Category Archives: Roleplay phone sex

Sissy Phone Sex with Tranny Cheyenne

Sissy boys, it’s about time you got real. And it’s about time you got into the phone sex you really need the most,  sissy phone sex with me, a sexy Tranny. I already know the sissy secrets you hide from everyone else. Or you wouldn’t even be calling me. I know how much you fantasize about going all the way and transforming into a shemale. You can’t hide that you wish you could abandon your life as an inadequate man and give in to your dazzling dreams of becoming a real life TGirl. You have what it takes to start, sissies, but you need to begin phone sex transformation sessions where I will be your guide.

sissy phone sex with a shemale goddess

Look at my photos, you’re jealous, aren’t you? You want to be a sexy shemale and do nasty phone sex, seduce men, even become a tranny hooker. I’m familiar with the total trans lifestyle and can tell you the exact steps you need to take in order to leave behind your sissy self and become a tranny Goddess. You will need to walk and talk like a girl, look like a girl. Be a girl! By the time I’m done with you, no one will recognize you. You will be mine, a perfect shemale dolly.

I’m very supportive in my approach to transformation, but I expect results. The second you first slipped on a pair of panties has led you to this moment. It’s time to go even further than ever before. Sissy Phone Sex with a sexy shemale Goddess is the sexual destiny for you sissies. Don’t run away from it, my sissy boys! You know you want it and more importantly, need it.

For sissy phone sex call 1-888-837-3259 and ask for Shemale Goddess Cheyenne to start your training.

AIM – CheynnesDirtySecret

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!

Kinky Anything Goes Phone Sex with Alley

The one thing that really makes me all hot and bothered is having anything goes phone sex. I have a nice petite little 28 inch waist, a nice little round ass, and big sized C-cup breasts that you can suck and nibble on. One thing that makes me really hot about kinky anything goes phone sex is the idea that I am down for anything. I can be the mean girl that makes fun of your tiny cock, and humiliating you. Or, I can be the dominating mistress in the role play of your dreams! One of my favorites is being a little cock-teasing slut and bending over and having the man take me from behind!

anything goes phone sex

In kinky anything goes phone sex I, obviously, love to explore all fetishes and I’m very knowledgable to them. So don’t be shy! Everyone knows that I am known for being bad! I love to be humiliated in anything goes phone sex; and when I’m the one who is being dominant, I just love humiliating my subordinates. I love making fun of my subordinates tiny cocks and making them do humiliating acts for me. I once made one guy walk around in only his panties! It was so hot and I got so wet! Do you want to know one of the dirtiest acts that I have done? I have sucked a guy off as he was cumming. It was just as hot for me as it was for him. And I swallowed his hot cum in my mouth.

So just call me, and ask for Alley, for kinky anything goes phone sex. I promise that you won’t be dissapointed! I’m really good at everything, and I will do anything! And I mean anything that you are into. I can’t wait to hear from you!

AIM: naughty_alley

Call: 1-888-314-6639 and ask for Alley!

Mature Taboo Phone Sex Roleplay with GILF Gail

Do you have desires for mature taboo phone sex roleplay? Do you have dark taboo secrets like I do? Things you want to talk about that you just can’t tell anyone in your real life. You have fantasies that you desire but are unable to fulfill with your wife or girlfriend or even an escort. Your fantasies are so taboo, so twisted and perverse that telling anyone might make them run. That’s one of the best parts about the anonymity of a mature taboo phone sex call.

mature taboo phone sex roleplay

I’m a very kinky girl, just like that funky song goes, and I also have no taboos. To me, if it’s something you or I fantasize about or something we’ve actually done, then why shouldn’t we get off to it? The power of our minds make forbidden desires possible. We can role play, or just get down and dirty. Don’t be afraid to tell me everything and anything. I want you to feel that your sexual secrets, no matter how twisted or freaky, are safe with me. I never judge and only embrace your taboo ideas. Mature kinky role-play phone sex can be the time we share together that will make you have that mind-blowing orgasm you can’t have any other way. We can have an intimate phone sex relationship that will be special for both of us.

Every culture has its taboos and you’d be surprised, if you’ve ever read up on sex around the world, how some things that are taboo in one culture aren’t taboo in another. I love to read about sex and taboo topics and forbidden erotica. Not only does it make me horny, but it engages my nasty mind.

