Category: Sissy Phone Sex

Feminization Phone Sex

By Sylvia, August 29, 2010

One of my areas of expertise is feminization phone sex.  I’m an experienced, mature phone sex diva and I’m far from an amateur when it comes to crossdressing or sissy phone sex fantasies.  I’ve been around long enough to understand that just because a gentleman calls for a feminization phone sex encounter, it doesn’t make him a faggot phone sex lover.  Everyone is different, and each and every cross dressing phone sex caller I speak with has certain things that make their fantasy or experience uniquely theirs.

I like to take my time to get to know you before we get started.  You’ll never find that because you tell me you like sissy phone sex I’ll assume you want an “in your face” harsh or hardcore humiliation call while I rape your sissy ass with my strap on dildo.  We’ll take the time to talk about what you are looking for, negotiate the scene as some in the BDSM lifestyle would say, and then we’ll proceed from there.

I love all froms of feminization phone sex, from spending time with lifestyle crossdressing phone sex callers who live their lives full time as a woman, to guys who fantasize and day dream about being feminized by a hot sexy woman like me.  Panty boy phone sex play is always a favorite, and I love putting you in a pair of my silky sexy bikini’s and watching you strut your sexy stuff for me!

From the most extreme humiliation sissy phone sex call, that includes that hardcore strap on fucking I mentioned before, to loving sensual domination, to a hot sexy phone sex therapy roleplay session, crossdressing phone sex is always best with a mature, experienced woman who’ll take the time to get to know you and your inner feminine side!

Sylvia ~ 1-877-264-4931

www.PhoneSexTherapySessions.com

Sissy Phone Sex

By Ginger, August 28, 2010

Welcome to my sissy phone sex parlour – home of feminization and sissification for cross dressing phone sex faggots just like you!  Sissy phone sex isn’t for the weak – it takes a lot of guts to open up and tell me what makes you so sure you’d be a good little sissy phone sex faggot for me.

Do you need that tight little virgin ass fucked nice and hard? Bend over for a strap on phone sex fuck that you’ll never forget! Anal phone sex training is so important to a newbie sissy so my strap on phone sex training is just what you need to get started. Bend over and spread those sweet cheeks! I’m the naughty accomplice that you need to make all of your sissy phone sex faggot wet dreams cum true!

Call my sissy phone sex line and let your cock sucking phone sex exploration begin. You’ll be a cum eating phone sex whore before you know it and you’ll find yourself craving the taste of cum more and more. Imagine craving cock over pussy!!! Soon, that will be you!

For sissy phone sex, sissification phone sex or feminization phone sex at it’s best – call me tonight!

Your Sissy Phone Sex Specialist,

Ginger – 1-800-905-4798

Visit my private blog:  www.KinkyPhoneFantasies for more hot pics and stories!

Sissy Phone Sex

By Monica, August 26, 2010

I love doing Sissy Phone Sex. There’s nothing hotter than being with a guy that is open to any new Kinky Phone Sex experience. The first time that I was with a guy that was open to being dressed up like a girl was really HOT!

We’d gone out a couple of times and I knew he was open to new experiences. The last time we’d gotten together, I nearly blew his mind when I gave him a teasing rim-job as I was sucking him off. After, he admitted that he’d never had a girl play with his ass, but he loved it! I could tell he wanted more, so I started making plans for what I wanted to do with/to him on our next date.

I searched my closet and picked out panties, bra, garters, and thigh-highs that I figured would fit him good. He came by to pick me up for dinner and I told him that I had a little surprise for him later. I could tell that he was excited through dinner but I didn’t give him any hints about what I had planned. As we were heading back to my place after dinner, I could tell by the bulge in his pants that he was already rock hard. I wasn’t sure if he’d do what I wanted but I was getting really excited thinking about it too!

