
Crossdressing phone sex is near and dear to my heart. As you may or may not know, I have lots of friends who are crossdressers in real life and it’s been my privilege to spend many hours getting to know them and sharing intimate secrets. Some of the feminization phone sex lovers I know personally, tell me that they dress because they have such admiration for women that it makes them feel closer to the women they so adore.
Just the act of preparing to dress like a woman begins the transformative process, and one of my long time cross dressing friends and I used to spend weekends together out of town. I loved watching as he stripped himself of all his male attire and then began the process of shaving his entire body smooth, massaging scented oils into his skin and then slipping into a pair of gaffe panties. When he began applying make up, his entire body language would change and he was definitely becoming a she. By the time my sissy phone sex lover had completely dressed en femme, there was no trace of the male that entered that hotel with me.
We had all kinds of fun, from going out to dinner and clubs, dancing like two lesbian lovers and even picking up hot guys to bring back to the hotel to play with us. My crossdressing friend loved being treated like a sissy whore and so cock sucking and cum eating phone was almost always a part of our weekends away. When a real cock wasn’t available, I’d grab my favorite strap on dildo and give the little sissy whore the strap on fucking of her life. No matter how we played, it was always hot and we both had incredible orgasms.
No matter what kind of feminization phone sex session you desire, you can always count on me to understand your needs and to help you explore your crossdressing phone sex fantasies in any way you like. Perhaps you don’t actually dress up, but have fantasies … that’s ok with me. Maybe you love panties but that’s as far as you want to take it, or perhaps you are a closet sissy slut who only dresses at home. It’s all good when you call me. If you have toys, so much the better!
I’m a mature, and experienced older woman who’s had lots of experience in the realm of all kinds of kinky sex, and cross dressing just happens to be one of my personal favorites. Give me a call when you want a woman who truly understands your need to experience your inner woman and to bring her out to play!
Sylvia @ 1-877-264-4931

Indulge yourself with me in my Stocking Stuffer Free Phone Sex Special! I want to stuff your stocking chock full of kinky Cougar phone sex fun, and what better way to get it started than by offering you 5 minutes of Free Phone Sex with every paid call you do from now until the end of the year! I’ll slip into my sexiest, silkiest panties and stockings …. you can slip into me LOL
Or we can have some fun in a feminization phone sex call where I dress you like Santa’s little helper, I hear Santa has a big candy cane for all you sissy strap on phone sex sluts! We can have some hot Mommy phone sex, catch me kissing Santa Claus just like in the song, and then we’ll have some hot incest phone sex ourselves! Anything goes when you call me for all your no limits phone sex play.
Take advantage of my Stocking Stuffer Special, and you can stuff my stockings, or I’ll stuff you! Either way, let’s share some holiday spirit in a kinky phone sex call today!
Sylvia @ 1-877-264-4931

There are so many ways a sissy phone sex call can go that I never get tired of talking to crossdressing phone sex lovers and panty boy phone sex sluts. Earlier this evening I got a call from a regular caller, and when I said “is this my sissypants?”, he answered and said “no, this is Emily.”
Emily is my sissy’s alter ego so to speak, and Emily is the one he says makes him do all kinds of sissy things. She’s the one who prompts him to look at sissy sites online, at panty boy sites and to buy sexy feminine flowered and lacey nylon panties. She’s the one who made him buy a waist cincher and china doll outfit, all in pretty sissy pink LOL And she’s the one who tells me all his secrets!
Today she confided in me that lately he’s been watching a lot of porn with real mean having sex with women, and pleasing them with their cocks. He fantasizes that he is a real man and that a woman would want him inside her, even when he’s in his sissy panties! Later in the call my sissy asked if I thought it were possible that a real man with a real cock, not a sissy clitty, would wear panties like my sissy does and get an erection. I just had to laugh, and I told him a real man would go soft or just laugh out loud at the very idea. Only a sissy would have a boner in his panties.
As I teased my sissy, I described how a real man would never get excited wearing pretty nylon panties and a china doll outfit. He’d never get aroused at the thought of wearing pretty pink lip gloss and having matching pink fingernails. And a real man would never kneel, putting himself “cock height” in front of a real man’s cock and get even more aroused as I teased his sissy clit through his panties telling him how I’d love to see those pink lips around that piece of man meat. He moaned and whimpered and soon was creaming his sissy panties.
I love sissy boys, panty boys, feminization phone sex sluts and crossdressing phone sex play. Give me a call when you’re in the mood for a mature, experienced woman who knows just what to do with a sissy, whether you’re a sweet sissy in pink like my Emily or a nasty pole dancing, cock sucking whore like a few of my other crossdressing phone sex sluts.
Sylvia @ 1-877-264-4931

