Sissy Hole Training Porn Videos - 225

23:42
Pornhub
Pretty Femboy stretches his hole with big dildo
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2021-02-20
03:24
Pornhub
sissy hole check, Missters pegging
Mistress , Pegging , Femdom-pegging , Pegging-his-ass , Amateur-pegging , Femdom , Femboy , Strapon , Sissy-crossdress , Sissy-training , Sissy-boy , Amateur-couple , Real-couple , Verified-couple , Crossdresser , Ass-fuck
2021-03-20
02:56
Pornhub
Tranny in striped bikini fucks and gapes herself with a large plug
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2019-03-20
04:04
Pornhub
Sissy Home Training Hole
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2021-03-20
11:15
Pornhub
Faggot Fuck Hole
Redhead , Faggot-humiliation , Faggot-training , Faggot-joi , Make-me-bi , Sissy-faggot , Sissy-humilation , Bi , Bi-joi , Anal-masturbation
2019-09-20
05:41
Pornhub
SISSY FAGGOT ROLEPLAY stepDaddy fucks stepson tiny pink hole( Erotic audio)
Erotic-audio , Erotic-audio-men , Erotic-audio-story , Sissy-roleplay , Sissy , Sissy-training , Asmr-dirty-talk , Asmr-stepdaddy , Dirty-stepdaddy-talk , Kink , Sensual , Erotic
2019-08-20
03:02
Pornhub
Exhibitionist Twink CAUGHT Fucking his Hole on HighRise Hotel Window Part 2
Public , Outside , Latino , Window-exhibitionist , Exhibitionist , Risky-public-nudity , Amateur , Hotel , Voyeur-hotel-window , Public-masturbation , Humiliation-tasks , Sissy-training , Sissy-tasks , Flashing , Dildo , Faggot
2019-04-20
02:22
Pornhub
Exhibitionist Twink Fucks his Hole on High Rise Hotel Window (Part 4)
Latin , Public , Outside , Hotel , Window , Exhibitionist , Exhibitionism , Window-masturbation , Window-fuck , Public-masturbation , Public-dildo , Dildo , Anal-dildo , Humiliation-tasks , Sissy-tasks , Slave-training
2019-04-20
07:18
Pornhub
Hard Trening Horny Sissy Hole COMPILATION
Cumshot-compilation , Compilation , Sissy-training , Sissy-crossdress , Sissy-anal , Transexual , Girl-fuck-trans , Femboy , Femdom , Slave-training , Anal-training , Sissy-anal-training , Femdom-strapon , Strapon , Ass-fuck , Rough
2021-08-20
18:27
Pornhub
GIGANTIC Strapon Pegging for Chastity Sissy Slave Destroying Her Slutty Hole by Mistress Mercer
Rough , Kink , Bdsm , Sissy-training , Sissy-crossdress , Femdom-strapon , Pegging , Femdom-pegging , Femdom , Bad-dragon-anal , Giant-dildo , Lesbian-strapon , Chastity-pegging , Chastity-femdom , Stockings , Bad-dragon-pegging
2021-08-20
03:16
Pornhub
18 year old Sissy hole training
Gay , Gay-anal , Gay-gape , Gay-anal-gape , Twink , Twink-anal , Twink-gape , Twink-anal-gape , Twink-solo , Gay-solo , Solo-anal , Solo-fingering
2015-06-20
32:49
Pornhub
Sissy Shows Off Virgin Hole and then Fucks Ass Until She Cums in Panties
Ass-fuck , Petite , Teenager , Young , Adult-toys , Sissy-anal , Sissy-hy , Gape , Fisting , Deep-anal , Panial , Sissy-training , Crossdresses , Skinny , Curious , Begging
2019-07-20
03:32
Pornhub
Exhibitionist Twink Fucks his Hole on High Rise Hotel Window (Part 1)
Latin , Public , Outside , Public-flashing , Dildo , Hotel-window , Slave-training , Sissy-tasks , Exhibitionist , Public-fingering , Humiliation-tasks , Hotel , Window-exhibitionist , Dildo-masturbation , Sissy-boy , Faggot-training
2019-04-20
03:01
Pornhub
Public Hole Training !! girl and ladyboy OutDoor
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2021-08-20
01:18
Pornhub
Wrecking My Boi Pussy With An XL Chorizo n' Eggs
Mr-hankey-dildo , Mr-hankey , Mr-hankey-toys , Mr-hankey-anal , Xl-dildo , Huge-dildo , Anal , Fuck-machine , Sissy , Sissy-training , Anal-stretching , Hungry-hole , Crossdressing , Rossdresser
2020-11-20
02:00
Pornhub
Big booty fem and pink Dildo friend
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2021-07-20
39:00
Pornhub
Sissy Locked Up In Chasity For Thirty Days And Trains His Hole. No Nut November.
