Latest Updates from 'My BabySitters Club' at Team Skeet

When I agreed to babysit my crush's siblings, I didn't think I'd actually get to see him, but there he was, waiting for me at the door. He even recognized me from our chemistry class. He paid attention to me? I thought I was invisible to him because I was the nerdy girl with glasses, and he was always the hot, popular jock. Now that he had talked to me, I just wanted to make myself more appealing to him. I tried going to his stepmom's closet and wearing some of her dresses. Right as I was trying on the first one, he caught me with my tits out and everything. He didn't get mad. Instead, he told me his stepmom wouldn't be home for a couple of hours and asked me to try on some more things, including lingerie. The second I put on his stepmom's black laced underwear, he took out his dick. It was so hard... for me! I never thought I would have the chance to taste it, but there I was, with my mouth around my crush's cock, savoring every moment of it. When he slid it inside my pussy, it was so big I couldn't believe it fit in me, but it did, and I finally had my first orgasm.

Since she took her babysitting gig, Ava has always had a not-so-secret crush on her boss, Mike, a big and handsome stud who has a soft side for his children's nanny. When she learns her school play includes a kissing scene, she sees the perfect excuse to make a move on Mike. Innocently asking Mike to help her rehearse, she rubs Mike's leg while he reads some cheesy lines. What starts as a steamy read-through quickly turns into a nasty makeout session. Mike tries to stay professional, but Ava's determination to 'give the performance of her life' ends up in a filthy fuck sesh.

After a long day, Beca, a diligent yet exhausted babysitter, thinks she's earned a break. But as she tries to unwind, Quinton, her handsome boss, asks if she wants to make some extra cash doing 'a few little chores.' Beca agrees, but quickly regrets it as she finds herself scrubbing gross dishes, doing stinky laundry, and raking wet leaves. Disgusted and over it, she decides there's got to be a better (and cleaner) way to help Quinton. Since he mentions how tired he is of being lonely, the babysitter figures she can make him feel better in ways only a sexy girl like her can...

Ren is a lovable babysitter with a dirty little secret. Every morning, she puts on a cap and sunglasses and exposes her naked body to her boss Hayden's doorbell camera. Hayden completely ignores the fact that it's actually his own employee who's behind all of this and is desperate to catch the girl behind these lewd acts of exhibitionism. Deep down, he is also intrigued to learn who's the young woman with that perfect ass and a mesmerizing tattoo on the leg. Without much of a clue where to start, Hayden asks Ren if he knows any girls from the neighborhood capable of this. Suddenly, he realizes that the tattoo his babysitter has is the same as the one the prankster has. Without much of a choice, Ren comes clean to her boss and begs for his forgiveness. Aroused by the power rush, Hayedn makes a deal with her: she can keep her job and forget about the incident if she is willing to play nice with his cock.

I feel his eyes on me at all times. I know my boss watches me, and it's beyond creepy. But he treats me well enough, and I really need the money. Lonely guys are just fucking strange. Still, I get chills knowing he is watching me, waiting, wanting, ready to do anything to get a sniff of my pussy. Desperate for a raise, though, I'd do anything he asked of me. What I didn't expect was the skimpy latex maid's outfit, or that I'd be riding his cock just days later. I have to admit, being bad like this was a little scary at first, but the deeper he shoved his hard dick in me, the sluttier I became. I was living out this sick twisted fantasy with him, and neither of us wanted it to end…

Daisy loves her job babysitting for Mr. Rebel. However, when she overhears one of his phone conversations saying he's looking for a new secretary, she begs him for the opportunity. Mr. Rebel politely declines her advances, explaining to her that he's looking for a secretary who can do more than just a bit of administrative work. Determined to convince Mr. Rebel, Daisy concocts a kinky plan. When he arrives home the next day from work, Nicky finds her wearing the sexiest little outfit and playing the naughty secretary. He's shocked, but he admires her enthusiasm. Daisy sluttily parades in front of Mr. Rebel asks him if that's what he's looking for in an assistant. Nicky grabs her tightly and explains to her that he needs more than just a pretty secretary while he slips his hand into her underwear. Daisy lets Mr. Rebel play with her pussy and does her best to show him she's willing to do ANYTHING for the job.

My boss was really stressed about the birthday party he was planning, and I didn't make it easier for him when I ate some of the cake he ordered before the party even started. I couldn't resist putting some of that soft frosting on my fingers and sucking it. It tasted so good it was making me hungry for something else. Unfortunately, he caught me and tried to fire me, but I was desperate for this job and very horny, so I took him to the couch, took off my tight, tiny dress, and convinced him to keep me. His fat cock tasted way better than the cake, and having his dick inside my pussy was sweeter than any other treat, but I was just getting started. If I was going to prove that I needed that job, I had to show him everything my body could do.

