by karen jensen
"No! I won't do it!" I responded to my stepdaughter.
"Mom" she whined turning to my wife. "It's the only way I can get this finished."
"Justin" my wife turned to me "the request is perfectly reasonable. Do it!"
"But I'm a man. I can't put on a dress."
"It's only so she can hem it. You do want Rosa to look nice for her school dance, don't you?"
"And the two of you are the same size and she obviously can't hem it while she is wearing it."
"But she is taller than I am. If she uses me as a model the dress will be too short."
It was quite embarrassing actually. Rosa was about an inch taller than me and Amanda, my wife was 3 inches taller.
"I can compensate for that" replied Rosa.
"No. I'm not going to wear a dress. And that is final!"
I folded my arms and made it clear there was to be no further discussion. I knew I had to take a stand and did it.
Amanda turned to me.
"Tell me Justin, what happened the last time you disobeyed me?" I swallowed hard remembering the humiliating incident. "Answer me!" she shouted.
I jumped back, suddenly frightened.
"You...you spanked me."
"And what did you do?"
The memory was close to bringing tears to my eyes and I could hear Rosa giggling.
"Would you like another spanking?" "No" I whispered.
"Then remove your clothes!" "Here? In front of Rosa?"
"Yes, you have wasted enough time with your arguing. Besides, you don't have much to hide."
I felt myself blush as I slowly stripped down to my boxers. Rosa quickly slipped the dress over my head and zipped it up the back. It was a red strapless a-line mini dress.
"This won't due" said Rosa. "He has no boobs to fill out the top and his boxers are showing. I can't hem it like that."
"Rosa, get your step father a pair of panties and a strapless bra. In fact, while you are at it, get him pantyhose and the heels you will wear. That way you can accurately gage the length of the skirt."
"And you, Justin, remove the dress and your boxers."
I waited for her to unzip the dress and pulled it over my head. I then reached for my own clothes. I had had enough.
"What do you think you are doing Justin?" asked my wife.
"There is no way I am going to wear all that girlie stuff. Real men don't do that. I am going to put on my clothes and go out. Rosa can find another model."
"I am tired of your complaining. You will do as I say."
Amanda put the dress down on the table. Before I could react, she grabbed my arm and while sitting down, easily pulled me across her lap. She pulled down my boxers and began to spank me. She alternated between both cheeks and the backs of my thighs. I lost count quickly of how many times she hit me but it did not take long before I was crying, kicking and screaming like a baby and begging her to stop. I promised I would do anything she wanted. When she finally stopped, she pushed me off her lap and onto the floor.
By this time, Rosa had returned with the other feminine garments I was to wear. She looked at my naked groin and began to laugh.
"Wow! He is really tiny, isn't he mom?"
"Well, he won't win any contests for size" my wife replied.
"Seriously, he is no bigger than some of the boys I baby sit and they aren't even 10 years old. How does he satisfy you, Mom?"
"He has a talented tongue, Rosa. Now get back to your sewing project."
Rosa threw a pair of panties at me and told me to put them on. I took the panties and slipped them on. It was a red thong, the same color as the dress. She ordered me to stand and wrapped a red strapless bra around my chest. She padded it with tissue to give the illusion of breasts.
Then she showed me how to put on the pantyhose and had me step into a pair of red pumps with three inch heels. She helped me stand and once I had my balance she slipped the dress over my head and zipped it up.
It was at that point that I realized the curtains were open and anyone walking by the house could see me.
"P..please Amanda, can we close the drapes. I don't want anyone to see me like this."
"No, I need the light to read and Rosa needs it to do her hemming. You will just have to deal with it.
"I have an idea mom. Justin is kind of effeminate looking, if we comb his hair a little differently and put some makeup on him, anyone walking by will think he is a girl, and not just a sissy."
"I'm not a sissy!"
"Oh really. How many real men would allow their wife to spank them the way mom just did to you."
Before I could respond, Amanda gave me a choice. "Girl or sissy, Justin. Decide now!"
Realizing I was in a no win situation I opted to look like a girl.
Rosa took me into her room and sat me at the vanity. There she combed my longish hair into a more feminine style and applied makeup to my face. I was not terribly surprised at how feminine I looked. I wasn't going to be walking down any runway, but anyone seeing me would have little doubt that my gender was female.
She grab bed my hand and led me back to the front room. The she helped me onto the stool she was using and went about marking the hem of the dress. When she was done marking, she had me step down from the step stool and unzipped the dress. She carefully lifted it over my head and went off to sew it.
I tried to remove the bra before Amanda stopped me.
"You need to stay dressed so Rosa can check the hem when she is finished sewing it."
"But I am cold like this" I replied looking for an excuse to put on my own clothes."
"Wait here! And don't touch your clothes. I will be right back."
Amanda was gone about 5 minutes and threw some piece of clothing at me. It was a dress. A short black dress with long sleeves and a straight skirt.
"Here! You can wear this!"
It was not a suggestion. I slipped the dress over my head and started walking out of the room so I could get away from the front window.
"Wait!" she commanded.
"You walk very well in those heels. When have you worn them before? "N..never. R..really" I lied, hoping she would drop the subject.
She stood up and walked toward me.
"No one walks as well as you do in 3 inch heels without practice. Now I want to hear all about it or I will have no hesitation at introducing you to Mr. Hairbrush. Do you understand, Justine?"
I nodded, unable to speak. Her use of the feminized version of my name did not escape me. The memories came flooding back, too close to the surface and I feared I would start to cry.
I was eight years old. My twin sister and I were to be flower girl and ring bearer at my cousin Britney's wedding. Jane, my sister, hated the dress she was to wear. In fact, she hated wearing dresses at all. She was a tomboy. Though it pains me to admit it, she was more boy than I was. She was a better athlete, stronger, and could easily beat me up. Twins are supposed to be very close, but we weren't. We were more rivals than friends.
On the day of the wedding, mom dressed us before she dressed and told us not to get dirty. Jane was wearing a frilly white dress that came halfway between her knees and ankles. She wore white tights and a white petticoat underneath. On her feet she wore white Mary Jane shoes. I was wearing a white suit with short pants, white knee socks and white saddle shoes. I didn't like my clothes any more than Jane liked hers. I thought I looked like a sissy, but neither of us had a choice.
Uncle Ted, mom's brother and Britney's father, offered to take us to the church early so mom could help Britney and her mom. When we got to the church Uncle Ted told us to stay clean and out of trouble. Jane grabbed my hand and led us to a house in the back of the church where the minister lived. She rang the bell and noone answered. The door was unlocked and she pulled me inside.
"Take off your clothes" she ordered me and began to take off her dress. "Why?"
"We're going to change clothes. You will be the flower girl and I will be the ring bearer" she said with a big grin.
"No way!" I said and turned to walk out of the house. She tackled me from behind and sat on my back, forcing my face to the floor. By this time she had removed her dress and petticoat.
"Are you going to do what I tell you?"
I didn't respond but tried to throw her off me. I had no leverage and she laughed at my ineffectual struggle.
"Well are you?"
"No, get off me."
She twisted my ear and I yelled.
"I won't stop until you agree to change clothes with me."
Then she grabbed the other ear and started twisting both at the same time. The pain was too much and crying, I agreed to do as she said.
She climbed off me, but warned me if I tried to run she would really beat me up. Knowing she wasn't kidding, I slowly took off my clothes and put on hers. She even made me wear her panties. The final indignation was when she added the barrettes she was wearing to my hair.
We stayed in the house until we heard Uncle Ted calling for us. Then she grabbed my hand and pulled me back to the church. By the time we got there it was time for the wedding to start and mom had no time to make us switch back. I was so embarrassed walking down the aisle strewing flowers while Jane walked next to me holding the rings with a big smile on her face.
That was the first, but not the last time she made me wear girl's clothing. I was helpless to stop her.
Complaints to my mom were met with the response that we had to work out our relationship on our own.
Then there was the Halloween when we were going to a party as Raggedy Ann and Andy. She had her girlfriends delay my coming home from school and when I got there she was in the Andy costume, leaving Raggedy Ann for me to wear. Again, my protests to mom fell on deaf ears and I went to the party wearing the Raggedy Ann dress and wig.
