Tag: babysitter phone sex

My First Time

Phone sex

Everyone always asks, “isis, how did you learn to become the most masterful sissy and slut trainer?” Well, I don’t believe in that “magicians don’t reveal their secrets” bullshit. Simply put, I was taught by the best. Growing up my parents were always gone. Always away on business, always too busy for their sweet little girl. My nanny, Myra, taught me everything I know. Ever since I remember, she trained me to be her little whore protege. My first time, she brought over our neighbor, Rick. She made him force fuck my little virgin pussy and I had to eat his cum as it dripped out of me. Every day and night, she forced me on my knees to suck cock of the many strange men she brought into the house. She stretched my pussy and asshole over and over again so that I can take as many cocks as I could. She forced me to be a slutty little gangbang whore. She would force fuck my throat with giant dildos and had me lick her pussy until she squirted all over my face. I was her best little slut, I became addicted to fucking and she taught me my place as an evil, dirty whore. She corrupted my mind and body in the best way and now it’s my turn to teach boys and girls how to be the best little cock sucking whores that they can be.

 

Toy for Boys

Phone sex

Last night, I sat for a couple of brats. I told them that if they were good lil boys, I would give them a nice little treat. I stripped naked in their bedroom and fondled my tiny teen babysitter cunnie for them. My wet pussy was just begging for an orgasm when I noticed a fabulously shaped toy under their bed. I then laid down and began showing them how to play with this special toy. I slowly inserted it into my asshole and squealed with delight, “Remember that treat I told you tikes about?” They nodded their little heads feverishly, “Okay, well your special treat is my delicious pink pussy.” They began suckling my cunt eagerly as I fucked my asshole with their toy. Their little tongues swirled around my clit hungrily and I moaned in intense pleasure. I came in their mouths over and over again. They were being such good little sluts in training! One day, they’ll make fine little pussy lickers for my various clients that like to come over and play.

Lil Sissy Cocksucker Training

Sissy Phone Sex

There’s nothing I love more than teaching a boy to become a good lil Sissy cocksucker. The other night while babysitting for dear wittle Matty, I decided to invite the older neighbor. I could tell he had a thing for wittle Matty and he would be the perfect helper in training a Sissy cocksucker. I made sure to make Matty nice and pretty for our guest. I picked out a pair of frilly pink panties for him and a cute frilly dress. He hated it at first, but that’s the key, the ones that hate it at first end up becoming the perfect lil Sissy sluts. I made him up into a nice, sweet Sissy faggy and put his mother’s pink lipstick and mascara on him.

When the neighbor came over, he could hardly contain his meaty cock. He was ready for a nice cocksucking. And wittle Matty and I were ready to please. I had the lil sissy fag open his mouth nice and wide and had the older neighbor ram his 8-inch cock inside his pretty sissy pink mouth. He fought back a little- they always do… at first. But after just a bit, he couldn’t get enough of that meaty cock, he practically begged to get a shot of warm cum in his pretty lil faggy face.

Babysitting little sluts

Babysitter Phone SexI had the nastiest babysitter phone sex last night while I was watching the skanky youngsters for the evening. Those three little barely legal whores were more than willing to do whatever the fuck I told them to do, as they should be! They always listen to me and know that if they disobey then I will tell their Mommy & Daddy how naughty they were while they were gone. I called my favorite pervert up and held the phone up to their mouths so that he could hear their moans while I had them all scissor-fuck one another. I strapped a huge monster cock dildo around my waist and forced those skanks to spread open their fuck holes so that I could fuck them deep! I loved making them squirm with my hard penis while stretching them out. My favorite pervert was of course jerking the life out of his dick as he heard them cumming hard & loud.

Bad P Babysitter Phone Sex

babysitter phone sexI have been a very bad babysitter. Do you like babysitter phone sex calls? I have a phone daddy who gave me very specific instructions. We all know I struggle with saying no to anyone as a little subby bitch. My caller likes girls even younger than me. He is a P daddy without a baby girl. I love being his phone baby girl, but he wanted me to step up my game and babysit a little one in his honor. There is a local bulletin board in my community for pet and brat sitters. I can clean up when need to and look like the sweet coed who just wants to care for little ones for some college money. I found the perfect family. They had one little sweet angel. Extremely young. The kind that doesn’t even talk in full sentences yet. When I went to babysit for them Friday night, I brought my Benadryl surprise that my phone daddy told me works like a charm to make little ones fall into a deep slumber. He was right! I gave her more than I needed too. She was out like a light in less than 20 minutes. I pulled her hair, slapped her face and even stuck her with a hat pin. Nothing. This was going to be fun. I undressed her and took all sorts of dirty pictures that would get me arrested if they were discovered on my phone. I couldn’t just look at her. I licked her young bald pussy and fingered it too. She was so tight on my finger. I was surprised to discover how wet her cunnie was. Maybe subconsciously she felt me and liked it! I molested her for hours. I was sorry the parents came home. I would have stayed there all night molesting her. I can’t wait until my phone daddy calls me again. He is going to cream his pants when I tell him all the juicy details.