We got back to my place and he totally wanted his “surprise”. He already knew that I was into guys and girls and I’d told him that being with a girl was really sensual. I started stripping him down in the living room and once he was completely naked, I led him into the bedroom where I’d laid out his lingerie. He eagerly looked around the bedroom, seemed a little disappointed and admitted that he’d thought that I’d invited one of my girlfriends over to play too. I giggled a bit and said, “Well, actually, I have one of my “girlfriends” over right now.” That seemed to perk him up a bit and he asked, “Where is she?”

I replied, “You’re right here, baby!” and he gave me a puzzled look as I held out the pair of pink panties and told him to put them on for me.

“I don’t know about this, Monica.” He said and I replied, “You know how I told about how sensual it is to be with another woman?” and he said, “Yes?” and I continued, “Well, tonight you’re going to be my girlfriend. Just give it a try. You might really like it.”

So, he put on the panties and I helped him into the bra, thigh-highs, and garters. At first, he seemed sort of self-conscience, so I stripped down to my bra and panties. Then I walked him over to my full-length mirror so he could see how sexy he looked. I was standing behind him rubbing his ass cheeks as he looked and he blushed when I slipped my hands up, rubbing his nipples through the silky bra.

“Oh baby, you look like such a sexy girl!” I said and he blushed even deeper. I started to grind against his ass as I played with his nipples and I could see his cock getting hard again in the panties. Then I whispered into his ear, “Do you want to be my sexy girlie-slut tonight, baby?”

He let out a little moan and said, “God! Monica what are you doing to me?”

“I’m turning you into my sissy slut, baby!” I replied and brought him over to the bed. It was so hot taking the lead, the male role, and being the aggressor. I loved it and I could tell he did too! We started to make-out on the bed and I noticed right away that he was kissing differently, more sensually like a girl, which made me want to fuck him all that much more. I wanted to fuck him like a man fucks a woman. I desperately wanted to penetrate him!

After some hot and heavy kissing and “petting”, I pulled away, got up, went to my toy box, and pulled out my strap-on. He said, “What are you doing?” and I replied, “I’m getting my dick all ready for you, baby. Why don’t you pull those panties to the side so I can get your “pussy” ready for my dick.”

“What pussy? What are you talking about?” He said and I crawled back on the bed, pushed him back into the pillows, got down between his legs and started to lick his asshole. He moaned and said, “Oh yes!”

Would you like to know what cums next? Why don’t you give me a call and experience my Sissy Training Phone Sex for yourself!

Monica  1-866-244-0245

Sissy Phone Sex

By Sylvia, August 25, 2010

Sissy phone sex is one of my favorite ways to play, especially when I have a hot strap on sissy phone sex slut on the other end of the phone.  Roleplay phone sex scenarios are one of the many ways we can play when you call me, and there are no limits on what roles I’ll play.  Being your dominant Mommy who catches you in my panty drawer  in a strap on phone sex Mommy call really turns me on, but I’m versatile and adept at most any roleplay you can cum up with!

Sometimes a guy will call who really wants to experience feminization phone sex, but he’s a closet sissy, and needs a little push, or some forced feminization phone sex to get him into those sexy female things he’s been secretly craving.  You can share those naughty phone sex secrets with me, and if you need “coaxing”, I’m always up for some forced feminization phone sex.  Once we get into a forced phone sex scene though, you may find yourself “forced” to do other things  LOL

I’m experienced, mature and open minded with a wickedly creative imagination.  Experience all your sissy phone sex playtime, crossdressing phone sex fantasies, feminization phone sex, forced or otherwise, with a woman who loves feminizing you almost as much as you love being feminized.  Just pick up the phone and call me.  You’ll be glad you did.

Sylvia @ 1-877-264-4931

www.PhoneSexTherapySessions.com ~ see my personal phone sex blog 

Sissy Phone Sex

By Monica, July 27, 2010

Who better than a Princess like me to show you how to be the Perfect Phone Sex Sissy Princess? I would love to Sissy Training Phone Sex with you to make you into my little sissy-slut. The first step is to get your skin all soft and smooth with shaving cream and sweet scented lotions. The next step is some sexy lingerie; delicate lace bra and panties, garters, and thigh-high stockings. Next step is to give you a pretty face with some eye liner, mascara, and lipstick. Of course, we’ll get you some long flowing locks to frame your pretty face. Then we slip you into a glitzy pink cocktail dress with high-heeled, pink strappy sandals. For the final touch, I will place a sparkly tiara on your pretty head.

