MEMORIAL DAY SPECIAL!!

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That’s right, all weekend long!! Until Monday midnight your time, all calls are 2.29 per minute! Any girl, all calls, as many as you like.

Happy Memorial Day!!!

First Time Tease and Denial

First Time

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I want to share a story of a client who experienced his First Time Tease and Denial. Normally I wouldn’t kiss and tell, but then there are those instances in life that are way too hot not to speak about.   It  all started as a little joke here and there in our Chat room.  You know me I love to flirt and get you going, well what I didn’t know is that I had gotten “John” all fired up over the discussion of Tease and Denial.  He had mentioned over and again how he was strictly a F & S (fuck and suck) type of boy, or in other words “Vanilla” however, as fate would have it none of his prior statements where true in the least.

One day not so long ago “John” and I happen to be alone in chat when he I mentioned I had a scheduled appointment with one of our other bar patrons.  I told him how much fun it was going to be to make him ask me for what he wanted the most.  This peaked “John’s” interest, it wasn’t long before he said how exactly does that work? You know me, I couldn’t resist the urge to only tease him with how much fun it would be and how he needed to try it for himself.

One afternoon after work John decided he could take it no more,  he messaged me and before he knew what was happening he’s on my phone and I’m holding up to everything I promised before.  Sexy story time mixed with a wicked little need to be in control  helps things along quite a bit.

His First Time Tease and Denial was something he has told me he’s never going to forget, the build up leading to it and then the saucy little story  to keep him holding on to my every word followed up by will she or wont she let me cum was one of the most intense ordeals he’s ever had.  As for his regular vanilla calls he’d  been so attached to.. let’s just say we’ve opened his eyes to a brand new world.

With Love,

Miss Hailey J

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Runaway Phone Sex Slut

Phone Sex Slut Fucks Her Big Rig Ride by Chastity

Phone Sex SlutI couldn’t take it anymore, they were being so unfair and I knew I would be better on my own. That’s why I ran away and didn’t look back, instead I stuck out my thumb on the shoulder of the highway like I had always watched people do in the movies. I was actually kind of shocked that it worked and a big-rig came to a stop to pick me up. The driver was a older man but seemed very non-threatening, he asked where I was headed and I said anywhere that meant fun! He laughed, looked me up and down in my summer dress and thong sandals before motioning for me to get inside. I climbed in eagerly and as we drove along I noticed his eyes were on me twice as much as the road. There was two ways to handle this; either get creeped out and leave at the next stop he made or be my rebellious self. This was exactly the thing they didn’t want me doing and the thought of what I could get away with was exciting! I felt so free so I decided to take advantage of the situation and put my hand on his thigh, he was so much older than me and had a lean body with a handsome face. Immediately a bulge began to grow inches from my hand. That was the only sign I needed to let me know what I was going to do next… I slid my hand up and began to rub the hardening rod through his jeans. He groaned and as soon as we came up on an exit for a rest stop he took it, pulling in a distance away from other cars and rigs.

In the blink of an eye I was laying naked on the little bed in the back of the extended cab with his face between my thighs. His experienced tongue and fingers were working magic on my drenched pussy. He kept making me orgasm over and over like he had this unquenchable thirst for my pussy juices. I had to beg him to let me taste his cock while he continued to work my clit with his tongue. As we sixty-nined I began teasing him with light lick after light lick before I took his whole meaty rod down my throat like the good cocksucker that I am. He let out a groan before concentrating more furiously on my dripping wet swollen cunt. His tongue, lips and fingers were all working together bringing me closer and closer to my next orgasm but I wanted his cock inside me this time. This would be just the beginning of what that trucker did to this horny Phone Sex Slut…

~Smooches~ from Cha Cha (Chastity)

 1-866-930-0008 Ext. 309

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Spanking Punishment Phone Sex

Bad Girls Get Spanked, Punishment Phone Sex by Chastity

Punishment Phone SexHeadmaster looked me up and down sternly as I entered his office and took a seat in the chair directly in front of his desk. His fierce blue-green eyes pierced me making the hairs stand up on the back of my neck. “We have high standards here for our young ladies and to find out that you are spewing perversities toward your teachers simply will not be tolerated, young lady.”

“I didn’t do anything wrong, Headmaster, I…” my words trailed off as he held up one strong masculine hand and cut me off saying, “Do you honestly think telling your teacher to go fuck herself with a splintered yardstick is acceptable behavior?” I crossed my arms under my tits, scrunched up my nose and replied, “No Sir” with as much acid in my voice as possible.