By the time we were 15, Jane was embracing her femininity. She was hardly what you would call a girly-girl, but did not mind wearing skirts and dresses and looking more feminine. Unfortunately for me, this did not stop her from bullying me and often forcing me to wear her clothes. I think she got off on the power trip. I had stopped complaining to mom since all she would say was that I had to stand up for myself. I just couldn't seem to do it with Jane, or to be honest, with anyone else.
When we were 16, for the first time, mom left us alone when she went on a 2 week-long vacation, and told us not to get into any trouble. I dreaded it. Mom left me in charge because I was 8 minutes older than Jane, but I knew being alone with her did not bode well for me.
The first couple of days were ok. I stayed away from her, only seeing her at meals. Of course, I had to wash and dry the dishes, but that was minor compared to what she could have made me do as I was to find out.
She came home from the beach all excited. I was in my room playing video games when she burst in, not bothering to knock.
"Are you still playing those stupid games?"
"What's it to you. I'm not hurting you."
"Whatever. Get in the shower. We're going out tonight."
I had a sinking feeling in the pit of my stomach.
"Wh..what do you mean?"
"I met this cute guy at the beach and we're going on a date with him and his brother. They are also twins. Isn't that great?"
"No. I'm not going out with a boy. You know I'm not gay."
"That's ok, neither is his brother." she laughed.
"You mean I have to be a girl?" I asked, knowing her answer.
"Won't it be fun? she asked. "You haven't worn a dress in awhile. You will love what I want you to wear!"
"I'm not gonna do it. No way!"
"Really? Do you want to play it that way?"
"Please Jane. Don't make me do this. Please!" I was not above begging. "Last chance. You know I can make you do it."
She did not give me a chance to answer, but slapped my face hard. When I put my hand to rub it, she grabbed it and pulled me off my chair. I landed face down on the floor. She sat down hard on my back, knocking the wind from me. While I tried to catch my breath, she grabbed the waist band of my shorts and with my tighty whiteys she pulled them down leaving my ass exposed. Then she began to spank me. I tried to throw her off, but was unable to and was soon begging her to stop. I fought back the tears as long as I could, but not long enough. She stopped hitting me long enough to ask if I would do as I was told. Through my tears I agreed.
She stood up and ordered me to strip. She stood there waiting for me to comply. When she refused to leave, I was humiliated further undressing in front of her. She grabbed my hand and led me into her bathroom. She put on a pair of latex gloves and spread some cream on her hands. She proceeded to apply it all over my body below my neck. Then she ordered me to stand there for 15 minutes. After awhile my skin began to burn and I turned to get into the shower. She grabbed me and ordered me to wait. Finally she told me to rub the cream off with a wash cloth and not unexpectedly the little hair I had on my body was gone. She had me wash my hair and body with some flowery shampoo and soap before allowing me to leave the shower. She used a powder puff to apply some feminine smelling powder and then wrapped a towel around my chest and another around my head. Then she led me into her bedroom.
She went into her drawers and produced a pair of yellow panties and matching bra and ordered me to put them on. With my ass still stinging from the spanking I had no thought of refusing her and following her order, I dressed in her underwear. Then she left me sitting on her bed to shower herself.
"Don't you dare move!" she ordered.
Jane liked long showers and it was about 1/2 hour before she returned to the bedroom, also with a towel around her chest and around her head. She pulled some underwear out of her drawer and nonchalantly dropped the towel from her chest. I had not seen my sister naked in several years and marveled at how beautiful she really was. She slipped on a pair of blue bikinis and a matching bra. She handed me a yellow sundress with purple flowers and ordered me to put it on. She zipped me up in the back, effectively locking me in it.
Then Jane sat me at her vanity and applied all kinds of makeup. When she was done she styled my hair and put it into a high ponytail, using a purple ribbon with a large bow to tie it up. A pair of yellow sandals with a 2 inch heel completed my outfit. It was not the first time I wore heels so the modest height presented no problem for me. As always, when I was forced to dress as a a girl, I felt totally humiliated and fearfully looked ahead to my "date".
Jane put on a light blue sundress with white lace around the neck, the hem, and on the straps. She wore matching blue sandals, also with a modest heel. After she applied her makeup she stood next to me in front of the mirror. We looked like the twins we were, except for my apparent gender. She took a couple of selfies with her phone and pronounced us ready for our big date.
It was only a few minutes till the doorbell rang and Jane answered it. Her date was Andrew and mine was Brian. They were identical twins and I could tell them apart only by the clothes they wore. They took us to a local restaurant for dinner. I feared that someone would recognize me, since we often ate there with mom, but while they knew Jane, no one seemed to know me for which I was grateful.
Afterwards we went to a party. There was beer and pot, and both boys indulged. Jane and I grabbed cups of a deliciously flavored fruit punch. It had a bit of a bite to it, but I loved it and drank copiously throughout the night. At the time, I did not realize it was spiked and would get me into deep trouble. I had never had alcohol before.
The room was dark with flashing colored lights, and smoky from all the pot. Brian grabbed my hand and pulled me to the dance floor. By that time I was a bit unsteady on my feet from the alcohol and when he wrapped his arms around my waist, I wrapped my arms around his neck and we swayed in time to the music. Though I did not realize it at the time, the alcohol in the punch was causing me to lose my inhibitions at being with a boy and when Brian leaned his head over to kiss me, I kissed him back. I had never kissed any boy, or for that matter any girl before, but the kiss was very nice. His lips gently touched mine and when his tongue invaded my mouth I eagerly sucked on it.
We kept at it for a couple of more dances.
"Let's see if we can find some place a bit more private" he said.
Brian removed my hands from around his neck and holding one of them, led me off the dance floor.
I grabbed my punch and swigged it down, adding to my alcoholic high and further reducing my inhibitions. We found a two person swing on the back porch. I shivered a bit in my thin sundress, so Brian put his arm around me and pulled me close. I smiled up at him, which was all he needed to resume kissing me. Though I could feel his hand on my thigh, I was not terribly concerned and concentrated instead on returning his sweet kisses.
I felt his hand caress my thigh. It felt so good that I the warning bels in my head. I guess he took that as an invitation and slowly moved his hand under my dress. I knew I should stop him but I so enjoyed his kisses that I allowed him to continue. His hand reached my panties and he placed it right on top of my cock which was about as hard as could remember it ever being.
“What the fuck!” he screamed and pushed me onto the ground. “You’re a guy!”
All of a sudden the pleasure I felt in kissing him and feeling his hand caressing me was gone and replaced by terror. He could easily beat me to a pulp if he was so disposed. I started to cry.
Just as quickly he calmed down.
“On your knees!” he commanded.
I quickly complied. He grabbed my hand and put it on his crotch.
"Take it out" he ordered.
I unzipped his pants and pulled his cock from his boxers. It was huge, far bigger than mine.
“Stroke it sissy!”
I had never touched another guy’s cock before but prayed if I obeyed him he wouldn’t hurt me. It didn’t take him long to get hard.
“Put it in your mouth!”
I looked up at him. I did not want to do that.
“Now!” he said with his fist raised.
I leaned over and tentatively licked the head of his cock.
“Nice” he said, but I want a full blown blow job and you better swallow it all.
I nodded and took him into my mouth. He grabbed my head and shoved it all the way in. I felt his balls against my chin and I struggled not to choke. He then fucked my face and within a short time unloaded his cream into my mouth and down my throat.
“Clean me good!”
I licked him until I had all the semen of his cock.
“Good job Justine! We’ll have to do this again sometime” he laughed.
Was zipping up his pants when I heard "JUSTINE!"
I looked up and saw Jane coming towards us.
"What the hell do you think you're doing?"
"We were just having a bit of fun." Brian said.
"Your fun is over" replied Jane. "We are going home."
She grabbed my hand and helped me stand as Brian walked away.
"Where is your purse?"
Holding my hand, she led me back into the house to look for my purse. I had no idea where it was, but Jane soon located it and handed it to me.