Just look at how girlie and sexy you look! My Perfect Princess! Now you’re going to be a good little girl for me, aren’t you? You’re going to bend over, slid that dress up, pull those lacy panties to the side, and take my big strap-on in that tight little pussy!

Want to be my little sissy princess? Give your Phone Sex Princess Monica a call!


Monica
1-866-244-0245

Feminization Phone Sex

By Sylvia, July 21, 2010

 

I’ve been having the most wonderful time on the phone with a very special Feminization Phone Sex lover, and I just had to take a moment to tell you about it. This caller is definitely a Panty Boy Phone Sex devotee and I’ve got quite the collection of pictures of him in his specialty made Sissy Phone Sex panties! He’s a more Mature Phone Sex caller, and the fact that we are relatively close in age gives us a lot of things in common, in addition to our love of Cross Dressing Phone Sex play.

A few calls back he sent me some pictures of himself all dressed along with a note that he was craving to be seen and be in the company of woman like me for a conversation. He wasn’t necessarily looking to play, just spend some intimate time together sharing things about our lives. I’m not going to go into the details of the things we shared, but we talked for quite a long time and discovered that we had so many areas of interest in common, we could probably have talked all night and then some! But as conversations tend to go, things took a turn for the erotic as we began to discuss the various things that turned us both on.

He loves to read stories and listen to recordings on Literotica, and we talked about a recording he had heard and the power of three simple words when spoken at just the right time ….. what three words? Cum for Me. Whether it is in a hot fantasy where he is providing a preteen virgin girl with her very first orgasm, or a sexy guided masturbation session where he is stroking in his panties for me, those three little words have an amazing effect on my Panty Boy! We talked a while longer as he stroked, and when I could tell he was on the verge of orgasming, but needing that extra push … I simply demanded that he Cum for Me. It was so fucking hot!

Whether you’re looking for a Phone Sex Feminization encounter with a mature, experienced woman, or would like to spend some time in a non-sexual conversation which could take a turn for the erotic when you’re ready, give me a call. I’m Sylvia, and I’m looking forward to getting to know you in a Quality Phone Sex Encounter that will have you calling back again and again.

Sylvia @ 1-877-264-4931

www.phonesextherapysessions.com

Mommy Phone Sex

By Sylvia, June 21, 2010

Mommy Phone Sex turns me on.  When you add Strap On Phone Sex, and some kinky hot Sissy Phone Sex, well my pussy is wet just writing about it.  I really think I have the hottest and sexiest callers anywhere, and lately my Sissy Phone Sex line has been going crazy with all kinds of calls from you guys who love Cross Dressing Phone Sex. 

A couple of my naughtiest Mommy’s Strap On Sissies called me this week.  The first was my little cock kisser Kenny, he’s such a gay boy, and has been all his life.  He was Mommy’s little faggot back when he was in grade school, and now his wife and daughter both know what a little queer cock sucker and cum eater he is!  His little girl has a faggot for a daddy, and a super naughty faggot at that!  He loves stealing her panties, and getting all whored up for our calls.  He knows this Strap On Mommy is gonna give him what he really needs, a good humiliation phone sex session, and a hot strap on fucking!

One of my other sissy phone sex sluts called earlier today, and he was begging Mommy to please dress him up like the slutty girl he is inside!  He had his 10 inch dildo handy and was ready for Mommy to make him suck my big fat cock, and then to take it in his sissy pussy.  I love hearing this sissy slut slurping on his dildo as I describe how I’d fuck his face down to the very last minute detail.  When he has done a good job slurping and sucking for Mommy, it’s time to fuck his hot tight asshole, and I love having him on his knees, our thighs rubbing together in our silky stockings, my hands on his hips as I thrust deep inside.  What a hot fuck my sissy boy is.