“You need to be taught a lesson, young lady so stand, bend over and hands on my desk, NOW!” He demanded firmly and I begrudgingly did as I was told. Headmaster stood from behind his desk, tall and intimidating as he moved around it with a yardstick in hand. The very object I had mentioned in my insult towards my teacher was now going to be used for my punishment. He lifted up my skirt exposing my bare cheeks and thong panties underneath…

When I began to protest he replied in a loud authoritative voice “Not one word, if you dare to speak then I will add spankings for each and every letter.” I immediately swallowed my words as he began to strike my plump little ass. From the first strike it began to sting, the yardstick making loud echoing swatting sounds with each strike. My gasps and cries mixed with the sharp smacks. I could feel my ass turning red, the stinging burn spreading over my backside. He didn’t say a word and gave no indications of how many swats I was going to have to endure.

Suddenly he pressed the back of my head down, forcing my face against the desktop and began striking me even harder. He was so strong and spanking me so hard that I thought the yardstick might break at any moment. Not only that but being bent over at such an exaggerated angle the yardstick was now lashing my pussy lips with each stinging strike. The tingling spreading to my clit and my pussy began to react in an unexpected way. Each strike of the yardstick making me wetter, hotter, my moans getting louder until my body couldn’t take it anymore. He had to be able to see my panties getting wet, hear the difference in the sounds I was making as he landed hard strike after hard strike directly onto my engorged clit. At the moment I heard the yardstick finally snap I saw stars and exploded into orgasm causing my whole body to spasm uncontrollably. I was sweaty, my thong panties had been soaked through, my bare ass was throbbing and I knew my cheeks had to be a violent shade of red. As my hands felt the raised welts I realized that sitting down for the next week was going to be painful and that the welts would turn to purple bruises soon enough.  As he put the broken yardstick down, leaned over to whisper in my ear, “Run along now, young lady and I hope I don’t have a reason to repeat this lesson or else I won’t be so nice the next time…”

~Smooches~ from Cha Cha (Chastity)

 1-866-930-0008 Ext. 309

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ABDL Humiliation

ABDL Humiliation and the craving some have for it.

13392207I have all kinds of ABDL people who call me but today I got an Email from Baby Tyler, who is into ABDL Humiliation. See Baby Tyler is a lil whiney baby and if you don’t believe me, check out his email.

“Ms Sydney: I am embarrased and ashamed to admit that I need a male babysitter to take care of me. When I am at my office, I am always misbehaving,being a crybaby and not doing my work. I know that the only real solution is to have a real man come here and humiliate me by making we wear a bonnet and baby clothes,suck on a pacifier and be spanked when I am bad. It is a drastic solution but I know that is what is required. I need the discipline, but also- ashamed to admit again- want to crawl up into his lap sometimes also. Please help me by posting this on your site.”

As you can see, he knows he is a little faggot baby. He dreams of Master Mark and want to be taken over by him but all he can do all day long is cry about it. He needs to be spanked harshly by a man and shown just what he is good for. Ohh I can’t do this or can’t do that. It’s a wonder he can piss his own diaper! Now he is looking for a babysitter to force him to behave. I think he needs a plug up his baby butt and I know he wants to call it Mark. You can contact him at borntobox2@yahoo.com LOL

Sydney
866-930-0008 x301

Needy Slut Exposed Phone Sex

Needy Robbie was Asking for Exposed Phone Sex with Chastity

Exposed Phone SexThis morning I got a call just before I was about to hop into the shower. Who would dare disturb me right before a moment of relaxation? Of course it had to be the neediest of the needy, the horniest of the horny and the submissive high heel fetish obsessed slut that’s always begging for more, Robbie. You see yesterday I toyed with him for a while but he was a good boy and didn’t cum without Sydney’s permission. That just meant he was even more ravenous for release today, begging and pleading so perfectly. He says that he has an appointment set up with his owner and long time Mistress, Sydney for Wednesday but he can’t help himself still. He’s a glutton for punishment and gets so horny before he sessions with her that he just has to come to me in the morning to stroke even if it means no release. Lucky for him he has been able to resist cumming without Sydney’s permission… so far. Not that I don’t push him to his limits!

I’ve been teasing him with the thought of my pretty pedicured feet in open toe stiletto black patent heels. I’ve even let him see my feet in those very heels while I rub my realistic dildo against my soft soles just to make him even more weak. I’ve made him tie his cock and balls up with rope, made him ride his butt plug, get in front of the window where he could easily be seen, and even made him unmercilessly stroke his dripping throbbing cock while the clock counts down. His cock pours pre-cum and twitches but so far he’s been able to hold back. That’s why I thought it would be so much fun to expose him to all of you. Being on display drives him even more crazy with need. I know all too well those blue balls of his are full and aching for release… maybe this will drive him over the edge. See his pics for yourself by clicking the image above and ask yourself would you be able to handle Exposed Phone Sex?

~Smooches~ from Cha Cha (Chastity)

 1-866-930-0008 Ext. 309

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Phone Sex Reality Check

“Everything on the internet is a lie” a phone sex reality check.

CorsetThat was the comedic comment over dinner the other night. I don’t even recall what brought it up but I think we were discussing phone sex and how both sides perceive things; a phone sex reality check.

