Phone Sex Babe Courtney Dolls up Sissy Boys

November 15, 2025 by femdom

So I admit that I am a pretty basic phone sex babe. You can find this girl next door type laying around the house in a tank and a pair of panties. Hair up in a messy pony tail. Opting for the fresh face no make up look.

Now before you sissy boys all jump on me going OMG girl how can you even call yourself a girl when you wear no make up??? I do wear it just think there is a time and place which happens not to be while laying around the house. When I toss on my make up I want to be going out and someone seeing all my efforts.

Course I know many of you guys don’t have that option when it comes to make up. For getting dressed up is a rather taboo thing. You come home draw the curtains and dig out your girlie clothes from the back of the closet. Then begin the amazing transformation from man about the city to closeted sissy boy.

I admire the effort you put in to your looks. Most the time I am rather envious of the make up you guys do. Other times I am thinking you need a big bottle of make up remover and some SOS pads to take off that thing your calling a face. Sorry but good lord! Moderation ain’t a bad thing.

Thinking tonight being Friday night we should share a few make up tips. What make up you love. Are you a matte lipstick girl or shimmer? Which girls do you watch on youtube for helpful make up tips.

You know a real girlie girl gossip session. Talk about fashion. Makeup and well fucking. Share some blow job tips maybe. Its one of those anything goes sort of Friday nights with this phone sex babe. The sky is the limit!

Just ask for Courtney when you call.

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Cock Sucking Phone Sex with Kassidy

October 20, 2025 by femdom

Its always really interesting what guys will confess to when they call. Like some will have no issue saying they love wearing panties. While others wont tell me about the fact they love wearing panties even if asked but they can talk about stockings and shoes for hours. The last guy who I talked to was all about putting red lipstick on for sucking cock ok great I can definitely get into some cock sucking phone sex tales.

We started engaging in a cock sucking phone sex fantasy and how amazing cocks looked with red lipstick on them and then boom he goes ya even hotter when I am dressed up like a lil slut for them too.

WHAT?

OMG! You confess to loving to suck back massive dick but the fact your dress up like a little cock whore you skim right over? Oh heck no your gonna sit your panty covered ass down and explain what all you wear when sucking cock cause this kinky coed needs to know now.

For those wondering getting details from this phone sex cock sucker was difficult for he just wanted to say he was dressed sexy for those dicks to pop up. Yes I get that but I wanna know whats sexy to you???

Some of you are such a tough lil fairy to crack. I shall live in mystery but he did give me some great tips on how he sucked a cock. Haha! No I am not sharing those tips they are mine to use on my friends with benefit later tonight. Got to see if they work.

If your in need of a cock sucking phone sex call then just ask for Kassidy. Love to hear what dirty things you do with a cock or even wear to attract those thick dicks. What can I say I am all around nosy when it comes to men sucking off another men.

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Become Dani’s Phone Sex Sissy Daddy

March 25, 2025 by femdom

Daddy will you play dress up with me? Was thinking it would be super fun to make my daddy a phone sex sissy boy!

We can break into Mommy’s make up and do each others hair. Well I guess more you do my hair cause you don’t have much. Ooo what if we got you a long blonde wig so you could match me?

I promise not to make a big mess of your make up daddy. We could do like a spa thing where I give you a mani/pedi. Would you like sparkly pink nails Sissy Daddy?

I think sparkles are the best!

Then we can go into Mommy’s closet and I can really get you all pretty sissy daddy. I wanna put you in everything pink cause that color is just so much fun.

Please come be my phone sex sissy daddy. We can have so much fun together. I don’t mind if you wanna do even naughtier things than just dress up. I was kind of thinking we can do that stuff in those movies you like. You know the ones where the pretty guys dressed up as women kiss other men’s dicks.

Your baby girl is ready for you!

Just ask for Dani.

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Sissify your Bath Time

February 5, 2025 by femdom

Hi Guys n gals. Now being a girl with long hair one of the things I get to enjoy is great hair products. Course that got me to thinking that it sure is a super easy feminine thing for those closet sissy boys to do when they can’t get all dressed up. So just wanted to share that for those closet sissy boys that are looking for a little something they can do between dress up session and sissy phone sex calls. It all starts in the bathroom with your bathing routine. That’s right guys time to sissify your bath time.

Shampoo. Getting a great smelling shampoo and Conditioner. Right now I find that Fructis has some yummy scents. Some are rather super girly and the best part is they have a whole line so you don’t have to stop at your sissified shower you can continue right on to your gel and hairspray.

