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I don\'t normally do these kinds of things, but I just made tons of extra cash on sports and decided to celebrate. I\'ve always been a fan of Tasha Reign and scenes with her hot school girl outfit so I decided the best way to spend some of my winnings is by having her drop by my hotel in that outfit. She looked so hot in it and even better with my cum all over her face. Money well spent.

Models: Tasha Reign

Tags: Dildo Face Girl

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?I can be very tomboyish and competitive,? Altea says. ?I like sports and the outdoors and I love to compete. I like to win, too. Sometimes too much. Boys can get sulky when they lose.? Don?t let her win just because?

Models: Nene

Tags: Boy Glamour Gorgeous

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Well, it was a bummer of a sports weekend for World Cup fans of England and the U.S.

Models: Aaliyah Jolie Rachel Aldana

Tags: Big tits Gym Sport

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Sporty teenage brunette working out in her fully naked body

Tags: Brunette Lesbian Masturbation

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"When Kylie Jayde says she\'s up for anything, she means it: She\'s jet-skied on ponds and flown airplanes with her best friend. One thing she won\'t do is watch sports on TV. ""I love to go to sporting events,"" she says,?"

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Two hot and very sporty daring tennis girls nailed hardcore

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Joelle believes that the sexiest women are driven, self-sufficient and respond best to men who put work into their relationships. When she is not studiying for her PhD, Joelle works out, hikes and plays water sports.?

Tags: Blowjob Cumshot Glamour

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Holly Anderson Riding The Sports + Sex Machine

Models: Angie Scott

Tags: Gorgeous Gym Hardcore

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Cute teenager loves toying her pussy after a sports game

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Vianey Cruz sports a fire engine red wig in this hot solo set.

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Sexy redhead Denisa sports her lovely bush

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Miss June rode into town in a sports car that is now defunct. Zooming out of the Arizona desert, she was so thrilled to reach L.A. that she scoffed at the speed limit. She hit one of Hollywood\'s few puddles and hydro?

Tags: Blowjob Cumshot Glamour

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Starlet Black Angelica sporting her fruity booty!

Models: Aleska Diamond

Tags: Ass Black Boots

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Raunchy hot sporty girl gets some cock in her tight asshole

Tags: Amateur Anal Ass

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A horny sporting blonde undressing and stroking herself

Tags: Big tits Blonde Dildo

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Well, it was a bummer of a sports weekend for World Cup fans of England and the U.S.

Models: Aaliyah Jolie Rachel Aldana

Tags: Big tits Gym Sport

12 Pics Here

Janis Schmitt can\'t help but remind you of the elusive blonde bombshell in American Graffiti, the one who cruises the streets in a spanking new white sports car, leaving poor Richard Dreyfuss frantic at every?

Models: Keri Windsor

Tags: American Blonde Glamour

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Two busty sporting girls toying eachothers tight pussyhole

Tags: Big tits Blowjob Dildo

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Patrycja visits the gym and spa on a regular basis because she believes that she looks good when she\'s feeling good -- and she feels good all of the time. She\'s into men who sport confidence, ambition, manners and le?

Tags: Blowjob Cumshot Glamour

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Cute sporty teenager loves stuffing her own tight asshole

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Sporty teenage brunette toying her pink pussy in the gym

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These hot mams sport some mega melons cum watch these babes get nasty

Models: Danielle FTV

Tags: Babe Big tits Sport

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Sporty retro outdoor babes fucked by tennis horny players

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Sporty teenage brunette toying her tight pussy after gym

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This sensual pictorial of Canadian beauty Elle Patille will make you want to grab your passport and head North of the border!?

Tags: Ass Blowjob Cumshot

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Sexy fight turns these hot sporty teens into horny cuties

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Vianey Cruz sports a fire engine red wig in this hot solo set.