I can’t write anything too specific here, but when you call me, I’ll definitely tell you more. And I’m sure you will tell me what’s on your mind, too, when you call me for Mature Taboo Phone Sex Roleplay! Gail – 1-888-837-3259

AIM ~ TabooGail.Granny

18 Teen Phone Sex with Chloe

I’ll be starting college in the fall and I know that means more men to fuck and more 18 teen phone sex stories to tell all you pervy guys! Yay! I’m seriously looking forward to fucking all those hot boys. I just know I’ll have a dick in any of my holes I want, whenever I want. But I’m looking forward to fucking more than just the hot college boys. I’m also REALLY looking forward to fucking all those kinky college professors. I KNOW they live for younger pussy. I’ve heard stories from my friends who have already started college. You can get whatever you want from a professor if you just spread your legs for him. That means I get to spend all my time going to parties and having fun instead of studying ALL the time. I am reallllllllly looking forward to frat parties. I mean, they are going to love that I’m such an 18 teen phone sex slut. I am horny like ALL the time and I know that’s the kind of girl college boys like.

teen phone sex

I bet YOU like younger girls like me, too. Are you dying to get your dick in a tight bald cunt like mine? You could TOTALLY fuck me. And I literally have no limits, so we could talk about whatever roleplay or fantasy gets you excited. It doesn’t have to be just a school girl fantasy like I was talking about earlier. Any barely legal fantasy you can think of…well, I’m your girl! I wanna make you blow your load so hard that you see stars!

Let’s have some super hot and kinky 18 teen phone sex fun right now. I can’t wait to be the dirty slut who gets your cock hard and makes you cum over and over again. Just call 1 888 8 FREAKY and ask to talk to Chloe!

Anything Goes Phone Sex with Julia

Confession time… I must admit that I’ve become quite the kinky and anything goes phone sex girl. Honestly there’s nothing that could’ve prepared me for the stuff that really turns me on these days. It’s been quite the awakening lately because certain taboo and kinky fetishes have really opened my world up to something exhilarating. I receive a lot of taboo calls and discussing what we talk about here would be a no no but that’s ok because during our anything goes phone sex session is where we can discuss it all. I know you’re curiosity is peaked now and you want to hear about all the things I’m willing to talk about. When I say anything goes…I mean anything goes;)

anything goes phone sex

Anything goes phone sex can be so much fun! So often my callers just need a safe place to discuss their fantasy or fetish. It can be scary having certain thoughts take over with no outlet to release them. You” never have to be scared or shy with me because nothing is off limits. I’m no amateur so when you present me with what you’re looking for I’ll catch on quickly and there’s nothing else you’ll need to explain. Just know that during our anything goes phone sex call my only concern is your satisfaction and what you’ll receive is 100% satisfaction guaranteed.

I seriously can’t wait to talk to you when you call me for anything goes phone sex because I know it’ll be wild. Let’s see how far we can take things. It’s always those “I’m really having naughty thoughts about ______ ” type of phone calls that make us both cum so damn hard.

Ready for some anything goes phone sex fun? Dial 1 888 8 FREAKY and ask to talk to Julia for the naughtiest, kinkiest phone sex of your life.

AIM: SweetJulia_4u

Slutty Sissy Phone Sex with Carla

It’s Friday and I have a special night out planned for on our slutty sissy phone sex call. First thing I’m going to do is dress you up like the perfect slut. Stockings and garters with your little panties pulled over the garters. We need to be able to take them off without taking off those stockings. I think a proper slutty sissy needs to have big tits, so let’s get you a bra and stuff it full. A super short mini skirt and a sheer white blouse tied up to show your belly button.

sissy phone sex

Our first outing for the evening is to my favorite fetish shoe store. No sissy slut outfit would be complete without a pair of 5″ heeled cum fuck me pumps. After I pick out the perfect pair for you, it’s time to pay the man. Oh you forgot your wallet? I think there are other ways of paying up. He leads you to the back room, you get on your knees, and he pulls out his hard fat cock. With my hand on the back of your head, and my other hand on his cock, I tell you to open wide and start sucking like the slut you are. An experienced slut like you should have no problem taking his dick balls deep and sucking every drop of his precious cum. You better not miss any and ruin your outfit or his pants. Don’t make me spank you right here in front of everyone.

A quick stop at the salon for my girl to do your make up and hair. Shiny red cock sucking lipstick, extra long eyelashes, red rosy cheeks, and a long blonde wig complete your look. Perfect for our last stop at my favorite toy store. There is a special event tonight and you are the star. Not only are we going to try all the new dildos and strap-ons, all the guys are going to need someone to take care of their hard cocks. I tie you to a spanking bench, ass up in the air. I pull your head up by your collar so your mouth is available too. When you see them lining up for your sissy slutty boy pussy and your hungry mouth, you can’t wait for the real action to begin.

