There are scads of babysitter porn out there. Seriously, a girl can’t comb through her favorite porn site without finding dozens of examples in Recently Added. Dig a little deeper and you’ll find whole categories dedicated to the subject. Don’t believe me? Check out all this babysitter porn on HotMovies – babysitters galore! And you know what? I LOVE it! It’s a tale as old as time… husband comes home early to find babysitter looking delicious and irresistible, he fucks her, she leaves just before the wifey arrives. Or sometimes, the couple comes home together looking for some naughty fun with their teenage babysitter. This last one is a fave of mine.
But what about those times when things get a little crazy? When bondage, spanking, and face-fucking are in order for the misbehaving babysitter? Well now, that’s a bit more interesting, isn’t it? Let’s take a look at a few bad babysitters that need to be punished for their wrongdoings and see how these naughty nannies hold up under the pressure!
Sex And Submission #9 Featuring Mark Davis & Kat
In this lascivious feature from Kink.com, Kat plays the role of the adorable teen trying to make some money babysitting. Being so petite and having braces certainly helps to lend credibility to the character! So Kat puts the kids to bed, finds a porn stash, and falls asleep on the couch. When big daddy Mark Davis arrives home to find Kat asleep, he decides to teach her a lesson. Of course, nobody ever said the lesson wouldn’t be totally enjoyable for them both! He suggests that Kat should stay the night, and she readily agrees, having no idea what she’s in for!
It starts out pretty tame, with some heavy petting, undressing, and then Davis licking Kat’s pussy like a true pro. But things quickly take a turn for the dark side as Davis orders Kat around and chokes her while she’s undressing him. Kat submits to every demand; she licks and sucks Davis’ toes, calmly accepts being choked several times, and lays over his knee so Davis can spank her bare bottom! Perhaps deciding he needs a more secluded spot in which to ravish young Kat, Davis takes her down to his dungeon and the fun continues! Arms tied behind her, Kat is gagged with a ball gag and then Davis’ stiff cock! He crams it down her throat until she’s choking, saliva running from her mouth when he finally pulls his dick out. He does this repeatedly, even plugging her nose at times to up the danger level!
Next, Davis applies painful clamps to Kat’s tender nipples, roughly fingers her pussy, and then orders her to sit on his cock. He later removes the nipple clamps, only to add clothespins to her breasts and cheeks before plunging his rigid pole deep inside her tight ass! Davis piledrives Kat’s ass hard, thrusting his cock into her asshole, balls-deep, over and over! Clamps still attached to her tortured body, Davis stands her up and continues to fuck her ass while standing. After using her as he pleases, Davis shoots his hot load onto Kat’s tiny tits. He ends the scene by admonishing Kat not to tell anyone!
Family Fantasies – MILF 563 – Babysitter Payback Again
My next selection comes from a film by Red Milf Productions, featuring a naughty babysitter who keeps getting caught stealing from her employer! Leihla, aka Aliysa Moore, plays the recalcitrant teen who agrees to be used as a sex toy by her employer in return for not turning her thieving ass in to the police. Lucky for us, this tawdry teen can’t keep her sticky fingers to herself, and is once again caught in the act! This time, he’s going to show her who’s boss!
First, he handcuffs her as she complains. She quiets down when he begins kissing her neck and fondling her breasts, but he’s just teasing! He sits down quickly, flips her over his knee, and spanks her! Leihla is humiliated! Her boss then finger fucks her as she lies helpless across his knees, unable to move. He is furious she’s broken their agreement! Looking only for his own pleasure, he turns her onto her back and goes down on her, tasting her sweet teen pussy with glee. But once he’s gotten it nice and wet, he gets her up and bends her over the arm of the couch in order to take what he really wants! He fucks her hard from behind, slamming in and out of her, using her. When he finally cums, he aims for her ass, covering it with his hard-earned cream.
After he comes on her ass, he makes Leihla turn around and get on her knees. Now it’s time to suck him off! No more lies from this bad babysitter! Leihla sucks her employer’s cock, eager to be done with her punishment and be assured he won’t call the police about her stealing. It takes several minutes before he is ready to cum again, and when he finally releases his second load, it’s all over Leihla’s tits. I bet she’s learned her lesson now!