My wife and I had an amazing date night but as soon as we got home, we could feel something was off. Our babysitter Abby was acting super weird and when we ran upstairs my wife realized all of her dildos had girl cum on them, and it wasn't hers. We both knew what needed to happen: if that little slut wants to cum on our bed, we'll be the ones to make her! Abby's such a little whore that she barely needed any convincing, and pretty soon we were fucking and sucking every inch of her irresistibly curvy body. A perfect end to our date night!

Ever since she started working for Mr. Mancini, Rhea's been discovering an entire side of her that seemed to be hidden. Her intense daddy issues resurfaced in the most dramatic way, and she can't help herself around him. She's been sniffing his underwear and playing with her pussy all around the house, unaware that Mr. Mancini had cameras all over the place. After seeing the footage, he knew this was his chance to finally nail the naughty little nanny and he wasn't about to let it go to waste. As she felt the older gentleman's hard cock rocking through her little hole, Rhea cried in pleasure, lucky to have found a new daddy to satisfy her teen urges.

My job is horrible. I have to take care of five little brats for eight dollars an hour. The worst part is that their dad is rich but still not paying me enough. I know that he's paranoid because I always see him hiding cash around the house, so this time, I took that to my advantage and decided to get a raise, one way or the other. All I had to do was look around, and I knew I'd find the money I deserved. What I didn't expect was to get caught by him. At least he gave me two options: he could either call the cops or teach me a little lesson. I definitely didn't want the police involved, so I was ready to do anything he wanted me to. After all, I've always wanted him and have been dreaming about his big cock since I started working for him. I didn't think this was how it would happen, but I got to save my ass and got my pussy filled by his fat dick at the same time, so I won either way. I know this was a fucked up situation, but how could I say no when his tongue felt so good in my wet pussy?

I love being a babysitter, but I hate cleaning up toys, or at least I used to until I played with some dolls. I was sick of craving sex! I just wanted to know how it felt like, so I made the dolls fuck while I touched my pussy. I didn't think I would get caught by my boss, but I did! He tried to kick me out of his house, but I offered to do something nice for him if he let me keep my job. After I said that, it only took him a second to take his cock out and undress me. Before I knew it, his dick was inside my mouth. His tongue felt better in my pussy than I could have ever imagined! I thought nothing could top that feeling until he carried me and made me ride his dick. I've never felt like that before. Now, I want a cock inside me every day. I think I also did really well because he said I definitely secured my job.

Every corner of this house whispers tales of money and power. I've been working for this family for a while now, but being just the babysitter is not sitting right with me anymore. Today, I heard my boss talking with his wife on the phone. She left him for good! That was my golden ticket to the life I always wanted. I'll be the perfect wife for him. All I needed to do was wear his wife's clothes, rub his cock until he forgot that he thinks I'm young for him, and let him finger me until he was ready to take his dick out, unable to handle the temptation of my naked body next to him. Even if he fell for my every move, I could tell that he was still having doubts, but once my lips were around his cock and my tongue licked it all, he wasn't able to resist shoving it inside my wet pussy. His dick was harder, bigger, and fatter than I imagined, but my body needed it, so there was nothing I couldn't handle and anything I wouldn't let him do.

I couldn't shake off the feeling that something was off. My boss, Will, had one rule. The master bedroom was off-limits, and I had to respect that. But the more he forbade me, the more my curiosity grew. Each day, my curiosity grew stronger and stronger. The more I tried to push the thought from my mind, the more I wondered what secrets lay beyond the door. It was like a burning fire - some magic pulled me towards it, calling to me in an irresistible song. I finally gave in to my temptation and snuck upstairs. When I was sure I was alone, I pushed open the door. My eyes widened, and my body responded with a mix of shock and arousal. I felt a shiver run down my spine, and my clit began to tingle. In his room, at the foot of the bed, was a table lined with bondage gear, whips, and sex toys. Who were these used on? Just his wife? A mistress? Their third? I imagined Will using the toys on anyone, and a pang of jealousy sparked within me. Why did I want to be that person? I pictured him binding me with the straps, teasing me with the dildos, and using the whip on me. The thought sent a thrill through me, and I felt myself getting wet. Just as I was lost in my thoughts, I heard the door behind me open, and Will stood there, a sly smile spreading across his face. I knew I was in for a wild ride.

