Roleplaying Phone Sex with Cassie

Hey hon! Are you ready for some roleplaying? I’ve had this fantasy I’ve wanted to play out for awhile now, and I’ve just been dying for the right person to come along. Are you ready for some roleplaying phone sex fantasies, hon?

roleplaying phone sex

I’m your super sexy, short skirt and high heeled wearing, redheaded bombshell of a boss. I’m always strutting around the office in my two-inch heels like I own the place — because I practically do — bossing you around. I’m sure it bothers a tough man like you to be under my perfectly manicured thumb, but the CEO thinks I have certain talents that put me on top of the ladder, and on top of you.

We had to travel to corporate headquarters for a seminar. A mix up in our hotel reservations means that we got booked into the same room! A room with just a queen sized bed! Not even two double beds! This is never going to do! I have a very particular bedtime ritual, taking a shower, air drying my hair, reading, and then going to bed early to get my beauty rest! And to make things even worse, I forgot to pack my night things! There’s no way I can sleep naked in the same bed as you!

This hotel room is tiny, and not at all what I’m used to while traveling. There’s barely any room between the bed and the walls. Being forced to sleep naked in this close a proximity to such a masculine man such as yourself, I’m worried what might happen. I will most certainly lose my authority at the office if anything that happens here were to get out.

What are we going to do, hon? Are you going to take advantage of this mix up? Or should I make you sleep on the floor? That would be the right and proper thing to make you do. You have until I come out of the shower, wrapped in my big fluffy towel to decide, hon.

If you’re ready to decide what happens next during this roleplaying phone sex session, call 1 888 8 FREAKY and ask for your bombshell of a boss, Cassie.

Twitter: @CassiePierced
Email: piercedcassie@yahoo.com
Kik: piercedcassie

Virgin Roleplay Phone Sex with Cassie

Hey hon! I just LOVE roleplaying. Virgin roleplays, however, are the best. Let me tell you about a little virgin roleplay I’d love to do with you during our next virgin roleplay phone sex session.

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I always loved sneaking into the Adult Section at the public library. I just loved reading the Kama Sutra and all the trashy romances I was supposed to be reading. Another favorite section was the Art Books. All those nudes? YUM! I had no one to try all these things I was learning about, and I was too young to check out all these dirty books without nasty, disapproving looks from the stern, grey-haired librarian who probably doesn’t even know what sex is!

I’d sneak off to the Adult or Art sections whenever I could — I just loved looking at all those nude painting and statues. They were painted by “masters” but in reality were just horny, dirty, kinky men.

This is where you stumble upon me, hon. I’m sitting on the floor, tucked into an out of the way corner. I’ve got the Kama Sutra in my lap, and I’m reading about the Clock, where a man does a handstand against a wall while his woman pleasures him. I’ve got my head cocked to the side as I stare at the illustration, wondering just how this position could work. And how it would feel to have a man’s junk in my mouth.

What do you do with this pretty young thing, staring so intently at such a naughty book? You can tell she’s a virgin just by how absorbed she is in the illustrations. Does that make your cock hard? Does the thought of taking her there, in the library, where anyone could walk into the stacks and catch you turn you on? How will you keep this virgin quiet as passion and lust and pleasure run through her veins for the first time?

The rest is up to you during this virgin roleplay phone sex session, hon. You know you have ideas on how you want this to end. You just have to call 1 888 8 FREAKY and ask for Cassie, and we can finish this virgin roleplay fantasy to both our satisfactions.

Twitter: @cassiePierced
Email: piercedcassie@yahoo.com

Roleplay Phone Sex with Maya

My family won a trip to the island, where my father was born and it gave me the perfect place to have roleplay phone sex fun. Mama wasn’t able to join us due to work, but I was able to go with him to meet extended family I’ve not had the pleasure. Papi spoiled me with the room situation, as there were two rooms to pick from. He took the one closer to the ground floor and I scored top floor, all by myself with an amaaazing view of the beach.

roleplay phone sex

The first two days were spent traveling inland to visit his family and friends. It was great fun, I’ve ate a lot of the local sweets and my grandmother made me a pretty traditional dress. The last day however, Papi went inland alone and left me to explore the inner city and the beach. A full day to simply lounge and relax. It gave me a chance to wear this cute bikini Canadian weather didn’t care much to see me in.