Babysitter Betty

Babysitter Phone SexI was watching my nephew for my sister cause she needed to go out of town. All I needed to do was wait around the house until her husband came home. I decided to slip into a shower while the brat was asleep. I heard Tim come home, he was looking for me. I called but to come into the bathroom. He walked in and quickly apologized for barging in, he thought I asked him too. I laughed and turned off the shower and stepped out in front of him. He froze with a stupid dumb smile on his face. I undid his pants, pulling them down slowly. I looked up at him taking his big swollen cock into my mouth. “We shouldn’t do this, your sister would be so pissed” he attempted to argue. I ignored him and deep throated his long monster. Finally he grabbed the back of my head and started to fuck my face. I was getting so turned on while I played with my clit. He throbbed a little pulling me up and bending me over the counter. He spit and licked my asshole just a little before shoving his cock inside my ass. He fucked me hard until he came deep inside my ass. Honestly I just don’t think I can help myself when an opportunity to fuck comes up.

Babysitter Phone Sex

babysitter phone sexBabysitter phone sex calls are so much fun. I have lots of naughty tales from my years of being the sexy BBW babysitter. I ran into Kyle last night at a club. He is in college now, but ten years ago when I was a teen girl and he was a school boy, I was his babysitter. He recognized me, but I didn’t know who he was until he started talking. He was all grown up now. Just as handsome as his father. Kyle had a thing for his big titted babysitter. All school boys crush on their babysitters. I, however, only had eyes for his daddy. Now of course Kyle’s daddy was married, but that never stopped me, not even in high school.  Kyle’s father seduced me before I had a chance to seduce him. Like most daddies, he was weak for a busty high school slut. We had a hot affair for months, but Kyle found out and blackmailed us. I was not happy to see him last night. His mother was the money maker in the family as she was a doctor. She was never home because she was delivering babies. Kyle’s daddy would have lost everything if she found out he was fucking a high school student. Now, for Kyle’s daddy, the only term was to stop cheating on his mother. When I was alone with Kyle, the terms were different for me. Fuck him or he would tell his mother and my parents. I knew I would be in hot water if my parents found out. Plus, Kyle’s dad would have been arrested because of my age. It would have been a scandal, so I let a school boy with a little dick blackmail me. I fucked him a few times, but the last time I got smarter and recorded him saying he was blackmailing me. He still had the upper hand, but he didn’t realize it. I was just smarter lol. He was trying to get in my panties last night. I left him hanging alone in his car waiting for me. He was handsome like his daddy, but not hung like him. Now Kyle’s daddy, I wouldn’t mind seeing again. He was some hot ass sex.

Naughty BabySitter- Two

Young bald pussyI’m sure my moans may have been echoing a bit throughout the house when he came in. My Young Bald Pussy was already dripping when he walked into the room. A good pool of juices formed beneath me on the sheets as I kept going. I could feel myself getting close, I didn’t want to stop even after being busted. All I could do was grin at him and keep going, he shut the door behind him. Undoing his belt and stripping down his pants and underwear he approached me. Grabbing a fist full of my hair and forcing me off the bed onto my knees. He forced his cock down my throat, while my hands were still finger fucking my tiny pussy. He started thrusting harder holding my head in place. Making me choke and gag, his cock throbbing as he ejaculated his cum into my mouth and throat continuing to face fuck me so I was choking and drowning in his cum. I could feel myself cumming as I rubbed harder on my clit reaching my reward for my efforts.

Naughty BabySitter- One

Babysitter Phone SexSo my friends Dad was desperate the other day needing someone to come babysit, work needed him right away. So he called my phone offered me 40 bucks just for two hours. I agreed and saw him off and just sat in the big house without much to do. So I decided to snoop around and found myself up in his and his wife’s bedroom. I noticed a cabinet open and peeked in. I found a couple of dirty dvds and just couldn’t help myself. I grabbed one that had a chick on the cover surrounded by a bunch of Big Black Cocks. Just looking at the cover I could feel my panties getting wet, so I popped it into the player and stripped completely down to nothing. I sat on the bed and began to tease my Young bald pussy, I didn’t even notice the car pulling into the drive.

Bad Babysitter Phone Sex

babysitter phone sex Babysitter phone sex is never going to go well with me. Who in their right mind would let me oversee their brats?  I placed an ad on a babysitter site months ago. I was looking for ways to earn some extra cash for my coke habit. No one called me. I guess a thirty something year old woman wanting to take care of brats was suspicious. Well, it should have been suspicious. I forgot about the ad, until I got a call earlier in the week. A couple was desperate for someone to watch their boys overnight. Their normal sitter was unavailable, even their back up babysitter was not able to help them out when they won tickets to see Elton John. They got an overnight trip to NYC. I get it. I would leave my boys with a stranger if something like that came up for me. This couple had younger boys than mine. I tried to be good, but I was doing coke and watching porn. These boys made me reminiscent for my boys when they were younger. I love hairless cocks and balls. Of course, I molested my young charges. I had to give them each a prostate massage to get that boy jizz out of their tiny dicks. I gave them a little Benadryl cocktail. They won’t remember a thing. It is the parents’ fault. I mean who leaves a phone sex whore like me in charge of their little ones?