Sissy Phone Sex for panty boys – Page 5 – Feminization – training

Sissy panty boy phone sex, let’s talk about my drawer full of panties

Adriana

I know what you’re thinking, “Adriana, you might turn me into a sissy panty boy” and you would be right, because I love panties. I am happy to have the chance to tell you that I wanted to talk about something that I really like. Do you want to know what else I like to do? I like to have you go and put on some sexy panties while we do a panty boy phone sex call. I love being able to wear panties, sexy and satiny are the best. Being a pantie tease is about the sexiest thing ever for me because I have about 50 pairs of sexy panties that I always have a problem choosing which pair to wear because they all make me feel so “tingly” inside. I love thong panties and little cheeky butt panties, they make me feel so feminine and a think that is something you might want to experience too.

So yea, I have a lot of fun when I wear my thong and it makes my butt look so frigging round and hot and I’m with a guy getting sexy and dirty while I pop it in his face, it drives them wild. I notice a lot of you like panty boy phone sex too, huh? Some of you guys might even be considered cross dressers, and like to wear them yourselves I hear? WOW, that is just too hot. But hey whatever blows your horn, pervies.

Come and try to get into Adriana’s panty boy phone sex sessions at 1-877-368-7505

Nasty mistress for wimpy sissy wanting humiliation

By Sissyplaytime December 17, 2023 Cross dressing phone sex, Feminization phone sex, Humiliation phone sex, sissy phone sex

Adriana

I don’t care who you are, all I want from you is feminization phone sex in a nasty, hard way. Do you want some of this nasty Mistress’ feminization training? Well, then you need to prove just how good of a sissy you can be for me. I am going to pull you by your long wig and wrap your wimpy hands firmly around my strap on. Do you feel how realistic my rubber cock is, how hard and firm and thick and long it is? I am going to make sure to teach you a lesson, a cock sucking lesson, as you have been a naughty cross dresser sissy lately. I don’t need you to speak a single word to me, all I want to hear is the slurping sounds of your hungry mouth as it is wrapped firmly around my strap on. That is right, tonight you are going to become my dirty cock sucking cunt.

I can give you sissy phone sex that will blow your mind, and believe me when I say you will definitely want to take anything I give you, I will have you craving my every command, you will simply seek to please me. However you want to be feminized is fine with me, my sissy sessions know no limits or restrictions. This realistic rubber strap on is all yours to use your cock sucking skills on. I promise that while you are sucking away on my rubber dick, your own cock will be growing hard inside of your sexy girly panties. I want to watch you stroke your own clitty for me as you suck on my cock for me, but keep your eyes wide open and look at me as you pleasure yourself for me. It will feel so intense when you shoot your load, like nothing you had ever experienced before.

For sissy phone sex call Adriana at 1-877-368-7505

Cross dressing sissy slut phone sex with Ms. Ronnie

By Sissyplaytime December 17, 2023 Cross dressing phone sex, sissy feminization, sissy phone sex

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

Tiny cock phone sex

By Sissyplaytime November 10, 2023 little dick, tiny dick

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

Bubble baths and feminization phone sex for sissy’s who are panty boys

By Sissyplaytime November 9, 2023 Cross dressing phone sex, lingerie, pink panties, Sissy panty boy phone sex, sissy phone sex

MacKenzie

I have tons of fun on feminization phone sex sessions. Just the other day, I had a great time with Sissy FE. She is a sexy, petite sissy who loves to play dress up with me. I browse my very large walk-in closet while I am on the phone with her, and browse through all of my pretty dresses and lingerie and make suggestions for clothes that I own that would look absolutely stunning on FE. I recently began having Sissy FE have her legs waxed at a salon, how embarassing! She did admit to me that the waxing is painful, but the result are so worth it, she feels like a humiliated feminized sissy, for sure.

