Crossdressing Mature Videos (459)

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Booger Worship and Crossdressing HD MP4 HD 0:11 / 9:52
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Booger Worship and Crossdressing HD MP4
Clips4sale 4 years ago
Colorful and Captivating: a Compilation of Crossdressing Magic! HD 0:39 / 5:36
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Colorful and Captivating: a Compilation of Crossdressing Magic!
FapHouse 10 months ago
Booger Worship and Crossdressing HD WMV HD 0:11 / 9:52
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Booger Worship and Crossdressing HD WMV
Clips4sale 4 years ago
Sassy and Sexy: Unleashing My Crossdressing Charm! Part 2 HD 0:39 / 5:36
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Sassy and Sexy: Unleashing My Crossdressing Charm! Part 2
FapHouse 1 year ago
socks! 7 - sock fetish and crossdressing 0:11 / 28:52
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socks! 7 - sock fetish and crossdressing
Clips4sale 3 years ago
New video 5 HD 0:39 / 3:52
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New video 5
FapHouse 3 years ago
Heteroflexible K crossdressing 43: slender fit older hung twunk transvestite panties 0:11 / 4:57
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Heteroflexible K crossdressing 43: slender fit older hung twunk transvestite panties
Clips4sale 3 years ago
Pretty in Pink: Adorable Crossdressing Styles to Swoon Over! HD 0:39 / 5:21
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Pretty in Pink: Adorable Crossdressing Styles to Swoon Over!
FapHouse 11 months ago
Crossdressing Confidence: Embracing My True Self and Empowering Others! HD 0:39 / 5:56
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Crossdressing Confidence: Embracing My True Self and Empowering Others!
FapHouse 9 months ago
Sexy Deep Dildo Ride! Hot Crossdressing Slutty Sissy Trans HD 0:39 / 10:15
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Sexy Deep Dildo Ride! Hot Crossdressing Slutty Sissy Trans
FapHouse 2 months ago
Dancing Diva: Watch Me Groove in My Fabulous Crossdressing Attire! HD 0:39 / 5:52
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Dancing Diva: Watch Me Groove in My Fabulous Crossdressing Attire!
FapHouse 11 months ago
Crossdressing Sissy Horny Wet Pussy HD 0:39 / 11:34
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Crossdressing Sissy Horny Wet Pussy
FapHouse 1 year ago
Crossdressing Twink Takes Dildo in Ass Nice Ass Twink HD 0:07 / 0:40
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Crossdressing Twink Takes Dildo in Ass Nice Ass Twink
FapHouse 4 months ago
Fashion Frenzy: Exploring the Latest Trends in Crossdressing! Part 2 HD 0:39 / 5:15
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Fashion Frenzy: Exploring the Latest Trends in Crossdressing! Part 2
FapHouse 11 months ago
Heteroflexible K crossdressing 42: slender fit older hung twunk transvestite panties 0:11 / 3:57
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Heteroflexible K crossdressing 42: slender fit older hung twunk transvestite panties
Clips4sale 3 years ago
Out for a Drive HD 0:39 / 5:02
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Out for a Drive
FapHouse 1 month ago
Juniper 23.3.2025 HD 0:39 / 4:24
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Juniper 23.3.2025
FapHouse 4 months ago
customer request 1 - naked from waist down crossdressing 0:11 / 8:56
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customer request 1 - naked from waist down crossdressing
Clips4sale 3 years ago
Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion! Part 2 HD 0:39 / 5:53
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Elegantly Edgy: Mixing Sexy and Cute in Crossdressing Fashion! Part 2
FapHouse 1 year ago
Heteroflexible K crossdressing 91: slender fit older hung transvestite skirt and tiny t-shirt 0:11 / 7:17
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Heteroflexible K crossdressing 91: slender fit older hung transvestite skirt and tiny t-shirt
Clips4sale 3 years ago
Junper wearing red HD 0:39 / 9:47
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Junper wearing red
FapHouse 3 years ago
Crossdressing Twink Takes Dildo in Ass Nice Ass Twink HD 0:39 / 12:54
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Crossdressing Twink Takes Dildo in Ass Nice Ass Twink
FapHouse 4 months ago
Crossdressing Nurse Makes Him Feel Better 0:39 / 25:24
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Crossdressing Nurse Makes Him Feel Better