Tags: Brunette Cumshot Foot fetish

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Sport loving teenager masturbates her moist bald snatch

Models: Aaliyah Jolie

Tags: Masturbation Solo Teen

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Sporty sweethearts enjoy playing with wet bottled water

Models: Brooklyn Chase

Tags: Fetish Lesbian Outdoor

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The biggest stage in international sports has returned as the 2010 World Cup has gotten underway and we\'re excited to be able to usher in this event and celebrate it with one of the best glamour girls, the lovely and talented 32G Jana Defi!

Models: Jana Defi

Tags: Big tits Blowjob Cumshot

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Cute blonde gets some time off to play her favorite sport. And after she might get the chance to play some beach vollyball

Models: Anastasia Christ

Tags: Beach Blonde Hardcore

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These hot mams sport some mega melons cum watch these babes get nasty

Models: Danielle FTV

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Models: Alaura Eden

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Sporting teenage blonde gets fucked by her own instructor

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Holly Anderson Riding The Sports + Sex Machine

Models: Angie Scott

Tags: Gorgeous Gym Hardcore

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Amazing super hot fucking sports store babe get fucked in the grass in these backdoor fucking pics

Models: Barbie Addison

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Starlet Black Angelica sporting her fruity booty!

Models: Aleska Diamond

Tags: Ass Black Boots

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California health fanatics, Karen keeps in shape with a standard balanced diet (hold the bean sprouts), plus lots of athletic involvement. At the ripe old age of 12, she was introduced to the rigorous sport of gymnas?

Tags: Blowjob Cumshot Glamour

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Two brunette lesbian teenagers toying after a sports game

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Cute teenager loves toying her pussy after a sports game

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Senior sport instructor trains a teenager with his boner

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Pretty sporty teenage beauty strokes her delicate boobs

Models: Aaliyah Jolie

Tags: Masturbation Solo Teen

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Horny chaps drilling a hot willing chick at a sport club

Tags: Blowjob Cumshot Fetish

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Sporty retro outdoor babes fucked by tennis horny players

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While we\'ve often featured Playmates with outdoor proclivities, our sportsman\'s loving cup goes to China Lee, our August Playmate, one of the most athletic young lasses we\'ve ever encountered and also one of the most?

Tags: Ass Blowjob Brunette

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Looking to make a career as a sports reporter, former cheerleader Lynn is ready for some action both on and off the field. ?I?m an approacher, not an approachee,? she says. ?My roommate likes to call me the Holla-at-?

Tags: Blowjob Cumshot Glamour

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Sporty horny teenage sweetheart pleasures her naked body

Tags: Babe Brunette Lesbian

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"""I hate Los Angeles,"" growls 23-year-old Donna Perry, who at this moment seems less like a mild-mannered Miss November than a blonde, supercharged Mario Andretti as she careens among the freeway lanes in her sporty r?"

Tags: Blonde Blowjob Brunette

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Sporting sweetie rubbing her damp slippery clit with a dildo

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We\'re thrilled to announce that Taylor has come out of retirement just for us here at PinupFiles/PinupGlam! And not only that, she\'s even bigger and better than before, now sporting an amazing pair of 34G\'s!

Models: Taylor Kennedy

Tags: Big tits Brunette Fetish

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This hottie came to the massage studio after working out in a gym, and she loved that wild massage fucking

Models: Alexis Grace Ali Moore

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Two lesbians having fun with their horny sporting pictures

Models: Adriana Jolee

Tags: Dildo Lesbian Teen

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Get into the airplane with these two horny girls and enjoy

Tags: Amateur Babe Big tits

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Joelle believes that the sexiest women are driven, self-sufficient and respond best to men who put work into their relationships. When she is not studiying for her PhD, Joelle works out, hikes and plays water sports.?

Tags: Blowjob Cumshot Glamour

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"""Heaven"" is how Amber describes one of her favorite pastimes: hanging out at the beach drinking wine. Those fortunate enough to accompany her on a sandy excursion should bring plenty of confidence, sports knowledge a?"