When I get a call from a sexy guy who is looking for a Feminization Phone Sex session, it always brings a smile to my face. I absolutely love Crossdressing Phone Sex, and it’s only natural, as I have a number of personal friends who are crossdressers themselves. In addition to my personal relationships, in my previous career as a Sex Therapist, many of my clients had gender identification issues, and guys who like to Cross Dress sometimes came to me with their sexual concerns.
Many people assume because a guy likes Sissy Phone Sex, or is into dressing en femme, that he is also gay, or into bi sexual phone sex, or cock sucking or cum eating. While this can be true, it is often not the case. Many of my Feminization Phone Sex callers simply love the feeling they get when wearing sexy women’s attire. The feel of a pair of silky satin panties stretched tight across your ass, the satin rubbing against your stiffening cock, the feel of a satin cami brushing your nipples, silky stockings carressing your legs ….. all so erotic and arousing. Many crossdressing phone sex lovers tell me they love feminine attire because they love and admire women so very much, that wearing feminine clothing makes them feel closer to women.
Lots of Feminization Phone Sex lovers feel much more submissive when dressed like a woman, and a submissive phone sex session is just what they are looking for. Dressing in as a woman, they feel more at ease assuming what is considered a more traditionally feminine and submissive role, and while dressed, enjoy the fantasy of providing oral phone sex pleasure to a male, or even the fantasy of being fucked anally. Some like to play this fantasy out in a kinky Strap On Phone Sex call, while others enjoy taking it into reality and actually go out and suck cock at glory holes, or place ads on craigslist or other sites to meet for real.
Whatever your Feminization Phone Sex desires are, I’m here for you. If you are looking for a mature and experience woman who is well versed in the field of Crossdressing Phone Sex, and Sissy Phone Sex training, I’m waiting for you call. We can talk about your fantasies and real life experiences in a erotic phone sex conversation, or we can roleplay any Feminization Phone Sex fantasy you may have. I’m Dr. Sylvia. your Phone Sexologist and I want to make you feel good all over!
Sylvia @ 1-877-264-4931

My Strap On Phone Sex sissy faggot kenny called me earlier this week. Kenny is and always has been a little gay boy who just loves cock, and I nicknamed him Kenny the cock kisser LOL Well now kenny is also kenny the cum eater! I always have a good time when I have my sissy phone sex slut dressed up in stockings and a garter belt, a sexy bra and his wife’s high heels! He loves to strut his stuff in front of the mirror as we talk, and even bends over to finger fuck his sissy faggot pussy. It makes him feel so very naughty to sniff and lick his dirty finger after it’s been in his naughty pussy, but he loves being the nastiest gay boy ever.
After some teasing, kenny is hungry for mommy’s strap on cock, and I love hearing him slurping and sucking like the cock sucking phone sex faggot he is! He takes that cock down his sissy throat just like he sucked cock in college, and then begs for Mommy to fuck his gay ass with my strap on. I love strap on phone sex with my little cum eater!
Call me when you are looking for the hottest Strap On Phone Sex with Mommy ever. I love humiliation phone sex, cock sucking and ass fucking sissy phone sex and dirty little cum eaters like kenny. As always I have no limits and nothing is taboo when you call me. Find out today why my little strap on sissy keeps calling me back for more!
Sylvia @ 1-877-264-4931

One of my favorite Sissy Phone Sex callers, Susanne, called me for a Phone Sex Therapy session the other day. We’ve done several calls before, and each one has been so much fun. We have had a couple of hot roleplay phone sex calls, starting with Susanne’s castration phone sex fantasy, and another where I owned a female impersonator revue and she was interviewing to be our newest dancer! Those were both incredibly hot and a lot of fun.
In our last call, I was Susanne’s Phone Sex Therapist, and I specialized in dealing with victims of rape. When my new patient came into my office, I had no idea at first that she was a cross dresser, Susanne is quite lovely and passable. I had her describe the rape, and she told me about being accosted outside her favorite tranny bar, shoved into a van, and then taken to a secluded place and raped. First her rapist fucked her face and then her tranny pussy, calling her names like sissy whore and tranny cocksucker.
Like so many victims of fantasy phone sex rape, Susanne had become aroused during her rape, and felt very guilty about this. We talked about what had happened and it became obvious to me that if we roleplayed the rape, it would help her to talk about it more. I donned my biggest strap on cock, and played the part of her fantasy rapist. As I pounded her from behind, she became extremely aroused and started begging me to fuck her like a tranny bitch, and as I did, she shot her load in a mind blowing orgasm!
I love all types of roleplay phone sex fantasies, sissy phone sex and rape phone sex fantasies as well. I’m Dr Sylvia Frank, your phone sex therapist, and I’d love to spend some time getting to know you today. You can share your innermost desires and taboo fantasies with me. You’ll find me to be intelligent, caring and very open minded.
Dr Sylvia @ 1-877-264-4931

I had a fun time with Sissy Phone Sex lover Annette the other night. I knew by the sound of her voice when she called she was a sissy faggot. I could hear that high pitched feminine sound, and the tremble as she told me she liked humiliation phone sex, and to be called a sissy faggot! Annette was all dressed in her favorite sissy attire; a sexy cami, garter belt and stockings, some cum fuck me heels, and red cock sucking lipstick! She had her dildo handy and showed me what a good lil cocksucking sissy she is, and then shoved it up that hot sissy pussy. I loved hearing her moan as we imagined it was a real cock, not just a toy fucking her faggot pussy til she squirted just like a girl!
Feminization Phone Sex fantasies are always a pleasure, and are one of my favorites. I’m well versed in feminization, whether you like to dress alone for your own pleasure and/or humiliation, or to be fully passable, I’d like to spend some time getting to know you. If you are looking for a mature, experienced woman to help you fulfill your domination phone sex fantasies, I’d be glad to play with you. I’m very experienced sexually, and quite knowlegeable, not to mention extremely kinky.
Give me a call when you’re looking for an intelligent phone sex operator to share your feminization phone sex fantasies with, and to help you explore all of your deepest desires and fetishes. You’ll find I’m open, easy to talk to and will never turn you away.
Sylvia ~ 1-877-264-4931