Erotic Fetish Phone Sex for Sissy Slut Pleasures

Hello boys it’s Deanna.  If you are in the mood for some sissy phone sex with an operator who loves playing with her little sissies and sissy sluts alike, then perhaps I’m the woman you’ve been looking for. Sissy phone sex sluts are always so much fun to play with because there are so many ways to play!  In fact, it’s one of my favorite types of fetish phone sex fantasies I offer.

It is incredibly satisfying to play the role of a phone sex Mistress, especially with weak, pathetic men who enjoy begging women like me to use them for my pleasure.  If you are a pathetic sissy slut who craves cock then you know exactly what I’m talking about.  One of my favorite ways to incorporate cock is with a strap on cock, and I just got a new one too.  It’s a gargantuan sized strap on cock and can’t wait to put it use.  But the question is will you be the sissy slut I’ll be breaking my new strap on cock in with, or will my new gargantuan strap on cock break you?

I just want you to know that I’m the kind of erotic phone sex Mistress who is good with both endings.  I’d be more than happy to break it in, or break you in.  What about you?  Are you good with both too or do you prefer one over the other?  Here’s a little erotic fetish story that may assist you in your decision making process and it goes something like this…

Exhilarating humiliation for sissy sluts

It’s a quarter past ten and my pathetic sissy slut comes crawling on all fours into my room. I’m sitting in my over-stuffed chair by the bay window; wearing only a short satin robe and a huge strap on cock.  I’m parting my silky folds as I begin to slowly stroke the shaft of my giant cock. I knew you would come; you can’t deny your obsession with the satisfaction I provide you by being the cheap little whore that you are.

Your head lowers towards floor as make your way over to me on all fours. You in your pink, frilly sissy dress, complete with petticoat, pantyhose, and heels, instantly lights up my face with a smile at the sight before me. Tonight I am going to push you my sissy slut. I’m going to take our little adventures further than I had ever before. I am going to introduce you to my new goliath-sized strap on cock!

I’m pleasantly surprised to see you wearing the sexy blonde wig I gave you as a gift on your birthday last year too.  Yes, at your birthday party with all your friends in attendance who got a good laugh when I insisted you put on your new wig for show.

As you continue on your trek, still crawling on all fours your head is still lowered. It’s as if you are afraid to look up and glance into my eyes because you learned long ago that I demand respect and permission for every moved you make.  Humiliation phone sex is not for the faint at heart.  But for those who are sexually aroused at humiliation from a Mistress such as myself it can be very exhilarating experience.

Wickedly tantalizing fantasy role play

“Would you like your mouth filled like the hungry whore that you are”, I ask my little sissy slut. With his eyes still staring at the floor, he answered with a soft whispered, “Yes, Mistress.”  My mouth turns up a smile at how wickedly tantalizing our little scenario is progressing.

When I stand up and walk over to your crawling path, you stop.  I begin rubbing the head of my strap on cock on your forehead. With two fingers under your chin, I pull your face up so your eyes meet mine and you give a gasp of sexual excitement.

I compliment you and tell you that you are such an obedient sissy by wearing the harlot red lipstick painted on your lips just the way I like. Next I place my thumb delicately on your chin and push open your mouth.  I position my huge rubber dick on the bottom lip of your greedy little mouth.  “There you go slut, now suck my dick”, I demand.

You dutifully open your mouth and take as much of my twelve inch cock deep into your mouth as you possibly can before your eyes start to water. It brings me great pleasure seeing you kneeling below me with your mouth full.  All while knowing what’s happening under you frilly pink dress.  Once I see your greed increase for my cock, I pull it out of your mouth and slap your face with it with a smile on my face.

“You’re such a good little cock whore and I can’t wait to hear you squeal when I fuck your prissy little pussy with this delicious cock you’ve been feasting on”, I say….