After a morning in the sun, a long hot shower, I ended up laying down for a nap before dinner. I had no idea how long I had been out for, but clearly the heat and humidity caused me to sleep rather heavy. I woke to the feeling of something warm and wet slipping against my clit.

Now, wet dreams are totally normal for me. The climax sensation upon waking up is one of the best feelings you can experience and this was just as amazing. My hips shifted up against his face, displaying just how much I wanted it. Yet through thick lashes I was finally able to make out those dark eyes peering up at me and went into a moment of shock. Next to impossible to collect my thoughts or how when I was this close to cumming. I didn’t even know his name! I had only seen him a handful of times, as he brought up my food and helped me get my luggage upstairs. The more I thought about it the closer I got. Without realizing how much I was instinctively moving against his mouth and tongue, up until I jerked my hips.. releasing a soft cry as I felt that wonderful tremor rock my body’s core.

As I came down off of that lovely high, I realized how quick he was to reposition himself between my still parted thighs. My attention is quick to land on that very hard cock now laying against my flushed lips. He doesn’t look at me yet, but pulls his hips back enough to push the head against my pussy, struggling to get inside. Soon I find myself moving my hips to help guide him; The noises he makes upon feeling just how tight I really am causes me to squeeze his cock further..

UGH! This is boring writing this out all by myself. Call me and be my sexy stranger at 1 888 8 FREAKY and ask for Maya for roleplay phone sex.

Roleplay Phone Sex with Arabella

Arabella here, boys! I decided it is time for me to enter the workforce again, and get some time out of the house. My husband is deployed, and has left me here alone with our baby. I am so lonely. From the very first day i knew it was the right thing to do. I got dressed in my most flattering skirt. It hugs my hips and is just short enough to show off my legs, but long enough to be appropriate for work-barely. My top hugs every curve, shows off all of my well developed assets. *Giggles*. Doesn’t everyone have a roleplay phone sex fantasy about fucking their hot ass secretary? Why do you think I dressed this way baby? It gets me oh so hot, too! I will be sure to walk by your desk, and bend over enough that you can see that I took off my panties in the bathroom, just so you could get a peek of my bare snatch to get you in the mood.

roleplay phone sex

Maybe I’ll come into your office, and beg for your help. I will lean over just enough to give you a perfect view of my tits. Of course my hand will be on your chair, right between your legs so I can feel exactly how hard that tent pole between your legs is getting. You will close your eyes to try to calm yourself down. Don’t think you will get away that easily baby. No way! This MILF is only just beginning. Then you get a whiff of my perfume, and it puts you over the edge.

What do you think I should do with THAT development? I think you will just have to tell me when you dial 1-888-8-FREAKY, and ask for Arabella your roleplay phone sex slut.

Cheerleader Roleplay Phone Sex with Jocelyn

One! – Two! – Three! – Four!

I am such a dirty whore!

Five! – Six! – Seven! – Eight!

Fuck me! Fuck me! It feels great!

Give me a C! Give me a U! Give me a N! Give me a T!

Where do we want those dicks stuffed? In our CUNTs!

cheerleader roleplay phone sex

*giggles* I fucking LOVE cheerleader roleplay phone sex, don’t you? All those fun cheers with all the jumping and jiggling and bouncing bits… That’s the best part of being a cheerleader, you know: knowing that all the men around are looking at you and thinking about how your tits are bouncing and wondering if you’re wearing any panties under that cute cheerleader skirt! The attention is so hot it made me horny every time I started to even put on my uniform *giggles*

What would you do with a cheerleader of your very own, hm? That hot tiny uniform barely covering my ass and stretching across my huge tits. I bet you’d like to watch me do all sorts of stretches and kicks and jumps, wouldn’t you, just to see how stretchy and bendy I am? *giggles* Would you get all hard watching me do my cheers all for you? I know just what you’d be thinking *giggles* How much you want to watch my cute cheerleader pigtails bouncing as my sloppy wet cunt rides your big hard dick while I straddle your lap. Am I close? Maybe you’d rather grab those pigtails and pull my face down on that big fuckstaff to swallow your meat until you cum own my squealing choking throat. Cheerleaders are always so hot when our makeup is streaming down our cheeks after a rough blowjob, huh? *giggles*

I can’t wait to have cheerleader roleplay phone sex with you! Give me a call soon!

