Sex stories

Erotic fiction and short sex stories




A Brother's Secret

Authors Notes

Revised July 2015 Cleaned up spelling and grammar and changed the layout to make following the story much easier.

This story began as a Role Play in the Literotica forums. I played Anysa, the Dominant cheerleader, and jacklangston played the cross-dressing submissive brother. Since this is a role play it is being told from two points of view, please remember that as you read the story.

This story contains humiliation, femdom, minor incest, cross-dressing, cbt, and public nudity. If you don't like these activities then please find another story more to your liking.

Votes and comments are always appreciated.

Disclaimers

All characters who witness, participate, or encourage sexual encounters are at least 18 years old.

This is a work of fiction. Any resemblance to anyone living or dead is purely coincidental

As always, this story is ©2015 by Ldy_Sea and jacklangston. All Rights Reserved.

Happy Orgasms.


++++++++++

The Premise

Our parents are out of town for the week. It's just you and me. Whenever I'm home alone I like to dress up in your clothes and pretend I'm a girl. One day while our parents are gone, I go into your room and put on my favorite outfit, thinking you're at cheerleader practice. You come home early because you forgot something and catch me. Then you take control of me and make me into a sissi boi slave serving you.

**********

The Characters

Jack: 21, brown hair, blue eyes, 6'0, 130lbs, loves wearing all of his sisters clothes, bras, panties, dresses, shirts, costumes. I even make fake breasts from balloons filled with water.

Anysa: 19, natural blond hair to her waist, green eyes. Cheerleader and stereotypical mean girl. Exceptionally hot and she knows it. 5'4" 30B-24-34 110 lbs all muscle. Loves to control other people and tends to wrap all men around her little finger.

**********

Anysa

"What the Fuck are you doing in my room, WEARING MY CLOTHES?" Are you some kind of fucking pervert? Or do you just want to be a cross dressing sissy?" I scream at my brother, when I walk into my room to and find him dressed in my clothes. Not just any clothes, my I wanna get laid tonight outfit. The one my parents forbid me to wear. A hot pink mini skirt, black knee high stockings, pink fuck me pumps and a matching tube top.

Realizing this was my chance to get even with my older brother for some of the shit he's pulled over the years, I pull out my cell phone and started taking pictures him looking ridiculous in female clothes that were to small for him. I laughed when he tried to jump up and stop me.

After taking several dozen pictures of him, I put my phone away and went into my closet. As I grabbed my cheer bag and a few select items, I looked over my shoulder at my brother who just lay on my floor in total resignation. "You're gonna be my sissi bitch boi now older brother, or these pics go on Facebook, and get emailed to everyone you know. That includes mom and dad. I'm gonna have fun with this.." I smiled waiting for his reaction.

**********

Jack

I hear my sister scream, and quickly turn to see what's going on. My mind is racing, wondering how this could possibly have happened. I'm usually very careful. I just sat there stunned that she had caught me. Before I knew it, she had her phone out taking pictures of me. If they got out, I'd be ruined. I lunged at her to try to take the phone away, but she moved to the side and I fell on the floor. I had no choice but to start begging. "Please, sis, please for the love of god don't do this. Please just delete those pictures. I'll do anything! Please, please, I'm so sorry" I look up at her, tears in my eyes.

**********

Anysa

I laugh at the sissy laying at my feet, crying. Relishing the new power I have over my brother, I look down at him and smile. Not a kind, loving smile, but a 'your ass is mine smile.'

"Anything? Really? Well then dear brother, things are gonna change around here. When I get home from practice, I want dinner on the table, your body to be hairless except your head."

I exit my closet and stand over my brother who was in shock still laying on my floor, "and you will be wearing this as you serve me dinner.", as I drop my last Halloween costume, a French maid outfit, complete with fishnet stockings and 8" heels, on the floor next to him.

"If you do this, I will consider keeping your perversions a secret. Don't do it, and everyone you have ever talked too will see you dressed like a sissy boi slut." Before he can respond I walk out of the room.

**********

Jack

My sister asks "Anything? Really?" and I shake my head yes quickly.

