Sissy phone sex with Sadie

sissy phone sex

I have to say, I am so glad that your Mom asked me to watch you while she was out of town. I know, you’re way too old to have a sitter, but you’re never too old to stay over with your cousin Sadie. There is just one rule at my house that is different from the last time that you were here. The new rule is no men allowed. It’s a little like that old rule from when you were a kid and no girls were allowed in your club house. I cried so hard when I couldn’t come in and play with you and your friends, and you were so mean to me. So, you can stay here, but you can NOT stay as a boy. Come on in, open your suitcase because the unpacking and trashing is about to begin. Nope, you can’t back out of this, your Mom has nowhere else to send you.

Oh I see lots of boxers, tshirts, shorts, well I will just be tossing out ALL of that. I’ve already gotten your closet and dresser stocked with clothes for you to wear. You’re going to just die when you see your new room. It’s so pretty. The walls are about the same shade of pink as your cheeks are right now, you blushing beauty.

Do you have sissy phone sex fantasies about being feminized like this by a woman? I have lots of experience with forced feminization roleplays and sissy phone sex. I like it all from abdl sissies to slutty cross dressers, to forced bi, to sissy maid training. Call me and tell me what you fantasize about having done to you as a force feminized sissy boy. I want to have the most exciting sissy phone sex call ever.

Sadie
1-888-602-7835

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Sissy Phone Sex with Barely Legal Babe Ashlee

Ready for your teen Mistress to feminize you?

Ready for your teen Mistress to feminize you?

Hey there, I’m Ashlee. A lot of times I get mistaken for an innocent thing that has never seen what kinky and dirty sex is really is all about. Yeah, so not true. I think I might have invented some of the dirty stuff myself. OK, so probably not, but this barely legal babe is one that likes getting so dirty with sissy boys. If you don’t like forced feminization by a hot blonde teen you probably should look for another phone sex girl. I don’t mind getting forceful with reluctant prissy sissies when I need to, or even when I just want to. Turning you into a complete sissy “against your will” is hot hot hot for me. It’s also really difficult for you to say no to me, I mean look how freaking cute I am. You just wait until you hear my sexy teen voice too, you really have no chance resisting my desire to feminize you.

I love sex with real men, real men that do NOT let bratty dommes undress them and put them into panties, bras, pantyhose, tights and dresses. The men I fuck are all man all of the time, and make my teen pussy gush with lust. You sissy boys on the other hand just get teased and taunted about what a lame excuse for a man you are inside of your satin panties. It’s not like this is just me that feels this way. Almost all women want a man that can hold them down and fuck them hard and rough and make them cum over and over. Is that you? Can you step up and be manly enough for this barely legal slut? Yeah, I really didn’t think so. It’s panties and pussy licking for you, sissy. What is that delicious creamy taste on your tongue? Did my boyfriend leave you a surprise?

Ashlee
call me for sissy phone sex and humiliation
1.888.602.7835

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Sissy Phone Sex with your Pin Up girl Maxine

pin up dream girl Maxine is here for sissy fun

pin up dream girl Maxine is here for sissy fun

Hi darling, are you a sissy boy that longs to be a sexy pin up? My name is Maxine, and I want to give you a retro Sissy make over. We can start out by climbing into the big claw foot tub and soaking in the best bubbles. Have you ever had a girly doubles bubble bath? They are only the most fun ever. You can lay back against my wet chest while I lovingly massage shampoo through your hair. I can hop out first and help you make your legs and everything you like turn silky smooth with a good shaving. I will even share my after shave gel with you. We will head out of the bathroom wrapped in warm soft towels and look through all of the lingerie we have to pick from. I get just as excited dressing my my sissy playmates as I do getting dolled up myself. I can’t wait to see what you pick out.

Don’t worry if you get overwhelmed by all of the choices I will gladly help you out or dress you up and surprise you with your new sissy pin up look. Some sissy boys that I’ve chatted with have very specific lingerie tastes or fetishes. I get that, and I love hearing the sound of excitement in their voices as they describe what they love about their favorite style of panties, bras, girdles, garter belts, corsets or nighties. You will look gorgeous when we get through regardless of what you end up in.