Skype: Jezebel Jocelyn
Twitter: @JezebelJocelyn

Roleplay Phone Sex with Avery

I love that I get to talk to dirty men all day long and hear their fantasies!!! I love roleplay phone sex and the kinkier the better!!! I have been the naughty next door neighbor who just loves to sun bathe by the pool completely naked with my hot body covered in oil!!!! I can see you watching me and it is making my sweet pussy so wet!!!

roleplay phone sex

I would also love to be that naughty babysitter! You come home from your not so great date early!!!! The kids are asleep and you can’t seem to find me so you go upstairs and you catch me in your bedroom watching your dirty videos!!! What are you going to do to me??? How are you going to punish me??

We can do all kinds of roleplay I love it all!! How about I’m your naughty secretary who wears the mini skirts and blouses that show off my giant tits!!! One day you come in and you are just so stressed out! I follow you in your office make sure you have everything you need!!! You sit in your office chair and relax so I come behind you and start touching and massaging your shoulders and you start relaxing and telling me how good it feels!!! You turn around in your chair and take all my clothes off immediately mmm and fuck me so good.

Maybe you have a secret that you want to share with me that you haven’t told anyone about??? I would love to hear them. Maybe we can even roleplay it out together!!! I want to hear those dirty nasty thoughts that you have!! It just makes me soooo wet!

I cant wait to pleasure you in ways that you have never been pleasured!!! My sweet tight wet pussy is throbbing just thinking about it!!!! Just call me for roleplay phone sex at 1 888 402 8669!

Roleplay Phone Sex with Amber

Isn’t it fun when a new neighbor moves in ? Do you like to have roleplay phone sex? Her neighbor is very hot. He’s young, muscular, and very good looking. The tall, dark and handsome kind of guy. She wonders if he might be a naughty neighbor. But she can’t keep her eyes off the neighbor when he’s outside working in his garden. Or when he washes his truck in the driveway. And even watches him take out his trash. She strategically picks the day to bake cookies and welcome the new neighbor to the neighborhood. The older woman takes time and thought as to what to wear. She chooses jean shorts and a simple white tank top with a cute pair of camo panties. She has seen him coming home from hunting, so he might like the camo panties.

roleplay phone sex

As she stands in front of his door, she thinks about the roleplay phone sex she had the other night, maybe today it will be the real thing. When she knocks on the door, she feels wetness in those camo panties. And looking down, she notices her nipples are just as hard as can be. She chooses to not wear a bra just so her nipples would do exactly what they are doing. The door opens and there he stands before her, in all his splendor, the naughty neighbor. He’s almost, naked just wearing a camo speed o. They introduce themselves and he invites her in for coffee. They go to the kitchen and the fun begins. He pours coffee and gets a plate for the cookies. She takes a cookie to her mouth and licks it as he watches her. He walks over to her and licks the same cookie. And then their mouths meet and they kiss. He brings his hand to her breast and she moves her hand to his cock. The older woman can’t help but bend and kiss his cock on the head through the speed o. Just to introduce herself to her new naughty neighbor.

Call me at 1 888 8 FREAKY anda sk for Amber and we’ll have roleplay phone sex together!

Roleplay Phone Sex with Jenny

Hi all you hot horny men looking for some really steamy roleplay phone sex? Well I’m Jenny, a sassy, slutty phone slut looking to rock your cock. Phone sex with me is sensual, erotic, stimulating conversation that will have you begging for more of me before our time is up. I can have you on your knee’s before me or in my bed riding you, either way you will become addicted to me, or I know your cock will for sure. Roleplay phone sex with me is different because I can make you feel like you are really with the person we are playing. I can become that lady you always wanted to be with or never got that chance and would love to relive those feelings again. We can create any scene you like to play like bosses wife or best friends wife you name it I can make it exciting and real for you.

roleplay phone sex

I have many callers that love role playing so I think I have tried many different kinds of roles including 3 somes and kinky play of all kinds. I love all sorts of dirty, nasty, and no limits fantasies. I can be a bitch, dominant princess or a slutty, horny submissive in need of your guidance and punishment. If you’re into a particular fetish, tell me all about it. Don’t worry about shocking me, because I’ve got a few kinky fetishes of my own! Roleplay phone sex is so much fun! It gives us the opportunity to be somebody that we’re not and to do things that we have always fantasized about and maybe been afraid to try.

