DISCLAIMER:
This story is a work of fiction and contains descriptions of explicit sexual acts of boy's discovering their sexuality. It contains graphic scenes of sex between an underage boy and adult males... If this type of content offends you or you are under the age of 18 do not read it.
Author's Note:
This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at your own site, please contact the author for permission.
If it is illegal to read such material where you live or if you find the topic deceitful the please leave now. If you enjoy the story or if it evokes memories of your own, please let me know. I am happy to write stories from outlines.
Copyright 2008 Wolf, All Rights Reserved.
You may contact me at whitewold999@icqmail.com if you like. All flames will be ignored.
Donny Becomes Donna
By
Wolf
It all started when the new family moved into the old Grayson's mansion located at the edge of town. Donny had enjoyed ridding his bicycle up to the top of the driveway and coasting down the hill until it became occupied again. When he rode his bike up the hill and saw the moving vans delivering furniture his heat grew heavy because he figured he would not get to ride up there to the garage again.
He saw the people he assumed were moving in. They made a strange looking couple. The first member of the family that caught his eye was the woman. She was a tall lady. She had to be at least six feet tall. Her dark flowed down her back almost to her waist and a lock of hair almost covered one eye. She did have large breast stuffed in a nice dress. She had a baby in one arm and there was a young girl clinging to her other hand. The dark haired girl was about four years old. When he saw the husband he thought he was a boy about his age at first.
The man was only about five-feet four. His hair was a little long for a man his age. He could not have been heaver than 120 pounds. There was just something about him that looked like he was younger than he must have been. Danny had thought he would have a playmate until he realized that he was an older man. He had a couple of children clinging to his hands. The girl could not have been more then seven and the boy was no more than six.
When the woman saw him ridding his bike up the driveway she motioned for him to come closer. Danny dismounted from his bike and pushed it up the driveway until he was within a few feet of her.
He said, "Hi...My name is Danny and I guess that you are moving into the Grayson place. I was hoping that you had a boy about my age to play with. I have been ridding up here for a long time just to coast down the hill."
The woman eyed him carefully while rocking the baby in her arms. Without any hesitation she pulled a tit out of her dress and stuck the nipple in the mouth of the fussing baby. The girl that she had been holding the hand of approached Danny. She clung to his pants leg.
The woman smiled at him, "Why don't you come back after we get moved in? Say this time next week. I think I can arrange for you to have a playmate for you to play with. By the way my name is Margie. That is my husband Robert Grayson, my oldest daughter Angie, my son Jason. The one clinging to your leg is Alexis and the one sucking my tit is Timothy."
They discussed what the town was like while the movers unloaded the trucks. Donny had not known there were anymore Grayson's around but learned that Robert was the last living relative of the old man that had owned the place. They unloaded all of the furniture first and put them where Margie told them to place them. The garment boxes were last to be pulled out. They were all marked so the men placed them in the appropriate bedrooms. Before the trucks left Donny hopped onto his bike and coasted down the hill.
One week later he headed up the hill to visit the new residents of the Grayson mansion. When he knocked on the door Robert greeted him warmly. The old mansion had been transformed into something close to perfect. The drapes were up and area rugs covered the canter of the hardwood floors. The place looked like something out of a magazine. Robert led him to the kitchen where Margie was entertaining the baby. They sat at the breakfast bar to talk. Margie excused herself to put the baby in his bedroom. When she returned Alexis climbed up onto her lap and dug in her dress for one of her big tits and pulled it out and started sucking on the nipple.
Donny had never seen a baby suck on a tit before but this little girl was hardly an infant. Margie accepted the action as if it were the most natural thing in the world.
Donny finally asked, "You said you might have a boy my age to play with."
Margie chuckled, "I think I said, I think I can arrange for you to have a playmate for you to play with you."
She turned to Robert and said, "Honey why don't you go get Roberta to play with this nice young boy."
Robert left the room without comment. When Alexis was satisfied with her nursing efforts she slid off her mother's lap and Margie told her to go find her brother and sister and play with them for awhile. Alexis went toddling off wiping her mouth with the back of her hand.
