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Look at the booty on Chicago as she strikes a series of increasingly sexy poses as she lets her clothes fall to the ground. This lovely young cutie loves to masturbate, so watch her warm herself up with her fingers and then shove a vibrating toy all the way into her bald fuck hole.
Looking lovely in a miniskirt that hikes up to show off her thong, Chicago is the kind of redhead we love to feature. This certified nubile hottie is super skinny and boasts huge areolas that you'll want to suck into your mouth. Let her show you how she likes to use her vibrator for orgasmic results.
Lusty redhead Chicago is all about getting her kicks, whether with a partner or on her own. This horny cutie is eager to get naked so she can enjoy all her body's charms. She starts by spreading her juices around with her fingers, then uses a big vibe to really finish herself off.

Chicago video galleries

Chicago native Yinnie DeDom makes his professional debut today, and we paired HIM up with the lovely Kay Lovely for this week's foot-filled See HM Fuck update. After director Big Lou helps us learn a little about HIM, Yinnie strips down to his See HIM boxers, showing off his sexy frame and many tattoos. Kay applies lube to the former MMA fighter's body, smelling and licking his hairy armpits all the while. She has HIM take a seat so she can get all fucking kinds of freaky-deeky with his socked feet (I mean, who knew black socks could be such an effective make-up remover?!) She takes a break from his feet so she can remove his boxers and lube up that big uncut gift and his sexy backside, but then it's right back to the foot fetish bonanza, this time sans socks. Then we get to Round 1 of the ass-eating, as Kay rims and pokes at HIM while Yinnie is spread-eagle, via the rusty trombone and with HIM in a reverse piledriver. The two then trade oral treats, as 1st Yinnie goes down to sample her moist vagina, followed by Kay giving HIM a very sloppy gagjob. Round 2 of the ass-eating is a sort of rusty trombone with a lot of dick-sucking, and then we finally get to the fucking! Kay takes all of HIM via the amazon, a front and backward piledriver, doggystyle, and with her folded up like a pretzel until he pulls out and cums on her belly. I believe what happens next is a 1st for See HM Fuck: He licks up and swallows his own cum! You know we had to catch up with our latest HIM in the shower afterward to see how things went... Until next week and the next HM! {{HUGS}}Greenguy See Him Fuck video featuring: Kay Lovely, Yinnie DeDom. (Video duration: 01:10:18)
We have to wait longer for these CyberCuties with the dual issues, but they tend to be worth the suspense. The March/April, 2019, issue of Penthouse Magazine teaches us that Chicago has more to be thankful for than just Khalil Mack, as it turns out. Penthouse video featuring Scarlett Bloom.
Newcummer Lala Ivey is delivered four white men to do as she wishes in her white out treatment. After getting to know Lala she masturbates for the viewer than waits as the men come in to her boudoir to rub and caress her. One after another each enters the room and joins in on this very willing participant. She sucks those cocks for all she is worth and by the time they are entering her pussy she is dripping wet. But if it's one thing we learn quickly about this little cherub from Chicago is that she needs a cock buried balls deep in her asshole to really get off. One after another the white out crew deliver the meat sticks up her shit locker like pistons of love they hammer her into orgasm after orgasm. In a sweaty dripping explosive finale she finds herself covered and glistened in sweet man juice. Devil's Film video starring Mr. Pete, Mark Zane, T Stone, Johnny Goodluck and Lala Ivey. (Video duration: 65:28)
Daisy Stone is a beautiful office assistant. She welcomes a guest to the office, Jon Rogue. It turns out that Jon flew in from Chicago to talk to Daisy's boss about buying the building. However, Daisy's boss is nowhere to be found. Daisy tries giving her boss a call, and finds out that he's off fooling around with a woman... as usual. The boss tells Daisy to keep Jon occupied until he can get back. So Daisy tells Jon that her boss is away dealing with a business emergency, but offers to answer any questions he may have about the building in the meantime. Jon suggestively asks Daisy if SHE comes with the building, and that gives Daisy an idea on how to keep Jon occupied, starting with her amazing ass! Devil's Film video starring Daisy Stone and Jon Rogue. (Video duration: 24:09)
Adorable, Chicago-born Scarlett Bloom flaunts her fit body in sexy lingerie, teasing and stripping for the camera. The young black rookie introduces herself to director Mick Blue, who initiates her into professional porn. Scarlett whimpers when his thick prick penetrates her tight twat. She passionately kisses Mick as his meat clobbers her cunt, and Scarlett thanks the hung stud with a messy, cock-worshiping blowjob. Intense interracial pussy fucking climaxes with a sloppy cum facial. Evil Angel video starring Scarlett Bloom and Mick Blue. (Video duration: 00:43:29)
