Sissy Phone Sex with Jillian

sissy phone sex fantasy

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.

MILF Phone Sex with Jillian

milf phone sex

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

Phone Sex Chat Room

phone sex chat room
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.

 

cougar phone sex with carlene

cougar phone sex

I’m always getting compliments about how great I look for my age.  And no, don’t ask my age, it’s rude to ask.  Everyone says age is just a number, but some women don’t want to be judged by that number.  I like to think I’m older and wiser and sexier.  And I definitely know more about sex than younger women.  I know what pleases a man.  And I have no taboos about it.  I’m an unapologetic Cougar.  I have a craving for younger men.  My sexual desires match up better with younger men’s sex drives.  Men my age can’t keep up with me or they have to pop a little blue pill, so pathetic.  I even found an upscale bar in my city that has a Cougar and Cub crowd  I always wear something so sexy like a short dress, mini skirt, stockings, high heels.  I’m always on the prowl for new flesh. Cougar Phone Sex is another way I find new flesh, fresh cock meat.

Come into my bed right now, let me show you what a mature woman can do to you, to get you off like never before.  We can also do older woman, younger man role plays during a Cougar Phone Sex session.  I’m new to phone sex, so far I love it.  My girlfriends have noticed the glow from all the orgasms I’m having and they’re jealous of me!  They say I’m looking younger and hotter than ever!  Maybe orgasms are the fountain of youth! Call and ask for Carlene!

AIM: Cum4Carlene
Yahoo: Cum4Carlene

Voyeur Phone Sex Fantasy

voyeur phone sex fantasy

I know my neighbour is a bit of a peeping tom have caught him looking in my windows a few times. Sure some of the women in the neighbourhood told me all about him an I really should of put up more than those sheer panels in the front room to prevent him from looking in but I do have a fondness for voyeur phone sex fantasies. Which meant why would I discourage Mr Peeping Tom.

Now will my enjoyment of being looked in on I have to ensure that Mr. Peeping Tom has something to look at. So I ensure that I am walking around in sexy lingerie. Often times just jeans and my lacy bra. Yes I know my boyfriend gets to enjoy the view but there is that certain perverted neighbour that could be out in the bushes enjoying the show too.

Just this afternoon I gave my boyfriend a full on blow job sucking his amazing black cock. While wearing nothing more than a thong. Now I could of very easily done that in the bedroom but it only made things more exciting knowing we could be watched out there in the living room.

Now that wasnt the only thing we did out there but I shall leave those details between my boyfriend, the voyeur and myself. Though I am sure you are a smart man and can fill in the blanks.

I am more than happy to give you all the dirty details during our own voyeur phone sex fantasy.

Jillian your sexy cougar 1-888-704-6848

hotmilfjillian is my aim and yahoo

 

GILF femdom phone sex

femdom phone sex

One thing that I absolutely love is to take complete control of horny men and make them do everything that I want them to do. I am a very kinky femdom phone sex GILF and you must do everything I tell you to do and that includes becoming my slave. When you obey my commands and do absolutely anything that I demand, you might be rewarded. I am very bitchy and I get off from using submissive men. I don’t care about your feelings, because my main focus is to dominate you and get off on dominating you.  I will use my strapon and make you, my bitch slave, suck it, then punish your ass with it. You can tell I crave kinky femdom phone sex.  Warning: it gets pretty real and intense. Here’s something special about me you should know before you call. I belong to a unique GILF club. We like to pass around our bitches to each other so we have a variety of sorry, submissive slaves to choose from. We all sit around making fun of our sissy boi’s and compare notes on each of them to one another! And I revel in that there’s always something new to do to bitches like you. You won’t believe some of the things a bunch of women can come up with.  Chastity, bondage, party favor, collar and leash, spankings… My slaves are expected to call and serve me as their femdom GILF.  If you are here because you’re looking for a sexy mature Femdom, then you’ve found the right one. Call me right now for GILF femdom phone sex.

I’m Mistress Betty and this is my number, 1-888-704-6848

AIM and Yahoo: BustyMilfBetty

 

sissy phone sex

sissy phone sex

Sissies, you need a sissy trainer with years of experience!  Not a younger girl who will just giggle at you, put you in a pink thong and tell you to put on some pink Wet ‘n’ Wild lip gloss and call you a sissy.  I’m a mature lady with sophistication.  I have sophisticated taste in lingerie, heels, makeup and hair styling.   I also go far below your appearance to your inner mind.  I understand the deep needs of sissies, crossdressers and women’s clothing fetishists.  This is why, when it comes to sissy training, older is better.  I’m Miss Betty and you will address me that way when you call me for sissy phone sex.   I love having my sissies do assignments for me if you report back to me during your next sissy session.  Sissy training is an ongoing adventure.  I have many sissies and I’m very popular even in real life with feminizing and forced fem.  We can fantasize or I can tell you exactly what to do, step by step.  I can even tell you what you should be buying online to wear. We can visit sites like Victoria’s Secret, Fredericks of Hollywood and other sissy specialty shopping sites.

