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Kennedy Kressler 31

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Kennedy Kressler's Newest Videos

Kennedy Kressler - Pornstar Collection

Kennedy Kressler Mega Collection
64 Videos | 43.85 GB

Kennedy Kressler was born on April 3, 1988 in Oregon. Kennedy is a gentle and lovely blonde, a sweet girl-next door type and a dream babe of many men and women. She has started her career back in 2006 when she was eighteen years old. Petite and light weighted, the strawberry blonde Kennedy has a very rich resume full with scenes and films that were done by some of the most successful productions and adult websites such as Kick Ass Pictures, Dogfart Network, Twystis, Hush Hush Entertainment, x-art.com, Girlfriends Films, Pure Play Media, Diabolic Video, Jules Jordan Video, FM Concepts and fantasymassage.com.She has shot numerous interracial sex scenes, as well as lesbian, toys, teen, mature and masturbating. At the beginning of her career Kennedy used other aliases such as Kennedy Kessler, Allison Tate.

Primal Fetish - New December 2025 Updates

Kennedy Kressler - My Caring StepSister: Part 1
Lexi Davis - 23 Full w/Handjob Extended - Lexi Davis
Alexis Fawx - Step-Son Becomes a Man: Part 1
Kennedy Kressler - My Caring StepSister: Part 2
Released: December 2025

Mom Drips - Kennedy Kressler

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Kennedy Kressler - Banging A Brainy Babe
Released: October 13, 2019

Wholesome MILF Kennedy Kressler is the perfect housewife and mother. But when her son misses tutoring, she is really worried about him. His tutor shows up at Kennedys doorstep to report the problem face to face. Somehow, Kennedy loses track of what she is supposed to be focusing on and starts daydreaming about having another baby. This time, she wants a smart one, so the tutor is the perfect guy to inseminate her! He whips out his thick cock and shoves it inside her tight MILF cooter. He strokes intensely and then unleashes a huge load of creamy cum deep inside her pussy. Then, they watch as it oozes out of her perfect MILF slit. This is going to be one brainy baby!

Perv Mom - Sovereign Syre & Kennedy Kressler

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Sovereign Syre & Kennedy Kressler - Not Quite Aunty Ass
Released: July 6, 2019

When Sovereign Syre leaves her stepson alone with his not quite aunt, Kennedy Kressler, she does not realize that the guy is going to pop a boner! Kennedy catches him watching porn and she starts to get ideas of her own. She sucks her not quite nephews meaty prick! Later, Kennedy and her stepsister Sovereign are playing with each other when Sovereigns stepson stumbles in on the fun. He wants to join in, so they spread their legs wide for him to smash both of their tight MILF pussies. A couple days later, Kennedy and Sovereign make their way home and decide that they are going to rock this lucky guys world. They ride his thick cock while they both take turns cumming on his veiny rod. Quite a family affair!

Hard Tied - Kennedy Kressler

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Kennedy Kressler - The Violation of Kennedy Kressler
Released: April 3, 2019

Kennedy Kressler is curious. What does it feel like to be bound by a man like OT. What kind of feelings does it evoke if he touches you, if he strips you, if he plays with your private bits? It’s what she came to find out, but as it begins to happen she becomes less sure that she wants to know the answer. Her sexy little body just begs to be restrained, but she is less than thrilled. She’s hoisted into the air by her ankles. It’s a painful position to be sure. With her legs spread her sensitive parts are exposed...

LA New Girl - Kennedy Kressler

Kennedy Kressler - Kennedy Kressler Returns Again
Released: March 26, 2019

Jesse Loads Monster Facials - Kennedy Kressler

Kennedy Kressler - Jesse Loads Monster Facials
Released: March 21, 2019

Kennedy is a girl of few words but when she speaks she gets right to the point. She gets naked and takes you on a scenic tour of her natural body. She's gorgeous and sexy and she can slowly deepthroat while making you hold your breath in anticipation. She sucks Jay's hard cock in many positions until it drops a hot load on her forehead and her hungry eyes.

Fuck Me Silly # 5

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Fuck.Me.Silly.5.XXX.DVDRip.x264-PORNOCCHIO
Cast: Cadence Lux, Kennedy Kressler, Helena Price, Allesandra Snow, Misha Mynx

She's not shy about giving it to her until she goes wild! Ripe with sexual energy and enthusiastic about getting fucked hard!

