Archive for the 'Crossdressing Phone Sex' Category

Page 7 of 25

Bree’s Pantyboy Playhouse

Tuck your little dick inside your sweet little pink panties. All my girlfriends are coming over for a sexy lingerie party. You can hang with us girls today because you possess more girly traits than masculine ones. For starters, your cock is just so tiny that it is more like a clit. Also, your ass has a round curve which is why you look so cute in panties! You are soft and small, petite and sweet, not big and strong like our boyfriends. We tease you and embarrass you, but you love humiliation.

You are one of the girls. We tell you our secrets, we let you go shopping with us, you borrow our clothes, and we put makeup on your face. We tease you about being a girl, and you love it!

Be a good girl and you can cum in your panties.

Written By: Bratty Bree

Call Bree @ 1-866-403-3466

Visit Bree’s Profile

Read Bree’s Sexy Blog

Message on AIM- teenbrattybree

Dirty Little Sissy

Published on in Crossdressing Phone Sex, Deviant Phone Sex, Domination Phone Sex, FemDom Phone Sex, Feminization Phone Sex, Panty Boys, Panty Slut Phone Sex, Sensual Domination Phone Sex, Sissification Phone Sex, Sissy Lessons, Sissy Phone Sex, Strap-On Play Phone Sex and Young Phone Sex Voice. 0 Comments

I wonder what your girlfriend would think if she knew what a dirty little girl you are. You have been stealing her panties and bras for years. Maybe she would actually be turned on by the thought of bending you over the bed like a little bitch. I know that I love humiliating you, spanking you and treating you like a little sissy slut.

She is standing at the door watching. Time got away from you, didn’t it? You didn’t expect her home so early. Now she knows the truth as she walks in the room calling you names. She slaps you, spits on you and takes the strap-on laying on the bed.

She slaps you in the face with it, and makes you gag on it. You are such a dirty little girl! Now there are two of us, I am fucking your pretty little face and she is filling up your pussy.

Written By: Baby Bethany

Call Bethany@ 1-866-686-4049

Visit Bethany’s Profile

Read Bethany’s Sexy Blog

Message on AIM- babylilbethany

Looking Fabulous

Published on in Crossdressing Phone Sex, No Taboo Phone Sex, Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

You little bitch boy, come here and kneel before me. It’s time for some training. I’m taking on a bunch of new sissies. They will be enjoying cock-sucking lessons, makeup application, cross-dressing lessons, everything you can possibly imagine to become my perfect sissy boy. Some of you already have quite the collection of bras and panties. Maybe you have a tube of lip gloss that you’ve been hiding from everyone along with a pair nylons that you like to slip on every now and then. With a little help from a hottie like me, we’re going to wake your wardrobe absolutely fabulous. I’m going to make you so sexy and irresistible everyone is going to want you.

I just know some of you cutie pies need a little help. I hear that little crackle in your voice when you speak to me. A little confidence goes a long way when you’re pushed in the right direction. Let’s get started and start making you look absolutely gorgeous, I can’t wait to get my hands on you. You’re going to look perfect when I’m done with you.

Written By: Zoe

Call Zoe @ 1-866-936-9411

Visit Zoe’s Profile

Read Zoe’s Sexy Blog

Message on AIM-zoe4anything

Kinky Shopping Trip

Published on in Bisexual Phone Sex, Couples Phone Sex, Crossdressing Phone Sex, Erotic Stories Phone Sex, GFE Phone Sex, Lingerie Phone Sex, Panty Boys, Pantyhose Fantasy, Phone Sex and Threesomes. 0 Comments

You and I go out of town for a couple of days. We spend one of those days shopping. We stop for a late lunch at a little bistro. The handsome waiter talks the two of us into sharing a bottle of wine, instead of just getting a glass. Something about red wine makes me horny. After lunch, we are both very relaxed and feeling a little naughty. We continue our shopping. The next store we enter is an expensive upscale lingerie boutique. I find a La Perla bra and panty set to try on, so I step into the dressing room. You find a Chantelle bra and pair of panties in my size, and you bring it to me while I am trying on the first set. I like the lingerie you picked out for me, but we are both feeling sexy, silly, and a little kinky, and I talk you into putting on the lingerie. I help you out of your jeans. I rub your cock to get you very turned-on, then I watch you put on the bra and panties. We start making out. Your cock is dripping pre-cum into those panties. Our giggles turn to moans. We are going to go for it and fuck right there, but we hear someone approaching. The manager kicks us out of the store. She demands payment for the lingerie that we are wearing. We give her some cash and don’t wait for the change. We throw our clothes on and run out of the store red-faced and laughing.

