Panty Boy Phone Sex Archives - Fetish Phone Sex : Anything Goes Phone Sex

Sissy Training Phone Sex with Ruth

Welcome, ladies, to Ruth’s sissy training phone sex school, the premier place to make your dream transformation come true! When you applied to join this elite class of caterpillars yearning to be beautiful butterflies, you agreed to leave behind your whole life before. You will eat, sleep, and breathe your sissy training under my master tutelage, and you will thank me for it every time with a polite little, “Thank you, Mistress.” Just the way a good sissy does.

sissy training phone sex

Your first sissy training lessons will be about your outward appearance. No more pants and suit jackets for you, no sirree, sweetheart! From now on you will dress like the sissy girl you are. Your shoes will always have a heel of 2 inches or more, and you will always wear stockings of some sort. Believe me, sweetie, you will grow to love the silky feeling on your legs and the way the heels make your ass wiggle when you walk! All of your skirts must be shorter than where your fingertips rest on your thigh, and you must show plenty of your cleavage at all times. After all, what good is a sissy whore trained up all proper if you can’t grab the right kind of attention? In addition to your clothes you will of course learn how to properly apply makeup and style your hair and nails so you look like the most glamorous lady all dolled up for your days in the office and your nights out on the town.

But that’s just the packaging. Once you go through Ruth’s sissy training phone sex school you will be the ultimate sissy inside and out. You will be taught exactly how to suck cock of all sizes, because while you may find you love big thick dick, a good sissy will take any stiffy that comes their way! And Mistress Ruth has all sorts of strap-ons to teach your sissy ass how to get fucked like the champion slut you always wished you could be!

Call and apply for Mistress Ruth’s sissy training phone sex school right now, sweetheart!

Skype: Red Hot Ruth
Twitter: @RedHotRuth

Panty Boy Phone Sex with Raine

Wanna know something rather funny? Am sitting here trying to write but am totally distracted by the wetness in my panties. Yes I am rather too horny to focus on anything but wanting to masturbate. So while I sit here trying to think about what mood I am in my pussy is controlling everything today. Oh perhaps I did find the thing I wish to talk about. That little something I want to tease with. My panties. Sure someone out there is eager for some panty boy phone sex fun!

The idea of sneaking into my laundry hamper and discovering a weeks worth of dirty panties. (By the way I am over due to do laundry so my grey laundry hamper is a gold mine of undergarments.) Getting lost in the various colours and styles but that doesnt matter to you for your looking for the perfect pair. The one that smells just right.

The scent that gets your cock throbbing hard.

The pair of panties you wish to jerk off with.

Rather curious do you wear them while masturbating or are you more the type to wrap those sexy under things around your cock?

Perhaps we should discuss this while I am making my current panties extra dirty for the laundry hamper. I mean it would be a horrible thing to waste my wet pussy and horny mood by not masturbating in my panties. Right?

I know you want to know what I am currently wearing well they are bright pink cotton bikini style. Thinking the after effects of a long masturbation session as the result of a kinky panty boy phone sex call will show quite nicely in that cotton gusset, dont you?

You can reach me by calling 1-888-837-3259 just ask for Raine and lets get kinky panty boy!

Kinky Mature Phone Sex with Nancy

Hello there! I’m Nancy and new here to the site, but no stranger to phone sex and especially kinky mature phone sex. My first experience with phone came years back after I was divorced from my first husband. Kicked his cheating, lazy, pathetic dicked ass to the curb. I was a little nervous about dating and fucking around, and I heard about party lines. Now this was pre-internet days, yeah I’m old/er ~ wink ~ and I could hook up with guys anonymously on the phone and get off. Wow!

What an eye opening and legs spreading education that was. So many guys wanting me to put them in panties and dress them up. I wasn’t that naive, I knew of such things, but wow, so many guys. Are you a panty lover too? I have so many ideas to share with you that I’ve learned over the years. Not just panties and not just the phone either. I became a lot more confident and met a few of the guys who really intrigued me. Let me tell about going shopping for lady clothes for a 6’4″ inch guy. What an adventure and one I’d love to share with you.

One of the best things about being an “older lady” is how much I know about myself and real life scenarios. Use me for a phone sex confessional, even phone sex therapy. You can tell me anything and everything, no limits, all taboos welcome. For real, the most sick and twisted of your life and desires are what I want to know. Uncensored, no judgement. I’m upfront and honest and I won’t hold back. You might be surprised to hear I have a few of my own taboo stories as well.

Call me for your kinky and mature phone sex fantasies at 1-888-402-8669 and be sure to ask for Nancy.

