Sissy Phone Sex
Explore with a Cuckold Sissification Expert

Tell me, what kind of a phone sex sissy boy are you? Are you a crossdressing lover who slips into sexy lingerie whenever the mood strikes you? Does your inner panty boy need a dose of tiny dick humiliation or feminine control? Do you watch cock sucking porn and imagine yourself on your knees with a throbbing dick in your mouth? Can you imagine being fucked by a woman with a strap-on while you suck on a cock? As soon as you feel the urge to be feminized, in even the smallest of ways, you are ready for a session with me.
I’m Nanci, an experienced operator of all types of cuckold phone sex lovers and sissy boys alike. Crossdressing, feminization, cuckolding, cock sucking, cum eating and everything in between fascinates me. No matter how you like your sissy phone sex fun, I will make your sissification transition feel like reality through erotic telephone talk.
Let me hear the excitement in your voice as you slip into a pair of panties. Feel your body transform as you peek into the mirror and see the reflection of a woman staring back at you. Disappear into your cross-dressing fantasy as we explore make-up application, accessorizing your outfits, shopping and eventually visiting a salon to have your hair and nails done. Tell me your cum eating fantasies or real-life experiences. Share all your girly secrets with me in a discreet environment. I am here explicitly to guide you.
Let’s build upon your sissy fantasies gradually over the course of several (or many) calls. I want you to continue to enjoy the experience even after we have hung up the phone. Sissy phone sex is something that I specialize in although there are many ways to enjoy the experience. Tell me about your favorites.
Sissy training for cuckolds
Let me tell you about a sissy training program that I set up for one of my callers. He is a married man who is being cuckolded by his wife. As a matter of fact, he has a tiny dick, and his wife needs more than he can provide. The more often she steps out with other men, the more submissive her husband (my caller) becomes. He feels useless as a man. There is no way he can satisfy his wife’s sexual desires with his tiny dicklet.
He calls my line and tells me that he feels like he is in limbo in his marriage. Instead of being angry when his wife goes out with other men, he gets horny. He can’t understand these feelings and that is why I felt the need to explain the term “cuckold” to him. We began his cuckold fetish training in the simplest way. I wanted him to feel as sexy as his wife feels when she dresses up for a date. I sent him to her dresser and had him pick out a sexy pair of her panties and a matching lace bra. He was instructed to slip into a pair of her stockings. The excitement that he was feeling could be heard in his breath as he followed my directions.
He says that he will do anything to make his wife happy. I asked him how far he was willing to go. He responded that he has no limits. I told him that a true cuckold will fluff his wife’s lover and then clean her cream pie. He was very eager. His wife has a realistic looking dildo in her drawer. While this panty wearing sissy was eager to please, I made him pull that dildo out and start sucking.
Fluffing to cream pie clean up
Both beginners and experienced phone sex sissy boys or cuckolds will all enjoy a session with me. I will take you through explicit cock sucking and cum eating training that will provide you with the skills that you need to be an expert. In other words, you owe it to your wife to be able to take the “bull” by the horn, if you know what I mean, to be able to fluff him properly. Fluffer phone sex at its finest. That’s right, take his hard cock and push it into her pussy and pay close attention to how she responds.
You love hearing her moan when another man fucks her with his big cock, don’t you? The excitement of it is that I know that you can never make her moan like that. It is your job to clean her delicious cream pie filled pussy once she and her lover finish. This is how you can please her. She does not need your tiny sissy boy cock. However, she can certainly enjoy your flickering tongue as you clean up another man’s mess.
How much pleasure do you derive when you watch her get fucked. Are you surprised at how easily you slip into the sissy cuckold lifestyle. Surprisingly, you will learn to appreciate your role as a sissy in your marriage. Trust me, your transformation from the “man” of the house to a submissive sissy cuckold will be the best thing that ever happened to you.