Margie made no effort to put her tit back into her dress. She said, "My tits leak for a couple of minutes after the kids suck on them. I have to wait awhile before I can put them away."
Like any young boy Donny's age he could not take his eyes off of her big tits. The areolas were almost as large as the base of a large coffee cup and the big nipple was leaking watery milk in several places around the nipple. That surprised him a little. He figured the nipple would have one hole that the milk came out of. He could not help wondering what it would taste like to suck milk from her big nipple.
She saw what he was looking at and she said, "Would you like to taste my milk?'
Donny found it hard to vocalize what he wanted to say. He stammered until he gave up and said, "YES"
Margie got off of her bar stool and approached Donny and held up her tit for the boy to suck on. He found that he had to suck harder than he thought and the milk was thinner than cow's milk. What he found funny was that it tasted a little like onions. When he asked why her milk tasted kind of like onions, Margie told him that she had just eaten a salad with a lot of red onions in it. He was still sucking on her tit when he saw someone enter the kitchen.
He pulled back his head because he thought he had been caught doing something he should not be doing. When he turned his head he thought he was looking at a girl at first. Then he recognized Robert.
Margie said, "Come here Roberta and meet our new friend."
Roberta approached as if she was shy about allowing the boy to see her all dressed up as a girl. He did look very much like a young teenaged girl. The interesting thing was she had on a dress that was short and had enough petticoats on that the skirt was held out almost horizontally. Donny could see her legs almost all the way up to the panties.
When Margie addressed Roberta as if she were a girl it was to tell her to hug and kiss their guest. Roberta came close and hugged Donny very closely and kissed him on the mouth.
Donny could smell the sweet smell of her perfume and the cheek was as smooth as a babies.
Margie told Donny, "You won't go around telling anyone about sucking my tit or the truth about my Roberta. Will you?"
Donny could not believe how hard his cock was. He fumbled for words, "I won't tell anyone."
Margie said, "You here that Roberta, a good girl would suck the cock of the nice boy."
Roberta knelt before Donny and unfastened his jeans and pulled his jockey shorts down and pulled his stiff cock out of his shorts and started sucking Donny's cock.
Margie was telling Roberta, "My slutty little whore does like to suck cocks and drink the cream."
She even placed her hand on the back of Roberta's head and forced his head down until his face was pressed against Donny's pubic area. Roberta almost choked at first but she kept sucking.
Donny was only fourteen years old but he did have a rather long lean cock. He could not believe how good it felt to have his cock sucked by this man- girl. He was soon pumping cum into the red mouth that was greedily sucking him dry.
While Roberta was sucking Donny's cock Margie stood behind her and pulled down her ruffled panties and as Donny watched her shoved a dildo into Roberta's asshole and fucked her. She was cautioning Roberta not to cream her panties.
After Donny finished cumming in Roberta's mouth Margie let Roberta stand up and she had her hold her skirt and petticoat up above her waist while she pulled the pink panties down. She pulled her cock out from between her legs and she started pulling on her cock but she kept telling Roberta, "Don't you dare cream until I told you that you can."
Donny watched as she pulled the cock and Roberta was almost crying and squeezing her legs together tightly. When Margie said, "Roberta you can cream in your panties now." She stuffed her cock back into her pink panties and Donny saw the white cum seep through the silky material as it pooled up and dropped on the tile floor.
Margie made her take the panties off before she got her petticoats or dress wet. She insisted that Roberta wipe the cum off her clit before she made her get a washrag and clean up the floor.
Donny had never seen anything like that before. It was all so sexual. Even after she had sucked the cum from his cock he still had a raging hard-on.
Margie put her arm around Donny's shoulders and kissed him on the cheek as she said, "Would you like to become Donna and be Robert's playmate?"
Donny was taken aback by what she was asking. He asked her, "How can I become a girl."
