babysitter roleplays

Hot Babysitter Phone Sex

by Star on April 11, 2016

star4

I occasionally babysit for some friends of the family, so I wasn’t surprised when some hot babysitter phone sex came up. I’d been babysitting on and of for him for some time now, and he’d been imagining my shaved, young pussy since I’d started. Finally, it seemed that it had become too much for him to take. He asked me to stay late after he’d gotten home from his date, which obviously hadn’t gone well. I could tell what he wanted so I led him to the bedroom, stripping as we went. I could see his huge cock growing hard with excitement. My own pussy was growing wet with anticipation. I hoped to make this experience everything he dreamed it would be so he’d be cumming back for more ūüėČ

I pushed him onto his bed after he got his pants and boxers off, mounting him and sliding his large, throbbing cock into my wet, bald pussy. I was stretching so tight around him, it felt so good! Based on the sound he made, I wasn’t the only one feeling good. Rocking my hips slowly now, I slid that beautiful cock in and out of my moist pussy, faster and harder with each stroke. I could hear his breathing and sounds getting louder as I rode him hard, enjoying the ecstasy he brings me to. When I told him I wanted him to cum deep in my pussy, I felt him beginning to throb inside me in response. Not long after, I got that beautiful creampie.

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Baby Sitter Phone Sex role play

by Kellen on June 26, 2015

kellen_pulling_down_pantiesI had a great Baby Sitter Phone Sex role play fantasy with my friend the other day. I was the babysitter that was majorly screwing up and he was the Dad that had enough of it. It all started with him finding me passed-out drunk.

What would you do when your drunk Phone Sex Baby Sitter pleaded with you to not fire her? Well, I’ll tell you what he decided to do. He decided to use my desperation to his advantage, sexually. At first, it seemed innocent enough when he asked me to strip down to my bra and panties. Things started to heat up when he unzipped his pants and pulled out a big, hard dick.

Soon, he was demanding a hot Blow Job . I pretended to protest, but the sight of his huge, hard cock practically had me drooling. I was pretty good at pretending that I didn’t want it and that had him grabbing me by the hair and fucking my face and throat which made my pussy so wet. I think he liked the idea of forcing me because he dragged me by my hair up to the bed. When he bent me over the bed, he started to spank me and tell me that I was naughty. Boy, was he right! I was so naughty that I begged him to cum all over me! I love Baby Sitter Phone Sex role play

Baby Sitter Phone Sex role play

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Sissy DL Phone Sex

by Shelby on April 19, 2015

Sissy DL Phone Sex

OMG!!! Look at you in your princess pull ups!!!! Your mother said I was coming over to watch a boy, not a Sissy DL Phone Sex baby!! ::giggles:: Oh my goodness you wet yourself already, I am going to have to punish you by putting bows in your hair!!

Hehe ::giggles:: You went pee pee boy, and I am going to do your hair all pretty and play with your pee pee in your diaper and give it kisses too. So you better not say nothing squirt. Let’s get you dressed in your sisters clothes, OMG did you really just goo pee again what a total loser phone sex sissy..

Now I am going to jerk off your tiny pee pee, while I squeeze all that pee right back on your Sissy DL Phone Sex wee!!!

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Cum get my panties!!! Sexy Shelby panties!!! Ohh and pantyhose, knee socks, and sandals, high heels!::kisses::: 

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Babysit Your Cock Phone Sex.

by Kellen on January 4, 2015

kellen_picture_in_backgroundI came over to baby sit your children but realized all too late I was going to Babysit Your Cock Phone Sex.¬†He did not tell me his girls were at their mothers house for the weekend. I at first thought I had made a mistake until he told me he still needed me inside. He had some issues he wanted to discuss. He was so kind, he offered me a drink while we talked. The more I drank the more I realized I was feeling kinda fuzzy. My head felt like it was full of wool and my mouth full of cotton. I went to stand up and I fell against the kitchen island. I thought maybe my sugar was low or something.. until he came up behind me and started to pull down my panties from under my skirt. He whispered in my ear that he was going to take me and take me now because I have been such a dirty little tease… I came to babysit your kids… I ended up¬†Babysiting Your Cock Phone Sex

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Made You My Adult Baby Phone Sex

by Kinsley on December 28, 2014

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There’s nothing cuter than you trying to squeeze into a tiny diaper and be my baby!  You love when I’m your babysitter and play Made You My Adult Baby Phone Sex.