Sex And Submission – Featuring Carter Cruise And Bill Bailey
I’ve chosen another scorcher from Kink.com for the next title on this list. In it, Carter Cruise plays the immature babysitter who feels entitled to snoop around her employer’s home. She finds his sex room, starts to masturbate, and is caught red-handed by the man of the house! Bill Bailey strides into the room and takes control. Furious the babysitter has taken such liberties in his home, he decides she must learn her place. He uses humiliation to break her down, forcing her to admit she was playing with her pussy. He slaps her and spits in her face, terrifying the young girl and forcing her to submit to his will. Bailey is intent on teaching Cruise who is in charge!
Cruise is instructed to continue playing with her pussy while Bailey fucks her mouth, gagging her with his cock. Next, Bailey binds Cruise to a step ladder, her legs and arms confined within the tight ropes, prohibiting her from moving. There is an anal hook deep inside her ass, the other end secured with rope to her ponytail. Bailey then whips Cruise, forcing her to say, “I want to be a woman,” with each stroke of the whip. He taunts her as he whips her, breaking to kiss her passionately before slapping her face. He teases her with a vibrator on her pussy, not allowing her to cum. He fucks her face while she is bound, slapping her face with his dick, spitting on her, and continuing to taunt her. In a rare moment of defiance, Cruise spits in Bailey’s face! To punish her, Bailey crams his foot in her mouth, humiliating her further and telling her she is garbage.
When Bailey finally fucks Cruise, he slides into her from behind, pulling on the anal hook so Cruise feels full in both her holes. He fucks her hard and fast, slamming into her and using her hot hole as he pleases. When he pulls out the anal hook, he makes Cruise lick it clean. Bailey moves Cruise to a mattress, puts a ball gag back in her mouth, and continues fucking her. He spits on her, chokes her until she turns a pretty shade of purple, and uses her like a whore. Bound tightly with ropes, Cruise is helpless to resist. Bailey flips her over and puts one foot on her face to brace himself as he fucks her hard from behind. He slides a thumb into her ass and fucks her hard, her body bouncing with the rhythm of Bailey’s cock. Bailey manhandles Cruise into a variety of positions, fucking her helpless body hard from every angle. When he’s finally had enough of her, he unloads his hot cream onto her tear-stained face.
Authority Figure
My next babysitter gone bad selection is from the studio Shadow Lane and features Abigail Whitaker and Kailee as the naughty sitters who need to be punished! Lance Del Toro plays Mr. Brewster, the strict father in desperate need of new au pair girls. The girls’ references are terrible, but Brewster decides to give them a chance, with the caveat that if they misbehave, he’ll spank them! Poor Abby and Kay, they don’t believe their employer is serious about that spanking. They shall soon see just how serious he is!
When Mr. Brewster returns from a business trip, he learns that the girls have been disobedient. They’ve run up a huge telephone bill texting about all their wild cavorting, too! Brewster is angry and forces them to read their text messages aloud, proving their guilt. But he wants to punish them, so they are to read them aloud, bent over with their skirts pulled up! How humiliating! Brewster then spanks them, side by side, the girls sharing their humiliation and shame. The girls walk away embarrassed, but mostly unscathed. They vow to make it worth their time the next time Brewster is out of town!
When next Brewster leaves, the girls immediately begin their naughty shenanigans. They go into his room and are just getting ready to make out when Brewster bursts into the room! He’s just been testing them, of course! And they failed! This time, Brewster is livid! He vows to make them sorry! The girls beg him to be lenient, to forgive them, but he persists in his punishment. He pulls up both their skirts and spanks their bare bottoms with his hand. Next, he uses a wooden paddle, turning their tender butts a pretty shade of red. Finally, he pulls out a leather flogger and whips them. The sound of that flogger on their behinds is so delicious! He whips them until his arm is tired, proving to the naughty girls that he means business!
Since we’ve taken a look at a few bad babysitters that deserved to be punished, it’s only fair we examine the other side of the coin. Imagine, if you will, that the babysitter is the one doling out the punishment! The next four films feature bad ass nannies doing whatever necessary to keep their employers on the up and up. Whether they’re ballbusting for extra cash, or humiliating and blackmailing a cheap employer, these babysitters are determined to get what they want!
