Tag: babysitter phone sex

Dress Up Time!

I got another baby sitting job tomorrow. Maybe I’ll bring my own clothes to play dress up. Corsets, crotchless leather panties, strap-ons and harnesses that leave the tits hanging out, but tightening and lifting them to make ’em super perky and fat. I love treating the little ones like my own personal barbie dolls. Hopefully they’ll be better behaved than the last fucking brats I had to babysit. Little shits wouldn’t do a damn thing I said so I made them play rough with me. Lick this fucking pussy or its the only dessert you’re going to get tonight young man. His sister was just as troublesome so I gave her a nice hard spanking to teach her a lesson. Then I got the dildo I brought with me and spanked her with that before ramming it into her tiny pussy. Then it was nice and primed for the little boys asshole which really made sure he did exactly as I told him for the rest of the night. Now that I think about, maybe it’ll be fun if these next little brats misbehave so I can do it all over again.

Babysitter Needs a Spanking

I love getting hired to watch little ones. I find enjoyment in developing all kinds of activities that I can do with them. It is easy money; all I have to do is entertain the little nuggets for mom and dad to have a night off. Sometimes with some of the houses I work at I even get a bonus extra few bucks. Cannot beat that right? So I got hired at this one job which was not hard at all. I only had to watch 2 adorable tykes and it was so close to their bed time anyway.

You know what that means right? Time to sit down, relax and watch some cable television. I was really stoked to find out they had the movie channels and lo and behold the ones with porn, which of course I watched. I sat on this lovely couch, in these people lovely living room and put my hands down my jeans and began to play with my chubby clitty. It turned me on so much to watch these babes eating each other’s pussies while they played with each others tits. I must have lost track of time because Mr. Brando totally walked in the door and stared at me watching me play with myself. I jumped up really quick removing my hands out of my pants. I grabbed the remote and changed the channel really fast, even though he had already seen what I was watching and me play with my pussy.

 Mrs. Brando walked in and Mr. Brando said he was going to give me a ride home and kissed her on the forehead. As we walked towards the car he instructed me to sit in the back of their SUV. He did not say a word till we got to my apartment. I reached for the door and they were little ones proofed. Mr. Brando got out of the driver’s side and opened the back door sliding into the seat with me and shutting the door behind him. “You are a bad girl aren’t you Katrina.” “I can be” I replied. He took me roughly and pulled down my pants spanking me on the ass. “You are a bad girl who needs to be punished.” I whimpered at every swat. “I am a bad girl, punish me please.” With swift action he took his throbbing cock from his pants and held my head as he fucked my throat. I gagged and struggled for breath between thrust. He came filling up stomach as if he hadn’t in weeks.

Thanking me he crawled to the front seat and then opened my door. He gave me a fifty dollar bill and said he hoped I would sit for them again. I told him I would love to watch their little angles. That is of course if he will allow me to sit ON him next time. He said it was a deal, and with that I could see out business relationship blossom. 

Dirty Babysitter Delilah Teaches Incest Granny Samantha How to Control Unruly Boys

I had a hot date the other night, but was watching my one grandson. Now, he is old enough to survive alone for a few hours,  but left to his own devices, he would get into all sorts of naughty trouble. He is a horny young boy called Delilah to see if she could babysit. She has a reputation in the neighborhood for keeping unruly brats in line. I think my grandson needed a stern babysitter. Last one I hired, he tied up and violated. I had to pay her a shit load of money to keep quite. Everyone told me Delilah was the best  sitter around for unruly boys. I called her up, explained my predicament and some of my grandson’s antics. She assured me she was the girl for the job. When she arrived, I left for my date feeling confident she could handle my little brat.  

When I returned home hours later, I found my grandson on the floor on all fours, with Delilah behind him. She was fucking his little boy ass hard. I have to admit I was turned on watching that. He didn’t look liked he minded either. I stayed invisible for awhile and watched her dominate my grandson. She made him suck her strap-on after it had been in his ass. She was telling him, “bad little boys suck their ass juice off my dick.”The look on his face as he sucked his own ass off her “dick” was priceless.  She had him submitting to her; something that has always alluded me. He will lick my pussy and ass when ordered, but often he forgets about my pleasure and starts forcing his dick in granny’s holes before I have come. Unacceptable.

