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Naughty Midwest Girls - Gigi Sweets

Gigi Sweets - Gigi Sweets Big Tit Personal Nurse Interview - E247
Released: April 19, 2024

Gigi Sweets is interviewing with old Matt for a personal nurse position while he is working in Chicago. Gigi has heard that old Matt pays very well for "very personal nurses" so she has come prepared. She wastes no time using her double D's to get Matt's attention and soon she his heart pumping well and his dick very hard. We get some great views of her beautiful big tits bouncing around as she gets fucked doggystyle and riding old Matt's cock. Finally he can hold back no longer and shoots his old man sperm all over Gigi's waiting tits. Something tells me Gigi will have no trouble getting hired when Matt is back in Chicago!

Naughty Midwest Girls - Monica Sexxxton

Monica Sexxxton - Cheater Boyfriend Revenge - E246
Released: March 11, 2024

Monica has just found out that her boyfriend is cheating on her with some big titted bitch, so she goes over to meet her neighbor old Matt for a little chat and consolation. Matt confesses that he got stood up for a date for his 69th birthday. So, Monica decides to get some revenge by filming her giving old Matt the birthday present of his life. There is lots of cocksucking including 69 and fucking in all positions before Monica has old Matt fill up her tight pussy with his old man sperm in a messy creampie. How many old guys can say they got to enjoy a tight young body like Monica's for their birthday. Old Matt won't mind celebrating birthdays in the future with young sluts like Monica around!

Naughty Midwest Girls - Cecelia Taylor

Cecelia Taylor - Special Vid For Mr Jones - E245
Released: January 29, 2024

Cecelia Taylor loves the fact that one of her former teachers, Mr. Jones has subscribed to her social media account. No longer the shy, quiet school girl, she is now a hot porn slut. So she wants to reward Mr. Jones with a special video and gets old Matt to help her. We get lots of POV perspective to show Mr. Jones what it would be like to enjoy Cecelia's gorgeous young body. Cecelia shows him what it would be like to experience her pretty mouth on his old cock.

East Coast XXX - Violette Blakk

Violette Blakk - Ass fucked coworker
Released: January 13, 2024

Naughty Midwest Girls - Lainna White

Lainna White - Christmas Slut Collection - E244
Released: December 27, 2023

Lainna White just loves the thrill of being a slut at Christmas when she is supposed to behave. After a nice little Christmas greeting she gets kiss from old Matt that turns into a slutty makeout session. She then sucks his cock in front of the Christmas tree before getting fucked doggystyle. She then deal with frustration of family over the holidays by using a vibrator on her cock hungry pussy. In the final segment, she is glad the holiday is over gets her pussy licked by old Matt in some hot 69. She then climbs on and rides his cock before getting pounded doggystyle again and taking old man sperm all over her PAWG ass. A slut like Lainna really knows how to deal with the holidays! Merry Christmas!

Naughty Midwest Girls - Maria Anjel

Maria Anjel - Sunday School Teacher Creampie - E243
Released: December 19, 2023

Maria Anjel comes to see Mr Jones her old Sunday School teacher. She confesses to him that she has been plagued by lots of sinful thoughts. After some discussion, she confesses that she constantly thinks about sex with older men. Mr Jones recommends that they need to act out some of her sinful thoughts so he can fully understand how to counsel her. Maria wastes no time by making out with him and showing him how she thinks about riding an older man. She then sinfully takes his cock in her mouth. He recommends laying her out on his "holy table" to fully evalute her sins. After licking her tight pussy with his tongue, he then puts his older penis inside her. After some hot fucking on the table, he unloads his older man sperm into her pussing in a messy creampie. Somethings tells me Maria may need further sinful counseling from her old Sunday School teacher!

Naughty Midwest Girls - Mya Madison

Mya Madison - Skinny Asian Slut First Porn - E242
Released: November 12, 2023

Mya Madison is a slender Asian cutie from the Chicago area. She has small tits with nipples that are constantly hard. Maybe that is because she is horny and wants to fuck all the time? She wastes no time showing us what a slut she is when she meets old Matt at the door. After showing us her blow job skills, it is very obvious she just wants cock pounding her pussy. So Matt pounds her missionary and doggystyle before she climbs on and rides him. Her pussy is so ready for old man sperm that Matt can hold back any longer and unloads a good creampie in her. She was still so horny after getting fucked, she got fucked by the cameraman in another video that was released separately!

