Extreme Teen Phone Sex Babysitter Fantasy with Josie

extreme ageplay phone sex babysitter roleplay

Literally THE most popular fantasy that I deal with is ageplay phone sex. I mean, there are waaaaaayyyyyy more that I do, but that one is and has always been the fantasy that most of my callers just love. Sometimes, they even mix it in with their other fantasies, too.

Ageplay always involves roleplay, and one of my favorites is babysitter roleplay. I make a fantastic babysitter, for one, but I know that’s not exactly the first reason why guys call me for it! *Giggles*

No, they’re definitely calling on me to babysit instead of, like, some old nanny or something because I’m young, cute, and deceptively sweet! These naughty perverted Daddies want what I’ve got to offer, and asking me to be their babysitter is the perfect excuse for getting it.

And you know what? Sometimes, I am a good little girl and give them exactly what they want. But other times, I’m a bit more of a handful. Being bratty is fun! If they know how to handle it, they can totally take me in hand and keep control. If not, *I* can totally take control instead!!!!!

Don’t you want to have an extreme phone sex babysitter roleplay with me? I’m the best there is when it comes to those kinds of ageplay fantasies, after all. So I’m sure you’re curious about that, right? If so, all you’ve gotta do is pick up your phone and gimme a call to get your very own taboo phone sex babysitter roleplay fantasy with me. Josie!!!!

ageplay phone sex babysitting fantasy

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Dani your Phone Sex Cheerleader

phone sex cheerleader

Ok, let’s just tell the truth here. You’re a perv. I know you’re a perv, you know you’re a perv, pretty much everybody knows. It’s not like you hide it well. Everybody knows why you’re a teacher, and it’s got nothing to do with how much you love educating the next generation or whatever.

You’re a pedo phone sex freak, so I’m gonna give you what you want. And in the process, you’re gonna prove to me just how much of a perv you really are!!!!

I know you’re all about the taboo roleplay stuff, so here’s one. You’re the teacher, and I’m a cheerleader who has your class last period before school gets out. This is pretty much like how my senior year of high school went, anyway. I had this one perv for a teacher, too, omg.

Anyway, we both know you’re gonna keep me after class. You probably think you’ll lead innocent lil ol me into something naughty, but you’re wrong. I’m gonna be the one to take you places you never thought of before. You’ve been drooling over this phone sex cheerleader, yeah, but did you know I have a sister? A *younger* one?

Oh, yeah, and I’ve already told her to come by your classroom when school’s out. She’ll find us doing some reeeeeally dirty things, won’t she? And then who knows what might happen lol?

Just ask for Dani and let me be your phone sex cheerleader

phone sex cheerleader
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Josie Your Perfect Teen Phone Sex Accomplice

teen phone sex accomplice

So let’s not beat around the bush here. You feel all…pent up. Aggressive. Ready to pounce. You want to make a woman cry and hate herself because not only did you force yourself upon her, but on some horrid level, she enjoyed it. Go ahead. You can admit it. It’s cool.

Now, normally you prey on teen girls, like me. Only you weren’t actually expecting me. See, you found a girl with a vendetta of her own that she needs a man just like you for. Only this time, your prey will be a little more aged and experienced. Don’t worry though, it’ll still be worth it, I promise. And if not, well, I’ll help you find someone my age or younger to play with?

Don’t you wanna help a girl with her OWN little accomplice fantasy? I’m totally sure that you do. Don’t worry, there’s something in it for you besides just the fucking.

Ok, sure, I am a teen phone sex girl, but even though I enjoy it, I would have much preferred to be a college coed. I could be sitting in a sorority house right now, getting into make-out pillow fights or whatever with my “sisters,” but one bitch of a teacher ruined all of that for me when I was in high school.

She gave me a D when I needed a B to make the cut into my particular college of choice, so now she needs to pay. You might like her, though. Redhead, hips, breasts, tanned. Still attractive for her early 40s. See, she still works late at the school, past the time even the janitors bail. You grab her, I chloroform her, and we have our way with her on her desk, then leave her tied there for the principal to find, with a “Thanks for the memories” note from my ex-boyfriend conveniently left on her.

