits,punishment,tattoo,bondage,white,bdsm,slave,bdsm crop
Suspended bdsm bondage with small boobies young teen Avi Love getting proper punished with a dildo fuck stick in her young twat
2.1K views
5:06 50%

Suspended bdsm bondage with small boobies young teen Avi Love getting proper punished with a dildo fuck stick in her young twat

2 years ago
fingering,rope,punishment,dildo stick,small tits,bdsm,upside down,nubile,skinny,dungeon,teen,suspended,pain,bondage,white
Hands behind back stepmother and stepdaughter both ass spanked and required to rim out the butthole opening Kate Kennedy and Dee Williams
14K views
5:05 20%

Hands behind back stepmother and stepdaughter both ass spanked and required to rim out the butthole opening Kate Kennedy and Dee Williams

10 months ago
stepdaughter,sofa,hardcore,2 on 1,stepfather,pulled down pants,ass,table,stepmom,rope bondage,spanking,threesome,pain,punishment,red ass,hands behind back,rimming,sadistic,interracial,blonde,black cock white girl,standing fuck,bubble butt,handcuffs,ass licking,living room
Lezdom rope bondage for bubble butt thick body busty white milf with flogging and various other disrespectful treatment Ashley Paige and Bella Rossi
2.9K views
5:03 50%

Lezdom rope bondage for bubble butt thick body busty white milf with flogging and various other disrespectful treatment Ashley Paige and Bella Rossi

1 year ago
ebony,lezdom,redhead,big tits,lesbian,thick,interracial,pain,fair skin,punishment,milf,bdsm,rope,hands tied,flogging,mistress,bubble butt
Brunette slim girl Paige Owens tied to a mattress with pain flogging and pussy fingering wearing medical gloves
3.4K views
5:11 100%

Brunette slim girl Paige Owens tied to a mattress with pain flogging and pussy fingering wearing medical gloves

2 years ago
hands tied to feet,bondage,pain,trimmed pussy,skinny,20 to 29 years old,domination,restraints,tied down,fingering,bdsm crop,flogging,medical gloves,small tits,brunette,pussy torment,submissive,punishment,white,rope
Cbt rope tied around dick cutting circulation and causing pain while being pegged by lingerie natural boobed mistress Cherry Torn in office
3.1K views
5:03 100%

Cbt rope tied around dick cutting circulation and causing pain while being pegged by lingerie natural boobed mistress Cherry Torn in office

1 year ago
lingerie,natural tits,medium tits,after hours,cbt,pegging,raven,office,white,table,corset,20 to 29 years old,brunette,stockings,punishment
Master has his 18 year old puffy nipples little hogtied submissvie teen slave Harmony Wonder in a very punishing position stretching her nipples with weights
5.2K views
5:07 100%

Master has his 18 year old puffy nipples little hogtied submissvie teen slave Harmony Wonder in a very punishing position stretching her nipples with weights

2 years ago
rope,small tits,uncomfortable,submissive,nipple pain,hogtied,nippe clamps,brunette,shaved pussy,18 year old,nipple weights,maledom,puffy nipples,tied to a ceiling,petite,teen,skinny,dungeon
Bag over head a bit of writing on her body red skin hole in the bag for dick to fuck this lonely mistreated brunette skinny teen girl Luna Lovely
2.7K views
5:10 100%

Bag over head a bit of writing on her body red skin hole in the bag for dick to fuck this lonely mistreated brunette skinny teen girl Luna Lovely

1 year ago
bag over head,dungeon,flogging,brunette,teen,bruised,bdsm,white,fetish,small tits,bondage,punishment,master,humiliation,red ass,rope,pain,maledom
Pillory bondage and clothes being cut off exposing bare nipples and some nipple pain to add to that Dresden and Aiden Starr
13K views
5:07 100%

Pillory bondage and clothes being cut off exposing bare nipples and some nipple pain to add to that Dresden and Aiden Starr

2 years ago
slave,dungeon,ball gag,flogging,fleshy,big tits,white,nipple pinching,pillory,lesbian,punishment,fair skin,nipple pain,small tits,lezdom,20 to 29 years old,femdom,milf,blonde,bondage,thick,submissive,ripping clothes off
Man slave with cbt chastity toys caning and ballbusting torment making his scrotum turn blue Gia DiMarco the mistress
5.1K views
5:12 33%

Man slave with cbt chastity toys caning and ballbusting torment making his scrotum turn blue Gia DiMarco the mistress

3 years ago
milf,bdsm,man slave,brunette,cbt,punishment,mistress,caning,cock pain,chastity toys,fetish
Tied and hands behind back nipple clamps stepdaughter Lauren Phillips an Paisley Porter enduring some punishing torment
5.1K views
5:05 100%

Tied and hands behind back nipple clamps stepdaughter Lauren Phillips an Paisley Porter enduring some punishing torment

2 years ago
discipline,indoor,chocking,humiliation,pain,bdsm,cmnf,20 to 29 years old,fingering,living room,fleshy,punishment,stepdaughter,white,submissive,hair pulling,natural tits,big tits,nipple clamps,redhead,hitting,mistreatment
Paddle punishment of a girl in a very precarious pose exposing her booty for red ass bruising Baby Sid
2.1K views
5:13 100%

