Category: Babysitter Phone Sex

Lollipop

Biggest cum shotOh, daddy raised a good one. It wasn’t such a bad Idea spending so much alone time with my Daddy-o I am happy I learned so much from him. We spent plenty of quality time together. So much so that I always excel amongst the boys. See I know what boys like I know what they want. My pops made sure to make a winner out of his little spinner. When he was watching me develop into a hot piece of ass, he knew I was going to make plenty of boys happy. Of course, he needed first dibs and why not? After all, I am his princess, and no one will teach you better than your parent. I learned that Lollipops made great taste boosters. Whenever my pops put his grown man penis in my mouth, he would allow me to suck my Lolli as well. The taste of Daddy’s cum mixed with my lollipop is so tasty. You bet I could suck out the biggest cum shot every single time. There are no complaints here. 🙂 

Cherry Popping Teen

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The mommies and daddies I sit for often appreciate how well I train their wee ones to behave. The daddies always make sure to show me how much they value my… services. I especially love when they hire me to pop their boy’s cherries and teach them how to finally become men! Teen boys with thick virginal cocks make me so wet!

This particular daddy wanted to join in and play. I’ve cocktrained his young daughters very well, but he wanted me to teach his teen son (who happens to be in my bio class hehe) how to fuck pussy like a real man! He made his teen son sit and watch while he ate and licked my bald teen cunnie. He gave him pointers and showed him how to stuff his cock deep inside and fuck hard.

His son got such a thick boner and I told him not to be shy. I sucked on both father and son cocks and helped the boy learn how to pump my cunnie raw. He said it felt so good! His dad was so turned on, they both fucked my holes at the same time and gave me a nice facial shot of cum!

Bondage Babysitter

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Sometimes the dominant gets dominated. I’m used to being a ruthless, cutthroat domme but everyone once in a while, I like being put in my place. I met up with one of my babysitting clients earlier this week. He’s perfectly rough around the edges, stern and brutal as fuck. His cock is thick and I was so turned on by how he punished his little one’s pink cunnies with his thick cock.

I wanted to know how it’d be like to be bound, helpless and fucked senseless! We met in a dingy motel and he made me remove all my clothes and lay on the table. He bound my arms, legs, hands and feet together and whipped and smacked my cunnie and teen tits until they were swollen and pink! He shoved his cock deep inside my babysitter pussy and fucked me so hard and rough. He kept me spread open all night to use me as his fuck toy whenever he wanted!

My tennis instructor

hot ass sexMy new tennis instructor is hot older man that has a way of making me soak my tennis skirt. I can’t wait for tennis practice. I can see how he looks at me and how his eyes are full of desire. I know he wants a piece of my tight ass. I have imagined having hot ass sex with him. I can’t help myself but wonder how it would be if I came on to him and started to fuck him right on the tennis court. My legs spread for his daddy dick. I am an older man lover. Guys that are in my age group are all little boys playing games. I need a pro who has mastered the game and knows how to fuck me and give me all I desire. I have always known that I could get everything I want. I may make my move on him and have him fuck my holes till that big dilf dick creams all over me. I may look sweet as pie but I am a cock craving whore underneath it all.

Babysitting Fun!

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The Wilsons were going to a movie night so that means it was my night to have fun with the boys! Dylan and Sam are the cutest pair of brothers I ever laid my baby blue eyes on. When I got there the boys were giggling in the living room. I walked in and caught them looking at their Daddy’s dirty magazine. They were both flustered when I took the magazine from their hands. I flipped through the smut and asked the boys what they liked about these whores.

They said they liked their bare asses and hairy cunnies. It turned me on knowing these horny little tikes got boners looking at naked whores. I asked them if they wanted to play a little game with me. I’d strip my clothes off for them if they did things for me. I started with my shirt and showed them my perky babysitter tits. Their wee cockies got so hard, “Alright take your cocks out for me and start stroking them from the top to bottom nice and slow, boys!”

Next, I slid my panties down and showed them my hairy cunnie, “Now I want you boys to take your hands and start stroking each other!” They did so well stroking each other’s boy cocks! I got so wet! I asked them if they wanted to finger myself like the girls in their dad’s magazines. But first they’s have to do something to get me really, really wet. I made the younger one get on his knees and I showed him how to suck his big brother off while I finger fucked my dripping wet cunnie. He was an enthusiastic little cocksucker and gobbled his big brother’s cum so well.

Dominating Your Daughter

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The best feeling is deep in your angel daughter’s teeny cunnie! When the little bitch is acting up, you can always count on me to teach her how to obey. I enjoy dominating and teaching your sweet wee girl how to take cock and orders. If there is ever a time that she gives you hell, I’ll give her even worse.

I always start by spanking and asserting my dominance over your lil one. I love bending her over your desk and using your belt to whip those pretty plump ass cheeks until they’re bright red! Then, I make sure to drag her by her hair into your bedroom and smacking that tiny face until she holds her mouth open.

