Author Archives: Jillian

Cuckold Phone Sex Fantasy with Jillian

With all my friends talking of their holiday menu I can not help but giggle over the pies they are serving. Yes I know a mature woman like myself shouldnt be giggling over the mere mention of pies but when you do cuckold phone sex fantasies, one can not help but laugh when someone mentions cream pies.

cuckold phone sex fantasy

Sure they are not talking about the same ones but lord help me when a friend is discussing in great details how her husband LOVES her cream pies served cold. My rather creative mind envisions this man nestled between her legs waiting for the steam to leave that pussy and its safe to dive into consume that jizz load. Yes I do have him in a napkin wrapped around his neck as I am sure she would hate for him to make a mess on his shirt.

Then my mind wanders to how many of my friends have made their husbands indulge in a cream pie? Surely they are not ones to cuck their husbands but that doesnt stop one from making their husbands go down and clean out that pussy. Even if it is their own cum they are eating up.

Rather imagine that is how most cream pie eaters begin with you slurping up a pussy with your own ejaculate. Then the idea of eating another mans cum from your girlfriend or wife’s pussy enters your mind. Really must ask the next gentleman that calls me for a cuckold phone sex fantasy around being a clean up boy which came first.

Anyways if this has got you wishing to share how you became a clean up boy for your wife be it your own cum or enjoying the cream pie of another man give me a call. 1-888-837-3259 tell the dispatcher you wish to do a cuckold phone sex fantasy with Jillian.

Ass Worship Phone Sex Fantasy with Jillian

Just back from the wonderful beach and having the men there admire my sexy mature body from a distance. Dont think for one moment that your glances, looks, stares are going unnoticed. For I know exactly where your eyes are falling behind you darken sunglasses. My sexy wonderful ass. Glancing in my direction taking a mental picture so that you can jerk off later while doing an ass worship phone sex fantasy call.

ass worship phone sex

Least thats how my summer has been with guys calling to tell me how I remind them of the sexy MILF who was laying on the beach next to them with the hottest body and an ass to get lost in. That they had  such a hard time hiding their hard on cause their brain was mentally racing through how they would worship that sexy ass.

How they would have her sit upon their face with that perfect naked ass and just smother them with perfection.

So granted the men I was teasing today at the beach most likely wont be calling me which is a bit of a disappointment but I do know they were taking a good long stare to ensure my ass is trapped in their mental imagery so they could jerk off to my ass later. Now that is rather flattering.

Thankfully you dont have to jerk off alone you get to chat with me and tell me how you been eager for an ass like mine to worship even over the phone. Can tell me all those dirty, naughty and most likely perverted things you would do to me during that ass worship phone sex fantasy. Make sure to not hold back for I want to know every nasty detail by the way.

If your lucky enough I may still have on my bikini the one with the Brazilian bottoms that show off the right amount of ass that leaves a man with an ass fetish just drooling for more. Just ask for Jillian when you call 1-888-837-3259.

 

Foot Fetish Phone Sex with Jillian

Know you guys love a woman in sexy shoes but what I need at the end of the day is someone with a foot fetish. Seriously, what I wouldnt do to have a man wrap his lips around my toes right now and massage them with his tongue. In fact, just thinking of that has me wiggling my perfectly pedicured toes under my desk right now.

foot fetish phone sex

Wouldnt you like to be under my desk?

Oh being teased by my long toes as they wiggle right in front of your face. Hoping I will say the words all foot fetish phone sex lovers long to hear. Suck my toes!

Yes I know you want the whole foot but one must start somewhere, correct?

So let it be sucking and slurping on my painted toes. Your rough tongue gliding over that smooth lacquer finish on my toes nails. Bouncing over every little wrinkle on my toe knuckles. Oh and lets not forget your favorite part tongue fucking my toe cleavage. Yes I know it makes you so hot to see it in my shoes but it must drive you crazy to slip your tongue in between those toes too.

Course I am getting carried away here. For I just jumped right into you worshiping my feet with your tongues when really your hands should be where we begin. See as much as I love having my feet pampered by someone with a foot fetish, i do adore teasing you guys first and foremost.

Lets start this foot fetish phone sex fantasy out properly with you calling me. That way I can hear you whimper for every inch of my size 9 foot. Just ask for Jillian when you call 1-888-837-3259. Nothing is off limits with this sexy cougar.

hotmilfjillian is my aim.