No-nut-november , Anal , Dildo-ride , Dildo-masturbation , Dildo-anal , Huge-dildo-anal , Sissy , Sissy-training , Sissygasm , Sissy-faggot , Anus , Anal-gape , Sissy-femboy , Huge-cum-load , Huge-toys
2020-12-20
15:06
Pornhub
Butt Fucked Femboy Cums Hot Hands Free (Stretched Hole Enjoys)
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2021-06-20
22:53
Pornhub
Mr.Phatbutt : Lulu Bubble Pounding His Sloppy Sissy Hole
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2018-07-20
14:39
Pornhub
Sissy Slut Mind Fuck 2- The Glory Hole
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2020-04-20
31:57
Pornhub
The 3 Stages of Being Gay and Sucking your first cock for real
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2020-09-20
12:37
Pornhub
vulgar slut femboy riding a dildo and enjoyed ( 2/4 series ) anal training
Ass-fuck , Adult-toys , Butt , Teenager , Young , Big-ass-anal , Sissy-training , Extreme-anal-toys , Teen-crossdresser , Prostate-massage , Big-anal-hole , Shemale-anal-toys , Transgirl , Teen-Tranny-Anal , Sissy-bitch-training , Anal-dildo-ride
2020-01-20
18:56
Pornhub
TS training dick and but-hole
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2020-11-20
10:31
Pornhub
young tranny riding dildo deep anal penetration 4k ( sissy femboy trap )
Ass-fuck , Adult-toys , Kink , Butt , Teenager , Young , Sissy-anal-training , Cutie-tranny , Crossdresser , Petite-transgirl , Prostate-massage , Hd-anal-close-up , Deep-anal-toys , Bubble-butt , Teen-gays , Big-hole-anal
2020-08-20
10:23
Pornhub
Become the sissy at the glory hole BJ AUDIO VERSION
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2021-02-20
16:19
Pornhub
TS Soldier N-7, training dick and but-hole
Kink , Adult-toys , Masturbate , Clothing , Sissy-femboy , Shemale , Cum , Sperm , Crossdressers , Homemade , Gape , Big-plug-anal , Vacuum-fuck , Huge-plug-anal , Mass-effect-futa , Transgender
2018-03-20
05:14
Pornhub
The box at the House of Sinn (sissy affirmations for sissy sit)
Ezada Sinn , Kink , Adult-toys , Chattel-sit , Sissy-training , House-of-sinn , The-box , Boot-worship , Cock-sucking , Glory-hole , Femdom , The-matriarch , Mistress-ezada-sinn , Onlyfans , Private-play , Amateur , Bdsm
2021-01-20
09:01
Pornhub
Glory Hole Faggot Fantasy Erotic Audio Binaural Beats Mesmerizing Male Cock Sucking Encouragement
Sissy-training , Slave-training , Faggot-training , Glory-hole , Gloryhole , Erotic-audio , Sex-story , Tara-smith-audio , Sissy-femboy , Sissy-faggot , Sissy-feminization , Cock-sucking , Bi-encouragement , Sissy-encouragement , Fantasy , Ass-rimming
2021-06-20
09:31
Pornhub
Femboy cums from caressing a hard cock and shows her hole in close-up ( trap )
Adult-toys , Masturbate , Kink , Butt , Teenager , Petite-teen , Sissy-training , Hairy-hole , Cute-tranny-cum , Teen-shemale , Ladyboy-cum , Sissy-milking , Orgasm-close-up , Wet-anal , Crossdresser , Big-ass
2020-11-20
01:52
Pornhub
Slut Femboy Rides A Big Dick And Shows A Hole ( sissy JOI dildo ) FULL HD
Ass-fuck , Kink , Adult-toys , Butt , Big-cock , Teenager , Young , Hard-anal , Extreme-anal-toys , Teen-Tranny-Anal , Crossdresser-anal , Anal-training , Prostate-massage , Roleplay-daddy , Anal-toy-solo , Sissy-bitch-training