New SCORELAND model Casey Deluxe (February '15 SCORE magazine) surveys the city of Brno from a rooftop and, with all due respect to this lovely historic Czech city, the view of Casey is more thrilling. If this were New York City or Chicago, an uptight citizen with high-powered binoculars would have probably complained when the ivory-skinned blonde lowered her bikini top and kept her big tits hanging out. But life is more laid back in Europe, especially when it comes to nudie cuties like Casey. Casey sucks on some local brand of creamsicle on a stick. Her tongue, lips and the overhead sun work to melt it. The gooey goodness drips all over her slim and stacked body making her chest sticky. And that's good because this pretty German is very stickable. Casey walks over to a hidden section of the roof to play with her big boobs, then says she needs a shower so she heads down to the apartment where she'll rinse off while we watch. Casey is generous and likes to share! ... (Video duration: 23:56)
Meet Kate Marie (Holiday '15 SCORE), a New Discovery from Chicago. We caught up with Kate after a photo shoot for this cam-chat. A girl-next-door, the pretty brunette has natural 36H-cups and you're lucky you get to see them here at SCORELAND. I'm 23 and my breasts have been this size for about three years, Kate said. They're an H. 36-H. Some people think 36 is so big, but it's not. It just means you have broader shoulders to compensate for carrying around something that's so big. I've done some local on-the-side modeling. Not for anyone big. Just camera hobbyists. I'm good with sultry and sexy. I like wearing sexy clothes. I like pinup. I never thought about modeling when I was younger. It just never crossed my mind. I honestly had no idea what to expect 'cause I've never done this before. I'm pleasantly happy with what's going on. This is just a great job. I don't know who wouldn't want to model for SCORE. I'm having a great time. ... (Video duration: 08:38)
There aren't very many women with big boobs in Chicago, from what I've seen, said Kate Marie. This is true, at least as far as women with big boobs who model. There have been only a few at SCORELAND, such as Jessica Roberts and Angie Sward. Kate Marie visits the ladies' room, and since we're always interested in continuing our studies in adult education, our cameras set up camp. Kate Marie proved to be a real handful as well as an eyeful, as usual. It's always a pleasure to have her visit. We don't often follow large-breasted girls into the rest room but when we do, it's because the mere sight of them brings us sheer ecstasy, like Kate Marie does. I consider myself the girl-next-door so I appreciate all the little compliments. The best compliments I've ever gotten was about my eyes and make-up. ... (Video duration: 13:30)
No one could have predicted what would happen when Mia decided to leave her boring, low-paying job at the now famous but unnamed burger joint and shoot for SCORE. Mia became the most talked and written about adult model in the world. And the world's most well-known fan of the Seminoles football team of Florida State University. As of this posting, Mia has over 377,000 Twitter followers! No one has ever seen anything like this. It's unbelievable. Mia has been written up in CNN, Newsweek, USA Today, NBC, the New York Post, the Washington Post, Billboard, Salon (whose writer made a huge error by reporting that she is Muslim when is Catholic), the Chicago-Sun Times, the BBC (no, not the big black cock) and dozens more media services. SCORE talked to Mia about how her life has radically changed. She still underestimates herself but we're working on that. SCORE: I know you say you don't regret it, but what if back in October, when I [SCORE editor Dave] saw you in ... Big Boobs video featuring: Mia Khalifa, Tony Rubino. (Video duration: 23:39)
Ms Yummy may be from Chicago but she dresses like a South Florida girl, overflowing her booty shorts and tank top. I dress to show off my curves, said Ms Yummy. She does a great job of it. Checking out the skyline from a terrace overlooking the bay, Ms Yummy twerk-dances, her butt-cheeks swiveling and bouncing. This is a girl who can bust the moves that makes a guy bust a nut. Brick is a convert to the worship of Ms Yummy and feels the joy the sight of her voluptuous body gives to a man. Ms Yummy's loud butt-clapping has him hooked. It's ass-music to a man's ears. She tells Brick to get the baby oil and douse her badonkadonk and big, heavy tits. Ms Yummy tells Brick that they should go inside just in case the neighbors are watching. He follows her to the bedroom where a giggling Ms Yummy resumes her private twerk show. Ms Yummy has very sensitive breasts and Brick's hoooter-handling gets her hot. He gets this little beauty on her hands and knees on the bed and gives her his cock ... Big Boobs video featuring: Ms Yummy, Brick Danger. (Video duration: 21:28)
Apparently I was not the only SCORE Man who knew a knockout when we first saw Katie. This doll has so much of all the right things, mainly on her chest and in her crotch. And, lucky for us, Katie seems to be allergic to clothes that cover those and all the other parts of her body. The phrase 'you get one chance to make a first impression' sure applies to Katie.-B.S., Chicago. Last seen wearing a bikini outdoors by the water, Katie heads indoors for this scene and wears a blue brassiere and panties with black stockings and heels, very traditional men's mag lingerie. It's easy to see how she won SCORE Newcomer of the Year 2015. Her beautiful face and hourglass figure is show-stopping and her overall sex appeal is extremely powerful. In-person, she's just as much of a doll as she is on-camera. Being tied-up, gagged and blindfolded makes me very horny, says Katie. That seems like an unusual kind of turn-on coming from this British glamour girl with 34GG boobs. I have ... Big Boobs video featuring: Katie Thornton. (Video duration: 14:47)
