Sissy Phone Sex for panty boys

Princess Elizabeth owns Loser Jeffie! call Princess Elizabeth for loser phone sex!

By Sissyplaytime July 26, 2025 brainwash, humiliation, loser, phone sex, teasing and denial, wimp loser
"sissy" "humiliation" "phone sex"

Princess Elizabeth

Loser Jeffie is so funny, he thinks that he can please a girl now, when in fact he needs me… look at what he wrote.Loser you are nothing without me! Princess Elizabeth

“Your ownership of me, and your teasing and DENIAL of me,
and your using of me has been So DELICIOUS!!!
Staying horny and frustrated for you, and being HUMILIATED by you
has been such an exquisite and intense Thrill!
I love you, and I am very grateful for being owned and used by you!
I love the way you turn me on, and then deny me over and over and over!
I love the way you BRAINWASH me!
I love the way you take advantage of me,
your helpless and HORNY wimp loser!
The way you tell me “NO”
and giggle,
and the way I can only say “YES” to you has twisted me up inside
and made me weaker and weaker for you.
I still vote for you many times a day even though I have not been calling
I am still so EAGER to please you.”
Call this Princess to be humiliated – Call Toll Free 1-877-368-7505
$20.00 for a 10 minute minimum call

Panty boy phone sex for the kinky guy wanting to have some sexy fun

By Sissyplaytime July 21, 2025 panty boy phone sex, Sissy cuckold phone sex, sissy feminization
"sissy phone sex" "cross dressing" "femdom"

Carmen

Far too many people seem to have misconceptions and misunderstandings about sissy husband feminization phone sex. Some people just are not sure what panty boy phone sex is really like. Well, to put it simply and bluntly, panty boy phone sex entails men who enjoy wearing women’s underwear. It doesn’t get any simpler than that, now does it? It makes them feel kinky, naughty, and it increases their erotic pleasure. It does not necessarily mean that you enjoy sucking cock, or you are submissive. Perhaps you want to have a mutual masturbation call, you just enjoy wearing panties throughout the duration, which hey, that is perfectly fine (and hot!) to me.

So don’t get sissy phone sex confused, I won’t necessarily be having you completely feminized or demean you. It really depends on what your needs, fetishes, and fantasies are. My sole purpose is to leave you feeling pleasured and fulfilled. Some men do want to have a cuckold fantasy with their sissy phone sex call, some want it to involve strap on phone sex, and still others want it to be a complete domination phone sex call or total feminization transformation call, but no matter what, all that matters at the end of the call is that you have orgasmed and you feel like you had a bit of a kinky time with me.

For feminization phone sex call Carmen at 1-877-368-7505

Sissy feminization phone sex with Ms. Vickie

By Sissyplaytime July 20, 2025 Feminization phone sex, sissy feminization, Sissy panty boy phone sex
"sissy phone sex" "cross dressing phone sex" "sissy feminization"

Sissy training

Sissy feminization phone sex. My sissy vicki is spring mode, ready to be dressed up and party with Auntie Kate, and I always enjoy buying her a new Easter Outfit.. read on..

Vicki writes….”Dearest Auntie, I hope this finds you doing well. I have an idea for a two lady call and would like to get your thoughts. It is near Easter again. Mommy has a new Easter dress for me, yellow and white, lace and bows, with a crinoline slip that makes it a little poufy, with white stockings. She wants me to look good and go to church with the rest of her girls. I have matching yellow shoes with a 2 and 1/2 inch heel. I’m older now,  and I can wear a higher heel. Mommy also took me to get a new bra and silicone breast forms in a 32C. I feel even more womanly with my bigger boobies. I called you to tell you about the new outfit. You said you were seeing a friend soon, but would stop by later in the afternoon to take a look at me. Mommy and my sisters were out of the house and not expected back for a long time In anticipation of seeing you alone, I decide to make myself up like Taylor Swift, my ideal of a young woman, with red lipstick, light makeup and a long wig Mommy bought for me. I put on my bra, garter belt and stockings and then my padded pantygirdle, all in virginal white. Next goes on my crinoline slip and my pretty yellow and white dress. I feel so feminine while wearing this dress! I am getting more and more excited about you seeing me in my new dress! The scene opens when you come to my house. I am surprised and a little disappointed that you are not alone, but graciously welcome you both. You introduce me as your niece, Victoria. Your friend is complimentary about my appearance. You explain you have talked to your friend quite a bit about me and she asked to see me. You then ask your friend that if she saw me on the street, would she think I was a sissy? I am shocked and humiliated! I say “Auntie, please, no!” Mention all the things you have told about me, things we have done together. I am so humiliated!! You friend says what she would like to do. (have me do some activity) Mention how big Vicki’s cock gets when she is excited. Have me take off my dress, crinoline and girdle. How I come is up to your decision. Love, Vicki

