Their date takes place in Downtown Los Angeles, where Kira and John enjoy the metropolitan vibe on their romantic night out before heading in for a wild night of sexual delights.
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Cherie Deville – Legendary Anal Vol 1 2023 1080p
Lovely enchantress Cherie Deville is home from a night out and has a BBC to play with to finish off the night. He can’t get his pants off fast enough for her to begin sucking on his rock-hard cock. She is so eager she gags on it as she sticks i… Go To Video →
Caitlin Bell – Date Nights Vol 1 2023 1080p
The premise of the scene is John is taking sexy hotwife/MILF Caitlin Bell out on a date Saturday night and they go back to his place to get to know each other more. By the end of the night, they know everything about each other.
… Go To Video →08-01-2024 – Kelsey Kane, John Legendary – Big Poolside Booty 2160p
We have the amazing Kelsey Kane with us today. She has a fit body, amazing personality and the most round big booty you have ever seen. She is ready to shake that ass and show it off for us! She is not alone, here to please that booty is John Legenda… Go To Video →
Esperanza Gomez & Miss Lexa – Cheating Gorgeous Sluts Ditch Husbands & Gets BBC Creampie 1080p
I was on a lavish vacation in Miami, indulging in the sun and the company of incredibly alluring women. Two particularly seductive sluts had just disembarked from their yacht and left their wealthy husbands behind. These women were on a mis… Go To Video →
Esperanza Gomez & Miss Lexa – Cheating Gorgeous Sluts Ditch Husbands & Gets BBC Creampie 1080p
I was on a lavish vacation in Miami, indulging in the sun and the company of incredibly alluring women. Two particularly seductive sluts had just disembarked from their yacht and left their wealthy husbands behind. These women were on a mis… Go To Video →
Mona Azar – Date Nights Vol 5 2023 1080p
John and Mona have a wild, uncontrollable lust and excitement-filled night under the bright lights of Downtown Los Angeles. The night was so wild that John lost his bowtie. This installation is far raunchier than the previous four, so be re… Go To Video →
Kazumi – Date Nights Vol 6 2023 1080p
Marketing exec turned OnlyFans millionaire creator Kazumi Squirts is a hot commodity right now, and she jumped at the chance to film with John Legendary and be part of his Date Night series. The premise behind “Date Nights Vol. 6R… Go To Video →
Kenzie Anne – Date Nights Vol 10 2023 1080p
I’ve waited a very long time to take Kenzie Anne on a date. Through my persistence she finally obliged. I can say for certain that it was definitely worth the wait. She had me first with the sound of her voice, but then when she looked up at … Go To Video →
Mina Luxx – Date Nights Vol 8 2023 1080p
Mina Luxx is getting her chance to know the eligible bachelor even better. John has had his eye on Mina for a while and was intrigued by her innocent demeanor. So he decides to keep it chill and take her out on a coffee date at a cute DTLA cafe. John … Go To Video →
Blake Blossom – Date Nights Vol 2 2023 1080p
John and statuesque busty, blonde stunner Pet, Babe of the Month, and All-Star Blake Blossom created some incredible magic together. Their date started with undeniable chemistry and attraction and continues in a more intimate setting. … Go To Video →
Kayley Gunner – Date Nights Vol 3 2023 1080p
Army vet and big-boobed blonde with bodacious booty Kayley Gunner was drawn to John Legendary and made him rock hard for an hour in bed. She was dressed in black and her curvy body are super hot in all the positions they are fucking together.
… Go To Video →08-01-2024 – Kelsey Kane, John Legendary – Big Poolside Booty 1080p
We have the amazing Kelsey Kane with us today. She has a fit body, amazing personality and the most round big booty you have ever seen. She is ready to shake that ass and show it off for us! She is not alone, here to please that booty is John Legenda… Go To Video →
23-12-2023 – Ashlyn Peaks, John Legendary – Sexy Massage techniques 2160p
Ashlyn Peaks is too tired to work out. John Legendary, her trainer, offers a massage to get the muscles loose. She takes off her shirt, and her tits uncontrollably jiggle everywhere. John goes crazy about the site of the jugs. He starts massa… Go To Video →
23-12-2023 – Ashlyn Peaks, John Legendary – Sexy Massage techniques 1080p
Ashlyn Peaks is too tired to work out. John Legendary, her trainer, offers a massage to get the muscles loose. She takes off her shirt, and her tits uncontrollably jiggle everywhere. John goes crazy about the site of the jugs. He starts massa… Go To Video →
24-11-2023 – Jazmin Luv – Jazmin Luv Gets Oiled Up and Gets Her Shaved Pussy Pounded 1080p
Jazmin Luv was an absolute animal in this one. She got all oiled up in her sexy yellow lingerie and then went to town on a huge cock. She poured oil into her mouth before deepthroating, then got her shaved pussy pounded before eating up all the cu… Go To Video →
24-11-2023 – Jazmin Luv – Jazmin Luv Gets Oiled Up and Gets Her Shaved Pussy Pounded 2160p
Jazmin Luv was an absolute animal in this one. She got all oiled up in her sexy yellow lingerie and then went to town on a huge cock. She poured oil into her mouth before deepthroating, then got her shaved pussy pounded before eating up all the cu… Go To Video →
23-09-2023 – Ashlyn Peaks, John Legendary – Horny for the Roommate 1080p
Ashlyn Peaks was taking a shower, washing her breasts when she got horny for her. roommate. She called him into the shower and asked him to wash her back. John Legendary was first shy about it but then quickly learned to appreciate that big ass … Go To Video →
Rewarding Their Honesty – Octavia Red – 2023-08-16 – 1080p
John Legendary and his girlfriend April Olsen have been seeing a relationship coach, Octavia Red, and things have been going swimmingly. They’ve been partaking in one particular exercise that has yielded many positive results. O… Go To Video →
Slimthick Vic – Big Ass Getting Fucked – 2023-04-24 1080p
Flown all the way from Miami to LA for one of the most amazing and biggest asses! That big ass belongs to Slimthick Vic, who not only has a huge ass, but has one of the most beautiful faces and banging body. She is joined by John Legendary who fucks … Go To Video →