Teen Hitchhikers. Rebel Lynn wants to go to California so Kurt picks her up because he is going there too. She needs a place to stay, so Kurt invites her…

First aid has never been so much fun!. Scenes Include. You’re No Nurse. After Dr. Deen warns old man hoagies about his lewd behavior, the old man crosses the line….

The best squirting pussy from Brazzers top pornstars!. Scenes Include. The Only Roommate. Jenna and Nikki have a new roommate this week, Mr. Johnny Sins. All he’s looking for is…

The world’s hottest asses getting stuffed with the biggest cocks!. Scenes Include. Put It In My Bum, Chum!. After a fun night of partying and teasing Kieran and Alanah make…

The hottest teachers & the horniest students!!!. “School Slut Initiation”. Haley wants to be a slut in school but she has to be initiated before she can attend the cool…

First Aid Has Never Been So Much Fun!. “Mammograb My Girlfriend” – During a routine doctor exam, things get heated between Dr. Nikki Sexx and her patient, Nikki Benz, during…

The best squirting pussy from Brazzers top pornstars!. Scenes Include. Buttfucking The Bully. Danny figures out what Bonnie really wants is to gag on his manhood. He gets a chance…

Big Tits At School Vol. 8. Awards for “Big Tits At School Vol. 8”. Smack My Naughty Ass Pink. Kagney gets cuaght cheating on a test and is sent to…

All anal!. I Want to Play a Game – Phoenix and Ricki wake up chained in a filthy bathroom together. To survive the big butt maniac, they must get their…

The hottest busty cock craving babes!. Scenes Include. Ministry Of Pound. Jayden is dancing her ass off at the latest rave scene with her sexy girls. She’s busting moves, dancing…

The hottest teachers & the horniest students!!!. “Mean Teacher Fucks Her Former Student”. Johnny, now a wealthy pharmaceutical chemist, makes a surprise visit to his old teacher Mrs. Rae. She…

Big Tits at School Vol. 4. Jenaveve is your typical teacher’s pet! Once all the students left class she saw the chance to fuck Professor Mountain!. Professor Dollar is tired…

Baby Got Boobs Vol. 12. Scenes Include. Who Looks Hotter?. Jayden James and Kagney Lynn Karter need to choose the hottest outfits for a music video audition. Come bounce with…

The hottest pornstars getting the happiest of endings!. Scenes Include. Amicable Payment. Jayden really needs a massage, so she decides to take a chance and order in a male masseur….

Sensual Harassment. Sensual Harassment. When Johnny Sins’s boss, Alena Croft, called him into her office for a little chat. Since Alena knows that Johnny’s a little shy, she calls in…

Getting fired was just the beginning.. Fired from her clinic job of researching erectile dysfunction, Jesse Jane and her newly unemployed co-worker Lilly Banks want to continue helping guys find…

LeWood Gangbang: Battle Of The MILFs 3. In LeWood Gangbang: Battle Of The MILFs 3, a couple of experienced, insatiable sexual athletes test their limits in full-on group sex spectacles….

Teens Love Huge Cocks Vol. 23. Rosylin was thinking of a way to surprise her BF. After a few minutes, she had the brilliant idea of covering her pussy with…

I Share My Hot Blonde Wife With Young Stud. Addison and I have been talking about experimenting in the bedroom and bring in a young stud for her to play…

Vagitarians. In Vagitarians, master director Chris Streams serves up a raw, meaty menu of fresh, steaming twat. Heavily hung studs gorge themselves on all-natural, young beauties with desperately hungry pussies….

Family Reunions 2. Lily is home from college, and her boyfriend needs a guarantee that she still has feelings for him. Dana is a concerned teacher who only wants the…

My Mother’s Best Friend. Johnny has the perfect life, a hot young girlfriend, loving parents, and an acceptance letter to an Ivy League law school. The only problem is, he…

Sinful Seductions. Stepmothers have long been associated with bad – even evil–behavior. Which is why young Tera Dice is more than a little suspicious of Dad’s hot, new wife(Michelle Lay)….