Sissy phone sex with Sissy FE also includes warm bubble baths, sometimes with pink candles, to relax her after her waxing treatments, she loves rubbing her skin in the tub, feeling how smooth and silky her legs feel. After she is all clean and hair free, Sissy FE gets to browse through everything I have in my closet – soft, silky, satiny, nylon materials, a variety of seductive and pretty colors, from business wear to the sexiest lingerie imagineable, I have it all, and she loves to try everything on, luckily, we are the same size! Sissy FE of course, loves to look like a real slut, so we each wore revealing lingerie and then did each other’s hair and makeup, we love to play dress up together, get all pretty and dolled up, and just have some fun, genuine girl time.

For cross dressing phone sex call MacKenzie at 1-877-368-7505

Sissy panty boy phone sex for a sissy slut wanting tiny cock humiliation

By Sissyplaytime November 8, 2023 Humiliation phone sex, Sissy panty boy phone sex

Recently, I had a really hot panty boy phone sex call. The caller is a little sissy slut and a sissy faggot who wanted a good dose of cuckold humiliation phone sex. At the beginning of our call, I dressed this naughty sissy panty boy up, in a sheer hot pink teddy with matching sheer hot pink panties, black, tall high heels, and bright red lipstick. I had to make her lips look good, because she was soon going to become my cock sucking faggot. Shall I make her into a fluffer, I do know that not all sissies are into this. For now however, I tied her down to a table, had her splayed out on her sissy back, spread eagle.

This naughty sissy was so excited as she received my wicked small cock humiliation that I like to do during a sissy humiliation phone sex call. I also managed to call her some vulgar, humiliating names, as I invited in three men with really big dicks to compare her little dick to. These studs took turns fucking my pussy, as this poor sissy stood in the corner, little clit out, stroking as everyone laughed at her. I had a good gang bang, while this sissy watch the three well hung men fuck me with their rock hard cocks.I did manage to put the little dick sissy to good use. She gave me a good ass licking and I fed her my cream pie. I think I will turn her into a cum eater for me. That’s a good idea I think, she seems to love cum already!Call Ms. Cassie for your sissy phone sex and humiliation at: 1-877-368-7505

Sissy panty boy’s get ready for foot fetish phone sex

By Sissyplaytime November 7, 2023 panty boy phone sex, pink panties, sissy husband feminization

Jessica

Oh, the fun we are going to have during our sissy panty boy phonesex together! I can’t wait to get started playing with you, my new sissy playmate! I love it when you sissies call me up and say you want to try some new kinky variety, you want to dress up and completely let me take over, taking you above and beyond just being a cross-dressing sissy slut, into a true submissive, you tell me you want to experience it all, you just really want to please me. You tell me above all, you truly crave humiliation, and oh, lucky day, I absolutely adore humiliating you! Well, my new sissy, we can start off with some foot fetish phone sex. That’s something new to you, isn’t it? You can pretend that my pretty little painted toes are little tiny cocks. Show me what a good sissy cocksucker you can be, lick my toes, that’s right, just like a good girl. Oh, look at how pretty your lacy lingerie is! My oh my, do I see you developing a little clitty hardon, just from sucking on my pretty little toes? How about you reach into your panties and stroke that clitty for me, that’s right, go ahead, reach in there, and I will lead you to orgasmic bliss. Dial Jessica for sissy panty boy phone sex at 1-877-368-7505

Sissy panty boy phone sex dress up in lingerie and high heels

By Sissyplaytime September 16, 2023 lingerie, panty boy phone sex, pink panties, Sissy Phone Sex for Panty boys

"sissy play time" "femdom" "feminization"

Ronnie

Hello sissy’s you better put your panties on and get ready to have some fun during sissy panty boy phone sex session. I am the hot girl that you have been looking for, and that you long to serve. Of course I will start off by dressing dress you up like the good little sissy gurl, and we both know that this is what you are, and long to be in your deepest secret fantasy. Once you have those panties on, and wear them every day for me, I know how hard you will be all the time, when you walk through any door. Imagine that you have been wearing your suit all day and underneath it you have had on the sexiest, silkest, laciest little lavender panties. You will do this for me, and report to me daily for your training. This will prove that you are a good little sissy and that you’ve been excited all day thinking about how I am going to play with you, feminize you and dress you up.