Cherry Pimps - Kennedy Kressler

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Kennedy Kressler - Sexy Petite Kennedy Kressler Loves Giving Blowjobs
Released: March 7, 2019

Petite and naughty Kennedy Kressler is ready to get down and naughty being a hot tease in her tiny denim shorts. She knows how badly you want to see that trimmed pussy of hers and she'll gladly show you after a hot little tease! She spreads her legs open and uses her hands to show you how sweet and pink that pussy is! Donnie Rock can not wait to stick that hard dick of his in her and goes to town fucking her just how she wishes. Don't worry he did not forget about getting a blowjob from her. She'll gladly stroke and suck that cock for a good long while before letting this show end! Archive from 2-21-2019 5pm LIVE show!

Nubile Films - Kennedy Kressler

Kennedy Kressler - Ready To Please
Released: December 31, 2018

Kennedy Kessler has a surprise for her beau Brad Sterling. She goes to into the bathroom and peels off her clothes down to her underwear. Then she pulls out a sexy maid outfit that she's been saving for a special occasion. After she slips into the lingerie, she gives herself one last look in the mirror and then struts out the door to make Brad's day...

Bang! Real Teens - Kennedy Kressler

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Kennedy Kressler - Is A Wild Blonde Who Loves To Fuck!
Early Release: October 1, 2018

Kennedy Kressler is an outgoing blondie who isn't afraid to flash her tiny titties in a public park. They stop to get a caricature drawn and her pussy is exposed the whole time in her white dress! They go back to his place and her tight pussy gets soaking wet every time she gets plowed by dick!

Digital Playground - Kennedy Kressler

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Kennedy Kressler - Full Ream Ahead
Released: September 5, 2018

When sexy spinner Kennedy Kressler's boyfriend cancels their plans to cruise on her father's boat, innocent bystander Alex Legend receives the ride of his life! Seeking revenge for her boyfriend's behavior, Kennedy invites Alex aboard to rub tanning oil on her shoulders. Without her boyfriend around, Kennedy can't drive the boat, but lucky for her, Alex has a boat of his own and knows his way around the waters...

Girls Gone Pink - Jenna Foxx & Kennedy Kressler

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Jenna Foxx & Kennedy Kressler - Model Misbehavior
Released: June 26, 2018

Blonde cutie Kennedy Kressler’s asshole fiancé cheated on just before their wedding and she’s devastated. Luckily, ebony hottie Jenna Foxx is making everything better as she brings her perfect tits out to play before diving her tongue deep in her best friend’s tight pussy!

Don't Break Me - Kennedy Kressler

Kennedy Kressler - Tiny Blonde Snacking On Dick
Early Release: June 5, 2018

Itty, bitty Kennedy Kressler is the definition of spinner, and Jmac is putting her tiny pussy to the test! Wrapping her pretty mouth around a massive cock, blonde-haired Kennedy moves goes from deepthroating to getting her hole stretched out in no time!

Share My BF - Maya Bijou & Kennedy Kressler

Maya Bijou & Kennedy Kressler - The Hangover Threesome
Released: April 29, 2018

Waking up to Maya Bijou and Kennedy Kressler is the best cure for a wild night! This blonde and brunette deepthroat tag team are all over Kennedy’s BF’s huge cock. Maya takes every inch as she’s licking up her friend’s tight pussy for brunch!

Hookup Hotshot Inernet Fling

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Hookup.Hotshot.Inernet.Fling.XXX.DVDRip.x264-Pr0nStarS
Cast: Tiffany Watson, Lily Adams, Kennedy Kressler, Nina Skye

Director Bryan Gozzling's edgy, offbeat porn melds modern day social media with male-dominant manhandling. In Hookup Hotshot: Internet Fling, the tattooed pickup artist links with frisky, lusty girls for rude, rowdy flesh meets. Sassy, all-natural Lily Adams wears a freaky get-up with a puppy leash around her neck. Bryan spits in her face as he fingers the sweet girl to squirting orgasms, and his cock crudely clobbers her tight cunt. Spunky redhead Kennedy Kressler loves meeting strangers on the Internet...