Hearing a future cuckold phone sex lover gasp when I reveal to him that he will no longer be the recipient of pussy makes doing what I do so rewarding. I believe in telling it like it is. What are you waiting for? Call me today!
Nanci – 1-877-387-5545
Crossdressing Panty Craving Calls With Sissy Fetish Expert

Hello there, I’m Stefanie, your cuckold sissy phone sex playmate. Don’t you just love the way a pair of silky panties feel against your soft skin? Do you enjoy slipping into a lace bra? Feeling it teasing your nipples as it rubs against them? I’ll bet you get a tingle as you slip into a pair of thigh highs or pantyhose. You love it when the sheer nylon encases your legs and the tips of your pedicured toes. Want to share a panty fetish with me? We can explore it in depth, during a sissy, cuckold or cross dressing phone sex encounter. Let your mind delve into your fetish.
I have a soft spot for sissy phone sex lovers and often find that our calls go deep. Discussing how and why a man has such a strong desire to cross dress can be hot. Calls with me can be therapeutic in nature. My patience and understanding are very much appreciated when a man discloses his deepest secrets, fetish fantasies and desires. Especially when he knows that I offer complete discretion with an open mind and a no judgement zone.
Are you curious about crossdressing phone sex and want to discuss why the topic intrigues you so much? You may have a very strong passion for cuckold or sissy play and need to share it with a woman who understands you and can offer advice or just lend an ear during those times when you need somebody to talk to.
You can feel completely comfortable sharing all your fetish phone sex fantasies and cross-dressing taboo secrets with me, no matter how extreme or vanilla they might be. We can enjoy an on-going discussion that develops and grows with each conversation that we have together.
Cuckold husband makes a sissy mess
There is nothing hotter than a woman who knows how to cuckold her sissy husband. While your wife gets dressed for a date with her bull, you can dress in a pair of panties and stockings. She will instruct you to stay up and wait for her no matter how late she gets in. There will be no stroking that sissy cock until you have been given permission to do so.
When your wife gets home with her bull in tow, you will follow them to the bedroom and sit quietly beside the bed, where you belong. Her bull will undress and so will your wife, ignoring you completely. You will watch her suck that big, beautiful cock slowing and methodically. He will lick that sweet pussy of hers until she moans in ecstasy. Then he will mount her and slip that huge cock inside of her. It will be intense and amazing, and her bull will eventually fill her with his hot sticky load. You watch every move and notice the look of bliss on her face. You are very aware that you have never satisfied her in the way that he has.
After they are finished, she will expect you to clean her cream pie while her bull watches. Once you have cleaned her, she will allow you to stand in front of them and stroke your little cock through your panties. For reasons that you can’t comprehend, this turns you on so much. She will tell you when you are allowed to cum and when she does, you will have the most explosive orgasm ever. Your panties will be soaked in your own juices, and she will instruct you to clean your sissy mess panties, and you will savor every minute of your cuckold phone sex journey.
Sissy training for a cock sucking fluffer boy
Do you dream of being a fluffer boy servicing your wife’s bull so that she can enjoy the hardest cock imaginable? I can teach you how to suck cock so you can get her bull rock hard and ready for her. He will love the feeling of your lips locking onto his big, throbbing and powerful cock. Your wife will love watching her sissy husband sucking on that dick as well. Who knows, if you are lucky, your wife might even share that cock with you and you can both take turns licking his big mushroom head, getting it ready for her to fuck.
If you are a phone sex sissy who wants nothing more than to parade around the house in panties, bra and high heels, then call me to play. I would love to hear you describe, in vivid detail, exactly what you are wearing and doing. We can talk about your favorite toys, and you can even enjoy them while we talk together.
Maybe you just want to enjoy a hot faggot phone sex session where your ass meets my vibrating dildo. I would love to bend you over and give you what you crave. There are many ways that we can enjoy a sissy, cross dressing, cuckold or faggot phone sex call. Tell me what your favorite is. I can help you explore all your favorite fantasies and fetishes, no matter how deep, dark or taboo they seem to be. This is a no judgment phone sex line. My soft and sensual voice will seep into your psyche and allow you to relax and let go of all your inhibitions.