For slutty sissy phone sex, call Carla 1-888-837-3259

AIM – MILFCarla4u

Barely Legal Phone Sex with Chloe

Hiiii boys!!! Well, men! I don’t like to fuck boys my own age. Boys who are 18 just have NO idea how to fuck a girl. I am a barely legal phone sex slut who needs an older man who knows what he’s doing to fuck my tiny bald cunt. I will admit that I’ve kind of been a whore, but don’t worry. My pussy is still really tight! And trust me – all those older guys in my life love to fuck me. Even men that maybe are a little bit taboo, if you know what I mean. Do you have fantasies like that? Do you want to talk about getting down and dirty and screwing that younger girl in your life? The naughtier your fantasy is, the more I will love rubbing my tight cunt while you tell me all your dirty secrets.

barely legal phone sex

You probably already figured it out, but I want to tell you that I have no limits when it comes to what we can talk about when you call me for barely legal phone sex. I love getting nasty. I love talking about things other girls find repulsive. It really does make my bald pussy so wet when you tell me all those extreme taboo fantasies you jerk off to every night. But now you don’t have to jerk off alone! I will masturbate with you. It will feel so good to have me on the line listening to you cum super duper hard. If you’re really nice, I’ll even let you hear me cum, too.

Ready for a kinky taboo barely legal phone sex call? ME TOO! What in the world are you waiting for??? Call me now at 1 888 8 FREAKY and ask to talk to Chloe! I promise you will really love phone fucking me! Hehe.

 

Babysitter Phone Sex with Felicity

I was so excited when your wife called me to babysit.  Not because I love kids.  Hell no.  Because I was going to get a chance to tease you.  Every time I babysit I catch you checking me out.  I know you love staring at my ass in my tight yoga pants.  I know you dream about grabbing my ponytail in your hand as you fuck me from behind.  It’s written all over your face.  I bet you didn’t know that I was babysitter phone sex slut.  You think I’m sweet and need the extra money.  Think again, baby.  I’m driven by horniness and I love married guys.  You’ve been on my hit list for quite a while.

babysitter phone sex

So while your wife is out at that event, you’re supposed to be out with your friends.  I do my part and put the kids to bed early.  Then I call you and tell you that you should really come home early.  You ask if the kids are ok, but I’m vague.  Of course you rush home, but instead of finding an emergency you find me.  Waiting for you.  In panties.  And nothing else.  If you thought babysitter phone sex fantasies were hot, then I’m about to set you on fire.  You’re hesitant at first, but I know how to get what I want.  And what I want is that throbbing cock inside my pussy.

When you slide inside me you’re amazed at how tight I am.  Not like your wife’s stretched out old snatch.  My pussy is firm and strong.  It squeezes the fuck out of you.  It makes you want to cum.  You moan loudly and I have to remind you to be quiet not to wake the kids.  I would tell you to hurry but I’m enjoying each stroke, and your wife won’t be home for hours.  We have all the time in the world to fuck like animals, but still there’s the thrill that we might get caught.  We’ll finish when the last drop of cum is drained on my tongue.  Once I’m gone you’ll find yourself dreaming about babysitter phone sex all the time.

If you need a babysitter phone sex girl call 1-888-8-FREAKY and ask for Felicity.

AIM and Yahoo: freakyfelicity69

18 Teen Phone Sex with Chloe

Hiiii to all you older pervs out there. My name is Chloe and boy to I have a story to tell you that would be totally perfect for an 18 teen phone sex fantasy! So get comfy and let me tell you what happened to me the day after I turned 18. I still have no idea how he knew when my birthday was!

teen phone sex

So, like…I always saw my neighbor looking at me. I mean, he was an older guy but not like SUPER old. Not like grandpa aged or anything. I guess he was probably 45? Anyway, I didn’t mind that I always caught him looking at me because he was really hot. He definitely didn’t look his age and I would always go in my room and masturbate when I knew he’d been checking me out. Funny since he was probably doing the same thing at the same time.

But anyway, the day after I turned 18 was the first time he ever actually talked to me. He came over to my driveway when I was washing my car and asked me what my name was. I told him, asked his, and that’s when he told me the he thought I was really sexy. I told him I had already figured that out since I’d seen him checking me out so many times. And that, pervs, is when I told him that nobody was home and asked him if he wanted to come in and finally get a really good look at me. I barely got the question out before he had me by the hand and was pulling me toward the door.

Do you want to hear what happened once he got me inside? Well, if you really want to know those juicy details, you’re just gonna have to give me a call. Dial 1 888 8 FREAKY and ask to talk to Chloe for 18 teen phone sex!

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