Sissy Phone Sex with Amber

You sissy phone sex boy, enjoying your pretty pink panties. They make your little cock all hard, don’t they? Look at your little cock just hanging there and that little set of balls, no bigger than two grapes. I think you need to put on your pink panties with the leopard skin waist band in order to hide that poor excuse for a cock. How cute!

sissy phone sex

You’ve been in the bathroom way too long. I stand at the door and listen to see if I can hear what you’re doing. Moans and groans, just like a girl is what I hear. I can’t help but open the door. And there you sit on the toilet with your panties down around your ankles and playing with your little cock. I can’t help but stand there and laugh at you. You need to have sissy phone sex.

Standing up from the toilet and bending over while you take a big dildo out of the vanity draw, ant to you beg me to fuck you. I tell you that I want to see you suck on the dildo before I fuck you. So I walk around you and hold the dildo against me, just like I have a cock. And I tell you to suck on it just like a good little cock sucker. I laugh my most devious laugh I can muster.

Watching you suck that dildo was starting to get me excited. I find myself wanting to fuck you, pulling the dildo out of your mouth and telling you to turn around so I can fuck you like a little Bitch…your ass is gaping wide open. So I stick the dildo in your ass and start fucking you…this is very fun and exciting me to the point of my pussy starting to get wet. I look down and notice your pink panties still around your ankles.

Call me at 1 888 8 FREAKY and let’s have sissy phone sex together!

Cross Dressing Phone Sex with Jocelyn

I have the cutest slut calling to talk all about cross dressing phone sex! *giggles* And let me tell you, this kinky cute girl next door has heard a lot, but some of the things this horny bitch gets up to can make even me blush!

cross dressing phone sex

I love this bitch’s double life. Conservative suit dressing business man by day, this bitch gets all sexy and slutty to go partying just about every night! My cross dressing friend likes to hit up the bars with their hot cross dressing best friend and find hot and horny guys to party with. I love when my little slut tells me all about choking on a new thick cock back in the bathroom. This whore’s face is so hot when its running with mascara and she’s begging to take a load all over her tear-stained cheeks. The two little bitches usually do even better though and bring home a few guys to fuck their eager asses while they drink and have fun doing party favors that make them so horny *giggles* It makes me all hot and tingly wet to hear how much this slutty cross dressing caller loves to bend over the couch and take a big black cock hard and deep. I can’t help but reach down to part my slick pink lips and play with that sweet love button that makes me purr!

Something about a gorgeous cross dressing whore begging for a big daddy to plow their slutty mancunt just gets me all sorts of turned on! And when they want it rough, begging for daddy to hold them down and make it hurt, all their whimpering only makes my fingers fuck my tight sweet hole even faster!

Do you have what it takes to be my cross dressing phone sex slut? Call 1 888 8 FREAKY and ask for Jocelyn to find out!

Skype: Jezebel Jocelyn
Twitter: @JezebelJocelyn

Panty Boy Phone Sex with Phoenix

There’s nothing that gets me wetter than talking to a panty boy. Pantyhose, garters or just white cotton undies – no matter what a panty boy wears it turns me on. Panty boy phone sex is the absolute best! Never has the phrase “What are you wearing?” been so appropriate. I want details darling. Where you got them. When you wear them. How they feel. Why you wear them.

panty boy phone sex

I love it when you call me when you first put on the panties. I love it when you tell me all about the style and fabric of your panties. I love it when you tell me how hard you’re getting against the fabric.

Panty boy phone sex is often so hot and I feel like such a slut, I often start roleplaying and pretend they are my panties. I’m your girlfriend and I’ve walked in on you wearing my favorite pair of panties. Instead of getting mad and yelling at you, I get a wicked smile on my face and walk over to you – touching the edge of your growing bulge with my fingertips. My hands feel so good on the fabric, you rise to attention and we take everything from there.

Or maybe you’re a sissy slut? Maybe wearing the panties make you think about what a good cock whore you’d make. You look so good in those panties you’d pull them down for my big strap on. You’d slide those panties down your firm ass cheeks and I’d take you from behind.

Panty boy phone sex can go so many different ways. I love exploring the limits with you and your favorite pair of silky panties. I’m ready for mind blowing panty boy phone sex – are you?

Call me 1 888 8 FREAKY ask for Phoenix

Twitter: @PlayWithPhoenix
Skype: playwith_phoenix
Yahoo: playwith_phoenix

Cross Dressing Phone Sex with April

Have you been into cross dressing for a while now, but you’ve only ever been brave enough to do it at home? I know that it can be hard to be confident enough to go out into the world and let people see you dressed as a woman for the first time, but I promise you that it won’t be nearly as scary as it seems. And if you still feel like you aren’t brave enough, call me for cross dressing phone sex and I will be more than happy to talk you into it. Trust me – you’re going to be so excited and feel such freedom once you step out all dressed up.

cross dressing phone sex

I want you to go into your closet and pick our your sexiest panties and bra. You have to start with a good foundation. If you feel sexy, you’re going to BE sexy. Then I want you to put on a garter and stockings. Slide the perfect little black dress over that and look in the mirror. You look AMAZING. Oh, one last detail. Put those stilettos on and stand tall. Don’t you feel SO sexy? See, I knew you would. You just have to have a little confidence.