This is just a little sample of the hot strap on Mommy phone sex calls I’ve had this week, in addition to some very awesome Feminization Phone Sex.  My sweet sissy Susanne called, and we had one hot time together as well.  I have to say she makes one steamy hot Vegas Show Girl!  For all your Mommy Phone Sex, and Feminization Phone Sex fantasy play, give me a call.  I’m mature, experienced and know just what it takes to make your call the best ever.

Sylvia @ 1-877-264-4931

Check out my personal blog at www.phonesextherapysessions.com and read more about me and my kinky callers!

Sissy Training Phone Sex

By Jessica, June 3, 2010

Hey there slut! Are you sitting there, dressed up in your girly panties, and looking for a Sissy Training Phone Sex session? If you are, pick up the phone and call me, because this Phone Sex Princess loves little sissy boys like you!

I know you want to be pretty and sexy like me, but you can’t. We’ll just have to do the best we can by dressing you up and turning you into a girly slut! Come to my closet or we’ll go to yours and get you dressed. Most importantly, we need to get you in some panties. They have to be very girly and feminine, and preferably PINK! With your little clitty secured in a pair of smooth panties, we’ll go on to the rest of your clothes, and we’ll dress you up as you’ve always wished. What will it be? Heels? Leather? Just a bra? A collar for my little slut?

But I know what’s it’s really all about. You want to get fucked like a little whore, don’t you? You want to be penetrated and feminized, and I’m just the princess to do it. Get down on your knees, and I’ll lift my skirt to show you my huge strap on! I bet you’ll squirm when you see it, trying to rub that clitty against your smooth panties. You want it, don’t you? Beg, bitch, and maybe you’ll get it!

I bet just reading this is making your little clit swell. What a dirty little Sissy Phone Sex slut you are! But I want to make you MY sissy slut, so call me!

Juicy Jessica – 1-866-320-6606

Sissy Phone Sex

By Sylvia, May 23, 2010

My strap on Sissy Phone Sex slut, kenny, called earlier in the week.  He was so excited, all dressed for Mommy phone sex in a black bra and garters, with silky stockings and cfm heels.  I love the way he struts his stuff for me, and when he calls I know he is looking at himself in the mirror, imagining Mommy there too.  He’s always up for some hot and kinky Humiliation Phone Sex, and I love teasing him about being a married sissy now.  His wife knows all about what a faggot he is, and his daughter too.  Not only that, his mother in law has discovered what she suspected all along, and that is that her son in law, is nothing more than a little gay boy who loves cock as much, if not more, than his wife!

 In our hot call, I made my married sissy imagine what it would be like to have to tell his mother in law all his nasty gay boy secrets.   Like how he sucked cock in college, he’s quite the cock sucking, cum eating phone sex faggot boy!  He got so excited thinking of it, I think he almost squirted his lil sissy load right then and there.  I told him he’d have to show her how he love cock and kiss his wife and his daughter’s boyfriend’s cocks, and lick mommy and his mother in law’s assholes too!  He’s a dirty little ass licker, like most sissy faggots, and he’s even gotten into being Mommy’s little toilet phone sex ass cleaner!

 There is truly nothing too nasty for my strap on phone sex sissy, and he proves that to me with ever new call!  I love having him suck his fingers and then finger fuck his male pussy while I laugh, and get my strap on cock ready.  He gets on his knees and sucks my cock, and then opens his legs and begs for Mommy to strap on fuck him til he cums just like the ass fucked little queer he really is!

 I love all forms of Sissy Phone Sex, from sweet and loving Feminization Phone Sex Calls, to Forced Feminization and Forced Bi, Cock Sucking and Anal Phone Sex.  I will listen to all your fantasies, and use my experience and intelligence to make your sissy phone sex call the best ever!  Experience Feminization and Sissy Phone Sex with me, and you’ll be hooked just like Mommy’s Strap On Sissy, kenny! 