Body wash. You could grab a scented man wash but honestly you will smell like every other man in the elevator. Rather boring. More interesting if your the only man in the elevator and they are all sniffing around wondering where that sweet floral scent is coming from … you. So go indulge in a beautiful woman’s body wash. There are some that are a bit more unisex if you have to dive into this one more slowly or if your daring go for a perfume scented one. You will be super girly when leaving the shower.

Deodorant. Why wear those masculine man deodorants when you can wear a super sexy woman’s deodorant. Trust me you will feel extremely feminine the minute you start gliding it on. Especially if its on freshly shaved underarms. *hint*hint* Then through out the day when you lift your arms you will get a sweet smell of that sissify deodorant.

I hope you guys enjoy my girlie tips.

Kassi ~ xox

Just ask for Kassidy

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Sissy Phone Sex: Public Outing Fantasies

November 20, 2024 by femdom

My tranny ass was in the shoe store today. Of course, this shoe store is not the typical one you see in the mall.

Oh No! I don’t go to those places for my shoes, darling.

I hit the one the drag queens and strippers go to. There is nothing but walls of platform hooker pumps and mile-high stilettos. A phone sex shemales wet dream and those who love cross-dressing.

Sitting having my feet tended to by Kevin. First, I was thinking that Kevin was someone who had a foot fetish. I mean he does work in a shoe store Isn’t that someone with a shoe fetish wet dream? He would take his time picking those shoes up and admiring them. Smelling them at times.

Sure I had taken the time to wiggle my long toes but that didn’t get an adequate response. Usually, a man with a foot fetish or the like would be dreaming of sucking my toes. That is when it dawned on me. He isn’t a foot guy at all he is a cross-dresser or a secret sissy boy. He was drooling over the fact that I walked in this store dressed up sexy as can be.

Kevin was envious of the freedom I have living as a full-time shemale. I can wander in and out of stores getting my hair done, make up and nails done as well. Oh, Kevin you poor boy. Time to live a little.

I know several men out there have to live in the shadows and are too nervous to venture out in public all dressed up sexy. Which is why you call someone like myself for sissy phone sex fantasies. Most of those fantasies involve going out to public places.

As a sissy phone sex boy, where would you like to go if you had the freedom?

Whisper

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Sissy Phone Sex Fantasies with Vintage Girl Maxine

October 15, 2024 by femdom

Ok if your a cross dresser or sissy boy looking for a phone sex girl who is into the latest fashion trends I am really not gonna be your girl. I could careless what Vogue has to say about what is in trend this year. What you will find is a girl who is very much in tuned with what looks good on her sexy body. I know the styles that work for me and I will rock that shit like no ones business. From hitting the local thrift stores to surfing retro clothing. Pretty sure nothing I own is from this decade haha.

All my clothes come with a story and I fucking love it. Which is also why I love chatting it up with your crazy sissy boys on the phone. I mean you guys have a wild story too. From why your hiding your secret sexual fantasy from the other half all the way to what style of clothes you choose.

Are you someone who wants the latest styles or do you prefer the classic retro looks?

Really love to hear where you shop and if you dare take yourself to the thrift stores to shop for girlie clothes. I mean to me sissy phone sex fantasies are all well and good but if you cant venture outside the box just a little then where is the fun.

Need a girl to push your sissy limits?

Suppose that is where I come in the one willing to push you to that point of going outside your comfort zone. To make you do those things you wouldnt normally. Like go buy make up at some store. Sure you can come up with a lie as to why your buying it.

So like I said I wont be the girl to talk over the latest fashion trends but I am more than happy and well eager to chat with you about the styles of years gone by and well of course your kinky fetishes.

Just ask for Maxine your vintage loving phone sex girl.

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Feminization Phone Sex Hypnosis with Savannah

September 25, 2024 by femdom

When most think of feminization phone sex hypnosis they think of a full body transformation. I mean is that what a sissy boy craves? To be completely passable in their own mind through the help of an erotic phone sex hypnosis trance?

Well yes and no.

For if there is anything I have learned in the wonderful world of sissy phone sex its that not everyone has the same vision. Which makes for a very interesting call. Nothing is ever the same and I love that.

See one of the transformation hypnosis calls I did was a guy who very much wanted to feel like a woman but not a traditional woman that you would see walking the street. He wanted to hit a different spectrum. He wanted to become a transsexual. To explore what it would be like have his body have beautiful tits, full lips, curves and yet still keep use of his cock.

I know interesting right?

This one something I had done to a similar degree in the past where the guy wanted to enjoy through erotic hypnosis having big breasts to fondle with while he masturbated so I did have a leap off point into a transsexual transformation phone sex hypnosis fantasy. Yes I do realize one is not the same as the other but like I say one does sort of lends itself to the other in an odd way.

