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

Barely Legal Phone Sex Slut Chloe

For the past year, I’ve been living such a dirty life as a barely legal phone sex slut. I think that fucking is what I was born to do, really. I love having sex more than anything else in the world. I mean, my tight pussy gets wet, I call one of my older fuck buddies (because I looooove older men and they love me!) and then I get him to come over and fuck me. 

barely legal phone sex

I LOVE telling you guys about the first time I got fucked. Now, I can’t tell you here because it’s a little bit too naughty, but if you call me for barely legal phone sex, I would be more than happy to tell you every detail about it while we touch ourselves. It’s so much fun masturbating while YOU are masturbating because of a story I’m telling you about losing my virginity.

Or maybe we can even do a hot roleplay about something you’d like to do with a barely legal fuck slut like me. I know you have those kinds of fantasies. It’s okay. I don’t mind at all and I know other barely legal girls don’t, either. I mean, most of us girls are totally attracted to older men just like you. And our pretty bodies are exactly what it takes to get your cock off, right? I don’t see anything wrong with that at all. Everybody is having fun, so what’s the problem? Some people are just so damn uptight. It’s good for us, though, that we aren’t.

Ready to have some really kinky and taboo fun with this barely legal phone sex slut? Just call me right now and ask the dispatcher to talk to Chloe when you call 1 888 8 FREAKY. I’ll be waiting to make all of your dreams cum true!

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.

roleplay phone sex

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 Sage

Let’s have some fun with roleplay phone sex. We can have some fun with you finding out about the surprise I have for you between my legs. You find me sitting at a bar, sipping on a drink. We chit chat, and you lean in and whisper in my ear about the dirty things you’re thinking about. You certainly can’t hide it, with that bulge growing in your pants.My pretty blonde hair, and big brown eyes have you fooled, don’t they? My perky d cups help with that, too- don’t they. I giggle, and let you guide me out of the bar. Tell me where you want to take me, hon! Are we going to my place, or yours? Let’s talk about what you do when you reach into my pretty lace panties, and find my big sausage there, waiting for you. Of course it will be hard. You didn’t know I had that little something extra between my legs, now did you? Just the thought of your face when you find out has my cock rock hard, and waiting for you already. I can’t wait to shock you like that.

Or are you going to be one of those that wants me to teach you how to suck a cock like a pro? I have been told that I have a very convincing manner, so that absolutely won’t be a problem, hun. We can talk about any of those things during our roleplay phone sex. I promise, I’ll take on whatever role you want. I have so much fun getting to explore different stories, being different people. So many different options for us to explore. Our options are wide open. Just name it, and we can make all of those dirty fantasies come true. All you have to do is call 1-888-8-FREAKY, and ask for Sage. I’ll be waiting 😉

Barely Legal Phone Sex with Chloe

I got everything I wanted for Christmas except for one thing – barely legal phone sex with YOU. You probably wanted to call me but your stupid wife expected you to spend time with her and her insufferable family. I know you would have rather been on the phone with me hearing about my bald pussy bouncing up and down on your big hard cock. But hey, you can still do that even though you didn’t do it for Christmas. I DO accept late Christmas gifts, so a call from you right now would be the perfect thing.

barely legal phone sex

I want you to know that I have no limits, so we can talk about anything and everything you could possibly want. I don’t recall ever saying no to a big strong man like you. Oh, and don’t worry about the fact that you are older than me. I LOVE older men so much. You guys know just the right way to treat a tight bald cunt like mine. You know just how to lick it and make me cum hard. And you have control and you can hold back and not cum as soon as you stick your big cock inside me. You actually can wait on me to cum all over your cock before you shoot yours inside me and I’m a big fan of that. Ahhh. Seeing your load drip out of my pussy is so sexy, don’t you think? I might even stick a finger inside me and get cum all over it and suck it off for you.

Are you ready for a freaky and sexy barely legal phone sex call with your brand new favorite phone sex partner? I think you are and I don’t even understand why you aren’t on the phone talking to me yet. Call me right now at 1 888 8 FREAKY and ask to talk to Chloe.

