Archive for the ‘Panty Boys Phone Sex’ Category

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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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. 

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BrynnaWritten By: Brynna
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Panty Boy

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I went out with a guy recently and things got hot and heavy pretty quick. We were getting undressed when I couldn’t help but notice the lack of a bulge in his boxers. He pulled them down and I was shocked at what I saw. A tiny little useless cock. Now, I’m no size queen but there was no way I was going to get any kind of pleasure from that thing. He was begging me to put it inside, but I just couldn’t stop laughing at him. I told him I had a better idea and if he was a good boy, I would let him cum with me. He agreed and his eyes got big and round when he saw the pretty panties I laid out for him. Despite how tiny he was, it was still rock hard and I could tell he wanted a release. He slipped the panties on (which housed his petite package a lot better). I rubbed his little dick through the silk and he came in 3 strokes. He was embarrassed, but I was excited. The possibilities are endless with a good panty boy!

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NoelleWritten By: Noelle
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Princess For a Day

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The bitch is on a rampage today! I walk past your desk in my loud stiletto heels and tell you I want to see you in my office right now!

When you walk in, I have you close the door behind you. I tell you to sit down and I ask how my little Princess was today? You seemed shocked that I would call you Princess. I tell you that I noticed you were wearing women’s panties when you bent over to pick something up, and this isn’t the first time I’ve seen you wearing something feminine. Your sad, pathetic face turns immediately red and you are very embarrassed, telling me it will never happen again.

I ask you to stand up and take off your clothes. You don’t seem willing but I remind you that I sign your paychecks. You take off your pants and you have on silk pink panties with white bows on each side. Once you unbutton your shirt, I notice you have on a matching bra as well. I tell you to keep both your bra and panties on.

I didn’t realize you wanted to be a Princess? Why didn’t you say so? I grab my makeup bag from my purse. After I make your face pretty, I have you stand in front of me and rub your clit through your panties. I pull out my strap-on from my desk drawer and put it on while you’re still playing with yourself. You seem scared by the size of my cock, but I tell you if you want to be a good little Princess and keep your position here with the company, you must follow orders. I demand you to bend over my desk. I slide your panties to the side, and you feel the head of my strap-on going inside your pussy. I hear you whining like a little bitch and that forces my hips to thrust faster and harder. The bitch boss loves turning little Princesses into cock whores.

 

 

Written By: Christine
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Christmas Shopping With Mommy Morgan

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You were up late playing video games last night, so now, you want to sleep until noon. Instead, Mommy is softly cooing in your ear that it is time to get up. Mommy has put off the Christmas shopping for the relatives until the last minute. She wants you to go to the mall with her. You can help pick out presents and carry the bags. 

Without opening your eyes, you snarl at Mommy and complain about being sleepy. You hate the mall and you hate shopping. You put the pillow over your face hoping that she will go away and let you go back to sleep. Mommy giggles and grabs the pillow away from you. The light is bright in your face. Finally, you open your eyes and blink a couple of times. 

Oh my! Mommy looks so pretty. Her big boobies are showing a lot behind her sexy red sweater. Her lips are painted the same shade of red as her sweater. You pop out of bed and head into the shower before Mommy finds a boner in your pajama bottoms. Of course, you will go shopping with your Mommy!

When Mommy is this pretty, you can’t so “no” to her. The mall is very crowded, but the two of you make the best of it. You find gifts for your uncles and aunts. Mommy asks if you would mind going into Victoria Secrets. There is a sale going on that Mommy cannot miss! Will you be a good boy and help your Mommy Morgan pick out pretty bras and panties? Maybe a new nightie too? 

Happy Holidays!