She tells me to make dinner when she gets home and to shave myself, then throws her French maid costume at me, the tight one from her Halloween pictures that I couldn't stop jerking to. She grabs her stuff and leaves me in her room, still in her clothes, surprisingly turned on. I had always been interested in dominant women, and she was hot, but I didn't like the fact that she had blackmail on me. She could post them to Facebook anytime she wanted! "Oh well," I say to myself "there's nothing I can do."

I go to the bathroom and grab my razor, shaving every inch of hair from my armpits, chest, legs, and finally my balls and above my dick. It felt so weird being completely smooth everywhere, although it did make my legs look more feminine, which was hot. After a quick shower, I put on her French maid costume, it was incredibly tight, not to mention short. It felt like my ass was hanging out. I put on the fishnets, which felt great against my newly bare legs, then squeezed into the heels. My sister and I were almost the same size except when it came to shoes, they were very uncomfortable.

I carefully walked down to the kitchen, which was a challenge in the heels, and started making one of the few things I actually knew how to, spaghetti, and waited for my sister to come home.

**********

Anysa

I had no idea why my brother was wearing my clothes, but he had been a pain in my ass as long as I'd been alive. Now I had control of his life for the foreseeable future, and that was a real turn on.

Arriving at school, I went into the locker room and began to strip off my street clothes. When I took off my panties, I realized my pussy was flowing like an open faucet. That was not good! Our practice uniforms were white, so my arousal would be VERY noticeable, especially to my base was he held me up in the air and supported me.

I went into a stall and began to rub my clit, trying to get myself off so I wouldn't be so fucking horny. As I rubbed my little nub with my right hand, I pushed my left index finger into my sopping hole. I let out an involuntary moan, and that moan must have been too loud because I heard a voice call out "Anysa is that you?"

Shit, I thought to myself. So close, so FUCKING close! "Yeah it's me", I replied to the familiar voice of my BFF Paulette. We had known each other since we were in diapers.

"Coach Heidi is pissed you're late. I was sent to find you. You need a hand, or you about done." Paulette asked.

I giggled at her unknown double entendre, and thought about asking her to lend a hand to finish me off. We had kissed at a few parties, playing truth or dare, but neither of us had ever really been with another girl. Paulette was more experienced sexually than I was. She had fucked 4 guys so far, screwing a total of 19 times. I only had 2 lovers, and only been fucked 7 times. "I'll be out in a minute," I told her and when I heard her leave, I left the stall and dressed for practice.

When I got on the field squad was stretching, so I took my place and began my warm up routine. All too soon practice was over and Coach Heidi dismissed the squad after calling me over for a private chat. I got a big chunk of my ass chewed off for being late and was told to run 20 laps.

I finished the laps, and entering the locker room, I found the rest of the squad had left. I stripped, rinsed off in the shower, threw on my clothes and drove home.

Walking in the door, I smelled spaghetti cooking. I made a mental note to make sure my new boi toy learned to cook real food. I walked into he kitchen and sat down. "Sissy I've been home for more than 2 minutes, and you have not greeted me. Nor have you offered me a beverage. I will have to punish you later. Now serve dinner, so we can get our evening started."

**********

Jack

I set the plate of spaghetti in front of her as she bitched about what a poor job I was doing. "I'm sorry, Anysa, I don't really know what I'm doing. What would you like to drink?" I was still a little wobbly in heels as I walked around the kitchen.

**********

Anysa

"Bring me a glass of Chardonnay, and get yourself a plate," I tell the families new sissi boi, "I have plans for you, and you will need your strength." I cruelly smile at him as he places a plate of food in front of me. Looking down at the plate, and decided to show the sissi who was in charge once and for all.

I stand up walk over to sissi, and slap her face. Before she can recover, I pull up the skirt exposing her boi clit and dump a plate of spaghetti right on his engorged cock. Sissi lets out a scream as the hot sauce coats his balls and thighs. I give him my sweetest smile, "I know how much you like meatballs, and since you didn't make any, I found..." Reaching down I grabbed and squeezed them with all my strength, "some for you to eat. When I saw tears filling sissi eyes, I let go and held out my hand. Lick it clean boi, and maybe, just maybe, I'll let you clean up before we go out."