Sissy phone sex is what you want and it’s what I am going to give you! A good fantasy might be, that you walk in my bedroom and I order you to strip down to your little panties and follow me. “Come on little sissy let’s have some fun!” I lead you to the dressing room full of all kinds of sexy little sissy clothes just for you! I can’t wait to put you in a yummy lavender corset trimmed in soft white lace and lacey white thigh highs! I know you want to be a sexy little sissy so I also point to a pair of sleek, sexy 6 inch heels. “Walk for me like a good little sissy. Let me see you priss and primp in front of the full length mirror.” You are such a good little sissy but I know you are more than that. You are going to be owned and controlled by me, you will obey me, dress up for me, and you will be all the happier for it!

For Sissy panty boy phone sex call
Ms. Ronnie 1-877-368-7505

Blue ball phone sex

By Sissyplaytime September 15, 2023 blue balls, humiliation, loser phone sex

I have been using my loser Jeffie a bunch. I like to crush his useless blue balls these days. Sometimes I wear my pink stilletto’s, and I make him lie down, and put the heel into his balls and then turn them. Hahaha, I laugh as he squirms in pain, OH, I forgot the best part, I take his wallet and take the money out, dollar by dollar as I am doing this.

I am going to buy a car with the money. He is saving up for me to get a new car. He wants me to have one, because he said he would walk, if only to buy me one. Its good, I need one, maybe in powder blue. Blue matches my princess blue eyes, and loser’s blue – almost purple balls.

I love my loser Jeffie. He means the world to me, which is why I started to let him watch me have sex with MY real man boyfriend. I like to tie him up, and make him watch. If loser has an accident. The disgusting act of “cumming” I then spank him in front of my RMBoyfriend. Hahaha, what a laugh.

I also like to make loser bark doggie like, he sounds like a real dog, it is way cute~

Here is what loser had to write about me…
Princess Elizabeth knows exactly how to push my buttons, to make me horny, and desperate, and frustrated, and submissive and stupid, and Weak for her! Tonight she enjoyed crushing my loser blue balls, while she empties out my wallet and puts the money in the expensive hand bag that she made me buy for her. All the while reminding me how since I am such a pathetic little loser, I deserve to be Fucked Over and Ruined, for Her entertainment and profit! And when I give her lots of money so we can have long mind-fucking, brainwashing sessions, I think it turns her on to use me like that. I know it turns me on, thats the vicious downward spiral, as she leads me to ruination.

As you can see, he is owned TOTALLY by Princess Elizabeth. I love my Jeffie! Call me for your humiliation, chastity training, orgasm denial….

1-877-368-7505

Feminization phone sex for cock sucking sissy’s

By Sissyplaytime September 15, 2023 Feminization phone sex, Humiliation phone sex, sissy phone sex

No wonder you call me for sissy phone sex,the way you talk about wanting to be a fluffer for me it is clear you are a sissy faggot cock sucking slut! It came as no surprise though. I knew what you were the moment I talked to you! I live in a small college town and happen to go to a very elite college. You would not believe the amount of sissy boys I run into.

It’s so funny the way these sissy cock sucking faggots try and make me believe they are real men but they hint again and again that they will do anything for me. Of course when they say anything they mean suck cock and get fucked for me.You love cock sucking phone sex! My theory is that deep down all guys want to suck cock and get fucked by it. You are obsessed with it! What do you guys call eachother when you are shit talking? Cock sucker or faggot, that’s what! You spend so much time avoiding looking at each other’s cock when in reality you just want to get on your knees and suck it.

When I am using my strap on in your tight ass you are begging me to put you in your place even though you are often puzzled by how I got you to admit you are a dirty cock sucker! You love to be humiliated, called a sissy cock sucker or faggot. Since nothing gets me wetter than to play dirty games I am more than happy call you all kinds of fun games while we fuck. Next time I may let you bring one of your macho frat friends for you to suck!

Dirty Sissy Phone Sex is what I want to do Call: Princess Mia 1-877-368-7505