What are you waiting for? Pick up the phone and call me for an intense, erotic and no taboo phone chat today.
Stefanie – 1-866-539-3631
Cum Eating Diet: Sissies vs. Adult Babies

Hey all! It’s me, Deanna, your favorite taboo phone sex Mommy here! I simply adore that I have such an eclectic array of callers. I love to engage in fantasy calls from sensual and erotic phone sex play to down and dirty incest and even pedophile phone sex play. But keep in mind I will also do brutal fetish phone sex role plays too.
Today, I am going to address and talk about information for all the sissy phone sex lovers out there. Have you wondered if all sissy phone sex callers are all the same? I am here to tell you they are not. There are differences depending on the kind of sissy you are. Specifically, your dietary needs and sexual desires. There are cum eating sissies who enjoy wrapping their mouths around a hard cock only to milk the cream out of another man. These types of men enjoy faggot phone sex sessions. On the other side of the spectrum are the adult babies who enjoy suckling on a warm nipple instead. Which kind of sissy are you? A cum eating sissy, or a breast milk type of sissy? Let’s find out, shall we?
You see, some of my adult baby phone sex callers are sissies. And some of my sissies just happen to have adult baby tendencies. So naturally, it stands to reason that Adult Babies are sissies as well. They are usually fed a bottle or made to suckle a warm, milk-filled breast, yes? Of course it does. But then there are my other sissies. Ones that love to be dressed in panties and bras. I like to feed them something else. You see, I would introduce them to the wonderful world of cum eating phone sex…
Cum eating for faggots, sissies and adult babies
If you are the cum eating type of sissy, I want to dress you up, and make sure you’re extra slutty and super sexy. Then I’d invite my friends (male and female) over to help me break you in. They would be more than happy to help me out and be quite “enthusiastic” to assist in your new dietary needs. Though I must say, your pretty face wouldn’t stay smooth and polished for long. After all, my sissy slut, introducing you to the wonderful pleasures of a cum facial will bring smiles to both our faces.
After your meal of cocks, I will continue your cum eating phone sex session with a warm cream pie or two for dessert. Being the good little sissy that you are, you will eat every yummy drop Mommy feeds you. Of course, my sissy Joey would make me very proud and pleased. You see, Mommy always knows what’s best for all her sissies.
So, tell me my sissy, in what direction shall our sissy phone sex session go? Which diet should I place you on? A warm breast full of Mommy’s sweet milk? Or a hard, stiff cock that’s chuck full of cum eating protein? I’ll make sure your most taboo sissy phone sex desires are met. Be it a full-on faggot phone sex session, or a sweet Adult Sissy Baby phone sex role play. Together we’ll entertain every fetish desire that emerges and comes to light! Even if this means you need both.
Call Mommy Deanna and let’s determine the best erotic fetish phone sex diet for the sissy within you today!
Deanna – 1-866-371-5413
Panty Boy Phone Sex With Sexy Mommy

Hello boys, it’s Mommy Alexis. I’m ready for some incest phone sex role play with panty boys just like you. I enjoy submissive men who like to role play younger versions of themselves with me over the telephone. If you’re submissive panty boy and or a sissy phone sex caller, we’ll surely have a good time.
Panty boys come in all shapes and sizes. Every man may have a different, but specific sexual desire or urge when it comes to panty boy phone sex. Are you a sweet little panty boy, a naughty panty boy, or a sissy panty boy? It really doesn’t matter to me because I enjoy all of them!
This incest phone sex Mommy understands, most of the time anyway. Sometimes I get mad when you steal a pair of my dirty panties from the laundry hamper after I leave to the house for my hot date. You know what happens when Mommy catches you sniffing her sticky cum filled panties, don’t you? Secretly, Mommy thinks you want to be caught so you can be punished with my big, thick strap-on cock or spanked over my knee.