**********

Jack

I walk over to the cabinet to get a bottle of wine. Nervous when she says she has plans for me tonight. When I turn around, I'm met with a hard slap n the face. My skit is yanked up and I feel hot pasta and sauce all over my dick and balls. I'm met with more pain when she squeezes my balls hard. She tells me to lick her hand clean, so I take it in my hands and lick every inch until all the sauce is gone. Since she told me to hurry up and eat, I get another plate from the cabinet and dump some spaghetti on it.

**********

Anysa

Once we finish dinner, I tell sissi "Go take a shower, and dress in your own clothes. Once you're ready for our night out, kneel in front of the door and wait for me." Once sissi scurries off, I go and take a shower. I dress in a black tank-top with spaghetti straps and no bra, a pair of black booty shorts, black thigh highs, and a pair of black knee high go go boots. Then to finish the look, I put on some black eye shadow, and lipstick giving me a very dominating aura.

I walk downstairs my heels clacking on the hard stairs as I slowly descend the staircase. I see sissi is kneeling by the door looking up at me with a mix of fear and lust. "Do you have your credit card darling brother," I ask walking up behind him, "If you want to be a real sissi we need to go buy you some clothes and shoes, and at least one wig until your hair grows out."

I walk in front of him, and stand there looking at him on his knees. "Don't forget, I have the pictures, and not only on my phone and my laptop, but on a thumb-drive safely hidden, so don't even think about being disobedient, or trying to delete them." From now on when we are alone, you will call me Sistress, and your name is sissi. One act of defiance, one failure on your part to do as instructed, and the whole world will see your true self.

**********

Jack

I go to my room and change into some normal clothes. Wearing pants felt a little strange after spending all day in a dress. I went down by the door and got down on my knees, waiting to see hat would happen to me next. My dick was harder than ever before, and I was desperate to cum. I was afraid to touch myself thinking Ansya would appear at any moment.

When she came appeared at the top of the stairs I damn near came in my pants. She looked hotter than I had ever seen her look before. I was speechless as she descended the stairs, each clack of her boots on the stairs made my cock jump.

I listened to her threats, and my dick was so hard it was painful. When she asked if I had my credit card, I replied "yes." When she told me to call her Sistress, I had to swallow a groan and fight to keep from cumming on the spot. When she asked if I understood and I replied "Yes, Sistress.", then we went to my car, and I held the door open for Sistress and stared at her legs as she got into the car. I hurried around and got in the drivers seat and started it up and waited for instructions. me in the drivers sat and her in the passenger's seat.

**********

Anysa

"Drive to Metropolitan Ave near Lake Drive, and find a place to park. There's a store there I love." I was thinking of this boutique whose clientele was mostly hookers and strippers. Sissi parked, and I led him down the street and stood in front of the store, waiting for sissi to catch up. sissi pulled the door open to let me go in first. As I entered the store, I stepped on his foot hard, hissing "Don't ever make me wait", and continued into the store.

I went up to the first clerk I saw and told her in a loud voice, "My brother and I are going to a pimp's and ho's party this weekend. we decided that I would dress as the Pimp and he would dress as the ho. So we need a whole outfit for him, shoes to wig, maybe more than one so he can change if he gets covered in cum."

The saleslady laughed saying, "That sounds like a lot of fun. I wish I was going," She looked my brother over and lead us to a rack of material that hardly qualified as clothing.

"Perfect," I said looking at the frilly, lacy material and girly colors. I began to go through the outfits looking for something for sissi to try on. Meanwhile, the sales lady was getting sissis shoe size. "Something strappy, and toeless, so it'll sow off his cute pedicure", I shouted over to her.

The sales girl looked at me smirking, and nodded in understanding. She went to find several pairs of shoes and I walked over with three outfits for sissi to try on.

The first outfit was a purple and black bathing suit that exposed more skin than it covered. Lots of straps and shiny buckles.

The next was a little blue plaid schoolgirl skirt with a white button down short sleeve blouse and white thigh high stockings.