Taboo Phone Sex with Chloe

So, Thanksgiving is soon and I’m excited because my dad’s ex business partner is coming over for dinner. You might not get why I am excited about that, but I am ready and willing to tell you. I am not going to tell you all of the details here because then what would we talk about when you call me for taboo phone sex. But let’s just say that he was my very first lover and he REALLY shouldn’t have been. If people found out, then he would be in big trouble, at least with my dad. I’ll be more than happy to tell you everything but you have to call me for that.

taboo phone sex

I’m excited that he’s coming over for dinner because every time I see him, we fuck. And we fuck a lot. We are like bunnies. We seriously just cannot get enough of each other. His stupid wife decided that she wanted to move to be closer to her family, so I don’t get to see him very often. But when I do, it’s like we never left off and we just immediately find a way to sneak off and fuck each others brains out.

I can’t wait until you call me for taboo phone sex so I can tell you about all of the dirty things we’ve done. I will probably take off my panties and start masturbating while I talk to you, so I really hope that you don’t mind that. I don’t think you will, but I just wanted to warn you that I get really horny when I talk about this. Maybe we can even do a roleplay and you can pretend that you’re him. That sounds like fun.

Call me for taboo phone sex right now at 1 888 8 FREAKY. Ask for Chloe so that we can have the time of our lives.

Babysitter Phone Sex with Cici

You have spent so much time looking for that perfect person to watch over your itty bitty angels. Don’t worry, you won’t have to waste any more of your time. You found me, and I am perfect for the job. I know what I am doing when it comes to kids (they love me, it just comes naturally I guess). The only thing I can see being a problem during babysitter phone sex is your wife looking at me, and getting super jealous. I am sure she will deal, though, because you are taking her out on an expensive date tonight while I stay with the kids.

babysitter phone sex

I promise I’ll have them in bed by the time you two get back. Once the kids are asleep I, of course, will have some time to myself. I, of course, will use it well. And of course, your wife wants to come home early because she is completely trashed. Thank god she is, because if she wasn’t she would have seen something..she shouldn’t have seen. Can you blame me? I just couldn’t help myself after seeing you all dressed up like that, and I thought I would have more time before you guys came home. I was surprised you didn’t say anything to me when you came back downstairs, but you ignored it.

When you drive me home you rest your hand on my thigh, and I feel it getting closer and closer to my dripping wet slit. I can’t tell if it is unintentional, or if you are actually going for it. Do you go for it, or do I have to take the next step? Call me at 1-888-8-FREAKY, just ask for me, Cici <3

Catch me on BBM (Blackberry Messenger) CiciPlay
Tumblr@ playwithcici.tumblr.com

18 Teen Phone Sex with Chloe

I know all you dirty guys out there LOVE 18 teen phone sex sluts like me. I’d like to say that I’m an innocent girl, but that would be a total lie. I haven’t been innocent for a while now and really, I think I was born to fuck. Some people are meant for certain things when they grow up. I guess I was just meant to make men happy with my tight bald cunt and my perfect mouth. Oh, and don’t forget my puckered pink asshole. And the best thing about fucking with me is that you can pick any (and all!) hole that you like. All I want is to make you happy!

18 teen phone sex

I am not the kind of 18 teen phone sex girl who will say no to you. I will spread my legs and give you whatever you want. And if you want to pound me and treat me like a nasty slut, then you totally can. I can take it. It’s not like I am a delicate flower who is new to all of this. I have been around he block a time or two and I can take whatever you want to dish out. I like it when you fuck me nice and hard. I wanna be sore the next day so every time I sit down, I think of you. Doesn’t that sound super awesome, baby?

If you are looking for the dirtiest 18 teen phone sex slut around, all you have to do is get your phone, dial 1 888 8 FREAKY and make sure that you ask to talk to Chloe. I know I can make you happy with all of my tight holes. And remember, you can totally have any hole you want. I’m up for whatever you want. Just call me right now and we can make it happen!

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.

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