Search results - Crossdresser Heels

Total found: 1214 videos (page 10)

Young lad sucks stepdad's cock wet before enjoying the best anal3:54
3 weeks ago AnyGay

Young lad sucks stepdad's cock wet before enjoying the best anal

AnalDILFSissyTeen (18+)Twink
A guy masturbates with a high heel and cums on two pairs high heels8:28
1 year ago xHamster

A guy masturbates with a high heel and cums on two pairs high heels

Amateur Crossdresser Cumshot Fetish Fucking Handjob Hd Heels Homemade
Just for you, I'm wearing lingerie, tights, stockings, high heels, tied up and cum2:29
1 year ago xHamster

Just for you, I'm wearing lingerie, tights, stockings, high heels, tied up and cum

Amateur American Bondage Crossdresser Feet Hd Heels Homemade Lingerie
Shower romance between fine men with big dicks3:57
1 months ago AnyGay

Shower romance between fine men with big dicks

BlowjobBoyfriendShowerSissyTwink
Stepson's huge dick makes brunette stepdad scream and undulate4:07
1 months ago AnyGay

Stepson's huge dick makes brunette stepdad scream and undulate

BlowjobShowerSissyTeen (18+)Twink
Black Pointed Toe 13cm High Heels Masturbate And Cumshot6:43
1 year ago xHamster

Black Pointed Toe 13cm High Heels Masturbate And Cumshot

Amateur Crossdresser Cumshot Fetish Handjob Hd Heels Homemade Masturbation
Black Pointed Toe Buckle RoSa High Heels Masturbate, heel Insertion And Cumshot7:40
1 year ago xHamster

Black Pointed Toe Buckle RoSa High Heels Masturbate, heel Insertion And Cumshot

Amateur Compilation Crossdresser Cumshot Fetish Fucking Handjob Hardcore Hd
Pointed Toe High Heels Cumshots Compilation5:05
1 year ago xHamster

Pointed Toe High Heels Cumshots Compilation

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Latex Crossdresser Butt Plug Play in Heels4:17
1 year ago Gay Ck

Latex Crossdresser Butt Plug Play in Heels

Amateur Anal Crossdresser Cumshot Dick Handjob Solo Toys Twinks
High Heels and Big Dildon7:24
1 year ago xHamster

High Heels and Big Dildon

Amateur Anal Crossdresser Daddy Dildo European Hd Heels Masturbation
Little tease video for Daddy. Stockings,mini dress,7.5 inch fuck me heels thong xxxxx5:18
1 year ago xHamster

Little tease video for Daddy. Stockings,mini dress,7.5 inch fuck me heels thong xxxxx

Amateur Crossdresser Dress Feet Fetish Foot fetish Handjob Hd Heels
Man in Rosa Pointed Shoes Ultra High Heels and Micro Skirt Masturbate and Cum1:01
1 year ago xHamster

Man in Rosa Pointed Shoes Ultra High Heels and Micro Skirt Masturbate and Cum

Crossdresser Cumshot Foot fetish Fucking Handjob Hd Heels Homemade Huge
Crossdresser Shows Off Bare Legs and Heels4:35
1 year ago Gay Ck

Crossdresser Shows Off Bare Legs and Heels

Amateur Crossdresser Cumshot Dick Fetish Handjob Public Solo
Little Sissy Lingerie, Stockings and Heels Show58:57
1 year ago xHamster

Little Sissy Lingerie, Stockings and Heels Show

Ass British Crossdresser Cumshot Hd Heels Jerking Lingerie Masturbation
Pissing on Feet in Nylons and Heels 24:34
1 year ago Gay Ck

Pissing on Feet in Nylons and Heels 2

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Pissing on Feet in Nylons and Heels4:34
1 year ago Gay Ck

Pissing on Feet in Nylons and Heels

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Black Heels & Stockings: Daddy's Crossdressing Handjob10:37
1 year ago Gay Ck

