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    Painful Anal Fuck with Harsh Wire Brush
    Painful Anal Fuck with Harsh Wire Brush
    Philip Oxford
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    Captivating moment from "Unboxed and Inside Me - Omega from Hankey's Toys"
    Captivating moment from "Unboxed and Inside Me - Omega from Hankey's Toys"
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    Analstetching
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    Relaxing Big Dildo Fuck for My Stretchy Ass Hole
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    Dildo Fun Anal Feet
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    Anal Gape
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    Stretching Out and Destroying My Little Ass
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    Buttfucking
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    Anal Dildo
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    Anal Gape
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    Stretching for my Boston BBC
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    Solo hole stretch
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    Bondage This Black Boys Bumlips - Dj Buttpussy
    Bondage This Black Boys Bumlips - Dj Buttpussy
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    Anal Dilatation Gaping Hole
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    Anal stretching
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    Stunning moment from "Slutty crossdresser is worked on by the fucking machine until the cock does not stop so squirting."
    Stunning moment from "Slutty crossdresser is worked on by the fucking machine until the cock does not stop so squirting."
    One2chris
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    Emotional moment from "Taking a quick ride on the Kong Fuck Machine. Sized up for more stretch. Precum and piss flowing"
    Emotional moment from "Taking a quick ride on the Kong Fuck Machine. Sized up for more stretch. Precum and piss flowing"
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    Captivating moment from "Anal Stretching With Ejaculation"
    Captivating moment from "Anal Stretching With Ejaculation"
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    Stunning moment from "Asspussy Gets 4 New Toys: #2 11 Inch Circumference, 7.5 Inch Tall Rubber Fatboy Plug, OOOOOHHH, Baby!"
    Stunning moment from "Asspussy Gets 4 New Toys: #2 11 Inch Circumference, 7.5 Inch Tall Rubber Fatboy Plug, OOOOOHHH, Baby!"
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    Inflatable Stretching My Fuckhole
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    Ass Stretching
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    Loose Hole After Inflatable
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    Huge Plug Anal Working
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    Iconic moment from "weekly anal workout for crossdresser DWT slut"
    One2chris
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    Key moment from "Latex mask crossdresser in sexy corsage and nylons gets the anal pussy fucked by the machine"
    Key moment from "Latex mask crossdresser in sexy corsage and nylons gets the anal pussy fucked by the machine"
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    Thrilling moment from "Crossdresser slut enjoyed huge plugs and dildos in his anal cunt"
    Thrilling moment from "Crossdresser slut enjoyed huge plugs and dildos in his anal cunt"
    One2chris
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    Extreme Nipple Clamping Stretching Causing Me to Squirt 4 Ruined Cumloads
    Extreme Nipple Clamping Stretching Causing Me to Squirt 4 Ruined Cumloads
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    Insertion Anal
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    Fun with Inflatables Pt2
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    Powerful moment from "Mr Hankeys 3XL Nick Capra Dildo Destroys SlutBoyTO hole - Dildo POV"
    Powerful moment from "Mr Hankeys 3XL Nick Capra Dildo Destroys SlutBoyTO hole - Dildo POV"
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    Large Buttplug, Fucking Myself in the Garden
    Large Buttplug, Fucking Myself in the Garden
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    New Anal Toy: Bigger, Longer, Harder! Best Sensation Ever:)
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    Thrilling moment from "Long machine for worn out crossdresser anal"
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    Jaw-dropping moment from "Crossdresser with fake tits gets worried by the sex machine"
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    Emotional moment from "Latex crossdresser slut gets fisted by machine"
    Emotional moment from "Latex crossdresser slut gets fisted by machine"
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    Emotional moment from "White Monster Cock Dildo gapes bi slut"
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    Powerful moment from "Asspussy Gets 4 New Toys: #2 11 Inch Circumference, 7.5 Inch Tall Rubber Fatboy Plug, OOOOOHHH, Baby!"
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    Epic moment from "Slutty crossdresser opens his anal pussy with huge anal plugs and fisting"
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    Key moment from "Crossdresser slams his butthole over John thomas william xl"
    Key moment from "Crossdresser slams his butthole over John thomas william xl"
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    Must-see moment from "weekly anal workout for crossdresser DWT slut"
    Must-see moment from "weekly anal workout for crossdresser DWT slut"
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    RAINFORESTMAN Showing his Anal gape after using his Huge Dildo Collection.
    RAINFORESTMAN Showing his Anal gape after using his Huge Dildo Collection.
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    Early morning stretch
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    ANAL GAPING BIG COCKS
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    Must-see moment from "SlutBoyTO + Mr Hankeys Dragons & Dildos = Anal Destruction"
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    Happy anal
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