I love making your fantasies or secrets become real for you or we can just role play something you have seen or wanted to try just for fun. I love the ones where I get to be someone you have or had a crush on I really get into that. I could always be that naughty stripper you have been going to watch at the strip club.

Just call me Jenny for some roleplay phone sex 1 888 8 FREAKY

Yahoo: juicyjennyxxx
AIM: juicy_jennyxxx

Roleplay Phone Sex with Alley

The very best phone sex I have ever had, was roleplay phone sex. In the role play I was a sweet barely legal eighteen year old girl. But, you can see from my pictures that I look anything but innocent. In this picture I have on very sexy white underwear on. You can see right through my undies! In the phone sex roleplay, I was a nasty little cock tease. I loved wearing see through underwear with short skirts and tight tops. I was wearing underwear just like these actually in my role play. My skirt barely could reach my thighs because it was so short.

roleplay phone sex

I was in my parents front yard texting on my phone, I had a really expensive phone because my parents just loved to spoil me. I was eighteen now though and I always did what I wanted, and never apologized for it while I was growing up. So, I never saw anything wrong with the outfits that I liked to where so much. When people would criticize me for what I wore I would act like a brat and throw fits. I would respond with words like, “Whatever.” While I was outside I noticed my extremely hot neighbor pulling into his drive way. I can’t lie, he was the only reason I was outside in this skimpy school girl outfit. I looked down and finally realized that I had dropped my phone, because I was so distracted by him. I was thinking about his white collared button up shirt that he liked to wear so much. I was thinking about those nice khakis that he wore; and I was wondering if all those skimpy outfits that I wore were finally getting to him.

In this roleplay phone sex story, I dreamed of him finally getting the nerve to take control on our situation. I already noticed the big bulge in his pants! I do look good, don’t I? And I bet that he would love to see what I taste like. So, why doesn’t he come on over? I know that it will be as fun for him as it would be for me. I also think that it is time that I get punished in this roleplay phone sex story, for being a cock tease. What do you think? Are you able to teach me a lesson?

AIM: naughty_alley

Just call 1 888 8 FREAKY and ask for Alley!

Roleplay Phone Sex with Sunny

I’ve been told that I’m a very versatile actress.  I can be anyone from a sweet  thing to your mom’s best friend and anything in between.  That’s why I love roleplay phone sex.  I’m immerse myself in the role in such a convincing way that you’ll believe it’s the real thing.  I have guys tell me that they think their fantasy is too much for this game, but I love a role that makes me stretch myself.  Honestly, the more outrageous the better because I get to play roles I never have before.  I don’t just “play” the role though, I become the role.  I identify with the character, I know what she’ll say next, I know how she feels, I know how wet her cunt gets in this scene.  I feel the electricity in her body shooting through her pussy.  My pussy.  The line becomes blurred in roleplay phone sex.

roleplay phone sex

So it’s time for you to decide who you want me to be.  Am I that stern woman in your life spanking that ass after you’ve been a bad boy?  Or will you be the stern one teaching me a lesson?  Am I your secretary that teases you relentlessly who needs to be made aware of her place in the hierarchy?  The sky is the limit, and whatever you decide I will make it happen.  This is your roleplay phone sex fantasy and I’m the star of your show.

There is one area, though, where I am completely unable to act.  Yep, the orgasm.  I haven’t figured out how to fake that, and I really don’t want to.  So every time I cum, that part is the real deal.  I mean, it would be such a shame to waste a good orgasm when I’m perfectly capable of cumming.  Don’t worry, my hands will be in my wet panties from the time you get me on the phone, so getting me there is no problem at all.  That’s how fantasies should be, don’t you think?

Call 1 888 8 FREAKY and get ready for the roleplay phone sex of your life with Sunny.

Yahoo:  sultrysunny
AIM:  sultrysunnyxxx

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