Category: Babysitter phone sex

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.

Accomplice Phone Sex with Summer: Bad Babysitter!

One of my professors made me an offer I could not refuse. He wanted an accomplice of sorts to help him take his daughter’s virginity. In exchange, I have an A in his class. I’m all about helping p-daddies get some baby girl pussy. I’m a daddy’s girl. My daddy popped my cherry. I believe with all my heart no one will ever love a girl more than her daddy. So I was happy to help really.

I have been babysitting this girl for a couple years now. She idolizes me. Looks up to me as a big sister. I was the perfect accomplice for his dirty plot to take her virginity.  She invited me to her birthday party. I knew that would be the perfect occasion. I brought her a special cake. The icing had something pharmaceutical in it to relax her. It did the trick too. She started kissing on me in front of her little girlfriends. I played along. I like me some girl on girl action too.

Her and her best friend were fascinated with my body. I let them play with my breasts, explore my pussy with their fingers. I asked them if they were still virgins, knowing the answer. I acted in shock that such cute young girls would still be holding on to their cherries. I informed them I lost my virginity to an older, sophisticated man because they know how to be gentle, how to treat a young girl. I even shamed them subtly for still holding on to archaic views of romantic love and the first time. Of course that got them both wanting to pop their cherry.

I told them we should play a game called “Pop That Cherry.”  I assured them I had just the perfect older man to help out. I just had to blindfold them first and prep their little hairless pussies. I went down on them both getting their cunts all wet. They seemed to love my tongue on their baby girl parts! Once they were all lubed up, I brought my professor out. He was naked and rock hard from listening to our conversations. I have to admit, I was a bit disappointed he didn’t want to fuck me. His cock was a decent size. He sat on the couch, and I guided his daughter Abby over to where he was waiting. She was giggling like a school girl. I positioned her  over her daddy’s cock, unbeknownst to her. I then guided it in her tight pink pussy. She let out a huge moan. Took her a few minutes to get a rhythm going. I’m sure it hurt. Daddy filled her up good.

I distracted her from the pain. Licked her nipples, rubbed her clitty. There was some blood, but I licked it right up. It’s just sweet cherry juice. After the initial pain was gone, I removed her blindfold so she could see she was fucking her daddy. She was shocked; but once I told her I popped my cherry with my Daddy too, she rode her daddy hard! Daddy had a great time that day. He got his daughter’s coveted cherry, got to fuck her virgin best friend and fuck his new favorite student too.

If I can trick a virgin school girl into losing her virginity to her daddy, I can help you fuck your baby girl too! I love being an accomplice to turn little girls into daddy’s girls!

Baby Girl Pussy

I got in SOOOO much trouble today! Daddy caught me going down on Mr. Harris from next door! Daddy flew off the deep end asking Mr. Harris why his cock was in my baby girl pussy. Mr. Harris was SOOO scared daddy was going to call the cops! BOY was he surprised when Daddy said that pussy is for hire! And Mr. Harris didnt PAY for that pussy! And he is gonna pay for it now! Mr. Harris was SHOCKED. But he paid! Actually he paid double. And daddy let Mr. Harris take me home. BUT he told me when I got home Daddy was going to punish me for fucking with out being paid first! And Daddy meant it! Mr. Harris fucked me really different after he found out I was a slut. He started calling me a whore and POUNDING me! He pulled my hair and spit on me too! I hate to admit it.. but I liked it more! After Mr. Harris was done filling me up daddy whipped my ass! HARD! He left me all blue and purple! I wont be able to sit down for a WEEK. But daddy said that is ok, Because I should be on my back anyhow! And I guess he is right!

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.

Neighbor Girl

I should have known that you were too eager to hire me to house sit while you were out of town. My folks told me that you were leaving town for three weeks and I could make a hundred bucks just by bringing in your mail and watering your plants once a day. I didn’t want to be rude and not accept the offer, so I said okay. I met you at your place to get the key and just the way you were looking at me gave me the creeps. You didn’t have any qualms about looking me up and down, and brushing my hand a little too long when handing me the key.

The next day, when you had supposedly left for your trip, I headed over to water the plants. I let myself in and locked the door behind me. I had the weirdest feeling and the hairs on the back of my neck was standing on end. I kept telling myself I was being silly, but I didn’t feel like I was alone. I went to the kitchen to fill up the pitcher, and i could have sworn I heard a noise in the living room. I stopped to listen, but heard nothing else. I made my way back into the living room to the plants and began to water them.

Just then, you came up behind me and put your hand over my mouth and wrestled me to the floor. You had never left – it was all a ruse to get me here alone. You overpowered me and there was nothing I could do. You kept saying things like this is what I get for walking around the neighborhood like a little tramp and that you were going to show me what happens to dirty cum whores like me. Before I knew it, you had me hog-tied and gagged on your couch and were jerking off above me.

The things you were saying told me that you had been watching me for a long time. You had finally decided to make a move and I knew instinctively that you were going to hurt me. What scared me even more was that you never once mentioned me not telling anyone. I began to wonder if you were going to snuff me out. You began running your hands all over my naked body, and I cringed at your perverse touch. Your skin felt so rough against mine and your cock was dripping with cum as if it were drooling.