Was my grandson gay or bisexual? After watching them for a bit, I determined that he was just Delilah’s bitch. She broke him. Perhaps I needed to hire her to train my brats to be more obedient and attentive to MY needs. Boys especially at that age are just so hedonistic. They need some cock control. Delilah left me her strap-on  to use with my grandson, or even my other grand angels. I think I might like fucking some little boy ass, or even a tight little girl ass.

Babysitter phone sex with Bunni: Playtime

Most people think that babysitter’s are all young, sweet, and innocent. That isn’t always true because I’m not like that, not even close. I may be young, but I know exactly what I want and what I want is you. Maybe your little brats could even play with us too? They’ve probably been watching their Daddy just like I have. You probably make them tingle down there and make their little cunnies so wet, but they just don’t know what to do about it.
Isn’t it their Daddy’s job to teach them? You wouldn’t want a stranger to be the first, I wouldn’t want that either if I were you. It must be so hard for those little ones. Having a sexy, strong Daddy like you around. I know that just spending a couple minutes in the same room with you makes me soak through my panties.
Sometimes I wonder if you notice at all what type of power you have over little girls like me. You could have me, you could do anything you wanted. Nothing would be off limits to you, when we’re together my body and mind are yours. I’m sure those little ones feel the same way. I can tell because whenever Daddy is around they are so well behaved, but when you aren’t watching that can be very naughty girls. Don’t you think we should punish them.

Nanny Cam

You had your worries about hiring me as a babysitter. You’ve seen what I do in my blogs, and you know what I do for a living, but you’re just so gosh-darn desperate for a night at the bar, aren’t you? It’s really rough to be a single dad. So you hired me, and you set up a nanny cam. You watch as I help the little angels, I bathe them, I help them with their homework, I make them Kraft Dinner. It’s all innocent, daddy! Relax! But I know you can’t. I know no one just puts a teddy bear on their mantle. The fact I’m being watched makes me so wet. I’m not even doing anything naughty, but you want me to do something wrong. I can tell You should be drinking, relaxing, having a good time. Have a shot or two. Your angels are safe with me. You switch your phone to the second cam, the one in their room. You watch as I tuck them into bed. Each one picks out a book and I lay on their bed with them, cozy and snuggly, and we say our prayers and read our bedtime stories as they doze off. And then I watch TV and you drink to your heart’s content knowing the littles are safe. I hear your car in the parking lot. You stumble in. I jokingly admonish you for driving drunk and you hiccup as you laugh. You told me “I’ve been spying on you, missy” and I act surprised. You lean in, drunk off your ass, and you whisper in my ear “you did a great job.” You reach into your wallet and pull out a fifty. You slip it into my pocket and slide your hand over the crotch of my pants and feel the wetness. “You knew all along, didn’t you, you naughty girl?” I press my muff into your hand. I don’t know what’s gonna happen tonight but I’m pretty sure I’ll still be here when the angels wake up.