Lastly I handed him a red cocktail dress. It really wasn't designed for parties, more for easy access for cocks to fuck tails.

After giving sissi the outfits, I continued to shop, looking for lingerie, and accessories like purses, makeup earrings, and everything else a pretty little slut needs.

**********

Jack

She took me store I had often seen, but never thought I would be buying clothes in. My heart was pounding from nervousness. Sistress made it to the door before me. I got there as fast as I could with my dick stabbing me in the abdomen, but I wasn't fast enough. I held the door open for my Sistress, but she still decided to punish me and I gritted my teeth as her heel ground into my foot.

The store was empty except for the sales girl, which I was grateful for when Sistress announced that she was buying girls clothes for me. My face lit up like Rudolph's nose, and I barely heard her say something about me getting covered in cum.

While the sales girl measured my feet, Sistress was going through pieces of material that were held together with dental floss, and some of the outfits looked like they were dental floss. I couldn't believe this was happening. It sounded like something from an erotic story you could read online.

Sistress came over to me while the sales girl was in the back getting my shoes, he dismissed the shoe lady and gave me the outfits to go try on. She gave me three outfits to try on and I was amazed that anyone would wear these items in public. I took the outfits and went to the dressing room to try them on.

As soon ad I was in the dressing room, I ripped my clothes from my body freeing my erection which was at least twice as big as ever before. I could hear it humming it was so tense. I took this purple and black bathing suit, sliding it on my body. I didn't know what the material was, but it was the sexiest feeling thing I had ever worn.

It fit like a second skin and showed every curve and muscle of my body. It left absolutely nothing to the imagination. The only thing spoiling the look was the bulge of my shaft, and the lack of breasts.

Thinking that if I made my erection go away I could tuck it between my legs and look more feminine, I pulled my cock out the leg hole and began to stroke myself. I didn't want to cum yet, but this orgasm had been building since early this afternoon, and I was ready to explode. Hopefully my Sistress wouldn't walk in on me...

**********

Anysa

While sissi was trying on her new clothes, I found the perfect pair of shoes to go with the school girl outfit. I walked over to the dressing room, and threw open the curtain. Sissi stopped in mid stroke looking up at me in horror. Her boi clit was sticking out the leg hole of the bathing suit and she was rubbing it.

"YOU REALLY ARE A FUCKING PERVERT, AREN'T YOU," I screamed so loudly people on the street looked in the windows to see what was happening. I grab the empty hanger from the floor and start to beat her boi clit into submission, "You will not ever get hard or cum without my permission. Your body belongs to me now! I and only I can grant you release. Do you understand you freak?" I growled at him as I continued to strike his growing member with the plastic hanger.

Without waiting for sissi to reply, I drove my knee into his groin, and stepped back. "Now hurry up and try on the other two outfits. We still have more stops to make. Leave the curtain open, I don't want you to do that again."

Jack tried on the other two outfits as the clerk watched him. I made him buy all three outfits, with matching shoes, and purses. I told him he would be wearing the schoolgirl outfit for the rest of the night.

Once she was dressed and had paid for everything, I took Jack by the hand and lead him into the tattoo shop next door. "I want my sissi here to get a navel piercing, and maybe a tramp stamp. Jack's face blanched, but I gave him a threatening look and he hung his head.

After his belly was pierced, I decided to skip the tramp stamp, but I did have him get his ears pierced. I got him big gold hoops for his ears, and a big red ruby for his navel. Sissi looked deliciously girly, and he paid and we left. We made one last stop to get him a wig. I selected a nice Auburn shade with blond highlights. It was a few shades lighter than his natural hair, but it looked good with his complexion. Sissi's transformation was complete.

As Jack drove home, I reached under his skirt and started to stroke his erect boi clit. Taking a firm grip on it, I told him, "One traffic violation, and you don't cum for a month. If you hold your cum until we get home, I have a surprise for you."

I smiled as he tried to concentrate on his driving while I was bringing his perverted fantasies to life. I began to plot more ways to torture him, and I hoped he would play along.