Margie beamed, "Roberta has a large collection of darling outfits that you could share with her. When the two of you are playing the two of you can nurse from my tits and for a reword the two of you can suck each other's clits and fuck each other's little sissy pussies. Don't say anything now but when you're ready, give me a call. I will arrange for a play party."
Donny rode his bike home with his boner rubbing the bicycle saddle. By the time he got home he had cum in his jeans. He slipped into the house had changed pants and underpants before anyone got a chance to see the cum stain.
That night lying in bed Donny jacked off again because just the thought of visiting Margie and her husband again was keeping him up. He had found their phone number on a card in the pocket of his shirt. He had not seen her slip it into her pocket.
He liked to go to the movies during the week so his family didn't think anything about him asking if he could go to the movies that night after school. When he had their approval he called the number on the embossed business card.
Margie was very pleased to hear from Donny and assured him that she would have the house in order by the time he arrived. As soon as he called she called her mother to come over to look after the children while she entertained Roberta's new playmate.
He mother knew what that meant and was only too happy to look after her grandchildren. She was there early and the children were thrilled that granny was there. They played with her until it was close their bedtime. She gave them their baths with the three of them in the tub together. She stimulated their pussies and cock while she washed them. The three children slept with granny, two on each side and Jason on the other. Timothy was in his crib. The children loved to play with her tits even if she didn't have milk like mommy.
When Donny arrived Margie greeted him all decked out in her domination costume. Her hair looked beautiful hanging down over her shoulders. She had on a black leather bra that exposed her areolas and nipples. She also had on a black leather corset that made her look like she had a wasp waist with wide hips. She had on dark nylons that came almost all the way up to her crotch with six inch wide bands of lacy spandex to hold them up and she had on black four inch high heeled pumps. Her pussy was fully visible. It had black pubic hair that was straight and all combed towards her cunt. To describe the way her pussy looked, it was dark and thick around the crack and thinned out as the V got further away from the canter.
Donny thought she was the sexiest looking woman he had ever seen. He felt his cock fighting his jeans as his cock came to full erection. Even Margie saw his physical reaction. She smiled and said, "Come on in dear and we will introduce you to Donna."
She hooked a finger in the waist of his pants and led him to an upstairs bedroom. It was decorated like a teenaged girl's room.
The room was painted pink. The furniture was very feminine looking in white oak. The bed was a brass four poster with a canopy over it and there was fancy brass dressing chair. The closet doors were covered with full length mirrors with a gold hue to them.
Margie led him to the closet and opened it to show him the collection of girl's clothes. She looked at Donny and then rummaged through the clothes. She would pull out a dress hold it up so that it was in front of Donny and study if she felt it was an appropriate color for Donna.
She selected a sweet looking outfit in pale green because she felt it would look nice with his blond hair. She didn't want her to look cheep or older than her thirteen years. She selected nude nylons that would be almost invisible. Then she selected panties that were not to skimpy. She had selected the nicest under garments in the dresser drawers. She helped Donny undress and she put his clothes in the bathroom. She showed him how to tuck his cock between his legs before pulling up the tight panties. When she had Donna in the full slip she sat her on the chair and started applying makeup.
She was very careful to not over due the makeup. She stuffed all of Donny's hair into a nylon stocking cap. She opened a cabinet that had a variety of wigs resting on Styrofoam dummy heads. She selected one that could only be called a Dorothy Hamal wedge cut and placed the wig on Donna's head. After that she had Donna stand up and put on her dress. She had selected white flats for her to put on. When she was fully dressed Margie stood back to admire her work. She looked pleased with her work. She called for Roberta to join them.
Roberta came into the room already dressed as a school girl. As she approached Margie told her to kiss her new playmate. Roberts was no taller than Donna as she wrapped her arms around the girl and kissed her very passionately.
Margie turned on the stereo to a station playing slow dance music. She told Roberta to dance with Donna. As they danced slowly to the music they were rubbing their bodies against each other. That was turning on both of them and their cocks were straining against the tight material of their panties trying to become erect. When Margie thought they had danced enough she told them to come to the bed.
