Slutty Phone Sex Sissy Boy with Jillian

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Always find it funny as the temperature rises I am stripping down into less and less clothing but you phone sex sissy boys are dressing up even more. How you can manage to stay super sexy in these summer temps while wearing your thigh highs and stillettos not to mention the amount of make up required to make you feel super sexy. Wow impressive!

Now dont get me wrong I am not saying that you should curve your sissy boy ways just cause the thermometer is saying its hotter than Hades out there. I am just saying perhaps you take a little shopping trip and go find some summer appropriate wears. Like a pretty maxi dress, cute bikini, or those daisy dukes. Just cause your a sissy bitch doesnt mean you have to cover completely up. Oh and there is some super cute n sexy lingerie just fabulous for the summer months.

Course I will save that for when you call. Have to have save some girl talk for just us besides what to do with those boys who wanna get in our panties. So pick up those phones. your sexy items you phone sex sissy boy’s like to wear for a call and lets have some girlie fun.

I am looking forward to getting you all pretty. Just ask for Jillian 1-888-704-6848

Milf Phone Sex with Jillian

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One of the great things about being a MILF is all the things you can do with younger men, since they love older women like me so very much. One of the great things about being a MILF phone sex lady is that you have so many people you can tell your exploits to.

I have a wonderful one to tell you about right now, in fact. Just a few months ago, a new family moved in next door. They have two college age sons, and it turns out that one of them is just the barely legal 19teen age that I like. He’s such a precious, nerdy little virgin who’s so attracted to me that he hardly knows what to do with himself.

Well, earlier today, I made up an excuse to use to get him to come over while his parents were away. It worked perfectly, and as you can probably guess, we ended up naked in my bed together. It’s such a pleasure to be able to pop a young man’s cherry.

Of course, I’ve got more in mind than just a quickie while his parents are out of the house. I have a plan that involves seducing him so thoroughly that he falls completely under my spell. I’ll teach him everything he needs to know about how to please me and then turn him into my own living, breathing fuck doll…or perhaps fucking machine would be more accurate?

I bet you’ve always wished something like that could happen to you, haven’t you? Well, I have good news for you. If you give me a call for MILF phone sex, it can certainly happen. So don’t delay, my dear.

Just ask for Jillian at 1-888-704-6848 and lets enjoy a older woman/younger man fantasy. I dont mind playing any age or part for those kinky, taboo fantasies.

Humiliation Phone Sex with Jillian

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You know, I consider myself a dominant MILF, but more of the sensual kind. I don’t believe that I’m very strict with the submissive men around me. Yes, I have rules, but there aren’t many of them. And the ones I do have are very simple, aren’t they?

Now, if I were to ask you which of these few and simple rules is the most important one, what would you say? Yes, that’s right. No cumming without my permission.

And yes, somehow, despite you knowing this and despite how very simple it is, you still managed to disappoint me by going and breaking it. That means I’m going to have to punish you for it.

How? With humiliation phone sex, naturally.

First, you’re going to get naked for me. But not *just* for me. My friends will be there, too. And it’ll be CFNM, so you’ll be the only one not wearing clothes. We’re going to laugh at your small cock first, of course, but that’s low-hanging fruit. I plan on moving on to bigger, better, and more embarrassing things to make sure you’ve learned your lesson.

I plan on having you do all kinds of ridiculous things for the enjoyment of my friends and me. Maybe we’ll give you humiliating jerk-off instructions that you must follow, even though you won’t get to cum no matter how much you beg. Maybe we’ll have some of our male friends over, too, so that they can see how pathetic you are.

Oh, there are so very many possibilities for humiliation phone sex punishment, aren’t there? If you call me now, you can get what you so obviously deserve.

Jillian 1-888-704-6848

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Cum Eating Phone Sex with Jillian

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Let’s talk about cum eating phone sex, my dears.

I know you’ve always wanted it. You’ve always been curious about what it’d be like. You wanted to know what cum tasted like, and what better place to start than with your own?

