Top 5 Babysitter Porn DVDs – They’ll Take Care of EVERYTHING

Whether you’ve had personal experiences with a babysitter or not, a lot of us have dreamed about having some naughty alone time with those cute teens walking around the house. However, most of us have to make do with babysitter porn instead of the real deal. That’s why we’re talking about the top babysitter porn DVDs that you can watch right now.

Whether you’re into the wild and naughty type or the shy and reserved ones, here are the top 5 babysitter porn DVDs of all time.

Dont Tell My Wife I Assfucked The Baby Sitter 2009

Don’t Tell My Wife I Assfucked The Baby Sitter (2009)

  • Mostly anal
  • Young pornstars
  • Amai Liu, Amy Brooke, and Madison Parker
Babysitters 2007

Babysitters (2007)

  • Directed by Robby D
  • Story-driven
  • Sophie Santi, Jesse Jane, and Teagan Presley
Babysitting The Baumgartners

Babysitting The Baumgartners (2016)

  • Based on the best-selling novel by Selena Kitt
  • Storyline is light and enjoyable
  • Mick Blue and Anikka Albrite
Babysitting The Brat

Babysitting The Brat (2018)

  • Loads of girl-on-girl action
  • Gina Valentina, Lily Rader, and Chloe Cherry
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Transsexual Babysitters 29 (2022)

  • Top best-selling babysitter porn DVD in 2022
  • Tranny porn
  • Brittney Kade, Izzy Wilde, and Zariah Aura

5. Don’t Tell My Wife I Assfucked The Baby Sitter

Don't Tell My Wife I Assfucked The Baby Sitter best porn dvd

We don’t think we need much of an explanation for this one; the title says it all. 2009 saw the release of one of the wildest babysitter porn DVDs to ever exist, and we’re glad we were alive to witness it. Don’t tell my wife I assfucked the babysitter is a 2-hour fuckfest featuring some of the naughtiest babysitters in town. The movie description rightfully states that some of the girls in the video are brats while some are horny; either way, everyone gets a long hard cock deep in the ass. That’s plain and simple enough for ya!

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The movie displays some of the hottest, youngest and naughtiest babysitters doing things that no babysitter should ever do. These women are preyed upon by older men who want to get inside their pants; here’s a spoiler, they always do! Whether it’s doggy, missionary, cowgirl, or any position, you name it; these babysitters are willing to do it. With an A-lister cast including Amai Liu, Amy Brooke, and Madison Parker, Don’t tell my wife I assfucked the babysitter is every man’s wet dream.

4. Babysitters

Babysitters 2007 best adult movie

Babysitters was released in 2007 and is one of the kinkiest and most mischievous porn movies till date, easily a modern classic. Directed by the tenacious Robby D, Babysitters is a steamy sex-filled drama with an exciting storyline. The movie shows us the different effects that babysitters have on various people. While some of these beautiful baddies have a playful relationship with their employers, others have a more dramatic bond. Either way, lots of babysitter sex follows suit.

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The movie features some of the most seductive starlets in the porn industry. We’re talking about the glamorous Sophie Santi, the electrifying Jesse Jane, and the alluring Teagan Presley. Combined, they bring to screen some of the kinkiest and naughtiest babysitter sex scenes in the history of porn. While the sex scenes are amazingly horny, the dramatic storyline gives it a soap opera feel, adding to its overall kinky quality. It’s definitely one of the greatest babysitter porn movies of all time, and it is available for you to watch right now on DVD.

3. Babysitting The Baumgartners

Babysitting The Baumgartners best porn dvd

Babysitting The Baumgartners tells the story of a shy but sexually curious babysitter who starts exploring her kinks with her deviant employers. Doc and Carrie Baumgartner are not your typical married couple and have some incredibly kinky ideas in their minds. And who better to explore these ideas with than the young and chirpy babysitter, Ronnie? What follows is a journey of sexual exploration, unleashing the trio’s inner desires as they indulge in each other’s bodies. Boundaries are totally non-existent, and nothing is off-limits!

Based on the best-selling novel by Selena Kitt, Babysitting The Baumgartners is a delightful experience featuring some steamy erotic scenes. The storyline is light and enjoyable, and the accompanying sex scenes are every bit as dirty as we want them to be. We like how Ronnie’s sexual awakening escalates step by step and explodes in a series of threesome sessions. Her transformation from the shy and reserved girl to the naughty babysitting sex diva is something worth witnessing. What’s more, the movie features AVN award winners Mick Blue and Anikka Albrite as the notorious Baumgartners; what’s not to love here?

2. Babysitting The Brat

Babysitting The Brat best sex dvd

Babysitters have long been the secret desire of countless horny men, but that doesn’t mean this desire should be limited to a single gender. After all, why should men have all the fun? Presenting to you, Babysitting The Brat, a fresh take on the babysitting porn genre that features loads of girl-on-girl action. The movie shows three intimate stories filled with some of the naughtiest lesbian shenanigans. Hidden desires are unraveled, and bodies are explored; it’s a lesbian-themed babysitter spectacle!

We love how the movie tries to do something different with the babysitter genre, which had been going quite stale otherwise. It features some of our favorite pornstars like Gina Valentina, Lily Rader, and Chloe Cherry, amongst others. The performances are charming, the sex scenes are erotically charged, and the plot line keeps things interesting. To top things off, the movie was directed by a female director, so that’s a win for the world. Don’t miss this gem of a movie if you love watching lesbian porn!

1. Transsexual Babysitters 29

Transsexual Babysitters 29 best porn movie

Transsexual Babysitters 29 is currently the top best-selling babysitter porn DVD in 2022 and is definitely worth your time. Tranny porn has come a long way in the industry, and we’re glad to see that the genre is exploring new concepts. That being said, Transsexual Babysitters is a kinky take on the world of babysitting, featuring loads of beautiful T-girls to excite the senses. Brittney Kade, Izzy Wilde, Pixi Lust, and Zariah Aura are on the prowl, seducing older men with their irresistible bodies. What follows is a series of sexcapades that are too naughty to describe.

If you’re new to the world of tranny porn, we recommend starting with this erotically charged T-girl delight. Transsexual Babysitters was an unexpectedly refreshing experience for us, even though we were newcomers to the whole T-girl genre. Shemales have never looked this appealing before, and we’re glad to say we enjoyed every bit of it. The sex scenes are playful and steamy and give us lots of fap-worthy moments to be enjoyed in the privacy of our rooms. These tranny babysitters are everything a man wants from a woman and so much more!

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I'm the owner and author of JezebelCams. JezebelCams is about entertaining and informative articles for fans and workers in the industry. I write every article with full respect for the real stars.