Archive for the ‘Crossdressing Phone Sex’ Category

A Naughty Tale

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I have an erotic tale for you to satisfy that inner “girly” urge to have the ultimate kinky experience. You fantasize being dressed up like a slutty girl, taken to a party and be treated like a little cock sucking whore.

Our sexy adventure continues as I will pick the “PURRRRRFECT” pair of panties and sexy lingerie to turn you into a smoldering sex kitten. MEOW!!! You can borrow some of my sexy stockings or pantyhose, heels, and I will select the perfect shade of lipstick for those pouty lips of yours.

You giggle in delight as the tale continues as I slip you into your sexy dress. You feel like a slutty Cinderella getting ready for “The Cocksucker’s Ball” where your Prince Charming is big, thick and hard.

I walk you into the party and all eyes are on you! You’re one hot little piece of ass, with the sweetest mouth. At the party, you’re so sexy that they’re lots of big cocks for you to suck.

In my naughty little tale, you don’t turn into a pumpkin at the stroke of midnight, you just get covered in cum, my precious, slutty princess.

 

BrynnaWritten By: Brynna
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Gang Bang Daddy

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   Well aren’t you just the cutest little thing! 

I rush home from school hoping to have the house to myself, but there you are. I hear strange sounds from my bedroom, so I quietly open the door to see. There you are in my sexy lingerie. I try not to laugh, but everything is just all wrong for you. You try and make excuses, something about a Halloween costume. I know the truth.

                I tell you that I can make you into such a sexy bitch, but you will need a makeover. Those hairy legs need to go! 

I shave your legs and then lots of sweet smelling  lotion for those sexy legs. You sit at my vanity as I put on your makeup. Lots of mascara and shiny lip gloss. The men love to see smeared makeup rolling down your face after you give a blowjob.

Now stockings to show off those sexy long legs and of course, heels to show off your fuckable round ass.

You look amazing! So naughty and sexy.

Oh no! Now you are all dressed up with no place to go.  Don’t worry, your baby girl has a plan. I start texting all my guy friends from school. Now it’s a party!

You drool as you see all the football players from school arrive. Time to turn you out.

 

  

WritteDelaneyn By: Delaney
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Transformation

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I know that you want to look and feel like a pretty girl. Let’s discover your inner goddess. You need a complete transformation. Let me turn you into my living doll.

Let’s get you naked. Your naked body is my blank canvas. Now let me create something beautiful. Just give yourself over to me and I will bring out your pretty assets. I can transform you from a guy to a beautiful girl with big tits and tight ass.

I will find you the perfect lingerie and hosiery to get your heart racing. You’ll absolutely love the feel of the soft, silky fabrics against your skin. Maybe something classy or maybe something even a little slutty, we will find that perfect outfit for you. I’ll find just the right accessories to complete the look. I’m also really good at makeup. I’ll give you some tips for makeup and style your hair. It takes a little work to be a be a pretty girl, but it is so much fun!

Now, stand in front of me and let me admire you. You look so sexy! Let’s have some fun and find some girly time together.

.

 

BrynnaWritten By: Brynna
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One Of The Girls

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           I love when you visit me, we have so much fun together.  Sometimes I think you just should have been born a girl. You are so pretty, with a fragile body that is just meant for fishnets and corsets.

The Absinthe is flowing and I decide it’s time to bring up the subject. We are in my dressing room and I see you looking at, and touching all my lovely silk lingerie. I start by telling you that you would look so hot in eyeliner and lipstick. You look at me so excited, and say “really?”. Absolutely!  What about these sexy fishnets? Ah, but your legs are hairy. I don’t even ask, but take you to the bathroom to shave any body hair. 

We are back in the dressing room and I am putting fragrant body cream all over you. You are sort of cooing in happiness. Then I bring up the corset, panties and mini skirt. You are all in and prancing around my loft. How sexy are you? Then I tell you that you could pass for a girl. You are excited and I suggest we try out that theory.

I text a few of my guy friends that you have never met. We have a few more drinks and you are really getting into it.

How sexy and pretty you are. Of course, I left out details of what I told my friends. I guess you will figure it out when you are bent over my couch getting slammed. 

 

Lady RayneWritten By: Lady Rayne
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What A Sexy Bitch You Are

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     After a very long day at work, I just wanted to relax and unwind. I opened some wine, and removed my annoying bra. My son called to tell me he wouldn’t be able to make it home due to weather, and was staying at a friends house. Something seemed off in the house, but after a few more glasses of wine, I was relaxed.

