https://www.anarchyporn.com/models/maitland-ward/ Mon 27 Apr 2026 16:52:29 +0200 https://www.anarchyporn.com/video/3372/milfy-ultimate-milfs-brandi-and-maitland-share-a-b-day-bbc/
It's the dream team you've been dying for: Maitland wanted her birthday to go by unnoticed, but Brandi decided it would be a good time for the two of them to MILF-off with the new guy on the block. There goes the neighborhood - don't say we didn't warn you. ]]> Tue 24 Mar 2026 12:51:04 +0200 https://www.anarchyporn.com/video/3372/milfy-ultimate-milfs-brandi-and-maitland-share-a-b-day-bbc/ https://www.anarchyporn.com/video/3367/milfy-hungry-milf-maitland-devours-every-inch-of-his-cock/
The hottest homeowner in the neighbourhood teaches a lawn care worker how to trim her hedge. ]]> Tue 24 Mar 2026 12:06:04 +0200 https://www.anarchyporn.com/video/3367/milfy-hungry-milf-maitland-devours-every-inch-of-his-cock/ https://www.anarchyporn.com/video/3025/deeper-mistress-maitland-1-2/
THE ULTIMATE MAITLAND WARD COMPILATION ]]> Sat 21 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3025/deeper-mistress-maitland-1-2/ https://www.anarchyporn.com/video/3022/deeper-muse-1-compilation/
THE AWARD WINNING MUSE 1 COMPILATION ]]> Sat 21 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3022/deeper-muse-1-compilation/ https://www.anarchyporn.com/video/3018/deeper-little-dragon-has-twisted-threesome-with-2-strangers/
Little Dragon reminds Maitland of her former self: a young redhead feigning modesty while all the signs of a much richer life are hiding in plain sight. Scaring her into not losing any more time, Maitland creates a new game. She raises the stakes so that this younger woman is either forced to lie and forgo a life changing sum of cash or admit something about herself in order to keep the riches. Part 3 of 5 ]]> Sat 21 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3018/deeper-little-dragon-has-twisted-threesome-with-2-strangers/ https://www.anarchyporn.com/video/3017/deeper-unstoppable-maitland-has-crazy-anal-with-stranger/
At a premiere the same night, one of Maitland's costars invites her to come home with him. Her response is that she'll only come to him if he can present her with something better than what she might find herself, and so sets off adrift through a seedy urban nightscape in this game they've created. Maitland's next mark is easy. He's already watching her. Part 2 of 5 ]]> Sat 21 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3017/deeper-unstoppable-maitland-has-crazy-anal-with-stranger/ https://www.anarchyporn.com/video/3012/deeper-elite-top-model-compilation/
TOP MODEL COMPILATION ]]> Sat 21 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3012/deeper-elite-top-model-compilation/ https://www.anarchyporn.com/video/3127/tushy-maitland-ward-has-intense-double-penetration-orgasm/
Maitland has made her mark in Hollywood, and now she calls the shots. She's auditioning two guys for one provocative role but she has three parts that need filling. ]]> Fri 20 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3127/tushy-maitland-ward-has-intense-double-penetration-orgasm/ https://www.anarchyporn.com/video/3028/deeper-muse-2-compilation/
THE AWARD WINNING MUSE 2 COMPILATION ]]> Fri 20 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3028/deeper-muse-2-compilation/ https://www.anarchyporn.com/video/3019/deeper-maitland-ward-sets-her-sights-on-her-latest-prey/
Still looking to cram in another hit before she comes to Seth again, Maitland snatches an easy target in the form of a wheelchair-bound man left waiting outside. Part 4 of 5 ]]> Fri 20 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3019/deeper-maitland-ward-sets-her-sights-on-her-latest-prey/ https://www.anarchyporn.com/video/3020/deeper-maitland-wards-exclusive-first-double-penetration/
Maitland connects again with the costar with whom she's played this evening's game. As she runs a straight-edged razor across his throat to make herself a smoother seat, Seth introduces his offering. He says, "I know bodies won't impress you, but you've always been a sucker for context," and with that delivers to Maitland what he knew she'd been holding out for: a DP with the two men she's only ever allowed to play coy with on screen. The pair return to the set of their sitcom, where Mick waits patiently. Maitland pulls him up by the throat and sizes him up as she snarls, "Make it count". Part 5 of 5 ]]> Thu 19 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3020/deeper-maitland-wards-exclusive-first-double-penetration/ https://www.anarchyporn.com/video/3054/deeper-a-taste-of-maitland-compilation/
The Maitland Ward Showcase Compilation - In celebration of Deeper.com's 5th anniversary, we're thrilled to offer this exclusive bonus compilation featuring samples of Maitland Ward's award-winning Deeper showcases, including the critically-acclaimed films "Drive," "Muse Season 1," "Muse Season 2," "Mistress Maitland," and "Drift." ]]> Wed 18 Mar 2026 00:00:00 +0200 https://www.anarchyporn.com/video/3054/deeper-a-taste-of-maitland-compilation/