Crossdressing Phone Sex
Strap On Phone Sex Fantasy: Cherry Popping Man Pussy
Hey there, I’m Jenna, your very own personal fetish phone sex playmate. I love delving into all sorts of fetishes and kinks. In fact, I always say, the more kinks the merrier, lol! So, when a guy overlaps with a couple (or more) kinks and turn-ons, a big ole smile grows on my face! Yeah, I do love a guy who has combined fetishes.
I am a kinky, open-minded playmate who loves learning about what sexually turns you on. The deeper we dive into the kinky depths of our minds, the more apt we are to discover what sexually excites us and turns us on. Here are my burning questions for you. Just how open-minded are you, and are you willing to see where your kinky mind wants to take you?
There are a large variety of sexual fetishes and things that turn us on. Maybe you get a “chubby” when you think of wearing women’s panties and lingerie. Perhaps even achieve orgasms by simply wearing women’s lingerie. Then you may indeed have a crossdressing fetish. We can explore this together. I could even let you experience things from a “women’s” perspective.
Whatever drove you to land on my fetish phone sex advertisement, I’m here to bring all your fetishes to live via a private one on one telephone chat. Here’s an example of the types of fantasy sessions I enjoy engaging in with my taboo phone sex callers…
Sexy crossdressing slut
This fetish phone sex role play fantasy call was with a man who enjoyed dressing in his wife’s lingerie. When he called me, he was wearing a black pair of thigh high stockings, black lace panties that had a pink satin bow on the front. He also had on a black and pink lace camisole.
As we chatted, he confessed that he was a little jealous of his wife. Of how sexy his wife looked when she was dressed in lingerie. In fact, the sexier and sluttier the lingerie, the sexier and sluttier she seemed to act. He wanted to feel like that. To be a sexy crossdressing slut.
I asked him if they had ever considered doing a little role reversal with his wife. Unsure of what I meant by that, he asked if I could explain. I started to weave a sexy little scenario. It began with him dressed as a woman – the whole nine yards. I had him in stockings, bra, panties and makeup that included red lipstick. Just as he was dressed for his fetish fantasy phone sex call. And of course, his wife would be wearing a strap on cock.
So, we chatted about what it would be like to sink to his knees and suck on her strap on cock. I could tell this really aroused him and from this point forward we began to role play this scenario. I told him how sexy it was to see his red lipstick smeared on the shaft of my cock. He then started sucking and licking my strap on cock even more. He became even more aroused as I told him what a good cock sucking sissy bitch, he was being for me.
Popping his anal cherry
The best part was to come… I told him next to get on his hands and knees and arch his back with his pretty butt in the air. I didn’t remove his sexy panties but pulled them to the side I could lube up that sexy pussy of his. As I was rubbing the lube on his puckered hole, I told him I was going to pop his anal cherry, and his cock began to ooze with pre-cum.
I got positioned right behind him and slowly rubbed the tip of my strap on cock on his pussy hole. I gently pushed with more pressure until the head popped in and disappeared. Inch by inch I made my way inside his man pussy, popping his cherry. Once his pussy swallowed my entire shaft, I began pulling it out and slamming it back in.
After I was able to get a good rhythm going, I reached around his hips and started rubbing his swollen clit cock at the same time. It didn’t take too many strokes until all his pent-up sissy juices exploded in my hand!
When I was sure his balls were empty, I slid my cream covered hand to his mouth and began feeding him his cum. He licked and slurped every drop off my hand and told me how hot it was to reverse the roles with his wife. Especially how much enjoyment he got to get his pussy fucked too.
Secret fetishes for being a cock slut
If you have a secret fetish of wanting to feel like a woman and get your pussy fucked, I’d love to make this fantasy come true for you. I can’t wait to hear how sexy you feel when I get you all dressed up and prepped for your fuck session!
I told my caller on his next fetish phone sex call I would love to get him all dressed up and take him to the local cock shop. This way he could enjoy the feeling of a real cock in his mouth from the glory holes. Yum!