Paddle punishment of a girl in a very precarious pose exposing her booty for red ass bruising Baby Sid

1 year ago
punishment,slave,spanking,domination,bondage,ass,bubble butt,torment,pain,device bondage,red ass,dungeon,white,bruised,pink hair,handler,flogging,20 to 29 years old,paddle
Rope bondage big boobies ball gag wearing milf Lily Lane gets chocked and nipple pulled for real pain
2.8K views
5:11 100%

Rope bondage big boobies ball gag wearing milf Lily Lane gets chocked and nipple pulled for real pain

3 years ago
nipple stretching,bondage,domination,chocking,master,big tits,milf,rope,hands tied,nipple pain,brunette,punishment,spanking,ball gag,nipple clamps,tattoo,nipple pinching
Handler puts Avi Love in metal device bondage and makes her ass turn bright red from pain and disrespectful cropping with feet torment
6.9K views
5:01 50%

Handler puts Avi Love in metal device bondage and makes her ass turn bright red from pain and disrespectful cropping with feet torment

2 years ago
red ass,feet,metal bondage,dungeon,device bondage,feet poking,feet pain,handler,white,petite,teen,submissive,small tits,table,medical gloves,maledom,bdsm crop,bondage,brunette,slave,bdsm,feet torment,punishment
Hair bondage tough hogtied pale skinned teen Violet October submission and enduring suffering is what she gets with her nipples pulled and stretched
6.5K views
5:13 100%

Hair bondage tough hogtied pale skinned teen Violet October submission and enduring suffering is what she gets with her nipples pulled and stretched

1 year ago
bdsm,touching,fingering,uncomfortable,caning,nipple pinching,skinny,submissive,nubile,punishment,tattoo,bondage,bdsm table,small tits,pain,cruel,teen,maledom,hair pulling,hogtied,rope,nipple pain,chocking
Chocking and very brutal bondage slave torment Violet October endures pain and chocking with vaginal orgasm caused with vibrating wand by maledom
6.3K views
5:10 100%

Chocking and very brutal bondage slave torment Violet October endures pain and chocking with vaginal orgasm caused with vibrating wand by maledom

9 months ago
small tits,rope,fair skin,punishment,chocking,torment,white,submissive,perky tits,after sex,medical gloves,handler,talking,bondage,bdsm,teen,pain
Incredible butt bound hands milf Ryan Keely with legs suspended upside down on table readyu to be disciplined by her handler
3.8K views
5:08 100%

Incredible butt bound hands milf Ryan Keely with legs suspended upside down on table readyu to be disciplined by her handler

2 years ago
brutal,bondage,big ass,ass,milf,table,hands behind back,dungeon,big tits,short hair,bdsm,pain,blonde,punishment,flogging,rope,ball gag
Handjob for a true blue dick and balls in cbt torment bondage with man slave unable to resist his femdom Helena Locke
4.3K views
5:14 100%

Handjob for a true blue dick and balls in cbt torment bondage with man slave unable to resist his femdom Helena Locke

3 years ago
man slave,latex,handjob,cock pain,old woman young man,cbt,flogging,short hair,dominatrix,blonde,punishment,chastity today,balls pain,basement,bdsm,white,milf,fetish
Cherie DeVille tied up her man slave with rope and torments him with clamps and other cbt torment
3.5K views
5:15 100%

Cherie DeVille tied up her man slave with rope and torments him with clamps and other cbt torment

12 months ago
punishment,pain,femdom,mistress,man slave,dungeon,big tits,humiliation,milf,abduction
Torment like feeling with teen red ass punished submissive Casey Calvert wand on pussy for climax screaming
2.6K views
5:01 100%

Torment like feeling with teen red ass punished submissive Casey Calvert wand on pussy for climax screaming

9 months ago
medium tits,chat,punishment,submissive,red ass,fleshy,teen,bondage,brunette,white,naked,device bondage,after sex,pain
Dungeon slave submitting to the most masochist like brutal chain bondage leash fucking with hair pulilng Juliette March
5.6K views
5:03 50%

Dungeon slave submitting to the most masochist like brutal chain bondage leash fucking with hair pulilng Juliette March

3 years ago
punishment,trimmed pussy,brutal,submissive,brunette,bdsm,red ass,pain,hair pulling,bdsm bench,pussy sex,slave,hardcore,doggy style,bruised,masochist,chains
Kira Noir and Penny Pax with Aiden Starr in red ass spanking and clothespins breast pain torment including hands tied and flogging
3.9K views
5:01 100%

Kira Noir and Penny Pax with Aiden Starr in red ass spanking and clothespins breast pain torment including hands tied and flogging

3 years ago
ass,chocking,punishing,group,brunette,punishment,20 to 29 years old,nipple pain,lingerie,clothespins,tits pain,pain,red ass,flogging,party,bdsm,submissive
Disrespectful teen punishment with flogging and deep throat with sweaty little hard fucked whore of a teen Sailor Luna
10K views
5:12 50%

Disrespectful teen punishment with flogging and deep throat with sweaty little hard fucked whore of a teen Sailor Luna

3 years ago
brunette,hands tied,teen,bdsm,bondage,blowjob,flogging,brutal,punishment,kissing,feet tied,submissive,master,pain,afraid,deep throat,hardcore,doggy style
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