October 2014 SCORE magazine (on-sale July 8th, 2014) will mark 20 years since Minka's debut in October 1994 issue. That in itself in the world of big-bust modeling is a major achievement when so many models come and go. Before becoming a dancer and model, Minka was a ranked tennis player, something that remains her passion to this day. One day, I was playing in the Asian Olympic Games in Chicago, and my friend, she's a plastic surgeon, she and I were showering together and she said to me, 'Why don't you get into the men's magazines? Don't teach tennis. How much money can you make teaching tennis?' I didn't even know about the magazines. I had never seen them. So she brought SCORE magazine the next day, and she said she'd never seen any cover of SCORE with an Asian girl. She said, 'You have a photogenic face. You're going to make it.' When my friend showed me the magazine, I saw the telephone number and that's what I called. I sent three Polaroid pictures. In ... Big Boobs video featuring: Minka, Anthony Rosano, Juan Largo. (Video duration: 1:05:06)
What they say about Dolly Fox (January 2016 SCORE) could fill a book called Profiles in Cleavage. A longtime and very discerning reader, Bill from Chicago, mailed a three page letter about Dolly and Claudia Marie. 2016 began with two stunning layouts. Covergirl Dolly Fox's photos were delicious. Plus you featured a great review of Claudia Marie for the first time. Both met or exceeded SCORE's high standards of capturing blondes with huge melons. This has to be one of SCORE's most inviting covers in years. With Dolly Fox standing up alone, her blond hair on her shoulders and her monster pillows sticking out for everyone's enjoyment. Since she's standing, we get to see her crotch along with her legs. Toss in her charming smile and everyone knows what fun awaits them. Dolly's layout features a wonderful mix of nasty and nastier views that highlight those 43 cans. Her completely tanned body adds to the fun. Miss Fox has excellent eye contact that will make ... (Video duration: 16:31)
Jessica Roberts claimed she was a tomboy growing up. I played basketball in high school, and I love to go swimming. I love sports and I'm an active girl. Jessica is a Chicago White Sox fan. If you're in U.S. Cellular Field in Chicago for a White Sox game and you think you see a girl who looks like Jessica, that could very well indeed be her. The odds are good. After the game, Jessica will be off to party and barhop on Chicago's famous south side. But Jessica doesn't spread the love to Chicago's other baseball team, the Cubs. I hate the Cubs, Jessica said. Every time I go to a game, they lose. That's because the players see Jessica in the stands and forget what they're doing. However the odds are not good that you'll be seeing Jessica bust out a bra and fill out a tiny pair of panties at Comiskey Park like she does in this pictorial and video. ... (Video duration: 15:58)
Jessica Roberts is fit to be tied in Tits To Be Tied, a special Bonus video. Jessica says she has no personal fetishes of her own (sucking her own nipples doesn't count) so this binding deal is something different for the Chicago pointy-sweater girl. Jessica puts on nipple clamps, uses nipple bulbs to elongate her pointers and paddles and ties up her tits. It's one way to learn the ropes, a big leap from being a policewoman. ... (Video duration: 09:17)
Chicago native Ava Taylor makes her HussiePass debut with us today and it's a POV PIP scene! Ava holds one camera as our stud Brian Omally holds the other. After Brian uses a wand on her coed pussy, Ava takes his big dick in her mouth and down her throat. These two fuck in a lot of positions until Brian cums on Ava's pretty face.NOTE: Her glasses stay on the entire time Hussiepass video featuring: Ava Taylor, Brian Omally. (Video duration: 37:21)
I was at home getting ready for a girl's night out when I overheard my mom's boyfriend talking to his friend in the phone; basically revealing that last weekend he wasn't in Chicago on a business trip but hanging out with his friends in Vegas with a bunch of booze and hookers. If I tell this to my mom she will freak out and break up with him. Which doesn't bother me much but I'm sure he doesn't want that. I thought I can totally leverage this info and use it for my needs. So I went to the mailbox to retrieve the credit card statements to have them as proof. Then I walked up to his room and asked him if I can take his Bentley out tonight to go out with the girls. Of course he straight refused until I told him I overheard his phone conversation and if he wants me to keep my mouth shut, he better comply. I also told him I have the credit card statements as proof in case he wants to play hardball. He said fine I can take the car if I can keep my mouth shut. Since that was so easy, I thought I might take it one step further. I know it's totally inappropriate but ever since my mom introduced him, I've had the hots for him. Judging by his bulge, he must have a big black cock which I always wanted to try out. So before I walked out, I turned back and I told him that in addition to the car I'd like to have fun with him. First