I was going over the list of candidates and the two of them caught my eye… is not easy to find a good babysitter but both Selina and Bunny had excellent references and were cute as hell. So I decided to have a little fun: I booked them together to see what would happen if they had to compete for the job, and lo and behold, not only did they work really hard to impress me, but both were using… well, other tactics to try and convince me. As soon as I saw how far they were willing to go, I gave them the ultimate competition: whoever makes me cum first, gets the job.

Man, girls these days… when I was young it wasn't this crazy, was it? I came home to find Lilly, our babysitter, sleeping on the couch like it was nothing when she was supposed to be taking care of my kids. I knew she'd have some dumb excuse ready, but I never expected her to just drop on her knees and suck my cock to get away with it… oh well, I guess I'll have to come home early more often then!

My favorite artist is in town, and there's no way I'm missing her concert! I would do anything to see her, including stealing the tickets from the family I work for. I'm a babysitter; there's no way I could have afforded it any other way, but I was not expecting to get caught so easily by my boss! Luckily for me, he offered to get me off the hook if I... shaked his dick off. Let's just say he now knows how far I'd go to attend this concert. I'll have the best day of my life tomorrow at the concert, but he had his today.

I've never considered myself a kinky man. I mean, I love sex as much as anyone, and I get intense boners all the time, but I've never felt anything so intensely as when I found my babysitter's vibrator in her purse. The second I grabbed that pink, dick-shaped artifact and pictured it inside her while she moaned louder and louder, I felt my animal instincts taking over. All that I wanted to do was take my aroused dick and shove it in every hole that vibrator has ever been inside of. It was not a desire anymore; it was a need. I was ready to persuade her, seduce her, anything to fuck her right there, but it seemed that my urges were enough for her to know that if she gave me that chance, I was going to pound the shit out of her. The idea got her as horny as I was because, next thing I knew, we were naked in my room, and I was about to make that vibrator obsolete.

I suspected this job was too good to be true, but when I found out Mr. Rebel wanted to breed me, I wasn't scared and didn't back out. In fact, I was so excited. I've always wanted to have a man cum hard inside of my pussy. I want my walls painted with a hot, sticky mess. I don't want to think about them having to pull out or put a condom on - I want to feel everything raw as it should be. This job may turn out to be the opportunity of a lifetime, and I can't wait to be the vessel for Mr. Rebel's kinky seed…

I've been so stressed lately. I love being a babysitter, but they were not paying me enough money and I had no idea of how I was going to afford my rent and I was freaking out. That was until a friend of mine suggested that I sell naked pictures online. I was pretty confident about my body, so thought maybe it was a good idea. Apparently, people liked my body as much as I did because the money started coming in right away. I started liking what I was doing, so I got more and more invested. Instead of only selling pictures, I started taking videos sucking bananas and playing with my pussy while I was babysitting. Everything was working out until the dad of the family came home early and found me totally naked on his couch, recording myself while I was touching my breasts and vagina. I thought he was going to fire me, but instead, he asked me to do everything I was doing to myself in the videos. I knew right away that my viewers were going to love that, so why not? It's not like I haven't thought about fucking his hard cock all around the house anyway.

I always knew my babysitter Sona was a bit of a slut, but I never thought she had it in her to take it to the next level… She would always wear the tiniest outfits around the house, showing off that tight little body for me whenever I walked by and today was no exception. When she hopped on the front seat of my car, flashing her panties at me, I knew she was craving a different kind of ride. She gave me some road head and I went inside her home to have my way with her little holes, pounding that tight little teen pussy as hard as this little fucking whore needed!

Lulu has always longed for a father figure. When she interviews for a babysitting gig and meets Kyle, her potential new boss, she believes that he is exactly the kind of man he would have wanted as a dad. Kyle gives her a tour around the house and explains to her how he handles discipline with his kids. This awakens Lulu's fantasies, making her wish that her new boss treated her like his daughter, even if it's just once. To make that happen, she begins to behave like a rebellious teenager, making a mess around the house and hoping it might finally get her the attention she craves from him. Her tactic works and Kyle gets both mad and horny with his potential new employee, yearning to teach her a naughty lesson. Lulu's ready to deal with any punishment he chooses.

I've had my eye on Satine ever since she first babysat for my kids a few weeks ago. It's time I make my move, and Halloween seems as good a time to do it as any. I can give her a little spook, being the little slut that she is, that's probably gonna make her wet. Just as I suspected, as soon as she felt my hands all over her body, she started rubbing her ass all over my cock. She dropped to her knees and sucked my cock oh so slowly, begging me with her eyes to take control and pound her little holes harder than anyone has ever fucked her. Wanna guess what I did…?