We feel like a couple of naughty kids. I see a big bulge in your jeans, and my pussy is throbbing. We need to fuck, and fuck now! I get a very kinky idea. We head to Dillards. You think we are going for more lingerie, but I pull you into the men’s suit department. There is a very hot guy always working there. I talk him into a sexy threesome in the big dressing room. You both rub up against me as you get me naked, except for the thigh highs. He loves that we both are wearing our new lingerie. I talk you into sucking his cock after he makes me cum. You take his cock into your mouth and suck him. We end up fucking and cumming all over each other.

Written By: Brynna

Call Brynna @ 1-866-511-5538

Visit Brynna’s Profile

Read Brynna’s Sexy Blog

Message on AIM-badgirlbrynna

Old Lingerie In Trunk In Attic

Published on in Crossdressing Phone Sex, Lingerie Phone Sex, Panty Boys, Phone Sex, Sissification Phone Sex, Sissy Phone Sex and Stocking Fetish. 0 Comments

You have an unfavorable task to complete this weekend. The family is getting together to go through your Aunt’s big old house. It is something that you have been dreading. There are so many things that you would rather be doing on your days off.

Your oldest sister has taken charge, and she has assigned you to the attic. There is a lot of old junk up there. It is going to take a while. Most items will be thrown out. You don’t have the sentimentality for keepsakes that your sisters have. You have made your way through most of the items. There is a heavy old trunk in the corner. You open it. You find a wedding dress and underneath some very sexy black vintage lingerie. Maybe this was lingerie worn on the honeymoon. You cock tingles. You hold it up to and imagine what this sexy lingerie from the 60’s would feel like on your body. Auntie had a naughty side. Who knew? Auntie always seemed rather conservative, but we all have a secret side, don’t we?

You put the lingerie in a box and put that box in your car. Your sisters are arguing over some dishes and a clock. This is your opportunity to get away and head for home. You are thrilled by what you found in the trunk.

As soon as you get home, you take a shower. You style your hair and put on some gorgeous red lipstick. Carefully, you pull on the fragile, silk black foundation garment. You attach your own black Woolford stockings. You slip into your classic black pumps. Wow, you absolutely look stunning. You have never felt so girly and so sexy in your life! The transformation is incredible.

Written By: Brynna

Call Brynna @ 1-866-511-5538

Visit Brynna’s Profile

Read Brynna’s Sexy Blog

Message on AIM-badgirlbrynna

Helpless and Hopeless

Published on in Bisexual Phone Sex, Cock Curious Phone Sex, Crossdressing Phone Sex, Deviant Phone Sex, Domination Phone Sex, FemDom Phone Sex, Feminization Phone Sex, Glory Holes Phone Sex, Guys Sucking Cock, Panty Slut Phone Sex, Sex Toys, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

Seriously, I think sissy boys have it more together sometimes than so called straight men. I have a friend from school that loves going to adult bookstores to get his dick sucked. He will swear up and down he only fucks women but having your dick sucked doesn’t count. Funny, I heard that all through college. A warm mouth is a warm mouth. Ah come on now, admit you like cock. Don’t we all?

I decided it was time to test out his lame theory. He agreed, but insisted I dress him like a slutty woman. It gets better all the fucking time. We went to a store I know, and I had a private conversation with manager. He laughed and said it would be his pleasure. Ryan mentioned that my friend Candy,yes Candy he picked the name, was actually pretty fucking hot. ROLFLMAO

Candy pulled his dress up and put his dick through the glory hole. See what I mean by helpless and hopeless? The manager just slapped Candy’s dick away and put his thick veiny dick through the glory hole. Candy looked at me, cherry red lips smeared from licking them and took every inch of Ryan’s dick. Now for Candy’s big surprise, my 10 inch strap-on was under my dress and I slammed it in him bouncing Candy back and forth between like a rag doll fuck toy.

Mistress Brianna

Aunt Debi’s Special Date

Published on in Booty Call Phone Sex, Cock Curious Phone Sex, Crossdressing Phone Sex, Cuckold Phone Sex, Cuckolding Phone Sex, Exhibitionist Phone Sex, Family Fun Phone Sex, Feminization Phone Sex, Lingerie Phone Sex, Panty Boys, Panty Slut Phone Sex, Sissification Phone Sex and Sissy Phone Sex. 0 Comments

You knew I was expecting company when I ordered you a pizza

and went to the special lingerie boutique. You always ask to see what I purchased and want to know about the fit and feel. If you were like most boys you would picture them on me. Wouldn’t you? You my sweetie, aren’t like most boys at all.

The boys in gym tease you because you have a girly little build. I find it just so fucking fun and adorable when you sneak my frilly things. You are asking questions about my date. You want me to describe him. I tell you how handsome he is and how much fun we have together. I can see the look in your eyes, you want real details. You want to know about his cock!