All Over 30 - Kennedy Kressler

Kennedy Kressler - All Over 30
Released: July 29, 2017

Family Strokes - Kennedy Kressler

Kennedy Kressler - Family Strokes
Released: July 13, 2017

Exxxtra Small - Angel Smalls & Kennedy Kressler

Angel Smalls & Kennedy Kressler - Skip The Small Talk
Released: June 29, 2017

Little Angel Smalls is beyond excited for her blind date! This tiny teen was so excited that she talked about it too loud and her stepmom Kennedy Kressler heard her. Kennedy wasn’tit, so she devised together a plan. She skipped on over to Angels room and told her that the guy who was supposed to meet her called in sick and he can’t make the date. Angel was super bummed, and now she had to go to the mall to return her dress. This gave Kennedy plenty of time to doll herself up and take Angels place for the date. Sure enough, this guy fell for the trick. Kennedy even recommended that they cut the small talk and get straight to the fucking. Kennedy allowed this guy to pry open her tiny jaw and his erect cock in there for sucking. What a bad mom, but no harm done if Angel never finds out right? WRONG. Angel got back from the mall early and saw what was going on. She was furious, but Kennedy made a good point. The size of this guys cock was plenty enough for their miniscule holes to share. This guy then found himself on the luckiest blind date of all time and showed these slutty petites the proper way to take a dick, and the proper way to take a lick (of cum that is).

Hookup Hotshot - Kennedy Kressler

Kennedy Kressler - Best Kept Secret
Released: June 26, 2017

Twistys - Kennedy Kressler

Kennedy Kressler - At The Center Of Kennedy
Released: January 28, 2017

Wet Dream Girls # 2

Wet.Dream.Girls.2.XXX.DVDRip.x264-TrapDoor
Cast: Ariana Marie, Brooklyn Chase, Natalia Starr, Frida Sante, Kennedy Kressler

Beautiful luscious babes horny and ready to pleasure you! See the sexiest XXX stars in action!

All Girl Massage - Kennedy Kressle & Kat Dior

Kennedy Kressle & Kat Dior - The Cheerleader
Released: December 5, 2016

When Dr. Kat Dior diagnoses cheerleader Kennedy Kressler with a groin injury, she recommends professional massage as treatment. Kennedy is relieved that she won't require surgery, but confused when Dr. Dior decides to perform the massage therapy herself. The doctor straps on a bottle of oil and climbs onto the massage table, feeling around her patient's thigh muscles. She helps the teen out of her little cheer outfit, exposing her tiny tits and polkadot panties. The doctor takes off her own top, exposing her full round breasts and flat tummy. She asks Kennedy if she has a boyfriend. Kennedy's been going out with a boy on the football team for the past six months. Dr. Kat tells her he doesn't sound great, she shouldn't limit herself at her age. She touches the teen's pussy from behind, probing her gently with her fingers. Kennedy rebukes the doctor's sexual advances. But the sexy doctor has a way with words, and with her tongue. Kennedy thinks it feels really good on her nipples, and on her clit, even if it does go against her morals. But if nobody finds out, then it's probably okay. She lets herself go, while devouring Kat's pussy, surrendering to the waves of pleasure that rip through her body as she cums.

All Girl Massage - Penny Pax & Kennedy Kressler

Penny Pax & Kennedy Kressler - The Breast Scrub
Released: November 28, 2016

Masseuse Kennedy Kressler prepares an exfoliant rub for her client Penny Pax who complains of muscle pain since the strain of her move. Penny will do anything to feel better at this point, especially if it's recommended by a gorgeous professional like Kennedy. Penny gets undressed for her massage in front of Kennedy. She doesn't feel shy being exposed in front of a girl. Kennedy rubs the exfoliant onto Penny's full natural boobs. Penny loves the soothing massage, encouraging Kennedy to massage harder. Kennedy inspects her neck and shoulder for tension spots and muscle knots, then works to release them. She concentrates her attention on Penny's pectorals, expertly dissipating her client's tension. Penny is succumbing to the sensation of melting away. She encourages Kennedy to grab her breasts, but Kennedy thinks that would be unprofessional. Kennedy wipes away the scrub with a wet towel, and then applies oil to Penny's chest. As Kennedy continues to massage her with the oil, Penny starts to get excited by the tiny masseuse. The lesbian redhead instigates her masseuse to apply a bit more pressure, make a bit more contact with her skin. She wants her to feel the full weight of her naked body pressing onto her. In exchange, she promises to give her a really good review. Kennedy takes it slow and steady, sucking on her tits, licking all the way down to her pretty pussy, while Penny reciprocates the favor!

Blondes, Birds and Bees

Blondes.Birds.And.Bees.XXX.DVDRip.x264-Fapulous
Cast: Cherie DeVille, Nina Elle, Alina West, Kennedy Kressler, Allie Ray, Goldie

MommysGirl.com is proud to present Blondes, Birds & Bees. Cherie DeVille is just like any other stay at home stepmother. She is very proud of all her stepdaughters, regardless of whether she has already divorced their dads. Being a supportive stepmom means being there for her girls no matter what. Even if it's something that makes her uncomfortable. When they come to Mommy looking for advice about what to do about their bodies, or what it's like to have sex for the first time, Cherie's first instinct is to be there for the little lady. Cherie knows that it's important to have life changing experiences with the ones you love and trust the most. So she thinks, who better to teach her girls about sex than Mommy dearest? Her daughters can rest assured that they're in better hands than any of the other girls in their school. A Girlsway original series.