Panty boys learning to suck cock
I see you playing with your penis under the bed covers. It happens every evening when I come into your room to give you a kiss goodnight. I’m sure you intentionally keep stroking it and pulling it when you see me walk in. Mommy’s have that special intuition. You want Mommy to show you how to do it right, don’t you? Are looking for humiliation and punishment or a nurturing teacher? Tell Mommy what needs to happen and what you’re looking for.
Incest phone sex fantasies with a panty boy son are so much fun especially when I catch you wearing a pair of my silky, sheer panties. I can give you a kiss through those panties and show you what Mommy likes to do when she goes out on dates with men. “Men love it when women take their penises into their mouth and suck on them; it’s called a blow job”. Maybe sometime one of my dates can come over and visit and I can show you how to take a penis in your mouth too. Would you like to learn how to suck cock and give awesome blow jobs too?
If you are a panty boy or submissive phone sex caller looking for a phone Mommy to role play your sexual desires with then don’t wait another minute. Pick up the phone and dial my number now! With my knowledge and experience with panty boys in real life, I’ll have you blowing your load in not time!
Alexis – 1-877-789-5973
Sissy Phone Sex Fantasy For Cock Hungry Closet Sluts

Hi there, I’m Hannah your extreme phone sex lover who is here and ready to take on all of your fantasies no matter what they are. I have to say that it never ceases to amaze me how many men want to suck cock! These types of men go about their daily lives; married, family, job, etc., but deep down they have a sexual fetish desires being made into a sissy slut. You know the desires to be on your knees begging for cum I’m talking about.
One of my extreme phone sex callers is and he loves to share all of his sissy phone sex fantasies with me. I call him “Bobbie”. He’s a man in every sense of the word; masculine, handsome, tall and very interested in women. But when he calls me, we start chatting about all the ways he wants to belong to a “special man”. The kind of “special man” that I am referring to is a lover he can please and pamper using his mouth and “man cunt”. He finds himself looking at men at the mall or at a restaurant or even in a business meeting and wondering just how big their dicks are. How it would feel to have them feeding him their throbbing meat to the back of his throat! Talk about mental distraction?!
During one of his fetish phone sex confession calls he revealed to me that one of the reasons he’s still a married man is because when he is home alone he can rummage through his wife’s lingerie drawer and wear it around the house! He loves dressing up and looking at himself in the mirror; modeling and imaging what it would be like to have a man use him like the whore he really is deep down.
Sissy pimp dolls up her slut
After this open revelation about his sexual desire to be a sissy slut, we began to unfold his sissy slut fantasy role play and today is the day…
First comes his sissification using my pimp skills to get him all dolled up. I first don a long blonde wig onto my sissy slut. Next comes the outrageous makeup which includes long eye lashes to bat his eyes at his lover, then smoky eye shadow for that sexy look and of course “come fuck my mouth” red lipstick. The undergarments start with a matching bra (so that his little nipples will rub against that silky material and poke through), lacy see through panties (so that his little “clit” will leave a nice wet spot), and thigh-hi black lace top stockings, (to show off his smooth, sexy legs). And last but not least, 4” high heels and perfectly pedicured toes! I tell him what a perfect specimen of a cock hungry sissy slut he is too!
Once our sissy make-over is complete and we both have a sense of satisfaction we continue with an exhilarating fantasy session at a hotel room where he’s waiting for a knock on the door. He’s as giddy as a schoolgirl on her first date and sipping on wine to calm his nerves. I’m on speaker phone with him and we are both are excited with anticipation for his sissy encounter with a perfect stranger I arrange to come to his hotel room.
Next, I explain to him that when the knock comes, he needs to follow my instruction to open the door and drop to his knees; look up and beg for his “lover” to unveil his hard cock the man meat his is going to worship. It is only moments later and the knock comes.