Tags: Beach Blowjob Glamour

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Two very sporty horny teenagers enjoy caressing each other

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Raunchy hot sporty girl gets some cock in her tight asshole

Tags: Amateur Anal Ass

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This week\'s Cyber Girl is Brenda Jones, a sporty and busy Arizona Babe. Work takes up the bulk of her time but, if given a chance, Brenda would take advantage of the Mohave Desert and the Colorado River to rock climb?

Tags: Babe Cumshot Girl

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Horny sporty teenager undressing and stroking her wet clit

Tags: Big tits Blonde Dildo

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REINING BEAUTY our pacesetting Miss September sports a perfect racing form September Playmate Mickey Winters first took to horses on a dare. She has since been balancing her big-city glamour gigs as a Chicago Pl?

Tags: Blowjob Cumshot Glamour

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"When Kylie Jayde says she\'s up for anything, she means it: She\'s jet-skied on ponds and flown airplanes with her best friend. One thing she won\'t do is watch sports on TV. ""I love to go to sporting events,"" she says,?"

Tags: Blowjob Cumshot Glamour

16 Pics Here

Richelle Ryan is sporting a polka dot bikini in this sweaty fuck fest. The heated couple pound away at each other until both are left sweating, sticky and needing a warm pool to jump into and cool off.

Tags: Bikini Blowjob Cumshot

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AMBITIONS: To finish school. TURN-ONS: School. TURNOFFS: Those who are not true to themselves. FAVORITE SPORT: Badminton. HIGHER ED: I\'m studying psychology at UCLA, and also working as an insurance rater fo?

Tags: Glamour Gorgeous Lesbian

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Two sporty Dutch girls getting naughty with a big dick

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Gorgeous redhead Paige driving in sexy sportcar

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Sport loving teenager pleasures her moist cooch with fingers

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AMBITIONS: I\'d like to be an actress. TURN-ONS: Sports cars, exciting clothes. TURNOFFS: Impoliteness, bad dressers, self-admiration. IN MY SPARE TIME: I like reading, dancing, sunbathing, attending car races,?

Models: Aaliyah Jolie

Tags: Glamour Gorgeous Gym

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Sporty babe takes on three cocks at the party

Models: Angie Scott

Tags: Babe Hardcore Party

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Convinced she was a mermaid in a past life, Rachel loves water sports and being a beach babe.?

Tags: Anal Babe Beach

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Blonde teenie flashing her body in the public transport

Models: Evita Fine

Tags: Amateur Blonde Outdoor

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Sporty teen girl spreading her pink pussylips after fitness

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Look at we got a here...a group of sexy ass sporty chicks showing off the round booties on a soccer field.

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A sexy sporty babe stretching her stunning teenage body

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Sporty teenager gets fucked by the instructor in the gym

Models: Evita Fine

Tags: Blowjob Brunette Hardcore

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?You?d think that posing nude and wearing tight clothes or even bikinis would make me feel sexy,? Summer says. ?But I actually feel the sexiest when I?m lounging around in sweats and a sports bra. I like being comfy.?

Tags: Bikini Blowjob Glamour

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If you bet that Amelia didn\'t sport some amazing colors underneath her conservative clothes, you\'d be outta some money!

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Cute sporty teenager loves stuffing her own tight asshole

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Miss June rode into town in a sports car that is now defunct. Zooming out of the Arizona desert, she was so thrilled to reach L.A. that she scoffed at the speed limit. She hit one of Hollywood\'s few puddles and hydro?

Tags: Blowjob Cumshot Glamour

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"""I\'m more than just a pretty face,"" Alexandra says. ""I\'m the girl you can play video games with.""; When she\'s not kicking ass on Xbox Live, she\'s watching sports and talking about cars. Sounds like our dream girl, eh?"

Tags: Ass Face Game

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Gorgeous redhead Paige driving in sexy sportcar

Tags: Blonde Blowjob Cumshot

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Patrycja visits the gym and spa on a regular basis because she believes that she looks good when she\'s feeling good -- and she feels good all of the time. She\'s into men who sport confidence, ambition, manners and le?