Indulge yourself in some erotic fantasy phone sex

I can’t tell you every detail of how this fetish phone sex fantasy session will end, now can I?  Which part gives you sexual arousal?  Being a submissive for a phone sex Mistress, the cock sucking, or the idea of having man pussy penetration by my giant strap on cock?  I love every aspect of sissy phone sex that incorporates humiliation of all kinds.  So if this is something you enjoy masturbating to, then I think you should give me a call!

If you enjoy strap on phone sex play but without the humiliation part or the Mistress aspect but would rather just enjoy erotic phone sex that includes strap on play that’s alright too.  All you have to do is tell me exactly what it is that turns you on and we can indulge whatever that may be.  I’m an opened minded operator who is ready to make you cum today!

Deanna – 1-866-371-5413

Feminization Phone Sex Specialist for Intimate Pleasures

Hi I’m Stefanie and if you are looking for a feminization phone sex experience, then you have come to the right place. Over the years many of my fetish phone sex callers have told me that my style and voice has mesmerized them like no other. That there is something about me that puts them into a trance like state as I guide them to be who they really feel they are.

The feelings are definitely mutual as far as pleasure goes because I have always loved taking a man’s secret feminization phone sex fantasies and making them feel like reality during an intimate and discreet adult conversation with me.  Hearing a man become sexually aroused during a fetish phone sex sessions is something I not only strive for, but what puts me on cloud nine as well. Encouraging my callers to explore their boundaries in a safe place where he feels like he can let go of his inhibitions is exactly what I offer without any judgment.

Feminization, cross dressing, and sissification are all in the same genre so to speak, but each desire can vary person to person.  The level of variance can also depend on whether they are seeking a sexual outlet or another type of satisfaction or gratification.  I think perhaps this is why I enjoy the nature of this type of fantasy session because every call can be completely different.  Some of my fetish phone sex calls are men seeking to learn the art of erotic cock sucking, and or want to have anal penetration.  While on the other hand, some calls are men seeking advice to serve as a therapeutic outlet.  Regardless of what you’re seeking, I’m here for you.

The scope of feminization calls

Feminization phone sex can be explored in many different ways.  There are those who enjoy cross dressing in private and want to talk about women’s clothing; how they feel when they are dressed, how the clothing makes them act more girly, etc., and then there are those who wish that they could cross dress in public, so that they let the world see them for what they are.

I have also spoken with many men who enjoy feminization role play calls where we do a role reversal scenario. The type of role play where put on my big black leather strap on dildo and then dress them in something really sexy, like a pair of lace panties with a matching bra and thigh high stockings and heels and then I fuck their “pussies” while experimenting with different positions for the most pleasurable sensations.

I recently fucked one of my regular feminization phone sex callers in this way, putting him on the edge of the bed so I could raise his legs up while I held his high heels in my hand.  I stood at the side of the bed and rammed my vibrating strap on dildo into his ass and made him cream those pretty panties while he looked me in the eye and I reminded him of what a sissy slut he was.  It was really hot and he came really hard!

Sissification goes hand in hand with feminization fun and no fantasy or fetish phone sex call is ever too extreme or taboo for me.  I want to help you make your fantasies feel like reality too.  I know that you will love the way I guide you through your favorite scenario, gently and sensually, so that you feel completely comfortable sharing with me.  Let’s talk!

Stefanie – 1-866-539-3631

Strap On Fetish Phone Sex for Anal Pleasure Seekers

Bend over baby, I’m Alexis and I am a strap on fetish phone sex queen! It doesn’t matter if you are an experienced strap on slut or brand new to anal phone sex play and just curious; I have the experience to make your strap on fetish phone sex call the best you have ever had! Our call will be best if you have a dildo or something similar to play with, along with a big tube of lube! If you’re new to strap on phone sex fun, a small or slender toy is best. It’s not supposed to hurt, and if it does, you’re doing it wrong. But if you’re a masochist that’s okay, I always love a man who enjoys pleasure from pain.

