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Bill Bailey - HD Videos 192

  • March 11, 2018

When Jessa married an older man, she didn’t exactly think about the problems that may arise with that sort of situation – specifically, in the bedroom. While she’s managed to stay faithful to her doting husband for a significant stretch, she’s starting to reach a breaking point: if she sees ...

  • January 09, 2018

With his fashion line’s most important photoshoot just around the corner, Bill Bailey calls in a last minute model to help showcase his collection. Unfortunately, he got more than he bargained for with Ivy Lebelle’s, well, assets. After struggling to get her into the clothes he designed, she has...

  • October 02, 2017

Jillian is in a loving relationship with her boyfriend. The only problem is that she likes a big cock in her ass and her boyfriend’s just doesn’t cut it. When one of his friends come over for an afternoon pool sesh, she thinks nothing of it, until he strips down to his bathing suit to reveal the...

  • August 03, 2017

After Bill refuses to let Bailey and her friend into the club, Bailey sticks around to keep the busy bouncer company. Lucky for us, Bailey knows that the only thing more fun than getting in the club is getting off outside of it!

  • July 27, 2017

Newlyweds Bill and Kagney are honeymooning at an all-inclusive resort where they spend their days tanning, swimming and fucking. After a quick swim Kagney is ready to fuck again, but her husband is worn out and needs to take a nap. This horny bride needs cock now, and she knows how to get it: by sed...

  • June 16, 2017

Keisha has been waiting all day for her boyfriend to come over. She decided to keep herself busy with a little phone sex session, teasing her clit while he tells her how hard he's going to be fucking her. It all comes crashing down when her boyfriend tells her she's going to have to wait a little lo...

  • June 09, 2017

Bill keeps trying to quit smoking, but his roommate Brooklyn doesn't believe he can - although she just happens to have a smoking hot booty to taunt him with. Annoyed at how Bill keeps falling off the nicotine-laden wagon, Brooklyn bets him with her ass: if he can make it one day, she'll do a butt-s...

  • April 22, 2017

Amber Ivy is a redhead who loves oil, pantyhose and anal. We made her naughtiest dreams come true by giving her all three in one day!

  • April 17, 2017

It's not Easter without anal! Bridgette B is eager to hop on to some cock and be the fuck bunny of your wildest dreams!

  • March 08, 2017

Abella Danger is trying out for her college basketball team. Head coach Bill Bailey is there to watch her game, but he can’t help but be obsessed with staring at her huge ass! When Abella has trouble dribbling, her coach steps in to help her out. Mr. Bailey decides to test Abella’s concentration...

  • March 01, 2017

Bill Bailey is the CEO of a pantyhose company, and he's on the search for the perfect topless model for his ad campaign. He rounds up the hottest girls for auditions, and they show off some sheer, sexy pantyhose - and their bouncy boobs, of course. Karlee's amazing big naturals make her a clear cont...

  • February 22, 2017

It’s the last day of the convention and Bill has accepted he’ll be forever alone. Only when he looks up from his stupid smart phone game, he realizes the amazing Japanese export standing right in front of him. Ayumu isn’t exactly interested in seeing Bill’s nerdy otaku stuff he picked up at ...