Category: Babysitter Phone Sex

Ski Mask Surprise

babysitter phone sex

I had just made it back home after cheerleading practice and had promised our neighbor Mr. Lewis that I would sit his little ones overnight. I threw a few things in my duffle bag to take with me over to their house for the night. Normal stuff like my make-up, a change of clothes/panties, my favorite bikini (they have a huge pool) and my special baby pink Hello Kitty vibrator daddy bought me a few years that I wanted to pass on to Mr. Lewis’s youngest daughter Molly. I was just finishing up taking a quick shower when I heard the backdoor rip open then slam shut. Quickly wrapping myself up in a towel, I poked my head out the bathroom door. “Hello?” – no response. I figured surely it was my big brother, he comes home from college for the weekend and sometimes he even brings a friend to visit too. I decided not to pay it any mind and headed to my room to get dressed. Just as I got to the end of the hallway I felt big arms wrap around me from behind and cover my mouth. When I turned around I realized it was a man in a ski-mask and even though I couldn’t see his face, he didn’t feel like a stranger. I struggled pretty bad, kicking my skinny little legs all over the place but it was pointless. My attacker was stronger than me by A LOT. I started having a panic attack and begging the thug not to kill me. He wasn’t saying much and didn’t entertain my cries, forcing me onto my bed and slapping zip-ties on my wrists and ankles with my little ass in the air. I was crying so hard I couldn’t see anything and as much as I’ve fantasized the R-word for myself I never thought it would be like this. He spread my cheeks open and inspected my asshole for a moment then shoved what I’m sure was 3 big fingers inside me and it hurt a whole lot. Daddy is rough with my little body but this was real pain. It was hopeless to try and fight anymore with the man. By the time, I had started to put together an exit strategy he had already stuck that vibrator I had packed into my asshole and filled my bald teenage cunt up with his cum. He took a break, smoking a cigarette at the foot of my bed with me still hog tied up for his pleasure. That’s when I saw my closet door open- Daddy had been watching the man the entire time and now he was ready for his turn. Daddy made me suck his cock, I was crying and very upset- I ended up throwing up a lot and could barely breathe. The man in the mask went back to fucking my cunt and then they both finished off. I passed out after they were done. My body completely in shock by what Daddy had let happen. Just as I started to pass out I saw the man hand my Daddy a big role of cash and told him thank you. “Anytime! What else are neighbors for?” daddy replied, and then the man took off his mask. It was Mr. Lewis the entire time and I wonder if he still needs me to babysit tonight?

MILF Phone Sex Fantasies

milf phone sexMILF phone sex is the next best thing to mommy sex, agree? I love role play calls. I play mommy all the time to callers because I’m the mommy they wished they had growing up. I am the MILF babysitter they wished they had too. I know I seem old for a babysitter. Many more parents nowadays feel more comfortable hiring a mother to watch their little ones than a teen girl. Teens and coeds are self absorbed with Face Book and Instagram and boys lol. I was boy crazy as a young babysitter, but there were no cell phones yet and the Internet had not been invented. I supplement my phone sex mommy gig with babysitting sometimes. Last night a couple younger than my husband and myself, hired me to watch their teen boy. Now, likely he could have watched himself. He is older than my boys, and they get left alone for a few hours here and there. Tyler, however, was a bad boy. He likes to sneak out of the house and get high. Boy after my own heart. When he saw that I was his babysitter, he seemed happy to have a sitter. Usually, boys younger than him gripe about needing adult supervision. He was a strapping lad. Hot, actually. His folks weren’t gone 20 minutes when I caught him jacking off. He wanted me to see him. I wanted to see him. I watched him take long strokes of his cock. “Need some help,” I purred? He shot his load in my face. I guess the anticipation of a sexy MILF touching his cock was too much to handle.  He was embarrassed; tried to run off, but I stopped him. Tossed him back on the bed and blew him hard again. I squatted over his cock and fucked him like a bad babysitter; I mean good babysitter.