Naughty Midwest Girls - Daisy Valentine

Daisy Valentine - Computer Repair Fun
Released: October 29, 2023

Old Matt has been watching porn on his laptop and realizes that caused lots of virus problems on his computer. He needs it working properly for a business presentation so he calls over a local young freelance computer consultant named Daisy. While checking out Matt's computer, she runs across the older guy-younger girl porn he has been watching and is fascinated and turned on by it. Matt returns and finds her masturbating with her big double-D tits out. They quickly decide that maybe they should re-enact the porn video she was watching while they wait for the software to clean up his computer. After a very hot make out session with Daisy stroking Matt's old cock, there is lots of blowjob action before Daisy rides his old cock and they fuck in several positions. Finally old Matt pounds her ample 18 year old butt doggystyle before filling her teen pussy with old man sperm in an oozing creampie. Something tells me Daisy would be happy to fix old Matt's computer again!

Naughty Midwest Girls - Sarah Blackwell

Sarah Blackwell - 18 Yo Pawg First Porn Creampie - E240
Released: September 10, 2023

Sarah Blackwell is a fun loving college freshman with a cute smile and a nice thick full butt from the southern midwest. Although she had never been with an older man before she basically told me she just loves to fuck and doesn't care how old the guy is. After a fun interview, we get a nice view of her cute tits and full butt. She sucks old Matt's cock without hesitation before she climbs on and rides it. After lots of fucking, he pounds her doggystyle and deposits his old man sperm deep in her teen pussy in a nice oozing creampie. You gotta love a chubby teen who loves old cock! (running time 36:34)

Naughty Midwest Girls - Serena Salgot

Serena Salgot - Summer Intern Interview - E239
Released: August 16, 2023

Serena Salgot is a college senior interviewing for a summer intern position with old Matt’s company. He doesn’t remember that her step-father worked for Matt in the past and Serena had a crush on old Matt. She quickly reminds him as she sits on his lap and shows him her full developed 34D tits. Serena makes it clear that she will keep old Matt happy with her sucking and fucking talents if she gets the internship. So the interview turns into a fuckfest as we see her gorgeous boobs bouncing while getting slammed doggystyle and riding old cock. Serena also learns how much she likes an older experienced tongue licking her tight little pussy before Matt fucks her good missionary and unloads his old man sperm all over her nice tanned tummy. Looks like it will be a very fun summer for old Matt!

Naughty Midwest Girls - Jaimie Lux

Jaimie Lux - Curvy Redhead Audition Creampie - E238
Released: July 26, 2023

Jaimie Lux is a thick, curvy 22 yo. redhead from Illinois. She has curly red hair and a beautiful young and innocent smile. But as you will quickly learn watching this video, she is anything but innocent and shows her cock hungry tendencies of a wild redhead. We do a lengthy interview where she freely discusses some of her hot sexual experiences before moving on to some hot action. Yes guys, the interview is long with lots of talking, mostly her talking. Just remember, there is always a fast forward button if you don't like lots of talking in a porn video. It didn't take me long to figure out that this girl LOVES everything involving sex...

Naughty Midwest Girls - Nadia Noja

Nadia Noja - Shy Girl Cockslut - E237
Released: June 20, 2023

Nadia Noja has previously met up with her former teacher Mr Davidson and showed him she is not so shy anymore. He is back staying at the hotel where Nadia works and she sneaks into his room to wait for him and get more old cock. After getting herself off with a toy, Mr Davidson returns and Nadia immediately sucks his cock. He eats her pussy and fucks her in the kitchen, then in the bathroom before moving to the bed where he gets a great view of her slender body and nice ass as she rides him. Finally they do some hot spoon fucking, before he fills up her tight pussy with old man sperm. Nadia is definitely not shy anymore, she knows what she wants, old cock!

Naughty Midwest Girls - Sasha Stone

Sasha Stone - Redhead Cockslut Audition Creampie - E236
Released: May 22, 2023

Naughty Midwest Girls - Maria Anjel

Maria Anjel - Old Cock Creampie Fantasy - E235
Released: April 25, 2023

Maria Anjel is dating old Matt's grandson. She comes to chat with him and confesses her sex life with his grandson is not good. She is begging to be creampied and he won't. So she asks old Matt to do it. The old man resists at first, but can't say no to Maria getting naked and playing with his now very hard cock. After some hot making out and cocksucking, they get to lots of hard fucking in various positions until old Matt plants his seed deep in Maria's fertile womb in a dripping creampie. Family get togethers might get much more interesting in the future for old Matt! (running time 36:53)
Note: Maria Anjel has gone to become a major pornstar in LA and Vegas. We were fortunate enough to shoot with her a number of time while she was still an unknown teen amateur. Enjoy her raw beauty and enthusiasm right here!