Black Heels & Stockings: Daddy's Crossdressing Handjob

Amateur Crossdresser Cumshot Daddy Dick Fetish Handjob Masturbation Solo
Office Crossdresser Cums all over Nylons and Heels8:04
1 year ago xHamster

Office Crossdresser Cums all over Nylons and Heels

Bathroom Crossdresser Cumshot Feet Hd Heels Homemade Lingerie Masturbation
Man In Micro Skirt And Black Pointed Toe Heels Masturbate, Heel Insertion And Cum5:10
1 year ago xHamster

Man In Micro Skirt And Black Pointed Toe Heels Masturbate, Heel Insertion And Cum

Amateur Compilation Crossdresser Cumshot Feet Fetish Foot fetish Fucking Handjob
Crossdress in Pantyhose and High Heels10:08
1 year ago xHamster

Crossdress in Pantyhose and High Heels

Amateur American Balls Crossdresser Feet Fetish Foot fetish Hd Heels
Cum On Suede High Heels Shoes With Pointed Toes6:44
1 year ago xHamster

Cum On Suede High Heels Shoes With Pointed Toes

Amateur Crossdresser Cumshot European Fetish Handjob Hd Heels Homemade
Crossdresser Evy Plays With Big Cock in Heels3:56
1 year ago Gay Ck

Crossdresser Evy Plays With Big Cock in Heels

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New toe nails sparkle glitter with 5 inch pleaser heels1:07
1 year ago xHamster

New toe nails sparkle glitter with 5 inch pleaser heels

Crossdresser Feet Fetish Foot fetish Hd Heels Latex
Fine tights and heels in bed - part 2 HD nostalgia2:06
1 year ago xHamster

Fine tights and heels in bed - part 2 HD nostalgia

Amateur Crossdresser German Hd Masturbation Nylon Shoes Solo
Fine tights and heels in bed - part 3 HD nostalgia1:58
1 year ago xHamster

Fine tights and heels in bed - part 3 HD nostalgia

Amateur Crossdresser German Hd Masturbation Nylon Shoes Solo
Grey Stockings & Heels: Amateur Crossdresser Solo6:27
1 year ago Gay Ck

Grey Stockings & Heels: Amateur Crossdresser Solo

Amateur Bear Crossdresser Cumshot Dick Handjob Masturbation Reality
Cum On Green Snake Leather Pointed Toe Casadei High heels5:13
1 year ago xHamster

Cum On Green Snake Leather Pointed Toe Casadei High heels

Amateur Crossdresser Cumshot Fetish Handjob Hd Heels Homemade Huge
wanking over my heels laying down7:57
1 year ago xHamster

Wanking over my heels laying down

Amateur Black British Closeup Crossdresser Cumshot Dick Feet Fetish
A slutty twink do self fucking in lingerie and heels1:10
1 year ago xHamster

A slutty twink do self fucking in lingerie and heels

Anal Crossdresser Hd Heels Humiliation Lingerie Masturbation Sissy Stockings
Golden Heels in My Ass3:49
1 year ago xHamster

Golden Heels in My Ass

Amateur Anal Ass British Closeup Compilation Crossdresser Dildo Extreme
Slut licking heels and cock + spit swap 48:58
1 year ago Gay Ck

Slut licking heels and cock + spit swap 4

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High heels crossdresser hands free prostate orgasm cumshot7:35
1 year ago xHamster

High heels crossdresser hands free prostate orgasm cumshot

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Dressing Session Pt3 White Babydoll, Stockings, Suspenders and Heels16:35
1 year ago xHamster

Dressing Session Pt3 White Babydoll, Stockings, Suspenders and Heels

Amateur British Crossdresser Hd Heels Lingerie Masturbation Panties Penis
High heels crossdresser anal vibrator cum5:40
1 year ago xHamster

High heels crossdresser anal vibrator cum

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High Heels and Fishnet Stockings - Femboy Crossdresser6:23
1 year ago xHamster