I went into my bedroom to finish changing, and noticed my panties were spread out all over the bed. This was odd, maybe I forgot I did it with such a long day. I decided to check my nanny cam to make sure nothing odd was going on.

It was my neighbor Ryan! I saw he was wearing my lingerie and dancing. I might have been mad, but this was just too much fun. 

I texted him, and told him to come over. I said if he didn’t, I would tell everyone his secret. I decided if he was going to dress and act like a bitch, he needed to do it right.

I immediately made him strip so I could see what we were working with. First, we went into the restroom to get rid of all that nasty body hair. Then I dressed him in pink frilly lingerie. Oh, how cute he looked. I finished him off with makeup, a sexy dress and heels. I dressed up myself, and we went to a dance club. 

Men were flirting with him, and he was having a blast. I explained to him that he needed to do something for me. I instructed him to go to the restroom and wait. I figured since he broke into my home and went through my things, he could make me a little money by me pimping him out. 

 

SuzanneWritten By: Suzanne
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You Are A Fag

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Let’s face it, you are a fag.  That’s cool though, as I love fags. Most girls watch guy with girl porn, but I watch guy on guy.  You’re still trying to decide if you are gay.

You dislike pussy, even mine? You are a queer. Fucking face it, you love cock. You are gay. Maybe it’s time for me to show you just how much of a queer boy you are.

I love how you blamed your boring girlfriend and told me that if she were more experimental. Guess what? You would still be a cock sucking fag.

Guess what else? Maybe I should just contact her and blackmail you. Maybe, I would be doing you a fucking favor, so you can get all the cock your fag mouth and ass desire? I am just here to help in the end. Now, if you believe that!

I’m in the room looking hot as fuck, your boring girlfriend is there, and then we have a tall muscled guy with a 10 inch cock. You’re down on your knees before he can even unzip his pants. Guess what, you are a fag!

 

 

 

 

MalayaWritten By: Malaya Maxxx
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Girl’s Night Out

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    Date night is always special with me, and you can’t wait to meet me at my favorite club. You open the box on your bed, and begin to get ready. You’re a little confused about the shiny silver box with the tissue paper and bows. First you see a pair of frilly pink panties. You try and act like a man, but you giggle like a girl. You see some stunning black seamed stockings. Your clit is beginning to throb.

Next is the sexy dress from Chic Me. Your heart is beginning to race. You take a bath in the luxurious scented bubble bath. Then you start to dress. You’re giggling like a little girl, even more as you apply your makeup.  

  You run your hands down your sexy body as you look at the finished product. You look like a sexy little slut. You wonder why I had you dress like a girl. Where could I be taking you? You can’t help but rub your clitty as you think about the big, thick sexy cocks I will make you suck.

 

Lady RayneWritten By: Lady Rayne
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FORCED Intoxication with Malaya

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I often get asked if forced intoxication is really a thing. Yes, it so fucking is a thing. Of course once you have had a few, there is so many other things I will force you to do. Looking at my amazing body alone will make you mine. Once I have you, I will never let you go till I am tired of your ass. 

It begins so innocently. You call me, and ask about forced intox. You enjoy drinking so you wonder how this could ever be a problem. We begin with a few shots here and there. You’re beginning to feel it, and try to punk out on me. Are you a man? Men see things through. You promise me a huge tip if you can stop drinking. I will take that tip, and you will drink another shot. 

I am getting so fucking bored now. I have an idea! Let’s dress you up like a little bitch. My, aren’t you so fucking pretty in pink. Now you’re all dressed up, drunk and horny with no place to go. Such a fucking shame.

I have another idea, but you must tip me first. Call an Uber, go to the nearest bar, and pick up a man. You say you can’t do that, you only like girls. You do want to make me happy? Thirty minutes later, the idea is beginning to appeal to you. You have never sucked a cock before. The more you think about it, the more aroused you get, especially since you can say I made you do it!  LOSER!

 

MalayaWritten By: Malaya Maxxx
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Sexy, Sleek Clove Cigarettes

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Having a cig is so satisfying. I love how my lips feel wrapped around a clove cigarette. I feel a tingling as I suck the smoke in deeply. It is so incredibly relaxing.

