Crossdressing Phone Sex
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
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
Erotic Taboo Talk For Cross Dressing Phone Sex Fantasy Roleplay
Hi guys, I’m Stefanie. If you have a secret passion for cross dressing phone sex then you have come to the right place to indulge in your favorite past time. For many men, cross dressing phone sex provides a platform for them to talk about their fantasy, but for others, it is a real time lifestyle.
Some of my fetish phone sex callers are full time cross dressers and others must keep their fetish in the closet. No matter what your circumstances are, I am always eager to hear about how you enjoy your passion during a crossdressing phone sex encounter where we can enjoy a deep, erotic conversation that is both satisfying and engaging on every level.
Hearing a man tell me what he is wearing when he calls me to play is always exciting. One of my more recent erotic phone sex callers told me that the minute he walks through the door from work, he slips into his favorite pink satin bathrobe, white thigh high stockings and pink high heel slippers with fuzzy feathers on top.
He said that he put on some really glossy pink lipstick and a blonde wig just before he called me. Being the very detail oriented person he is I could just envision how sexy he looked and felt as he lit a cigarette, poured himself a glass of wine and settled in for some erotic cross dressing phone sex talk with me. In fact, he revealed to me that he fantasizes about the day that he will be able to dress full time as a woman but for now, being able to dress in the comfort of his own home will have to do.
Intimate erotic conversations heat up during role play
He and I talk about the many ways that his life will change when he comes out and our role play conversations are always intimate and erotic. He gets really aroused at the idea of being able to dress up for a lover and he loves telling me how hard his clitty gets when he rubs it through his sexy lace panties.
I love talking with him and can’t wait for the day that he actually steps out of his comfort zone and makes a public feminine appearance. In the meantime, we’ll continue our erotic phone sex conversations and role play while he builds up his courage.
If you have a secret fetish phone sex fantasy you’d like to role play, or if you’d like to share your own crossdressing, feminization or sissy experiences with me then give me a call. I want to hear every detail about what sexually excites you, turns you and ultimately makes you cream your panties.
I want hear you cream your panties on the other end of my erotic phone sex line during a personalized cross dressing phone sex session with me, so call me soon! I’ll be waiting…
Stefanie – 1-866-539-3631
Sissy Transformation for Crossdressing Fantasy Lovers
Hey there, it’s Stefanie and while doing some online shopping with a caller who loves crossdressing and sissification phone sex the other night, I came across the cutest panty and bra set. We have had many conversations over the years, so I feel like I know his likes and dislikes pretty well. I sent him the link to the page that I was looking at and told him that I would love for him to purchase the set and wear it the next time we are on a sissification phone sex call together. He took one look at the set and instantly purchased them.
We continued our little online shopping spree, and I picked out a pair of stockings that I thought would complement the bra and panties and he purchased those as well. He was getting really excited as we talked about the feel of the nylon on his freshly shaved legs and how perky his nipples would get when the lace of the bra pressed against them. We talked about the stretch of the panties and how they would cover his cock, leaving little to the imagination. He got really excited when he realized that the panties were full coverage instead of thong style so that he could enjoy the feel of them against his bare bottom.
Exploring elements of real time sissy fetishes
We decided that it would add an element of surprise if he were wearing a simple dress over this lingerie. We found a black, spaghetti strap dress that was soft and flowing, just enough to add a little tease to his very sexy and feminine under things for this sissification phone sex fantasy. To complete his outfit, we picked out a pair of strappy high heels. They were studded with gemstones and with a good pedicure and pretty pink polish, we agreed that they would make him look absolutely amazing.
This crossdressing and sissification phone sex lover has lots of practice putting on makeup and doing his hair. He can even put on false lashes to make his eyes stand out in the most beautiful way. I have seen pictures and I can honestly say that he is completely passable.
He loves dressing up and then calling me to talk about how his life would be if he were to become a real time sissy. I love sharing stories of passion with him and he really gets off when I take our calls to the extreme and talk to him about being a full-service sissy boy. Making him a strap on cock slut, cock sucking sissy slut or even a cream pie cuckold can be so much fun.
I look forward to each and every one of his sissification phone sex calls and I love being able to help him to explore his favorite crossdressing sissy fetish in lavish detail.
Call me and tell me all about your favorite fantasies and fetishes. I want all the glorious details and can’t wait to share an intimate conversation with you soon!
Stefanie – 1-866-539-3631
Erotic Cock Sucking Feminization Fantasies
I’m Dylan, a taboo phone sex girl who does it all! There isn’t a type of fantasy call I will not entertain or explore with you when you call me. Some days I’m hornier than others, just like most people. But I will let you in on a little secret of mine. I like including other people in my fantasies especially when it comes to sucking cock. I mean who doesn’t like to share; right? I can tell you I like to share, and what’s even more fun than just the simple act of sharing is that when there are surprises in store it makes it that much more fun!
One of my feminization phone sex callers like to mix things up a bit when he calls me and today he decided he wanted to have a little extra fun while bringing his cross dressing fetish to the table. For today’s erotic phone sex fantasy he was going to play the role of one of my girl friends for the night at the club.
Surprise cock under her dress
She was already dressed in a sexy outfit for our feminization fun and ready to go out on the town when she called. Its fun to go “man hunting” with a sexy girlfriend who has something extra under that tight dress; wink. It didn’t take us long to hunt down and capture the attention of a couple guys. Of course she always manages to find the men with big, monster sized dicks for us too.
It’s so hot watching her with the man she picked out. He treated her like a woman while he kissed and caressed her. I could hear him tell her how pretty she was and that made her giggle like a little schoolgirl. We were all together in the same room for our naughty foursome. Watching them made my pussy so wet too! We both started sucking cock together and getting these guys ready for their surprise. They were both surprised to see what a big dick she had when that dress came off. We had one very hot erotic phone sex foursome!
Crossdressing feminization fantasies come true
After we were both thoroughly fucked, I told him he should tell his wife about his cross dressing fetish. More than that, he should ask her to cuckold him so he can do lots more cock sucking like he wants. With us going out find men and her wife bringing guys home, he’d have plenty of cock to play with. I think his wife would get into his cross dressing fetish as well and enjoy some feminization fun with him like I do. I told him that she would probably initially think and or call him names like faggot humiliate him, but she’d eventually come around and enjoy his fetish as much as I do!
The caller also told me he makes hamper raids and jerks off with her panties when he’s in the mood to feel “girlie” to feed his kinky cross dressing fetish. Of course I encourage him to tell her because she may have a fetish to make him her cuckold husband. They’ve never shared these intimate details of their sexual fantasies before. So my take away is that he‘d make a great cuckold husband and terrific cock sucking fluffer! Don’t you think so too?
If you’re in the mood for a bit of erotic phone sex feminization play, call me. We’ll have lots of fun dressing up and finding lots of big dicks to play with to fulfill your cock sucking phone sex fantasies. Call me to play soon!
Dylan – 1-877-742-8124