I am naturally Dominant and I get off on the power I feel when I’m wearing a fat, pink, plastic cock. Watch me stroke my cock for you as you feel your dick getting hard just thinking about what I’m going to do with it. Taste my strap-on and if you’re lucky you can taste my pussy juice on it from my masturbation session earlier in the day! Once we have you warmed up and open (that could take 5 min or 20 min depending on your experience) I am going to fuck your ass, hit your prostate, and make you cum like you never imagined was possible. Let’s really kick up your strap on phone sex fetish and make you cum all over my cock. I hope you’ll lick it all up, and if not, I’m going to rub my plastic lady dick right up against yours.

Strap on fetish play for lady cock lovers

The only thing that makes your strap on fetish phone sex call even better is to add some taboo role play! Let’s play that I’m your Mommy who decides her naughty, incest loving boy needs punishment that extends beyond a spanking for an extreme phone sex fantasy, or I could be your sexy sister that catches you playing with her panties and her favorite dildo! No matter the taboo phone sex fantasy you can be sure it’s going to end up with my strap-on cock right up your tight little ass!

I can’t wait to make you my extreme phone sex lover who can’t get enough of my lady cock so pick up the phone and experience strap on fetish phone sex at its best!

Alexis – 1-877-789-5973

Strap on Phone Sex: Mommy Milks Your Prostate

Bend over, baby! It’s your taboo phone sex girl Alexis and I have a brand new strap on cock to use on all my horny little boys out there.  When you call Mommy Alexis for your taboo phone sex needs and want something a little “extra” to make you cum with intensity, my strap on cock will do just that! I have a vast array of experience, so if you’re nervous, don’t be; I will be gentle with you and teach you all the pleasures that anal sex can bring you.

Did you know that boys and men have many stimulating nerve endings in their butts? I specifically mean your anus and anal canal. Strap on fucking can give you the most intense orgasms you have ever experienced in your life, especially when an experienced woman has you in this vulnerable position! This taboo phone sex Mommy will even teach you to cum without even touching your cock. Can you even imagine that? Well baby, you’ll have to call me and see for yourself!

Anal pleasures for virgin ass play

Be sure you have lots of lube when you call me, and if you’re new to anal play, a smaller and thinner vibrator or dildo will be plenty for your virgin ass. Anal insertion should not to hurt and I will be sure it won’t; this is all about your pleasure and who better to show you than your own taboo phone sex Mommy like me.

I keep referring to myself as Mommy because I really enjoy mommy son phone sex fantasies due to the taboo nature of it.  And if you enjoy the taboo nature of it too, then our time spent together for a taboo phone sex fantasy will be awesome.  I want you to lie on your back, let me look into your eyes as I lean over you. You can feel the tip of my strap on cock teasing your butthole as my big 36D’s bounce in your face. “Pull those legs up baby, let Mommy in”.

After using lots of lube, as let my strap on cock slide inside your tight little fuck hole. I will go nice and slow as inch my way in deep inside your ass. It can take a minute or two to really feel, embrace and enjoy the sensation in your little butthole. Once I sense that you are used to it and can tell you want more, is when I start to really fuck you. I know where your “P” spot is (prostate) so don’t be surprised when your cock starts to drip with pre-cum…

Searching for experienced strap on sex sluts

I have heard time and time again that there is nothing like experiencing your first time with a dildo with a stranger over the phone. Let me be the one who guides you into orgasmic bliss without any judgments. I’ll go as slow as you need me to so you can fully enjoy and experience this ecstasy you’re lusting for.

I’m a dirty phone sex Mommy who loves strap on phone sex role playing with horny men who are new to anal phone sex play and even the ones who aren’t. Don’t be shy when you call me and certainly tell me if you are an experienced strap-on slut because I’d love to fuck you like a man and make you cum like a bitch at the same time!