he refused, but as I approached him with my cleavage that showed off my big boobs, he loosened up. I knelt in front of him and pulled out his big black cock. Oh yeah! Here we go! I'm finally holding my mom's boyfriend's big black cock in my hands. I started jerking it and when I couldn't resist anymore I put it in my mouth. After sucking it, I just kept pushing it down my throat. That hard big black cock made me choke and gag. I gave him a very messy and slobbery blowjob. Then I took out my huge boobs and placed his BBC between them. Since it was very juicy from the gagging and choking, it slid nicely up and down between my huge boobs as he was titty-fucking me. Then he took me over to the bed and made me ride that big black cock. My big tits were bouncing up and down while he was pounding my slutty pussy. He turned me over and slapped my big ass while pounding me with his big hard black cock and then watched my juicy pussy and fat ass bouncing up and down. Then he fucked me on my back while my feet and soles were up in his face. After pounding my juicy pussy from behind, I let him titty-fuck me again so he can bust his sticky creamy load all over my big tits. Cum on tits looks so slutty. I think his big black cock is the first of many to come for my pussy! Starring: Ella Knox. (Video duration: 59:40)
'I mean, I could basically go down on a guy that's close to even, like, a foot.' Age: 18 From: Chicago Stats: 34B-29-32 Favorite position: Reverse Cowgirl Tess Morgan hails from Chi-Town, but this petite fuck-bunny is anything but shy! A deepthroat diva, Tess is ready and willing to suck a mean cock at the drop of a jimmy hat, so... hats off to this Midwestern amateur!
'Sex is pretty awesome. It's one of my favorite things' Age: 21 From: Illinois Stats: 34B-28-32 Favorite position: Bent over the Bed Aria Aspen came all the way from Chicago, Illinois to shoot her first porn video, just for Amateurs Raw members! This tattooed cutie loves to get bent over the bed and fucked hard. She loves sucking cock, and has a big ass that looks great bouncing on a stiff dick. So come inside now to see this cute co-ed's porn debut!
Anikka Albrite's boyfriend Billy is never home. Ever since he got his new job, he's always out of town. While he's in Chicago, she's to send out a package that's in his roommate's Danny's room... when she picks it up, she's surprised to find Danny home. They discuss Billy's new job and her loneliness, and the fact that Danny's willing to give her the attention she wants... such as eating her wet pussy and sucking on her natural tits! Anikka's pussy has been too dormant for her to pass up Danny's dick...
Russian Anal Casting Chicago gets first anal with Gapes and Cum in Mouth GL084 (Video duration: 00:37:53)
Chicago Rough Amateur 2on1 first time DP, with creative cumshot GL083 (Video duration: 00:44:26)
Chicago discovers black feeling IV412 (Video duration: 00:38:02)
I just got home when my boyfriend called saying he was stuck in Chicago due to a storm and his flight would be rescheduled for the following day. So since we had been living with his dad, I was alone with him for that day and night. I always thought he's a handsome man and yes it crossed my mind a few times what it would be like to have sex with him. With boyfriend being out of town, I figured it was a good chance to seduce him. Shortly after he arrived home from work, we were talking in the kitchen and I made sure to do my best teasing him. I was wearing a skirt and my sexy open-toed black heels. I pulled up my skirt to reveal my perfectly tanned, long and sexy legs. He just couldn't take his eyes off them. I knew I got him! I guess he was trying to resist though because he excused himself and went down to the living room. I followed him shortly afterward, sat next to him on the couch, and put my legs up. I moved my bare feet closer until they touched his legs. I saw his boner growing so I knew this was my chance. He still resisted a bit and told me that it's inappropriate but when i pressed my feet on his face he shut up and started kissing and licking my soft feet and lollipop toes. I was surprised how much bigger his cock was than my boyfriend's. I could barely stuff it in my mouth. I made it sloppy and wet so when I gagged and choked on it, it would make for a nice juicy footjob. He threw me down on my back and fucked me hard while still sucking on my toes which made me cum so hard that I know I will need to go back for more... Starring: Ember Snow, Preston Parker. (Video duration: 34:14)
Doesn't everyone secretly hope that their hot attendant, server, or coworker might have a sex tape out there, somewhere on the internet? Well, today our dreams come true as waitress-cum-actress Devyn Heart shows up at our studios cheerily looking for cock. Hailing all the way from Chicago, Devyn is hoping to make a big impression on the industry with her perky tits, curious attitude, and giant apple-bottom ass. As she spoke with us, she confessed her love for getting her picture-perfect pussy licked, big dicks in porn, and even admits to masturbating while driving (don't do this at home!). As soon as Devyn got her hands on Tyler's cock, all possible hesitation and nerves disappeared, swallowed up by her large, oiled, bouncing behind. Though she's only an amateur, we found out she can ride like a professional. We can only hope that all the other sexy waitresses out there try to follow her example!