++++++++++

End Note

There is not now nor will there be another part to this story.Authors Notes

Revised July 2015 Cleaned up spelling and grammar and changed the layout to make following the story much easier.

This story began as a Role Play in the Literotica forums. I played Anysa, the Dominant cheerleader, and jacklangston played the cross-dressing submissive brother. Since this is a role play it is being told from two points of view, please remember that as you read the story.

This story contains humiliation, femdom, minor incest, cross-dressing, cbt, and public nudity. If you don't like these activities then please find another story more to your liking.

Votes and comments are always appreciated.

Disclaimers

All characters who witness, participate, or encourage sexual encounters are at least 18 years old.

This is a work of fiction. Any resemblance to anyone living or dead is purely coincidental

As always, this story is ©2015 by Ldy_Sea and jacklangston. All Rights Reserved.

Happy Orgasms.


++++++++++

The Premise

Our parents are out of town for the week. It's just you and me. Whenever I'm home alone I like to dress up in your clothes and pretend I'm a girl. One day while our parents are gone, I go into your room and put on my favorite outfit, thinking you're at cheerleader practice. You come home early because you forgot something and catch me. Then you take control of me and make me into a sissi boi slave serving you.

**********

The Characters

Jack: 21, brown hair, blue eyes, 6'0, 130lbs, loves wearing all of his sisters clothes, bras, panties, dresses, shirts, costumes. I even make fake breasts from balloons filled with water.

Anysa: 19, natural blond hair to her waist, green eyes. Cheerleader and stereotypical mean girl. Exceptionally hot and she knows it. 5'4" 30B-24-34 110 lbs all muscle. Loves to control other people and tends to wrap all men around her little finger.

**********

Anysa

"What the Fuck are you doing in my room, WEARING MY CLOTHES?" Are you some kind of fucking pervert? Or do you just want to be a cross dressing sissy?" I scream at my brother, when I walk into my room to and find him dressed in my clothes. Not just any clothes, my I wanna get laid tonight outfit. The one my parents forbid me to wear. A hot pink mini skirt, black knee high stockings, pink fuck me pumps and a matching tube top.

Realizing this was my chance to get even with my older brother for some of the shit he's pulled over the years, I pull out my cell phone and started taking pictures him looking ridiculous in female clothes that were to small for him. I laughed when he tried to jump up and stop me.

After taking several dozen pictures of him, I put my phone away and went into my closet. As I grabbed my cheer bag and a few select items, I looked over my shoulder at my brother who just lay on my floor in total resignation. "You're gonna be my sissi bitch boi now older brother, or these pics go on Facebook, and get emailed to everyone you know. That includes mom and dad. I'm gonna have fun with this.." I smiled waiting for his reaction.

**********

Jack

I hear my sister scream, and quickly turn to see what's going on. My mind is racing, wondering how this could possibly have happened. I'm usually very careful. I just sat there stunned that she had caught me. Before I knew it, she had her phone out taking pictures of me. If they got out, I'd be ruined. I lunged at her to try to take the phone away, but she moved to the side and I fell on the floor. I had no choice but to start begging. "Please, sis, please for the love of god don't do this. Please just delete those pictures. I'll do anything! Please, please, I'm so sorry" I look up at her, tears in my eyes.

**********

Anysa

I laugh at the sissy laying at my feet, crying. Relishing the new power I have over my brother, I look down at him and smile. Not a kind, loving smile, but a 'your ass is mine smile.'

"Anything? Really? Well then dear brother, things are gonna change around here. When I get home from practice, I want dinner on the table, your body to be hairless except your head."

I exit my closet and stand over my brother who was in shock still laying on my floor, "and you will be wearing this as you serve me dinner.", as I drop my last Halloween costume, a French maid outfit, complete with fishnet stockings and 8" heels, on the floor next to him.

"If you do this, I will consider keeping your perversions a secret. Don't do it, and everyone you have ever talked too will see you dressed like a sissy boi slut." Before he can respond I walk out of the room.

**********

Jack

My sister asks "Anything? Really?" and I shake my head yes quickly.

