Latest updates featuring Kassondra Raine

Chloe Amour - Cum-covered Pretty Faces

Chloe Amour - Cum-covered Pretty Faces

26th April - An incredible collection of hot babes being facialized. Happy ending hand picked for you featuring the horny Adria Rae, Casey Calvert, Chloe Amour, Dakota Skye, Isabella De Santos, Jade Nile, Jill Kassidy, Kassondra Raine, Keisha Grey and Kimberly Brix. ...Read More
Kassondra Raine - Kassondra's Naughty Massage

Kassondra Raine - Kassondra's Naughty Massage

1st May - Slutty Kassondra Raine is feeling very tight and needs a massage. She calls over her masseuse Alex to help. He works her muscles deeply before Kassondra tells him that its really her pussy that needs a deep cock massage. She grabs his cock and sucks it while he rubs her pussy, getting it all wet and ready to be fucked. Kassondra enjoys every deep thrust of his cock before opening her mouth for a messy facial. ...Read More

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Kassondra Raine - Axel Braun's Shades Of Red Scene 2

Kassondra Raine - Axel Braun's Shades Of Red Scene 2

30th October - Redophiles, rejoice! With “Shades of Red”, legendary director Axel Braun explores the beauty and sensuality of redheads in all their forms, and the result is an astounding collection of fiery red hotness! Gorgeous, luscious, and sexy as hell, these five crimson-haired beauties will take your breath away! ...Read More
Kassondra Raine - Kassondra Raine Face Fucked, Vibrated on Sybian, and Made to Cum!

Kassondra Raine - Sexually Broken

29th August - Kassondra Raine is new to bondage, but she definitely isn't new to sucking cock. So we decide to mix a bit of the new in with what she already knows when we use belt bondage to spread her arms and lock her down on a sybian. Matt Williams and Sergeant Miles take turns fucking her face as she struggles for air. Between dealing with all the dick and the orgasms on the sybian and the strict bondage Kassondra is overwhelmed. That's how we like it though. Struggling, drooling on dick and completely helpless in the face of the vibrator she is straddling, Kassondra has been successfully sexually broken. ...Read More
Kassondra Raine - Kassondra Raine gets a dose of co-worker cock

Kassondra Raine - Kassondra Raine gets a dose of co-worker cock

3rd June - Kassondra Raine is the goody two shoes at the office that is in everyone's business and no one likes. She comes in to Kelli's office stating she knows about Kelli's secret. Kelli is vulnerable that the truth that she has a giant TS cock may get out in the office because of Kassondra's blackmailing ways. At first Kelli plays along with Kassondra and let's the shitty red head spank her bottom however once Kelli Learns that the "secret" Kassondra learned about Kelli is notthing that Kelli cares about, Kelli turns the tables on Kassondra. Kassondra is spanked, he panties pulled down, her pussy is eaten out and then thoroughly fucked. ...Read More

Kassondra Raine - Fallen Model

Kassondra Raine - Fallen Model

2nd February - It's not like Kassondra Raine to get nervous on the job, but after arriving late for her appointment, and then catching an eyeful of the hunky photographer, she just couldn't keep her balance. Kassondra tripped and rolled her ankle doing a model-walk, but when Stallion helped her up, she melted in his strong arms. Sitting on the desk while he checked out her foot, Kassondra's body responded to Stallion's sensitive, confident touch, and her pussy flooded with warmth and tension. Stallion spread Kassondra's thighs open and went down on her, licking hungrily at her pussy until her hips bucked with an orgasm. Then Kassondra got on her knees to show her appreciation, swallowing as much of his big black cock as she could fit in her mouth. Enjoying a sloppy blowjob got Stallion impatient to slip it all the way inside her, so he bent Kassondra over the desk for a marathon fuck that only ended when he sprayed a huge facial cumshot on her lips. ...Read More
Kassondra Raine - Horny Wife Wants A Stranger

Kassondra Raine - Real Wife Stories

31st August - Kassondra tries to be a loving and devoted wife, but secretly she longs for the days of her slutty past. While her husband is at work she posts a personal ad begging a stranger, any stranger, to come into her house and fuck her tight married pussy. She blindfolds herself and waits on her bed with her ass in the air. Danny shows up but to his surprise Kassondra won't let him use a condom. This horny redhead just wants to be fucked raw and hard before her husband gets home. ...Read More
Kassondra Raine - Clit closeup

Kassondra Raine - Milf Hunter

13th July - Levi was scanning the vicinity for a potential target in his MILFmobile (patent pending) and he came across Kassondra having a cup of joe just outside the coffee shop. He surveilled the target and was able to secure an upskirt while laying low during the stakeout. As she got up to leave he noticed she was forgetting her purse and realized it was his perfect opportunity to break the ice and play the hero. He jumped out of his car and sprang into action stopping her mid stride and letting her know about her purse. She was so grateful she agreed to sit down with Levi for a bit longer and have a nice, little chat. He got the skinny on this sexy, redheaded gal and was able to confirm she was indeed a MILF in the middle of a divorce and trying to now face the possibility of raising a teenaged daughter on her own. Levi told Kass her daughter was correct when she confided in him and told him her daughter believed what she needed most at that particular moment was just some good, old-fashioned fun. It was obvious she thought Levi was cute and all she needed was a small push in the right direction. He took her home and made sure this ginger had a ball. ...Read More

