Category: Babysitter Phone Sex

Slutty Babysitter

Phone sex

I know I’m an evil sissy trainer but the brats shouldn’t have all the cock sucking fun. A slutty babysitter like me has needs too. When I showed up to sit for a new family last night, I could tell that the daddy was interested in me, he eyed me up and down. His pants had a huge bulge and I knew that I’d get more than money at the end of the night. After a good session with the rugrats, mommy and daddy came home. Mommy was soooo drunk and instantly stumbled to pass out in bed. The daddy came up to me and started pulling off my clothes, I made sure to tell him how good his lil ones were at cock sucking tonight and that they deserved a special treat. I led him into his daughters’ room and had him fuck my tight teen pussy on the bed while the tikes watched playing with their lil cunnies while their daddy stretched open my pussy. When he finished inside of me, I had the lil brats lick me clean.

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.

payback

Hot ass sexI knew you wanted to have hot ass sex with my tight ass and you made it no secret. I riled you up so much that you decided it was time to fuck my ass. You were gentle and you didn’t go at my pace. I was struggling and whimpering but at the same time I was wetter than ever. I was a mix of emotions. I felt violated angry, but I also felt so pleased and excited. I was confused but loving it and at the same time I was plotting my revenge. After we both came I have to admit the anger wore off but I still wanted my payback. I was going to fuck your tight ass this time with a special toy I picked up.

Guided Masturbation With Betty

Guided MasturbationI hope you are a stroker who likes the idea of a woman commanding him how to stroke that nice rock hard cock of yours. I get off having you surrender control of that cock over to me. I love the idea of you jerking off to my instructions. Let my voice guide your hands along your shaft pushing you closer and closer to completion. I am curious how long you will last to my challenge, how long do you think you can last on the edge? I’ll be making sure each stroke leaves you wanting more and more. Don’t forget to have lube for maximum sensation and fun! I can’t wait to make you cum for me big stroker.

Naughty Part Time Maid

Naughty Maid Phone Sex
So my hours at the office were cut down a bit, which I assume has a lot to do with my boss’s wife showing up a lot more. Which is fine my friend set me up with this amazing gig. She cleans houses for a lot of high end clients. One of which is this man who has this huge house right across town. She told me the best part is he is hardly ever home, she sees him once or two every few months. But a few hundred is always on the table and he likes it cleaned once a week. So it would be a solid part time gig for me. So I went over there, and started cleaning off the checklist she gave me. It hardly looked like anyone even lived there, wasn’t much to do. I heard footsteps behind me when I was sweep in his kitchen. I turned around to see a nicely dressed business man staring down at me. “Your not the usual girl.” he commented. He looked me up and down and took out his wallet. He threw another wad of cash down and undid his pants walking towards me. “Can’t complain though, your prettier” he smiled pushing me down onto my knees as he pushed my mouth down on his cock.

Cock crazed in class

hot squirting pussy

I always get into some sort of trouble in class. I am smart enough not to get caught though. All throughout semesters I have found a way to keep myself busy. I remember when I decided to give my classmate a hand job while we were taking midterms. The look on his face was priceless and I enjoyed feeling his cock grow in my hands. I had him tensed and had him wanting more.
I would tease him so bad I would work him up and then I would stop. I could feel all that precumm and it motivated me to be a bigger slut. I glanced over and made eye contact with him and put his cum right in my mouth. Not sure if he passed his midterm but he sure did pass fucking my hot squirting pussy after class. Can’t wait to see what the new school year brings.

Step-daddy secret

Biggest cum shotI didn’t know I was being watched by my stepdad at night. I would go and sneak the laptop and go to my room and binge watch a ton of porn. I always get lost in the hot scenes I’m watching that I never notice my surroundings. One night I guess my stepdad couldn’t help himself. My stepdad told me he had been watching me for months on end and he knew I was a nympho whore. He wanted to fuck me so bad and I was more than okay with it once I saw his huge cock. We had too much fun together we would fuck all over even when we had a full house. All it took was the biggest cum shot to my mouth and I was hooked.