Tight Teen Slut Bunni’s Spanking Phone Sex Fantasy

Even married man can’t resist my teen slut pussy. I’ve caught a lot of them staring at me even when I’m baby sitting their little ones. They get a good look and disappear for about 30 minutes. Do they think I’m stupid or something? Obviously I know what they’re all doing and I love catching them in the act.
Mr. Davis slipped away one day so I followed him. While he was stroking his massive boner, I watched silently from the hall way. Through his cracked bed room door I could see everything! It made me so excited that I got goose bumps and made my cunny dripping wet. When I could tell that Mr. Davis was about to explode, I interrupted him. At first he was surprised, but that surprise quickly turned to anger.
His cock was still rock hard when Mr. Davis threw me face down onto his bed. As he tied my wrists and ankles tightly with rope Mr. Davis told what a bad girl I had been. Only a nasty little slut would peak like that. It’s true, I can be a very dirty girl and I love it. Why lie? Once he realized how soaking wet I was between my legs Mr. Davis was even more outraged. He could tell I didn’t feel bad about any of it so he decided I should be punished.
Mr. Davis pulled his riding crop out of his closest and slapped it against the wall. Was the sound supposed to scare me? All it did was make my clitty throb and that made my cunny even wetter than it was before. Every slap from his crop did make me jump though, but it was in a good way. My body trembled from all the excited so I begged for him to bury his throbbing dick deep inside me. After he left a few more welts on the back of my pale thighs, he finally did.
My little pussy gripped his giant shaft tightly as Mr. Davis continue to beat my red ass with his crop. Each blow would make me squirm which made my pussy grip his sexy fuck stick even tighter. It felt so good and I wasn’t the only one enjoying it either! Mr. Davis was moaning and told me that he’d never fucked a tight teen slut like me before just before he exploded deep inside me.
Mr. Davis didn’t release me until I cleaned my mess up. He wiggled his fingers around in my cunny until they glazed with his yummy cum. Then, I would lick that finger clean and I did that until every last drop was gone.

Babysitter phone sex with Bunni

At first I wasn’t thrilled about babysitting over the weekend, but it turned out to be a lot more fun than I expected. The extra money was great, it just wasn’t my favorite part. For entire weekend I was alone with these two adorable little rugrats until their Daddy came home around 8. By that time they were usually in bed, so that meant that Daddy and I had some time to ourselves before Mommy came home at 11. We’d slip up to their bedroom or sometimes just play in the kitchen. Then, he’d pay me and send me home usually with a cum filled cunny. Sometimes we would even play with his Little Ones! They are so cute, I honestly have no idea how he can resist the urge to play with them all day long.
One day he saw me braiding their long pretty hair and seeing that in addition to the cute little dresses they were wearing drove him over the edge.That night ended up being the first time their Daddy had played with them that way. I loved teaching them how to please him and he really appreciated it, even offered to pay more just to teach them how I do it. Seeing their itty bitty hands wrapped around his giant throbbing cock made me so horny too, I wasn’t expecting that. So I hopped on their Daddy’s massive prick and taught them how he liked it. Those naughty little brats loved watching me bounce up and down on their Daddy’s fuck stick, they were practically drooling. Once their Daddy shot his cum deep inside me he had to recharge before they could take it for a ride, but eventually they got their turn. Apparently I’m good a teacher!

Submissive Phone Sex with Summer: The Dangers of Babysitting

When I was younger, I had a slew of jobs. Normally, I quit my jobs and moved on to something bigger and better. But, I had this one babysitting job where I got fired. Still pisses me off too. Not only did I give their brat the best care ever, I had to put up with the twisted older siblings. Twin brats. A boy and a girl, who were not trusted with the little one, for a good reason. They were sick fucks. Only teens themselves, but on their way to become future serial killers. Not a gig went by that they did not torture me. One time the brother bound and gagged me while his sick sister spread my pussy open with clothes pins. My pussy was gaping open, and the equally twisted brother pissed right in my pussy. They took pictures of me to blackmail me with. I had to be their bitch after that if I didn’t want those pictures of me all over school. I was head cheerleader, most popular girl in school, had a reputation as an in charge bitch. If it got around, guys would think I was a submissive whore and feel they could do anything they wanted to me. No way was I letting that happen.

I let them call the shots for months.  I had a reputation to uphold, plus their parents paid me very well. In hindsight, I think it is because they knew their older offspring were really Satan’s spawn. The day I got fired, I remember clearly. The twisted sister had my hands tied behind my back and was wearing a strap-on. She was skull fucking me, while her brother was fucking me in the ass. The little brat was tied in a chair being forced to watch.  Their parents walked in on the show. They were quite livid. But with me. I was the one tied up being assaulted by their devil brats, but I was the one that got in trouble. The mother slapped my face, called me every name in the book and fired me. Didn’t even pay me. They still contended I was the bad influence even after the little brat said it was all his siblings fault.