Grab your lube and dial me for prostate milking phone sex session that you’ll be craving more of when we’re done. Hope to talk you soon!  I’ll be waiting…

Alexis – 1-877-789-5973

Coached Cum Eating Fantasy: Sister Blackmails Brother Role Play

Hey there all you incest phone sex lovers out there who love playing fantasy games on the phone with me!  It’s Jenna and I want to say that I have very much enjoyed getting to know all the cum eating phone sex sissy’s over the past several weeks. I must say; all you naughty perverts who love a good fucking with a strap on cock are a pleasure to play with! I love how many of you are afraid to eat your own cum. However, with a little coaching and coaxing from me, you always end up slurping it right up!  Yes, that’s right; deep down you know you’re destiny to gobble of that hot load of goo and you know it.

Brother sister phone sex role playing can be so much fun, especially if you have a brother like I had for a cum eating phone sex call just the other day! I’d love to share this incest fantasy with you and perhaps it will spark an interest in you that you’d like to play the same kind of role play too!

Little brother caught wearing sister’s panties

For this brother sister phone sex fantasy I was the big sister and my caller was my nosy little brother.  When I returned home after school I found him rustling through my panty drawer and playing with my big black strap on dong.  The fun part was that he had actually put on a pair of my lacy panties while continuing to snoop.

When I asked him what he was doing going through my drawers like that, all he could come up with was that he was he curious. In that moment I decide that this opportunity presented itself for me teach him a lesson and have a little fun, so why not!  I decided to blackmail him and tell him he has to do exactly what I tell him to do or I would tell our parents and all of his friends just what a panty wearing sissy boy he is.

Teaching nosy little brother a lesson

Of course my little brother surly didn’t want anyone to find out that he likes his sister’s panties, let alone that he enjoys riding my strap on cock. After a few minutes of contemplation, I began to explain to him that it was time he be taught a lesson for snooping in my panty drawer. His lesson would consist of me teaching via instruction on how to become a cum eating sissy.

His eyes are big with wonder as he watches me don my big black strap on cock. I climb on the bed, lay back and tell him to straddle my hips and climb on. I position my hand around the shaft of my black dong and point it straight up in the air awaiting his tight puckered hole.

Within seconds, much faster than I had anticipated, he climbed on plunged down right on my big fat strap on cock. I could tell he’s done this before he’s sliding up and down just like a pro! All while he is bouncing up and down on his sister’s strap on cock, his cock is standing straight out and dripping with pre-cum.

Sister blackmails brother fucking her strap on cock

I knew exactly what I was going to do next for this blackmail phone sex fantasy with my brother. While he’s enjoying my big strap on cock and feeling all the pleasures from it, I reach for my phone and start snapping several photos. First, close up pictures of his pink pussy stretched out around my strap on cock, then some of going up and down on its shaft.

I knew the pictures I wanted next were his cock squirting and him licking up the cream, so I took my hand and squeezed his cock. With a little tug I began giving him a nice hand job while he continued bouncing up and down my strap on cock. At the same time I worked his balls until the cum was boiling and ready to spew. I wanted to get the biggest load of hot sperm for him to lick up off my tummy and my fingers and knew this was just the way to do it.

Cum eating blackmail at it’s finest

After a few minutes he takes a break from his momentum and riding. I verbally praise him and tell him that he’s doing such a good job for a sissy, but to become a real sissy, he’s going to have to eat his own sperm. Immediately he says “no”. This is when I explain to him that if he doesn’t eat it, after I allow him to release his load that I will tell our parents. I will tell them all about his perverted ways and even show them, along with his friends, the photos of his man pussy stretch out around my strap on cock that I just took.

Of course he begs me not to have to eat it, so I begin to ease him into the thought of eating his own cum by scooping up the oozing pre-cum he has leaking from the tip of his mushroom head and make him lick it off. I ask him if he’s ready to cum and tell him to start bouncing and fucking himself with his sister’s strap on as I fiercely start jerking him off. I jerk and squeeze until his balls explode and cum shoots from his cock all over me!

Once his balls are empty I coach him off my strap on cock and to lick and suck up all the cream that sprayed out of his cock onto my belly. He’s on his hands and knees lapping up his jizz off my belly to end this cum eating phone sex call! And what an ending it was!

