Archive for the 'Sissy Lessons' Category

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My Darling Sissy

Published on in Anything Goes Phone Sex, Blowjobs, Cheap Phone Sex, Cock Control Phone Sex, Cock Sucking Phone Sex, Control Phone Sex, Domination Phone Sex, Fantasy Phone Sex, FemDom Phone Sex, Fetish Phone Sex, Forced Bisexuality Phone Sex, Forced Sex, Guys Sucking Cock, Hardcore Phone Sex, Naughty Confessions, No Taboo Phone Sex, Oral Phone Sex, Phone Sex, Princess Phone Sex, Pussy Worship Phone Sex, Role Play Phone Sex, Sensual Domination Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex and Young Phone Sex Voice. 0 Comments Tags: , , , , , , , , , , , , , , , , , , , , , , , , .

You are totally friggin addicted to me, my sexy voice, naughty giggles and of course, my scorching hot, young body. There really isn’t anything you will not do for your Sidney is there? I have put you to the test on numerous occasions and you passed with flying colors. Forcing you to suck cock and be a good little sissy. Giving you drops of my sweet sex nectar as a reward and watching you grovel and whine for all that I have. Dressing you in pretty, pink lingerie and tattooing my name on your sissy shaft.  Nice reminder of who owns that cock isn’t it? S-I-D-N-E-Y owns it and all of you including your wallet. I say where you spend your money and you better believe it goes to me first.  Perhaps, I will give you an allowance, I don’t know yet just depends on how hard you work and how much you earn for me. The point is, you do as you are told and when you do not the bitch in me comes out  to rip you a new one isn’t that right sissy? I know all your most inner secrets and I have ways of making it known to all if you are not careful. You must always please me and do as you are told..or else.

Kisses, Ciao 4 Now!

Miss Sidney

Mommy Always Knows

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 You have tried so very hard to hide it, haven’t you?  All this time, going outside, pretending to like playing street hockey and baseball.  But Mommy has noticed you my Dear one, the way you look at the girls as they play in their front yards.  Talking about boys, giggling, doing each others hair and sometimes even playing with their Barbies.  I would sit there and smile to myself, because I knew all along.  Knew that deep inside of you that you were never really a boy, you were a sweet lil sissy girl trapped in a boy’s body.  And then today, when I came home early from work and found you, dressed in that satin outfit that your secret Daddy had given you, looking at those magazines and rubbing your little clitty working up to a explosive sissy cum, it just made Mommy smile.  You thought I would be mad, I wasn’t mad Darling, I was elated that you found your true self.

Your Loving Mommy,

Annette

Stockings, heels, OH MY what will I wear?

Published on in Foot Fetish Phone Sex, Foot Job Phone Sex, Foot Worship Phone Sex, Lingerie Phone Sex, Panty Boys, Panty Sniffing Phone Sex, Panty Upskirt Phone Sex, Pantyhose Fantasy, Pantyhose Fetish Phone Sex, Phone Sex, Phone Sex Specials, Shoe Fetish, Shoe Fetish Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex, Stocking Fetish, Stockings and Garter Belts and Upskirt Phone Sex. 0 Comments Tags: , , , , , , .

I love when the holidays come. Especially ones where your expected to dress up. It means I get to go shopping. I am very much a shoe whore. I love heels and very sexy shoes, I can never have enough. I guess you would say that I have a bit of a fetish for shoes.  I also love to by new stockings and nylons. I love the way they feel against my skin and beneath my skirt or dress.

    I am trying to decide on a dress or a skirt set, but definitely something I can wear my silky slips underneath. I don’t always get to wear them but the weather is just crisp enough to need that silky layer clinging to my body. I just love to get all dressed up and sexy and classy and go  to our family gathering for the holiday.

 Hope you all have a wonderful day. I will be offering an Easter special on Sunday 20 mins for 30.00

All calls over 20 mins will recieve a privite special set of 3 photos for your stroking pleasure!

 

Strap On Sissy Lessons

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sissy phone sexI just love the way you call me all ready and dressed up to play. Sissies and panty boys are one of my favorite fetish phone sex calls. Strap on fucking makes them even hotter for me. Strap on loving sissy sluts are the best! I know you have a long and thick dildo ready to fuck your ass with while I listen in. There are no limits in my world so we can always be as nasty as we want to be. Be my slut, my whore, my sissy slave. Get your panties and sex toys ready, it’s time for you to become what you’ve always wanted to be.

badgirlbrynna@aol.com

Tawnee’s Partner in Crime

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A few nights ago I had the distinct pleasure of working with another mistress in the punishment of my Little Whore. I guided the abuse via telephone while viewing the spectacle over the webcam. It was a delightful treat to see my little bitch get whipped, paddled, fucked and slapped all night long. It started with my fellow mistress arriving in black lingerie and a matching trench coat. She started right away by putting my bitch on his knees and slapping the shit out of him with a cat of nine tails. He wailed and screamed through the ball gag in his mouth, saying, “Thank you Mistress Tawnee!”