 

Two Girl Phone Sex Role Plays with Jillian

Much like life there are times when two are better than one. Phone sex is such a time. There are those fantasies you have thought long and hard about the idea of bringing in another woman. And why not! Two girl phone sex calls are extremely hot! You pair the right girls together and it can just rock your world.

two girl phone sex

Oh I know what ever could I mean about the right pairing of girls. Well being a sexy cougar there is the idea of bringing in a barely legal to teach a few things too. Finding a bratty domme to aid in a domination fantasy. Having two MILF to rock your cuckold fantasies. Or screw personality and/or age, go straight for what makes your dick hard. Such as pairing a sultry brunette with a sexy blonde. Two busty women. You get the idea the list goes on and on with pairings.

Now why would I bring up two girl phone sex fantasies?

Well rather simply I got to enjoy a hot steamy office role play with Payton the other night. Even though she was ordered to degrade and humiliate me during the fantasy I have to say our chemistry was smoking hot. So hot in fact want to explore other fetishes with her.

I had never played with Payton before and it was just so much fun. So figure why not toss out the idea to explore more two girl phone sex fantasies with Payton and well other freaky fetish girls. I know I am an anything goes girl so sure your horny mind can come up some interesting pairings and fantasies.

Can not wait to see what fantasy fun you come up with.

1-888-837-3259 is the number to call just ask for Jillian.

hotmilfjillian on aim

 

Mature Phone Sex with Kinky Jillian

Its rather hard to believe that this sexy vivacious blond bombshell of a woman falls into the mature phone sex category. However, I do! For I am in my early 40’s and happily admit that. For I dont think I look it nor feel it thanks to time in the gym. Now saying that dont let the outward appearance fool you my mind claims all those 40’s years of sexual experience. And then some!

mature phone sex

For I have done many wondrous things most of you have probably only thought about. Yes there are a few I have only read about too. But being a mature phone sex woman means I have shed my inhibitions. I am ready to explore the things I have only read about. So that can be a grand thing when it comes time to talk on the phone. Any and well all taboo fantasies are exciting to role play on the phone.

Kinky fetishes well who doesnt love to explore such desires with an open minded woman. Come to think about it I have learned so much from phone discussions with perverted men. From something simple as foot fetish to ass worshiping. Some things have come in quite handy in my real life sex adventures. Shocked by boyfriend a few times since I have began being a mature phone sex operator. So thank you.

I am always ready to expand my kinky repertoire. Love for you to share your fetish with me by calling 1-888-837-3259 just ask for Jillian the kinky mature phone sex woman of your naughty dreams.

AIM: hotmilfjillian

Cuckold Phone Sex Fantasies with Jillian

Hello its your blonde bombshell of a cuckold phone sex queen here to tell you a bit about myself. No is the answer to am I currently married. However, I was married for far too long to a limp dick loser that was very unsatisfying in the bedroom. I am currently enjoying the sexual company of a very gorgeous black man who is younger than myself. Yes that makes me one very happy cougar.

cuckold phone sex cougar

Yes. I did try to stay married and cuckold my husband but he wasn’t into it. No matter how much I tried to convince him it was the perfect relationship. He obviously was not as open minded as you fellows who call for cuckold phone sex fantasies. His loss. Your gain.

When it comes to fantasies I am very open minded, there are no limits on where we can take the call. This means we can talk about your wildest sexual fantasies or your craziest confessions. Really the sky is the limit. I have been know to have a few wild true stories myself to share.

No cuckold phone sex is not the only thing I talk about but honestly today it just happened to be what was on my mind. Perhaps a good fucking from my boyfriend today had me wishing I had a cucky at the end of my bed to lick up this creampie.

Well I am gonna run before my imagination gets the better of me and this sexy blog becomes a mash up of random ideas. I shall be around tonight so be it a hot, kinky cuckold phone sex fantasy or something a bit more taboo fit for a cougar definitely look forward to hearing from you.

1-888-837-3259 just tell the dispatcher your in the mood for some cuckold phone sex with Jillian

 

No Taboo Phone Sex with Jillian

no taboo phone sex

Was just sitting here in my silky pink chemise trying to decide what mood I was in. Sure black cock are always on my mind but I am rather longing for something else this evening but cant quite put my finger on it. Sure you all get in that mood super horny and nothing is just hitting that sweet spot. So perhaps I should just toss my sexual desires out in to the universe and see what kinky, no taboo phone sex calls come back this way.

What do you think?

Perhaps your in the same mood I am where a bit of everything is getting you excited but your far to horny to follow through with the thought. Think both of us together could come up with a wild no taboo phone sex fantasy.