I can’t wait to see how many men will hit on you once you make it to the bar. Do you think you’re gonna be confident enough to flirt back with them? You look incredibly hot, so you should be! I bet you’re even going to end up on your knees with a fat cock in your mouth. I mean, you haven’t told me that’s what you want yet, but I just have a feeling you do!

Ready for some kinky cross dressing phone sex? Call me at 1 888 8 FREAKY and ask to talk to April.

Sissy Phone Sex with Tranny Cheyenne

Sissy boys, it’s about time you got real. And it’s about time you got into the phone sex you really need the most, sissy phone sex with me, a sexy Tranny. I already know the sissy secrets you hide from everyone else. Or you wouldn’t even be calling me. I know how much you fantasize about going all the way and transforming into a shemale. You can’t hide that you wish you could abandon your life as an inadequate man and give in to your dazzling dreams of becoming a real life TGirl. You have what it takes to start, sissies, but you need to begin phone sex transformation sessions where I will be your guide.

Look at my photos, you’re jealous, aren’t you? You want to be a sexy shemale and do nasty phone sex, seduce men, even become a tranny hooker. I’m familiar with the total trans lifestyle and can tell you the exact steps you need to take in order to leave behind your sissy self and become a tranny Goddess. You will need to walk and talk like a girl, look like a girl. Be a girl! By the time I’m done with you, no one will recognize you. You will be mine, a perfect shemale dolly.

I’m very supportive in my approach to transformation, but I expect results. The second you first slipped on a pair of panties has led you to this moment. It’s time to go even further than ever before. Sissy Phone Sex with a sexy shemale Goddess is the sexual destiny for you sissies. Don’t run away from it, my sissy boys! You know you want it and more importantly, need it.

For sissy phone sex call 1-888-837-3259 and ask for Shemale Goddess Cheyenne to start your training.

AIM – CheynnesDirtySecret

Fetish Phone Sex with Cassie

Are you kinky? Maybe a little twisted? Well, I am definitely a whole lot of both! I love to experiment with different fetishes and would love to do it with you in some hot fetish phone sex. Do you have a foot fetish and want a pair of sex hose covered feet with beautifully painted red toenails to lick and suck? Or maybe you want to tell me all about your favorite bras and panties and stockings and garters that you like to wear under your clothes to the office. Maybe you are an exhibitionist and love to have sex in public places in the hopes of being watched? Or is there a hot girl next door that makes you play the voyeur as you watch her underdress and rub her clit through her bedroom window. I also love men with an ass fetish that want sniff and lick my pink bung hole. Just the thought of you burying your face or your cock between my sweet ass cheeks sets my juices to flowing! Fetish phone sex gets me so hot!

fetish phone sex

Thinking about you living out your fetish fantasy with me on the phone gets me so excited and makes my pussy soaking wet. I would love to slip into my favorite black stockings with the lacy tops that are clipped to some ultra-sexy black and red garters. Then slid my sexy feet into some black patent leather stiletto heels and nudge to toe into our balls and play with your cock. Then I could take them off and you could try them on! No fetish is too wild for this girl! I love fetishes of all kinds and need you to call me so I can fantasize about them with you in some hot fetish phone sex.

For fetish phone sex call 1 888 8 FREAKY and ask for Cassie.

AIM: PiercedCassie

Small Penis Humiliation Phone Sex with Samantha

I seriously love it when a loser calls me for small penis humiliation phone sex. I usually never know what I am going to do with a guy until he calls, but right now, all I want is for a guy with a micro dick to call me so I can put him into a pair of panties and show him off to all of my sexy girlfriends. Doesn’t that sound good to you? I know you love showing off your tiny cock for some reason. I really don’t get it. It’s nothing at all to be proud of. But I guess maybe you’re fucked up enough to be turned on by being humiliated. So yeah. I can give you that. So can my pretty girlfriends.

small penis humiliation phone sex

You know, I think what would be tons of fun is to have a sex toy party and you can be the entertainment/waiter/server and bring us snacks and drinks while we look at the toys. And if I tell you to dance or wiggle or sing for us, you will do it. We all need a good laugh sometimes. And you can also the sex toy tester. I mean, we’re going to need to see how things work. You can use your pussy to show us how everything works. I think that sounds like a really fucking great idea, don’t you? And maybe if you’re a really good sissy slut, I will even let you cum in your panties right there in front of all of us girls while you fuck your pussy.

Aren’t you just super duper excited for your fun small penis humiliation phone sex call? Get your panties on and tuck your itty bitty dickie inside them and then give me a call. My number is 1 888 8 FREAKY and my name is Samantha.