High Heels and Fishnet Stockings - Femboy Crossdresser

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Krissy Sweets stroking her shaved she cock in lingerie and high heels10:05
1 year ago xHamster

Krissy Sweets stroking her shaved she cock in lingerie and high heels

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Bound and Gagged: Crossdresser in Sexy Red Heels & Denim Shorts Gets Tied Up6:40
11 months ago xHamster

Bound and Gagged: Crossdresser in Sexy Red Heels & Denim Shorts Gets Tied Up

American Blindfolded Crossdresser Hd Heels Latino Stockings Tied
New black heels and new harmony point ff stockings 610:38
11 months ago Gay Ck

New black heels and new harmony point ff stockings 6

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Dressing Session Pt5 Birthday Suit, Babyoil, Heels and Cum14:43
11 months ago xHamster

Dressing Session Pt5 Birthday Suit, Babyoil, Heels and Cum

Amateur Ass British Crossdresser Cumshot Hd Heels Masturbation Naked
Cum over my hand in stiletto heels2:12
11 months ago xHamster

Cum over my hand in stiletto heels

Amateur Crossdresser Cumshot Fetish Hd Heels Masturbation Pov Sissy
Blue High Heels Game1:15
11 months ago xHamster

Blue High Heels Game

Amateur Crossdresser Cumshot Fetish Hd Heels Masturbation Nylon Old man
Presentation of My Blue High Heels1:01
11 months ago xHamster

Presentation of My Blue High Heels

Amateur Crossdresser Feet Fetish Foot fetish Heels Nylon Solo Stockings
Crossdressing Schoolgirl Cums on Black Knee Highs and Red Bottom Heels6:18
11 months ago xHamster

Crossdressing Schoolgirl Cums on Black Knee Highs and Red Bottom Heels

Amateur Bathroom Crossdresser Cumshot Feet Hd Heels Homemade Lingerie
High heels crossdresser in lingerie anal masturbation6:19
11 months ago xHamster

High heels crossdresser in lingerie anal masturbation

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Banana Vs High Heels1:33
11 months ago xHamster

Banana Vs High Heels

Crossdresser Fetish Foot fetish Hd
Dressing Session Pt4 Black Corset, Fishnet Stockings and Heels14:47
10 months ago xHamster

Dressing Session Pt4 Black Corset, Fishnet Stockings and Heels

Amateur British Crossdresser Hd Heels Lingerie Masturbation Panties Penis
Crossdresser in high heels boots fucking large dildo on motorbike2:32
10 months ago xHamster

Crossdresser in high heels boots fucking large dildo on motorbike

Anal British Crossdresser Dildo Hd Heels Homemade Lingerie Masturbation
Walking on heels5:16
10 months ago xHamster

Walking on heels

Amateur Big cock Crossdresser Dress Funny Hd Heels Homemade Humiliation
omg I look so hot in my red fishnets and heels1:51
9 months ago xHamster

Omg I look so hot in my red fishnets and heels

Amateur American Anal Closeup Crossdresser Cute Feet Fetish Foot fetish
Finally high heels slutty crossdresser fucks his anal cunt with thick dildos and plugs6:09
9 months ago xHamster

Finally high heels slutty crossdresser fucks his anal cunt with thick dildos and plugs

Amateur Anal Ass Butt Crossdresser Dildo Extreme Gaping Hd
I love my heels and skirt7:17
9 months ago xHamster

I love my heels and skirt

Amateur Crossdresser Handjob Hd Heels Homemade Lingerie Masturbation Mature
Extreme Maschine Fuck and fisting for Crossdresser with heels + nipple pumps Clip9:55
9 months ago xHamster

Extreme Maschine Fuck and fisting for Crossdresser with heels + nipple pumps Clip

Amateur Anal Bdsm Crossdresser Dildo Extreme Fisting Fucking Hd
Heels & Bodystockings Pose and Play Part047:17
9 months ago xHamster