Those evil twins eventually killed a schoolmate, so I guess it was a good thing I got fired. I got out with my life and unscathed, just humiliated. Their parents are still in denial over just how sick their offspring were. Not sure what ever happened to the brat. But I do know this, I started studying my ass off so I could get into college and never have to babysit again in my life.

Going Down The Rabbit Hole

Some times Delilah brings home her little wards. She knows that here she can torment them as she pleases and no one says anything to her.
And then there are times when things take a turn that not even I could have predicted.
This week end was one such time.
Delilah came in the door with her ward in tow. A girl that was a little older then her normal charges, limping with a brace on her leg and dressed like Alice in Wonderland.
It was an interesting sight indeed.
One of our Sugar Daddies happened to be visiting and I couldn’t believe the look he gave this pretty young thing. I looked down and his dick was hard as a rock. I knew he wanted her and so did Delila.
Ever the hustler Delilah took our Sugar Daddy a side and worked out a deal.
She gave her ward a cup of tea, that I am sure was laced with some thing, and told her that our Sugar Daddy was the Mad Hatter and was about to take a trip down her rabbit hole. When I saw her grab her strap-on I knew he wouldn’t be the only one taking a trip down that rabbit hole.
The rest was history.
I don’t know what Delilah got out of the deal but I know our Sugar Daddy was pleased with what he got.

Babysitter Phone Sex with Juliet and Samantha

When it comes to hiring babysitters, I don’t have much luck.  Every little neighborhood teen whore I  hire ends up fucking my grand angels.  I was pretty  sure Juliet would be different.  My youngest son knew her, said she had daddy issues. She was  into older men. In fact he said she was banging two of her professors. I figured she would not be interested in my grand boys.

I went out on a hot special date with my eldest son who is visiting with his wee ones for the holidays. We went a movie, even gave him a blowjob in the back of the theater. Juliet  checked in regularly. She sent texts and even  pics of her and the brats playing games. I thought to myself, “Finally, I hit the babysitter jackpot. ” When we returned home, my little ones were tucked snuggly in bed. The house was cleaner than when we left. Seriously, she was the best babysitter ever. I excused myself to slip into something more comfortable. I told her I would take her home. I wanted to take her home so my son and I could fuck our brains out like we did when he was younger.

When I returned, Juliet was on her knees giving my son a deepthroat blowjob.  Now my son was older than she was, but not as old as her usual type. I was not happy. My son gave me this look like he couldn’t stop her. I told him, “Let me guess, she tripped and her mouth just fell on your cock?” I wanted to pull the little teen whore  off his dick, but sadly he looked like he was loving it. Not going to lie, I was jealous.  He saw the look on my face and tried to push Juliet off his shaft, but the little slut would not let go! She was sucking his cock like her life depended on it.

Juliet then begged my son to fuck her ass. Hell no. My ass was the only one his dick was going to fuck. I looked that little twat in the eyes and said, “watch how a real woman gets fucked in the ass.” I bent over the couch so my son could shove his big hard cock up his mama’s ass right in front of her. I was a little perturbed that it was hard because of her mouth, but once he was fucking my ass, I forgot any feelings of anger or jealously I had. He knows how to please his mommy. He shot a big load up my ass too. I pushed that little bitch to the ground and sat on her face. I told her, “Since you are so desperate for my son’s cum, drink it out of my ass.”

Juliet turned into a cum guzzling whore. She got her tongue up my ass so deep and scooped out all that cum. My son got so turned on watching this, he was hard again. This time, he begged me to let him fuck Juliet’s tight little ass. How could I deny him? Juliet and I let my son tag team our asses that day. My son fucked all the dominant bitch out of her. We turned that babysitter into a submissive little cum dump anal loving whore. Oh she may never babysit for us again, but she certainly will play with us again. Next time I’m breaking out my strap-on on that tight coed ass!