Mommy Morgan

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Mommy MorganWritten By: Mommy Morgan
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Panty Boy Phone Sex

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I love doing calls with my favorite panty boy, Markita. It’s so much fun when he calls to tell me about the new pretty things that he buys himself. Markita is a girly girl and loves feminine lacy things. He models them for me and I can’t resist bending him over and spanking that silk covered ass of his. Hearing those moans only makes me want more. I tug the panties down a little bit and shove my tongue in and out of that puckered hole. It’s never enough for my greedy girl though. Markita begs me to fuck him with one of the big toys. I’m always happy to oblige. I fuck his ass until he’s panting and he squirts hard for me. We make a big sticky mess in those panties together.
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GingerWritten By: Ginger
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My Slutty Little Pink Pantyboy

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You are ready for a big sexual adventure. Time to play!

I have everything ready for our night of tantalizing desires and fulfilling naughty fantasies. 

I take you to my bedroom where I have pink lingerie on the bed for you to put on. First, let’s get you into your pink panties. Next a little sheer pink babydoll nightie of Mommy’s. Last, we have a sexy pair of lace top stocking in the same matching shade of pink. You resemble decadent cotton candy. All you need is a sexy pair of heels and a gorgeous shade of fuchsia pink on your lips. Feel your Mommy’s hands rubbing you and teasing you through the front of your panties.

I see that bulge in the front of your panties, and that is a signal to me that you are ready for our game tonight. I take you by the hand, and we walk into our guest bedroom.  Mommy’s lover is naked on the bed, stroking his big cock. He smiles when he sees you, my slutty, little pink pantyboy. I help you in your heels walk over to him. I pull down your pink panties and make you touch his cock. His cock is big, long and hard. Take that cock into your mouth, and show me what a sexy little pantyboy you are for your naughty Mommy Morgan. 

 

Mommy MorganWritten By: Mommy Morgan
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Guy On Guy Action Makes My Pussy Cream

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I couldn’t decide what to wear for girls night. I have so many sexy dresses, heels and panties that I needed some help choosing. Who better to help me decide than one of my sissy boy friends. I mean he is good for so many fucking things, and fashion is just one of them. My condo is pretty much a 24/7 party so when I came back down in my shortest dress and stilettos I noticed two of my fuck buddies where over too.

It was obvious they thought I looked amazingly hot by the bulge in their pants. Normally I would have fucked them both but I had plans, and we had reservations for table service at a very hard to get in club. I winked at my sissy friend whose mouth was already drooling. LMAO, not at me, at them, of course.

I love guy on guy action, but I didn’t have time to stick around and watch. My Uber was waiting and my wet pussy would have to wait till I got in the car. I can always count on my deviant lot of friends. While I finger banged my hot, creamy pussy, they were sending me pictures of sissy boy sucking cock and getting fucked. An awesome start of girls night.

 

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HarleyWritten By: Harley
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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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Mommy Shows You Her New Lingerie

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mommy morgan 2

As you are walking into the house, you pick up a UPS package next to the front door. You bring it inside. Looking down at the return address, you see Mommy Morgan ordered something new from Victoria Secrets.  You can’t help it, but just looking at that label makes your cock twitch. You find her in the kitchen, and you hand her the box. She thanks you, sets the box down on the counter and continues to make dinner. 

WTF? Why is she not as excited as you are? You ask her if you can open the box, and she tells you to do your homework. You cannot concentrate on math knowing that something special is inside that box.

Mommy calls you to dinner. The box is still on the counter. You ask her what is in the box and she asks you if you washed your hands. 

You roll your eyes and wash your hands in the sink. During dinner, you are a tenacious little brat. You are relentless and ask a dozen times for Mommy so show you what is in the box. 

Mommy spoils you, so it is hard for her to say no. You wear Mommy down, and after dinner, she models for you. She wears her new very sexy black lingerie for you. 

Hugs and Kisses,

Mommy Morgan

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Mommy MorganWritten By: Mommy Morgan
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Be A Good Girl For Your Mommy Morgan

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MorganIt is a cold, snowy day this Sunday afternoon, but you are bored. You are super excited about watching the Super Bowl later tonight, but the game does not start for hours. You mope around the house trying to find something to do. 

