https://www.429men.com/sites/legendary-x/ Fri 01 May 2026 09:21:43 +0200 https://www.429men.com/videos/267633/three-the-hardway-xxx-vol-1/
The premise of the all-star scene has him checking out the Last Book Store for some reading material that lets him feel the sensations of pages sliding through his fingers. In the crowded bookstore, he spies two sexy women in trench coats Skye and Kayley . When hes in the same aisle as the two blonde beauties, he finds it hard to focus on the books. They share a moment before John leaves the book ]]> Sun 22 Feb 2026 12:36:54 +0200 https://www.429men.com/videos/267633/three-the-hardway-xxx-vol-1/ https://www.429men.com/videos/340813/date-nights-vol-3/
Army vet and big-boobed blonde with bodacious booty Kayley Gunner was drawn to John Legendary ]]> Fri 20 Feb 2026 11:30:12 +0200 https://www.429men.com/videos/340813/date-nights-vol-3/ https://www.429men.com/videos/414359/date-nights-vol-8/
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 tries to play it cool, and the witty banter lets his mind wander to thoughts of what hed like to do to her. He walks her back to her apartment, but M ]]> Wed 18 Feb 2026 22:31:22 +0200 https://www.429men.com/videos/414359/date-nights-vol-8/ https://www.429men.com/videos/248748/date-nights-vol-4/
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 ]]> Mon 16 Feb 2026 08:13:39 +0200 https://www.429men.com/videos/248748/date-nights-vol-4/ https://www.429men.com/videos/363696/date-nights-vol-5/
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 ready. John and Mona get crazy in the restaurant bathroom ]]> Tue 03 Feb 2026 22:53:36 +0200 https://www.429men.com/videos/363696/date-nights-vol-5/ https://www.429men.com/videos/341927/insatiable-milfs-vol-1/
Insatiable MILFs Vol. 1 has John starring opposite Brittany Andrews. Looking studious in his glasses, John ventures out to take a break from studying when he runs into Brittany, a hot MILF with huge tits. John was just trying to grab a coffee and get through his calculus homework. But Brittany had other ideas, and that was tutoring him in biology and anatomy. No actual studying was done that day b ]]> Mon 02 Feb 2026 17:19:57 +0200 https://www.429men.com/videos/341927/insatiable-milfs-vol-1/ https://www.429men.com/videos/343526/date-nights-vol-7/
For "Date Nights Volume 7," John Legendary cast camgirl, model, podcaster, and curvaceous stunner Melissa Stratton as the female lead. The scene opens with Melissa agreeing to meet him for dinner and potentially join his stable of sugar babies. Melissa definitely has his attention, and Johns smile and good manners will get him everywhere with her. Dinner leads to dessert back at Johns place. Melis ]]> Wed 28 Jan 2026 09:00:21 +0200 https://www.429men.com/videos/343526/date-nights-vol-7/ https://www.429men.com/videos/361456/three-the-hardway-xxx-vol-9/
Alexis Fawx and Crystal Rush are having a great time shopping and after meeting John they are going to top it all off with a super sex session. They look amazing in their sheer lingerie with their big tits and nice round asses wearing their high heels. They cant wait to get Johns pecker out of his pants so they can lick and suck it. Everyone is in on the action as pussies get licked, Johns dick an ]]> Fri 16 Jan 2026 08:14:01 +0200 https://www.429men.com/videos/361456/three-the-hardway-xxx-vol-9/ https://www.429men.com/videos/374953/date-nights-vol-2/
John and statuesque busty, blonde stunner Penthouse Pet, Bang! Babe of the Month, and Team Skeet All-Star Blake Blossom created some incredible magic together. Their date started with undeniable chemistry and attraction and continues in a more intimate setting. In the 38-minute video, Blake holds nothing back and lets John know she wants him in more ways than one. To say she made a good first impr ]]> Mon 12 Jan 2026 11:52:38 +0200 https://www.429men.com/videos/374953/date-nights-vol-2/ https://www.429men.com/videos/81737/date-nights-season-2-vol-1/
After a night out, La Sirena 69 wants to play with Johns balls. They make it back to his place and she is quick to deepthroat his dick and lick his nuts. She really works his cock using both hands and her mouth, slobbering all over it and thoroughly enjoying what shes doing. Then she lays back and has him slide his well lubed pole into her eager pussy. John hammers away as he squeezes her huge, pi ]]> Fri 19 Dec 2025 18:33:28 +0200 https://www.429men.com/videos/81737/date-nights-season-2-vol-1/ https://www.429men.com/videos/130691/date-nights-vol-9/
I took Queenie Sateen on a date for ice cream. Find out exactly how I satisfied her sweet tooth ]]> Sat 29 Nov 2025 08:56:04 +0200 https://www.429men.com/videos/130691/date-nights-vol-9/ https://www.429men.com/videos/146944/legendary-anal-vol-1/
Lovely enchantress Cherie Deville is home from a night out and has a BBC to play with to finish off the night. He cant 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 it down her throat. Her real goal tonight is to get his dick up her ass, as she bends over in front of him and begs to have his pole deep inside her back door ]]> Sun 23 Nov 2025 16:57:10 +0200 https://www.429men.com/videos/146944/legendary-anal-vol-1/