I can’t help but laugh when I see the look on your face. You aren’t imagining my lips around your worthless cock, but you’re thinking what it would be like to be me. You want to wear my sexy clothes, and have the same effect that I do on men. You can try. You can dress up like me, smoke like me, and even try to be a mistress. You aren’t me, and you never will be like me.

Do not fret, I have other uses for you. I need an ashtray. I so dislike having butts around my lovely loft. So many ashes and so much work. You’ll be down on your knees with your pretty little mouth open, and ready to take all my ashes. Anything that remotely is near my mouth you crave.

There you are in your lovely pink silk panties, patiently waiting for some ashes to fall in your mouth. I look at you, taking a long deep drag. You watch the smoke waft. You touch your little boy clitty as I put the cig out in your mouth. Good Girl!

.

Lady RayneWritten By: Lady Rayne
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Valentine’s Day Panties

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 You have been snooping in my bedroom again, haven’t you?  You see the sexy red satin panties on my bed. For a brief moment you think about me in them, but then your thoughts go in a very different fucking direction. You check the time, and know I won’t be home for several hours. You giggle, as you rub them against your face, feeling how soft they are. Checking the clock again, you  slowly strip as you watch yourself in my full length mirror. You put on Bump and Grind, and begin to dance as you slip on my red panties. You run your hands down your body, feeling so sexy.

You hear laughter at the door, and turn around to see me and 2 friends watching you. Don’t you look so adorable?  My girls dance with you for a few, as I pick out sexy lingerie for you. A red clincher, red 6 inch stilettos, red satin bra, cherry red lipstick, and a red wig. You look like a slut! You’re so excited, and begin to dance some more. 

You beg us to take you out for the night with us. We pick the perfect dance club. There is always hot professional men looking for a walk on the wild side. You flirt with the bartender, and you get all our Painkiller cocktails for free. That gives us all an idea. We’re all giggling but you have no idea why. I talk to the bartender and soon men are waiting in line at our table. I take their money and follow you into the restroom. You pull up your dress and take off your panties. A line is forming, and I watch you take 4 cocks at once. Quite impressive, I must say.

Happy Valentine’s Day to all my Sissy Sluts!

 

HarleyWritten By: Harley
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Jade’s Closet

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http://www.smittenkittens.net/Journal/wp-content/uploads/2019/12/jade1.jpgAre you jealous of my naughty schoolgirl outfit? You wish you could wear something like this, don’t you? I bet my hot, little outfit would look so good on you. In fact, I have many outfits in my closet for you to wear. After I pick out the perfect, slutiest outfit, I’ll do your makeup. All my girlfriends want me to do their makeup, so you’re in good hands.

My strap-on will defiantly be coming out and shoved in your slut holes, along with other toys from my collection. Don’t get to use to the rubber though, because soon enough you’ll be experiencing the real thing.

I will make you look and feel really girly. I know you’ve been fantasizing about this for awhile now, and this is the time to make you the perfect sissy you’ve been wanting to become. Once you step into my closet, there’s no going back to your plain ole boring self again.

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Written By: Jade
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Sissy Ends Up In Military School

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A Mom came home from her job. Her co-workers made plans to celebrate the completion of a big project that night at the bar. There had been so many late nights, and Mom felt guilty about leaving her teenage son alone so much. Instead of going out to celebrate, she left an hour early because she wanted to cook him a special dinner and hang out with him. 

She drove home and entered the quiet house. She checked his bedroom and found it empty. Mom goes to her computer and looks up his location through an app on his phone. Shocked to learn that he must be home, but she must be doing something naughty because he is so quiet. Without making a sound, she searches the house, and the last door she opens is her bedroom. She finds her son! 

Mom discovers him wearing her expensive lingerie, sucking on the dildo from her nightstand. WTF? Her son is a Sissy! The Mom falls to her knees and breaks down and bursts into tears. The son stands there ashamed and begs for forgiveness. Mom spends the night researching solutions on how to turn him from a sissy to a real man. She wakes her son at dawn and gives him the news. 

The furious mother informs her son that he needs discipline and needs to be surrounded by alpha men, real men. He needs a mentor, someone who will break him of his sissy ways. Mom has already arranged to send him to military school, a boarding school. Being a single mom, maybe she cannot teach him how to be a real man. She hugs him and says this is the best thing for him. He will leave today. 