Kassondra Raine - Good blow

Kassondra Raine - Street BlowJobs

28th June - It's not everyday where you see a redhead, let alone a beautiful specimen such as the one I found. Comments and compliments showed she had a mind on her that increased my attraction twofold. She had amazing eyes and a great body. Kassondra was her name. She was on vacation from Wisconsin and was looking for a good time. I'm always up to be a male escort and show lovely ladies a good time. Before a night out on the town we went back to her hotel and kicked things off the right way. She gave a really good blowjob and her pussy was real tight. I loved looking into her eyes while we did missionary so excuse me if I overdid that position. It was feeling soooo good. ...Read More
Nina Lawless - College Web Cam Model Gets Scolding from a Hot TS Dean

Nina Lawless - College Web Cam Model Gets Scolding from a Hot TS Dean

17th April - Kassondra Raine has been doing Kink Live webcam shows from her dorm on the college Campus. Word has spread like wild fire that this hot student is cam-ing from her room and eventually, Dean Nina Lawless gets word. She checks in on one of Kassondra's live shows and seeing her squirting, masturbating and even doing self anal fisting. Nina wants to have some words with Kassondra about these extra curricular activities. Kassondra is willing to do anything to be able to stay in school even suck huge TS dean cock and get her tiny pussy stuffed with the Dean's monster dick! Kassondra's live show get's Nina so hot, Nina's cock starts dripping with precum right when she whips it out. ...Read More
Jillian Janson - Foreplay

Jillian Janson - Foreplay

16th April - Jillian Janson is ready for a good time as she collects ice chips from the freezer to use on Kassondra Raine. The lovers put the ice to good use, teasing each other's rock hard nipples and juicy pussies with the frozen chips.Kassondra gets the first taste of pussy as she leans over to lick the water from Jillian's drenched thong. Liking what she tastes, the redhead slips Jillian's underwear aside so that she can lap her tongue up and down the softness of Jillian's delicious slit. She ramps things up a notch by placing another ice chip on her tongue for an incredible dual sensation of hot and cold.When Jillian is dripping with excitement, Kassondra dips her fingers into the creamy depths of her lover's twat and then pulls a vibrator out of the bowl of ice. Using the chilled toy on her woman's bald pussy, Kassondra pulls out all the stops with her magic fingers and the buzzing toy to drive Jillian wild with orgasmic ecstasy!After exchanging a passionate kiss, the lovers exchange places so that Jillian gets her chance to tease Kassondra's all-natural red haired twat. Using the ice to her advantage, Jillian settles in for a full-on pussy feast where she uses her talented tongue and questing fingers to bring Kassondra to the edge of passion again and again until the redhead is throbbing with orgasmic delight.Neither girl is totally satisfied yet, so they come up with the sexiest of solutions! Jillian climbs onto Kassondra so they can settle into a 69, with Kassondra licking and sucking her woman's snatch at the same time that Jillian works the redhead's twat with her fingers and the vibrator.As both girls gradually come down from the orgasmic afterglow, they exchange sweet soft kisses that demonstrate just how much they care about each other. ...Read More
Kassondra Raine - Tongue tickler

Kassondra Raine - Street BlowJobs

29th March - Alec was rolling through the park and spotted a hottie sitting by herself at a picnic table. He had to chat her up, and see what was good. She was looking for a job in the classifieds, and Alec decided to offer her a job of his own. Taking some pics of her because she was looking so good. Kassondra was her name, and she was totally down to go back to his house for a little photo shoot. Alec offered her some more money for head and then full on sex. There's nothing like picking up a random hot chick in the park and then plowing her half an hour later. ...Read More
Kassondra Raine - Peep Show

Kassondra Raine - Peep Show

2nd March - Stunning redhead Kassondra Raine is looking incredible in a miniskirt that flips up to reveal her thong. She doesn't keep her dress or bra on for long, shedding her clothes and then shifting her thong aside so that she can use her magic fingers to make her landing strip pussy sing with excitement. ...Read More
Kassondra Raine - Natural Redhead

Kassondra Raine - Natural Redhead

1st March - 24 year old Kassondra Raine is a stunning American with a perfectly proportioned body that you'll just love. Her medium boobs are a total treat with their tan lines and diamond hard nipples. When she slips her thong off you'll see from her landing strip that her red hair is all natural, and from there you'll be treated to the treat of watching this horny honey cum! ...Read More

Kassondra Raine - Cum Outside

Kassondra Raine - Cum Outside

26th February - Being outside is no deterrent for American hottie Kassondra Raine. The brunette coed pulls her outer clothes aside so that she is left in her bra and panties, making it easy for her to sink down on a bench and work her magic fingers in the juicy softness of her landing strip snatch. ...Read More
Kassondra Raine - Blue Eyes

Kassondra Raine - Blue Eyes

25th February - Sensual Kassondra Raine is looking hot in a skimpy nightie with a skirt that barely hides her bra and thong. That's okay because this horny redhead can't keep her clothes on. It's not long before she has shimmied out of her lingerie so that she can sink to the ground and enjoy the touch of her soft sweet fingers on her landing strip pussy. ...Read More