Ms. Kate for sissy feminization phone sex    1-877-368-7505

Sissy panty boy, cuckold, sph training and more with sissy trainer Audrey

By Sissyplaytime July 19, 2025 Feminization phone sex, panty boy phone sex, Sissy cuckold phone sex, sissy training phone sex
"sissy" "sph" "cross dresser"

Phonesex slut Audrey

Sissies be ready for me, as I adore sissy phone sex – whether it be cuckold fantasy phone sex, small penis humiliation phone sex, domination phone sex, sissy boys phone sex, I truly love it all.   Dressing you up in pretty little panties because you have a small penis , humiliating you as I have you on your knees sucking on my strap on is great, (not that all sissies have to suck a strap on) and gives me power and control.   But what I REALLY love is big dick – I can’t get enough of big cock, and one of my callers knows that all too well, she just like me, because sissy missy LOVES big dick, even though  missy is totally straight,   and  she seems to have aa big dick of his own, too!

She likes to call  me up regularly for sissy training phone sex.  W/we watch pornos together on line, missy jacks off on webcam, and I stroke on my clitoris and finger my pussy.  We both have a fantasy that she and her friend   are in a room with me , all three of us are naked,  and I get down on my knees and take turns sucking on their big dicks.  Then, I go to get one of them  a glass of water, and I let them know to keep their cocks hard for me.   While I’m out of the room,  missy’s cock starts to get a little limp,   so the other sissy gets on her knees and sucks her off to keep her hard. When I come back into the room, I let missy  know how much of a faggot she looks like, how gay she looks, even though I know he’s straight – I make sure she finishes sucking that dick, and swallowing her load down his throat, while missy strokes on his own big dick and cums for me.

For sissy panty boy phone sex call Audrey at 1-877-368-7505

Cross dressing sissy slut phone sex with Ms. Ronnie

By Sissyplaytime July 18, 2025 Cross dressing phone sex, sissy feminization, sissy phone sex

"sissy play time" "femdom" "feminization" Look at how sad my little cuckold phone sex, sissy loser gets when he knows I’m going to get fucked by my  lovers. He always gets excited when he knows I’m ready to dress him. You know what would look hot on you? I have some skimpy lace panties with matching bra that would look just delicious on you.  We of course have to tuck your little man clit between your ass before we can put them on.  I’ll even let you pick out the color.  I’m sure I have a matching shade of lipstick to go with those panties. No wait, lip-gloss would be so much better it will make your lips pop. Plus men love red shiny, wet lips. Next we need some heels very high ones, to show off your sexy legs. I have just the perfect thigh high boots to make you look like a dirty darlene slut.

You’re going to be my slut from now on. Do you feel sexy in those silk panties? Do you feel girly? I’m going to shave those legs of yours. I like my sissy slut nice and smooth. Now come with me to the bathroom. We have to get you all dolled up. We have company coming over and I want you to look your best for my new lovers.

I have a couple of new friends coming over and they are very interested in meeting you, yes I told them all about you. So I need you to be a good little sissy and wear your for me.  Can you be a good girl and do that for me?  Wait why I am even asking you. It’s not like you have a choice. *Giggles* Oh I think that’s them knocking right now. I’ll go get the door. You stay here and put on that dress I laid out for you. Time to have some fun with my fantasy cross dressing sissy phone sex slut.

