18.03.07 – Completed: No
Eric watched as the girls ballet class finished up their recital. His wife Rachel had insisted he come out to one of her student¢‚¬„¢s performances and he had reluctantly agreed. Now, as he watched the 8 to 12 year old girls dance in their pink tights and ballet slippers, he felt a familiar sensation. ¢‚¬“I wonder what it would feel like to slip on a pair of tight pink ballet leotards and a black spandex top over my pink sports bra?¢‚¬ he thought. The thought of his tiny budding breasts being hugged tightly by a little sports bra, with the bra outline visible under the spandex top made him suddenly very excited. His tiny sissy clit began to bulge inside his diaper, concealed beneath his Disney princess panties. He hoped his wife hadn¢‚¬„¢t noticed. It was bad enough that she made him wear diapers and panties underneath his clothes all the time, ever since she threw out all of his men¢‚¬„¢s underwear. Lately she had also been insisting that he wear a training bra under his shirts. He was sure that the bra outline had to be visible sometimes under his shirt but so far no one at the office had noticed or at least not said anything. In any case, there was nothing he could do about it since he had signed that contract a few months ago, agreeing to let his wife completely sissify him and turn him into her little girl. He was a complete sissy cuckold to his wife and her boyfriend, and he loved it.
It all started after they had first gotten married. Rachel knew beforehand that Eric enjoyed crossdressing and she was supportive of the idea as long as he didn¢‚¬„¢t go out in public dressed as a girl. In fact, she even helped him shop for bras and panties once in awhile. It wasn¢‚¬„¢t until they had been married for a few months that Eric noticed a change in his wife¢‚¬„¢s behavior. He knew that his tiny sissy clit was too small to really please his wife but she had never complained at the beginning. Gradually she became less interested in trying to fake orgasms with Eric¢‚¬„¢s tiny member and they both began to spend more time pleasing themselves alone, Eric usually dressed in his sissy panties, and Rachel using her favorite vibrator.
One day, Eric came home from work to find his wife out, with a message on the counter. The message read, ¢‚¬“I¢‚¬„¢m sick of being with a sissy all day long, I¢‚¬„¢ve gone to find a real man to please me. If you want to stay with me, you¢‚¬„¢ll dress up in your prettiest outfit, paint your nails, put on your makeup, and be ready to entertain me and my new boyfriend when we get home.¢‚¬ Eric was horrified and felt sick thinking about his wife and another man, but he realized that she deserved to be with a real man who could satisfy her in ways that a sissy never could. Should he really stay and meet this new stud? He had never let anyone besides his wife see him dressed in his sissy outfits, and she really wanted him to go all out tonight with makeup and painted nails and everything. He thought about it and knew that it would be absolutely humiliating but what was his alternative? If he left, would that be the end of his marriage? He knew what he had to do. He quickly showered and washed himself in the rose-scented body wash that his wife had bought for both of them. He applied his wife¢‚¬„¢s deodorant and sprinkled some baby powder on his sissy clit. Then he walked into the bedroom to find that his wife had laid out an outfit on the bed for him. It was his favorite white training bra that fit so snugly, his pair of pink cotton panties with white hearts on them, and his yellow gingham dress with the white lace trim that made him feel like a little girl dressing up for a party. He changed into his outfit, slipping the bra on and fastening it like a pro. Once he was changed, he quickly applied a small amount of blush, eye-shadow, and lipstick, just enough to look slightly more feminine but still like a young girl, and then painted his nails with a soft pink nail polish. Then he waited.
A few minutes later, his cell phone rang and he saw that it was his wife. Answering it, he could hear nothing at first, and then faintly he heard heavy breathing and the sound of two people making out passionately. Then his wife¢‚¬„¢s voice came on and said, ¢‚¬“honey are you dressed and ready to serve me and my boyfriend tonight?¢‚¬ Eric answered, ¢‚¬“yes honey-¢‚¬“ but Rachel cut him off, saying ¢‚¬“good. From now on you will call me Mistress and you will call my boyfriend Master, do you understand?¢‚¬ Eric¢‚¬„¢s voice quivered as he replied, ¢‚¬“yes, Mistress, I understand.¢‚¬ She responded, ¢‚¬“Then come and open the front door like a good little sissy since we¢‚¬„¢re here.¢‚¬ Eric¢‚¬„¢s legs were shaking as he walked to the front door, wondering who his wife would be bringing home with her. With his head down, he opened the door wide and curtseyed for his wife and her boyfriend, just like a little girl is supposed to do. He heard a stifled laugh and looked up to see his wife, and to his horror, his colleague Brad standing beside her. ¢‚¬“Well, well, well, this is certainly surprising,¢‚¬ Brad said, as he looked Eric up and down. ¢‚¬“When Rachel told me you were a sissy, I must say I was a little skeptical, but looking at you now, I can see that she wasn¢‚¬„¢t exaggerating. Is that a bra strap peeking out from your dress?¢‚¬ Eric blushed like a schoolgirl and couldn¢‚¬„¢t even muster a response. He held the door open and waved his arm to let them into the house. Eric¢‚¬„¢s mind was racing. He knew Brad had always had a thing for his wife but he never realized Rachel would pick someone he worked with as her stud boyfriend. Brad was a good looking guy – tall, muscular, and athletic ¢‚¬ quite the opposite of the little sissy in the yellow dress standing before him. There was no doubt in Eric¢‚¬„¢s mind that Brad was a superior man and he suddenly felt very submissive. As Brad walked past him, Eric¢‚¬„¢s gaze drifted down to Brad¢‚¬„¢s crotch which he noticed was bulging quite large. Rachel noticed Eric¢‚¬„¢s glance and said suddenly, ¢‚¬“Now you know what I enjoy so much about my boyfriend.¢‚¬ She reached around Brad and clasped her hand over the front of his throbbing jeans. ¢‚¬“Maybe if you¢‚¬„¢re a good little girl, we¢‚¬„¢ll let you feel it later. I know you¢‚¬„¢ve always wanted to feel a real man¢‚¬„¢s cock, just like every true sissy slut.¢‚¬ Eric hadn¢‚¬„¢t stopped blushing since first opening the door, but he suddenly felt his face flush even darker, and a rush of blood to another organ gave him a shiver of excitement. His tiny sissy clit pressed against the pink panties and a drop of sissy cum began to seep through the little girl undies. What was he in for, he wondered.