You knew my parents wouldn;t be looking for me, and that you had all afternoon to ravage my body. You did just that. You put your hard cock in all of my holes and never stopped berating me with your words. After hours of being fucked brutally and told what a little teasing whore I was, I began to believe it and my pussy responded by cumming all over your hard cock. Who knew that you, the neighbor who always gave me the creeps, would be the best fuck I ever had?

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!

Sissy Phone Sex with Samantha and Jillian: My First Sissy Encounter

My oldest grandson has a crush on his occasional babysitter, my step niece Jillian. She is a cutie. I caught him one day smelling and jacking off with her dirty pantyhose. It was actually quite a turn on, but I worried he may be a sissy. I decided to talk with Jillian about it. She assured me it was quite normal for boys his age to like a girl’s panties or pantyhose. She said all the boys she babysits for steal her pretty soiled undergarments. They do it to smell her sweet teen pussy. She then invited me to go shopping with her and her special friend. She said she wanted me to meet her friend, so I could rest assured that my grandson was no sissy.

 Jillian told me she met this rather special girl at the mall months ago. Apparently they were both shopping for frilly underwear and pantyhose and exchanged numbers. Jillian said she was a total sissy fairy fag and once I met her I would have no doubt that my grandson was just a normal hot blooded horny teen boy. I met them at the mall and Jillian introduced me to her Sissy Fairy Fag.  I was stunned. I could not help but burst out laughing. She was in a precious baby doll dress, wearing jingly jangly jewelry, and pumps and makeup. She was even in a diaper with one of those plastic protectors on the outside. Now this was clearly a sissy. When she spoke she was quite poised and articulate, which surprised me.

Sissy Fairy Fag wanted to impress me with her babysitting skills in case I ever needed help with my grand angels.  She informed me she has been taking care of her dollies for some time now and felt it was time to be in charge of live dollies. We were in a baby store shopping for some pacifiers and toys for her when she put her Hello Kitty doll on the changing table and demonstrated how to change a poopy diaper and feed a little one. I knew my grand girls would love her. She was a life size doll. A big old pathetic sweet sissy fairy fag.  They could dress her up, put make up on her, do her nails, style her hair, sing songs together, play Candy Land, laugh at her… I felt good confident about Sissy Fairy Fag’s ability to take care of my angels. She was sort of a faggy Mary Poppins. LOL.

Thanks to Jillian, I know understood what a real fairy is all about. My grandson was far more of a man than Sissy Fairy Fag could ever hope to be, despite the age difference. My grandson likes to masturbate his cock with Jillian’s panties and pantyhose, not wear them and prance around the house playing with his little pee pee singling pansy ass tunes. In fact my grandson at his young age has a bigger pecker than Sissy Fairy Fag. She pulled her panties right down in the store to show us what a tiny little clitty she has too. I am still laughing. I’m in awe though of how someone so pathetic could be so comfortable in her skin. She had a great sissy trainer. Jillian told me, Mistress Levi made Sissy Fairy Fag who she is today. Well kudos to her. But I am keeping that hot bitch away from my sons and grandsons! I want real men in household.

Babysitter Phone Sex Fantasy With A Submissive Daddy

He was late coming home from his date.  He has been single for a long time and he needed to get out and away from his sons and daughter.  After a long night of not giving a fuck of what they were into or up to they went to bed.  I kept looking at the clock and it just kept getting later and later.  I had had enough of doing this, I wanted to go out with my friends.  I was stuck in this house with a parental control on the cable so I couldn’t even watch anything other than cartoons.  My brain was going to bleed if he didn’t hurry the hell up.

He came in and didn’t even say he was sorry.  He handed me a whole fifteen dollars and told me to have a good night.  Are you kidding me? Fifteen dollars for six hellacious hours of babysitting? No, no, NO!  I just looked at him and told him that I wanted more than this.  He told me that he didn’t have anymore money, I told him then he better get back out there and tap an ATM or something because I was not satisfied with my pay. 

He told me that he wasn’t going back out in a very stern voice.  What? Nobody talks to me that way, EVER!  I put my stuff down and poked him in the chest and told him, “Listen, YOU are going to get the fuck back out there, and YOU are going to get me more money…NOW!”  He actually shrunk back.  He mumbled, “Yes Ma’am.”  I started to smile and let the anger fade from my face.  I said, “Did you just say yes Ma’am?”  He nodded his head and looked down at the floor.  I said, “Well, well, seems Dear Old Daddy is a submissive pussy.”

He looked like he wanted to cry, but I didn’t care.  I figured if I could not have cold hard cash, then he would have to work it off.  He owed me a lot more than what he tried to give me.  By the time I left he was dressed in some of his wife’s clothing that she left behind begging me to make him my very own Sissy Bitch.  He also had his first taste of man cunt insertion.  He wanted to cum so badly but he isn’t allowed to until he can get me the money he owes me.  I fucking HATE babysitting, but I love Babysitter phone sex, especially when it involves a fantasy like this.