FapHouse 1 month ago
Heteroflexible K crossdressing 68: slender fit older hung transvestite skirt and blouse 0:11 / 5:53
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Heteroflexible K crossdressing 68: slender fit older hung transvestite skirt and blouse
Clips4sale 3 years ago
crossdressing nurse makes him feel better59% 0:11 / 25:19
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crossdressing nurse makes him feel better
Clips4sale 1 year ago
Crossdressing Cindylovs2dress Sissy Takes It in the Ass with Her 8 Toy HD 0:39 / 10:59
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Crossdressing Cindylovs2dress Sissy Takes It in the Ass with Her 8 Toy
FapHouse 1 year ago
Heteroflexible K crossdressing 60: slender fit older hung twunk transvestite black cocktail dress 0:11 / 4:38
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Heteroflexible K crossdressing 60: slender fit older hung twunk transvestite black cocktail dress
Clips4sale 3 years ago
Heteroflexible K crossdressing 50: slender fit older hung twunk transvestite J Lopez dress 0:11 / 9:48
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Heteroflexible K crossdressing 50: slender fit older hung twunk transvestite J Lopez dress
Clips4sale 3 years ago
Anoniema Rose - Pink Leather Crossdressing Action HD 0:39 / 40:15
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Anoniema Rose - Pink Leather Crossdressing Action
FapHouse 1 year ago
customer request 2 - naked from waist down crossdressing and masturbating 0:11 / 7:53
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customer request 2 - naked from waist down crossdressing and masturbating
Clips4sale 3 years ago
Heteroflexible K crossdressing 44: slender fit older hung twunk transvestite tights skirt 0:11 / 3:59
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Heteroflexible K crossdressing 44: slender fit older hung twunk transvestite tights skirt
Clips4sale 3 years ago
Heteroflexible K crossdressing 48: slender fit older hung twunk transvestite odd insertion 0:11 / 5:59
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Heteroflexible K crossdressing 48: slender fit older hung twunk transvestite odd insertion
Clips4sale 3 years ago
Juniper 4.4.2025 HD 0:39 / 9:48
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Juniper 4.4.2025
FapHouse 4 months ago
Boy Dildo Fucking HD 0:39 / 10:55
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Boy Dildo Fucking
FapHouse 4 months ago
19.4.2025 0:39 / 6:11
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19.4.2025
FapHouse 3 months ago
Heteroflexible K crossdressing 51: slender fit older hung twunk transvestite man in panties 0:11 / 5:59
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Heteroflexible K crossdressing 51: slender fit older hung twunk transvestite man in panties
Clips4sale 3 years ago
Man Jerking In Red Fishnet Stockings 0:18 / 4:52
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Man Jerking In Red Fishnet Stockings
Clips4sale 1 year ago
Mistress With Her Sissy Boyfriend66% HD 0:39 / 5:04
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Mistress With Her Sissy Boyfriend
FapHouse 2 years ago
Juniper 18.4.2025 HD 0:39 / 12:32
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Juniper 18.4.2025
FapHouse 3 months ago
Heteroflexible K crossdressing 49: slender fit older hung transvestite odd insertion curling iron in ass 0:11 / 7:59
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Heteroflexible K crossdressing 49: slender fit older hung transvestite odd insertion curling iron in ass
Clips4sale 3 years ago
Heteroflexible K crossdressing 75: slender fit older hung transvestite colorful workout outfit 0:11 / 5:05
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Heteroflexible K crossdressing 75: slender fit older hung transvestite colorful workout outfit
Clips4sale 3 years ago
Jerking In Red Fishnet Stockings 0:18 / 6:27
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Jerking In Red Fishnet Stockings
Clips4sale 1 year ago
Heteroflexible K crossdressing 90: slender fit older hung transvestite red teddy nightgown 0:11 / 7:50
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Heteroflexible K crossdressing 90: slender fit older hung transvestite red teddy nightgown
Clips4sale 3 years ago
Heteroflexible K crossdressing 81: slender fit older hung transvestite bedtime lingerie tease 0:11 / 7:51
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Heteroflexible K crossdressing 81: slender fit older hung transvestite bedtime lingerie tease
