Prostate Massage Videos - Trans (215)

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Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 720 MP453% HD 0:26 / 14:29
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Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 720 MP4
Clips4sale 2 years ago
Fingering from dominant nurse63% HD 0:11 / 7:08
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Fingering from dominant nurse
Clips4sale 3 years ago
Rimming and Prostate Massage HD 0:30 / 6:18
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Rimming and Prostate Massage
Clips4sale 2 months ago
Prostate Milking59% HD 0:23 / 11:09
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Prostate Milking
Clips4sale 2 months ago
The Exam HD 0:19 / 9:52
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The Exam
Clips4sale 1 year ago
Hand anal fingering cumshot41% 0:11 / 8:29
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Hand anal fingering cumshot
Clips4sale 9 months ago
Prostate milking blowjob making sissy fill my mouth with her milk then swallowing66% HD 0:39 / 10:30
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Prostate milking blowjob making sissy fill my mouth with her milk then swallowing
FapHouse 3 years ago
Spanking Gorgeous Trans Balls, and Hardcore Prostate Massage + Creampie HD 0:39 / 31:18
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Spanking Gorgeous Trans Balls, and Hardcore Prostate Massage + Creampie
FapHouse 1 month ago
spanking gorgeous trans balls, and hardcore prostate massage + creampie HD 0:30 / 31:13
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spanking gorgeous trans balls, and hardcore prostate massage + creampie
PornBox 1 month ago
Sadistic Experimentation52% 0:37 / 27:25
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Sadistic Experimentation
Clips4sale 11 months ago
Yasmine Lee: The Ass Fucking Masseuse cums in his mouth59% 0:25 / 20:24
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Yasmine Lee: The Ass Fucking Masseuse cums in his mouth
Clips4sale 8 months ago
Totally Hands Free Cum & quiet moans50% HD 0:16 / 6:13
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Totally Hands Free Cum & quiet moans
Clips4sale 4 years ago
ABH052 Naughty secretary in chastity and a giant squirt HD 0:30 / 33:34
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ABH052 Naughty secretary in chastity and a giant squirt
Clips4sale 4 years ago
Femdom Anal Annihilation: Big Boob Mistress Drains Prostate and Balls with Extreme Anal Fisting Part 5 of 5 (1080p)66% HD 0:30 / 9:03
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Femdom Anal Annihilation: Big Boob Mistress Drains Prostate and Balls with Extreme Anal Fisting Part 5 of 5 (1080p)
Clips4sale 1 year ago
sexy nurse gives tgirl bruna ferrari a handjob and a prostate massage dt91365% 0:43 / 18:41
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sexy nurse gives tgirl bruna ferrari a handjob and a prostate massage dt913
AnalVids 1 year ago
Sissy Nun Needs A Good Pegging! HD 0:30 / 21:17
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Sissy Nun Needs A Good Pegging!
Clips4sale 1 year ago
NiKola Ophan Topped With Sinn Sage MP464% 0:13 / 21:59
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NiKola Ophan Topped With Sinn Sage MP4
Clips4sale 2 years ago
The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned39% HD 0:20 / 29:43
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The Gay Awakening Podcast Episode #58 - Sissy Asshole Completely Owned
Clips4sale 1 year ago
Nikola Ophan Topped With Sinn Sage WMV72% 0:13 / 21:59
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Nikola Ophan Topped With Sinn Sage WMV
Clips4sale 2 years ago
(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)67% 4K 0:30 / 1:04:09
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(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)
Clips4sale 1 year ago
Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)67% HD 0:30 / 58:54
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Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)
Clips4sale 1 year ago
Gentle Dom Feminizes and Milks You with her Mouth [audio] 0:37 / 18:42
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Gentle Dom Feminizes and Milks You with her Mouth [audio]
Clips4sale 1 year ago
Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 WMV58% HD 0:26 / 14:29
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Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 WMV
Clips4sale 2 years ago
No hands anal cumshot! Hard anal cowgirl riding55% 0:11 / 10:02
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No hands anal cumshot! Hard anal cowgirl riding
Clips4sale 9 months ago
Milking a hot blonde shemale54% 4K 0:28 / 19:25
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Milking a hot blonde shemale
Clips4sale 3 years ago
ANGLE 2of6 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back63% 0:11 / 20:00
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ANGLE 2of6 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back
C4S 2 years ago
Bikini Butt Hooked61% 0:24 / 36:32
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Bikini Butt Hooked
Clips4sale 4 months ago
A Bound Prostate Milking for the Sissy Slave58% 0:20 / 17:51
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A Bound Prostate Milking for the Sissy Slave