Heels & Bodystockings Pose and Play Part04

Amateur British Crossdresser Hd Heels Lingerie Masturbation Panties Shaved
Heels & Bodystockings Pose and Play Part 28:06
9 months ago xHamster

Heels & Bodystockings Pose and Play Part 2

Amateur British Crossdresser Hd Heels Lingerie Masturbation Panties Penis
Heels & Bodystockings Pose and Play Part05 Cum8:12
9 months ago xHamster

Heels & Bodystockings Pose and Play Part05 Cum

Amateur British Crossdresser Cumshot Hd Heels Lingerie Masturbation Shaved
Heels & Bodystockings Pose and Play Part018:28
9 months ago xHamster

Heels & Bodystockings Pose and Play Part01

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Remasturbated Red Corset, Stockings, Heels, Butt Plug and Cum with Slowmo Cum15:32
8 months ago xHamster

Remasturbated Red Corset, Stockings, Heels, Butt Plug and Cum with Slowmo Cum

Amateur Anal British Crossdresser Cumshot Hd Heels Lingerie Masturbation
Platform Oxford Heels and Black Stocking2:52
8 months ago xHamster

Platform Oxford Heels and Black Stocking

Crossdresser European Feet Fetish Heels Italian Mature Nylon Sissy
Cork Heels2:45
8 months ago xHamster

Cork Heels

Amateur Crossdresser Fetish Heels Nylon Solo Stockings
Beige FF Stockings, Heels & Thong: Triple Cum8:05
8 months ago Gay Ck

Beige FF Stockings, Heels & Thong: Triple Cum

Amateur Crossdresser Cumshot Dick Handjob Masturbation Solo
Dani_Leg in Sexy Tan Pantyhose and Heels5:15
8 months ago xHamster

Dani_Leg in Sexy Tan Pantyhose and Heels

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Bi Guy with high heels stretches his anal pussy with huge toys7:23
8 months ago xHamster

Bi Guy with high heels stretches his anal pussy with huge toys

Anal Ass Crossdresser Dildo Fucking Hd Heels Huge Orgasm
Heels & Bodystockings Pose and Play Part 314:32
8 months ago xHamster

Heels & Bodystockings Pose and Play Part 3

Amateur British Crossdresser Hd Heels Masturbation Penis Shaved Sissy
Heels & Bodystockings Pose and Play Part0116:32
8 months ago xHamster

Heels & Bodystockings Pose and Play Part01

British Crossdresser Hd Heels Lingerie Masturbation Panties Penis Shaved
Heels & Bodystockings Pose and Play Part05 Cum21:02
8 months ago xHamster

Heels & Bodystockings Pose and Play Part05 Cum

Amateur British Crossdresser Cumshot Hd Heels Lingerie Masturbation Shaved
Heels & Bodystockings Pose and Play Part0414:10
8 months ago xHamster

Heels & Bodystockings Pose and Play Part04

Amateur British Crossdresser Hd Heels Lingerie Masturbation Panties Shaved
Heels & Bodystockings Pose and Play Part 215:49
8 months ago xHamster

Heels & Bodystockings Pose and Play Part 2

Amateur British Crossdresser Hd Heels Lingerie Masturbation Panties Penis
Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt016:52
8 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt01

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Jerking off and Staining my Nylon Stockings and Heels6:31
8 months ago xHamster

Jerking off and Staining my Nylon Stockings and Heels

Amateur Bathroom Crossdresser Cumshot Feet Hd Heels Homemade Jerking
Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt026:42
8 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt02

Amateur Balls Big cock British Crossdresser Hd Heels Lingerie Masturbation
Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt038:12
8 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt03

Amateur British Crossdresser Cumshot Cute Hd Heels Jerking Lingerie
Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt048:36
8 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt04

Amateur Balls British Crossdresser Cute Hd Heels Masturbation Panties
Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt058:36
8 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt05

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Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt068:12
8 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt06