Clips4sale 3 years ago
Heteroflexible K crossdressing 46: slender fit older hung twunk transvestite dildo in ass 0:11 / 9:59
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Heteroflexible K crossdressing 46: slender fit older hung twunk transvestite dildo in ass
Clips4sale 3 years ago
Heteroflexible K crossdressing 92: slender fit older hung transvestite teen party dress 0:11 / 7:54
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Heteroflexible K crossdressing 92: slender fit older hung transvestite teen party dress
Clips4sale 2 years ago
Heteroflexible K crossdressing 98: slender fit older hung transvestite boots and skirt 0:11 / 9:15
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Heteroflexible K crossdressing 98: slender fit older hung transvestite boots and skirt
Clips4sale 2 years ago
Heteroflexible K crossdressing 95: slender fit older hung transvestite tiny panty tease 0:11 / 9:58
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Heteroflexible K crossdressing 95: slender fit older hung transvestite tiny panty tease
Clips4sale 2 years ago
Heteroflexible K crossdressing 85: slender fit older hung twunk transvestite socks panties top 0:11 / 8:11
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Heteroflexible K crossdressing 85: slender fit older hung twunk transvestite socks panties top
Clips4sale 3 years ago
Heteroflexible K crossdressing 53: slender fit older hung twunk transvestite odd anal insertion 0:11 / 3:59
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Heteroflexible K crossdressing 53: slender fit older hung twunk transvestite odd anal insertion
Clips4sale 3 years ago
Man Jerking In Red Fishnet Stockings Black and White Version 0:10 / 4:52
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Man Jerking In Red Fishnet Stockings Black and White Version
Clips4sale 1 year ago
Heteroflexible K crossdressing 70: slender fit older hung transvestite pink dress and panties 0:11 / 9:15
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Heteroflexible K crossdressing 70: slender fit older hung transvestite pink dress and panties
Clips4sale 3 years ago
Back That Ass up. HD 0:39 / 12:01
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Back That Ass up.
FapHouse 1 year ago
Snoopy Crosdressing 0:39 / 4:27
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Snoopy Crosdressing
FapHouse 1 year ago
Heteroflexible K crossdressing 116: slender fit older hung transvestite pink cocktail dress 0:11 / 8:21
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Heteroflexible K crossdressing 116: slender fit older hung transvestite pink cocktail dress
Clips4sale 2 years ago
Heteroflexible K crossdressing 83: slender fit older hung transvestite black dancer wear dress 0:11 / 7:24
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Heteroflexible K crossdressing 83: slender fit older hung transvestite black dancer wear dress
Clips4sale 3 years ago
Heteroflexible K crossdressing 66: slender fit older hung transvestite sexy panty tease 0:11 / 7:15
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Heteroflexible K crossdressing 66: slender fit older hung transvestite sexy panty tease
Clips4sale 3 years ago
Heteroflexible K crossdressing 54: slender fit older hung twunk transvestite man in red panties 0:11 / 8:58
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Heteroflexible K crossdressing 54: slender fit older hung twunk transvestite man in red panties
Clips4sale 3 years ago
Heteroflexible K crossdressing 64: slender fit older hung transvestite cute shorts and top 0:11 / 3:49
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Heteroflexible K crossdressing 64: slender fit older hung transvestite cute shorts and top
Clips4sale 3 years ago
Jerking In Red Fishnet Stockings Black and White Version 0:18 / 6:27
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Jerking In Red Fishnet Stockings Black and White Version
Clips4sale 1 year ago
Heteroflexible K crossdressing 58: slender fit older hung transvestite man in panties masturbation 0:11 / 17:38
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Heteroflexible K crossdressing 58: slender fit older hung transvestite man in panties masturbation
Clips4sale 3 years ago
Dana's pee 0:10 / 3:14
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Dana's pee
APClips 5 months ago
Heteroflexible K crossdressing 113: slender fit older hung transvestite black fetish party dress63% 0:11 / 13:05