On his first night in the dorm, all the boys identify him as a sissy, and they treat him as such. They force the new boy to dress like a sissy, frilly panties, bra, thigh-high stockings, and lipstick. They hold him down and fuck his little sissy boy mouth. The boy loves his new home. His fantasy becomes his reality. Now he can be a cock sucking sissy whore every night! 

 

Sarah JesseWritten By: Sarah Jesse
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Secrets

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  It is our first date. I hadn’t seen you since high school. You look hot as fuck, but there is just something that seems different. I can’t quite figure it out.

After a fun date, I was starting to think the chemistry was off. You are in town for a few days so you stay at The Ritz. You invite me to spend the night. You tell me not to worry because the suite is huge, and I can have my own room. Definitely looking like no chemistry. Of course, once I got a look at your cock while you are changing, I knew there definitely won’t be any fucking.

I fall asleep, and wake up to the sounds of you giggling and trying on my lingerie.  You are posing, smiling in the mirror, and being very girly. Things are starting to make sense. It’s still a bit early, so I excuse myself, and explain I have forgotten a few things. You ask to go with, but I tell you to try on more of my things, and I will be back shortly.

I return wearing something most unexpected. A man’s suit. You lick your lips when you see the bulge in my pants. You crawl to me and unzip my pants. You smile when you see I am in sexy black lingerie. You are in frilly, lacy pink. You beg me to let you suck my strap-on. While you are on your knees sucking my cock, you hear a knock at the suite door. There is 5 very tall, muscled and hot men. I sit back and watch. Commanding you to be a good little girl, and please my friends. This is going to be one hot, dirty, sexy, filthy night.

 .

 

TiffanyWritten By: Tiffany
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Desperation Lead to Transformation

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Desperate Times Call for Desperate Measures

He has been unemployed for a while now. He had been a Professor of Woman’s Studies at a small university. Because of budget cuts, they had eliminated his job. He was popular with the ladies. The young, hot women in town found him sensitive and sensual, a man who really understood women and knew how to please them.

It’s hard to feel like a man when a beautiful lady at the bar asks what he does for a living. The ladies lost interest in him and he had not had a date in months. Also, his bank account was dwindling down to nothing. He was losing everything he worked for all these years. 

He learned of a teaching position at an elite all-girls college on the east coast. There was one problem, they had very few men on the faculty, and he knew his chances to get hired were not in his favor.  

Instead of wallowing and feeling defeated, he contacted me. I oversaw his full transformation to becoming a woman. I gave him a head-t0-toe makeover. He had always enjoyed wearing panties and thigh highs, but only for me in private. I coached him about hair, makeup, and lingerie. Although he found it all humiliating at first, he got the job.  With my help and counsel, he nailed the interview.

Feminization is possible, so let’s have some fun. 

.

BrynnaWritten By: Brynna
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Rainy Days Get Cozy and Kinky with Mommy

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You and your sweet Mommy Morgan are enjoying a  fun summer. The weather in the Midwest, at the start of summer, was cold and rainy, but July was beautiful. There are only a few weeks left of summer before you have to return to school. Mommy has been shopping and running errands to get you ready for a new school year.

Today, you woke up late. The sun in your eyes did not wake you up this morning. The sun is hidden behind the clouds today. It is a rainy day. At first, you mope around the house complaining about being bored and having nothing to do. Mommy tempts with you movies, books, a jigsaw puzzle. You roll your eyes at her and pout as you continue to play your video games. Even that gets boring.

You look around the house until you find Mommy painting her fingernails and toenails a pretty shade of pink. She looks pretty sitting there in her shorts and tight sexy top. You lay your head on her leg. She asks you to finish painting her toes. You admire your work. They look beautiful, and you blow on them to dry them.

Mommy rubs her fingers through your hair and whispers something naughty in your ear. “How about since you are so bored that Mommy paints your fingers and toes with this pretty shade of nail polish?”

You are horrified at the thought. That is for girls, only girls, but Mommy has a way of convincing you that it would be a super fun and silly thing to do on a rainy day. You agree to let Mommy do your nails, and you are surprised at how much you like them. Then she suggests panties and bra. What? Has Mommy lost her mind! You remind her over and over that you are a BOY, not a GIRL!

By the time that Mommy gets done with you, you are wearing pink panties, pink bra, tall white socks, black heels, plaid skirt, and white top. Your hair is in pigtails, and you have lip gloss on your lips. You look like a little slutty schoolgirl! Now it is time for Mommy to show you how girls play together!

In need of a wonderful forced feminization session with Mommy Morgan?