Naughty Midwest Girls - Tiny Tia

Tiny Tia - Cock Help From Teacher - E234
Released: March 22, 2023

Tia is a 19 yo. College freshman in Derek’s class. She has been struggling in his class and seems distracted. Derek asks her to stop by his house for a confidential student conference. She confesses that she is distracted because her pussy is constantly wet and she is always horny. Derek offers to check her pussy to see if he can helps. He does in fact find her tight hairy teen pussy very wet. Being the experienced teacher that he is, he knows that lots of cocksucking and doggystyle fucking is what she needs. His final treatment is to fill her horny teen pussy with his older man cum in a dripping creampie. Sometimes teachers have to make sacrifices in the name of higher education!

Naughty Midwest Girls - Sierra Lynae

Sierra Lynae - Personal Nurse Interview - E233
Released: February 28, 2023

Sierra Lynae is interviewing with old Matt to be his personal nurse for his cardiac therapy. She soon realizes that horny old Matt wants fucking as his main source of heart rate elevation. But after seeing the money he was offering, she realized she could use her big tits and curvy body to fully secure the job. She starts out with some cocksucking to wake up his old cock before giving him some tongue exercise licking her pussy. After some hot doggystyle fucking, they go to the bed where she gives him extended therapy with lots of fucking until he blows his old man sperm all over her cute face. See what you young guys have to look forward to when you get old? (running time 40:33)

Naughty Midwest Girls - Nova Blaidd

Nova Blaidd - 19 Years Old Cockslut Porn Audition - E232
Released: February 11, 2023

Nova Blaidd is only 19 years old but she is pretty experienced sexually with things like anal, group sex, old guys etc. So there was not too many firsts we could do with her except let her show off her cock slut skills for the camera. After the usual interview, we get a nice look at her pretty blue eyes as she looks up with a hard cock in her mouth. Then when old Matt licks and fingers her pussy she remembers why she likes old guys. After some hard doggystyle, they move to the bed where she shows off her cock riding skills before old Matt lays her back and fills her 19 year old cunt with old man sperm in a creampie.

Naughty Midwest Girls - Skye Stone

Skye Stone - Big Tit Slut Porn Audition - E231
Released: January 10, 2023

Skye Stone is a young mom who wants to try porn. She has some ink, gorgeous blue eyes and some nice big mommy milkers. After finding out that she has a thing for much older guys, it didn't take me long to figure out Skye's first talent - her tongue! The way she uses her tongue on a hard cock will drive you wild, trust me. After we see her great tits swing around during doggystyle fucking we move to the bed and she shows off her great cockriding skills. She then asks old Matt to breed her wet fertile pussy and he obliges with a dripping creampie. Skye appears to have a bright future in porn!

Naughty Midwest Girls - Alex Harper

Alex Harper - Marketing Hard Sell - E230
Released: December 15, 2022

Alex Harper is a gorgeous curvy redhead and former nude model who got her first job out of college with a marketing-advertising company. She comes to meet with old Mr. Johnson to try and secure her first big account. After some resistance from him on her sales presentation, she brings out her secret sales strategies, those nice big boobs and cocksucking mouth. After some hot blowjob action, she breaks out a vibrator and uses it on her hairy pussy while sucking the old man. It all leads to some hot doggystyle with her big boobs bouncing around before moving to the bed. After some hot cockriding, old Mr Johnson pounds her hairy pussy before jerking his cock all over her gorgeous boobs. Sometimes it just takes some good old female charm to get business done! (running time 44:11)

Naughty Midwest Girls - Ciara Momoko

Ciara Momoko - Old Cock Birthday Date - E229
Released: November 25, 2022

It is Ciara's birthday and she had a hot date lined up with a young guy her age. She had a very sexy red dress all picked out to go out to a nice dinner with him but sadly he cancelled on her last minute. So she came over to see her friend old Matt for a little consolation. Like a gentleman, he offers to take her out for a nice dinner for her birthday. But Ciara has cock on her mind more than dinner and wastes no time letting old Matt know that. After a very hot makeout session, she needs hard cock in her mouth and then old tongue on her very wet pussy. They then move to the bed where they do lots of very passionate fucking before old Matt gives her a final birthday present of sperm in her pussy in a dripping creampie.