British Crossdresser Cumshot Cute Dress Hd Heels Jerking Lingerie
Masked Crossdresser Slut with skirt an High heels stretches his anal pussy really good7:02
8 months ago xHamster

Masked Crossdresser Slut with skirt an High heels stretches his anal pussy really good

Anal Ass Butt Crossdresser Dildo Extreme Gaping Hd Heels
High Heels Paradise and Cum on Green Mules6:55
8 months ago xHamster

High Heels Paradise and Cum on Green Mules

Amateur Crossdresser Cumshot Fetish German Hd Heels Masturbation Nylon
Wig and high heels5:39
8 months ago xHamster

Wig and high heels

Amateur British Crossdresser Hd Heels Mature Outdoor Small cock Solo
The viewer sent me his wife's high heels. He told me to them, splash them and record me doing it.8:06
8 months ago xHamster

The viewer sent me his wife's high heels. He told me to them, splash them and record me doing it.

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Viewer's wife's second pair of heels - jerking off with a boot and big cumshot10:13
8 months ago xHamster

Viewer's wife's second pair of heels - jerking off with a boot and big cumshot

Amateur Compilation Crossdresser Cumshot Fetish Handjob Hd Heels Homemade
Twerking in skinny leather pants and 7-inch heels.1:43
8 months ago xHamster

Twerking in skinny leather pants and 7-inch heels.

Amateur Crossdresser Danish European Hd Heels Homemade Leather Sissy
Clemence Dior presents: Beige pantyhose and black high heels4:03
7 months ago xHamster

Clemence Dior presents: Beige pantyhose and black high heels

Anal Big cock Crossdresser Cumshot Hd Heels Masturbation Nylon Solo
Passive Gay in black stockings and high heels fuck her pussy and cum a lot8:16
7 months ago xHamster

Passive Gay in black stockings and high heels fuck her pussy and cum a lot

Amateur Anal Crossdresser Dildo Hd Heels Mature Nylon Sperm
crossdresser masterbating in red 6 inch peeptoe high heels7:00
7 months ago xHamster

Crossdresser masterbating in red 6 inch peeptoe high heels

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Two pairs of new Eliza by far. in heels and cumshot on booties.5:55
7 months ago xHamster

Two pairs of new Eliza by far. in heels and cumshot on booties.

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Horny cumshot in latex and high heels6:06
7 months ago xHamster

Horny cumshot in latex and high heels

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intens machinefuck for crossdresser slut with high heels25:37
7 months ago xHamster

Intens machinefuck for crossdresser slut with high heels

Anal Ass Crossdresser Dildo Fucking Gaping Hd Heels Lingerie
Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt0113:20
7 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt01

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Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt0213:00
7 months ago xHamster

Skinny Sissy CD Playtime in Dresses Stockings & Heels Pt02

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Once again, I'm counting the heels of the viewer's wife8:12
7 months ago xHamster

Once again, I'm counting the heels of the viewer's wife

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BOB MILGATE IS A TOTAL SLUT CLEANING IN PANTYHOSE AND HEELS2:28
3 years ago MenGem

BOB MILGATE IS A TOTAL SLUT CLEANING IN PANTYHOSE AND HEELS

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Naked ballgagged and horny in heels 232:16
3 years ago MenGem

Naked ballgagged and horny in heels 23

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Crossdresser Shows Off Bare Legs and Heels4:35
1 year ago MenGem

Crossdresser Shows Off Bare Legs and Heels

Amateur Crossdresser Handjob Hd Solo
Cum on my white stockings and red heels!555510:16
1 year ago MenGem

Cum on my white stockings and red heels!5555

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ROBERT R MILGATE TOTALLY EXPOSED WEARING BLACK FISHNET PANTYHOSE AND HIGH HEELS6:10
1 year ago MenGem

ROBERT R MILGATE TOTALLY EXPOSED WEARING BLACK FISHNET PANTYHOSE AND HIGH HEELS

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Stockings and heels3:17
3 years ago MenGem