2019-12-20
02:56
Pornhub
Femboy Ass Trains Before Anal Sex ( hairy ass sissy trap cd )
Ass-fuck , Adult-toys , Kink , Butt , Teenager , Young , Hairy-anal , Teen-crossdresser , Sissy-training , Ass-hole-close-up , Hard-fuck-big-ass , Anal-dildo , Doggystyle , Teen-Tranny-Anal , Transgirl-solo , Young-gays-boys
2020-07-20
03:47
Pornhub
rimming ass to boy til he cum in face pov while i masturbate him and lick his balls and ass hole
Teenager , Young , Ass-fuck , Butt , Kink , Real-sissy-training , Ass-rimming-cum , Cum-in-face , Amateur-facial , Guy-gets-rimmed , Men-getting-rimmed , Men-getting-fingered , Mistress-male-slave , Girl-eats-guy-ass , Sissy-boy-ass-fucked , Girl-eating-boy-ass
2020-08-20
14:59
Pornhub
TRYING TO FIT THESE NEW LARGE TOYS INTO MY TIGHT HOLE.
Gays , Anal-solo-gape , Solo-male , Gaping-asshole , Anal-gape , Thick-ass , Huge-dildo , Huge-ass , Bad-dragon , Bad-dragon-dildo , Bad-dragon-chance , Anal-training , Anal-training-toys , Sissy-anal-training , Sissy-boy , Extreme-anal
2021-02-20
01:14
Pornhub
Sissy-hole in the garden Preview
Kink , Bdsm , Adult-toys , Mistress-ezada-sinn , Goddess-ezada-sinn , Dildo-fucking , Cfnm , Sissy-training , House-of-sinn , Pink-sissy , Femdom , Female-domination , Chattel , Strapon
2018-09-20
12:25
Pornhub
deep bubble fucking ass doggystyle with big dildo 4k ( femboy toy riding )
Ass-fuck , Adult-toys , Kink , Teenager , Young , Doggystyle-anal , Sissy-training , Tranny-deep-anal , Dildo-ride , Fuck-ass-hole , Close-up-anal , Bubble-butt-anal , Fat-ass-anal , Crossdresser-anal , Shemale-anal-dildo , Solo-hard-anal
2020-05-20
16:49
Pornhub
pink femboy cums hands free from stimulation of the anus and shows her hole ( sissy trap )
Adult-toys , Kink , Masturbate , Butt , Tranny , Cute-femboy-hd-porn , Hot-crossdressers , Transgirl , No-hands-cum , Prostate-massage , Sy-anal-training , Shemale-solo , Big-dick , Cowgirl , Asshole-closeup , Tgirl
2021-03-20
10:42
Pornhub
Femboy ass fucked by big dildo to hot orgasm (tight hole stretching)
Ass-fuck , Adult-toys , Kink , Butt , Sissy-anal-training , Prostate-milking , Tomboy-fucked , Close-up-fuck , Teen-transgirl , Cute-trap-anal , Hands-free-cum , Shemale-anal , Dildo-ride , Cowgirl-creampie , Anal-toy-solo , Riding-big-dildo
2021-05-20
03:04
Pornhub
licking and sucking the ass hole of a sissy boy putting my tongue in his ass hole and suck his dick
Sissy-boy-anal , Man-anal-fingering , Mistress-domination , Femdom-cuckold , Ass-rimming-cum , Sissy-boy-ass-fucked , Teen-dominatrix , Amateur-ass-licking , Girl-dominates-guy , Guy-ass-fucked , Teen-femdom-pov , Amateur-ass-mouth , Anal-sex-boy , Tomboy-fucked , Sissy-boy-training , Big-ass-rimming
2020-08-20
13:45
Pornhub
Your Girlfriend Is A Cock Slut & So Are You! Bisexual Cock Sucking Encouragement Erotic Audio
Bi-encouragement , Erotic-audio , Binaural-beats , Mesmerizing , Tara-smith , Tara-smith-audio , Gloryhole , Glory-hole , Mesmerize , Bisexual-husband , Slut-girlfriend , Slut-gf , Cuckold-training , Sissy-training , Faggot-cocksucker , Faggot-dirty-talk
2021-05-20