Not into the whole makeover roleplay? That’s fine, I want to hear your sissy phone sex fantasies. You can kick back with me and talk about anything that comes to mind. I can’t wait to have a girly session with you. Call me soon!

Maxine
1 888 602 7835

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Sissy phone sex with fetish Goddess Jennifer

Sissy phone sex

sissified with Mistress Jennifer

I’m in the mood for student teacher roleplay and I am just the kind of teacher that you sissy boys wished you had back in your day. Why is that, why would you want a teacher like me?I’m your fetish, Goddess Jennifer. I know all about your sissy fantasies and kinks, and I have been known to really get into feminization with submissives just like you. Are you sitting there in your silky panties wondering how that is relevant to being my student? Oh, well my darling, there are so many sissy student roleplays that I like to do. One that I think about sometimes is where one of my students can not seem to follow the dress code. I don’t tolerate disobedient students that make me look bad. When you decide you don’t have to follow the rules then I am asked why I can’t enforce them, and so I do enforce them. You’ll never forget to wear your uniform again.

I pull you aside before class begins and take you into the staff restroom. I give you a bag that has white cotton panties, a matching white training bra, white blouse and plaid skirt. You snort at me about how you don’t know why I am giving you this. I let you know pretty straightforward that you’re wearing it today to make sure you don’t forget dress code violations are not tolerated. You now have ten minutes to get dressed in your new uniform, and if you don’t I will be giving you a suspension, sus means zeros on your grades and we all know how important your GPA is to your scholarship.

I’m seated in my classroom when you nervously walk in dressed head to toe in your girl’s uniform. You try to head for your desk and I stop you and let you know that you will be sitting beside me this week. This will also be your uniform for the week. Your face turns crimson as you slink into your desk. I comment on your open legs and tell you that the guys will all get a good view of your panties if you don’t learn to sit more lady like.

Are you ready to start your week at school with Miss Jennifer?

Jennifer
1-888-602-7835

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Sissy phone sex sci fi fantasy with tranny Princess Rosalind

Sissy phone sex

get transformed with sissy phone sex, call Tranny Rosalind

You think that you have plenty of private time, and you think you can spend that time being the panty wearing sissy that you love to be. Your family is out, and as soon as they hit the road you dropped your suit and tie and traded it in for delicate red panties and a pushup bra stuffed with C cup breast forms. You shiver as run your fingers over the stockings and can’t wait to cover your legs with them. You’re prancing around in the low light of your bedroom looking for the perfect pair of pumps in your secret section of the closet. All of a sudden a bright light fills the room and you look back and see a tall slender figure looking at you. Your feet are frozen and you are paralyzed with fear. Somehow though your body is moving slowly towards the figure in your room. Your red lips open to scream for help, but no sound comes out of your mouth.

When the light dims and the figure is still standing inches in front of you it’s clear that it is a beautiful blonde woman standing over six feet tall in her silver thigh high boots. As the light grows dull the sparkles of it fade off of her latex boots and your eyes move up her long legs to her petite frame wearing a silver mini dress, also latex.

“On your knees!” she says pointing to her feet.
Without realizing it you are on your bedroom floor looking up at her piercing blue eyes and then you notice that even though she spoke, her lips never moved, her mouth never opened. You beging to shake in utter fear but you can not stop looking at the curve under her skin tight dress, right around her panty area.
“You are coming with me!” she says, again without moving her lips.
Your room fills with the brightest light, you block your eyes with your hands but it blinds you.
When the light disappears you look around and you are alone in your room. You look over for your phone and see that the clock says it’s 10:27. That’s not possible, it was just 6 pm. You pull yourself up to your feet and feel a heaviness in your chest, where your breast forms were there are now two very real full C cup breasts. Your hands drop to your red panties and you walk to the mirror and slowly pull them down to reveal.. what you see knocks you out, you fall to the floor.
Will your wife discover you as the new woman that you are? Will that strange woman return to explain everything to you? What will happen now?