Whether your fetish is cock sucking, cum eating or crossdressing phone sex, I want to talk to you! Especially if you are a sissy faggot who loves nothing more than cock, cum and dressing up like a slut! What are you waiting for, dial my number now!
Jenna – 1-866-389-8540
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
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
Kinky Crossdressing Sissy Calls with Erotic Playmate
I’m Hope and being a quality phone sex operator requires a no limits attitude, intelligence, creativity, and an anything goes lust for sexual deviance. I am all those things wrapped into a sexy package just for you! My question for you is just how kinky are you? What drives you wild when you masturbate your cock? What kind of porn do you look at, stories do you read and or taboo phone sex role plays do you like? I want to find out all of the dirty little details that make you hard and get you shooting huge loads of cum.
When we meet on your first kinky phone sex call with me, I’ll most likely ask you a series of questions so I can get to know you. I’ll want you to describe your cock and balls to me, as well as our tight ass and if you like to finger it. If yes, you taste your fingers after? Do you have toys you like to penetrate yourself with? Would it turn you on to hear me describe using my big thick black strap on cock in your sissy ass?
If your cock twitched reading that last question then perhaps you’re a cuckold who needs a kinky dominating bitch wife to show you what you’re really good for. Kinky phone sex is so much fun when you let yourself go and really get into the fantasy. When you confess all of your hidden secrets to me and let me in, that is when the true erotic experience of phone sex really comes through. Because everyone has a different version of what kinky is to them I would like to tell you an example of a fantasy role play we could engage in over the phone goes like this…
Turning you into a kinky slut
You’re a naughty cross dressing phone sex slut! You can either be my boyfriend, husband, or just boy toy; doesn’t matter to me. But I know you have been stealing my dirty panties from the hamper and my stockings and lingerie from the drawers in my dresser. How long did you think you could get away with it before I would find out? Now you know what is going to happen, don’t you? I am going to make you get all dressed up in front of me and then I am going to treat you like the dirty, kinky slut you really are.
On our cross dressing phone sex call I am going to surprise you with my big thick strap on cock and I am going to make you get on your knees and suck it for me like a good girl should. Then for being such a kinky slut, you are going to get punished as I slap your ass and push my cock deep inside of your pretty pussy. The question is will you be sorry for stealing all of my panties? Tell me; does the humiliation of being caught the turn on for you or the ass penetration the turn on? Whichever it is, I think you should call me for a cross dressing phone sex role play so I can drain your balls!
Private pleasure zone
If you are unsure which part turns you on more, from the last question let me stroke your brain with my raunchy words and erotic demand to bring out the cock sucker in you. I will figure out all of the things that prove you’re a kinky cross dressing phone sex slut for me. Are you ready to prove it to me and do anything I ask of you? During our fantasy session I may dress up in trashy clothes and red lipstick so I can pimp you out on the streets making you my prostitute whore.
There’s no need to be nervous or intimidated with me. When you call me, you enter a judgment free private pleasure zone where the focus is on making you cum and cum hard. In fact, you may surprise yourself to find out that being a cock sucking whore really turns you on. I think it would be extra exciting as I pimp you out if you had you wear a sign around your neck that reads “FREE BLOW JOBS”. It would be so hot to watch the men line up to savagely cock fuck your mouth, wouldn’t it?
Any type of taboo or kinky phone sex fantasy that roams your mind and makes you horny is what I’m after. I want to explore all of your taboo thoughts with you and take you on an erotic phone sex adventure you won’t soon forget so dial me now for your very own personalized, cock sucking phone sex session today!
Hope – 1-888-817-2621
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
Kinky Phone Sex Fantasies For Cock Sucking Faggots
Hi boys Rhonda here. It’s starting to look a lot like spring and I’m ready for all you kinky phone sex perverts to pick up the phone and give me a call! I’d love to push your buttons and take your fantasies to the edge and beyond. I want to rock your cock and blast that cum load out of your balls so hard you see stars!
I have a variety of kinky phone sex callers who have a multitude of fetishes and sexual desires that never cease to amaze me. Many of my kinky callers call me to play when their wives are away and it was no different for this particular caller who dialed in just the other day. He’s one of my favorite little faggot phone sex clients who is also a closet cross dresser.