26:10
Pornhub
Huge horse cock and extreme toys penetrate my colon HenryBoy613
Horse-cock , Extreme-anal-toys , Extreme-anal-gape , Sigmoid-colon , Deep-anal-toys , Balls-deep-anal , Sissy-crossdress , Anal-slut-training , Anal-gape , Pig-hole , Colon-fucking , Extreme-insertion , Pov-anal , Double-anal , Double-penetration , Belly-bulge
2021-05-20
02:59
Pornhub
Sissy AnalSex
Trap-shemale , My-sex-kittens , Sissy-crossdress , Rabbit-hole , Ass-traffic-anal , Anal-training-toys
2017-04-20
08:12
Pornhub
SUCK COCK FOR MY LUXURIOUS LIFESTYLE
Kink , Sissy , Slut-training , Cock-sucking , Luxury , Mistress , Femdom , Dominatrix , Cei , Sucking , Slut , Bi , Bisexual , Glory-hole
2018-09-20
01:42
Pornhub
Titty Fuck and Dick Licking
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2021-01-20
05:46
Pornhub
CEI Trick 1 Slurp the Plate as you Dig your Butt Hole
Cei , Joi-cei , Cei-encouragement , Sissy-cei , Sissy-training , Slut-training , Sissy-cei-training , Sissy-class , Learn-how-vids , Cei-clips , Cei-videos , Anal , Femdom-joi , Homoerotic , Audio , Audio-only
2021-02-20
06:11
Pornhub
JOI SISSY - Entrenamiento en el gloryhole.
Sissy , Gloryhole , Glory-hole , Joi , Joi-espanol , Feminization , Feminizacion , Femboy , Strapon , Pegging , Asmr , Training , Semen , Spanish , Dildo , Audio
2021-06-20
05:13
Pornhub
Sexy Blonde Sissy Fucks Her Tight Pink Hole In White Lingerie Hot Trans Girl
Sissy , Sissy-slut , Trans , Trap , Gay , Crossdresser , Sissy-crossdress , Sissy-training , Sissification , Femdom-sissification , Sissification-pov , Feminization , Sissy-feminization , Transgender , Slut , Anal
2021-01-20
00:32
Pornhub
Training Your Sissy Hole - Preview
Kink , Sissification , Butt-plug , Jewel-buttplug , Sissy-anal-training , Sissy-trainer , Sissy-training , Sissy-task , Sissy-assignment , Sissy-slut , Femdom , Female-domination , Sub-task , Clitty
2019-11-20
03:50
Pornhub
I Dream of A BBC Fucking my Black Sucking Tight Hole Like This
Ass-fuck , Adult-toys , Latin , Babe , Sissy-trap , Sissy-crossdress , Sissy-training , Crossdresser , Travesti , Colombiana , Cd-bbc , Wife-craves-bbc , Femboy , Anal-toys , Lightskin , Cute-trap
2021-03-20
13:00
Pornhub
I was doing anal training and I became a slut and masturbated
Amateur , Sissy , Jerk-off , Prince-albert , Ladyboy , Hole-pants , Exclusive , Anal-plug , Trap , Masturbate , Crossdresser , Verified-amateurs , Big-cock , Handjob , Asian , Piercing
2021-04-20
00:27
Pornhub
Clean Out Your Sissy Hole - Preview
Kink , Sissification , Sissy-training , Sissy-trainer , Femdom , Female-domination , Feminization , Enema , Sissy-anal-training , Sissy-slut-training
2019-11-20
00:18
Pornhub
You're My Gloryhole Slut
Sissy-training , Cock-worship , Sissification , Sissy-slut , Glory-hole , Gloryhole , Gangbang , Kink , Masturbate , Femdom , Femdom-pov , Jerk-off-instruction , Joi
2021-09-20
27:00
Pornhub
HUGE GAPES, Prolapse, belly bulge, HUGE juicy gape farts, Twink Jules Verne Anal HOLE DESTRUCTION
Anal-prolapse , Gape-fart , Anal-gape , Twink-gapes , Slink-dildo , Belly-bulge , Twink-anal , Deep-anal , Huge-dildo , Huge-butt-plug , Giant-prolapse , Pig-hole , Rose-bud , Pighole , Sissy-anal-training , Sissy-chastity