Lets customize the perfect fantasy to make you cum

If you like the thought of brother sister sex turn you on? It’s a hot taboo topic and always turns me on, but if you aren’t really into the strap on cock play, or even forced cum eating that’s okay. This is the beauty of brother sister phone sex fantasy play, we can customize your incest fantasy just the way you want it to go!

If you want to include blackmail into your phone sex fantasy, we can do that! We can do anything your perverted mind can come up with! If it’s incest, like this brother sister fantasy, we can do that, or if you like the idea of getting your man pussy fucked with my strap on cock, we can do that too!

Incest phone sex fantasy play, blackmail, forced cum eating, sissy slut training and even cock sucking cuckold play are all the things I enjoy with horny men who dial me. If your cock is standing at attention after reading this fantasy, then I think it’s time you pick up the phone and give me a call! I’m ready to make you cum harder than you have ever cum, or at least in a long time anyway. I’ll be waiting…

Jenna – 1-866-389-8540

Kinky Anal Phone Sex Fantasies: Punishiment for Bad Boys

If you like anal phone sex and have sex toys to use on your call with me, then be sure to bring em’ when you call me! I’m Hannah and I love hearing a man cum over the phone when he uses sex toys on his man pussy. If you are new to anal pleasures I will gladly guide you during our telephone time with my sexy, sensual and playful side. However, if you’re more experienced and are looking for more of a stern, demanding demeanor with a little force in my tone, I can do that too.

Kinky phone sex sessions are always fun but when we add a little extra spice, it makes it so much more fun, wouldn’t you agree? You’ll understand exactly what I mean when I tell you about the strap on phone sex role play fun that I had on a recent call…

Mommy gives her bad boy a spanking

I role played Mommy Hannah and my caller played my naughty son. He had a bad boy and I needed to punish him. First came a good hard spanking. So I ordered him to get naked and lay across my lap. Next, I broke out my wooden paddle and laid into his ass. I spanked him until it was a bright cherry red and very hot to the touch. He whimpered, whined and pleaded that he was going to be a good boy each time the wooden paddle landed on his cheeks until I decided his spanking punishment was enough.

All the while I knew my son was lying and just saying that as evidenced by his little boy prick standing at attention from his punishment. Today was the day I was going to take his ass cherry. This of course is my favorite part of our kinky, incest phone sex role play and couldn’t wait to show him the newest strap on cock I just bought.

Next I told my son to get up off my lap and bend over my bed and wait there for me. He thought he was going to get more of the wooden paddle until I came out of my bathroom wearing my big 10 inch strap on cock that was almost three inches around. His eyes widened and I could see pre cum started oozing out the tip of his erection. I could see the fear and apprehension in his face but I could also see the twinkle of delight in his eyes at the same time.

Kinky anal sex punishments for bad boys

I stood behind my son and told him that his punishment wasn’t over as I generously applied lubrication to his pink puckered virgin pussy hole. Next I rammed that big sex toy right up his ass as he howled like a hurt dog. Once his hole was stretched out I told him what a sissy closet fairy he was and that he was going to take that whole dick and began thrusting my hips  in and out of him.

Listening to my caller fuck his ass with his lubed up dildo while we pretended I was his Mom punishing him was so fucking hot! Hearing him moan, grunt and groan as he emptied his balls made my pussy drip right down my legs! This kind of kinky anal phone sex call is such a blast for me and I can’t wait to hear from him again.

I love talking about using one of my many dildos or strap on cocks on tight pink assholes during kinky adult role play sessions with my callers, especially bad boys who I get to punish. Whether you are a sissy, a faggot, or just a horny guy in need of having your tight ass reamed for a good hard cum, call me. Either way, keep me in mind when it’s time for your next anal phone sex itch!

Hannah – 1-866-410-7979

Frisky Fetish Playmate for Kinky Anal Phone Sex Fantasies

Hi guys, it’s your frisky fetish playmate Kelly here. I’m ready to dive deep into your deviant mind and have a kinky phone sex role play that will knock your socks off! I’m a very open minded girl with a very dirty and deviant imagination. I’m a multi faceted girl who likes things sensual and romantic at times, but taking kinky phone sex calls to the dark side totally turns me on too! If you feel the same, we could have an awesome time together on the phone.