She placed Donna on her back across the bed with her head close to the edge. She pulled her panties down almost to her knees and pulled her cock out from between her legs. Then she told Roberta that she could take her panties off.
When Roberta had stepped out of her panties Margie pulled her to the bed and had her straddle Donna's head and bend over. She told them, "I want my two sissy-girls to suck each other's clits."
They both dutifully started sucking on each other's cocks. From her vantage point Donna watched as Margie stepped into an impressively large latex dildo that was very realistic looking with black straps attached. When she had it in place over her crotch and buckled up tightly she approached Roberta from behind and as she did so she was applying a liquid from a tube. She was sliding her hand up and down the shaft of the cock to insure the tube was evenly coated in the greasy stuff. She told Roberta, "I'm going to fuck my sissy-girl in your sissy-pussy. She grasped Roberta by the hip and as Donna looked up she inserted the dildo into Roberta's asshole.
Donna could not believe the sight of Roberta's asshole being stretched open and accepting the shaft of the dildo. Donna could hear Roberta moaning in pleasure with her mouth stuffed with Donna's cock.
Margie fucked Roberta's ass hard and fast. Roberta could not hold it any longer and started squirting cum into Donna's mouth. That was all it took to cause Donna to started squirting cum into Roberta's mouth. By the time Donna had swallowed as much of Roberta's cum as she could keep in her mouth. There was some that leaked out of the corners of her mouth and ran down her cheeks. Margie pulled the dildo out of Roberta's ass and Donna saw how the hole remained spread open. The rim was swollen and red. Margie helped Roberta stand up.
It was getting late so Margie helped Donna bath to get the makeup off along with the smell of the perfume and any traces of cum. After he was dressed he rode his bike home.
The next afternoon when he got home from school he saw a car in the driveway he didn't recognize right away. When he entered the house he found his mother and her guest in the dinning room sipping coffee while talking.
It was Margie dressed in a very fashionable business suit. She had removed her jacket and hung it on the back of her chair. She had on a very nice light blue satin blouse. As he entered the room he heard Margie saying, "We just moved into the old family manner and don't know many people in the area. Donny was nice enough to visit us the day we moved in. I have four small children and they were very attracted to Donny. I would like your permission to hire Donny to help around the house and help look after the children starting this weekend."
Donny's mother saw Donny entering the room and called out, "Donny come in and great our guest. You know Mrs. Grayson, I understand. She had just been asking if you could help around the house. Would you like to do that?"
Donny felt like he was blushing when he said, "Yes...Ma'am."
While they were talking the front of Margie's blouse turned dark blue at the front of her breasts. Donny's mother noticed right away. Margie explained, "My baby is seven months old. I am wet nursing him and my tits leak if I don't pump them regally. Do you mind if I pump them while we talk?"
Donny's mother said, "of course not. Donny go to your room and do you homework, while we talk."
While he was leaving Margie was pulling her breast pump from her large bag. When the boy was gone she opened the front of her blouse. She had on a nursing bra so all she had to do was pull the flaps open to expose her nipples. She attached the clear plastic cup to one nipple and started pumping the machine and the nipple and dark areola was sucked into the cones and milk was pulled out of her tit and it flowed into the baby bottle attached to the pump. They both watched the while liquid flowed down the clear tube to the bottle for a moment. The other nipple had little beads of milk collecting on the head of the nipple and trickling down her big tit to collect at the bottom of the bra cup.
They continued to talk until the first tit stopped producing milk and she broke the suction by twisting the valve on the bulb to release the air. Then she placed the cup on the other nipple and closed the valve and started pumping. She failed to cover up the empty breast while she continued to talk. When she was satisfied that both tits were empty she casually broke the suction and asked if she could rinse out the pump as she put the baby bottle in her bag.
With Donny's mother's approval Margie went to the sink and rinsed out the pump and put the pump in her bag. It was not until she had placed the pump back in her bag before she sat up. "I'm sorry to be so bold to milk my tits in front of you."
Donny's mother said, "It is refreshing to meet and talk to someone so comfortable with themselves."