Hmmmm now what could we come up with? A little cheating housewife thats always exciting. Forcing hubby to suck a cock? Now thats getting a bit more freaky and taboo. Some creampie eating to just up the nasty.

Then there is the fact you have one very hot sexy and mature cougar on your hand some something in that naughty category you know exactly where my mind is going. Older woman/Younger man type scenario. I know so bad but oh so fucking hot. The college boys are back home in my neighborhood and I am more than up for some kinky role plays around that.

Well those are a few ideas on what we can do for a taboo phone sex call but I am sure once we get our horny heads together we can come up with something extremely kinky. Absolutely no limits with this sexy cougar! Just ask for Jillian when you call 1-888-837-3259

 

 

Cuckold Phone Sex with Jillian

cuckold phone sex cougar

When it comes to cuckold phone sex, I often like giving my cucks a choice. They can sit downstairs when I’m busy having my fun upstairs and not get to watch the proceedings. After my lover(s) and I finish, if they choose this option, I may allow them to cum, perhaps while telling them a little about what they missed.

Or, if that’s not to their liking, I’ll allow them to watch. But in exchange for being allowed to watch, there will be no chance that they’ll be allowed to cum. Zero. So they have to choose the best alternative, even though neither of the choices is really what they want.

So many of them choose the latter option for cuckold phone sex, thinking that I’m not serious when I say they won’t be allowed to cum, or maybe thinking that they can somehow “cheat” and manage to get off, anyway.

But, no, that’s not how it works. I’ll spend the whole day making sure that they won’t cum all over themselves while watching. Teasing, milking the cock by hand or with a device until there’s nothing remaining in the balls and even the thought of being touched again is painful, prostate milking, anything that will ensure that they’ll receive no pleasure while watching the show. I’ll even put them in chastity if I have to.

So which option will you choose for your cuckolding session? The first, where you won’t get to watch but might (emphasis on *might*) be allowed to cum, or the second, where you can see everything, but have no chance of getting off? Whichever one you choose, choose wisely.

Call me, Jillian at 1-888-8-FREAKY for the hottest cuckold phone sex fantasies.

Spanking Phone Sex with Jillian

spanking phone sex milf

You’ve always wanted to play with a MILF, haven’t you? You’ve always dreamed about what it’d be like to be with a beautiful older woman who was willing to take control and guide you along the path of sexuality.

Well, guess what, my dear. Here I am. You can have me anytime you choose. But do remember that I plan on taking the “take control” bit very, very seriously.

You see, most men like you are desperately in need of someone to teach them all the things they don’t know about sex and sensuality. But since most of you are more concerned with your dicks than your lessons, you need someone who will be very firm about the lessons she’s imparting. Someone like…me.

This, of course, can and often does lead directly to spanking phone sex.

Oh, yes. Imagine me slowly stroking your cock with one hand, while trying to explain some sort of concept or other to you. You find yourself getting lost in the feeling of my hand on you, and you start to tune out my words. Then, suddenly, you find yourself lying on my lap with your ass upturned, with no idea how you got there.

The “how” part will forever remain a mystery, though, because with the first strike of my hand against your ass, the “why” immediately comes to the forefront, and all else is forgotten. I told you before we started that I expected your full attention, and you let it wander. What else would you expect, then, other than a phone sex spanking for your disobedience?

Jillian 1-888-837-3259

Strap On Phone Sex with Jillian

strap on phone sex milf

If there’s one thing (besides cuckolding, of course) that I truly enjoy on the phones with my callers, it’s strap on phone sex. Being able to take control of you like that is its own unique reward, in my opinion.

I love the way you look when you’re on your knees with your lips stretched wide around my big cock. I love the sounds you make when I bend you over and fuck you even more.

And I know that you love it as well. You can’t get enough of it, can you? What is it about strap on phone sex that’s so addictive to you? Do you like the feeling of giving yourself over in such an intimate way? Or maybe it’s the deep feeling of submission that the act gives you? Or perhaps you’re just a dirty little cock whore who can’t get enough of being stuffed full of dick?

No matter. Whatever the reason, I’ll be happy to give it to you. There’s truly nothing else like strap on play, after all. Let me just be sure to stock up on lube, and we’ll all be good to go!

Now, wouldn’t you just love to play with my favorite toy and me? Let me use both of your holes for my pleasure and yours? Of course you would. And you can do it, too. All you have to do is give your fetish MILF Jillian a call at 1-888-837-3259.

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