Clips4sale 1 year ago
Trans Girl Milks Her Prostate in 6 Minutes Flat53% 0:21 / 6:24
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Trans Girl Milks Her Prostate in 6 Minutes Flat
Clips4sale 4 weeks ago
INTENSE PROSTATE ORGASM - PROSTATE MILKING, Hands Free Orgasm, HFO Mind Melt41% 0:30 / 28:26
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INTENSE PROSTATE ORGASM - PROSTATE MILKING, Hands Free Orgasm, HFO Mind Melt
C4S 10 months ago
Your blonde step-sis getting double prostate massages HD 0:29 / 10:00
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Your blonde step-sis getting double prostate massages
Clips4sale 10 months ago
Fun With Butt Hooks Part 258% 0:19 / 30:10
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Fun With Butt Hooks Part 2
Clips4sale 6 months ago
VIVIENNE L'AMOUR - THE FISTING PARTY - PART ONE (720P FULL HD) HD 0:22 / 20:38
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VIVIENNE L'AMOUR - THE FISTING PARTY - PART ONE (720P FULL HD)
Clips4sale 10 months ago
Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)61% HD 0:22 / 29:58
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Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)
Clips4sale 1 year ago
Prostate massage cumshot56% 0:30 / 11:27
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Prostate massage cumshot
C4S 1 year ago
Stepsister Caught Stepbrother Fucking My Tranny Sex Doll so I Fucked His Ass Hard With it 0:30 / 14:35
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Stepsister Caught Stepbrother Fucking My Tranny Sex Doll so I Fucked His Ass Hard With it
Clips4sale 1 week ago
Sexy Nurse Gives Tgirl Bruna Ferrari a Handjob and a Prostate Massage70% HD 0:39 / 18:49
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Sexy Nurse Gives Tgirl Bruna Ferrari a Handjob and a Prostate Massage
FapHouse 1 year ago
CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!75% HD 0:30 / 17:28
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CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!
Clips4sale 9 months ago
sexy nurse gives tgirl bruna ferrari a handjob and a prostate massage dt913 0:43 / 18:41
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sexy nurse gives tgirl bruna ferrari a handjob and a prostate massage dt913
PornBox 1 year ago
TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4 HD 0:30 / 16:51
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TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4
Clips4sale 3 years ago
Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 720 WMV HD 0:26 / 14:29
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Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 720 WMV
Clips4sale 2 years ago
I_LOVE_ME 38-09 Crossdreser Serious Hardcore Anal Pounding 4K 0:11 / 56:52
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I_LOVE_ME 38-09 Crossdreser Serious Hardcore Anal Pounding
Clips4sale 3 years ago
Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)45% HD 0:30 / 1:04:09
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Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)
Clips4sale 1 year ago
pretty shemale getting fucked from a black and antonio s cock HD 0:30 / 25:25
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pretty shemale getting fucked from a black and antonio s cock
PornBox 2 years ago
VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (1080P FULL HD)65% HD 0:21 / 26:48
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VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (1080P FULL HD)
Clips4sale 1 year ago
Chick With Big Boobs Lets Her Bald Boss Lick and Drill Her Pussy HD 0:39 / 20:37
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Chick With Big Boobs Lets Her Bald Boss Lick and Drill Her Pussy
FapHouse 2 years ago
38-20 Crossdresser Anal Dildo Fucking Milking Prostate Orgasm 4K 0:29 / 21:04
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38-20 Crossdresser Anal Dildo Fucking Milking Prostate Orgasm
Clips4sale 2 years ago
Fucked By Dominant Dolly - 4K UHD67% 4K 0:16 / 14:25
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Fucked By Dominant Dolly - 4K UHD
Clips4sale 1 year ago
TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv HD 0:30 / 16:51
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TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv
Clips4sale 3 years ago
How to broke a Brat 0:33 / 14:57
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How to broke a Brat
Clips4sale 11 months ago
Multiple Cumshots in Chastity From Rough Anal Play & Prostate Milking(HDMOV) 0:30 / 11:15
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Multiple Cumshots in Chastity From Rough Anal Play & Prostate Milking(HDMOV)
Clips4sale 3 weeks ago
Instant Delivery - Instant Tyranny - Training Restaurant - Akiho Yoshizawa HD 0:39 / 2:29:58
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Instant Delivery - Instant Tyranny - Training Restaurant - Akiho Yoshizawa
FapHouse 1 year ago
My SISSY's anal dildo training 0:30 / 10:57
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My SISSY's anal dildo training
Clips4sale 11 months ago
the deeper, the better – is this considered a regular massage in the US? HD 0:28 / 17:28
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the deeper, the better – is this considered a regular massage in the US?