Margie sat there and casually pulled the flaps back over her nipples and buttoned up her blouse. She said, "I want to thank you for allowing me to intrude on your good nature and allowing Donny to spend the weekend with us. If he has to be home Sunday in time for Sunday school or church services just tell me the time and I will have him home in time to change."
Donny's mother said, "That would be nice of you. He does go to Sunday school at 10:00 am." Then she called for Donny to come and say good bye to their guest.
Margie hugged Donny and told him, "I will pick you up after school on Friday. Bring along your toothbrush, pajamas and your swimming trunks." Then she bent over and kissed Donny's mother on the cheek. She used her thumb to wipe off the traces of her lipstick before she departed.
On Friday Margie was there at his house before he got home. She was talking to his mother. He rushed upstairs to gather up his pajamas, toothbrush and swimming trunks. He run back to the living room and kissed his mom before they left. His mother followed them to the car and waved good bye.
As they were heading towards the hill Margie told Donny, "I want you to get in the back and take off your clothes and put on your pajamas and then your clothes over them. I will drop you off at the foot of the hill so you can run up the hill. When you get there roll around on the dirt and grass. Then we will dip your swimming trunks in the pool. That way when your mother does the laundry your trunks will smell of chlorine, the pajamas will smell like you slept in them and your clothes will smell like you have had them on for a couple of days.
Donny understood what she was saying and thought that was clever. He had changed in the back seat by the time they arrived at the foot of the hill and she stopped the car to let him out before driving up the hill. He did work up a sweat running up the hill. When he reached the top the car was put away. He knelt in the dirt of the flower bed and rolled around on the grass until the knees were grass stained before he headed for the front door.
Margie greeted him with a hug and kiss as she inspected his clothes. She told him to run along to his bedroom and talk off his clothes and bring his trunks to the pool. She gave him a playful swat on the butt as he passed her.
After he took off all of his clothes he felt so wicked standing here admiring his nakedness in the mirrors that he could not resist pulling on his cock. Then he picked up the trunks and put them on before going downstairs to the back yard. When he arrived they were all there including Margie's mother.
Margie's mother was the only one there that was dressed. She had on a conservative dress with high collar and long sleeves. Her gray hair was pulled back in a tight bun on the back of her head and her blue eyes were framed by her gold wire rimmed glasses. She looked like a skinny old maid school teacher in every way. She was holding the baby while the rest of the family was frolicking naked in the pool.
Alexis the youngest daughter was clinging to her father's slender cock as he pulled her around the pool. Angie and Jason were playing with each other. Jason was floating on his back and Angie was standing beside him sucking his cock.
Donny jumped into the pool. When he came to the surface, Angie and Jason came rushing towards him, splashing water at him. They climbed all over him. He felt Jason's little pecker rubbing against his body and Angie was also clinging to him. She was also rubbing her bold little pussy all over his leg. Donny was getting a hard-on even in the cool water. The two children struggled to pull down his trunks. Donny finally pulled them down and stepped out of the so that he could toss the trunks to the edge of the pool. As he tossed them he saw Margie coming out of the house.
She was naked. He could not believe how beautiful she looked. She was tucking her long dark hair into a bathing cap. She tucked in the last strands of hair on the back of her neck under the cap. With her arms lifted her breasts looked even larger. As she walked towards the pool the way she swung her hips looked like a stripper walking up a stage.
When she entered the water from the shallow end o the pool she walked in until she was standing over Donny like an Amazon warrior. She towered over Donny. She placed her arms around her children and Donny at the same time.
The children reached for their mother and clung to her. They all played in the water for awhile before Margie announced that it was time that Roberta and Donna to get dressed. Robert led Donny back upstairs where they showered and after drying off they selected the clothes they would wear to make dinner for the family. They both put on little maids uniforms. They put each others makeup on very carefully before stuffing heir hair into nylon caps and then fitting on their wigs. When they were satisfied with the way they looked they went downstairs and started dinner.
Margie eventually brought the children into the house. She and her mother bathed the children and got them dressed before Margie showered herself and she put on her sexiest dominatrix costume.