2021-10-20
00:23
Pornhub
Gloryhole bitch- full clip on my Onlyfans (link in bio)
Ass-fuck , Ass-stretching , Glory-hole , Gloryhole , Anal-sex , Anal-play , Anal-training , Pegging , Strapon , Sex-slave , Submissive-slut , Sissy-slut , Sissy-training , Slave-training , Femdom , Bdsm
2021-08-20
01:52
Pornhub
Stretching my juicy asshole
Gay Streching , Ass Stretching , Ass Destruction , Gay Perfect Little Ass , Hole , Gay Huge Ass Anal , Self Anal , Teen , Sissy Training , Anal Training
2022-03-06
01:02
Pornhub
SISSY HOLE OF MY EX
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2021-04-20
00:18
Pornhub
Bitch asked to fill his hole In front of neighbour - full clip on my Onlyfans (link In bio)
Ass-fuck , Ass-stretching , Anal-sex , Anal-play , Anal-training , Pegging , Strapon , Sex-slave , Submissive-slut , Sissy-slut , Sissy-training , Slave-training , Feminization , Femdom , Bdsm , Female-domination
2021-07-20
01:05
Pornhub
Stretching my hole to try and take Hankey's Boss Hog for the first time.
Riding-dildo , Riding , Mr-hankey-dildo , Lovetoy , Lampwick-uncut , Boss-hogg , Sissy , Sissy-crossdress , Sissy-training , Sissy-chastity , Chastity-cage , Too-big , Anal-gape , Ass-gape , Gape , Anal-stretching
2021-05-20
04:00
Pornhub
Shemale training her hole to take big cocks
Ass-fuck , Shemale , Sissy , Trans , Trap , Cd , Crossdresser , Big-dildo , Asspussy , Doggie , Feet
2019-04-20
05:32
Pornhub
Femboy using huge dildo to ravage his hole and cum handsfree lefting his ass gaping wide
Ass-fuck , Kink , Adult-toys , Rough , Teenager , Young , Extreme-large-toys , Femboy-huge-dildo , Sissygasm-training , Chastity-anal-cum , Striped-stockings , Extreme-anal-gape , Teen-trap-riding , Skinny-tgirl , Sissy-buttslut , Smooth-ass-fuck
2020-09-20
00:20
Pornhub
Sissy maid as a hole toy for wife Mistress -full clip on my Onlyfans (link in bio)
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2021-05-20
08:02
Pornhub
Sissy Maddie rides her dildo until sissygasm in chastity.
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2019-03-20
00:48
Pornhub
Close up on a sissy's lubed up hole - intensive anal training
Cd , Trans , Prostate , Anal , Fuck-machine , Trap , Asian , Boy , Crossdress , Bubble-butt , Penetration , Bubbly-butt , Twink , Femboy , Sissy , Sex-machine
2021-03-20
10:23
Pornhub
Become the sissy at the glory hole through audio BJ INSTRUCTIONS
Kink , Masturbate , Beta , Beta-male , Beta-male-training , Beta-joi , Beta-cuck , Beta-male-cuckold , Beta-humiliation , Beta-male-sissy , Audio , Audio-only , Erotic-audio , Audio-women , Erotic-audio-women , Sissy-training
2020-02-20
08:59
Pornhub
DOGGYSTYLE POV HANKEYS CENTAUR DILDO
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2021-08-20
07:08
Pornhub
She Makes Him Stretch His Hole in Front of Her
Rough , Adult-toys , Anal-cum , Ass-fuck , Fisting , Anal-stretching , Gaping-asshole , Sissy-training , Sex-swing , Woman-Fisting-Man , Ass-cream , Ball-stretching , Fist-suck , Femdom-pegging , Sissification
2021-10-20
01:45
Pornhub
Licky FUCKS her sissys ARSE, GAPES that dirty hole.