Dad and the Sitter

Babysitter Phone Sex

I am not one for babysitting… but I do it on occasion if the Dad is hot. This one guy, single and so fucking hot even my dominant side says “Who cares! Fuck him!” So when he called I jumped at the nights’ job.
The night went by pretty quiet, his rug rats aren’t as obnoxious as most of the ones I encounter. He came from his event and walked into the family room where I was just hanging out on the couch, I had brought my jammies because they are comfy and little ones tend to relate better on their level. I looked over the back of the couch at him and asked how the event was. He said it was boring and would have rather stayed home. I looked him square in the eyes and said: “could have stayed home and fucked me don’t you think?” His mouth opened and it looked like he had no idea what to say. Then “Really?” escaped his lips. I smiled and lifted my jammie top and showed him my perky tits, and he licked his lips…I knew I was going to get fucked just from that little reaction. I grabbed his belt and pulled him closer to the couch, got on my knees and took his pants down and started sucking his nice hard cock. He didn’t want me to suck him off all that long, he came to the end of the couch, got his pants off in a hurry, got behind me and was fucking me hard and deep. His cock felt so good inside me, my pussy reacted immediately by getting wet. He was quite an expert fuck; he knew just how to touch my clit. He fucked me slow, deep and then pounded my pussy like a mad man. We ended up cumming together, laying there breathing hard, recuperating then fucking again a few more times that night. I will definitely take a babysitting job there again.

Babysitter Gone Bad

Babysitter Phone Sex

Back when I was still too young to have a real job, I would baby sit for extra cash. The wife was super prude and probably boring in bed, so when I found the husband’s secret stash of porn, I knew he must be keeping it secret from her. When they came back, their brat was already in bed and the wife was tired from their night, so she also went straight to bed. That left her husband alone to drive me home. Perfect. I told him I found his stash of dirty magazines and that if he didn’t fuck me right there, I would show his wife! He begged me not to say anything to her and insisted he couldn’t sleep with the babysitter. Taking off my dress, I was standing in nothing but my thigh highs. His jaw dropped as he began to stutter. I taunted him, telling him I knew he needed someone to do all the dirty things his wife surely wasn’t, how he just had to have a slutty, little fuck doll. He caved and shoved his throbbing cock inside me as soon as he was able to fumble it out of his pants. My perky tits shook as he railed me. Then, I pushed him so he was sitting on the couch. Getting on my knees, I licked off all my juices from his dick. He gasped, as I am sure his wife would never suck his cock, never mind lick her pussy off of it. His toes curled as I massaged his fuckstick with my tongue, taking him balls deep into my throat. Climbing on top of him, I straddled his cock, rubbing the head on my clit before sinking him into my tight asshole. I bounced up and down, letting every raw inch stretch my hole. He squeezed my ass cheeks as he blew his load into my rosebud, giving me nice, sloppy cream pie. Every time I went to baby sit after that, he knew he had to fuck me to keep me quiet.

Daddies Love Teen Phone Sex slut Isis

Teen Phone Sex

All daddies love my red hair and green eyes. They cannot keep their eyes off of me when I show up to watch their brats. Last night I sat for Joanna and Gary. Gary kept looking at me like I was the best piece of pie he had ever seen. He said they were gonna be out late and going to bar. Gave me his personal cell phone number to text or call if I had any issues. They were gone for about an hour when I started texting Gary. Telling him I had a problem but only he could fix it. I started sending pictures of my pussy and asshole to him. Telling him I had two holes that needed to fucked and filled by a big daddy dick. He came home with out his wife! He told her to stay and hang out with their friends and he would go home and deal with the brats. His cock was rock hard and my pussy was soaking wet. His brats watched as their daddy fucked the slutty redheaded babysitter. 

The Babysitter Loves Furries

Furry friends phone sex

Yesterday I babysit Mr. and Mrs. Jameson’s 10 month old daughter after school. I laid her down for a nap and sat in the living room watching tv, when their cute, brown, four-legged furry come into the room. He put his wet nose right into my crotch and I got an idea. I went into the kitchen to get peanut butter. I pulled my shorts and panties off and put peanut butter on my bald pussy. That furry started barking with excitement and licked up all that peanut butter. He flicked his tongue fast across my pussy and it felt so good. My legs spread wide and my nipples so hard, I couldn’t take it anymore and I came hard. I looked up and Mr. Jameson was standing there stroking his hard dick, watching the whole time. I knew what he wanted, I drop to my knees and sucked his cock. The furry came up behind me and continued to lick my pussy. I sucked and licked Mr. Jameson’s dick like a mad woman. I didn’t take the money when Mr. Jameson tried to pay me. He had already shot my payment down my throat.