Two things come into play here. One being the fact I spend most my time in the business of phone sex, which by itself is predisposition to be based on fantasy / lies and the fact that anonymity makes it very easy to be the person YOU see yourself as and not how you really are.

All men on the internet have 9 to 12 inch cocks unless they are into SPH. In that case, they are all helmet and no soldier and love to be reminded of that fact. Truth is most men are of average size: 5 to 6 inches. But heck, it looks good on paper right?

Of course all PSO’s are sexy young women with the perfect hair and make-up and are constantly horny. A proverbial breeding factory of hormones and dripping pussy to take those overly large cocks. Mind you, not just one but hundreds a day!! We are Amazonian by nature!! God I love fantasy!

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Pervert Phone Sex: Too Young for You

Teasing Older Men Until They Need Pervert Phone Sex with Chastity

Pervert Phone SexDon’t think for a second I don’t notice you staring. Older men are such perverts and I know you’re all staring at my young tight body. Do you have any idea how old I am? I’m young enough to be your… well you know and you still can’t help but go home and jerk your cock thinking about me. Maybe you have even watched me out at my apartment pool in my new bikini. The warm weather has been perfect for tanning. Did I see you peeking through your blinds jerking off to my toned body glistening in the sunlight?

Maybe you saw me in my short dress at the grocery store and you got an instant boner when you stared at me bend over to get something on the bottom shelf and you glimpsed I wasn’t wearing panties. Now all you can think of is my puffy pink bare pussy being wrapped around your dick. Does your wife know you think about me when you fuck her? While you are balls deep inside her you’re thinking about my perky firm tits, flat stomach, plump little ass and wet tight pussy.

Teehee well let me tell you a little secret okay? When I bent over in that short dress I did it on purpose just to make you look. It is too much fun taunting and teasing old perverts like you. I’m way too young for you but your cock doesn’t care, you want me anyway. Some of you are even so bold as to hit on me, spy on me or take naughty upskirt pictures. I know the dozens of men I see daily are maturbating to the thought of fucking me any way they please. You old pervs are the worst of all remembering what it was like, or at least wishing you could remember what it was like, to fuck a girl like me in your youth. *Giggles* I can see how hard I’ve made you already… I wonder how much longer I can tease you on the phone until you explode… I’m ready for some Pervert Phone Sex, are you ready to be a pervert with me?

~Smooches~ from Cha Cha (Chastity)

 1-866-930-0008 Ext. 309

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WET AND MESSY

Wet and Messy – out of the fridge and into the bedroom.

I had been watching TV and an episode came on featuring WAM –Wet and Messy Fetishism. Of course everyone was in swim wear for this TV version but usually naked is best. I watched as all kinds of foods were used in erotic chaos; spaghetti, fruits, chocolate sauces, whipped cream, puddings…anything that appealed to the mass of writhing bodies. Watching them lick off each other got me hot without me even knowing it!! All those hot tongues and wet skin sliding over one another in a large group.

Now I’m usually not one for that super sticky sweet kind of thing where you get all that choctitswhipped cream and chocolate sauce all over the sheets. That is more Chastity’s turn on. But I swear for that hour, I was mesmerized but the possibilities. Further more, what would it be like to have a romp with Cha Cha in all that goop? I think 3 of us could really get into some hot sex. Imagine having a pool of spaghetti to slide into! Grinding our bodies together in the middle of it mushing it between us. What about pudding? To feel that suction against your body when you try to move apart or shifting between partners. Mmmm!

Now don’t get too distracted because after all that WET and MESSY fun, there is shower time! Don’t get me started with that because a hand held shower head is a great tool for getting all that mess out of places you never knew you had. That in itself is a whole different turn on. ~winks~

Lick me!!

Sydney
866-930-0008 X301

Who’s Ready for Transformation?

So tell me, Who’s Ready for Transformation? (giggles) That’s right you heard me, registration is here. Now what I want to know is do you have what it takes to actually step up and make the first bold move into Transformation School?

School

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You’ve heard me speak on our Transition School for Wayward Boys for some time now, well with much work, and great input from key people here around TPSB we are finally ready to roll out what I believe to be something amazing.

Points of interest: for those who decide to enroll you will have customized study guides based on you, information on how those are determined are provided within the enrollment packet.    Other points of interest there will be a classroom setting in a private chat room one time per week.  Topics will be determined by vote.  Just in case you wondered, every one who completes the course outline within the allotted time and who has done so with success will receive a certificate of completion.

Transformation School packets are obtainable via Hailey@thephonesexbar.com per request.  Please do not return the packet until you have completed EVERYTHING required of you to enroll.  Also please note the required response time on each application.

To those of you who have helped me in this process I would like to thank you, you know who you are, you also know how much I appreciate you.  Thank for brainstorming, proofreading, being a test subject and most of all listening to me go on and on.   As for the rest of you… Get your asses in gear, we have work to do!

With Love,

Miss Hailey J