But even though you find the idea sexy while your cock is hard, as soon as you blow your little load, you don’t want to do it anymore. And that’s almost surely why you’ve been seeking out these older dominant women like me, isn’t it? Subconsciously, you’re thinking that if you can’t bring yourself to do it, then maybe someone like me can make you.

And that, my reluctant little subbie boy, is exactly what I’m going to do. You may have always chickened out before, but that comes to a stop today.

Oh, don’t worry too much. I’m going to help you out. I’ll work you up into a frenzy with jerk-off instructions and edging, so you’ll be willing to do anything if I’ll just let you cum. The bargain, of course, will be that if I let you cum, you’ll have to eat the mess you make.

And since you’re a precious thing who’s still nice and flexible, I’m going to make it even easier for you. I’ll teach you the very best position to get into to give yourself a self-facial. That way, when you’re finished, you can just lick it all off your lips and chin without even having to change position.

After that, congratulations. You’ll have successfully completed your first cum eating phone sex session.

Now give dear Ms Jillian a call 1-888-704-6848

 

Sissy Phone Sex with Jillian

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One of my favorite things to do with my little sissy phone sex husbands (or sissy wannabe husbands) is to dress them up in the manner of *my* choosing, rather than their own. What I want them to do can sometimes be quite different than from what they want to do themselves.

But of course, they obey me because they can’t not obey me. I seem to have that effect on people.

When this sort of thing happens, my go-to plan is usually to lay out a pair of panties and perhaps some matching lingerie of some sort for him to wear to work the next day underneath his usual work clothes. He’s always happy enough to do that, so we go to bed without another word mentioned on the subject…at least until the next day.

The next morning, after he’s gotten out of bed and showered and is in the process of getting dressed, I stop him before he can get too far along. Then, I pull out a bottle of lube and the plug I secretly selected for him the night before, and I tell him that there’s something else I want him to add to his outfit.

He’s usually surprised and then wary. “You really want me to wear that ALL DAY?”

Yes, darling, of course I do.

Eventually, though–because he can never resist me–he agrees, and I bend him over the bed. I lube him up, work the plug in, and fuck him for a couple of minutes with it, just to tease. Then I pull his panties back up over his semi, pat him on the ass, and tell him to go back to what he was doing.

My last words to him before he heads out the door are always something like, “I hope those panties are enough to hold your plug in place. It’d sure be humiliating if it fell out while you were in the middle of a meeting, wouldn’t it?”

Does that sound like the kind of sissy phone sex fantasy you’d enjoy? If so, then call me at 1-888-704-6848 ask for Jillian.

Cheating Wife Phone Sex with Jillian

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Throughout my marriage, I was a cheating wife, and I enjoyed it immensely. Even now, after my divorce, I like to have my fun with as many large cocks as I can. And why shouldn’t I?

Of course, after all that experience as a true cheating wife, that means I’m quite the expert at cheating wife phone sex. And I love it because it combines two of my favorite phone sex-related things: cuckolding and roleplay.

Oh, yes, the role play is what makes cheating wife phone sex different just regular cuckold phone sex. We pay a lot of attention to the story itself, using backstory, and interactions between the two of us (and possibly others), and scene-setting, and so forth to create a fantasy that’s something more than just mere cuckolding. It’s more intimate, and therefore, far hotter.

What kinds of cheating wife roleplays do you like? Do you want to walk in and catch me in the act, perhaps? Or do you want to know what I’ve been doing while I’ve been leaving you home alone, drooling and jerking off over the thoughts of what’s happening? What about being made to go out with me and choose the man I’ll be going home with tonight, knowing that if you make the wrong choice, I’ll never allow you to participate in any of my extra-curricular activities ever again?

I’m up for any of it, so you tell me.