Then, I make her lather up my big rubber strap on cock with her spit and fuck her holes until she’s raw and obedient. I guarantee that lil bitch would never talk back to you again. And she will be the best Daddy’s whore you’ve ever wish for. What else should I do to your little slut slave in training?

Thanksgiving Fuck Feast

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It’s that time of year again! Parents are busy going to swingers friendsgivings than to bother staying home with their annoying brats. That’s where I come in. There were so many babysitting jobs, I decided to have some fun and accept a bunch of them. Parents were glad to drop off their tots at my house, so they could escape for the night.

My living room filled up with so many perfect little cock sucking sluts and sissies. My pussy got so wet as my mind raced with ideas on what to do with them. I decided to have my very own fuck feast! And I had just the right friends to invite. I had all my favorite horny neighbors come over to have a taste of all my brats. I had these slutty tots tied up in knots with cocks in every hole.

The whole event became an orgy. My little cock suckers must’ve been hungry. They gobbled every cock near them! My thirsty little whores and faggies begged to be filled and fed warm frothy cum! They couldn’t get enough until their writhing bellies were full!

Incest Babysitter

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My mom told me that my Uncle needed me to sit for my cousins on Friday night. I had plans with my new cheer squad, but I figured that the cash and some fun would do me good. When I got there, my cousin Mikey was already fast asleep and my Aunt Tia was gone. I walked into the living room and my Uncle Ron and cousin Kiki were playing dolls.

I wondered why my Uncle was still home since I was supposed to watch the little brats, but he told me that. Aunt Tia decided to have some fun with her girlfriends and his fantasy football friends cancelled. I asked if he wanted me to just go home then, but he said he had a better idea to spend the Friday night.

He said he heard rumors about me from the fantasy football guys and thought I could help little Kiki learn “a few things.” I smirked and asked what sorts of things he wanted me to teach her.

He stood up and dropped his pants revealing his huge thick cock. He told me that Kiki isn’t very good at playing with Daddy and wondered if I could show her how to be a good cock sucking whore. I never pass up a teaching moment! I got naked and asked Kiki to watch me and play with her little cunnie while I showed her how Uncle Ron likes to play.

I started licking and sucking on his shaft while she watched. I showed her how a good cock sucking whore deep throats. I worked his cock with my hands and jerked him while I sucked on the tip of his cock. My tongue danced circles all over Uncle Ron’s cock and balls while his sweet little angel rubbed her wet clitty. Just when he was about to cum I called her over and had her open her teeny mouth to catch Daddy’s creamy surprise!

Teen Cheerleader Slut

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Everyone knows that cheerleaders make the skankiest whores. And what better way to expand my little business than to recruit the sluttiest ones. They do it for free anyway and it’s ruining my business. But here’s the thing, if you can’t beat them, join them! And I did. With my hot, young and horny group of girls we can fulfill all your dirty needs!

Joining wasn’t all that hard, but it was convincing the principle to end my suspension and let me join that was a little tricky. I made sure to put on my little uniform and march down to his office. When I walked in, he eyed my tight young body. I made sure to hike up my skirt, so he could see my soft pale ass.

He asked me why I believed that I deserved to be in the uniform and I told him because I’ll work really, really hard for it. His eyes trailed up and down my body. And I decided to drop my skirt exposing my tiny white panties. He shifted and told me that was very inappropriate. He shut his mouth when I lifted my top exposing my teen tits. His cock instantly pitched a tent in his pants and I giggled as I dropped down to my knees.

“Please let me be a cheerleader, Mr. Johnson,” I pleaded as I ran my hand over his thigh. He asked me how I would prove that I was worthy. I took his cock in my hand and licked him in circles from the tip all the way down to his balls. I deepthroated his cock while playing with his balls until he spun me around and fucked my dripping cunnie on his office couch! He then took his big cock out from my cunnie and roughly fucked my ass, when he was about to cum, he pushed me back down to my knees and made me suck my cunnie and ass juice off his cock until he came all over my pretty face.

Anal Training Whores

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Everyone knows that once you stretch out a little whores’ cunt, it’s hard to feel that same tightness. That’s why I train my girls to take cock in all their holes, so they’re never completely used up. Anal training is probably my favorite part of being a little slut trainer. First, I start with making their teeny rosebuds really wet with my tongue. Then, I make them stick their own grubby little fingers in there one by one.

These little brats always have the tightest assholes, sometimes it’s hard to even stick a pinky in. But I make sure to work at it until the little bitches are squealing with delight. Once they’re ready to move on to the next step, I stuff cute little plugs inside them! These petite whores must wear them all day every day under their wee school uniforms and panties to get them nice and ready for the final step.

The best way to stretch out a wee piggy whore rosebud is with a thick fat cock! Wouldn’t you love the honor of being the first thick cock inside a tiny tot asshole? Popping a little slut’s anal cherry is such a momentous occasion! They’ve been training for quite a bit. I bet you can get their little cunnies to squirt all over your thick, mature cock! Getting those tiny asses stretched over your juicy cock graduates them into the next tier of tiny prostitute whores. Now they’re ready to get all their holes fucked by my customers!