Tags: Blowjob Cumshot Glamour

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Very cute wintersport hotties love kissing in a big bed

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Sporty blonde teenager undressing and rubbing soaked cunt

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Sporty babe takes on three cocks at the party

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Models: Demi Delia

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Models: Aleska Diamond

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Sporty sweetheart caressing her blazing hot teenage body

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Adventure sports on the mountain with this cute Asian beauty

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Sporting long straight jet black hair makes Devyn Devine feel extra mysterious and (if possible) even hornier than normal!

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Watch out, Tiger?this California cutie has aspirations of tearing up the links someday. ?I?m not really good at it, but I want to learn to play golf like a pro,? says Felicia. In fact, she?s so into the sport that he?

Models: Dee Lilly

Tags: Glamour Gorgeous Pornstar

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Sporty and horny teenagers having dildo fun in the showers

Models: Adriana Jolee

Tags: Dildo Lesbian Teen

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Tags: Brunette Lesbian Masturbation

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The daughter of a female race car driver, this Winnipeg beauty describes her ideal romantic outing as ?catching a hockey, football and baseball game in the same weekend!? In other words, if you?re a sports fan, Canda?

Models: Britney Madison

Tags: Game Glamour Gorgeous

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Cute blonde gets some time off to play her favorite sport. And after she might get the chance to play some beach vollyball

Models: Yiki

Tags: Beach Blonde Hardcore

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Roam the historic streets of Tampa, Florida with 21-year-old Playmate Jessica Lee, and you\'ll come away thinking she\'d be the funniest, sweetest kid sister a brother could have. One moment she\'s talking sports, telli?

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Sporty and very hot teenager undresses outside in public

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This sensual pictorial of Canadian beauty Elle Patille will make you want to grab your passport and head North of the border!?

Tags: Ass Blowjob Cumshot

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Sporty teenager with big boobs showing her fine body parts

Models: Destiny Deville

Tags: Babe Big tits Masturbation

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Yes, World Cup excitement has hit a fever pitch as the semi-final round of the tournament is upon us and to help keep the celebration going, we happily bring back 32G Jana Defi to you all today in a brand new video, coincidentally sporting ...

Models: Ashanti A Jana Defi

Tags: Big tits Sport

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"Paulette Myers admits that shy is never a word used to describe her. ""I work hard on my figure, so posing for Playboy was a dream come true. I\'m one of those girls who like sports, beer, playing poker, etc. ? lots of?"

Models: Britney Madison

Tags: Boy Girl Glamour

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Models: Gianna Dreams

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AMBITIONS: I\'d like to be an actress and musician -- and have lotsa babies and do much traveling. TURN-ONS: Sports cars, speeding. TURNOFFS: Freeways, lecherous jerks. FAVORITE AUTHORS: Henry Miller, Jack Kero?

Models: Keri Windsor

Tags: Glamour Gorgeous Gym

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Stephanie: Powerful and confident. You: funny, tall and mysterious. Your night out: Several hours of wild partying followed by watching the sun rise. Must love West Side Story, boxing and X-Sports. No cocky attitude?

Tags: Blowjob Cumshot Funny

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SUNSHINE SUPERGIRL November Playmate Kaya Christian\'s a champ at any water sport -- and a finely developed photo-lab technician A champion swimmer and diver at the age of 11, Kaya Christian no longer competes i?

Models: Bella Baby

Tags: Girl Glamour Gorgeous

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Summer\'s student life was consumed by playing volleyball, lettering four years in high school and earning a scholarship to continue the sport in college. But Summer started winning modeling contracts, making way for?

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Janis Schmitt can\'t help but remind you of the elusive blonde bombshell in American Graffiti, the one who cruises the streets in a spanking new white sports car, leaving poor Richard Dreyfuss frantic at every?

Models: Keri Windsor

Tags: American Blonde Glamour

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