Your reward after that? Well, if you’re still looking for a young girl, I just remembered that that teacher has a younger daughter….

phone sex slut
 

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Forced Phone Sex with Dani

hiii! apparently i wiggled my bum one too many times cause this guy thought that i needed to be taught a lesson for wearing my plaid skirts too short in the church. i cant help it that even though i am 5 feet tall that i have really long legs and that it makes my skirts look really short. maybe i can cause i kind of roll them up at the waist band but shhh dont tell anyone let that be our secret ok?

forced phone sex

he said he was going to have to force me to learn my lesson for wearing short skirts said i was being super blasphemous to jesus. but if jesus didnt want me to wear short skirts he wouldnt of given me such cute legs to show off, right?

first i asked him what he meant by teaching me a lesson cause i dont do very well with be taught things. i dont know my school marks were never that good. he said it wasnt a pen an paper type of lesson. so what did he mean?

found out pretty quickly cause he took me into the back room one that no one ever goes in. cause i had never been in there and told me he was going to force me to do things since i was dressing so sexy. oh no? i dont think i am going to like this am i.

he told me i had to lay down on the wood table that was in the middle of the pretty bare room and when i did he tied me down with my legs spread open he was really surprised that i had panties on. but i am not a slut only sluts dont wear panties.

i didnt have them panties on long cause the got ripped off and he was between my legs laughing at me telling me he was gonna make me a slut. i dont wanna be that. i am a good girl really. he held up a crucifix and said this is gonna fuck me. ummm.

yikes this was an intense forced phone sex lesson!

ya he was ready to slam that crucifix in me and hard forcing me to be a nasty barely legal slut. there is way more but thats all i gonna say for now cause well it hard to sit for very long after what he did to my pussy and ass.

forced phone sex with me dani

phone sex slut
 

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Taboo 2 Girl Phone Sex with Teen Dani and MILF Karen

hii its me dani *wiggles bum* you wont believe what happened to me! you might but i didnt and still dont! its kind of a holy good golly molly thing. mike did a 2 girl phone sex with me and karen she is like super hot and super kinky. he said he wanted to pair us up cause he like that i was like a super naive blonde barely legal girl who could pass for underage. that an my bum was super cute. *giggles*

spanking phone sex fantasy

he was saying that he had a special fetish and that he knew i wasnt like super mean enough to do it which like most girls would take as a negative thing but like i thought he was right I am not super mean. i can be a bit bratty but not uber mean like some girls. mike like me cause i reminded him of his sister.

ok back to mike’s 2 girl phone sex call. cause i looked like his sister that is why he picked me. yay! cause he liked the idea that him and me got in some trouble when we were young. so karen had to play like our mean auntie. he was kind of  having a hard time deciding if she should be like the auntie or like our mommy. so he went with the auntie cause it made it more taboo for what he wanted.

2 girl phone sex

cause we were such bad brother and sister always getting in trouble our auntie would punish us and stuff but it never made much of a difference cause we would always be like what ever and then go on to do more bad stuff. this time she was like nah nah. no more time outs and no more separating us. she was going to spank us. uh oh! she was putting us over he knees and spanking us bare handed. then with a wooden brush. then with a ruler. like owie ow ow.

wanna know something the more auntie punished mike with the over the knee spankings the more excited he got. ya he cried but he was kind of wiggling his bum too the more red it got. then it got to my turn and it wasnt so funny any more. those spankings burned. my poor bum bum. even mike got in on it and spanked me too. meanie.

it was painful but a fun 2 girl phone sex call. hopefully next time i get paired with karen she wont be punishing me but i doubt that will be the case cause everyone seems to like punishing this barely legal teen.

dani!

phone sex slut
 

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Mother/ Daughter Phone Sex Role Play with Porscha

mother/ daughter phone sex role play

One of the most amazing things about 2 girl calls is being paired up with someone younger for those very taboo fantasies you boys have such as a mother/daughter phone sex role play.

