Crossdressing Phone Sex
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 one of the fetish phone sex experts here and I want to tell you about some of the awesome sissification phone sex fun that I have been having lately.
First, let me say that I absolutely adore a man in panties! There is something really sexy about seeing a man parade around in them, especially if he is a sweet and sexy sissy boy. Sissification goes way beyond a pair of panties though so I am always eager to help a guy explore his feminization or sissification phone sex fetish, no matter how far he wants to go.
Okay, so this guy called me the other day and said that he is a married man but that he 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 and whenever he goes out of town 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. He is a very eager to learn panty boy!
Well, during the last call that we did together, he told me that he has been having some things going through his mind lately and that 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. I encouraged him to get dressed up and head out to a local bar and 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 and I know that he would probably love 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 crossdressing but still 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
Kinky Phone Sex For Crossdressing Sissy Faggots
Hello bitches! It’s Rhonda and I’m calling out all my crossdressing phone sex callers, sissy sluts and cock sucking faggots that I’ve been training as well as all you other sissy trolls too! Go put on your lip gloss and join me for a kinky phone sex fantasy with a few extra twists and turns that will have you begging for more!
There is nothing I enjoy more than working my sissy slaves into a sexual frenzy as I teach them their worshiping skills from cock sucking to toilet training and beyond. Many of you already know that the kinkier you want it, the nastier I’ll play.
Interestingly enough, many of cross dressing sissy boys have expressed a curiosity of what it would be like to be a tranny. Well boys, I invite you to get comfortable and take your sissy clit out of chastity. I want you to start stroking as I guide you to ecstasy with one slow erotic seduction at a time, just like my most recent caller did.
After a few moments of “getting to know you” banter back and forth my caller confessed to me his desire to be dressed up as a woman and picked up by a handsome, well hung man in a bar. I assured him that after he completed my short, but extremely detailed cross dressing training, that he’d be the sexiest woman in the bar. I even guaranteed him that he’d to be picked up by the most handsome man in the place too!
I drew a hot bubble bath for my budding little queer in which to soak. Once fully immersed in the water I handed him a razor and told him to shave off all his manly hair. I told him not to forget his new found clitty and pussy hair too, reminding him that men like their women smooth and hairless.
When he finished bathing I helped him dry off, powdered and perfumed him. Now it’s time to get dressed. First, I helped him hook his black satin garter belt around his hips. I then showed him how to roll up a stocking with his two hands, place it over his toes and gently pull it up over his calf. Lastly showing him how to carefully inch by inch pull the stocking up his thigh and fasten to his garter belt. I encouraged him to do the other leg all on his own because, after all he’s a cross dressing faggot now.
Next I helped him with his black satin bra and was sure to stuff it full enough so he looked as if he had big tits. I then helped him into his dress. The dress I chose was a short, black, tight fitted dress with a sexy slit up his thigh. Lastly, I had him don a pair of black leather stiletto heels to top off his sexy inviting look.
I did his make-up, heavy on the eyes with a deep red fuck me lipstick. I styled a long hair wig to frame his face. I told my little crossdressing phone sex faggot to look into the full length mirror and practice smiling and working his limp wrist. After a few smiles in the mirror I told him to practice walking about the room like a lady while I got dressed.
When we were both all dressed up to go out on the town we jumped into a cab and headed for the gay bars. Once there that’s when his extremely kinky phone sex fantasy got really twisted. My voice became very low and I turned into a guy standing at the bar. My caller’s voice became high and he turned into a she.
Now that I’m the guy at the bar, she shimmies and shakes her ass towards me as she bends at the waist, squeezes her tits, smiles and begins seducing me. After a few moments of playful banter I lean in and forcefully tongue kiss her. I grab the back of her head to hold her still until I’m done giving her tongue. We’re hot and heavy tongue kissing as I’m running my hand inside the slit of her dress she’s groping my raging hard-on.
Now sexually aroused, we leave the bar and I take her to my place. Once we’re comfortably sitting on the couch I pull my cock out and tell her to suck it and blow me. She eagerly sucks me off; while she has my dick in her mouth I’m squeezing her huge voluptuous tits and pinching her nipples.
I turn my attention back to my cock forcing her to lick my balls then force my cock down her cunt mouth again. As I’m close to edging I squeeze her ass cheeks then my hand wanders to her front, to my surprise I feel a bulge, it’s more like a dick! That’s when I stand up and tell my crossdressing sissy faggot whore to show me her tranny dick.
I grab and pull on it then play with her balls. “Bend over bitch” is what comes out of my mouth next as I grab your ass cheeks and spread them open. Once spread open, I stick my hard cock into her man pussy fucking her hard. As I’m pounding her sissy hole I’m calling her names like faggot, sissy slut, whore and a tranny cunt until she blows her load!
Of course like all crossdressing sissy faggots in training, I force her to slurp up her load and gobble up every last of that white cream.
I am shouting out all my crossdressing sissy faggots out there to call me for some fun. Whether you’re in training, in the closet or a sissy trolling the internet for some cock sucking, pussy pounding fun, put on your lip gloss and join me for a kinky phone sex fantasy of your very own.
We can twist, turn and spin your sexual fantasies into a fantasy role play that will leave you craving more and more. If you dream of being owned or forced into chastity, you’ll have to call me soon. I’d love to have you locked, loaded and begging for release!
What are you waiting for? Put your girlie panties on, grab that sissy stick, dial my number and get ready for the mind fuck of your life!
Rhonda – 1-877-953-7369