Just ask for Jillian at 1-888-70-HOT4U

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MILF Phone Sex with Jillian

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Men call for MILF phone sex for many different reasons, although they ultimately boil down to the same thing. They’re attracted to MILFs, obviously. MILFs like yours truly.

And why are they attracted to MILFs? Well, again, it’s for many different reasons. I think that for many men, it’s because older, more mature women are usually more confident and therefore more open-minded sexually. We’re not worried about petty things like how we look in a certain position or if we’re doing a good job. We know we look good, and we know we’re doing a good job, so we can concentrate on what’s important–mutual enjoyment.

It’s also a matter of simply knowing what we want and knowing how to get it. And not being afraid to pursue it aggressively, if necessary.

And we know this because we have had lots of sexual experiences. Then, with all those experiences comes plenty of skill. When you consider all those things together, I think that’s reason enough for any man to want to try MILF phone sex.

Are you one of those men? Maybe you’ve never had phone sex with an older woman before and would like to see exactly what it’s like. Or maybe you have done it before and are desperate for more. Either way, you should give me a call and let me show all the things I can offer.

Jillian 1-888-704-6848

Forced Bi Phone Sex with Jillian

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As much as I enjoy big cocks myself, I’m not completely selfish. Oh, I’ll get what I want out of them, of course, but I’ll share sometimes, too. Whether you want me to or not, actually. It’d be awfully rude of me to do otherwise.

Do you want to get down on your knees and take a real man’s cock in your mouth? If you do, I can make that happen for you with a snap of my fingers.

Is that something you’re not into? Does the idea of sucking cock make you nervous or fill your body with dread? If so, I can still make it happen. Forced bi phone sex can be rather entertaining under the right circumstances.

I would love to coerce you into sucking cock for me. You wouldn’t want to disappoint me, would you? Or if the situation calls for more direct measures, I’m also not about holding or tying you down in order to keep you still for it. I can even put an open-mouthed gag on you so that there will literally be nothing you can do to stop yourself from getting throat-fucked.

Of course, the more cooperative you are, the easier forced bi phone sex will be for you. So if you’d like to avoid getting face-fucked against your will, it’s much better if you just obey my commands.

Keep that in mind when you give me a call at 1-888-704-6848 just ask for Jillian

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Strap On Phone Sex with Jillian

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I know how much some of you love feeling something long and thick inside. And I completely understand, my dears, because I love it, too. But I love dishing it out just as much as I love receiving it, which is why strap on phone sex is always a good choice in my book.

Technically, I have a number of dildos that fit perfectly into my favorite strap on harness. But I know that all of you little size queens out there won’t be satisfied with anything less than my biggest one, will you? So for all intents and purposes, I suppose I only have one dildo for you–my big 11 inch one that’s roughly as thick as a soda can.

Oh, don’t get scared now, boys.

You see, I can’t wait to get it out and use it on you. I want to see you down on your knees, coughing and gasping and struggling to swallow it all down. I want to fuck your face with it and hear you gag and see the tears roll down your cheeks. And when I’ve finished using your mouth to my liking, I want to see you up on all fours, presenting yourself to me, so that I can bury the whole thing inside you with one long, hard thrust.

What do you think? Are you ready for a strap on phone sex session with me and favorite toy? Come on and show me what a size queen you really are!

Jillian 1-888-704-6848

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Phone Sex Chat Room

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Hey guys! We are happy to introduce a brand new phone sex chat room for our sites. This new chat room is not java so if you have had issues getting into chat, that should no longer be a problem. The chat works on tablets now too. One of the great things about our new chat is the ability to add your favorite girls to your friends list so you will be able to not only message in chat, but you can send them offline messages too!
If you scroll down this page toward the bottom is a floating box that says click here to chat. Just click that, sign in and get ready to chat with the hottest phone sex girls around. If you have questions about chat navigation once you’re there, don’t hesitate to ask the Mod or any of the girls who are chatting. We’re always happy to help you.
What are you waiting for? Phone sex girls are ready to chat and play with you! Join us now.

 

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