Clips4sale 1 year ago
Prostate exam my slave with helper countess 0:15 / 4:08
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Prostate exam my slave with helper countess
Clips4sale 2 years ago
Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 MP443% HD 0:26 / 14:29
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Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 MP4
Clips4sale 2 years ago
VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (720P FULL HD) HD 0:21 / 26:48
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VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (720P FULL HD)
Clips4sale 1 year ago
Your Blonde Step-sis Getting Double Prostate Massages HD 0:07 / 0:39
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Your Blonde Step-sis Getting Double Prostate Massages
FapHouse 8 months ago
Sissysubkrystal Solo Prostate Milking Handsfree Cum HD 0:39 / 13:49
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Sissysubkrystal Solo Prostate Milking Handsfree Cum
FapHouse 11 months ago
I_LOVE_ME 38-06 Crossdresser Hard and Deep Anal Dildo Riding 4K 0:11 / 46:34
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I_LOVE_ME 38-06 Crossdresser Hard and Deep Anal Dildo Riding
Clips4sale 3 years ago
Anal Training For This Sissy Slut 720p HD 0:13 / 7:25
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Anal Training For This Sissy Slut 720p
Clips4sale 2 years ago
I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration 0:59 / 46:20
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I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration
Clips4sale 3 years ago
Anal Training For This Sissy Slut 0:13 / 7:25
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Anal Training For This Sissy Slut
Clips4sale 2 years ago
Sissy anal dildo masturbation and cum milking with final cumshot inside panties in 4K 4K 0:23 / 2:22
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Sissy anal dildo masturbation and cum milking with final cumshot inside panties in 4K
Clips4sale 3 years ago
Strict BBW Dominatrix Punishes Trans Slave with a Strapon, Making Him Bounce on It HD 0:39 / 21:06
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Strict BBW Dominatrix Punishes Trans Slave with a Strapon, Making Him Bounce on It
FapHouse 2 months ago
FISTING TRAINING THIGH HIGH BOOTS CATSUIT RUBBER GLOVES SHEMALE DOMINATION 1 HD 0:13 / 8:03
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FISTING TRAINING THIGH HIGH BOOTS CATSUIT RUBBER GLOVES SHEMALE DOMINATION 1
Clips4sale 4 months ago
Wanking in High Heals, Stockings & Suspenders I HD 0:39 / 26:51
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Wanking in High Heals, Stockings & Suspenders I
FapHouse 1 year ago
Hot girl kissing blowjob with shemale Sadee getting anal fingering filling sexy BBW mouth full of cum and swallow HD 0:39 / 11:37
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Hot girl kissing blowjob with shemale Sadee getting anal fingering filling sexy BBW mouth full of cum and swallow
FapHouse 6 years ago
Eating Sadee asshole and prostate milking her using my mouth & cum swallowing60% HD 0:39 / 16:18
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Eating Sadee asshole and prostate milking her using my mouth & cum swallowing
FapHouse 4 years ago
Almost Lesbian! 0:30 / 10:37
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Almost Lesbian!
Clips4sale 1 year ago
Ts Strokka's ASStronomical Toying and Creaming 0:10 / 9:26
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Ts Strokka's ASStronomical Toying and Creaming
Clips4sale 1 year ago
Prostate Milking in Stockings & Suspenders!57% HD 0:07 / 0:39
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Prostate Milking in Stockings & Suspenders!