She tells me to make dinner when she gets home and to shave myself, then throws her French maid costume at me, the tight one from her Halloween pictures that I couldn't stop jerking to. She grabs her stuff and leaves me in her room, still in her clothes, surprisingly turned on. I had always been interested in dominant women, and she was hot, but I didn't like the fact that she had blackmail on me. She could post them to Facebook anytime she wanted! "Oh well," I say to myself "there's nothing I can do."

I go to the bathroom and grab my razor, shaving every inch of hair from my armpits, chest, legs, and finally my balls and above my dick. It felt so weird being completely smooth everywhere, although it did make my legs look more feminine, which was hot. After a quick shower, I put on her French maid costume, it was incredibly tight, not to mention short. It felt like my ass was hanging out. I put on the fishnets, which felt great against my newly bare legs, then squeezed into the heels. My sister and I were almost the same size except when it came to shoes, they were very uncomfortable.

I carefully walked down to the kitchen, which was a challenge in the heels, and started making one of the few things I actually knew how to, spaghetti, and waited for my sister to come home.

**********

Anysa

I had no idea why my brother was wearing my clothes, but he had been a pain in my ass as long as I'd been alive. Now I had control of his life for the foreseeable future, and that was a real turn on.

Arriving at school, I went into the locker room and began to strip off my street clothes. When I took off my panties, I realized my pussy was flowing like an open faucet. That was not good! Our practice uniforms were white, so my arousal would be VERY noticeable, especially to my base was he held me up in the air and supported me.

I went into a stall and began to rub my clit, trying to get myself off so I wouldn't be so fucking horny. As I rubbed my little nub with my right hand, I pushed my left index finger into my sopping hole. I let out an involuntary moan, and that moan must have been too loud because I heard a voice call out "Anysa is that you?"

Shit, I thought to myself. So close, so FUCKING close! "Yeah it's me", I replied to the familiar voice of my BFF Paulette. We had known each other since we were in diapers.

"Coach Heidi is pissed you're late. I was sent to find you. You need a hand, or you about done." Paulette asked.

I giggled at her unknown double entendre, and thought about asking her to lend a hand to finish me off. We had kissed at a few parties, playing truth or dare, but neither of us had ever really been with another girl. Paulette was more experienced sexually than I was. She had fucked 4 guys so far, screwing a total of 19 times. I only had 2 lovers, and only been fucked 7 times. "I'll be out in a minute," I told her and when I heard her leave, I left the stall and dressed for practice.

When I got on the field squad was stretching, so I took my place and began my warm up routine. All too soon practice was over and Coach Heidi dismissed the squad after calling me over for a private chat. I got a big chunk of my ass chewed off for being late and was told to run 20 laps.

I finished the laps, and entering the locker room, I found the rest of the squad had left. I stripped, rinsed off in the shower, threw on my clothes and drove home.

Walking in the door, I smelled spaghetti cooking. I made a mental note to make sure my new boi toy learned to cook real food. I walked into he kitchen and sat down. "Sissy I've been home for more than 2 minutes, and you have not greeted me. Nor have you offered me a beverage. I will have to punish you later. Now serve dinner, so we can get our evening started."

**********

Jack

I set the plate of spaghetti in front of her as she bitched about what a poor job I was doing. "I'm sorry, Anysa, I don't really know what I'm doing. What would you like to drink?" I was still a little wobbly in heels as I walked around the kitchen.

**********

Anysa

"Bring me a glass of Chardonnay, and get yourself a plate," I tell the families new sissi boi, "I have plans for you, and you will need your strength." I cruelly smile at him as he places a plate of food in front of me. Looking down at the plate, and decided to show the sissi who was in charge once and for all.

I stand up walk over to sissi, and slap her face. Before she can recover, I pull up the skirt exposing her boi clit and dump a plate of spaghetti right on his engorged cock. Sissi lets out a scream as the hot sauce coats his balls and thighs. I give him my sweetest smile, "I know how much you like meatballs, and since you didn't make any, I found..." Reaching down I grabbed and squeezed them with all my strength, "some for you to eat. When I saw tears filling sissi eyes, I let go and held out my hand. Lick it clean boi, and maybe, just maybe, I'll let you clean up before we go out."