Wife-strapon-husband , Strapon , Pegging-his-ass , Pegging , Hot , Anal , Anal-gape , Sissy-training , Anal-stretching , Toys , Pegging-amateur , Pegging-mistress , Strapon-pov , Pov , Verified-couple , Ass-fuck
2021-04-20
05:40
Pornhub
Part 2: After Stretching her Hole, Amy Fucks & Rides Massive Dildo
Solo-masturbation , Solo , Transexual , Transgender , Transgirl , Sissy-training , Sissy-feminization , Sex-toys , Sissy , Anal-toys , Dildo-ride , Big-dildo , Dildo , Amateur-anal , Anal
2021-05-20
06:54
Pornhub
Ping Pong Player 3 A Hole Lot of Balls
Anal , Anal-toy , Anal-toys , Anal-insertion , Huge-anal-toy , Huge-anal-insertion , Gaping , Insertion , Extreme , Extreme-insertion , Extreme-anal , Sissy , Sissy-anal-training , Anal-stretching , Anal-training , Anal-beads
2021-07-20
00:35
Pornhub
Cheap male whore fucked in every hole. Watch full clip on Onlyfans (link in bio)
Asshole-slave , Ass-fuck , Ass-stretching , Faggot-training , Slave-training , Anal-sex , Anal-play , Anal-training , Anal-slave , Strapon , Pegging , Femdom , Bdsm , Sissy-slut , Sissy-training , Domination
2021-01-20
04:08
Pornhub
Sex machine destroy my little hole
Anal , Sex-machine , Bbc , Latina , Transgender , Shemales , Trans-girl , Moaning , Hot-blonde , Alternative-girl , Big-ass , Sissy , Submissive , Anal-training , Big-boobs , Anal-creampie
2021-08-20
07:12
Pornhub
Sissy spreads her hole with an inflatable dildo
Sissy , Sissy-femboy , Sissy-anal , Sissy-anal-training , Sissy-training , Sissy-slut , Sissy-slave , Feminization , Femboy , Ass-fuck , Big-ass , Butt
2021-07-20
01:03
Pornhub
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2021-08-20
05:22
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2020-02-20
07:01
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2018-12-20
05:45
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2021-08-20
10:23
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2020-02-20
00:34
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2020-07-20
07:57
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2021-05-20
05:38
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2020-09-20
07:49
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2019-01-20
08:37
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2020-12-20
11:22
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2019-04-20
00:18
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2021-08-20
12:05
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2020-12-20
08:18
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2021-07-20
35:07
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2021-04-20
00:13
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2022-02-28
05:06
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2021-09-20
00:43
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2021-07-20
01:59
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2019-06-20
13:20
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2021-10-20
21:48
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2020-06-20
00:18
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2021-08-20
21:44
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2019-03-20
00:59
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2020-02-20
00:28
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2019-11-20
01:28
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2021-10-20
12:02
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2019-08-20
07:26
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2021-07-20
33:56
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2022-03-09
00:16
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2020-01-20
06:05
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2021-02-20
11:25
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2019-10-20
14:52
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2019-12-20
00:12
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2021-08-20
02:48
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2018-10-20
05:06
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HornyEmpressKay - TWO GLASS DILDO ONE TIGHT HOLE
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2020-05-20
05:10
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2021-02-20
02:18
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2021-07-20
18:54
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2020-05-20
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2021-07-20
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2020-11-20
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2020-08-20
01:00
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2021-03-20
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2021-04-20
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2019-05-20
01:02
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2022-02-28
00:28
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2021-08-20
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