Sylvia ~ 1-877-387-7321

www.PhoneSexTherapySessions.com

Forced Feminization Phone Sex

By Sylvia, April 25, 2010

I just have to tell you about the hottest Forced Feminization Phone Sex call I had the other day with one of my favorite kinksters, GH.  GH and I have been playing for some time now, and every roleplay phone sex call we do is intensely  hot.  He has an incredible imagination and his phone sex fantasies are always detailed, and when we get together, things really get kinky. 

The other night when he called, I played his teenage tranny daughter.  Mom had left long ago, and I had realized I could do anything I wanted with my daddy, I had him wrapped around my little finger!  I decided that I wanted to turn my daddy into my cocksucking phone sex sissy, and so I made plans to do just that.  I shopped, using Daddy’s credit card of course, for a sexy outfit and shoes in daddy’s size.  I bought him a wig and make up, even jewelry and then I invited all my friends, trannies, males, and females alike to a big party at my house.  His boss and a couple of the salesmen from his work were coming.  I also placed an ad in the local underground fetish phone sex newspaper, and advertised about my newest sissy’s coming out party.

Needless to say, Daddy resisted, but he can never say no to me, so before long he was dressed and I was quite pleased with how my cross dressing phone sex slut had turned out.  Then I told Daddy about the party, and I thought he might faint.  About that time the doorbell rang, and I pushed my sissy slut forward and we greeted our first guests of the night.

There is a lot more to tell to this story, and you can read part 2 on my blog at PhoneSexTherapySessions.com.  I will tell you our call was so fucking hot,  I can’t wait to be GH’s Dominant teenager daughter again!  Call me for all your kinky phone sex fantasies, you’ll find I have no limits.  I’m intelligent, creative and easy to talk to, so don’t hesitate.  Call me today!

Sylvia ~ 1-877-264-4931

PhoneSexTherapySessions.com

Fantasy Phone Sex

By Monica, April 24, 2010

CS called me the other day for Transformation Fantasy Phone Sex. His particular fantasy was to have me transform him into my sexy twin so we could have hot, lesbian sex. What a totally hot Fetish Phone Sex call! We took it step by step!

I had him strip naked and ran my hands all over his body. Instantly, we removed all his hair, everywhere I touched, and giving him soft, silky smooth skin like me. Then, I started to kiss down his neck and chest and his breasts began to swell as I cupped them and gently sucked on his hardening nipples. Then I cupped his ass cheeks as I kissed down his tummy. His ass swelled out in my hands as his waist tapered giving me a sexy, curvy silhouette. As I started to stroke his cock and it began to shrink as I pushed it inward, transforming his cock into a sweet, smooth pussy. Now for the last step …

I slid my body back up my new sexy twin, kissing and licking everywhere. I cupped her head in my hands and ran my fingers through her hair. It grew as I drew my fingers through her hair to long, luxurious brown locks like mine. I ran my hands softly over her face, kissing her lips and cheeks, and transforming her face. Finally, at the very last, I kissed her eyelids and when she opened them, I blew on them as they changed from a pale blue to a dark blue, and finally to a rich, deep brown like mine.

Her transformation was complete! Wouldn’t you like to do some hot, sexy Sissy Phone Sex with me too! Call me!

Kisses,
Monica
1-866-244-0245

Anything Goes Phone Sex

By Jenni, April 23, 2010

I get so hot with the creative fantasies we do so Anything Goes Phone Sex is always a favorite of mine. We can do absolutely any fantasy, role play or fetish you like. I’m also a No Limits Phone Sex girl and I’ll get as naughty, nasty and kinky as you like too. 

I have the hottest sensual play with BM. I slid into his lap and fucked him while he caressed me until I came. It felt so good and even better when he put me on his desk and fucked me again.