Mommy is folding laundry, so you sit watch her. Your Mommy is so pretty that you just like watching her. 

She teases you about just watching and talks you into helping her fold clothes. There is a pair of her silky red panties on top. Mommy watches you slowly pick up her panties and attempt to fold them. She notices that you are nervous but excited as you touch them. You ask Mommy where is the matching bra. 

Mommy likes watching you touch her panties and enjoys your inquisitive nature about her lingerie.  She comes up with a game for you to play. After everything is folded, the two of head up to her bedroom. She pulls out the matching red bra to those panties, and Mommy makes it a fun game. She talks you into wearing the red bra and panties. 

Mommy is in a wicked but playful mood. She makes you do things.  She teases you and manipulates you into becoming a “good girl” for her!  You are embarrassed and humiliated, but excited at the same time. Seeing that smile on Mommy’s face is thrilling for you. You do everything she tells you to do, despite it being sexy and naughty! You are a very, very good girl for your Mommy Morgan. 

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Mommy MorganWritten By: Mommy Morgan
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Sky’s Pink Panties for Pantyboys

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skylarYou and have have been dating for a few months. I think it is adorable that you are so turned on by my panties.  In the morning, you like to leave with my sexy panties from the night before in your pocket. I expect this cute little interest in my panties to wear off soon enough. 

Until one day, I open my bedroom door, expecting you to be taking a nap, but I find you wearing my pink lingerie.  Not just my panties, but the matching garter and pink stockings. You have on my bra stuffed with socks to fill it out. 

Wow, I am shocked, but I guess looking back at your interest in my panties, I should have suspected that you are a pantyboy.

Now, what do I do with you? Admittedly, you do look good in my lingerie. Your big hard mushroom head sticking out the top of my panties is really sexy, a big turn on for me. I always thought pantyboys had little dicks.

I change out of my yoga pants and sports bra for something as pretty as you. I have tons of pink lingerie. I put on another set of my pink lingerie with black lace topped thigh highs. We hug and kiss.  I run my fingers through your panties. I kneel in front of you and kiss your cock right through your panties.

We stumbled into the bed with our bodies. entangled together. We both push our panties to the side and you slip your beautiful big cock into me, pantyboy. Yes, we both fuck and cum together as we wear our pink lingerie.

 

SkylarWritten By: Skylar
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Pimped Out My Sissy Bitch

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brynna-As I took off my dress, I could see that look in your eyes. I had complete control of you. Not that you were lusting after my body, but instead you were envious of gorgeous new lingerie.

You were born a sissy, and you love slutty things. I tease you and taunt you into slipping into a pair of black fishnet stockings, hot pink thong and matching bra. I force you to stand in front of the mirror and describe what you see. You feel as slutty as you look. Whispering in your ear, I tell you that you look too slutty not to be noticed by horny guys with big dicks. 

Your sissy clit throbs in your thong. I really turn on my wicked charming ways. I describe big cocks for the taking. You become flushed and beg me to pimp you out tonight. You want to be forced down to your knees. Cock after cock between your ruby red cock sucking lips. 

I take you to the local pool hall. All men, no ladies, except for me and you, sissy. The men line up for you! 

You are one hot slutty cock sucking sissy! 

 

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BrynnaWritten By: Brynna
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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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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!

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Lady RayneWritten By:  Lady Rayne
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Panty Boy Phone Sex

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charlie

My parents have a cleaning lady that comes weekly to tidy up. Sometimes she has a hard time finding a sitter for her son so she just brings him along. He sits at the kitchen table with some crayons and paper to keep him busy. But I notice his wondering eyes all the time. I thought it was cute at first until I found him wandering around the house. I took him by the hand and walked him back to his seat and explained to him that he doesn’t want to make his mommy mad.