We went to the store to pick you out some Pampers diapers, lotion and powder for your bottom.  You were so excited to try and get into them since they were so tiny, I just had to giggle.  Too bad they don’t make adult diapers with cutesie designs on them.  You would really love that.  You love the way they super soft cloth diapers feel on your bottom and how nice it is when I get that lotion and rub all over your cock before shoving it into your diappie.  You get so excited when I give you hugs and kiss your forehead and tell you what a super good baby you are!  Just sitting there in your little chair with your diaper and little hat on your head.  Awwww aren’t you just the cutest little thing.  I love being your babysitter and taking such good care of my big baby!  Made You My Adult Baby Phone Sex with Kinsley, always taking care of my sweet baby boy!

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Submissive Black Mommy Phonesex

by Chelsea on November 14, 2014

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I love nasty sex and into submissive black mommy phonesex. I like white sugar daddy partners to punish me and my daughter. I often work as a live in maid for a white family. I like powerful men with submissive wives. They call the shots and that is how I get hired in the first place. My young daughter is part of the kinky package. I am at a place now where I share a room with my daughter and it is across the hall from my master. He expects me to tuck him in at night and be his night maid on call. I seem to get a call every night and i must bring my daughter to satisfy master’s sexual urges. He makes me wear leather and rubber panties and wear a dog collar. My daughter wears a little collar too. We are to submit and obey .I offer no taboo talk. Call me for submissive black mommy phonesex.

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babysitting phone se

by Kellen on August 11, 2014

kellen_removing_braI have been babysitting phone sex for your family for a long time. Finally you noticed that I have blossomed into a hot horny young woman. Finally you noticed that I have been wearing short skirts to your house for a reason. Finally when I touch you, you feel the same spark I do. I come to watch your kiddos and you forgot that wifey took them and went to her mothers for a week. So, now it’s just you and me. Invite me in! I have something to show you and I think you are going to love it. Its teeny tiny.. shaved..very puffy and it taste just like honey. Since your wife is away and the brats are with her lets go up to your bedroom and I will show you my special secret.  I am so glad you finally caught on to what I really wanted to do! I have been just dying for babysitting phone sex! ~Kellen~

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Baby Sitter Phone Sex

by Avril on January 17, 2014

baby sitter phone sexBaby Sitter Phone Sex is one of my favorites.  Whether it be the daddy or the kiddies that I play with, I know I am going to get some. Foreign territory always gets me hot.  I like to surf the daddies computer while they are gone to find out what porn he is watching and finger myself to it.  When its a really hot daddy, I make sure that I walk over.  That way they offer me a ride home after.  Sometimes all it takes is me putting a hand on their leg for them to pull over behind an empty business on the way back to my house and fuck my brains out.  Or I get laid down on the hood of the car and the daddy eats out my pussy and fucks me by headlights.  Its funny, but if I suck them off they always give me an extra tip!  So many daddies go home with a pair of my panties in their pockets after we fuck.  They offer to take their wives out more often, just so they can get laid good and proper by the sexy little baby sitter after wards!  Baby Sitter Phone Sex with Avril.

Xo Avril oX

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Bad Phone Sex Babysitter

by Gaia on January 6, 2014

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Ok, so I may not be so good when it cums to sitting for your kids, but you might not be able to resist this Bad Phone Sex Babysitter! I see how you look at me as you wait for your wife finishes preparing for the night out, as I walk into your home in my short, hot skirts and my tight shirts revealing my underdeveloped breast. As you sip that cocktail and observe me playing with your kiddies I am perfectly aware of what is on your mind. I am hoping that you pick up on my subtle clues and when you take me home later this evening I am really counting on your making good on all this tacit sexual energy that has been building up over the these last few months with having me as your Bad Phone Sex Babysitter! 

Gaia!

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Daddy Teaches me Phone Sex

by Gaia on July 8, 2013

I got a lesson last night when Daddy Teaches me Phone Sex.¬†I babysit at my house and Daddy makes me keep the kiddies in the basement but when the little boy snuck out and caught daddy looking at naughty pics as he began to scold me I had to admit to him that I have been having very naughty thoughts of my own lately, ideas of touching the boys playstick while I lay in bed at night. My daddy’s tone softened and asked what I have done, I confessed that his sister and I have been kissing and practicing humping our bald pussys together and that both of us wanted to touch and play with a cock. He decided to join us downstairs, it was time for¬†Daddy to Teaches me Phone Sex.

Gaia

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