Roberta and Donna made dinner and served the meal to the family. Margie had on a full length dressing gown so that her costume would not be a distraction. As Donna was serving Angie ran her small hand up the inside of her thigh and felt the swell on her panties where her cock was wedged between her legs. While that was going on granny was also squeezing the cock of Roberta.
After the dishes were washed Roberta and Donna put the children to bed. When they came down stairs they found Margie and her mother in the study. Granny was still dressed like a little old school teacher and sitting in a leather wing backed chair. Margie had removed her dressing gown. She had on one of her reveling bras that just managed to lift up her heavy breasts without hiding her large areolas and nipples. Her black corset was successful in chining up her waist to give her a wasp waist. Her crotch was fully visible as she sat in her chair. The sexy nylons were dark and the tight high heeled boots zipped up the inside of her legs just short of her knees.
Margie made a pronouncement, "Mom and I will have a brandy. Roberta poured two brandies into two snifters and handed one to Donna while he took one to granny. Donna took the other glass to Margie and waited her tasting it.
Margie took a sip and rolled the liquid around her tongue before swallowing it. She told Donna to get a cigar from the humidor next to her and wet the wrapper with her tongue and lit it for her.
Donna did as she was told and after snipping off the butt she licked the wrapper and put it in her mouth and struck a match and held it to the end as she pulled air to light it. After she had it lit she placed it in Margie's mouth. Margie took a long drag while holding the smoke in her lunges she took another sip of her brandy before she blew the blue gray smoke into Donna's face. She managed to put the cigar between her fingers of her left hand as it held the stem of her brandy glass so that she could use her right hand to feel up Donna.
When she reached the crotch of the panties she could tell that the teenagers cock was straining to become erect. She rubbed her cock to torture her a little. Donna looked at Roberta and saw granny sitting there smoking a cigarette with her brandy.
While Margie was playing with her painful cock Donna watched as granny told Roberta to turn around and bend over. The short maid's uniform flared up exposing her butt. Granny pulled the pack of the panties down enough to expose Roberta's butt hole and the head of her cock stuffed between her legs. Granny took a deep drag of her cigarette and bent forward and placed her mouth over the smooth ass of Roberta and blew hard. When she pulled her face away the gray smoke came puffing out of her asshole. Granny also took the opportunity to lick the head of her cock just to torture her a little.
Margie eventually finished her brandy and took the opportunity to put her cigar in an ashtray long enough to pull Donna's panties down and allow her to step out of them. She ordered, "Roberta I want you to assume the bottom position on the cocktail table so that Donna can mount you."
Roberta started to approach the table but granny held onto his panties until she stopped so that she could remove her panties. When Roberta laid down on her back on the table granny made sure the skirt of her uniform was well above her waist. Margie led Donna to the table and helped her mount the table.
As Donna straddled Roberta's head her cock was dangling over Roberta's face until she raised her head and took the cock into her mouth.
Margie said, "Donna I wont you to take Roberta's clit into your mouth and please her while she does the same to you."
Donna started sucking the cock for all he was worth. While she was doing that she was able to see what granny and Margie were doing. Margie was stepping into a strap-on dildo. She covered up her beautiful dark haired pussy with a dildo that was not much larger than Jason's cock. While she was doing that granny was lifting up her conservative matronly dress and stuffing the dress into the belt around her waist. Donna was able to see her gray haired pussy as she stepped into what looked like the same huge dildo that Margie had fucked Roberta with the last time he was there. His first fear was that granny was planning on sticking that monster into her ass pussy.
He was relieved to see granny walk up to the table in front of him and lift Roberta's legs to bring her asshole up level with her waist. She guided the cock onto Roberta's ass. It was not until Donna felt Margie's hands on her butt that she put together that she was about to stick the small dildo into her ass. Before she could object Margie shoved her hips forward and buried the little dildo in Donna's ass.