.

 

Mommy MorganWritten By: Mommy Morgan
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Lingerie Princess

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     I love lingerie so much! Even if I have the odd night where I am alone, I still wear sexy lingerie. Red and black lingerie is my absolute favorite. I am very picky too. I have every little baby doll, teddy, and slip on scented padded hangers. 

That is how I caught you!

You were doing some tech work for me, and I came home for lunch to bring you some sushi. I took off my heels, so I imagine you didn’t hear me at first. I called your name, and then you frantically began to put my lingerie back on hangers. In your haste, you forgot the panties that were tossed from the hamper.

     I always suspected it was you. You seemed to be way too interested in my lingerie even with it not on my banging body. Don’t be embarrassed. I always wanted a dress-up doll. Let’s see, I think pastels work best for you. Don’t be shy, I have always wanted a Lingerie Princess to play with. 

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DaphneWritten By: Dirty Daphne
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Lady Rayne Severely Punishes Slave

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You arrive late which makes me more than just a little annoyed with you. A close friend was in town for the day, and I promised her a hot and nasty session with two of my slaves. “You are late faggot, and you have embarrassed me”. I yelled at him. He began to beg because he knew his punishment would be without mercy. I know exactly what my bitches secretly like, and really fucking hate.

I grabbed him by his collar, and dragged him to my guest bathroom with my friend following close behind. He dropped to his knees looking up at me and pleading. “Please, not the enema Lady Rayne”.  He actually had tears in his eyes, and promised to do anything. That was laughable as he is my fucking slave. My friend got the enema ready. We made him bend over and spread his ass cheeks. He pleaded even more now for me to let him release the dirty liquid.

We went out for a few hours leaving him filled and in pain from holding it in. We returned in good spirits, and ready to let him release. When I checked on him he apparently had an accident, and was desperately trying to clean things up. That just called for even more severe punishment. He is a bit of a “priss”, and always begs for the GQ type of men to suck off. Not tonight, faggot! You are going out, and sucking off dirty, small, useless dicks. That is the other thing you hate with a passion!

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Lady RayneWritten By: Lady Rayne
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Sissy Boi Phone Sex

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    malaya   I see the way you look at me, but it isn’t that you want to fuck me, you want to be me! Trust me little sissy bitch, you couldn’t handle being me. You are way to girly and giggly to be me. To be me, you must have ice water running through your veins and have no mercy with fools like you. 

Go to the garage and get ready for your company fag face. I have your pretty pink clothes hanging on the rack. I want to see your makeup perfect like I have taught you and that wig better be on fucking straight. Make sure it is pinned on so when you’re getting your face fucked it doesn’t come off. Who the fuck wants to see a bitch without her hair?

The men are on their way over and I plan on you making me a lot of cash. I did pay for your clothes, makeup and hair sissy slut. Don’t forget my cruel streak. Disappoint me and your night terrors are minimal compared to what I will do to your ass.

  Deviant Malaya Max

 

MalayaWritten By: Malaya Maxxx
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 Email: malayamax@aol.com

 

 

Say “Yes” to the Dress

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Dani 1We should have the Ultimate Girls Day together!

You are dressed today in a pretty blouse, a navy skirt, pumps, and stockings.

First, some lingerie and shoe shopping. That is the best way to start any day. Then, a light lunch, possibly salads and a couple of glasses of wine. We love our girl talk and gossip over lunch.

On our way home, I talk you into stepping into a bridal salon. Trying on wedding dresses, what could be more girly or more fun?

The staff is giggling at you, but find several wedding dresses for you try on. 

Once we pick the perfect long white dress, I am going to ravish you in it while the ladies watch us fuck each other. 

 

 

DaniWritten By: Shemale Dani
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 Email- shemaledani@aol.com

 

There Is Nothing Like The Real Thing

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rayneSlave, you have such a hard time saying what you really want and need. We both know a big, thick hard cock is preferable to a dildo. Sometimes when I am pounding you hard you beg for my cock. You plead for my thick, hot load of cum.

I feel it is time to cut you off till you can admit it really is a cock you crave.  You dress like a sissy slut, want to devour the cum running down my leg, so admit your needs to Lady Rayne. I won’t tell, but I will bring in a sexy man, with a huge cock to take care of both our needs.  I know what my bitch boi needs!

.

Lady RayneWritten By:  Lady Rayne
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 Message on AIM- deviantladyrayne