Dont deny you havent thought it. Those times you been dating and looked at your girlfriends mom and thought she was super hot wonder what the chances were to get a wild threesome going. Only to be too shy to get it going. So instead you only go home and masturbate to the idea. Well my dear your lucky you stumbled upon Momma Porscha for you can tell me anything.

Grab one of my barely legal girlfriends and lets start a hot mother/daughter phone sex role play. There are no limits on what you desire be it I walk in on you and your girlfriend messing around only to join in or vice versa. I am a hot, horny MILF after all, perhaps I am putting the moves on you.

I can think of a few sexy girls to join us such as Becca a perky 19 yr old who adores playing much younger and if you ask me looks like a mini me minus the tits of course. Or there is London who would be a wonderful step daughter sweet 20 something girl who most definitely has a dirty side.

Look forward to making your wild mother/daughter phone sex threesome become a reality by giving me and a barely legal friend a call.

Just ask for Porscha the hot and horny milf when you call.

phone sex slut
 

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Extreme Taboo Phone Sex Fantasies

So everyone is all Monday Masturbation. YAWN! The only way I wanna be talking about masturbation is if its got some extreme taboo phone sex fantasies along with it. Come on me sitting here telling you how to jerk your cock off? That seems pretty lame to me. Well unless its a tiny dick that shit never gets old. Cause I can fucking laugh my cute barely legal teen ass off to you wanking that tic tac size cock all day long. Well mostly you telling me how your masturbating your small cock cause really its like how the fuck do you do it?

extreme taboo phone sex fantasies teen

Nah what I am in the mood for hardcore extreme fantasies. I know you wouldnt expect it from a pint size cutie like me but really I am all bratty princess under this good girl baby sitter disguise. Yup I am thinking I am the barely legal babysitter who you catch in your wife’s sexy lingerie.

Hell No!

We are talking extreme taboo phone sex then lets make this fucking extreme right?

You catch me masturbating in your bed with your wife’s dildo while looking at picture of you while wearing some of your wife’s clothing. Your right not extreme enough and I am your niece. How is that for kicking it up!

Oh man I have tons of taboo freaky stuff rolling around in my mind. The best part is I have no limits. NONE! So like me being your daughter who you want to suck your dick cause your a nasty perverted daddy. Ya I am into that.

Lets make this Monday Most Monstrous in the Unmentionable.

I was trying to make extreme taboo all M’s that is the best I could come up with through the thesaurus. Bit of a tongue twister lol. So coming up with alliterations isnt my strong suit but coming up with extreme taboo phone sex fantasies most definitely is!

Just ask for Josie

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Babysitter Phone Sex Role Play with Teen Josie

Ya I know I remind you of the babysitter you have over the weekend. Super cute barely legal brunette that wore the super short skirt. Your dick wanting to pop out and say hi but course your wife is right next to you so there is no way you can bang that hot tight teen pussy. So roll around to Monday morning and here you are dick still throbbing cause the wife was all “no I got a headache” bull shit. Time to get nasty with a babysitter phone sex role play.

babysitter phone sex role play teen

I have been knowing to tease a few daddies in my time while I was babysitting. There was this one couple that I babysat for they did shift work and there was the odd time that I would have to stay over cause they would come home at some crazy hour of the night. No biggie.

It was normally the guy who was home first. He would find me curled up on the couch, wearing my pajamas some super short boxer style with a tank top. Few times I would make it look like I fell asleep. Would drop the covers on the floor, pull my shirt up so you could see the bottom of my tiny teen tits and most importantly let those boxers jammie bottoms bunch up so that you could make out my sweet snatch.

He would always stand there and just look at me. Once occasion while I was laying there pretending to sleep I could hear him the sound of a zipper undoing. This was when it sucked to have my eyes closed cause I really wanted to see his dick.