Chloe has been our babysitter for years, and she's great—my wife loves her, and my kids adore her. But last week, we found out something about her that I just can't ignore: she's a nudist. At first, I thought I could be cool about it, so my wife and I allowed her to work naked and even decided to be naked around the house ourselves to make her feel comfortable. The issue is that I never realized how hot she actually is. I had to stay there and look at her huge and perky boobs all day without doing anything about it. My boners were getting out of hand and I was turned on all day, every day. That's when I decided to fire her. However, I didn't realize that Chloe had some really good ways of convincing me to let her stay, and my wife was definitely willing to do anything to help her.

As a kid, Joey was always jealous of his school friends because they all had babysitters, but his family couldn't afford to pay for help. Now that he's a successful executive, he can finally fulfill that fantasy, so he hires Hazel to be his babysitter and take care of him. Of course, Joey is a grown man now. His current needs are not the ones he had when he was young, but Hazel is no ordinary nanny either. This young and sexy girl is a real expert babysitter so, even though she's initially creeped out by the idea, she realizes there's no harm in trying to have a grown adult to look after. Plus, Mr. Joey is a hunky dude, so Hazel doesn't mind watching the guy parade around the house half-naked. In fact, when Hazel finds him jerking off on his bed, she decides to help him out by rubbing his huge cock and sucking it. It's time for her to do what Joey was expecting the most: let him play with his pussy. In return, he'll shower her with sweet man juice!

I've been GI Joey's babysitter for years, but now everything feels different. Now that I'm older, I notice more things, like the way GI Joey's arms have gotten so strong they are barely contained by his shirt or the way he tries so hard not to stare at my new body every time we're in the same room. Sometimes, I even try to get his attention on purpose, just to see him try to resist. Nothing can beat the expression on his face every time I bend over right in front of him, I swear I can hear his heart rising and I see how his pants get tighter. To be honest, I've always had a thing for older guys, but there's something about the way GI Joey tries to resist being with me that makes me want him even more. I was sure, I needed him to fuck me and nothing was going to stop me. I even stopped wearing underwear and started using my shorter skirts, the ones that would have fit me a year ago. After a few weeks of torturing the poor guy, I've finally decided it is time for him to cave in. I offer him a hug, and he reluctantly accepts it. He pulls me in tight, and I just know it: I'm finally going to get laid. He starts rubbing my soft, bare legs, trying to be gentle, but he finally loses control and kisses me so passionately that I can feel it in between my legs. His hands are stronger than I thought, and I can only think of one thing: I need them all over my body. I don't need to ask him because the second that crosses my mind, he is already grabbing my new boobs so desperately that it makes me know how long he has been waiting for this. When he starts moving his tongue inside my pussy we can hear something coming from the house, but our bodies won't let us stop. He asked me to be quiet and said I would do anything for him to keep going. Anything. That's when I start taking off his pants and undercover his hard, long dick that I know has been begging for my mouth. I give him everything that he can want, sucking his cock dry and letting him fill in every hole in my body, desperate to have him inside me. At that moment, I knew two things: this is even better than I imagined, and he will never be able to resist me again.

Mr. Green has been Katee's music teacher for a year, and she's been such a great student that he's had her babysit his children a couple of times. The sexual tension between them has been undeniable from the start, but he's been able to control the situation for the most part. When it became evident that things were about to escalate out of control, he hired a different babysitter. Today Katee shows up unannounced at his door again, looking for trouble. He tries to make her leave, but the little slut has a mission to accomplish: she wants to fuck her music teacher. At her persistence, Mr. Green lets her in and she starts practicing her blowing skills. Katee sucks on her flute giving Mr. Green a couple of ideas to think about, before rubbing her little pussy with it until he can't take it anymore. She keeps sucking on it while her teacher fingers her, and soon she needs something way bigger to suck on. Mr. Green decides to test her breathing technique by fucking her throat like a fleshlight. The little whore takes it like a champ and begs for more. He strips her naked and throws her on the couch where he pounds the shit out of her horny little pussy, making her cum hard while he chokes her. She rides him hard and keeps cumming on his dick, she's so unhinged he fucks her doggy with his foot in her head, all while she promises to be a good girl for him! He then lays flat on top of her and keeps pounding away at her pussy until she begs him to paint her pretty face with a hot load of cum!

Mr. Rebel's new babysitter, Lola, is so hot he can't wait to fuck her. But she loves playing hard to get, so he hatches a plan and leaves valuables all over the house to see if he can catch her stealing from him. Just when it seems like it's not going to work, Lola takes some money that doesn't belong to her, and he has her right where he wants her! Lola needs this job desperately, and she'll do anything to keep it. She takes her clothes off and lets Mr. Rebel eat her pussy, before telling him she's never sucked a dick before! There's a first time for everything, so soon enough, Lola is gagging on his cock and getting pounded from behind. Lola has always had a secret crush on her boss, though she never imagined she'd be in this position getting pounded by him. With her job on the line, Lola is happy to do whatever it takes to keep it secured. He lays her flat on the couch and even fucks her standing up until she rides him to get a big load on her pretty face.