"I called for a taxi. I’m guessing he was as big a jerk as his brother" she remarked.
“Did he make you give him a blow job also?” I asked, suddenly realizing I did not want her to know what happened.
“No, of course not. I don’t do that. Why do you ask? Did you? You did or you wouldn’t have asked that.”
She pulled me out the front door and the cab was waiting. She literally pushed me into the taxi.
We rode home in silence. I knew I would feel her wrath when we got there.
When we walked in the front door she sat me on the sofa and asked me what happened. I told her the whole story, seeing no point in denying it. She shook her head but said nothing.
I woke the next morning I awoke with a terrible headache. I was still wearing Jane's panties and bra. I removed them and put on a robe. I went to the kitchen to get aspirin and Jane was already there.
"Here Justine, have some coffee. Do you want breakfast?"
I took a couple of aspirin and gratefully accepted the coffee, but turned down her offer of food.
“Do you want to talk about it?”
"No, please. I just want to forget it happened.”
“Did you enjoy it?”
“No. I am not gay."
"Well, you sure could have fooled me last night."
"It was the alcohol. I didn't realize the punch was spiked." "I guess not."
I finished my coffee and went to take a shower. When I came back to my room Jane was sitting there. On my bed were a clean pair of panties, a bra, a short pleated skirt and tank top.
"I'm going to enjoy having a sister for the next two weeks" she said with a smile.
I realized that it was going to be a long two weeks.Over the next two years, I found myself in skirts more often than I cared to think about and when high school was over, I split, leaving Jane and my mom behind. I would have been happy not to see them again.
I omitted the stories about being a flower girl and Raggedy Ann, and told Amanda about my date with Brian, leaving out the "romantic episode". I hoped all she wanted to hear was about my proficiency with walking in heels.
Amanda smiled but said nothing. She ordered me to start preparing dinner, but be ready to change back into the red dress when Rosa was finished with her sewing. I nodded and hurried to the kitchen, getting away from the front window.
After I tried on the red dress one more time, Rosa pronounced it finished and helped me remove it. Amanda ordered me to put the black dress back on.
"I think you should stay in that mode for the rest of the day. Don't you?"
It was not a question to which I could say no, so I nodded and slipped the black dress on.
I got dinner in the oven and went to tell Amanda when it would be ready. I turned to leave, wanting to get away from the window when she ordered me to sit with her.
"I've been thinking. I like you like this." she told me. "I think I will keep you in skirts. Tomorrow we will go shopping for a new wardrobe for you, Justine!"
When I awoke the next morning Amanda was gone. Pinned to the bathroom mirror were a note and a pair of pink panties. The note read:
Justin you will wear these panties today. Rosa will be taking you shopping. You will listen to her as you would with me. I had better not get a bad report from her. She has my permission to discipline you in any way she sees fit.
I took a good look at the panties. They were very silky with lace on the leg openings and waist. They were ultra feminine. I decided I would not wear them. Instead I put on my boxers, jeans, and a tee shirt.
When I entered the kitchen Rosa was eating her breakfast. I grabbed a cup of coffee and took a bowl of cereal. I was about to sit down when Rosa spoke.
“Pull down your pants. I want to be sure your wearing my panties!” It was not a request.
“I most certainly will not. Who do you think you are? You’re a 16 year old girl and you expect me to take orders from you? Forget it!”
She smiled at me which took me by surprise and then stood up. Slowly she walked around the table. By that time I had sat down. She put her hands on my shoulders and gently massaged them.
“To answer your first question, I am my mother’s daughter. And as for the second question, yes! I do expect you to take orders from me. Now will you pull down your pants or will I have to force you?”
She said this very calmly and a shudder ran through me. It was a reminder of how Jane treated me, the calm before the storm which always resulted in my doing her bidding. This time, however, I vowed to myself it would be different.
“Go finish your breakfast. I am not dropping my pants for you.” I replied with a bravado I did not really feel.
Before I knew it, Rosa tipped my chair backwards causing me to fall on my back and hit my head, stunning me for a moment. She sat on my chest with her legs pinning my hands to my body and began to slap my face. I had no leverage and despite my best efforts I could not move her.
Each slap seemed harder than the previous and she was hurting me. I was not sure how long I could take it and she did not seem to be tiring. After every few slaps she would stop and ask me if I would comply with her demand. Eventually the pain became too great and I agreed to her demand.
She stood up and walked forward over my face giving me a nice view up her skirt displaying her panties which, despite the pain I was in caused me to become erect.
“You like what you see sissy?”
I felt myself blush but did not respond. I got to my feet and she motioned for me to drop my pants. I recognized the look in her eyes as the same that Jane had when she knew she had beaten me. Involuntarily, I took a step back. Her smile became broader as she advanced towards me. I knew I should have tried harder to stop her but fear froze me and I stood there helplessly as she unbuckled my belt, unbuttoned my pants, pulled the zipper down and let them drop to the floor. I could not look her in the eye.
“You are not wearing the panties that mama told you to wear. You will have to be punished.”
I surprised myself when I told her I would not wear them and I would deal with her mother when she came home. Rosa laughed and unexpectedly slapped my face again. I tried to step away from her but tripped on my pants which were still down around my ankles causing me to fall on the floor. She quickly rolled me onto my stomach and sat on my back. Then she pulled down my boxers exposing my bare ass and began to spank me.
She was much stronger than I would have imagined and soon I was begging her to stop. She ignored my pleas and tears soon came to my eyes. I tried desperately to hold them back but before I realized it I was bawling.
She laughed and said “You cry like a little girl being punished by her mommy!”
When she finally stopped, I agreed to do whatever she told me to do. I could not take any more pain.
With my pants and boxers off she led me back to the bedroom and watched as I slipped on the pink panties that had been left for me. Ordering me to come with her she headed for her room. I was in no state of mind to disobey her. Between the face slapping and spanking I had received from her I was willing to do anything to avoid more pain. At the time, I did not think of how ludicrous it was for a 25 year old man to be so cowed by a 16 year old girl.
She went rummaging in one of her drawers and produced a bra that matched the panties I was wearing and ordered me to remove my tee shirt and put it on. It was very tight and I needed her help to hook it in the back. Then she went to her closet and produced a pair of jeans and a sheer white blouse and told me to get dressed. The jeans were unmistakably girls’. The zipper and button were on the opposite side and they had a flowery pattern on the back pockets. They were a bit long for me so Rosa rolled up the cuffs. Then I saw to my horror, that the bra was clearly visible through the blouse she had given me.
“Please Rosa, don’t make me wear the bra? Everyone will see it.”
“You should have thought about that before you disobeyed me. You need to be punished and wearing my old training bra and dressing in girl’s clothing will be your punishment. One more word and I will put you in a dress. Do you have anything else to say?”
The look in her eyes told me she was hoping I would give her further cause to discipline her so I meekly shook my head, denying her, temporarily at least, from inflicting further pain on me.
“Alright, Justine, let’s go. We have a lot to do today.
“But I haven’t eaten breakfast”.
“And whose fault is that?”
Fearing more punishment I let it slide. I grabbed my jacket which she immediately tore out of my hand.
“It is warm enough, you won’t need it.”
“But everyone will be able to see the bra under my shirt.”
“Yes they will, JUSTINE” she said with a smile.
Before I knew it I was outside the front door and had to walk with her down the block to her car. I didn’t have my wallet or my keys and in the girly clothes I felt extremely vulnerable. I was relieved that no one was on the street and quickly got into the car praying that none of the neighbors had seen me. I hoped she would take me to a mall far away, but that was not Rosa’s plan.
She pulled into the parking garage of a local mall where we were almost certain to run into someone we knew. She parked as far from the entrance as she could, forcing me to walk a long way where I could be seen. I noticed people staring and pointing and I kept my eyes to the ground so I wouldn’t have to look at them. There were a several snide comments that also came my way.
We went into a store that sold lingerie where a sales girl greeted Rosa warmly. She was a young woman, about my age who obviously knew my wife and Rosa. She could not help giggling when she looked at me and saw my bra through my blouse.