Then we moved on to the paddling of his sweet ass which, as my partner in crime said, “Hurt like a son of a bitch.” After that I had her fuck him in his tight little pucker for me until he didn’t know if he was begging for mercy or begging for more! We wrapped it all up with some ultra hot needle play on his over grown clitty that really did leave him begging for more. If you have a hot story to share, then call me and lets play.

Serving your Mistress

Published on in Anything Goes Phone Sex, Ass Worship Phone Sex, Body Worship Phone Sex, Cock Control Phone Sex, Control Phone Sex, Domination Phone Sex, Fantasy Phone Sex, Goddess Worshipping Phone Sex, No Taboo Phone Sex, Panty Boys, Panty Sniffing Phone Sex, Panty Worship, Phone Sex, Pussy Worship Phone Sex, Role Play Phone Sex, Sensual Domination Phone Sex, Sissy Lessons, Sissy Phone Sex, Slave Training Phone Sex and Your Naughty Ashlee. 0 Comments Tags: , , , , , , , , , , , , , , , , , , , , , .

You know exactly who you are and I know that when you read this you will start to ache for Miss Ashlee.  I have been training you for months now and yet it seems we have much work to do.  You know that Miss Ashlee is never to harsh and never into extremes. But, I do however, have ways to manipulate and own you that perhaps you have never experienced with another Mistress.  Sensual, seductive, erotic ways of luring you into my web of dominance completely under my spell. We have spent enough time together to know that you always want to please.  The perfect submissive boy in panties, to do with as I wish, punish as I see fit, and use for my every pleasure. You have many duties when you come to see me but you always beg for one specific honor. “Mistress may I worship your beautiful bottom?” Ass worship is what you love the most. It seems you have an obsession do you not?  Mistress Ashlee has allowed you many privileges and you know the ones I’m speaking of. Do not make me wait, it is time to serve me again. You know what will happen if you are late.

Your Mistress

Miss Ashlee

My Panty Boi Sluts

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Wearing my darling girly-girl panties and fishnets is just one way I like to tease my panty boi’s. They see my pretty, perky teen titties and start to get all horny for me. Of course, my sexy little panties drive them crazy and they beg to worship them and what is underneath. Sometimes my panty bois like to play dress up with me.  I love playing dress up and putting them in slutty panties and make up. Not all of them like to wear make-up but it’s NOT an option.  I am the boss of them and they do exactly as I say or else.  Last night one of my panty sluts came over to play and I decided he had sucked my strap-on long enough it was time for the real thing.  I sent my boyfriend a text and told him to hurry over for a really sloppy, slutty blow job.  He showed up already throbbing and I forced sissy boi to suck him good.  Of course, I put bright red lipstick on him first and a ton of black mascara.  I wanted it to smear all over his slutty face and boy did it ever! He sucked my boyfriend really good and even swallowed too.  I can’t wait to play with him again maybe next time he will get the real thing in his tight sissy hole!

sassyteenaj@aol.com

Hardcore Teen Phone Sex

Sissy Lessons

Published on in Feminization Phone Sex, Fetish Phone Sex, Panty Boys, Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments Tags: , , , , .

no taboo phonesexI know you dream of being a hot and sexy bitch like me. You find yourself staring at pretty girls hoping everyone thinks you’re just the typical guy checking out all the hot pieces of ass…we both know that’s not why you’re staring at them. You’re staring out of envy and jealousy because you want to be as cute and sexy as they are. The road to transformation is long and hard…are you cut out for it? Being a woman is way harder than being a man on so many levels. Lets get started, start off by calling me with your favorite panties.

jersey4phone@aol.com

Spank the sissy!

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How many whacks on the fanny does a bad sissy deserve?  As many as it takes to make that pathetic bottom of yours bright red.  As many as it takes to make you squeal like the pathetic sissy little girl that you are.  Perhaps next time you will remember to not be such a bad sissy??

Sissy Princess

Published on in Anything Goes Phone Sex, Cheap Phone Sex, Crossdressing Phone Sex, Fantasy Phone Sex, No Taboo Phone Sex, Phone Sex, Role Play Phone Sex, Sissy Lessons, Sissy Phone Sex, Stocking Fetish, Stockings and Garter Belts and Strap-On Play Phone Sex. 0 Comments

I love to turn you into the perfect little sissy slut. I will make you my sexy girlfriend. You are going to wish you where me. Like all girls, you need to take good care of yourself. Get your skin all silky and soft. Sweet scented lotions all over your body. Putting on a sexy lace bra and panties, garters, and thigh highs. Your sexy mini dress and your fuck me shoes. I just love making up your face. Seeing your eyes grow big when I pull out all my makeup. A long sexy blond wig. Now, you’re looking like my perfect sissy princess. I can see your little cunt getting wet in those panties. If your a good girl, I will give you what you want. Bend you over, push your dress up, slide those sexy panties aside and strap on my cock and give you a good hot fucking in your tight little man pussy. You know you want to be turned into the perfect little sissy princess. Shopping trips, make up parties, naughty sleepovers, you know you want to.