What would you do from here?

Rosalind

1-888-602-7835

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Sissy phone sex humiliation with Sandy

sissy phone sex

Mean Mistress Sandy is ready to dish out humiliation to sissy boys.


Hi sissy boys, Mistress Sandy is feeling a little bit cruel lately. When I feel like that I crave sissy boy humiliation and that kind of saditic sissy phone sex. So I am looking for sissy masochists that like to be used and verbally abused by a mean Mistress. Did I say verbally abused? I am not a stranger to CBT, spanking, whipping and delivering other types of pain. If you have some toys around and you want a sadistic conductor to take the lead, please, by all means let’s do it. If you’re more of a listen and suffer sissy, one that gets turned on by emasculation, trash talking, ridicule and humiliation? I love all of that too. One time when I was feeling so harsh a sissy asked me who made Mistress Sandy so mad. I had to tell them, nobody did. It is just the way I like to play, and sometimes it’s more intense than others. That made my sissy slut shudder, to think of all of that abuse without any provocation. I told him just to imagine if he had upset me.
 
If you’ve been a bad misbehaving sissy boy it’s the perfect time to call Mistress Sandy and confess. I am jumping at the chance to punish disobedient sissy bitches, and get them back in line. One of my other mean Mistress specialties is lectures, do you like hearing your Mistress unleash all of her verbal abuse right at you as she tears you a new one?
 
Alright boys, Mistress is going to wrap this up, but if you want to talk to your wicked Mistress Sandy, just call and tell me that you heard I was in a mean Mistress mood. I look forward to putting you through intense sissy phone sex very soon.

Mistress Sandy
1 888 602 7835

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Sissy phone sex with May, superhero and villain fantasy

MaySissyPhonesex

Hello sissies, panty boys, girly girls on the inside, and every boy in between. My name is May, my favorite type of sissy phone sex is one that involves roleplay. We get to be us all of the time, how about a break from our normal lives where we can play around a little bit. I am not a big comic fan, but I do love super hero and super heroine roleplay, especially if I get to be a villain, and manipulate the super hero or heroine into being my play thing. Just writing about it brings a few ideas to my mind. Do you like roleplay and feminization fantasies? Do you ever imagine yourself being caught up in something with a manipulative vixen that wants to make you into her living doll?I mean, maybe she would just stop at feminizing you temporarily, if you’re lucky. There is always the chance that she wants a permanent sissy play toy.

You feel so exhilarated because you’ve finally discovered the thief’s lair. Your plan is to take her to the cops, of course. You can’t help but imagine what might happen in a struggle though. If you can catch her off guard and get an advantage over her. You’ll probably have to tie her up tightly, to make sure she doesn’t escape between points A and B. So you’re waiting for the right moment to bust into her apartment when she drops down behind you out of nowhere and pulls your arms behind your back, holding you helpless with the feeling of defeat washing over you.

You are taken inside by the beautiful villain, and immediately she is tying you up and laughing at your outfit.

“Ha, you’re not fit to be dressed as a super hero, you can’t even capture me when you know where I live” she laughs as she cuts off your outfit.
The only leotard you’re fit to wear is this frilly pink one that I picked out for you, along with these lovely pastel tights, they will work so well on you. “

She layers you up in panties, tights, a leotard and dainty shoes and then tells you it’s time for your makeup makeover and getting your nails done. When you begin to protest she shoves a humiliating gag into your pouty mouth. Is it an oversize ball gag to make you drool or is it cock shaped and tasty?