Naughty Midwest Girls - Ambisious

Ambisious - Curvy Stripper Porn Audition - E228
Released: October 24, 2022

Ambisious is a curvy pale skinned cutie from the Chicago area. She has done webcamming and Onlyfans as well as working as a stripper. So, making the leap into porn is a natural for her. After some great stories about her sexual history, she gets naked and shows us her great tits. She is more than anxious to show off her cock sucking skills on old Matt before she gets her pussy licked by his experienced tongue. She practically begs old Matt to fuck her and he obliges with some hard doggystyle. After riding his old cock, he lays her on her back and pounds her missionary before shooting old man sperm all over her white tummy. (running time 42:56)

Naughty Midwest Girls - Cecelia Taylor

Cecelia Taylor - Photoshoot Slut Creampie - E227
Released: October 20, 2022

Cecelia Taylor is back with old Matt to do a custom photoshoot for Bob who is a huge fan of hers from Canada. However, Cecelia has other things on her mind besides just posing for photos. She really needs some dick and she especially needs Matt's old cock. After some hot face riding and 69 action, Cecelia is ready to get fucked doggystyle. They then move to the bed where she rides his old cock in several positions before moving to some very hot spoon fucking. He then puts her on her back and pounds her missionary before filling her teen pussy up with old man sperm in a dripping creampie! You can see how bad she wanted to be bred by her very hard little nipples. Cecelia is then finally ready to pose for the photos for Bob, but she makes Matt promise to fuck her again. I see many nights of wanking for Bob when he sees just how his custom photoshoot happened!

Naughty Midwest Girls - Kasey Cole

Kasey Cole - Hot Date With An Old Cock - E226
Released: September 7, 2022

In a previous video, we saw Kasey Cole meet up with her roommate's grandpa old Matt and get herself some old cock. This time she decides to not go out partying with her young friends and sneaks in Matt's hotel room for him. They enjoy a hot passionate evening of making out, with her getting his old cock hard with her mouth many times as she rides him, gets pounded doggystyle and after some skillful pussy eating and missionary fucking she gets a nice load on her pretty face. Kasey looks so cute with an old man cum facial. Anyone think she should do more fun evening like this with her secret old man boyfriend? (running time 36:28)

Naughty Midwest Girls - Daisy Valentine

Daisy Valentine - Busty 18 YO First Porn - E225
Released: August 24, 2022

Daisy Valentine is a cute and curvy 18 yo. with gorgeous 36DD's. She just graduated high school and wants to earn money for college. With her gorgeous assets, doing amateur porn is certainly a good way to make college money! She had little experience with older guys, but is mature and open minded about it. She looks so cute in her pigtails and tits out with a much older cock in her mouth. After laying her back and licking that tight little pussy, old Matt couldn't wait and stuck his cock in her a bit before moving to some hot doggystyle. There is no better sight than a big tit 18 year old getting fucked doggy with those tits swinging away. They then move to the bed where she shows how much she loves to ride cock before Matt lays her back and pounds her fertile pussy. She wanted to be bred by Matt's old man sperm and she got it in a dripping creampie. College is expensive these days.

Naughty Midwest Girls - Nadia Noja

Nadia Noja - High School Teacher Reunion - E224
Released: July 26, 2022

Cleveland is famous for a few things like the Rock and Roll Hall of Fame and social media star and boxer Jake Paul. Now add to that list, hot slut Nadia Noja who is the same age and from the same part of Cleveland as Jake Paul. Nadia is working at a hotel in Cleveland when one of her old high school teachers, Mr. Davidson is back in town and staying at her hotel. She personally brings up the extra towels he requests. Then she provides the extra service of sucking his cock as well as getting fucked doggystyle, before taking him to the bed and riding his cock good. Finally old Mr. Davidson, pounds her good and fills her tight pussy up with old man sperm in a dripping creampie. Do you think he has a new favorite hotel in Cleveland? So would you rather watch Jake Paul boxing or Nadia Noja getting creampied?

Naughty Midwest Girls - Jasmine Rose

Jasmine Rose - Big Tit Cutie First Porn - E223
Released: July 12, 2022

Jasmine Rose is a 5 foot tall, 21 year old dark haired beauty from Kansas. Being a new mom she had done some nude modeling to supplement her income. She decided to honor me with doing her first video, first porn and first older guy. She had never been with a guy older than 26 before this video. After I got a look at those gorgeous full lactating tits of hers (watch for the milk squirt) it was time for her first ever blowjob on a much older cock.

Naughty Midwest Girls - Ciara Momoko

Ciara Momoko - Stripper Slut First Porn - E222
Released: May 30, 2022

Ciara Momoko is an eclectic 24 year old stripper from Milwaukee who decided to try porn. After meeting her I quickly realized that she was trying porn because she needed the money and also because had broke up with a boyfriend and really just needed to get fucked. After we learned a little about her she got naked and showed off her great body. She hadn't really had much experience with older guys so she was a little apprehensive getting sexual with a guy older than her step-father. Once I started licking and fingering her pussy and it was absolutely dripping wet, I think her concerns about my age went out the window! This horny stripper was more than ready to get fucked. After some hot doggystyle we moved to bed for even more fucking. As wet and warm as her pussy was, it was very difficult to keep from blowing my load. Finally after pounding her missionary, I blew my old man sperm all over her nice firm tummy. Hopefully we can get Ciara back for more of her pussy dripping action!