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Heteroflexible K crossdressing 113: slender fit older hung transvestite black fetish party dress
Clips4sale 2 years ago
Heteroflexible K crossdressing 50: slender fit older hung twunk transvestite dress salt shaker anal 0:11 / 11:50
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Heteroflexible K crossdressing 50: slender fit older hung twunk transvestite dress salt shaker anal
Clips4sale 3 years ago
Heteroflexible K crossdressing 101: slender fit older hung transvestite cum on black dinner dress custom 0:11 / 10:09
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Heteroflexible K crossdressing 101: slender fit older hung transvestite cum on black dinner dress custom
Clips4sale 2 years ago
Heteroflexible K crossdressing 87: slender fit older hung twunk transvestite g-string panties top HD 0:11 / 5:27
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Heteroflexible K crossdressing 87: slender fit older hung twunk transvestite g-string panties top
Clips4sale 3 years ago
Heteroflexible K crossdressing 55: slender fit older hung twunk transvestite little blue dress 0:11 / 4:55
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Heteroflexible K crossdressing 55: slender fit older hung twunk transvestite little blue dress
Clips4sale 3 years ago
Heteroflexible K crossdressing 45: slender fit older hung twunk transvestite assless tights skirt tease 0:11 / 2:54
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Heteroflexible K crossdressing 45: slender fit older hung twunk transvestite assless tights skirt tease
Clips4sale 3 years ago
Heteroflexible K crossdressing 62: slender fit older hung transvestite skirt and panties 0:11 / 5:44
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Heteroflexible K crossdressing 62: slender fit older hung transvestite skirt and panties
Clips4sale 3 years ago
Heteroflexible K crossdressing 73: slender fit older hung transvestite white panties and top 0:11 / 10:54
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Heteroflexible K crossdressing 73: slender fit older hung transvestite white panties and top
Clips4sale 3 years ago
Heteroflexible K crossdressing 78: slender fit older hung transvestite blue beaded shawl 0:11 / 12:11
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Heteroflexible K crossdressing 78: slender fit older hung transvestite blue beaded shawl
Clips4sale 3 years ago
Heteroflexible K crossdressing 102: slender fit older hung transvestite party dress fun 0:11 / 6:30
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Heteroflexible K crossdressing 102: slender fit older hung transvestite party dress fun
Clips4sale 2 years ago
Heteroflexible K crossdressing 97: slender fit older hung transvestite new lingerie panty and bra 0:11 / 6:38
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Heteroflexible K crossdressing 97: slender fit older hung transvestite new lingerie panty and bra
Clips4sale 2 years ago
Heteroflexible K crossdressing 65: slender fit older hung transvestite man in panties moment 0:11 / 7:54
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Heteroflexible K crossdressing 65: slender fit older hung transvestite man in panties moment
Clips4sale 3 years ago
Heteroflexible K crossdressing 72: slender fit older hung transvestite colorful mini dress tease 0:11 / 5:50
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Heteroflexible K crossdressing 72: slender fit older hung transvestite colorful mini dress tease
Clips4sale 3 years ago
Heteroflexible K crossdressing 71: slender fit older hung transvestite can opener in ass 0:11 / 5:26
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Heteroflexible K crossdressing 71: slender fit older hung transvestite can opener in ass
Clips4sale 3 years ago
Heteroflexible K crossdressing 47 FULL: slender fit older hung transvestite maid vacuum cleaner handle 0:11 / 9:47
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Heteroflexible K crossdressing 47 FULL: slender fit older hung transvestite maid vacuum cleaner handle
Clips4sale 3 years ago
Heteroflexible K crossdressing 55: slender fit older hung twunk transvestite purple panties and feather boa 0:11 / 5:31
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Heteroflexible K crossdressing 55: slender fit older hung twunk transvestite purple panties and feather boa
Clips4sale 3 years ago
Heteroflexible K crossdressing 61: slender fit older hung twunk transvestite hot pink dancer fishnet dress 0:11 / 7:55