Ronnie    1-877-368-7505

 

Sissy trainer Shannon will turn you into a girl

By Sissyplaytime July 17, 2025 Cross dressing phone sex, Humiliation phone sex, Sissy panty boy phone sex
"sissy" "feminization" "phone sex junction" "Big Cock"

sissy phone sex

As I am writing this, I am on the phone with Sissy Francisco who is wearing panties for me, pink panties to be precise, he knows that those are my favorite. Not only are they pink, but they are extremely silky too, he told me that he can’t stop himself from reaching down and stroking his little clitty over those pink panties. He is begging me to suck my strap on.  He is really begging me tonight, he wants be feminine for his Mistress so badly, he knows that I have a giant pink strap on, and he would do absolutely anything I desire just to get a taste of it.

So, I thought I would tell the world about Sissy Francisco and our phone sex together. I told him to take pictures for me, of him sucking on his big pink dildo that he bought specifically with me in mind. He told me every time that he sucks on that big pink dildo he imagines it’s my big pink rubber cock. I humiliated Sissy Francisco, told him he is not a real man, a real man wouldn’t be caught dead begging to become a sissy cocksucker! Sissy Francisco is simply a feminized sissy slut, more woman than man. Sissy Francisco even loves to wear a long blonde wig when she is sucking on that big pink dildo, he loves to look like a pretty little slut for me.

Sissies, stop reading and start dialing! Call Shannon now at  1-877-368-7505

Sissy husband feminization phone sex and orgasm denial with Reno

By Sissyplaytime July 16, 2025 Cross dressing phone sex, orgasm denial, sissy husband feminization, Sissy Phone Sex for Panty boys

"sissy phone sex"Hi, sissy boy time for a bit of orgasm denial and sissy husband feminization phone sex.  Are you dressed up in your prettiest, sluttiest outfits for Mistress Reno?  Have you been a good little slut, and done all of the chores that I told you to do? Did you launder my panties from my wild night of being a cheating wife with a big cock?  Did you put on your maid outfit and dust?  Good, well, tonight you will be in for a very special treat, my pet.  Sissy husband feminization is in the cards for you. We’re going to throw out all of your briefs, boxer briefs, and boxers, and we’re going to replace them with thongs, hipsters, corsets, bras, garter belts, and nylon stockings.

After we have accomplished that task, it is time for you to have an orgasm. Oh, you’re excited aren’t you? You’re hoping your Mistress will permit you to actually fuck me tonight, don’t you? As if that will ever happen. No, I said you would be allowed to cum tonight, what you also are going to experience is ruined orgasms. I am going to jerk you off, and provide edge play, stopping, then starting again. And when you just reach that plateau, when your little balls are tightening, and you feel that great feeling coursing through your cock, I’m going to stop jerking you off, I’m going to start flicking your cock with my long fingernails, and discussing current events. That’s right, didn’t enjoy that orgasm too much, now did you, slut?

Reno for sissy panty boy phone sex : 1-877-368-7505

 

Fucking stupid ATM pig

By Sissyplaytime July 15, 2025 atm, chastity, DICK-tionary, loser, submissive wimps

Fucking moron called ME the superior Princess recently, I have been too busy with Real Men, that I did not even post for the pathetic slob.Here are some notes I took from my session with this fucking pig:Stupid loser sucker pig wim be in chastity for me, it’s his job. Can’t stop thinking about me, more obsessed with me then ever. He tells me that he loves me and is addicted to me.HE IS an Asshole – (definition for my Dick-tionary) a stupid submissive male who can do nothing right except beg and serve ME, and DO as I tell him.
He loves to beg me and I control him and give him more stupidity training. He has heavy blue achey balls, and wants to stroke. Says my website mentions stroke puppets and I don’t let him stroke, he wondered why. I told him, if I let loser stroke he might cum, but then he gets to pay me $100 as I have a cum tax. I have him get it out.I make him take it out, and giving him 10 worships. He moans as I give him instructions. Up.. slowly, he moans,, …. I giggle, down loser! This is so fun. He is suck a stupid fuck …. down stroke.
Dumfuck – a guy the Princess uses – performs un relieved stroking in forms of worshipping Princess Elizabeth, and in turn is let to honor her.
He is such a loser and today is tribute day.
Loser game – Stupidity Game – I ask loser or dork, different questions, what is name of his pet, etc.. what is 2×2, in a certain amount of time, he gets points, I keep score for wrong answers. If he gets 50 points, then he has to pay that amount. Then you become a loser that loses my Stupidity game.
Pledge – A t m, know accepts pathetic life has meaning because he is a
Thou shall not squirt
must complete tasks
celebrates my birthday
pay all fines
shall submit to stupidity training
worship princess whenever I feel like it
never disobey ME
think if things to do to be a better pig for Princess Elizabeth
Put ME FIRST before everyone else.

