https://www.thepornstar.com/models/chicago/ Tue 26 May 2026 08:05:26 +0200 https://www.thepornstar.com/videos/458373/groobygirls-amaryllis-arrives/
Introducing a striking new talent from Chicago—25, slim, and effortlessly captivating. With her mixed heritage, polished glam, and love of performing, she brings a bold, sultry energy that's sure to spark conversation. ]]> Mon 04 May 2026 21:47:46 +0200 https://www.thepornstar.com/videos/458373/groobygirls-amaryllis-arrives/ https://www.thepornstar.com/videos/445617/groobygirls-born-to-be-a-star/
There's hot - and then there's Valarie Rose. From the moment she stepped in front of the camera, it was obvious this girl was something else. A beauty from Chicago, Valarie's debut is one of the best of the year. No surprise she's our Model of the Month, ]]> Tue 21 Apr 2026 13:47:38 +0200 https://www.thepornstar.com/videos/445617/groobygirls-born-to-be-a-star/ https://www.thepornstar.com/videos/447664/femout-xxx-flowers-in-full-bloom/
Meet Michelle Flowers — a tall, sassy sweetheart from Chicago who's here to show you exactly what she's made of. With her playful spirit and a style that's all her own, Michelle makes herself right at home on Femout in this fun, flirty introduction. ]]> Sun 01 Feb 2026 22:14:08 +0200 https://www.thepornstar.com/videos/447664/femout-xxx-flowers-in-full-bloom/ https://www.thepornstar.com/videos/401578/giovanni-solo-1/
This is a private striptease and jerk off video that Trystian filmed of Giovanni, while in a Chicago hotel room. Trystian's camera skills are a bit shaky, but it ends up being a hot scene, thanks to Giovanni's boyish charisma. Enjoy the somewhat amateur looking show. ]]> Wed 01 Oct 2025 15:28:13 +0200 https://www.thepornstar.com/videos/401578/giovanni-solo-1/ https://www.thepornstar.com/videos/403963/groobygirls-astoria-queen/
Ok, so Astoria is from Chicago but that title was too good to let go! A lovely fresh new face from Omar. She is a playful 5ft 9, is one of my favor debuts of the year so far. There is just so much energy around her, and that vibrant smile just glows. ]]> Sun 28 Sep 2025 08:02:04 +0200 https://www.thepornstar.com/videos/403963/groobygirls-astoria-queen/ https://www.thepornstar.com/videos/408762/jake-wolfe-solo-2/
Welcome 21 year old Chicago straight boy Jake Wolfe. he stands 6 foot, weighs about 160 lbs., has brown hair and brown eyes. With a nice athletic build and a gorgeous 7 inch cut cock this boy is what fantasies are made of. He's into team sports, girls and partying. He also manages to work in college and a part time job. Interested in trying new things, this curious str8 boy experiments with some toys while jacking off for us. ]]> Mon 22 Sep 2025 18:15:17 +0200 https://www.thepornstar.com/videos/408762/jake-wolfe-solo-2/ https://www.thepornstar.com/videos/392921/minka-fucks-her-daughter-s-boyfriend/
Minka, the world's bustiest Asian, one of the greatest big-boob models of all-time, hears a knock on the door, so she answers it. It's her daughter's boyfriend, Jason, who's looking for his girlfriend, who happens to be Minka's daughter But Minka's daughter isn't home, so Minka leads Jason to the couch to wait for her. Before long, her hands are wandering over his crotch and his hands are all over her tits. WARNING TO DAUGHTERS OF BIG-TITTED MOMS: Do not leave your boyfriend alone with your mom! Minka lives in Las Vegas, where she spends most of her free time playing tennis. She's an excellent tennis player, which partly explains how she has remained in such great shape. Minka told us how she got into adult modeling back in 1994. ""One day, I was playing in the Asian Olympic Games in Chicago, and my friend--she's a plastic surgeon--and I were showering together and she said to me, 'Why don't you get into 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. I sent three Polaroid pictures to SCORE. In all the pictures, I had a natural smile on my face. ""So the SCORE photographer got the pictures, then he called my house. He said, 'An airplane ticket is going to be at your house in one or two days. I want you to come to England.' So I went to England. And he took a test picture and said I would be on the cover, and then he said that I would be a feature dancer. I didn't know how to dance that way. I didn't know how to sing. I didn't know how to take off my clothes for men. But I knew how to smile, and I learned what to do. And it was going to be the first time an Asian girl was on the cover. That was very important to me."" Over the years, Minka super-sized gradually. Today, her tits measure 44KK. As this scene proves, she's still going strong. ]]> Mon 22 Sep 2025 10:49:45 +0200 https://www.thepornstar.com/videos/392921/minka-fucks-her-daughter-s-boyfriend/ https://www.thepornstar.com/videos/391766/danny-solo-1/
Meet 19 year old Danny, or Danny Boy, if you would prefer. This blue eyed Chicago bisexual boy sports an astonishing 9 inch cut cock. In his solo jerk off scene, he picks up a porn magazine and quickly gets into the mood to stroke his big dick to a creamy cum pumping climax. ]]> Fri 19 Sep 2025 19:08:46 +0200 https://www.thepornstar.com/videos/391766/danny-solo-1/ https://www.thepornstar.com/videos/357397/extraordinary-milf-nikki-daniels-gets-hammered-hard-and-deep/
Nikki Daniels is a Milf from Chicago. Will Powers shows up with a need to taste some pussy and tongue fucks her snatch. ]]> Sun 14 Sep 2025 20:49:49 +0200 https://www.thepornstar.com/videos/357397/extraordinary-milf-nikki-daniels-gets-hammered-hard-and-deep/ https://www.thepornstar.com/videos/400176/peter-ray-solo/
For a 20 year old, Peter Ray is one built young stud. He's straight and works for his dad's construction business in Chicago. Peter's of Polish descent, and enjoys sexy European looks, but he was born and raised in the USA. He loves the girls, pickup trucks, football and partying...a typical all-American boy. He's definitely a head turner, who stands 5'9", weighs about 150 lbs. and sports a nice thick 8 inch cock. We have the pleasure of watching him get naked and stroke that big dick of his to a cum pumping finish. ]]> Sun 14 Sep 2025 19:50:28 +0200 https://www.thepornstar.com/videos/400176/peter-ray-solo/ https://www.thepornstar.com/videos/407665/zack-walton-solo/
If you like them skinny and cute, you're going to love 18 year old Zack Walton. This Chicago boy is currently in college and works part time at a hotel, where he's had some sexy encounters. Zack sports a 7 inch dick and prefers to bottom. He's also got a bit of a kinky streak in him. Kick back and enjoy, as this young man strips naked, strokes his cock and pumps out a load of warm cum. ]]> Sat 23 Aug 2025 21:12:59 +0200 https://www.thepornstar.com/videos/407665/zack-walton-solo/ https://www.thepornstar.com/videos/402509/brooklyn-ray-solo/
Brooklyn Ray is a 21 year old 6 foot tall Chicago boy. In addition to his stunning blue eyes, he's packing 8 inches of fun for any bottom lucky enough to be on the receiving end. This 100 percent top is a bartender at one of the trendiest gay clubs in Chicago, so he gets his pick of some very hot boys. Enjoy his solo, as Brooklyn lights up a smoke, unzips his jeans, whips out his cock and pleasures himself. ]]> Thu 21 Aug 2025 15:10:01 +0200 https://www.thepornstar.com/videos/402509/brooklyn-ray-solo/