ATK Girlfriends - Kennedy Kressler

Kennedy Kressler - She starts out in a cute little dress,and ends up with cum on her feet
Released: August 27, 2015

Kennedy is so proud of herself for doing her toes for you. After she strips, she likes feeling your chub. Her feet massage the outside of your jeans. Kennedy's mouth is watering for your cock until she puts it in her mouth and kicks her heels back. She bobs up and down, and uses her hands and feet to continue with the 'jobs'. Kennedy leans back to masturbate while your cock blows a load on her pretty pink toes.

Cum Swallowing Auditions # 22

Cum.Swallowing.Auditions.22.XXX.DVDRip.x264-Pr0nStarS
Cast: Skye West, Amy Brooke, Kennedy Kressler, Naomi West, Alice March, Miranda Miller, Nia Love, Taylor Renae

12 Tasty Cumshots!

Skye West is a tiny 4'11" spinner with a beautiful pair of HUGE natural D tits! She confesses to ray that she believes she has a sex addiction. Ray puts this theory to the test! One thing is certain - Skye absolutely LOVES the cock.

Miranda Miller gives Ray a hot BJ, then jumps down for a good hard fucking. Ray bangs her out and cracks her ass a few times before jerking a hot load in her pretty mouth. Good girl!

Kennedy Kressler saw all the beautiful girls sucking cock and swallowing cum and she wanted to be one of them. So Ray's buddy Brad fucks her pretty mouth and bangs her tight pussy. Brad jerks a nice big load into her mouth and she swallows it down with a smile.

19 year old Nia Love is here to take pictures because her best friend Alina told her how much "fun" it was. What are friends for? ;) Nia quickly gets right to work - sucking Ray's big cock and taking a nice load down her throat! Wow!

Naomi West & her braces are back! This Denver wild girl loves to suck cock and get fucked hard. Ray gives it to her. First she sucks on his big shaft, then he bends her over to bang her tight, shaved pussy. A facial and second load makes her happy!

Pretty little Alice March is back! Now 21 years old, the tiny 5'0" spinner with gorgeous face & beautiful round ass has returned for another round. This time, our pal Justin gives her a hard fuck and two loads for her sucking efforts!

Sexy girls Taylor Renae and Amy Brooke help us have a blast after a hot porn party. Ray and Thomas play hotel security guards who have a little fun at the show. FIVE loads get eaten!

Twistys Hard - Kennedy Kressler

Kennedy Kressler - Cool Spring Breeze
Released: May 24, 2015

Cum Inside Me

Cum.In.Me.XXX.DVDRip.x264-Pr0nStarS
Cast: August Ames, Ava Dalush, Aaliyah Love, Kennedy Kressler

AVN and XBIZ award winning studio BLACKED.com proudly presents "Cum Inside Me," featuring Ava Delush, August Ames, Kennedy Kressler and Aaliyah Love, who all share their passion for Interracial Creampies. This movie is about quality! It offers next level production values and is directed by award winning director Greg Lansky.

Blacked - Kennedy Kressler

Kennedy Kressler - Tiny Blonde Wife Gets Revenge With a Big Black
Released: March 27, 2015

Kennedy is a preppy and sexy California hot wife. She is pissed off at her husband because he cheated on her. She felt the best way to get back at him was to have fun and fuck another man. She tells her husband about her revenge and enjoys every inch of Jason’s monster black cock in her mouth and pussy. She struggles with the size at first and then finally manages to cum all over his big black dick.

Built For Speed

Built.For.Speed.XXX.DVDRip.x264-KuKaS
Cast: Olivia Austin, Miley May, Kennedy Kressler, Kate England

Young pussy, horny blondes fucking like there's no tomorrow!! These sex kittens are out to stick a fat cock inside their wet slits and ride them to the finish line!!

Pure 18 # 25

Pure.18.25.XXX.DVDRip.x264-UPPERCUT
Cast: Alyssa Branch, Tiffany Star, Haley Sweet, Tweety Valentine, Kennedy Kressler, Moretta, Bella Beyle

Starring Alyssa Branch! 6 Sizzling Scenes! Over 3 Hours! These Teens Are Eager To Please!

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