Stockings and heels

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Sissy Anna 11 Plugs Dildo Heels Legs4:33
3 years ago MenGem

Sissy Anna 11 Plugs Dildo Heels Legs

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Pissing on Feet in Nylons and Heels4:34
1 year ago MenGem

Pissing on Feet in Nylons and Heels

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Stockings Heels Bodysuit Dildo Oil6:49
3 years ago MenGem

Stockings Heels Bodysuit Dildo Oil

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Dressed in Leather skirt and red high heels play till cum10:06
3 years ago MenGem

Dressed in Leather skirt and red high heels play till cum

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ROBERT R MILGATE COMPLETELY REVEALED WEARING NOTHING BUT SHEER NYLON AND HIGH HEELS4:01
1 year ago MenGem

ROBERT R MILGATE COMPLETELY REVEALED WEARING NOTHING BUT SHEER NYLON AND HIGH HEELS

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Cum on my stocking and heels2:32
3 years ago MenGem

Cum on my stocking and heels

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Heels, thong, beige ff stockings and triple cum.8:06
1 year ago MenGem

Heels, thong, beige ff stockings and triple cum.

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New black heels and new harmony point ff stockings10:36
3 years ago MenGem

New black heels and new harmony point ff stockings

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Grey Stockings & Heels: Amateur Crossdresser Solo6:27
1 year ago MenGem

Grey Stockings & Heels: Amateur Crossdresser Solo

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cock stockings heels cum253:50
3 years ago MenGem

Cock stockings heels cum25

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Red heels sheer pantys white rht stockings and double cum10:15
2 years ago MenGem

Red heels sheer pantys white rht stockings and double cum

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Crossdresser Evy Plays With Big Cock in Heels3:56
1 year ago MenGem

Crossdresser Evy Plays With Big Cock in Heels

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Naked ballgagged and horny in heels2:16
3 years ago MenGem

Naked ballgagged and horny in heels

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Bob Milgate Totally Exposed Wearing Tan Pantyhose and High Heels2:12
3 years ago MenGem

Bob Milgate Totally Exposed Wearing Tan Pantyhose and High Heels

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Feet in Nylons and Heels Piss Compilation4:32
3 years ago MenGem

Feet in Nylons and Heels Piss Compilation

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Latex Crossdresser Butt Plug Play in Heels4:17
1 year ago MenGem

Latex Crossdresser Butt Plug Play in Heels

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Hot afternoon in high heels3:38
3 years ago MenGem

Hot afternoon in high heels

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ROBERT R MILGATE - A FREAK IN WHITE CROTCHLESS PANTYHOSE AND HIGH HEELS2:26
1 year ago MenGem

ROBERT R MILGATE - A FREAK IN WHITE CROTCHLESS PANTYHOSE AND HIGH HEELS

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ROBERT R MILGATE IS A SLUT WEARING A SHEER WHITE BODYSTOCKING AND HIGH HEELS2:41
1 year ago MenGem

ROBERT R MILGATE IS A SLUT WEARING A SHEER WHITE BODYSTOCKING AND HIGH HEELS

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Cum on my white stockings and red heels!10:16
1 year ago MenGem

Cum on my white stockings and red heels!

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Slut licking heels and cock spit swap228:51
2 years ago MenGem

Slut licking heels and cock spit swap22

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Beige FF Stockings, Heels & Thong: Triple Cum8:05
9 months ago MenGem

Beige FF Stockings, Heels & Thong: Triple Cum

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Pink panties, heels, garter, nude rht stockings, and cum.5:13
1 year ago MenGem

Pink panties, heels, garter, nude rht stockings, and cum.

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Black Heels & Stockings: Daddy's Crossdressing Handjob10:37
1 year ago MenGem

Black Heels & Stockings: Daddy's Crossdressing Handjob

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Stockings Heels Bodysuit Dildo Oil446:52
2 years ago MenGem

Stockings Heels Bodysuit Dildo Oil44

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