Naughty Midwest Girls - Maria

Maria - 18 Years Old Prego Latina First Porn - E221
Released: May 16, 2022

Maria is a cute 5 ft tall 18 yo. Latina who is 6 months pregnant. She had previously done a photoshoot and short BJ video with old Matt and decided she was comfortable with older cock so she came back for more. After she quietly and shyly talks about her sexual history and confesses she has never been fucked by a much older guy, she sucks old Matt's cock before he pounds her doggystyle. They then move to the bed and do some serious fucking in several positions before Matt blows his load all over her prego tummy. Watch for more of Maria! (running time 36:29)

Naughty Midwest Girls - Makayla UTR

Makayla UTR - Tinder Creampie Surpise - E220
Released: April 18, 2022

Makayla UTR is alone and horny pleasuring herself while wearing a blindfold. She finally decides to have one of her Tinder matches named Charlie come over and fuck her. She had seen photos of his dick but never his face, but at that point she didn't care. He arrives wearing a mask too and immediately begins eating her delicious, tight little pussy. Makayla didn't care at point as she just wanted his dick. She sucks his dick for a while then climbs on for some reverse cowgirl. We get some nice views of her riding dick before he fills her tight little cunt with his sperm. She finally makes him take off his mask and quickly sees that "Charlie" is her step-cousin. She has her step-cousin's sperm in her pussy! That could make family reunions a bit awkward! (running time 20:49)

Naughty Midwest Girls - Maria Anjel

Maria Anjel - Old Cock Birthday Creampie - E219
Released: April 11, 2022

Old Matt has a birthday making his cock even older. Cute teen Maria Anjel hasn't forgotten as her birthday is the same day! Maria wants to make Matt's birthday present her teen pussy all night long. What she wants from Matt for her present is to have her pussy licked by him and fucked good. She starts the birthday celebration with some nice kissing and making out before she sucks his cock good. After lots of pussy licking, old Matt pounds her doggystyle. They move to the bed and fuck hard in several positions before Matt shoots his sperm all over Maria's tight teen pussy in a messy creampie. I bet old Matt can hardly wait until his next birthday! (running time 39:33)

Naughty Midwest Girls - Caidence

Caidence - Old Cock Boyfriend Creampie - E218
Released: March 14, 2022

Caidence is old Matt's granddaughters new roommate. She comes to visit for the weekend with the granddaughter. She confides in Matt that the college boys haven't treated her very well and she wants to experience an older man's appreciation and experience. After showing her nice sized boobs to him he can't resist and in no time she is sucking his cock. After showing her old guy's pussy eating skills she is more than ready to get fucked.

Naughty Midwest Girls - Mella Megan

Mella Megan - Babysitter Interview - E217
Released: March 7, 2022

Mella Megan is a struggling college student interviewing with old Matt for a babysitter job. She quickly realizes the babysitter job is just to take care of Matt's dog and it doesn't pay very well. After it becomes apparent that pervy old Matt is fascinated with her cute looks and slender teen body, she decides to use that along with her hairy pussy and cute cocksucking mouth to get much better pay out of old Matt. She wastes no time keeping Matt's interest by sucking his cock and spreading her legs for his old cock. After lots of fucking, he unloads his old man sperm all over her teen face. It looks like teen Mella has outsmarted old Matt and improved her financial security for college!

Naughty Midwest Girls - Kitt Lacey

Kitt Lacey - Midwest Audition Creampie - E216
Released: January 26, 2022

Naughty Midwest Girls - Sierra Lynae

Sierra Lynae - Big Tit Cutie First Porn
Released: January 4, 2022

Sierra Lynae is a cute 21 year old from Florida with a gorgeous set of 36D tits. She had worked as a stripper but lost a lot of work with the pandemic and decided to try porn to replace her lost income. In her interview, we find out right away that she has always had a thing for much older guys since she was very young. So, I lost no time perving on those gorgeous tits of hers and eating her delicious pussy. You can see in the video how wet her pussy got when she was riding my cock with those gorgeous tits bouncing around. After pounding her doggystyle and missionary I blew my load all over those nice big tits.