My tranny wanna be had his ideal vision already set out in his mind. The type of girl he wanted to be. The size breasts. How she dressed. How she walked. What turned her on. Etc. I mean really he had done tons of prep work on his ideal vision. Which is always nice for someone to have put some thought into things. After all this is your fantasy and why not know what you want.

Must say we started out softly with some body transformations allowing him to enjoy running his hands over his soft and curvy tranny body which had him exploding in moments after being set free of his phone sex hypnosis trance.

As most experience with erotic hypnosis this was soon not to be enough and he began looking for more ways to dive deeper down the transsexual rabbit hole so to speak. Each and every call there is more mind fucking and transformations.

Do you wish to explore some feminization phone sex hypnosis? Anything truly goes. Can cover any and all sissy fantasies. Just call and ask for Savannah.

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Sissy Phone Sex Confessions

April 25, 2024 by femdom

I have a bit of experience dressing men up in woman’s clothing and we are not just talking sissy phone sex call experience either. See I wasn’t always a chick with a dick. I started out much like you. Venturing into my mom and sister’s closet to steal those clothes, I figured they wouldn’t miss. Then waiting patiently to have the house to myself. So that I could put on my newfound girlie items and dance around.

So I know all too well the excitement sissy boys get when their wives or significant others take off for a week or so and you get to do what you been dying to do.

Get girlie!

What is the first thing you do?

Is it put on some sexy lingerie and get a pretty drink while you do your nails?

Or are you more a put on those panties and drive to some town so you can buy some sexy things to make the most of your time of sissy freedom?

Well now it’s time to up the fun by giving this tranny a call, lets have some fun now that you’re all dressed up. Venture into some of those naughty sissy phone sex fantasies you’ve been thinking of.

Time to share and well explore those wonderful kinky fantasies you been keeping to yourself.

Dru

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Tranny Cock Worship Phone Sex with Whisper

February 20, 2024 by femdom

If there’s one thing everybody knows, it’s that little sissy sluts belong on their knees. As to what they do while they’re down there…well, that depends on who they’re serving.

If it’s me they’re submitting to, there is only one reason and one reason alone I have them kneeling, and that’s to worship my tranny cock. What else is a man trying desperately to look like a woman good for? Tranny cock worship is the only thing I need them for.

So if you’re a little sissy, when you call me, you’ll be down on your knees before you know it. And even if you don’t know how to worship a tranny cock yet, you’ll know by the time I’m finished with you. I can be a very patient teacher when I need to be. Especially when the rewards will be great for me when it’s all over.

So go ahead. Put on your favorite whorish outfit. Paint your face up to look like a drag queen. Get your blonde bimbo wig and your hooker heels. Pretty yourself up as much as you can (and fail miserably at it). Then call me for cock worship phone sex. My cock is ready for some attention, and it’s past time for you to learn how to be useful to me. The sooner you call me, the sooner we can begin your lessons, and the sooner we can do that, the sooner you’ll finally be worth something other than scorn.

Just ask for Whisper the sexy shemale whose cock your about to worship.

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Feminization Phone Sex with Mrs Porscha

February 15, 2024 by femdom

There are simply some days in which one gets bored. In these days of modern technology, you can see everything and do everything in such a short time, that one may occasionally end up yearning for a simpler time.

A time like the one back when we believed we discovered the music of the future because we now had synthesizers and keytars. Back when I used to go to clubs with my girlfriends and get free drinks from guys with blazers that had giant shoulder pads and popped collars over hyper color t-shirts. Of course, these days, all of my girlfriends are a bit too respectable. Naturally, that is where you little sissy boys come in!

Oh, yes, you little boys will become my little glam rock groupies as we recapture a bit of the days when Journey was still the biggest band in the world and singing “Don’t Stop Believing” at the top of one’s lungs wasn’t yet considered a cliche.

Oh, but don’t get me wrong, though. You won’t look like Dee Snyder or any other member of Twisted Sister. No, no. This particular phone-sex MILF will not be caught dead with girls like that at her side. I want you to look more like…hmmm… Madonna in her heyday, or perhaps a cross between Cyndi Lauper or Pat Benetar. Oh, tight leather skirt with your hair in a sideways ponytail…gaudy lipstick with a zebra print blouse, and a pink scarf. Tattered leggings with ankle boots, and pointless rubber bracelets.

Of course, the difference between then and now is that the white stuff on your nose will be from when the guy I select for you to pleasure that night pulls out of your mouth and misses the rest of your face…

Does that sort of feminization phone sex sound appealing to you? If so, please give Mrs. Porscha a call.

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