The two women fuck the sissy-girls hard and fast but kept admonishing the girls not to squirt. They both had to stop sucking because they knew they would cum soon. They just held the ragging hard-ins in their mouths as the women fucked their asses. Roberta had been fucked many times before. Donna's nose was practically pressed against the dildo as granny shoved her skinny hips against the ass. Donna watched as the big dildo went in and out. The sphincter had an angry red swollen look about it as it clung to the rubber dick. He wondered if his own ass looked like that.
Donna didn't know what a prostrate was at the time but was about to discover why doctors inspect the male prostrate by sticking a finger up the ass. The little dildo was just a little thicker than a large man's thumb and it was rubbing his prostrate from the inside of his ass. He had no control and without warning he started squirting his juice into Roberta's mouth. It almost chocked her as she tried to keep up with the squirts.
When Margie and granny felt Roberta had held it long enough they told her that she could squirt her cream in Donna's mouth. Roberta let out a muffled moan and let go. Donna swallows the squirts as fast as she could. Roberta's cock went limp in Donna's mouth. The women pulled their dildos out of the sissy cunts.
The sissy-girls were allowed to put their panties back on. They were also allowed to leave their sissy clits in front so the two jaded women could gage how fast the sissy-girls recovered.
There was no contest. Donna was a young teenager that had only limited sexual experience before so the combination of a blowjob and her ass fucking gave her a hard-on that wouldn't quit. Her boner was longer that she had ever had in her life. The damned thing almost reached the elastic waistband of her panties. Margie took hold of the front of Donna's panties and let her upstairs to the master bedroom. Granny followed behind Roberta pocking her in the ass with that dildo still strapped to her waist.
When they were in the bedroom Margie took off her corset and rubbed her waist because it felt so good to breathe again. All she had to do to get naked was remove the boots and nylons. On the other hand granny had a lot more clothes to remove.
Roberta and Donna had to help her get undressed. She sat on the bed while the sissy-girls removed her practical shoes and rolled down her support stockings. She stood up and had Donna unbutton the dress from the neck to the hem. The two sissy girls pulled the dress down her arms. After they disposed of the dress they helped her pull the white slip over her head. All she had left to remove was her bra. When they unhooked it the breasts spilled out of the bottoms of the cups. The dry looking areolas were pointing at the floor. The way the tits sagged caused them to look like they were almost like spoons. The elderly woman looked like many older women. There were lumps in the sagging tummy and thighs. Her butt had hollow indentations. The knees had wrinkles across them. They could tell that in her youth her face and body must have been every bit at sexy as her daughter.
Finely the two women told the sissy-girls they could take off their uniforms but they had to leave the wigs on. They were allowed to put the women to bed but they were ordered to get under the covers between their legs and suck their pussies. Granny insisted that Donna turn around so that she could suck on her clit too. When ever Donna tried to fall asleep granny would stick a finger but her sissy pussy to wake her up.
In the morning both Roberta and Donna were dressed up like little school girls that were little tramps. The day was spent with Roberta and Donna being used by the women and children. Margie produced another dildo that was closer to the size of the average male to stretch Donna's sissy pussy a little more. She told Donna that she was going to stretch her sissy pussy until she was able to take her largest dildo.
Donna was both frightened and stimulated by the prospect of having that monster in her ass. She was getting off having Angie and Jason pulling on her clit or using a hand held dildo on her sissy pussy. She was becoming exhausted by the constant stimulation. Eventually Margie had to caution granny and the children to let Donna rest so that she could go home bright and early in the morning.
Donna slept in her own bed that night. In the morning she bathed all of the makeup off to make the transition back to Donny. He got dressed in his clothes so that Margie could take him home. Margie also dressed in her concretive business suite to deliver Donny home.
It was close to time to go to church so Donny had to change into his best Sunday school clothes so the family could head off to church. Margie departed at the same time the family closed the house. While they were in the church Donny could not help getting a boner sitting on the hard pews because of his sore asshole. He was reliving all of the sex he had participated in and thinking about how long it would be before he would be able to accommodate that monster dildo.
If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to whitewold999@icqmail.com