Naughty Midwest Girls - Ashley White

Ashley White - Office Slut Creampie - E214
Released: December 8, 2021

Ashley White is interviewing for an office manager position with old Matt's company for a new office in Nashville. She has no experience for such a job but is determined to show Matt how fun his visits to his new office will be. She shows him her experience at sucking cock and taking his old dick in her young pussy. After riding his cock and getting pounded doggystyle, old Matt gives her a good fucking missionary and unloads his sperm deep in her waiting pussy in a creampie. Something tells me old Matt will be making frequent trips to his new office!

Naughty Midwest Girls - Cecelia Taylor

Cecelia Taylor - Teacher Fantasy Fuck Creampie
Released: November 13, 2021

Cecelia Taylor is back home in Wisconsin and decides to do a fun little photoshoot with old photographer Matt within sight of her Favorite NFL team's stadium called Lambeau Field. Since being in porn she has gotten more comfortable with sex with older men. In an interview with Matt, she realizes that he looks very much like one of her high school teachers that she fantasized about. So she proposes that old Matt help her fulfill her fantasy of fucking her high school teacher Mr. Johnson. Matt is totally dumfounded by her offer, but how can he say no? She wastes no time getting Matt's cock in her mouth and then wants his mouth on her pussy to experience older guy pussy eating. After some good doggystyle and riding his cock, old Matt pounds her hard missionary and fills her tight teen pussy with old man sperm in a dripping creampie. I wonder if Cecelia has any other teachers she fantasized about?

Naughty Midwest Girls - Cecelia Taylor

Cecelia Taylor - Teacher Fantasy Creampie - E213
Released: November 22, 2021

Cecelia Taylor is back home in Wisconsin and decides to do a fun little photoshoot with old photographer Matt within sight of her Favorite NFL team's stadium called Lambeau Field. Since being in porn she has gotten more comfortable with sex with older men. In an interview with Matt, she realizes that he looks very much like one of her high school teachers that she fantasized about. So she proposes that old Matt help her fulfill her fantasy of fucking her high school teacher Mr. Johnson...

Naughty Midwest Girls - Awtumm Lyxxx

Awtumm Lyxxx - Hunting Old Cock - E211
Released: October 11, 2021

Awtumm Lyxxx is over at old Matt's house visiting with his granddaughter for the weekend. Matt is doing laundry and sorting out his hunting clothes as he prepares to leave for a hunting trip. Awtumm has hunting on her mind too - she is hunting old cock. She shows up wearing mostly just Matt's orange hunting vest and teases him into playing with her. After sucking his cock good she hops up on the washing machine and shows Matt that licking her pussy would be way more fun than doing laundry...

Naughty Midwest Girls - Jessica Marie

Jessica Marie - Old Cock Breeding Creampie - E211
Released: September 28, 2021

Old Matt has his grandson visiting with his new girlfriend, 18 yo. cutie Jessica Marie. While the young guys are off playing golf, Matt stays behind and notices Jessica sunbathing nude. Little does he know that petite cutie not only wants his old cock, but also wants his old man sperm in her teen pussy. She confesses to old Matt that his grandson won't cum in her and that she has a breeding fantasy. How could he say no to that? After showing how cute she looks with a cock in her mouth, she rides his cock in many positions before taking a hot messy load of cum in her sweet little pussy in a dripping creampie. Jessica says she will be back for more of old Matt's cock and sperm. Something tells me that will be even hotter fucking! (running time 45:41)

Naughty Midwest Girls - Lainna White

Lainna White - Remember Me - E210
Released: August 29, 2021

Hotel manager Lainna White responds to a complaint from an older guest who didn't receive a senior discount. She quickly realizes that the guest is old Matt her former next door neighbor from her teen years. She had always fantasized as a teen about getting naughty with a much older guy like Matt. Even though she is married and a MILF, she decides to live out her teen fantasy. After reminding old Matt of her full PAWG butt, she sucks his cock before hopping on and riding it...

Naughty Midwest Girls - Maria Anjel

Maria Anjel - 19 YO Southern Slut Audition - E209
Released: August 5, 2021

Maria Anjel is a 19 yo. cutie from the deep south. Yeah that means she is not a midwest girl, but I think you can see why I made an exception for her. She had done a lot of webcamming and some paid social media content but had not done an official professional porn shoot. After our interview where we learn she has gone from little sexual experience to being a total slut in a year, she shows how much she loves to suck cock. She also shows how much she loves to fuck whether it be young cock or old cock.