We will also work on making your voice more feminine or how to walk more like a girl.  There are so many facets of leaving your manly self behind and giving in to the inner sissy girl I know you are.  Don’t deny yourself what you really long for.  I’m here for you.  I will tell you how to masturbate your clittie exactly like a girl does.  You will need to buy sex toys, too.  It will be so much fun to train with me, can’t you tell?  Let’s do our first sissy phone sex session now.

Miss Betty is waiting for sissy phone sex at 1-888-70-HOT4U

AIM: BustyMilfBetty
Yahoo: BustyMilfBetty

hot cougar phone sex

couar phone sex

Now I don’t know exactly when the term cougar became popular, but before being a cougar became hot, it was called being a Mrs. Robinson and that term came from the movie, The Graduate.  I love going for younger men, always have and always will. The younger the guy the better the ride. I have a high sex drive and I’m a single broad, so I enjoy getting my cougar claws out and hunting for young cubs.  I’ve been thinking about going to this Cougar / Cub convention I saw advertised online.  It’s in Vegas.  Of course, I love to gamble, too.  But I’d love to strut into that convention and show some of those other cougars that Miss Betty is in town.  My flaming red hair and fiery sex needs just draw the young men to me.  I’ve done threesomes and foursomes, I can take it in every hole, baby!  Call me for cougar phone sex.  It’s time for you to get in bed with a mature, experienced woman.  A real woman! A woman like me with experience and a body to match.

I know a few tricks and I have many talents.  I have some amazing blow job techniques and I’ve been told I’m an oral sex virtuoso  by many men whose cocks I’ve sucked.  Do you want to give me a pearl necklace?  I love titty fucking with a cock in between my big jugs. Getting on my knees and knowing what will cum next.  You know you’re getting a boner, so why not do something about it?  Get your credit card out and call me right now for the best cougar phone sex.

This is my number sweetie, 1-888-704-6848 and be polite and ask for me, Miss Betty for cougar phone sex

AIM and Yahoo: BustyMilfBetty

horny GILF phone sex

GILF phone sex

Don’t forget about horny golden girls in their golden years, we need some hot lovin’ too!  I’m a sexy granny who is in need of some younger lovers who enjoy mature women. Recently, Barbara Walters, who is in her 80’s, confessed she has a vibrator and that she gave it a name, right on her talk show.  I have dildos and vibrators and I named them, too, but what I really need are horny men!  I need horny men right here in my bed and since I do GILF phone sex from my bed, you can get your sack in the sack with me and show me a good time.  And I will show you what a mature broad like me can do.  Believe me, I know a few things that those younger bitches don’t!  I know how to give the best head ever.  Plus, I love it every which way when it’s time to get horizontal and make some friction.  I’m also a romantic and like to light some scented candles and play some sensual music.  I might be old-fashioned at heart, but I’m not old by any means!  And I can prove it every time you call me.

I was a MILF then I became a GILF.  It’s a natural progression to go from one to the other.  My MILF sex drive followed me and hasn’t let up yet.  If you’re very kinky, we can do roleplays or do very naughty and taboo fantasies.  I’m up for anything.  And chances are, I might have already done it {wink}!   Is the idea of GILF phone sex turning you on?  It should be.  All you need is your credit card and you can make it happen with me.

Ring up my line at 1- 888-704-6848and ask to be connected to GILF phone sex slut Betty.

AIM and Yahoo: BustyMilfBetty

Phone Sex Cougar

sexy phone sex cougar

I will always be proud to say my age. Unlike some  women who think men should never ask their age, I say go ahead ask me. I will happily say I am 40 and looking damn fine at that age too. Always thought my mother was crazy saying as you get older life becomes more exciting but she was definitely right. I have noticed that as I get older my sexual life is becoming more and more adventurous. Men notice me far more than they did when I was in my 20’s. Nothing wrong with being a sexy phone sex cougar on the prowl.

For even on the phone you boys are drawn to my sexy body. Wishing I was the hot older woman that lived next door. Wanting to come over and help me with some of the outside chores in the hopes I will invite you in to my hope to be pounced on.

That was the case last night for this sexy phone sex cougar. Jon wanted to come on over and help me out with some car trouble. Lucky for me I had a mechanic that lived next door, what are the chances? Him under the hood clinking and banging away.

I couldnt help myself but to come on into the garage with a nice cold drink and to find out what he was doing to my dear car. Wearing my blouse unbuttoned just enough to show off my large breasts. Well who knew when I would lean over the side of the car my breasts would be near falling out of not the shirt but my bra as well.

Poor Jon was completely speechless as his eyes wouldnt leave my breasts.

What is a woman to do when a man is unable to focus on the task at hand?  Mind you it way my hand that seemed to find its own task to focus on. That hard cock in his pants that was in need of some attention.

I will just leave it at that for the time being.

Give this hot phone sex cougar a call to have your own sexy neighbor fantasy.

Jillian 1-888-704-6848