I have a phone sex client who has a major medical fetish. There’s a new nurse at his doctor’s office and he’s been making ailments up lately just to go in and see her, so we decided to center his fetish phone sex role play about that and I played the role of his nurse.

He made an appointment to come see Nurse Kelly when he knew the doctor would be out of the office for the day. He arrived early for his appointment and I was able to take him back to an exam room right away. He told me he’s been having trouble with severe itching in his rectum and anal canal. I explained that I could do an exam but couldn’t prescribe anything for him. Hopefully there would be something over-the-counter I could recommend.

I noticed his frequent visits and the obvious erections he has had when I’ve been present in the room. I suspected he’d been coming in for appointments so frequently so he could go home and jerk off, but wasn’t sure if it was me or the exam room that turned him on, or me? Well, today I found out it was me, and I have to admit that made my pussy wet knowing I was arousing someone to that level of excitement.

I wanted to add a little personal touch to this fun fetish fantasy call, so I asked him if it made him uncomfortable if undressed for our kinky phone sex call. I mean it was extremely hot in the exam room since I turned up the thermostat knowing I was going to be doing some anal probing with him while his ass was exposed.

His erection became hard as a rock just from asking and when I started to remove my clothing I thought he was going to cum right then! I slid out of everything except my garter belt, stockings and heels and told him it was time to find out what was going on with his ass.

I put a rubber glove on asked him to lie back on the table and slip his feet into the stirrups. I dipped my gloved finger into a jar of lube then slowly, inch by inch began inserting it into his ass hole. He immediately started moaning the second my finger started probing. I moved it around in circular motion and asked if that felt any better. When he responded it felt a little better I knew I could probe around a little more.

When I didn’t seem to find anything that shouldn’t be there, I knew exactly what was going on. I knew he enjoyed the sensation of my finger in his ass and would certainly enjoy what was about to happen next!
Unbeknownst to him I had slipped into my harness and locked my big strap on dildo into place. I had him scoot down on the table a little further to give myself better access as I lubed up my strap on dildo. When I slipped my finger out of his ass I told him I was going to examine his anal canal a little more thoroughly now and he said, “okay”.

I pushed the footstool over in front of the exam table as he lie there with his eyes closed. Next I positioned myself directly in front of his ass opening and began to slowly slide my strap on dick into his ass. He moaned as slid it in. He then opened his eyes and realized I was wearing a strap on cock and was actually fucking his ass now. His cock stiffened even harder and within a few pumps in and out of his ass hole he shot his load all over himself.

With a smile on my face I told him that we weren’t done yet and walked over to the door and locked it. I made him tell me what an anal fuck slut he is and had him start begging for my big dick. He told me he’d do anything I told him to do, so that’s when removed my strap on from my harness and suction it to the chair next to the exam table. I then helped him out of the stirrups and told him to sit down on my dildo. That I wanted his ass to be full when I slide my ass down on his dick at the same time!

I’ll let you use your imagination to figure out what happens next! But one thing for sure is that I told him all his appointments would be set up on the days the doctor is out from now on and that I would be his nurse each and every time!

Do you have a thing for nurses too, or do you just like to have your ass played with? Either way, I’m a frisky fetish girl who would love to role play as your nurse (or doctor) and have a little anal phone sex fun with you! I mean, who doesn’t like to be fucked in the ass, right?

Kinky phone sex sessions with Kelly will always leave you satisfied, or at least that’s my mission each and every time I answer my telephone. There is no fetish I won’t talk about and role play with my callers. The kinkier your fetish, the more fun we’ll have. I’m an anal slut always looking to get my ass fucked, and I have a long list of callers who are anal sluts too, so why don’t pick up the phone and get yourself added to my kinky fetish phone sex caller list today!

Kelly – 1-877-582-0861