SFM Stupid fucking moron

Asswipe – what I use losers face for
Dickhead – thinks his penis is his head
Dork – walks a – round with blue balls, and likes it because I said so.
Fucktard – is a loser that is inferior
Fuckwad – similar to fucktard
wanker –
maggot –
moron –
penis head –
stroker boy
thumbkin
imbecile
pin dick
needle dick
pencil dick
slave clit
ass kissing dork
ATM says….I wish I could pray to Princess with my face inserted between her beautiful buttocks, asking her ass, to guide me, in my daily servitude and worship. (told him my ass would speak back to him) hahahaha! I know fucking moron is reading this, call me you fucking loser!

Sissy panty boy phone sex with someone that feminizes and trains

By Sissyplaytime July 14, 2025 panty boy phone sex, Sissy panty boy phone sex

Cassie

Panty boy phone sex can be  considered an art especially if you happen to be a sissy, and can be quite impossible without the right partner to experience it with. I possess a very bright mind, and cater to all fantasies and fetishes. When you are in the need for some excellent training or conversation, I am your girl. For a quick example, let me talk here about panty boy phone sex training. When you are a brand new panty boy, just starting out, you may feel yourself becoming overwhelmed. What in the world do you need to do, what goals do you need to accomplish, to become a convincing, passable cross-dresser? That is where my sissy phone sex sessions can come in handy. I am an excellent trainer of submissive men, especially panty sissy boys, and I am here to help you.

Our panty boy sissy phone sex, in order to be highly successful, needs to be a mutual conversation. In order to turn you into the best feminized sissy slut possible, you will need to put in the time and the effort to continually progress to become more and more feminized. I will do the training, but you will be the one needing to actually perform the tasks to make your fantasies a reality. Perhaps you are seeking some strap on training. Panty boys love to seek cock sucking and ass fucking training with me while I am standing in front of you, in very seductive lingerie, a big rubber cock sticking out in front of my pussy. This is not gay, this is a very straight experience, however humiliating it is. Stroke your cock for me, panty boy, and get to work on my rubber dick.

For panty boy phone sex call Ms. Cassie at 1-877-368-7505

Tiny cock phone sex

By Sissyplaytime July 14, 2025 little dick, tiny dick
"tiny cock phone sex", "sissy phone sex"Wanna know what I absolutely love?
Laughing at loser’s tiny dicks! When I see a loser’s dick it is always small!
And it is always hard for me, and since it is always hard, there is no hiding how pathetically small it is! It is just so funny!
It is all straining hard, trying to be as big as it can be, tee hee hee
and yet it just doesn’t measure up. It doesn’t add up to anything that I would ever play with or pleasure,
but I may still toy with it!
I might still tease it
and manipulate it!
I may still be amused by it, as I laugh at it, and make fun of it!
Chances are I will zoom in on your lil weakness and just exploit the hell out of you!
When a guy has a baby dick I go straight for his wallet.
He knows that is the only way to please me.
AND SO HE PAYS ME TO FUCK HIM UP EVEN WORSE!
It is the perfect scenario for a tiny dick loser and a hot perfect Princess like me!
Call me loser, so I can laugh at your pathetic lil dick!
Princess Elizabeth 1-877-368-7505