Charlotte is a gorgeous babysitter with a sweet tooth. She loves snacking while taking care of kids, and her boss Nicky knows. The guy loves hiding tasty treats around the house so his beautiful nanny can find them. While Charlotte searches for something to satisfy her cravings, Nicky will make sure she has something sweet to suck on. Nicky's wife is always away, so he rarely gets any action. Charlotte knows and loves to flirt with her sexy boss, hoping one day she'll get to lick his dick like a lollipop. Nicky desperately wants to fuck Charlotte, but he feels it's not right. However, when the temptation of flesh starts driving him insane, Charlotte saves the day by giving his boss one nasty blowjob. After sucking Nicky's cock like candy, the girl's cravings move from her mouth to her starvin' pussy, so it's Nicky's job to fill her cunt with meat.

Ruby is broke and needs money ASAP! She can't afford rent and needs to get some cash to pay before she is evicted. Out of ideas, a friend of hers talks her into selling sexual content online. There's just one problem: Ruby is also a babysitter, and Calvin, her boss, has caught her shooting hot videos in his driveway. Worried that his kids will see her, Calvin summons Ruby for a candid talk and tells her to stop what she's doing before she also loses her babysitting job. Ruby's desperation knows no limits, so, as soon as her boss leaves and she has the place all by herself, she starts taking sexual selfies with random things around the house. The plan backfires and Calvin comes back minutes later only to find her naked at her home. When he threatens to fire her, Ruby changes her attitude and starts following each and every one of Calvin's orders. The kinky boss won't let her go with a warning this time. He wants much more and Ruby will have to play nice with her boss' cock if she wants to keep her job. Showing her true colors, Ruby gives Calvin an intense fuck sesh he won't forget.

Claire is the cutest babysitter and she's got just the kind of experience Mr. Paris was looking for. He interviews her for the job and pretty soon he can tell this girl is something special. She really enjoys babysitting and she's done it so much she's practically a pro at it. She dreams about becoming a pole dancer and he can't wait to have her dancing on his pole. As soon as she learns his wife left him, she realizes they're both in need of each other: she needs money to support her lifestyle and he needs someone to take her of his needs, so they can definitely help each other out! She decides it's time to show him all of her skills and prove how much she wants the job, so she pulls his cock out and starts sucking it on the couch. He fucks her pretty face and lays her down so he can pound the fuck out of her pussy, quickly learning her experience goes beyond just babysitting. She should put that on her resume! After railing her pussy on that couch in every position imaginable, she drops to her knees to receive a warm load on her face and the job offer she's been waiting for!

Elias' parents call The Babysitter Club looking for a girl to take care of his younger siblings while they go on a trip, but now that they're gone, he's ready to live like a king for three days straight! He wasn't counting on them sending Megan though, and although she's initially annoyed that he's essentially treating her like a maid, she can see through his real intentions in no time. She knows what this prick is getting at, it's not her first rodeo… he wants her on her knees, with his cock down her throat. Megan needs this job and it wouldn't be the first time she had to suck some dick to keep one, so she does what she needs to do: she drops to her knees and sucks his cock like the professional slut she is! She spreads her legs and lets him fuck the shit out of her, she rides his cock and lays flat on her stomach so he can pound her pussy from behind until he's ready to blow a huge load all over her tits!

After a long day working as a babysitter, the lovely blonde Rylee Blake finally finds time to relax in her boss Danny's garden while the kids are asleep. The young babe has a huge crush on her hunky boss to the point of fantasizing about him constantly and writing naughty stuff she'd love to do to him in her secret diary. Turning herself on with each new sassy word she writes about Danny, Rylee gets horny as hell and accidentally spills some water over her favorite blouse as a subconscious attempt to cool herself off. Having made a mess of herself, she goes to Danny's room and borrows one of his shirts, being drawn instantly to the man's scent. The frisky girl lies on Danny's bed and continues to write kinky stuff about her boss in her journal until Danny barges into the room. He's also attracted to his employee, so he uses the awkward situation as an excuse to check her diary and find out her true feelings. Far from being mad, Danny decides to reward his favorite babysitter with a cock, making Rylee swallow his gigantic dick. If she can keep one more secret, she'll get to sit on her boss' meat and get her pussy drilled like no other man did it before.