Best Blonde Babes. JamesDeen.com presents the ultimate compilation of blondes. Watch over four hours, starring eleven blondes that either get their pussies pounded by Deen or their ass or sometimes…

Round And Brown Vol. 46. Stop Rollerblading: Anika Andrews and Johnny Castle are new step-siblings and they just moved into the same house. She loves her roller skates and she…

Pussy Is The Best Medicine 6. Going Under: Johnny Sins is going in for surgery and being put under the gas by an insanely hot anesthesiologist, Brett Rossi. The moment…

Femdom Strap-On Threesome. A different kind of threesome, one where we make you airtight! Johnny and Summer take turns fucking you with their big strap-on cocks, from your POV.

The 20 Year Old Virgin. Johnny is a bit of a neat freak, the kinda young man that doesn’t get out much. He is a little enamored with his new…

Real Porn Adventures 3. Sometimes porn’s hottest moments happen before, or after, the scripted sex scenes. That’s why James Deen keeps the camera rolling. He wants to capture the Real…

Visiting The Doctor Was Never This Much Fun!. Abby Rode: Uh oh!!! Johnny is in a bit of a predicament. Dr. Rode says he’s 4 pounds overweight and he won’t…

Doctor Adventures Vol. 7. “Doctor Vaggy Lessons”: After injuring Mason with a dildo, her husband rushes her to the hospital. Dr. Monroe is able to help and also gives Johnny…

The classic tale you remember… and the sex you could only imagine… until now.. Sweet Sinner pulls out all the stops in this incredible tale of intense older/younger passion that…

The world’s hottest asses getting stuffed with the biggest cocks!. Scenes Include. The Anal Penetrators. Bobbi and Sophie are the anal penetrator’s biggest fans and they are actually willing to…

UK TGirls #2: Banging British Blondes. Let’s shag, baby! Five horny blonde Euro transsexuals are ready for cock. They want it in their mouths and up their bums and they’re…

The college co-ed everyone is talking about stars in every scene!. 2015 XBIZ Award Nominee for Vignette Release of the Year.. You’ve seen her face and story splashed across the…

Big Titted Nurses 2. 2021 AVN Award Nominee for Best Curve Appeal Movie. Nurse Bunny Colby gives her patient, Johnny Goodluck, some of her “magic potion” and makes sure it…

Keepin’ It Fresh #4. Keep it hot and keep it fresh! That’s how we do it at digital sin! So come and have some fun with 5 cute young girls…

Fresh Breed 5. Madelyn Marie is a 1st timer who’s looks say it all! She loves to fuck! Madison Scott does her first DP where Gina and Johnny swap off…

Fugitive 2, The. Carla manages to escape Patrick’s trap and runs back to Frank’s arms. They decide to flee from Sydney and cross the Australian Outback to meet up with…

All anal!. Big Butt Masterpiece Theatre Prison guards Tory and Mya are providing some anal rehabilitation for their inmates. When Johnny Sins comes to their prison, Tory and Mya take…

Cheeky 9. Thicc and lovely Ivy sets her eyes on our stud’s pole, ready to pop her teen pussy on the spot. She bends over and whimpers as he pulverizes…

Nach kräftezehrendem Transatlantik-Flug erholt sich Flugkapitän Marco im Hotelzimmer mit den analfixierten Saftschubsen Anissa und Donna, bis den Girls seine ungelegten Eier millionenfach um die Ohren fliegen. Die dicktittige Kaffee-Schwester…

Sis Loves Me 9. When Johnny is in his music room trying to come up with a beat, stepsister Vivian Taylor asks him if he can teach her how to…

Too Big For Teens 13 Dillion and Johnny are ready to take their relationship to the next level, but there’s just one problem. Johnny has a monster of a cock…

Alina’s big treat! Alina goes over to her friend’s house only to find out that she’s not there, meanwhile Billy hurts his finger and goes to clean it up. Alina…

Creampie Virgins Ashley found out that her boyfriend is cheating on her, so she figures out the best way to get revenge: getting his best friend to come right inside…

Too Big For Teens 14 Whitney drops off a pizza for Manuel, when he realizes he doesn’t have enough money to pay he just downright refuses to pay. Whitney refuses…

Corrupt Schoolgirls 7 Lola’s sister asks her to take a test for her. Mr. Everhard cant believe that she got all the answers right, but Lola still thinks she can…