Horny little faggot wearing stockings, panties and bra
When I answered the phone my kinky phone sex caller told me he was in the mood to be really slutty and super kinky. Next he began to tell me that he was incredibly horny and was dressed to the nine’s and ready to play. When I asked him what he was wearing he told me sexy black stocking and a matching panty and bra set.
My nipples became erect with excitement and I knew exactly what I had in store for my kinky cross dressing slut! “Are you ready to go online and post that ad looking for dick?” I asked my little faggot. His cock began to throb when he heard those words escape my lips. And when I questioned him about his lust for sucking a stranger’s dick the precum began to ooze onto his panties.
The part of cock sucking phone sex session was really exciting for both of because I got to bring out the more domineering side of me; the side of me he really likes. He knows the consequences when he disobeys me too. With eagerness in his voice he answers yes when I asked him if he was hungry for cock. I told him good because I was ready to turn his faggot phone sex ass into my cum dumpster!
On his knees with mouth wide open
It was time for our kinky cum eating role play to more intense so I told my caller to retrieve his wife’s sex toy and slip on a pair of his wife’s heels; the pair that made him look like the kinky, cross dressing cock sucking slut that he is.
For the next part of our faggot phone sex fantasy I excitedly told him that we did in fact receive an answer to his online ad and our guest would soon arrive. I told him that when the doorbell rings, he is going to get on his knees; with his mouth wide open of course.
I knew my horny; cock hungry caller wouldn’t think twice about my demands and did exactly as told. The door bell rang and as I opened the door our guest was already unfastening his pants to pull his cock out for my little queer’s mouth. I invited him to step inside and deposit his cock into the faggot’s mouth as he knelt down awaiting to be fed. I encouraged our guest to pump his mouth full of his cock; balls deep even!
This is the part of the call that I really like because my caller was sucking on his wife’s sex toy as if it were the real cock in our fantasy. And when I said take it balls deep is when he gagged. My cunt get so wet listening to him take that cock too!
Feeding the faggot a hot load of cum
As I watch my little cock sucking faggot take that cock deep into his throat I heard a faint knock on the door. His eyes widened and I opened the door to only see yet another man standing there. Little did he know, there were several replies to his online ad for dick. There he was in his sexy stockings, panties, bra and heels with a hard cock in his mouth. He looked like such a slut!
Next I instructed the first man to pull out of my callers cock hungry mouth and get on his knees so he could feed my little faggot his cock once he got on all fours. I told my cross dressing phone sex fag to get on all fours next. Once I was satisfied that his mouth was stuffed again, instructed the second man to remove his pants and stroke his cock nice and hard for me.
“Pull your panties to the side, but make sure to keep that pathetic little clit dick of yours tucked away”, I barked. I reminded him that no one wants to see that pathetic excuse of a penis he has. Fuck, even his wife makes him keep underwear on around her because it’s so pathetic.
When I asked my caller if he was ready to drink his first load of hot cum, he reluctantly said yes; only because he loves having that man meat in his mouth so much. I told him to reach up and massage those balls and open his throat. Just as he was doing so I leaned down, spread his cheeks wide open with my pretty hand and invited the second man to fuck his man pussy as he saw fit.
Kinky cock sucking fantasies for cum eating faggots
Did reading this kinky fantasy session make your balls ache? How about your belly? If this fantasy made either or both of those ache then I’d say it’s time to make your cock sucking, cum eating, faggot phone sex fantasies come true by calling me for a personalized session of your very own!
If you’re a closet cross dresser like this particular caller, then go ahead and get all dressed up before you call me, it’ll only make it that much more fun! However, if cross dressing isn’t your thing, that’s okay too! I’ll take a cock sucking phone sex slut any which way they come!
If you’re in the mood to a steamy cum eating phone sex fantasy session, pick up the phone and tell all about your cravings. I want to hear about all the kinky ways you’ve licked, sucked, slurped, and gobbled up hot loads of cream cum from delicious dicks; strangers and all!
Rhonda – 1-877-953-7369