Ballbusting Teenage Babysitter Hardcore Fucking With Addie Juniper
Addie Juniper plays the role of a financially struggling college girl who takes on babysitting to make extra money in this ball-busting film from Ultima Entertainment. Juniper is studying when Eric Jover enters the scene and immediately gets down to the business of convincing her to help him. What does he need help with, you ask? Why, he wants to worship her feet, get kicked in the balls, and then fuck her, of course! Juniper is shocked when Jover offers to quadruple her salary if she plays along! She readily agrees, and Jover wastes no time before beginning to sniff and lick her feet. He even suggests she not shower before she comes over the babysit next time!
It’s ball-busting and cock-biting time now! Juniper stands up, obviously a bit unsure of herself. I mean, what guy in their right mind wants to be kicked in the nuts?! She takes her first tentative kick and Jover loves it! He encourages her to continue, and seeing his pleasure, Juniper decides to give him what he wants! She kicks and knees him several times, each time Jover doubles over and grunts in pain. But then he’s right back up to take another kick! Then it’s on to some light dick-biting, no big deal. Juniper is on her knees, ready to clamp down, and Jover is giddy with excitement! When she bites down for the first time, Jover grunts and says, “That’s a really good chomp you’ve got there!” Now that’s not something you hear everyday!
Jover takes several minutes of dick-biting before suggesting that Juniper soften things up with a blowjob. Thinking only of the extra cash, Juniper agrees and begins to suck on Jover’s punished penis. She sucks his dick until it’s nice and hard and then Jover suggests she lay on the couch so he can see how tight and wet her pussy is. Immediately after laying down, Juniper has her panties pulled to the side and Jover is cramming his dick inside her! He pumps in and out briefly but then drops to his knees and starts to eat her out. Jover munches on Juniper’s pussy for a long time, thoroughly enjoying how she tastes. Of course the fucking comes next – cowgirl, missionary, doggy style, they’re doing it all! When Jover finally cums, he shoots his load onto Juniper’s ass.
Jessica Valentino’s Teen Babysitting Cheerleader Femdom Ballbusting Blowjob
Jessica Valentino plays a convincing teenager – she’s moody and super rude! Of course, I guess I’d be super rude if, while babysitting, the man of the house kept jerking off in front of me! Valentino is trying to mind her business and study, but her employer, played by Eric Jover, keeps pulling out his dick in front of her. She’s so annoyed! And when Jover finally shoots a load onto her favorite socks, she’s pissed! Valentino forces Jover onto his knees to clean up his mess. Little does she know, he loves it! This is another ball biting bonanza from Ultima Entertainment!
After Valentino makes Jover clean up his mess and she threatens to tell his wife, her punishment is far from over. She stands up and kicks him right in the balls! Jover doubles over, groaning in pain. She strikes out with her ball busting feet over and over, kicking Jover’s balls repeatedly. When Jover tries to touch her, Valentino grabs and squeezes his nuts, slapping his dick hard! Jover promises to pay for her college education if she will suck his dick, but this only enrages her more! Valentino continues to verbally harass him and kick him in the balls. She even gets a few good knee shots in there!
Surprise! Valentino finally agrees to pleasure Jover’s cock instead of punish it. She spits on his dick and starts to jerk him off. She licks and sucks it gently until he asks to cum on her face. Valentino is so disgusted by his suggestion that she bites his dick hard! She mocks him and tells him how tiny his cock is, how pathetic he is. She slaps his dick and bites it over and over, telling him he’s a nasty old man. She voices her disgust openly, tormenting him while alternates between sucking, jerking, and biting his dick. Jover loves it all! After several minutes of this pleasure and pain, Jover finally erupts all over Valentino’s hands, thoroughly disgusting the young babysitter.
Teen Redhead Babysitter Ballbusting Gangbang Cumshots With Andrea Sky
Ultima Entertainment brings you another ball-buster in the form of redheaded cutie, Andrea Sky. Babysitting is boring work, and Sky is feeling horny. She decides to spend the time masturbating, musing aloud how embarrassing it would be if someone were to walk in on her. So when Eric Jover strolls in naked and takes a seat by her on the couch, Sky is definitely nervous! Jover explains that he sleepwalks, naked, all the time. Yeah, right! He explains that part of her babysitting duties is to stroke his cock. Sky agrees, but becomes angry when Jover asks if she’d agree to be gangbanged by him and a few of his friends!