She introduced herself as Laura before bursting out in laughter.
“This is my step daddy, Justin, but you may call him, or should I say her, Justine.” Rosa said as I was too humiliated to speak. “As you can see he is a real sissy so mom has decided he should come out of the closet. We have come to buy him some appropriate lingerie”.
“I can certainly help you with that. What did you have in mind?”
“Oh the usual, some panties, bras, a couple of slips, full and half, stockings, garter belts, pantyhose, and a corset or two.”
“Well then, let’s get started” said Laura. I think the first thing we should do is give her a bra fitting, then we can get her some matching sets of bras, panties, and garter belts.”
“Great idea!” said Rosa. “Come along Justine!”
They took me into a dressing room and ordered me to remove my shirt and bra. Laura took a tape measure and wrapped it around my chest.
“She is a 34. What size cup do you want?”
“I think a C cup would be perfect for her” replied Rosa. “What do you think?”
“I agree” said Laura. “Will you want falsies to fill them?” “Mama didn’t say but I think that would be great.”
“I have two types, mastectomy pads or silicone breasts. The advantage to the silicone is that you can use a medical adhesive to glue them on and she can even swim or walk around topless. You will need a solvent to remove them or they will stay on for several weeks before falling off. They are quite a bit more expensive though.”
“Oh definitely the silicone” said Rosa, laughing. Things were getting out of hand.
“Your mom didn’t say anything about that. I will not allow you to glue anything on me!”
I never saw it coming. Rosa turned toward me and slapped my face hard enough to cause me to fall backward. I manage to keep my balance but was unable to defend myself as she slapped me a few more times, again bringing tears to my eyes.
“Now do you have anything else to say about your breast forms Justine?”
I shook my head, unable to speak.
“Good! You will obey me or I will not hesitate to remove your jeans and panties and spank you in the center of the mall. Do you understand?”
I nodded, still unsuccessfully fighting back the tears. Laura had all she could do to contain her laughter and Rosa just stared at me as I finally regained my composure, or at least as much as I could.
“You will have to remove your trousers, Justine so I can measure you to determine your panty size” said Laura.
Hoping to avoid that I told her the size 6 I was wearing was fine.
“Remove your trousers now!” said Rosa. Reluctantly I took off my shoes, socks, and pants.
“There is not much there” said Laura as she stared at the small bump my penis made.
“Honestly, I don’t know how mama puts up with him. He can’t possibly satisfy her with that tiny thing.”
Both girls laughed while I turned even redder. Laura measured my hips.
“She is right. A size 6 fits her perfectly.”
The two girls left the dressing room to select lingerie for me to try on. Rosa grabbed my pants and blouse on the way out to prevent me from dressing and running. I sat there for quite some time before the two girls returned with arms loaded with various types of lingerie. All of it was very lacey and silky and ultra-feminine.
I could not try on the panties, but I tried on everything else including the bras, slips, nighties, girdles, and garter belts. The last outfit I tried on was a black bra with a matching garter belt and black stockings.
“Ok Justine, take off your panties. You will wear the black panties that go with the bra and garter belt.”
“Please Rosa, not in front of Laura.”
“Do it sissy and call her Miss Laura as a sign of respect. In fact, from now on you will call me Miss Rosa. Understood?”
I wanted so much to hit her, rip off the clothes and make a break for it, but I was too much of a coward. Instead I merely dropped my eyes to the floor and answered “yes Miss Rosa.”
I started to turn my back to them while I removed the pink panties I was wearing, but my step daughter stopped me.
“No need to turn away sissy. You don’t have anything we haven’t seen before, though probably none are as small as yours.”
Both girls giggled at her remark and as I pulled off my panties, Laura’s giggle turned into an uproarious laugh.
“You weren’t kidding Rosa. I haven’t seen anything so small except for the little boys I baby sat for. All the boys I‘ve been with were at least twice as big. How can he possibly satisfy your mother?”
“He can’t. At least not with that teenie weenie peenie” she replied, also laughing.
I quickly put on the black panties determined not to cry again.
I started to put on my shirt but I was stopped by Laura.
“Don’t you think this sissy should have the breast forms in her bra?” “Yes, of course. Thank you for reminding me” answered Rosa. “Shall I glue them on to his chest or just set them in there?”
“Oh, of course glue them on. And I will hold on to the solvent so Justine can’t remove them herself.”
“We should shave the little hair he has before putting the glue on. This will allow it to adhere longer” said Laura.
“Can you do that?” asked Rosa.
“Yes, Justine is not the first sissy I have dressed in the store. Wait here a moment.”
Laura was gone only a minute or so and returned with shaving cream, a razor, and a towel. I was ordered to remove my bra. It took her only a few minutes to remove the little hair I had on my chest.
Laura positioned each of the silicone breasts on my chest and made a mark to indicate where they would be placed. Then she applied an adhesive to each breast and positioned them where she had made her mark. She held them to my chest for a minute or so to be sure the adhesive dried. When she removed her hands I could feel the weight of my new breasts. I was almost grateful when I was allowed to put on the bra to hold them.
I was then allowed to dress and the realization hit me that I now sported two realistic looking breasts though still looking like the male I was. This was even more humiliating then just the pink bra showing through my tee shirt. Now I was sporting two very feminine looking breasts that stood out even more in the black bra. Laura bagged the rest of the lingerie we bought and handed the bags to me. Rosa paid for the items with Amanda’s credit card and we were off to another store for further humiliation. Of course, it had to be on the opposite side of the mall. With my breasts protruding and carrying the pink bags with the store’s name on them I was exposed to even more humiliation as we walked.
We approached a store called “The New Woman” and as we neared it I stopped.
“Please Rosa don’t make me go in there. I will go anywhere else, but not there. I beg of you.”
“Why not Justine?”
“I..I just can’t go in there. You have to believe me.” “Unless you give me a good reason, we are going in there.”
She stood there staring at me, waiting for an explanation. I had seen a young woman through the window and recognized Jane, my sister. I could not face her like this. But I knew if I told Rosa my reason she would insist on going into the store.
“Well, I am waiting JUSTINE!”
When I didn’t respond she grabbed my hand and dragged me into the store. My day was going from bad to worse.
“Hello. How can I help ...” said Jane.
She stared at me for a few moments and then burst out laughing.
“Justin? Is that you?”
I was unable to respond and looked at the floor as I burned up with embarrassment.
“Oh my! I guess once a sissy always a sissy” she laughed. “You know him?” asked Rosa.
“Oh yes. I am Jane, his sister, and you are?”
Rosa’s face lit up and she had a big grin on it.
“I am Rosa, his stepdaughter.”
Jane’s smile got even bigger and she hugged Rosa.
“Come into the back and we can talk! You too Justine!”
It was not a request and my old habit of obeying Jane kicked in. Reluctantly I followed them into a back room. I knew this did not bode well for me but I was at a loss trying to figure out how to get out of whatever they came up with.
“Do you mind if I call my mom?” Rosa asked. “I think she is home by now and would love to meet you.”
“By all means” replied Jane. “I would enjoy meeting her as well.” “In the meantime, Justine, strip to your undies!” said Rosa.
Rosa left the dressing room to call Amanda. Jane approached me and instinctively I backed up until I was against the wall.
“I’m not going to hurt you Justine” she laughed “at least not physically. Now shouldn’t you do as Rosa told you? You wouldn’t want her to spank you, would you?” she laughed again.
Knowing I would be in for it if I were still dressed when Rosa returned, I removed my outer clothing while Jane stared at me the whole time.
Rosa returned fairly soon and announced that her mother was already in the mall and would be joining us momentarily. Jane left the room to meet Amanda leaving me with Rosa.
“What a pleasant surprise Justine. Aren’t you happy we met your sister?”
I could see by the look in her eyes that she was enjoying my discomfort and chose not to answer her. Before I could react she slapped me in the face. My emotional state was such that I immediately started to cry.
“I asked you a question Justine and expect an answer. You don’t want mom and Jane to come back and see you over my lap, do you?”