Naughty Midwest Girls - Sofia Hart

Sofia Hart - Fiery Redhead First Porn - E208
Released: June 30, 2021

Sofia Hart is a popular escort in Atlanta with pretty red hair, a nice firebush and luscious dick sucking lips. In her spare time she enjoys watching a little porn, especially old-young porn. She had seen old Matt's video clips on some of the free porn sites. She noticed he is an older guy who has made videos with a lot of hot girls. She also noticed he had many haters in the comments sections who made fun of his old body and small dick and accused him of many nefarious deeds. This really piqued her curiosity about old Matt's videos and it strangely turned her on...

Naughty Midwest Girls - Girasol & Sunflower

Girasol & Sunflower - UTR First Porn - E207
Released: June 11, 2021

Girasol aka Sunflower is a very cute 20 yo. Latina with a gorgeous smile, cute boobs and a nice full butt. She tends to like girls way more than guys but has sort of a thing for older guys. She needed money really bad, so she agreed to do a porn audition if it was kept on the down low so her girlfriend wouldn't find out. She was very camera shy about doing photos, but got more comfortable just talking on video...

Naughty Midwest Girls - Maella

Maella - 18 YO HS Senior First Porn - E206
Released: April 29, 2021

Maella is a very cute new 18 yo. with sparkling eyes and a very cute smile. She looks so cute and innocent but in this video she definitely lets her very naughty side show. After a VERY interesting interview where she discloses she has never been with an older man she is more than eager to suck old Matt's cock. Pay special attention to her doing reverse cowgirl and spoon when fucking as she had NEVER done these positions before and old Matt had to teach her. After pounding her tight teen pussy missionary, Matt finally blows his load all over her light blonde pussy hair. Maella has indicated she wants to try more porn. With your great support old Matt will try to make it happen! (Running time 49:40)

Naughty Midwest Girls - Lola Hunte

Lola Hunter - Feature Audition Creampie - E205
Released: April 4, 2021

I am sure you have noticed that I have a lot of videos of very petite hottie Lola Hunter on my site. She has become a regular feature girl with us and will be in more videos in the future. How did she become a NaughtyMidwestGirls feature girl? She auditioned with old Matt and sucked his cock and then rode it until he creampied her. Then to seal the deal, she fucked him on the table with another creampie! How could I say no to doing lots of videos with her! (running time 28:57)

Naughty Midwest Girls - Caidence

Caidence - 18 Year Old Farm Girl First Porn - E204
Released: February 20, 2021

Caidence is an 18 yo. fun loving girl from a small town in Illinois. She needs money for college and has developed a great desire for fucking, so why not try porn. After finding out she has never fucked a guy older than 26 before she is ready to take on old Matt. She then shows off her 38C tits and nice plump farmgirl ass. After sucking him good and getting pounded doggystyle, she take his old man cum all over her tummy...

Naughty Midwest Girls - Makayla

Makayla - UTR Babysitter Interview Creampie - E203
Released: February 14, 2021

Makayla has come to interview with old Matt for a job babysitting his grandkids. She had heard he pays well but likes to play with his babysitters. She has never gotten sexual with an old guy before but decided the money is good enough to give it a try. After old Matt perves on her perky small tits, she experiences an older hard cock in her hands and mouth. To her surprise she is turned on by it and wants to fuck...

Naughty Midwest Girls - Lola Hunter & Awtumm Lyxxx

Lola Hunter & Awtumm Lyxxx - Matt's Two Sluts Meet - E201
Released: December 28, 2020

Lola Hunter and Awtumm Lyxxx decide to go jump in bed with old Matt and have some slutty fun with him. They each try to outdo each other showing off their cocksucking skills on old Matt's cock. Then they take turns riding his cock in some hot 3-way action. He lines them up on the edge of the bed and pounds their slender little butts doggystyle before flipping them over for some alternating missionary. Finally old Matt unloads some old man sperm in Lola's tight little pussy in a creampie. After a workout like that, Matt will need a good nap!

Naughty Midwest Girls - Torie

Torie - 18Y UTR Girl Dream Fuck - E201
Released: December 13, 2020

Larry has fantasized about this hot hot girl he has seen around. As he is dreaming about fucking her and stroking his cock in his dreams, the hot girl comes to him in the dream. As she brings him to reality, he realizes she is really there and she is sucking his cock. After lots of hot cock sucking, she teases him by rubbing his cock all over her pussy, before inviting him to pound her doggystyle. After blowing his load quickly on her perfect ass, she wants much more fucking...

Naughty Midwest Girls - Lilly Swagg

Lilly Swagg - Dogsitter Interview - E197
Released: August 6, 2020

Lilly Swagg needs a part time job badly to help with her college expenses. She interviews with old Matt to take care of his cute dog, but quickly realizes the pay is not near enough. Matt sees how cute she is with her braces and her nice young body and proposes that he can pay her better if she takes care of him too! She has never seen or touched an old man's penis before but decides to give it a try. After lots of hot blowjob action and some 69 action where old Matt tastes her young pussy, she rides his cock and realizes she likes it. After some doggystyle pounding and more fucking, old Matt blows his load all over her cute brace face in a hot facial. Lilly gets the job and realizes old cock is not so bad after all!