Sissy encounters with beautiful stallion dick
I just love being a “Sissy Pimp” for him! Being on the phone listening in while he is sucking his new lover is nothing short of feeling like a proud new mom. And feeling proud of his cock sucking faggot skills is an understatement in this moment!
The next sounds I hear are my sissy bobbing and slobbering up and down on that beautiful stallion dick. I hear little gagging and drooling, and I can only imagine that red lipstick all over his mouth! All the while, I’m rubbing my juicy wet pussy as I hear him begging for that hard cock in his man pussy. Hearing him beg for his lovers’ cream is really turning me on too!
Next, I hear his lover’s voice tell him to get on his back. This is when my imagination sees him grasping his ankles over his head so he can take that pounding balls deep and rub his little “clit” too. The next sound I hear is my sissy phone sex slut squealing with delight as that rock hard dick thrusts into him. His sexual squeals sound so sexy, and it isn’t long before I too, explode with intensity!
Fantasy encounters for the record book
As we are both catching our breath after our orgasmic explosions I continue to tell my sweet Bobbie isn’t finished yet! Oh no, he’s going to have to clean his lovers dick making sure not one drop of cum is wasted! If he wants to be nasty, I’ll make sure he gets the sloppy wet blow job experience he desires! I always strive to make all my fantasy sessions one for the record book, so bring me every twisted taboo and extreme fetish you have!
Oh my, I’m getting hot just thinking about the next little encounter I’ll arrange for him. Perhaps a gang bang night at the hotel? Mmmm the possibilities are endless! If this is the type of thing you fantasize about while stroking your cock, don’t do it alone, call me and let’s take this extreme sissy phone sex session to a new level of naughty!
Hannah – 1-866-410-7979
Secret Crossdressing and Sissy Fetish Secrets Explored

Hello there! I’m Stefanie, an erotic fetish phone sex expert here at Taboo Temptations. I thought I’d fill you in about a sissy phone sex lover who used to talk with me about his crossdressing fetish. Back in the day, when he was still in the closet, he used to cross-dress and hook up with boyfriends in hotels whenever he traveled for work. He used to tell me about what he wore and how he would enjoy a relaxing evening with his lovers. Majority of the time the evening would include drinking champagne, long conversations and ending in sweet and sexy seductions.
Our sissy phone sex conversations were a lot like two girlfriends would have when discussing their men. We talked about the color of his lipstick and what kind of bra and panties he had purchased for the hotel stay. We shared intimate details about how good it felt to feel his lover’s lips on his own as they engaged in very passionate kissing and erotic teasing before they would adjourn to the bed and begin making love together. Of course, we talked about his lovers’ cocks too!
One thing that this particular sissy phone sex lover could not do was share these feminine feelings and his sissy cross-dressing fetish with his wife. He had to keep his married life and his travel life completely separate, so he really enjoyed being able to open up and talk to me about everything that he was feeling when he was in the mood to indulge his desires.
Intimate erotic conversations
I had not heard from him in a quite a while so when I answered the phone this past week, it was a real treat and a wonderful surprise to hear his voice. While sissy phone sex partners come and go, I feel a very personal connection to some callers and really find that I miss our intimate, erotic phone sex conversations when I don’t hear from them for an extended amount of time.
It was so much fun reconnecting with this caller and hearing all about what he had been up to. He told me about some of the outfits that he had recently purchased and even caught me up on his newest lover and how their relationship was progressing. In fact, he even told me about his secret desire to experiment with some sissy transformation medications, and this came as a complete surprise to me.
Fetish phone sex exploration is one of my specialties; therefore, I always love sharing sissification, feminization and crossdressing phone sex conversations with my clients. If you are a caller in need of girl-talk with a compassionate and understanding woman who enjoys hearing about their lifestyle as much as they enjoy living it, dial me today.
Stefanie – 1-866-539-3631
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