“No Miss Rosa, I don’t. I am to be completely honest, I was hoping never to see Jane again.”
“Thank you for your honesty, but I think we are about to have a lot of fun, don’t you?” she laughed.
I did not respond but quickly dried my eyes just as Jane and Amanda entered the room.
“...control his masturbation?” I heard Jane say as they entered. “It would be better for us all if I did that” answered Amanda.
“I have a variety of chastity devices that will do the trick for you. I wish I had known about them when we were teens. My own sissy is in chastity. It is amazing what they will do for you in hopes of being allowed to have an orgasm.
“Well why don’t you show us some?” replied Amanda.
“Before I do that, however, I have another proposal that will be just as effective and in panties, he will look like a girl in front.”
“Oh, do tell” said Amanda smiling. “I think that would be even more humiliating for her.”
“Do you know what tucking is?” “No”.
“Let me show you.”
“Justine, remove your panties!”
By now I was so afraid of being punished that I did not protest but quickly obeyed her and stood there helplessly in only my bra awaiting my next humiliation.
Jane approached me and put her hands close to my balls.
“May I?” she asked as she looked back at Amanda.
“By all means” replied Amanda.
Before I could think to protest, Jane manipulated my balls up inside my body. Holding them there she bent my penis back between my legs and turned me toward Amanda.
“I have some adhesive to put on his penis which will keep it there. It is not water soluble and can be removed by either a special solvent, or be allowed to wear off in about 4-5 weeks. She will be unable to get an erection and will, of course, have to sit on the toilet to urinate. I have found it to be a most effective means of controlling my own sissy.”
“I looked over to Amanda and saw her smiling.”
“Oh please Amanda, isn’t that going too far? Don’t do that to me. I beg of you.”
“One more word Justine and I’ll have you over my lap. Would you like me to spank you in front of your mother and sister?”
Just then the door opened and mother walked in.
“Mother? But how...”
“I texted her” said Jane. “We both missed you so much when you ran away” she said very sarcastically.
I didn’t think that I could be more humiliated than I was then, standing there wearing only a bra, with Jane holding my penis back between my legs against my scrotum which was mostly now inside my body. I felt my face flush even more than it had been.
“I see her chest has already been shaved, but we really should shave the rest of her body first” said Jane.
“Can we do that here?”
“By all means. I will have my assistant take care of that”
“Tracy! Get in here!” Jane called out.
In short order what I can only describe as a flaming faggot minced into the dressing room.
“You called me miss?” he said dropping a curtsey despite wearing tight flowery leggings.
“I did. Take this sissy and get rid of all his body hair! You know what to do.”
“Yes ma’am” he replied dropping another curtsey.
Turning to me he grabbed my hand and started to lead me out of the dressing room.
“Wait! I can’t go outside wearing only a bra!”
“Jane smiled and asked Amanda “Is it ok if we let her put on her panties?”
Laughing, Amanda could only nod in agreement and adding further to my humiliation. Tracy picked up my panties and held them out for me to step into. He then led me outside the dressing room and into different room. I was relieved that there was no one else in the store to witness my humiliation.
“Relax!” he said. “You don’t have a lot of body hair. This will be easy. Remove your pretty undies and lay down on your stomach on that table. Then stretch your arms above your head.
I did as directed and he quickly handcuffed them and tied strapped them to the table with a leather strap.
“What are you doing?”
“Just making sure you don’t run. I will be in big trouble if you do.” “Where am I going in a bra and panties?”
“Others have tried to run that’s why I am tying you down.
He then spread my legs and strapped each of them to the table. Spread- eagled as I was, I felt helpless. He then proceeded to place hot wax on my legs. When he pulled off each strip I screamed in pain.
“Tut..tut.. tut. You really are a sissy!”
“That really hurts” I cried.
“Yes I know. I screamed like that the first time also. It does get easier.”
Before I could respond he pulled the second strip off. I gritted my teeth, but could feel tears escaping. He finished the back of my legs and then went to my back and shoulders.
“You’re lucky” he said “no hair on your ass.”
He then flipped me over and did the same to the front of my legs.
“I see your chest is already shaved. That will save us some time and you as bit of pain.”
He then went to work on my groin. That hurt the worst but I somehow I was able to hold back the tears. I now had no hair on my body below my neck.
“Would you like one last orgasm before they put in you in chastity?” he asked me.
“What do you mean?
“Once Jane puts that adhesive on your little clitty and glues it back, you will not be able to get an erection.”
“Amanda won’t allow that; she is bluffing.” “Are you sure?”
I realized we had not fucked in a long time. I usually brought Amanda off with my mouth and if she was in the mood she would masturbate me. More often than not I would go to sleep frustrated and have to jerk off when no one was home.
“I...I don’t know.”
“Trust me! That is what Jane was showing her with the tucking and pulling your little clitty back between your legs.”
“Look!” he said and proceeded to pull his legging and panties down.
His penis was pulled back between his legs and seemed glued to his scrotum. There was no sign of his balls. I was shocked.
“Did Jane do that to you?” “Yes.”
“Why do you allow it?” “Because I love her.”
“So how often does she let you cum?”
“Whenever she decides, usually I have to earn it.” “Doing what?”
“It varies. “
He reached over and grabbed my cock. “No, don’t do that! I am not gay!”
He ignored me and began stroking me. I tried to squirm out of his grip, but strapped down the way I was severely limited my ability to resist him.
“Please don’t do this” I begged.
He leaned over and took me in his mouth. I tried to think of anything I could to keep myself from getting erect. Despite my best efforts, I fought a losing battle. Tracy obviously knew what he was doing and seemed determine to get me off. It had been days since I last jerked off and I was horny. It took little time before I was hard and even less time until I shot my load into his mouth. As I came down I realized it was one of the best orgasms I had had in a very long time.
He smiled at me and leaned over my face. Then he surprised me by kissing me and forcing his tongue into my mouth, along with it most of my ejaculate. Taken by surprise again, I swallowed it before I could resist.
“You taste so sweet” he told me “and you allowed me to earn an orgasm. Thank you.”
Then he leaned over again and kissed me again before freeing my hands and legs. He helped me off the table but when I stood up the weight of my ersatz breasts was apparent and very uncomfortable. Humiliating though it was, I asked Tracy if I could at least have my bra and panties to wear. He refused. Then he took me by the hand and led me back to the dressing room.
The four women looked up as we walked into the dressing room. Tracy stood aside to allow me to enter first. I found myself covering my cock with one hand and tried to cover my breasts with the other. This just caused them all to laugh.
“Just like a girl!” Amanda roared.
I could not look them in the eye and cast my eyes to the ground.
“Amanda, why don’t you tuck him while I get the adhesive and solvent for you” said Jane.
Amanda walked over with a big smile brushed my hand away from my cock. She then manipulated my balls up into the cavity from whence they came and pulled my flaccid cock back between my legs. Jane returned with two tubes and a latex glove which she put on Amanda’s hand. Following Jane’s instructions, Amanda placed a dollop of the glue on my cock and pressed it against my scrotum. She held it there for about 30 seconds before letting go. To my horror it remained in position. I was then ordered to put on my panties and model for them. They all applauded and laughed. A quick look in the mirror confirmed what Jane had said, from the neck down I did, indeed look like a female.
“I see you are still the sissy, Justine.” Mother said. “I was hoping you would outgrow it.”
“You didn’t help mother. You allowed Jane to bully me all those years.”
“I allowed her? You are a male for heaven’s sake. You should have been able to stand up to your sister. She wasn’t bigger than you, was she?”
“No, I suppose not.”
“I kept hoping you would one day stand up for yourself. But when you went to your high school graduation wearing a dress because Jane ordered you to do so, I gave up and decided to accept you as you were. I guess you just didn’t have it in you to stand up for yourself. Then you ran away. You are probably better off this way as the sissy husband of a dominant lady.”
“He went to his graduation dressed as a girl?” asked Amanda.
“He never told you that?” replied mother. “Did he tell you about any of his excursions in skirts?”