Adult Baby Needs A Diaper Change

Adult baby phone sexMy Uncle loves being an adult baby, in fact he still wears diapers and sucks on a pacifier! He won’t let anyone else besides me tend to his needs, so I always make sure to take extra special care of him when I do! He’s rather sensitive and is usually a big cry baby about things, so I really have to be delicate with him! I can’t help but laugh sometimes because it’s so crazy to be doing this for a grown ass man! Last night, I went to his house to feed and bathe him since he was too tired to do it on his own! His diaper was full of poop and urine, he hadn’t changed it all day long, what a wonderful surprise for me! He made me strip naked for him and I layed him down on the changing table so that I could thoroughly clean him up! I must have used half a box of baby wipes as I wiped his bum clean! His cock was so hard, it was shooting straight up into the air while I wiped and cleaned all around it! I couldn’t help myself so I sucked it a little bit to make sure the entire shaft and balls were cleansed enough! He started to cry from being cold so I shoved a pacifier in his mouth to shut him up. I fed him a yummy dinner of mashed up yams baby food and then had him lay down in his crib for a good night of sleep! He’s a piece of work!

Babysitter Phone Sex with Bambi

Babysitter Phone Sex

I’m a trailer park princess. Everyone in the trailer park wants to get in my panties. When you’re a pretty girl your get a lots of attention, and I love being the center of attention. I know when guys stare at me they’re taking a mental picture, to use later to wank off.
My family doesn’t have much money. So to help out with the bills I babysit. I often babysit for Mr. and Mrs. Walton. They have a cute son name Billy. Mr. Walton is just like all guys in my presence, he stares at me like he’s trying to see through my clothes. One day during the summer, Mrs. Walton told me she needed me to babysit Billy. She had a family emergency and needed me to stay with Billy until Mr. Walton got off work. I came right over. Billy and I played and watched cartoons until it was time for his nap. I tucked him in and closed his door. Next, I decided to explore the Walton’s home. I went into the master bedroom and searched through their things. That’s when I found a VCR tape. It had been a while since I had seen one of those and I wondered what was on it. They have a small entertainment center in front of the bed with a VCR in it. I popped the tape in and sat on the bed to watch it. On the screen, I see Mrs. Walton in sexy lingerie dancing erotically. Then Mr. Walton appeared in the scene, he roughly grabbed Mrs. Walton and forced her onto her knees. She pulled out his hard cock and started sucking. The whole thing was turning me on. I pulled off my shorts and panties and started fingering my wet pussy. I was so into it that I didn’t notice Mr. Walton walk in the room. I heard him unzip his pants and sat up fast embarrassed. He hurried to the bed and pulled my shorts from me as I tried to get dress. “Don’t be ashamed, it’s alright, it’s perfectly natural”, he reassured me. Next thing I know we were kissing and his fingers were inside me. It felt good and I wanted more. I was far from being a virgin, my daddy and brothers had been fucking me for years. I wanted Mr. Walton. I flipped Mr. Walton over onto his back, I wanted to be on top. I love to ride dick. I slid his cock inside me and started bouncing up and down. My titties were bouncing and my pussy was wet. Mr. Walton was loving every minute of it. We fucked all day until Billy woke up from his nap. Mr. Walton gave me a huge tip and winked as he handed me the cash. Damn I’m a naughty girl!

Incest Phone Sex Is a Fucking Party

I’m a kinky teen mommy that get’s wasted and loves to share my offspring with incest phone sex. We are a couple of partying sluts that dig on college coed sex. The two of us are always looking for a good party and none better than those on the college campus.

Seriously think about it! All those drunk college guys always looking to get laid, and often in possession of the good drugs and my slutkin and I love the good drugs. I will trade out this young delectable underage girl cunt for some coke and weed!. You are certain to enjoy tasting her sweet bald pink pussy as our priest surely does! He loves tasting her sweet slit and that puckered asshole also. The best treat though is to feel that young pussy spread open around that dickhead. Don’t hesitate we are always getting each other off but love some hard cock to really fulfill our desires.

Incest Phone Sex

Teen Phone Sex with Isis

Teen Phone Sex

He was such a dirty daddy! He needed my help with his little one. She has been such a little fucking bitch to him and he can’t fucking stand it. “If she is going to act like an adult then she needed to be fucked like an adult.” When he told me that, I just knew this Daddy and I was going to get along! This little fucking bitch just kept saying no, no, no! She wasn’t doing a fucking thing she was told. I mean she only knew like 4 words but that little fucking cunt needs to do what she is told! I grabbed that little fucking whore by her black hair and ripped her onsie pj’s off! Her Daddy’s cock was rock hard and needed to be pleased by this little whore’s mouth! I pinched her nose closed till she opened her tiny little mouth and placed it on her daddy’s fat cock head! Her mouth was so tiny I had to get a pair of scissors to make her open her mouth wider! This little fucking slut was taking her Daddy’s cock so good he came down her little throat!