Shemale Phone Sex Archives - Extreme Phone Sex Fetish

Be Dru’s Pretty Phone Sex Sissy Boy

December 30, 2025 by femdom

Let me make you a pretty boy. Well not just a pretty boy but a pretty phone sex sissy boy.

Yes that’s right I want to have you sit down and let me put on that make up to make you one passable little sissy bitch. From picking the perfect shade of lipstick all the way down to what dress to put you in.

Why not let a phone sex tranny dress you up and make you the best little pretty sissy boy on the block. Ohhh now which part is getting you excited? The fact that you will be dressed up by a ladyboy or the fact I will have you out on the street looking all pretty. Cause honey when you look that good it would be a shame to keep you inside. Have to go out and show off my work of art.

While doing your make up we can chat about all sorts of things like where you want to go while your dressed up like a pretty phone sex sissy boy. Or better yet what trouble you will get into as a pretty sissy boy. Yes you and I both know that lipstick was picked cause it was the perfect shade of “I wanna suck dick!”

You can reach me by calling the number below.

My name is Dru the hot sexy shemale ready to transform you into one pretty sissy boy.

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Tranny Phone Sex Cock Tease Whisper

October 10, 2025 by Extreme Sex

If you are someone who is curious about sucking cock then my sexy tranny self most like would come across as a phone sex cock tease. Which is something I will never apologize for.

Well I could but my apology would start with you on your knees getting up close and personal with my cock in your mouth. So suppose perhaps I should apologize for being a sexy phone sex cock tease.

Now the only question I have and maybe you as well is how to get you before me ready to work on being teased by this sultry cock tease of a shemale. Granted you probably were pondering a sexy phone session with a sassy cis woman but I am here to help you explore your hidden sexual fantasies. Those role plays you think about when all alone. How about you share your cock sucking ideas with me.

Don’t give me that you have never thought of sucking a cock before cause I know that the idea of a sexy cis woman with a faux dick strapped to her hips doesn’t arouse you. For I know it does be it bent over to take that strap on dick up your ass.

Now we just have to alter your fantasy around cock just a touch for it will be a sexy shemale’s cock you will be wrapping your hand around. Feeling that pulsating in your hand while your lips are wrapped around my nipple. Then hearing my voice encouraging you down on your knees to take my dick in your mouth.

That’s it baby time to wrap those lips of yours around my throbbing member and make it spray down your throat.

My name is Whisper your soon to be tranny phone sex cock tease of your taboo dreams.

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Cock Sucking Phone Sex Slut Dru

August 10, 2025 by Extreme Sex

Are you a slut who is not getting enough dick? Ya I feel ya cause this bitch is definitely not getting enough dick in any of my holes. So when I am a bit over zealous about face fucking you in a cock sucking phone sex fantasy then you will know why.

One would think that I would be beating dicks off left and right but nope not at the moment the universe is against me getting my cock sucked off and well that is a shame.

So if you can relate then by all means lets share our tales of when the last time we got some jizz coating our throats or well maybe you are just someone who is nervous about getting that first taste of cum that wasn’t yours. Or maybe your just scared to drop to your knees for some real cock and well that is the perk to enjoying a cock sucking phone sex fantasy, you can jerk it to me moaning or telling you what a good cum slut you are.

Oh you know your cock twitched at being called a cum slut didn’t it?

You are more than ready for a cock sucking phone sex session with this hot and well horny tranny. Come suck my cock and well let me slobber your knob as well. I am definitely in need of some vitamin D.

Bring your D and lets get to having some dirty fun!

When you reach the dispatcher tell her you wish to chat with Dru. If your daring then tell the dispatcher you want to suck my cock and give her a giggle.

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Sissy Slut Bukkake Fantasy with Shemale Whisper

June 20, 2025 by femdom

Sissy Slut Darlings Hello!

Being a phone sex shemale offers me a few luxuries over other phone sex girls. For one my cock works! Well lets just say that is the only point I need to mention. I am often the one that those bi-curious sissy boys come to when they are at that cross roads of wanting to graduate from sucking strap-ons and well sucking back a real cock. They have all the illusion of looking up and see my beautiful tits while their mouths are wrapped around my beautiful cock.

Some might be turned off by having a sissy slut suck their cock but I enjoy it. One of my favorite parts is when the sissy boy gets that first taste of precum. Sure they have tasted their own lots but it is always different when it is someone else’s. The way their eyes just widen at the realization they are actually sucking a real cock. That is usually when the sissy boy pulls my tranny cock out of their mouth. Doesn’t bother me. For I will finish. One way or another. For there is just something about showering my cum over a pretty sissy boys painted face.

Become my sissy bukkake slut for Whisper!

Oh and if you’re the type of sissy slut that would love to have more than one phone sex shemale blow a load over their face in a bukkake fantasy then by all means lets make this a kinky threesome with one of my sexy tranny friends. They would love to join us.

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Sissy Phone Sex Bitch with Mysti and Dru

June 10, 2025 by femdom

My little sissy phone sex bitch Ryan has some work to do. For I give him assignments to be one of my sexy fucking bitch and look less like a man but the fucker has yet to perform to my expectations.