**********

Jack

I walk over to the cabinet to get a bottle of wine. Nervous when she says she has plans for me tonight. When I turn around, I'm met with a hard slap n the face. My skit is yanked up and I feel hot pasta and sauce all over my dick and balls. I'm met with more pain when she squeezes my balls hard. She tells me to lick her hand clean, so I take it in my hands and lick every inch until all the sauce is gone. Since she told me to hurry up and eat, I get another plate from the cabinet and dump some spaghetti on it.

**********

Anysa

Once we finish dinner, I tell sissi "Go take a shower, and dress in your own clothes. Once you're ready for our night out, kneel in front of the door and wait for me." Once sissi scurries off, I go and take a shower. I dress in a black tank-top with spaghetti straps and no bra, a pair of black booty shorts, black thigh highs, and a pair of black knee high go go boots. Then to finish the look, I put on some black eye shadow, and lipstick giving me a very dominating aura.

I walk downstairs my heels clacking on the hard stairs as I slowly descend the staircase. I see sissi is kneeling by the door looking up at me with a mix of fear and lust. "Do you have your credit card darling brother," I ask walking up behind him, "If you want to be a real sissi we need to go buy you some clothes and shoes, and at least one wig until your hair grows out."

I walk in front of him, and stand there looking at him on his knees. "Don't forget, I have the pictures, and not only on my phone and my laptop, but on a thumb-drive safely hidden, so don't even think about being disobedient, or trying to delete them." From now on when we are alone, you will call me Sistress, and your name is sissi. One act of defiance, one failure on your part to do as instructed, and the whole world will see your true self.

**********

Jack

I go to my room and change into some normal clothes. Wearing pants felt a little strange after spending all day in a dress. I went down by the door and got down on my knees, waiting to see hat would happen to me next. My dick was harder than ever before, and I was desperate to cum. I was afraid to touch myself thinking Ansya would appear at any moment.

When she came appeared at the top of the stairs I damn near came in my pants. She looked hotter than I had ever seen her look before. I was speechless as she descended the stairs, each clack of her boots on the stairs made my cock jump.

I listened to her threats, and my dick was so hard it was painful. When she asked if I had my credit card, I replied "yes." When she told me to call her Sistress, I had to swallow a groan and fight to keep from cumming on the spot. When she asked if I understood and I replied "Yes, Sistress.", then we went to my car, and I held the door open for Sistress and stared at her legs as she got into the car. I hurried around and got in the drivers seat and started it up and waited for instructions. me in the drivers sat and her in the passenger's seat.

**********

Anysa

"Drive to Metropolitan Ave near Lake Drive, and find a place to park. There's a store there I love." I was thinking of this boutique whose clientele was mostly hookers and strippers. Sissi parked, and I led him down the street and stood in front of the store, waiting for sissi to catch up. sissi pulled the door open to let me go in first. As I entered the store, I stepped on his foot hard, hissing "Don't ever make me wait", and continued into the store.

I went up to the first clerk I saw and told her in a loud voice, "My brother and I are going to a pimp's and ho's party this weekend. we decided that I would dress as the Pimp and he would dress as the ho. So we need a whole outfit for him, shoes to wig, maybe more than one so he can change if he gets covered in cum."

The saleslady laughed saying, "That sounds like a lot of fun. I wish I was going," She looked my brother over and lead us to a rack of material that hardly qualified as clothing.

"Perfect," I said looking at the frilly, lacy material and girly colors. I began to go through the outfits looking for something for sissi to try on. Meanwhile, the sales lady was getting sissis shoe size. "Something strappy, and toeless, so it'll sow off his cute pedicure", I shouted over to her.

The sales girl looked at me smirking, and nodded in understanding. She went to find several pairs of shoes and I walked over with three outfits for sissi to try on.

The first outfit was a purple and black bathing suit that exposed more skin than it covered. Lots of straps and shiny buckles.

The next was a little blue plaid schoolgirl skirt with a white button down short sleeve blouse and white thigh high stockings.