“Only about his date for a party that he went to with Jane.” “What party was that?” asked mother.
Jane explained to mother about the party and how she caught me with Brian.
Mother, Amanda, and Rosa all had a good laugh at that.
“He never told us about giving a blow job to another boy. You were remiss Justine and will have to be disciplined for that” said Amanda.
“So tell us about graduation.”
Mother and Jane looked at each other, smiled, and Jane began the story.
I grabbed my bra from Tracey and slipped it on. It was a relief having it to hold up my new breasts. I looked around for my clothes but did not see them. Rosa smiled at me as she handed me a pile of clothing. Too my horror they were ultra feminine and consisted of nude stockings, a white corset, a hot pink denim skirt that barely covered the tops of my stockings and a white sweater. Not wanting to risk further punishment I resigned myself to wear what she gave me. To complete my outfit she handed me a pair of pink pumps with 4 inch heels.
While I was dressing Jane related the story of graduation. I was near tears as I recalled one of the most humiliating days of my life. At least it was until today.
I was up early on graduation day. I was going to wear my only suit and tie. I was looking forward to graduating and the end of school. I came out of the shower and wrapped a towel around my waist. I walked into my room intending to put on my suit but was shocked to find feminine lingerie on my bed and a fancy dress hanging on my closet door. I knew it was Jane’s idea. I went to my dresser to get out a pair of boxers, a tee shirt, and socks, but found only silky panties, lacy bras, and nylons. I was angry. A quick look in my closet also revealed only feminine clothing. My suit was nowhere to be seen. There was no way that I would dress like a girl for my high school graduation.
Wearing only a towel around my waist I went storming into Jane’s room, not waiting to knock. She sat on her bed fully dressed with a big grin on her face and just stared at me.
“Where are my clothes?” “What do you mean?’
“You know damn well what I mean. I want my underwear, socks, shoes, and the suit that I was planning on wearing today to graduation.”
“Oh that. They are probably at the charity shop by now. I believe mom was making a run yesterday and I made sure she had plenty of stuff to take.”
“You knew I was going to wear that today. What am I going to wear?”
She grabbed my hand and dragged me back to my room.
“It looks like you have more appropriate clothing. I suggest you dress and I will help with your makeup.”
“No. You can’t do this to me today. Please Jane. Not today.”
“You will have to take it up with mom. I don’t care if you go to graduation or not, but I think mom will want to see you walk.”
I ran into the kitchen where mom was fixing breakfast. “What is it dear?”
“My clothes are gone. Jane got rid of them. I have nothing to wear. I won’t be going to graduation.”
“That is not an option.”
She stood up and grabbed my hand, leading me back to my room. She quickly looked through my drawers and in my closet.
“If you can’t take care of your clothes you will wear what is here. That is a very nice dress. It was the one your grandmother wore to her High school graduation in 1958. I think it will look very pretty on you. Now get dressed and have some breakfast! Now!”
“No, I am not going to graduation dressed as a girl where everyone can see me.”
“You should have thought of that when you allowed Jane into your closet, besides what’s wrong with being dressed like a girl? “You dress like one often enough.”
“No more talking. I will not miss seeing both of my children walk for graduation. Get dressed now or you will be spanked.”
I was so accustomed to obeying the two women in the house, knowing she was serious and realizing I was going to walk one way or another I asked them to leave the room.
“If you need help, ask Jane.”
She was the last person I wanted to help me, but I knew I had no choice. I soon discovered that the underwear was also vintage. The panties were white trunk style and the matching bra was a bullet bra. I also realized I would be wearing stockings, and not pantyhose. Jane told me, pantyhose had not been invented in 1958. To hold up the stockings and give me a more girlish figure I would be wearing an open bottom girdle with 6 garters hanging down.
Before I could react, Jane pulled the towel off of me leaving me in only my birthday suit. I then had to struggle into the girdle with her flashing a shit eating grin the whole time. I finally manage to get the girdle in place, wondering how women put up with them and sat on the bed to put on the stockings. I knew from my experience with pantyhose to roll them up my legs. I had a bit of trouble hooking up the garters and my sister graciously (NOT) helped hook the ones in the back. Then the panties came on over the stockings. I realized that going to the bathroom would be a bit of a chore. Next was a full white slip with lace at the top and along the hem. It fell just below my knees. I then stepped into two white crinolines with elastic waists. They fell just below the hem of the slip.
The dress was yellow with a very full skirt. It was sleeveless and came up to my neck. I needed help from Jane to zip it up in the back and I knew that I would be unable to remove the dress without help. The yellow pumps that matched the dress had 2 inch heels which, with my past experience in girls’ shoes were no problem for me to walk in. The whole time I was trying to figure a way out of going to graduation, but could come up with no ideas that wouldn’t result in pain for me.
I allowed Jane to fix my hair and makeup, deciding that if had to dress like a girl I should look as good as possible. She brushed my hair out and tied it into a high ponytail, tying it off with a yellow ribbon which matched the dress. When she finished, I did indeed look like a girl, and a rather pretty one at that. Of course, everyone at school would know the truth about me and I dreaded their reaction.
I was too upset to eat breakfast and as I sat on the backseat in the car I was still trying to figure a way out of walking. I had on the cap and gown which hid the dress, but with makeup on my face, my hair in a feminine hair style my bare legs and women’s shoes. It would not take a genius to realize I was in a dress. It was all I could do not to cry, but I had been warned not to ruin my makeup, at least not until after the ceremony.
When we got to school Jane grabbed my hand and led me to the auditorium where the ceremony would take place. She realized I might try to run and was not going to let me. In any case, I could not have gotten very far and had no idea where I would go dressed as I was. By that time I accepted my fate and was grateful I would probably never see most of these kids again.
We were back stage and lined up in alphabetical order meaning Jane was immediately in front of me. We marched into the auditorium and took our seats in first few rows. We listened to several boring speeches and then it was time for us to get our diplomas. They called us up in alphabetic order. I dreaded walking up there dressed as I was. I could imagine all the comments that would be coming my way. I heard the principal call Jane Taylor and knew I was next. I was not prepared to hear him call up Justine Taylor, which, predictably was accompanied by laughter from most of the students as well as some of the parents who knew me.
The principle did a double take when he looked at his list of names and then shrugged his shoulders. Clearly, someone had listed me in the feminine form of my name and the name Jane and her friends used. With head down I made my way onto the stage to receive my diploma. The principal had shaken each boy’s hand and kissed each girl on the cheek. My humiliation was increased when I put out my and to shake his and instead received the kiss reserved for the girls.
I was almost in tears when I descended from the stage. After the ceremony we returned to our homerooms to return our caps and gowns. That was when the other kids got the first look at my dress. Most of the boys broke out in laughter. There were a lot of remarks about my being a sissy and a pantywaist. One girl asked me if she could borrow a tampon. There were a couple of girls who complimented the dress and wanted to know where I bought it. A couple seemed interested in knowing if I were transitioning to female.
I could take no more. Crying, I ran out of the classroom as fast as I could in my heels, hearing their laughter behind me. I found my mother and grandparents waiting for me. Mother seemed uninterested in my emotional state but my grandmother pulled me into her arms and hugged me until I was able to calm down. She took out a hankie and wiped my eyes. Then she fixed my eye makeup which was a mess.
“I hate to say it, Justine, but you look much prettier in that dress than I ever did.”
That was not what I wanted to hear, but I said nothing. It felt good to be next to my grandmother with her holding me close. We waited there until Jane showed up. She took my diploma from me and handed it, along with hers to our mother.
“No wonder he called you Justine” mother said “that is the name on your diploma.”
At that point I did not care and wanted only to go home and get out of the clothes I was wearing. That was not to be. Mother was taking us out to for lunch to celebrate. The only good thing about the day, I thought, was that it was over and I would not have to see any of the kids again.
It was when we got home that my new horror began. I had no boys clothing. Jane had succeeded in getting rid of all of them. Mother refused to replace my wardrobe and I had no money. All I had were some of Jane’s castoffs.
“And so he essentially became our housekeeper, that is, until he ran away” said Jane.