Call May for sissy phone sex 1-888-602-7835

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Sissy phone sex with Autumn

Sissy phone sex

cum & play sissy dress up with Autumn

Hello, it’s Autumn. Playing dress up with panty boys and sissies is so much fun. I never had a sister and sometimes I like to make sissy boys into my sister during roleplay. Would you like to have a cute older sister that pushes you to be girly and feminine and turns you into a sissy? When it comes to domination, I am a submissive. However, I am the type of submissive that if it turns you on to be sub to a girl, I can dominate you in roleplay. I mean how humiliating to have a submissive girl dominate you and feminize you, am I right, panty boy? You are going to look so cute when I get done with you that you will want to be my sister all the time, I just know it. I don’t mind sharing my cute tops or skirts. You know what else? I don’t even mind sharing my panties, bras, stockings, pantyhose, slips, corsets or shoes with my little sissy sister, nope, not at all. I want to help you be super cute and adorable.
Do you like roleplay? I really like roleplay, and right now there are so many sexy costumes out for Halloween, we could find lots of things to dress you up in. I like the idea of role playing taking my panty boy out shopping for slutty costumes to try on in front of the sales ladies, and then showing you off to my friends at a big Halloween party. If you’re shy though we can keep it just between you and I. When I am out shopping and I see these mini skirts, tights, fishnets, tutus and boas I just think about how much fun it would be to have a sissy boy to dress up and play with.

Yours,
Autumn
call me for sissy phone sex
1-888-602-7835

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Sissy phone sex with Sandy

Sissy phone sex

Sandy will put your sissy ass in your place, call her up for sissy phone sex

Travis hired me off of an online classified site for some house sitting. It was a little bit peculiar how he out a lot of emphasis on make yourself at home when you come by, do whatever you would do in your own bedroom. Bells were going off in my head that this was most certainly a pervert looking for a show that he could view from his tablet or phone or whatever device he had his camera going to. He had told me that he had lots of women’s clothing around because he did some private photo shoots at his place, and wanted to have lots of outfits on hand for his models. All signs pointed to me thinking this pervy client wanted me to dress up in his tiny skirts and skin tight tops and romp around his bedroom in spiked heels.

 

I brought one of my feminine guy friends along for some fun, and didn’t leave out my hung boyfriend either. See, my sexy boyfriend likes it when I use sissies in front of him and even when I use them to please him. We’re quite the team when we double dominate a sissy together. I don’t know if that was anything like what Travis had planned on viewing, but he got plenty of domme on sissy and forced bi feminization action to watch while we totally humiliated my little sissy toy. Bianca (my sissy friend) got off hard on being used by my boyfriend and I while a pervy voyeur watched from who knows where while he took my boyfriend’s massive dick down his throat and then inside of his cum hole.

 

So tell me all of you horny sissy boys, how would you like to be a forced bi sissy cam whore? Would you love having a beautiful Mistress make you perform for her, her boyfriend and a secret voyeur?

Sandy
1-888-602-7835

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twisted Sissy phone sex transformation with May

Sissy phone sex

No, it wasn’t the nicest thing to do, getting you drugged up and tricking you into signing medical consent for a sex reassignment surgery. It’s just a small issue though, the doctor said sometimes you sissies need a firm and loving Mistress who will do what is necessary to get you where you should be. It’s not exactly sane either, but you are the one who suggested that I start seeing a psychiatrist to talk about things. Lucky for me I found the perfect doctor, and she helped me see that this is what needed to be done, for both of us. You did tell me that you loved me and that you would give anything to make me better. I really feel that you being a woman will make our marriage work. Oh, darling, don’t try and get up right now. Your body has been through extensive surgery, you need to heal.

Why don’t I just sit here beside you, and we’ll look at the stuff that I’ve picked out for you. Once you have healed you’ll be having another surgery, I want you to have huge breasts. The doctor told me for a woman with your build that it would be pushing it, but that I could go ahead and get you DD cups. Then once you’ve recovered from that it will be time to get a juicy full ass to balance them out. There are plenty of things that we can do while you’re recovering though. I’m going to have a voice coach work with you, and we’ll get your hormones in order. I am so excited.

I enjoyed swinging with you, and having threesomes with other men with you, but I knew deep down that the reason you got jealous wasn’t because I was getting fucked. You were jealous because you weren’t getting fucked. My doctor helped me work through this, and she agreed that this was the only way to make it work for us, and we did say till death do us part. Now you can get fucked and full of cum too, just as soon as you’re healed and recovered and ready to become the cum whore I’m going to turn you into. You better get some rest now though sweetheart.

May 1-888-602-7835

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