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Heteroflexible K crossdressing 61: slender fit older hung twunk transvestite hot pink dancer fishnet dress
Clips4sale 3 years ago
Heteroflexible K crossdressing 106: slender fit older hung transvestite skirt knee high socks56% 0:11 / 16:06
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Heteroflexible K crossdressing 106: slender fit older hung transvestite skirt knee high socks
Clips4sale 2 years ago
Heteroflexible K crossdressing 88: slender fit older hung transvestite cute tight panty tease 0:11 / 6:21
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Heteroflexible K crossdressing 88: slender fit older hung transvestite cute tight panty tease
Clips4sale 3 years ago
Heteroflexible K crossdressing 69: slender fit older hung twunk transvestite man in panties POV 0:11 / 9:42
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Heteroflexible K crossdressing 69: slender fit older hung twunk transvestite man in panties POV
Clips4sale 3 years ago
Heteroflexible K crossdressing 74: slender fit older hung transvestite watermelon skirt and teeny shirt 0:11 / 4:50
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Heteroflexible K crossdressing 74: slender fit older hung transvestite watermelon skirt and teeny shirt
Clips4sale 3 years ago
Heteroflexible K crossdressing 110: slender fit older hung transvestite lime green party dress 0:11 / 14:43
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Heteroflexible K crossdressing 110: slender fit older hung transvestite lime green party dress
Clips4sale 2 years ago
Heteroflexible K crossdressing 89: slender fit older hung transvestite panties and top masturbation 0:11 / 8:56
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Heteroflexible K crossdressing 89: slender fit older hung transvestite panties and top masturbation
Clips4sale 3 years ago
Heteroflexible K crossdressing 107: slender fit older hung transvestite shorts and athletic top 0:11 / 9:04
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Heteroflexible K crossdressing 107: slender fit older hung transvestite shorts and athletic top
Clips4sale 2 years ago
Heteroflexible K crossdressing 108: slender fit older hung transvestite sparkly silver party dress 0:11 / 14:01
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Heteroflexible K crossdressing 108: slender fit older hung transvestite sparkly silver party dress
Clips4sale 2 years ago
Heteroflexible K crossdressing 49 cbt: slender fit older hung transvestite cbt with curling iron cord 0:11 / 12:00
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Heteroflexible K crossdressing 49 cbt: slender fit older hung transvestite cbt with curling iron cord
Clips4sale 3 years ago
Heteroflexible K crossdressing 59: slender fit older hung twunk transvestite velvet dress glass dildo anal 0:11 / 7:56
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Heteroflexible K crossdressing 59: slender fit older hung twunk transvestite velvet dress glass dildo anal
Clips4sale 3 years ago
Heteroflexible K crossdressing 109: slender fit older hung transvestite white thigh high stockings 0:11 / 17:54
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Heteroflexible K crossdressing 109: slender fit older hung transvestite white thigh high stockings
Clips4sale 2 years ago
Younger chubby females with older CD's 0:39 / 31:27
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Younger chubby females with older CD's
FapHouse 6 years ago
Heteroflexible K crossdressing 117: slender fit older hung transvestite teen party dress 0:11 / 13:09
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Heteroflexible K crossdressing 117: slender fit older hung transvestite teen party dress
Clips4sale 2 years ago
My Crossdressing Fetish - Another Sissy CD Video Made at Night Solo Video Cuming Beffore Caught HD 0:39 / 4:33
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My Crossdressing Fetish - Another Sissy CD Video Made at Night Solo Video Cuming Beffore Caught
FapHouse 1 year ago
Heteroflexible K crossdressing 96: slender fit older hung transvestite watermelon skirt doggy dildo anal 0:11 / 12:05
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Heteroflexible K crossdressing 96: slender fit older hung transvestite watermelon skirt doggy dildo anal
Clips4sale 2 years ago
the best of both worlds 1: Heteroflexible K crossdressing slender fit older hung transvestite 0:11 / 14:04