As a fashion designer in France, Alix Lynx has to endure long haul fights on a regular basis. Travelling first class, she usually finds herself next to a boring businessman on her flights, but not this time. She's seated next to Jean, a hot corporate lawyer, who certainly catches her eye. After a few glasses of champagne, they are ready to get to know each other better. When she invites him back to her house, unfortunately he has to fly on to Chicago and Alix finds herself all alone. But when his flight is delayed, she won't be alone for long...
You're back in Chicago for your twenty-first birthday and your old friend Cadey Mercury has popped over for a visit. You've been in the friend zone for years despite making your crush on her pretty obvious. Something's different about her today though, she's missed you while you've been away at college and she's come over dressed as a present, ready to be unwrapped. Cadey doesn't have a cake for you, but how does a birthday creampie sound? (Video duration: 21 minutes)
Lana Rhoades has moved from Chicago to LA with one thing in mind, to ace her last year at university. With an unpaid internship and her finals getting close, she has no time to herself and she has no extra cash. When she rents out her spare room, she finds her roommate always coming home with beautiful things, even though she knows her roommate's parents don't have a lot of money. She finds out the reason for this is that her roommate is a high class escort. This intrigues Lana and she gets the opportunity to try it out for herself. Little does she know that this conversation is going to change her life forever. She's about to meet a rich hot guy who knows exactly what he wants...
Riley Nixon is a hot model who has just arrived in California for her big break in the fashion industry. She's working with the sexy male model Jean, who doesn't hide the fact that he's very attracted to her. After the shoot has finished, Riley takes some time out to get a tan and relax by the pool. Thinking she's alone, she's surprised to find Jean is still at the mansion, as he comes to join her. While they talk, she can feel the sexual tension in the air and knows that there is only one thing she really craves before she returns to Chicago... Luckily, Jean has exactly the same thing in mind, and he's going to take this stunning girl on a journey of sexual pleasure she couldn't have possibly imagined.
We are on the hunt, ready to bring in every and any horny chick out there that wants to give the good ol' porno game a try. This week, Kharlie Stone from Chicago stepped into what she thought was just a meeting. However, once she got offered a bit of dough to shoot her first ever porno scene, she couldn't refuse. This chick was horny and ready to fuck! Kharlie seemed very shy, but a the same time a fucking freak. Our boy Bruno was the one in charge of showing that pussy what the porno game is all about. He pounded Kharlie's pink hole like it was the last vagina on earth. Kharlie enjoyed every minute of it, and is now looking forward to what's to come in porn for her. Is she porn material? Find out now!
Sally James moved down to Florida from Chicago about a month ago. She was spending her days looking for a job, when Jmac spotted her walking around. Sally looked cute, sexy and lost, so he knew she needed some help. To his luck, she was down for anything. He happily offered her some cash, and Sally accepted with a coy smile and began to tease Jmac with her pierced nipples and pink shaved pussy. It wasn't long until they were at a hotel where Jmac proceeded to slam Sally's hungry tight pussy until he busted all over her pretty pink lips.
Juelz Ventura is moving to Chicago. This comes as a shock to her boss. He's willing to do anything to keep her, give her a raise perhaps, but Juelz has her mind set on leaving. There is something she would like to raise before she leaves though, his cock! She's always had a thing for her boss but could never act on it because of pesky HR. Since she's leaving soon, HR can fuck off as she fucks the boss.
Nathan is a fan of squirting from Chicago Sara Faye treats Nathan to a four girl squirt fest. Jimmy is a veteran of the Gulf War. Amy Brooke rewards Jimmy with her asshole for his service to our country. Simon is our failure of the month from London. Ril