Angered by his bold suggestion, Sky hauls off and kicks Jover in the nuts! She’s so offended by the offer! She kicks him over and over, yelling at him and asking about him what his wife would think. Jover says it’s just a little sexual education, which further pisses off the already fuming Sky! Of course, all problems are solved with money, right? So when Jover says he’ll quadruple Sky’s babysitting fee if she’ll agree to fuck him and his friends, she reluctantly gives in. But don’t worry, she gets in several more hard kicks to Jover’s aching balls before his friends arrive!
Jover’s friends, Adam Wood and Scott Lyons, finally arrive and the fun begins! They waste no time getting the cute redhead naked and fondling her tits while she gobbles up their dicks. She’s no doubt disgusted to be fondled by these older men, but hey, money rules the world! She gets her pretty teen pussy eaten out and fucked hard by all three guys, riding them cowgirl-style and getting fucked from behind. Her payday is complete when they all finally shoot their hot loads on her young, perky tits!
Femdom Babysitters
This film is a little different than the rest; rather than just one naughty nanny, this one features four! It’s four scenes featuring four very sexy, very mean babysitters! This Femdom extravaganza from Venus Girls Productions is more than worthy of watching in its entirety. Featuring Haley Scott, Jessie Palmer, Karina Roman, and Tia Ling as the nasty bad girls, there’s plenty of footage to keep you cumming for hours! But I’m just going to go into detail about my favorite scene in the film, and leave it up to you to watch the rest.
Jimmy Broadway plays the role of cheap Daddy when he tries to pay Karina Roman less than she believes she deserves. He hands her $40, but Roman wants much more! She instantly tells Broadway she needs more money, and he’s going to give it to her or she’ll tell his wife he touched her! Roman has a sexy accent, big luscious tits, and she’s mean as a snake! Broadway denies any wrongdoing, but Roman has him right where she wants him. She pulls her top town and puts his hand on her breast, cementing her blackmailing plan. Broadway is a big wimp! He is totally unable to stop her! She then opens his pants, pulls out his cock, and begins to mock his tiny dick! She rubs her perfect little feet all over his dick, giving him a footjob while she humiliates him and taunts his manhood.
Roman continues her insults as the scene continues. She tells him he is a useless piece of crap, that he must be a lousy lover, and she feels sorry for his wife. Poor Broadway just sits there, taking the insults like the pussy he is! She stands on the couch over Broadway and then settles down on his face, grinding her pussy into his face as she continues her onslaught of humiliation. She spreads her lips over his mouth, forcing him to lick her pussy while she chokes his cock and pulls and squeezes his balls painfully! Roman slaps Broadway’s dick over and over, screaming about how pathetic he is, what a loser he is. She is relentless! She sits next to him next, covers his mouth, and jerks him off as she threatens him. She tells him he’s a cheater, that she’s going to tell his wife that he took advantage of the poor, innocent babysitter! All the while, Broadway is moaning in fright and pleasure as Roman jerks the cum right out of his cock!
I had a lot of fun writing this, and I genuinely hope you’ll have fun reading it. Of course, it would be much more fun for you if you also watched these movies! I know you love babysitters – who doesn’t, right? – but perhaps you’ve missed out on the ball-busting beauties above. If that’s the case, get busy watching and stroking!
And now, dear reader, it’s time for me to tell you my favorite bad babysitter scene. I usually have a hard time choosing just one, but this time it was easy! Kink.com is one of my absolute favorite fetish sites, so it’s no surprise that it would be their content I choose as my top pick. Sex And Submission – Featuring Carter Cruise And Bill Bailey is by far my favorite scene today! Bailey is domineering and brutal, totally sexy and relentless in his harsh treatment of Cruise. And for her part, Cruise is beautiful and tormented, weak and crying, completely submissive to Bailey. Her humiliation is almost hard to watch… almost. It’s also incredibly alluring and sexy. Watching as she is broken down emotionally as her body is ravished physically – it’s breathtaking. Truly exquisite footage that should not be missed!
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