Crossdressing Phone Sex
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
Fetish Phone Sex Playtime For Cock Sucking Panty Boys
Hi guys, I’m Stefanie. I am one of the fetish phone sex experts here at Taboo Temptations. I would like to tell you about some of the awesome sissification phone sex calls I have been having lately…
But, first, let me say that I absolutely adore a man in panties! There is something really sexy about seeing a man parade around in panties! Especially if he is a sweet and sexy sissy boy. Sissification goes way beyond a pair of panties though. I am always eager to help a guy explore his feminization. Often times this can revolve around a sissification phone sex fetish, or simply a curiosity. Either way, I am here to help explore all the possibilities no matter how far he wants to go.
Secret confessions of a sexy panty boy
A recent panty-wearing caller dialed me for a confession he wanted off his chest. My caller confessed to me that is a married man who has been secretly cross dressing behind his wife’s back for years now. He also said that recently he has been buying his own lingerie and make-up whenever he goes out of town. Another secret is that he packs some of his “girly things” in his suitcase. He has even sent me some pictures of himself after he gets all dressed up and let me tell you, he is quite cute and definitely passable. I have even been giving him some style tips and helping him with his hair and accessories. I must say he is a very “eager to learn” panty boy!
When he dialed me today, he said that after our last session things have been swirling in in head. And today he wanted to share them with me. It seems that he has developed a fetish for cock sucking. He bought a dildo and has been practicing but now he thinks he is ready for the real thing.
Exploring all sides of wearing panties
The first thing I did was encourage him to get dressed up and head out to a local bar. His task is to try to pick up a horny guy. I told him that with his looks he could easily convince a guy to come back to a hotel room with him. He has the aura of being one who loves sucking some big hard cocks. I think he would be really good at it too because he is so passionate about performing as a woman in every possible way. I have a feeling that this sissification phone sex lover would get off on cum eating and maybe some fag fucking too!
If you are fetish phone sex lover who enjoys exploring your sissy side or panty boy ways give me a call and tell me all about it. I’d love to explore with you and make you feel as “girly” as you’re in the mood for! Whether it’s kinky cross dressing to feel feminine or being dressed up as a panty boy to be fully sissified, I’m ready for you.
If you’re not into being sissified or even cross-dressing, that’s okay. We don’t have to take that avenue. However, if you have cock sucking desires I will take you on fetish phone sex journey that will have you craving even more cock so don’t wait too long, pick up the phone and call me today!
Stefanie – 1-866-539-3631
Feminization Fantasies For Crossdressing Phone Sex Calls
Hello, I’m Stefanie and I consider myself a crossdressing phone sex specialist of sorts. I do a lot of calls with sissy boys or guys who enjoy wearing panties, but full blown crossdressing phone sex fantasy (or reality) calls are, hands down, some of the hottest ever!
A very special crossdressing phone sex lover (I will refer to him as Jim for the sake of privacy) often calls me after one of his business trips to tell me what kinds of fun he has had. I always look forward to hearing from him and our last call together was simply amazing.
When Jim travels he always takes an outfit or two with him as well as something sexy to sleep in. Lately he has been dabbling in make-up, wigs and nail polish too. Personally I feel this has really enhanced his sexual fun with it all which always makes our feminization phone sex calls really hot.
Jim has a few guys that he has met while visiting different cities who also share in his kinky cross dressing fetish. Typically they meet up for dinner and/or drinks, then let things progress from there for the rest of the evening. Recently he told me that he had reconnected with an old friend and invited him back to his hotel for a night cap.
Jim was dressed in a pretty pink satin negligee that was short and had a matching pair of satin panties underneath. He said he had painted his fingernails and toes with deep purple polish earlier in the evening to feel extra sexy and feminine. And he just applied some glossy light pink lip stick just before Tony arrived. He had a bottle of champagne chilling in a bucket of ice and when Tony knocked on the door, Jim was pretty amped up.
Tony greeted him with a kiss on the lips and they sat down on the bed and shared a glass of bubbly. As they began to relax, they laid back on the bed, side by side and Tony started to run his hands over Jim’s body, stroking his hips, his thighs, his shoulders, his nipples so gently and Jim said he started to become extremely aroused. They kissed and touched and flirted for a while and finally Tony unzipped his pants and Jim saw that Tony was also wearing a pair of panties and that his cock was very hard!
Jim couldn’t wait to get his lips around that cock! But he said that the “teasing” is part of the fun so he licked the tip of Tony’s cock gently through his panties until he could taste a little bit of pre cum through the lace fabric. At this point Tony had his hands on the sides of Jim’s face and he was guiding him up and down until Jim finally slid Tony’s cock out of his panties and lowered his warm mouth all the way down the shaft of Tony’s cock.
This was an exciting night for Jim and one he’ll always remember. I just love when my feminization phone sex callers like to talk about their real life adventures and share them with me. The naughty details always make for a great masturbation session and I love being a part of it. Let’s just say that I can’t wait to hear about Jim’s next business trip when we share another crossdressing phone sex call together.
If you have crossdressing fetish; secretly or not, and need to share it with someone, I’m all ears. I have fetish phone sex knowledge and experience in guiding you along the way with your feminization transformation (real or fantasy) so pick up the phone and give me a call today!
Stefanie – 1-866-539-3631
Strap On Phone Sex Fantasy: Cherry Popping Man Pussy
Hi there, I am Jenna your personal fetish phone sex playmate. I really enjoy exploring all types of fetishes, but I must admit that some of the most interesting conversations I have are those with men who have 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 excite us and turn us on. The burning questions are; 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 and the fact of the matter is that it may be a huge turn on for you to be a crossdresser. If the act of wearing women’ s clothing turns you on and you achieve orgasms by simply wearing women’s lingerie, then you may indeed have a crossdressing fetish. We can explore this together, as well as what it would be like to actually be a woman too, if you so desire.
I enjoyed a fetish phone sex role play fantasy last night 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 in the front. He also had on a black and pink lace camisole.
As we chatted and I asked him a few questions, it came out that he was a little jealous of how sexy his wife looked when she was dressed in lingerie. Also how slutty she seemed to act in the bedroom when she was dressed in her sexy lingerie for him.
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 set up a scenario for him where he was completely dressed as a woman; the stockings, bra, panties and makeup that included red lipstick. Actually it was just as he was dressed for his fetish fantasy phone sex call and of course his wife would be wearing a strap on cock.
This idea really turned him on. 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 excited him and from this point forward we began to role play this scenario. I assumed the role of his wife and 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.
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 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 and how much he loved get his pussy fucked too.
If you have a secret fetish of wanting to feel like a woman and get your pussy fucked I’d love to make that 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