Lastly I handed him a red cocktail dress. It really wasn't designed for parties, more for easy access for cocks to fuck tails.

After giving sissi the outfits, I continued to shop, looking for lingerie, and accessories like purses, makeup earrings, and everything else a pretty little slut needs.

**********

Jack

She took me store I had often seen, but never thought I would be buying clothes in. My heart was pounding from nervousness. Sistress made it to the door before me. I got there as fast as I could with my dick stabbing me in the abdomen, but I wasn't fast enough. I held the door open for my Sistress, but she still decided to punish me and I gritted my teeth as her heel ground into my foot.

The store was empty except for the sales girl, which I was grateful for when Sistress announced that she was buying girls clothes for me. My face lit up like Rudolph's nose, and I barely heard her say something about me getting covered in cum.

While the sales girl measured my feet, Sistress was going through pieces of material that were held together with dental floss, and some of the outfits looked like they were dental floss. I couldn't believe this was happening. It sounded like something from an erotic story you could read online.

Sistress came over to me while the sales girl was in the back getting my shoes, he dismissed the shoe lady and gave me the outfits to go try on. She gave me three outfits to try on and I was amazed that anyone would wear these items in public. I took the outfits and went to the dressing room to try them on.

As soon ad I was in the dressing room, I ripped my clothes from my body freeing my erection which was at least twice as big as ever before. I could hear it humming it was so tense. I took this purple and black bathing suit, sliding it on my body. I didn't know what the material was, but it was the sexiest feeling thing I had ever worn.

It fit like a second skin and showed every curve and muscle of my body. It left absolutely nothing to the imagination. The only thing spoiling the look was the bulge of my shaft, and the lack of breasts.

Thinking that if I made my erection go away I could tuck it between my legs and look more feminine, I pulled my cock out the leg hole and began to stroke myself. I didn't want to cum yet, but this orgasm had been building since early this afternoon, and I was ready to explode. Hopefully my Sistress wouldn't walk in on me...

**********

Anysa

While sissi was trying on her new clothes, I found the perfect pair of shoes to go with the school girl outfit. I walked over to the dressing room, and threw open the curtain. Sissi stopped in mid stroke looking up at me in horror. Her boi clit was sticking out the leg hole of the bathing suit and she was rubbing it.

"YOU REALLY ARE A FUCKING PERVERT, AREN'T YOU," I screamed so loudly people on the street looked in the windows to see what was happening. I grab the empty hanger from the floor and start to beat her boi clit into submission, "You will not ever get hard or cum without my permission. Your body belongs to me now! I and only I can grant you release. Do you understand you freak?" I growled at him as I continued to strike his growing member with the plastic hanger.

Without waiting for sissi to reply, I drove my knee into his groin, and stepped back. "Now hurry up and try on the other two outfits. We still have more stops to make. Leave the curtain open, I don't want you to do that again."

Jack tried on the other two outfits as the clerk watched him. I made him buy all three outfits, with matching shoes, and purses. I told him he would be wearing the schoolgirl outfit for the rest of the night.

Once she was dressed and had paid for everything, I took Jack by the hand and lead him into the tattoo shop next door. "I want my sissi here to get a navel piercing, and maybe a tramp stamp. Jack's face blanched, but I gave him a threatening look and he hung his head.

After his belly was pierced, I decided to skip the tramp stamp, but I did have him get his ears pierced. I got him big gold hoops for his ears, and a big red ruby for his navel. Sissi looked deliciously girly, and he paid and we left. We made one last stop to get him a wig. I selected a nice Auburn shade with blond highlights. It was a few shades lighter than his natural hair, but it looked good with his complexion. Sissi's transformation was complete.

As Jack drove home, I reached under his skirt and started to stroke his erect boi clit. Taking a firm grip on it, I told him, "One traffic violation, and you don't cum for a month. If you hold your cum until we get home, I have a surprise for you."

I smiled as he tried to concentrate on his driving while I was bringing his perverted fantasies to life. I began to plot more ways to torture him, and I hoped he would play along.

++++++++++

End Note

There is not now nor will there be another part to this story.

brother's   secret  

Jul 19, 2018 in femdom

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