The next week I found him hanging out in my bedroom. When I walked in my room, he was very mesmerized by what he had in his hands. The boy was holding onto a pair of my panties. He quickly put them behind his back. I walked a little closer to him, backing him up against the wall. I reached around him to find a very sweaty, dirty pair of panties. I politely asked him what he was doing with my panties? He looked down at his dick and made a moaning sound. I leaned over and whispered in his ear that he was a pervert in the making. I made him confess to me how he wanted to wrap my dirty panties around his dick and jerk off thinking about me. 

We had enough time for him to pull out his dick so I could get a good laugh while I watched him shoot his load in front of a girl for the first time. He made quite the mess in my panties along with a smile on his face. He asked if I was going to tell his mother that he was a bad boy. I gave him a wicked smile, telling the boy this is going to be our secret. I gave him a nod and told him to clean himself. I would see him the same place next week. * winks * 

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CharlieWritten By: Charlie
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Playtime with Mommy Morgan

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morgan

Your Mommy Morgan is waiting for you to get home. She has a special surprise waiting for you.  Mommy went shopping. She has new matching panties from Victoria Secrets. Pretty little matching panties. A pair for you and a pair for mommy.

You greet Mommy with a big hug and nestle your face into her cleavage. Learning about the surprise waiting for you, you run to find the panties spread out on the bed. You pick up a pair, so silky. You rub on your face. They are more fun when they smell like Mommy, but they feel fantastic. You beg Mommy to try them on now. Mommy says after dinner.

After dinner, without asking, you volunteer to help Mommy clear the table and load the dishwasher. Mommy smiles and says it is now time to put on your panties. She holds your hand, and the two of you walk upstairs to her bedroom.

You are so excited to put on new panties with your Mommy Morgan.

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Mommy MorganWritten By: Mommy Morgan
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Delaney’s Special Halloween Party

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delaneyMy friends and I are planning a Halloween party and you’re our guest. LOL! You aren’t exactly our guest but more like our sissy maid, cuckold, human toilet and everything else we decide. Your little teen fem/dommes will be feeling extra mean so you can plan on plenty of humiliation. We will all be dressed super hot in bustiers, silky panties, stockings and stilettos to look sexy for our guy friends who come to the party.

Don’t worry fag boi, we have something special for you to wear as well. You will be in pink panties, a necklace that says slut and ankle bracelet that with the initials CS. You can figure out what CS stands for! We can’t forget your glow in the dark pink lip stain so all the men can see their target. A little birdie told me you love putting lip stain on your nipples, lips, and clit. Oh wait, there is just one more target douchebag.

I know you love an audience so the cam will be on the whole time! Want to watch us all get fucked by big, thick cocks while you play with your clitty through your panties? Don’t worry you will have your turn. Then we will send you home covered in cum, body fluids and smeared lip stains.  Can you imagine a better night for you cunt face?

Treat or Treat, xoxo Delaney

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WritteDelaneyn By: Delaney
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When You Think 4 Inches Is Sufficient

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rayneHello Darlings

I wonder if you can guess if this blog is about you? He seemed rather confused when he told me he couldn’t understand what his wife meant when she told him she needed a real man, a man that could satisfy her. He felt that 4 inches was quite large and maybe HE should find himself a real woman, and that My Pets; is when he found me!

I demanded he get online with me and shop at one of my favorite places for toys and lingerie. We picked out some very frilly panties, a bra and a baby doll nightie. We went to makeup wigs, and then toys. When he proved to me he purchased them, I suggested we have our session once they arrived. Then he admitted what I already assumed. He already had panties, and a huge butt plug.

I insisted he dress for me and send over some pictures. He proudly sent them, and I didn’t attempt to hide my laughter. He then told me to look and see what a large dick he had. A what? No, no he had a clit, although it might have even been small for a clit. Four inches? I think not!

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Lady RayneWritten By:  Lady Rayne
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 Message on AIM- deviantladyrayne

 

Bree’s Pantyboy Playhouse

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Sexy BreeTuck 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.

Bratty Bree

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Bree

Written By: Bree
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