I make a deal with you that makes your pretty eyes light up. I tell you to pick out lingerie from my closet and dress up for me. What a pretty sissy slut you are. You do very dirty things with your Auntie Debi before her date arrives, and I tell you that you can watch at the door if you promise to be very quiet.

Dirty Debi

Humiliation In The Red Light District

Published on in Cock Sucking Phone Sex, Crossdressing Phone Sex, Exhibitionist Phone Sex, Forced Sex, Goddess Worshipping Phone Sex, Humiliation Phone Sex, Lingerie Phone Sex, Phone Sex, Role Play Phone Sex, Sex Slave Phone Sex, Sex With Strangers, Sissification Phone Sex, Voyeurism Phone Sex and Watersports. 0 Comments

Humiliation is the name of the game for you. The more humiliated you are, the more excited you become. Being put on display in very embarrassing situations is thrilling for you, and entertaining for me.

You work for me in the red light district. There are clubs for every erotic desire lined up on both sides of the street. I own one of the best clubs, and you are my star. Every night, you perform up on a stage in front of a large audience. Before the show, you and I stand on the street, wearing only our lingerie to lure people into my club. Yes, you wear whatever slutty little outfit that I select for you: corsets, bustiers, bras, thongs, stockings, pantyhose, chemises, bodysuits. You have to stand on the street enticing the crowd to purchase a ticket for the show. You must stand there and endure all the name calling, whistling, and illicit touching until every seat is full, then the real show can start.

Every night there is something different. Always new tantalizing treats for my voyeurs to enjoy. Sometimes on stage, you are dressed like a slutty little whore, and sometimes you are completely naked. I instruct you to perform for the crowd. One night you might put on a masturbation show. Occasionally, I use my strap-on and fuck you which is a real crowd pleaser. You service the ladies on Ladies Night. When I want to push the envelope, there are water sports for you. Every Friday night, you become a cock loving, cum drinking whore. I bring men up from the audience. Either one at a time or a group of men with very large cocks. They can use your mouth and then your ass to put on a fucking fantastic sex show.

It is humiliating to be used in this manner, but you, my naughty exhibitionist, love it!

Mistress Brynna

Bad Girl Brynna
Call Brynna @ 1-866-511-5538
You can also visit me at Smitten Kittens
Message Me on AIM [badgirlbrynna]
Email Me

Crossdressing Pain Freak

Published on in BDSM Phone Sex, CBT Phone Sex, Crossdressing Phone Sex, Deviant Phone Sex, Double Penetration Phone Sex, FemDom Phone Sex, Human Toilet Phone Sex, Nasty Phone Sex and Sex Slave Phone Sex. 0 Comments

You know I really just fucking adore my collection of freaks. Adore might be a bit too strong.. like? Put up with? Whatever! I have a new one in my collection and he wants it all. Pain, oh yes sweet sweet pain; humiliation, cross-dressing, furry fun and cock sucking.

After dressing him the most garish and tacky way, I showed him his pink spiked collar. I turned it where the spikes were against his neck and I swear he almost lost it right then and there. After a session with Satan and Wolf my two beautiful dogs, we then went to a sleazy joint that I like to call “Malaya’s”. On “off” nights I take my bitches there.

His eyes lit up when he saw all my implements of torture. The men standing around was just the icing on the preverbal fucking cake. I do really love one thing, and that is being moi!

Written By: Malaya Max

1-866-659-8370

My Web Page

AIM- malayamax

All The Pretty Panty Boys

Published on in Cock Curious Phone Sex, Cock Worship Phone Sex, Crossdressing Phone Sex, Cuckold Phone Sex, Cuckolding Phone Sex, Feminization Phone Sex, Guys Sucking Cock, Jizz Junkie Phone Sex, Panty Boys, Panty Slut Phone Sex, Sissification Phone Sex, Sissy Lessons and Sissy Phone Sex. 0 Comments

I love playing with all my little sissy boys so much! Dressing them up is so much fun for me and of course, never forget lipstick and a wig! I always get dressed up too and make them call me Princess Delaney, lol, because everyone knows I am a Princess.

I learned at a very young age that they’re ALL kinds of sissy boys but the main thing is, they all love big cock even though some don’t admit it. Didn’t I catch you calling my strappy a cock in a heated moment? Don’t deny it my little slut, Princess knows just what you desire.

Some of them want to be treated like dirty little girls and others….well, I can’t even say without laughing so hard my flat, soft tummy hurts. You know who you are! Make sure you are prepared and don’t keep Princess Delaney waiting.

Delaney Loves Sissy Boys

Written By: Delaney