How can I take him to the glory hole looking like such a mess?

I knew I had to go to drastic measures. To teach Ryan to be a sexy sissy bitch that I would want to take to the phone sex glory holes. So that is when I got my dear friend Dru in on the mix. There is no bigger motivation other than seeing a beautiful phone sex shemale right there in front of him.

Well that and I was getting rather tired of shoving my strap on down the fuckers mouth. Least this way Dru and I could tag team on that sissy phone sex bitches mouth and ass. Oh he was going to learn to be the best cock sucker. For I don’t want to slap my name on any sissy bitch that only performs half ass.

Thanks Dru for helping me out with your tranny cock it was just what my bitch needed.

Would you like to become one of my sissy phone sex bitches? Then just ask for myself, Mysti and of course more than happy to have my shemale friend Dru join us for another cock sucking training session. Just call the number below

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Cock Sucking Phone Sex with Tranny Whisper

February 20, 2025 by Extreme Sex

So Valentine’s Day is over did you spend it how you wanted? Considering your stopping to ready my sexy blog about my wonderful shemale body I am gonna guess you did not spend the day as you desired which was on your knees sucking a fucking hard throbbing cock. Well good news you can sneak a quick cock sucking phone sex with this sexy tranny right now!

Ok maybe not this moment for I have no idea when you are reading it but I am around taking calls most days of the week. Monday to Friday 3pm to 10pm EST. Yes that does sound like a short time but when you are a popular phone sex tranny 7 hrs is a long time to be dishing out cock sucking instructions.

Mind you probably dont need any instructions do you?

Imagine you are well versed in how to please a hard cock to orgasm from personal experiences and well all the shemale porn you watch. Unless you opt for straight cock sucking porn and imagine you are the sexy gal with a mouthful of cock. Hmmm does leave me to wonder which porn genre provides the better blow job camera angles?

Anyways back to the important stuff and that is you having your mouth wrapped around my throbbing 8 inch member hidden under my panties. Oh that got you reaching for the zipper on your pants doesn’t it?

Want to jerk that cock while I describe all the things I will do to you? Or well have you do for me?

I am more than happy too in a cock sucking phone sex call. Yes thats right babe give me a call and let my stunning sexy voice describe all the things your mouth will do to my cock.

The name is Whisper and well you can reach me by calling the number below. My cock is waiting for you!

Oh and if you dream of sucking back on 2 tranny dicks then just let the dispatcher know for she will be able to arrange a 2 tranny phone sex session for you.

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Dirty Phone Sex Confessions with Dru

January 15, 2025 by femdom

Your girlfriend might believe that you are not a wanna be cock sucker but I can see right through you. No its not even the fact your talking to me, a dirty phone sex chick with a dick.

Its that your licking your licks while I tell you the wonderful surprise that I have waiting for you under my pretty lacy panties. Yes I know your going Oh I had no idea you were a gal with a bonus but we both know that is a fucking lie!

Confess how you would love to be on your knees sucking my tranny cock rather than eating out her pussy.

I mean doesn’t my juicy piece of dick meat look far better than what she has under her panties?

Course it does but you dont really need to answer that for the bulge in your pants is telling me all I need to know.

You are a cock sucker.

My cock can satisfy all your fag needs. Open up and just say aww. Let me slide my tranny dick into your mouth. Be more than happy to have your dumb bitch of a girlfriend watch while I turn you into an amazing cock sucker. Slurping up every ounce of my nut butter.

Just thinking about it your getting all excited aren’t you?

Course you are cause your a phone sex fag in denial. Stop denying. You need to eat my cum straight from the amazing source ~ my she male dick.

This dirty phone sex shemale is ready to fuck your mouth!

Dru

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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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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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Tranny Phone Sex Bitch Whisper

December 30, 2023 by femdom

The new year is almost upon us and this tranny phone sex bitch thinks you need to end this year doing something completely different. Shake things up a bit. Time to suck some cock!

Yes thats right Ms Whisper just told you to shake out 2023 by dropping to your knees and filling your belly with some jizz. Oh yes I am well aware your most likely at some family gathering and that just cant happen. Surely you can find 10 minutes of freedom from the prying ears. To talk about those freaky things within like you wanting to eat some strangers cum.

Hey your secret desire to be a cock sucking phone sex bitch is our little secret. Course I may just make you want to be the cum dumpster to a whole line up of men with thick cum filled dicks. Oops did I let that secret out?

Its all in fun and fantasy so why not become a massive cum craved, cock sucking phone sex whore. Go big or go home. Since your nearly home you might as well be the best cock sucking bitch ever. I will happily train you on the ways to wrap your lips around some thick, throbbing man meat.

Just talking about cock has got me excited. Surely you are too.

We could start out with you sucking on my tranny dick. Hey I dont mind being the guinea pig while you learn the proper technique. Being the best does require practice. So open that mouth and start sucking.

Well actually scratch that let your mouth tell the dispatcher you wish to talk to Whisper then we can work on your lip placement.

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