I heard Amanda and Rosa laughing at Jane’s telling of my humiliating experience at graduation. Only Tracy showed any sympathy or was it a look of pity. I couldn’t be sure. Both Amanda and Rosa hugged my sister and promised to see her again. It would be a lot sooner than I expected or wanted. Jane handed me a small pink purse. Amanda paid for our purchases, with a friends and family discount, and we left the store with my packages in hand and walked through the mall. I looked like a prostitute, which subjected me to more stares, snide comments, and further embarrassment.
I soon found that wearing 4 inch stilettos made it impossible for me to keep up with Amanda and Rosa, and my pleas for them to wait fell on deaf ears. I walked as fast as I could but by the time I exited the mall they were nowhere to be seen. I walked to the spot that Rosa had parked in but got there just in time to see her pull out. I could not find Amanda. I checked my purse. I found lipstick and a compact. There was just enough money for me to take the bus, but that meant transferring and I knew it would take at least 2 hours to get home. I felt like crying.
Seeing no other choice I made my way to the bus stop at the mall. My feet were already hurting and I knew I would have a bit of a walk once I got off the bus. The bus stop was not crowded. There was a teenage boy who just stared at me. Eventually he made his way over to me. He appeared to be about 16 or 17, about the same age as Rosa.
“How much?” he asked me.
“I beg your pardon.” I responded in the most feminine voice I could manage.
“How much to let me fuck you?”
I turned away choosing not to dignify his question with an answer. He grabbed my shoulder turning me to face him and almost knocked me over.
“How much will it cost for a blow job?”
“Leave me alone, I don’t do that!”
”Yeah right!” he said sarcastically.
“You are obviously a whore, so tell me how much.”
Before I could reply the bus pulled up. I heaved a sigh of relief and got on. I walked to the back and took a seat by the window. It would be at least a 45 minute ride and then I would have to change buses. I was not happy.
I looked up as the same boy sat down next to me and smiled at me. The bus was empty except for the two of us. As the bus pulled out he put his hand on my knee. I looked down to remove it and realized my skirt was so short that my stocking tops and garters showed. He moved his hand up my leg and I put my hand on top of his to stop him. He grabbed my hand and placed it on his groin. He was already hard.
“Take it out!”
I was too nervous to respond and merely shook my head.
“Take it out or I will fuck you right here and now.”
I looked towards the bus driver. If he heard us he was ignoring us.
“He won’t help you bitch. This is your last chance. Take it out!”
He had a strong grip on my thigh and was squeezing it. I tried to stand up but he kept the pressure on.
“Take it out or I will hurt you” he said very quietly.
I believed him. I turned towards him and slowly pulled his zipper down. With tears in my eyes I reached into his boxers and pulled out his cock. It looked massive compared to my own.
“On your knees, open your mouth, and get to work!”
I slowly slipped down onto my knees and reluctantly started stroking his member a couple of times. I was trying to avoid sucking him off, but he grew impatient and pushed my head into his groin.
“Open your mouth slut!”
I obeyed him and allowed his thick warm cock into my mouth. I decided my best bet would be to bring him off quickly. While stroking him I licked the head and then ran my tongue along his shaft. I tried to mimic what Tracy had done to me.
“That’s it bitch. Now lick my balls!” I did as I was told.
“Now take it into your mouth!”
I took his cock into my mouth and little by little he began jamming it down my throat. He pulled out a little when I started to choke, but rammed it in again. Holding my cheeks with each hand he fucked my face and I was helpless to stop him. I heard his heavy breathing and felt him tense. I tried to pull away but he held my face tightly between his hands. I would soon feel and taste his hot cum spurting into my mouth and down my throat. He ejaculated two or three more times before growing flaccid and withdrawing. By now I was crying from the humiliation I was feeling.
He put his cock away and zipped up his pants.
He dropped a five dollar bill on the seat and moved up to take a seat away from me. When he finally got off the bus I managed to pull myself together and realized I had missed my stop. I took a look in the mirror of my compact and I saw my lipstick had been ruined. I also realized that I had cum on my skirt and corset. To make matters even worse, I didn’t have enough money to take the bus back to my stop and transfer, so I would have to walk back. It was a good mile away and my 4 inch heels were not made for walking. I fixed my lipstick and using a tissue, did the best I could to remove his cum from my clothes. Then I began the long torturous walk back home.
By the time I got home it was very late and Amanda was pissed. I was too ashamed to tell her of my forced cock sucking by the teenage boy so I just told her I missed my bus. She took me over her lap and with my ass being sore from the earlier spankings I was crying after the first stroke. When she finished she told me to repair my makeup and get dinner on the table. I would only set 2 places, for her and Rosa. I was consigned to eating by myself in the kitchen. In some ways it was a relief not to have to suffer the humiliation they would rain on me. But, it was also a further indication of how my role in the house had been diminished.
I washed the dishes and cleaned the kitchen. I then reported to Amanda.
“Justine, we will no longer be living as husband and wife. You have proved to be inadequate as a husband. You will now be our housekeeper. As such, you will no longer share the marital bed with me. I have donated all your male clothing to charity. You will have no need of it. The clothing we bought for you today and the clothes that Rosa donated to you are in the guest room which will now be yours. Is that clear?”
It felt like déjà vu. Fighting back more tears I could only nod, being unable to speak. I wondered how it all came to this. She then sent me off to bed where I cried myself to sleep that night.
Now that I was their housekeeper, Amanda bought me several plain black and gray dresses, like hotel maids wear, for doing my household chores. Of course I wore frilly white pinafore style aprons over my dresses.
The next evening, Amanda handed me a box and told me it would be my evening uniform. I was not shocked to find it was a black French maid’s dress. It had an attached white petticoat and came with black fish net
stockings, a black garter belt and black pumps with 4 inch heels. She gave me a white bra and matching silk bikini panties to wear underneath.
I did my chores for the day. Then I made a salad, and put dinner in the oven. For dessert Amanda requested ice cream so I did not have to bake, which was fortunate since my previous attempts had all been thrown out. While dinner was cooking I took a hot bath and dressed in the scandalously short maid’s dress that Amanda had given me. This would become my daily routine.
One other issue I had was with Rosa’s boyfriend. When he would come to pick her up for a date he leered at me and when no one was looking, would pinch my ass or grope my breast. He knew, or at least I thought he knew who I really was, but it did not deter him from harassing me. Rosa encouraged him to paw me and laughed at my discomfort. He would often spend the night and I was expected to wash and iron his clothing so they would be fresh and clean for him the next morning.
About two weeks after my shopping spree Amanda informed me that Jane would be coming for dinner. It was not an event to which I looked forward. With Rosa having a date that night, I had the table set for two. I did my meal preparation in advance so I would be free to be at their beck and call. I did not want to give either of them a reason to punish me.
At the appointed time Jane arrived with Tracy in tow. He was dressed as I was, in a black French Maid’s dress with 4 inch black stilettos. Jane told me that he would assist me. I surprised myself when I realized I was happy to see him. Perhaps he would take some of the focus from me and reduce the probability of my getting punished.
As it turned out, Both Amanda and Jane pretty much ignored us other than to order us to get them something. They were very much into each other. After dinner, they took their coffee, dessert, and brandy into the
living room. That allowed Tracy and me to eat in the kitchen and clean up.
When we finished our kitchen chores we went to the living room to report to our mistresses. I had not expected to find them locked in each other’s arms, kissing and feeling each other up. They were both topless and apparently had not heard us come in. When they noticed us, they showed no embarrassment at being caught, but did disengage and turned to us.
Later in the evening, Amanda announced that Jane and Tracy would be spending the night with us. I was ordered to fetch two baby doll nightgowns and bring them to her. When I returned to the living room, Tracy was standing there completely naked, save for his high heels, and was clearly embarrassed having to appear that way in front of Amanda. The two women sat on the sofa in front of him holding hands.
I was ordered to undress by Amanda and had no thought of disobeying her. I had been naked in front of Jane enough in the past to not consider any embarrassment it might cause me. In a short time I also was naked and standing in front of the two women in only my high heels. We were ordered to hold hands and come forward toward them.