Never did hear any stokes so he much of just rubbed it a bit.

Just knowing I was teasing him to the point of rubbing his cock was exciting. Hey I was barely legal and totally into teasing. Now that I am a bit older things are way different now. Come find out in a babysitter phone sex role play with me.

Josie

phone sex slut
 

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Sissy Phone Sex Daddy

sissy phone sex daddy

So this is so hilarious. Oh ya its Josie your bratty teen princess!  I was totally just humiliating well ok so more like laughing at this sissy phone sex daddy.

Suppose I really need to back up and start at the beginning cause most are like umm sissy daddy? Say what?

Ok so this guy called up and was all Josie I want you to be my bratty daughter. Hell ya bring on the taboo incest fantasies. I have no idea why that shit is so hot but like I fucking love it. Then he goes I want to be your phone sex daddy. Sweet! So I break into a typical incest deal you going to sneak into my room and fuck me? Me tease you? Like whats the deal?

Apparently that totally offended him. Umm oops?

Actually not really didnt really care if I offended him. Like half the time I say sorry but really it doesnt matter to me.

He goes I want you to find me in my room but I am going through your mom’s closet and trying stuff on. I want you to humiliate me cause I am a sissy.

HELL. FUCK. YES!

I live for phone sex calls like this where I get to make fun of a guy especially where I get to walk in on a sissy phone sex daddy who is all in a closet. Ya total pun intended on that. The fucking embarrassment they have shit ya. AND he is a sissy daddy. Yup its about to get really good in a minute.

It was really disappointing when that sissy daddy phone sex call ended. Like the only way to make it better was to include another friend. But hey there is always next time right daddy?

So you need a bratty teen to humiliate you then ya know who to call… Josie

 

sissy phone sex daddy

Schoolgirl Phone Sex: Josie Gives Foot Job to Coach

Ya its Josie! You know the one you love to call with your schoolgirl phone sex fantasies. This one guy found out just how taboo I am willing to go by wanting to be my coach. He was coming into the locker room after volleyball practice, course I am in there still in my tshirt, shorts, socks and sneakers. Just about to take my dark hair out of my pony tail as I prepare to hit the  showers. Coach was going on and on about how my grades slipped. Sure I had a really good excuse this one teacher wouldnt give into my short skirts and being teased into better grades.

schoolgirl phone sex

Really what is a teen tease to do?

I mean that teacher is so unfair. Here I am about to lose my chance to play in the big tournament. Now wouldnt you know it as I am bitching about my mean teacher. Totally see the Coach with his hands in his old man khakis making his pockets just dance up and down. Like ok so I am a barely legal teen but I so know what he is doing.

Yes I know it should really bug me but you know what its all over the school that Coach is all hey if your doing bad in your grades and do a few things for me I will help you out bull shit. Like its either I do a few dirty deeds for him or face my parents. You do the math on which is better to make deals with. Ya just what I thought.

So with all the rumors going around you fucking bet all the girls on the volley ball team know what makes the Coach dick jump up. He loves our smelly feet. I shit you not! He will do anything for you to take your schoolgirl feet and rub them over his dick. You better believe I am slipping my sticky sock feet out of my sneakers and rubbing them up and down my bare legs.

The fucking dude is practically drooling with the foot tease going on. Coach cant wait to start in on  “I can help you out if you help me”. I play all innocent you know what ever do you mean. With a little toe wiggle. Yes I know I am so bad.

Before he can even say what he will do for me I am sitting down ready to slip these sweaty socks over his cock. Oh ya he knows I am eager. His cock is out of his pants and laying down on the floor before I have a chance to change my mind. Like that is going to happen. If he can help me pass this class I am so going to take it.

Few strokes of my cotton socks. He wants me to take them off so he can smell them.

Nasty dude!

I know your so hoping I keep going on with this story but really isnt it more important that you do a schoolgirl phone sex fantasy with me. Then you can become the Coach on the floor begging for me to take my socks off.

You know you do!

Josie

schoolgirl phone sex