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the best of both worlds 1: Heteroflexible K crossdressing slender fit older hung transvestite
Clips4sale 2 years ago
Heteroflexible K crossdressing 76: slender fit older hung transvestite skirt tease and dildo play 0:11 / 12:21
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Heteroflexible K crossdressing 76: slender fit older hung transvestite skirt tease and dildo play
Clips4sale 3 years ago
Heteroflexible K crossdressing 57: slender fit older hung transvestite sheer black dress odd anal insertion 0:11 / 7:58
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Heteroflexible K crossdressing 57: slender fit older hung transvestite sheer black dress odd anal insertion
Clips4sale 3 years ago
Heteroflexible K crossdressing 111: slender fit older hung transvestite spiderweb stockings tease and masturbation 0:11 / 12:29
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Heteroflexible K crossdressing 111: slender fit older hung transvestite spiderweb stockings tease and masturbation
Clips4sale 2 years ago
Heteroflexible K crossdressing 103: slender fit older hung transvestite skirt anal cockring combo 0:11 / 14:16
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Heteroflexible K crossdressing 103: slender fit older hung transvestite skirt anal cockring combo
Clips4sale 2 years ago
Heteroflexible K crossdressing 99: slender fit older hung transvestite skirt and Belladonna's hand 0:11 / 12:52
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Heteroflexible K crossdressing 99: slender fit older hung transvestite skirt and Belladonna's hand
Clips4sale 2 years ago
Heteroflexible K crossdressing 67: slender fit older hung transvestite man in panties and tiny t-shirt 0:11 / 7:55
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Heteroflexible K crossdressing 67: slender fit older hung transvestite man in panties and tiny t-shirt
Clips4sale 3 years ago
Heteroflexible K crossdressing 86: slender fit older hung twunk transvestite blue dress and butt plug 0:11 / 10:32
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Heteroflexible K crossdressing 86: slender fit older hung twunk transvestite blue dress and butt plug
Clips4sale 3 years ago
Sammie Cleans Camilla's Creampie 0:10 / 14:37
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Sammie Cleans Camilla's Creampie
APClips 5 months ago
Loving up his secret crossdresser babe65% HD 0:39 / 21:52
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Loving up his secret crossdresser babe
FapHouse 3 years ago
Heteroflexible K in socks 5 - thin fit muscular older mature twunk sock fetish 0:11 / 19:00
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Heteroflexible K in socks 5 - thin fit muscular older mature twunk sock fetish
Clips4sale 4 years ago
classy crossdresser lives her best life 0:11 / 15:03
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classy crossdresser lives her best life
Clips4sale 1 year ago
Crossdresser cums in my arse HD 0:39 / 5:38
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Crossdresser cums in my arse
FapHouse 7 years ago
Mrs H Cumshot Compilation74% HD 0:30 / 8:10
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Mrs H Cumshot Compilation
Clips4sale 7 months ago
Sucking a crossdresser then make him cum 0:12 / 5:59
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Sucking a crossdresser then make him cum
FapHouse 7 years ago
Heteroflexible K solo V123: thin slim fit muscular vascular hung older mature HD 0:11 / 12:04
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Heteroflexible K solo V123: thin slim fit muscular vascular hung older mature
Clips4sale 2 years ago
Much Sexier Than Most Women 0:39 / 28:56
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Much Sexier Than Most Women
FapHouse 1 month ago
Mistress Camilla Flogs & Fucks TV Sammie 0:10 / 29:01
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Mistress Camilla Flogs & Fucks TV Sammie
APClips 5 months ago
Hot Crossdresser Shoots Big Cumshot 0:23 / 3:29
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Hot Crossdresser Shoots Big Cumshot
Clips4sale 2 years ago
Sissy Shaving Instructions HD 0:30 / 14:41
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Sissy Shaving Instructions
C4S 6 months ago
Femdom Overactive Dumb Bimbo Doll Programming - Erotic Audio Mesmerize 0:30 / 39:47
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Femdom Overactive Dumb Bimbo Doll Programming - Erotic Audio Mesmerize
Clips4sale 5 months ago

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