It was so hot telling JP that I was a naughty Shemale who helped a young girl pick out some sexy outfits and try them on. She sucked my big dick and I fucked her in the dressing room too.

I had no idea my sister’s boyfriend MM was watching me masturbate with my vibrator. I thought I was home alone and my door was open a little. Laying back with my eyes closed, fucking and rubbing my pussy, I had no idea I was putting on a show for him.

I just happened to come home early and found my son ED masturbating with Mommy’s panties. I had to punish him for getting into my things without permission and fucked him with my strap on.

I want more and am always ready for every Kinky Phone Sex fantasy you want to do and so much more too. Call me for all your phone fun.

Jenni – 1-877-340-7498

Incest Phone Sex

By Sylvia, April 21, 2010

Things get really kinky when a certain Daddy’s faggot cock sucking phone sex boy calls me for some incest phone sex with his Daddy and Mommy.  Although my caller is all grown up now, things all began for him when he was a preteen, just about to enter puberty.  I love that stage in a boy or girl’s life, still innocent, but on the verge of young manhood or young womanhood ….. Anyway, back then his Mommy thought what a pretty little sissy boy he was, and had him grow his hair long, and began to feminize him.

Soon she introduced they sissy phone sex faggot to Daddy, and Daddy liked!  Daddy liked a lot as a matter of fact, and from that day on, my caller has been Daddy’s faggot boy.  He calls me when his Daddy is there and wants Mommy to encourage him to suck and worship daddy’s beautiful penis.  I love hearing my sissy phone sex son slurping and sucking daddy’s dick, then licking and worshipping Daddy’s full balls.  After a long sucking session, Daddy is ready to take our sissy faggot boy in his male pussy, and he gets on his knees like a good slut, opening up for daddy.  I love the sounds of my sissy son’s moans and whimpers as daddy pounds his ass, and pulls his hair.  Eventually Daddy always blows a big hot load in our lil faggot’s gay boy ass, and my sissy faggot son cums in his pretty panties leaving himself two hot loads to lick up ….. creampie for dessert anyone?  Ha

Kinky phone sex calls really turn me on, and there isn’t much kinkier than a hot Mommy/daddy incest phone sex call where Mommy feminizes our son, and daddy turns him into a cocksucking sissy faggot!  When you call for your own no limits phone sex fantasies, you’ll find me to be non-judgemental, and open to all your fantasies even the most taboo, extreme or forbidden types of phone sex play. 

Sylvia ~ 1-877-788-8674

Mommy Phone Sex

By Marianne, April 5, 2010

Don’t you just love Mommy Phone Sex ? Even better is Sissy Phone Sex. Mommy knows that you love to steal her dirty panties and wear them. Even now that your married you come over for holiday dinners and always end up leaving with a pair of Mommy’s dirty panties. Calling Mommy this morning to tell me what a slutty outfit you are wearing and how your clitty cock is throbbing. You love being Mommy’s Sissy Fag, knowing Mommy is going to fuck you with her strap on. Sensual Domination Phone Sex with Mommy Marianne is sure to make you squirt your sissy juices.

 

 

Marianne @ 1-877-279-1639

 

Panty Boy Phone Sex

By Dusty, March 11, 2010

So you like panty boy phone sex calls? You like getting in the clothes hamper and getting your wife, sister or your mom’s dirty panties and sniffing them? Call me and tell me about you being a filthy panty slut. Tell me how you sniff them, lick the crotch and then put them on and rub your dick until you cum in them too. I bet you have a panty slut phone sex confession you need to tell me about it.

I also enjoy my sissy phone sex calls. The sissies with there soft spoken voice and gentle lips who just love wearing panties and being a sexy little slut and will do anything to please. Clean my house, do laundry and clean up my pussy after it’s been fucked by a real man.

Whatever you desire your phone sex call to be about all you have to do is call me. I am Dusty a hot little taboo phone sex slut just for you.

xoxoxo

Dusty ~ 1-866-524-3105