Naughty Midwest Girls - Maria

Maria - 18 Yo Sucks Photographer - E196
Released: August 1, 2020

Maria is a very shy but cute 18 yo. Latina who is only 4'11". She needs money and is comfortable with posing nude but is not sure about doing video and has never fucked an older guy before. So I convinced her to do a photoshoot and just let me have a videocam on in the corner. She decided she was ok with sucking my dick but not fucking me just yet. So we get to see this cutie show off her great boobs as she plays with old cock and I get the pleasure of eating her tasty 18 yo. pussy before she sucks my cock good and gets my load all over her boobs. (running time 33:09)

Naughty Midwest Girls - Maria Jade

Maria Jade - Hotel Marketing Slut - E195
Released: May 25, 2020

Maria Jade is a college graduate new on the job as the marketing manager for a large hotel. She meets with old Matt, who's company has had a large sales conference at her hotel for years. She quickly finds out he is considering moving his conference to a new competing hotel. Maria knows she is in trouble and must use her nice ass, legs, cocksucking mouth and tight young pussy to convince old Matt to keep his business at her hotel. After showing old Matt her pussy, sucking his cock and then riding it on the couch, she has Matt ready to fuck her good on the bed. She is impressed by the old man as he fucks her hard in several positions before pounding her hard doggystyle. With the view of Maria's great ass, he can't stand it anymore and blows his load all over it. Maria knows she has sealed the deal and offers her pussy to old Matt whenever he wants it to help her job security!

Naughty Midwest Girls - Makayla Dream

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Makayla Dream - Fuck By First BBC - E194
Released: May 2, 2020

Makayla is petite college cutie from Virginia who really wanted to be a NaughtyMidwestGirl. With her perfect small boobies, hot little ass and tight young pussy, how could I say no? She was very nervous because she had never done anything on camera before and had never been with a guy older than 35 before. After shyly answering some questions, she was proud to get naked and show off her body. We also learn she really doesn't like giving blowjobs, but really loves to fuck, and knows she has to suck dick to get fucked. Who can argue with logic like that? After showing me she could really give a great BJ she was ready to climb on and experience her first older cock. After pounding her in several positions, I flipped her on her back and fucked her until I unloaded my old man sperm deep in her little pussy in a creampie. After this first video, she couldn't wait to do more! Watch for more hot videos of her in the future! (running time 37:19) Note: as with all of our UTR girls you won't see her face publicly, but when you buy the video you see her cute face sucking cock and getting fucked!

Naughty Midwest Girls - Lola Hunter

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Lola Hunter - Tinder Fuck Creampie - E193
Released: March 28, 2020

Lola Hunter is sitting home alone in lingerie very horny checking out Tinder. One guy she has been messaging with refuses to send her face pics. She finally decides that his dick pics are too tempting and invites him over. He arrives wearing a mask and sunglasses. She still sucks and fucks him riding his cock until he fills her pussy in a dripping creampie. He finally takes his mask off to reveal he is her boss! If Lola worked for you I am sure you would want to creampie her too!

Naughty Midwest Girls - Ivy Winters

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Ivy Winters - Spanked Babysitter - E168
Released: April 24, 2018

Ivy Winters is supposed to be babysitting for old Matt, but instead she parties and trashes the house out. He comes home to find her crashed out naked from partying. He is angry so he binds her up and spanks her ass until red and then makes her suck his cock. He threatens to fuck her tight ass but instead fucks her pussy and creampies her...

Naughty Midwest Girls - Autumn Luxxx

Autumn Luxxx - Slender Inked Slut First Porn - E159
Released: April 23, 2018

Naughty Midwest Girls - Olivia Redd

Olivia Redd - First Old Cock - E160
Released: April 23, 2018

Naughty Midwest Girls - Candy Crisp

Candy Crisp - First Porn First Older Guy - E150
Released: April 22, 2018

Naughty Midwest Girls - Skyler Nicole

Skyler Nicole - Ebony Cutie Fucks Her Stepdad - E140
Released: April 20, 2018

Naughty Midwest Girls - Chelcee Clifton

Chelcee Clifton - Naughty Niece Creampie - E130
Released: April 20, 2018

Naughty Midwest Girls - Marie

Marie - Creampie My Hairy Pussy - E118
Released: April 18, 2018

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