FapHouse 8 months ago
38-25 Crossdresser Hardcore Deep Anal Dildo Fucking Ass to Mouth Prostate Orgasm 4K 0:29 / 1:33:52
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38-25 Crossdresser Hardcore Deep Anal Dildo Fucking Ass to Mouth Prostate Orgasm
Clips4sale 2 years ago
Ass eating prostate milking tongue fucking sissy tight ass making her squirt HD 0:39 / 13:48
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Ass eating prostate milking tongue fucking sissy tight ass making her squirt
FapHouse 3 years ago
Ass Invaders Part 1 Delving Dommes StrapOn 0:11 / 6:31
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Ass Invaders Part 1 Delving Dommes StrapOn
Clips4sale 2 years ago
9 inch dildo anal riding 0:10 / 3:08
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9 inch dildo anal riding
Clips4sale 8 months ago
SISSYGASMS after ANAL stretching HD 0:38 / 19:33
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SISSYGASMS after ANAL stretching
Clips4sale 5 months ago
Hot anal dildo riding 0:30 / 3:10
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Hot anal dildo riding
Clips4sale 7 months ago
Fucking myself and cumming hands free 0:10 / 9:47
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Fucking myself and cumming hands free
APClips 5 months ago
Cute Crossdresser in Chastity Milks Prostate with Hard Dildo Fucking HD 0:39 / 11:40
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Cute Crossdresser in Chastity Milks Prostate with Hard Dildo Fucking
FapHouse 6 months ago
Your Blonde Step-sis Getting Double Prostate Massages HD 0:39 / 10:05
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Your Blonde Step-sis Getting Double Prostate Massages
FapHouse 10 months ago
Fucked By Dominant Dolly - 1080HD66% 0:16 / 14:25
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Fucked By Dominant Dolly - 1080HD
Clips4sale 1 year ago
Toy in ass and one on cock. HD 0:39 / 7:09
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Toy in ass and one on cock.
FapHouse 3 years ago
Crossdresser riding toy POV and cum milking with dildo in the ass HD 0:15 / 4:37
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Crossdresser riding toy POV and cum milking with dildo in the ass
Clips4sale 3 years ago
Hitting the "P" Point - Small dildos lead to 2 PROSTATE ORGASMS HD 0:30 / 21:34
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Hitting the "P" Point - Small dildos lead to 2 PROSTATE ORGASMS
Clips4sale 10 months ago
Mature Sissy CD Teacher Playing with Herself to an Orgasm Shoving a Screwdriver Handle in Butt HD 0:39 / 5:44
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Mature Sissy CD Teacher Playing with Herself to an Orgasm Shoving a Screwdriver Handle in Butt
FapHouse 1 year ago
Prostate Massage HD 0:39 / 13:54
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Prostate Massage
FapHouse 6 months ago
Hot Anal with Dildo 20cm + Cum Show HD 0:39 / 22:17
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Hot Anal with Dildo 20cm + Cum Show
FapHouse 5 months ago
Prostate Massage and Cumshot for Trans Girl on the Medical Chair 0:08 / 12:10
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Prostate Massage and Cumshot for Trans Girl on the Medical Chair
Clips4sale 3 years ago
Top 10 Sissy Ideas 2024 HD 0:54 / 10:14
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Top 10 Sissy Ideas 2024
Clips4sale 2 months ago
That Was a Nice Prostate Massage Made Me Cum so Well HD 0:39 / 8:59
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That Was a Nice Prostate Massage Made Me Cum so Well
FapHouse 8 months ago
Milking myself for You HD 0:21 / 11:43
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Milking myself for You
Clips4sale 4 years ago
Top 10 Femdom Milkings Vol 1 HD 0:29 / 17:28
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Top 10 Femdom Milkings Vol 1
Clips4sale 11 months ago
Cum milking 5 0:11 / 1:30
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Cum milking 5
Clips4sale 2 years ago
Bottom Cums Hands Free 0:30 / 14:41
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Bottom Cums Hands Free
Clips4sale 9 months ago
Mistress Azize - strapon for my sissy 0:41 / 21:51
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Mistress Azize - strapon for my sissy
Clips4sale 2 years ago
Ts Strokka's ASStronomical Toying and Creaming MOV Version 0:10 / 9:26
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Ts Strokka's ASStronomical Toying and Creaming MOV Version
Clips4sale 1 year ago
Prostate Handjob 0:13 / 14:20
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Prostate Handjob
Clips4sale 6 months ago

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