Amanda took out a spray bottle and sprayed it around my penis, dissolving the adhesive and allowing it to drop for the first time since it had been imprisoned two weeks earlier. I could not remember having gone that long without an orgasm. Jane was doing the same for Tracy. I was so horny that my cock immediately sprang to attention. Tracy followed suit and we both stood there in front of our mistresses at full mast.
“We have decided to reward both of you for the service you provided us tonight and allow you to orgasm.” Amanda stated. “As the guest, Tracy will have his orgasm first. Justine, you will bring Tracy to orgasm.”
I can’t say I was terribly surprised, though it was not what I particularly wanted to do. I reached over and took his cock in my hand. I realized that he was quite a bit bigger than me, which added to my humiliation. I stroked him a couple of times before Jane interrupted me.
“No, Justine. Not with your hand, with your mouth. And there better not be any semen on the floor or you will be punished.”
I started to protest, but stopped when she put her hand up. She merely pointed at the floor. I got down on my knees and leaned over. I licked the tip and he moaned. Deciding to get it over with as fast as I could I put my mouth over the head of his cock. Slowly I took him into my mouth. I did not believe I could take the whole thing in, but he held my head and rammed his cock deep into my throat, causing me to gag. He withdrew but repeated the action. This went on for several minutes before he tensed up and released his semen into my mouth. With his cock buried in my throat I had no choice but to swallow his load. By the time he grew flaccid and withdrew I was in tears, bawling like a baby. Somehow this was far more humiliating than my experience with the boy on the bus. I had sucked another man’s cock in front of my wife and sister. It was an experience I could never live down.
“How cute you looked with a cock in your mouth” said Jane.
“You really are cock slut, princess” commented Amanda.
“I think she enjoyed it.”
I looked up at Amanda shaking my head but stopped. She was pointing at my tiny penis which was hard as a rock. I wanted to tell her it was only because I was so horny, but before I could say anything she stopped me.
“It is your turn now Justine. Reverse positions!”
I stood up and watched Tracy as he got down on his knees in front of me. I was so horny that I came almost as soon as he took the first lick and he had to hurry to take me in his mouth so as not to spill a drop. When he stood up we were ordered to kiss. Tracy turned to me and put his arms around my waist, pulling me to him. At first he kissed me gently on my lips but then put his tongue in my mouth, forcing me to taste myself. I was very passive but seeing how feminine and pretty he looked I found myself getting turned on again and returned his passion. We kissed like that for what seemed like an hour, though it was quite a bit less when we broke apart.
Amanda and Jane both applauded and I found myself blushing with embarrassment. I realized I was erect and a quick glance at Tracy told me he was in the same state.
“Come forward girls” said Amanda pointing to a spot about 2 feet in front of her.
We obeyed and curtsied though we had no skirts to grab onto. Amanda handed us each a baby doll night gown and ordered us to put them on. Mine was lavender and Tracy’s was pink. Other than the color they were identical.
“It’s time to go to bed. You will both sleep in Justine’s bed” said Amanda. “Hold Tracy’s hand and take her to your room.”
“Have fun girls!” said Jane.
Amanda and Jane both laughed as we curtsied and scurried to my bedroom with our erections bouncing free since we were not given any panties.
The stress of the day, combined with the work I had to do exhausted me and I wasted no time in lying down on the bed turning my back away from Tracy. I felt him lie down next to me. The bed was too narrow for us to sleep without having any contact. I had never slept with another man and was not happy about the idea but I had to make the best of it.
I was awakened by loud moans coming from Amanda’s bedroom. Clearly they were having sex, something I would have loved to have had with Amanda. Then I felt Tracy’s hand caressing my ass. The last thing that I wanted to happen occurred. I got an erection. He reached his hand around and started to stroke me.
I was responding to a sexual advance made by another male, albeit a very feminine male. He pulled his hand from my ass and I felt something cold in my anus. His finger went in and I realized he was lubing me up and I had a good idea why he was doing it.
“Please don’t!” I begged.
“But I want to and your mistress ordered me to fuck you.” “No!” you don’t have to do it. “We can tell her that you did.”
He ignored my protests. With his weight on me I had no leverage and could only lie there as he worked a second finger into my anus and then a third. That was not to be enough, and soon he withdrew his fingers. I felt his cock at my entrance and made one last plea for him to stop. He ignored me and slowly pushed his way in. I took a deep breath as he relentlessly penetrated me until I could feel his balls banging against my ass.
He pulled me up so I was on all fours and told me to stay like that. I tried to scream but he jammed a pillow into my mouth and all that came out were muffled grunts. Holding firmly onto my hips he slowly withdrew and then rammed his cock all the way in. I started crying from the pain of it. I could feel him drawing pleasure from being inside me as I could hear his heavy breathing and moans of pleasure. He slowly worked up a smooth rhythm and as my pain subsided, it was replaced with pleasure and I was growing harder
Despite having no friction on my cock I felt my orgasm building. I gradually lost myself in the feeling of being fucked. It would only be later as we lay together, bodies entwined, that I would feel the deep humiliation, as the realization hit me that I had been fucked like a girl and, not only enjoyed it, but had an incredible orgasm from it.
When I awoke the next morning my anus was very sore. Tracy noticed my discomfort and put some cream in it which would ease the pain and told me I would get accustomed to it. I was not sure that is what I wanted, but said nothing.
We were told to take a shower together by our mistresses. Tracy took my hand and put it on his cock, which immediately became erect. It took only a few strokes before he ejaculate all over me in the shower. After he returned the favor we hurriedly dressed in our maid’s dresses from the night before and went to the kitchen to prepare breakfast for our mistresses.
Jane and Tracy left after breakfast. Amanda reapplied the adhesive locking up my penis. I was ordered to change into my daytime uniform and proceed with my daytime chores.
Amanda and Jane started to meet regularly. It soon became obvious their relationship was more than platonic. I wasn’t surprised that Jane was interested in Amanda. I had suspected her of having lesbian relationships with some of her girlfriends in high school. I was not however, aware of Amanda’s interest in other women. The next few weekends were spent with Jane and Tracy, either at our house or at Jane’s. In all cases I slept with Tracy and was required to service him both orally and anally. I hated to admit it but he was right, I did grow accustomed to it. While I certainly enjoyed the orgasms, I felt very humiliated and embarrassed at my enjoyment in being fucked by another male. I had truly become Tracy’s fuck buddy, if not his paramour.
During the week I continued to perform as Amanda’s maid. I was required to curtsy to both her and Rosa when entering and leaving a room and when verbally responding to their commands. It was even more humiliating when Rosa’s boyfriend was there, which was quite often. My discomfort was increased by the way he leered at me and he had no qualms about slapping or pinching my ass. Rosa would laugh when he did that and it even drew smiles from Amanda.
After one weekend, Amanda called me into her room and ordered me to strip. I assumed she was about to lock me up prior to changing into my working uniform. I was surprised to see a set of male clothing on the bed.
“Justine, it is decision time for you now.” “What do you mean?”
“Jane and I have decided to cohabitate. You may choose to stay and be our sissy maid, subject to our whims as you have been or you may leave. Should you decide to leave, I have a set of men’s clothing you can wear and I will remove your breasts. Also, I know you have no money so I will give you a substantial sum to allow you to rent an apartment and support yourself for a time while you look for a job. This is a one time offer and you have one hour to decide. Should you decide to stay and change your mind in the future, there will be no money and no men’s clothing for you to wear when you leave. Do you understand?”
I stood there in shock. It was the last thing I expected. Part of me wanted to take her up on the offer to leave. But I was afraid. I had held only menial jobs and was not qualified to do much other than to be a maid. While there was constant humiliation and frequent punishments from Amanda, Rosa, and her boyfriend, and I could expect more from Jane, there was security and in a perverse way a certain amount of comfort. I also found that I looked forward to being with Tracy. Maybe it was that being with him was the only way for me to have sexual release, but I had learned to take pleasure in it.
In the end it was an easy decision for me.