¢‚¬“I¢‚¬„¢m glad you are dressed like such a pretty little girl tonight¢‚¬ said Rachel after entering the house and closing the door. ¢‚¬“I think from now on, we¢‚¬„¢ll need to think of a pretty name to go with your new look. What about Jessica? I¢‚¬„¢ve always liked that name and now I can have my own little daughter named Jessica without having to even get pregnant.¢‚¬ Eric could only stare at the floor as his wife humiliated him in front of Brad. ¢‚¬“Yes mistress,¢‚¬ he said softly, ¢‚¬“Jessica is a very pretty name.¢‚¬ Rachel looked pleased and turned to Brad, ¢‚¬“why don¢‚¬„¢t you have a seat and little Jessica will sing a song and dance for you.¢‚¬ Then, turning to Eric, said, ¢‚¬“Jessica, Mistress and Master would like you to sing ¢‚¬ËI¢‚¬„¢m a little teapot¢‚¬„¢ with all the actions. If you¢‚¬„¢re good, we will let you help later when we go do grown-up things in the bedroom.¢‚¬ Sissy Jessica, feeling completely helpless gave in to her submissive feelings and began to sing. As she sung, she began to feel just like a real little girl and tried very hard to remember all of the actions correctly. She didn¢‚¬„¢t care that she was standing in front of the living room window or that her neighbors could probably see her singing and dancing in her little yellow dress. All she wanted was to please her Mistress and Master. As she finished her song, she very flirtily flipped up her dress to show her Master her pink cum-stained panties. ¢‚¬“Uh-oh, looks like our little baby girl has made a mess in her undies, maybe we should think about getting some diapers for her if she¢‚¬„¢s not going to be able to control herself¢‚¬ said Brad, fully getting into the idea of having a submissive little girl around to humiliate and control. ¢‚¬“That¢‚¬„¢s a fantastic idea Brad,¢‚¬ said Rachel, ¢‚¬“It¢‚¬„¢s not really enough that Jessica is a little girl, I think she is really more of a baby. First thing tomorrow, I¢‚¬„¢ll go pick up some diapers and baby things for our little Jessica.¢‚¬ Jessica wasn¢‚¬„¢t sure about the whole baby thing but she knew she couldn¢‚¬„¢t say no to her Mistress or Master so she just stood there silently while her fate was discussed. ¢‚¬“As our little baby girl, you are no longer allowed to use the toilet Jessica. You must always go in your diapers and if you want Mistress to change you, you must cry like a baby girl. Do you understand?¢‚¬ said Rachel to her new little daughter. Jessica replied, ¢‚¬“but I won¢‚¬„¢t have any diapers until tomorrow. What do I do today?¢‚¬ Brad jumped in and said, ¢‚¬“you just have to pee-pee in whatever sissy clothes you are wearing, but as for doodoo, I think you¢‚¬„¢ll have to wear a tampon until tomorrow to make sure you don¢‚¬„¢t have any accidents.¢‚¬ Jessica was shocked. She sure felt like a little girl, but weren¢‚¬„¢t tampons for grown-ups? She wasn¢‚¬„¢t sure that her tiny sissy pussy would be able to fit a tampon, but since her Master had commanded it, she knew she would have to try her best.
Rachel stood up from the couch and said, ¢‚¬“Good, now that all that has been decided, I¢‚¬„¢m really in the mood for something I haven¢‚¬„¢t gotten properly for over six months¢‚¬¦¢‚¬ as she threw her sexiest glance over at Brad. Jessica noticed that Rachel¢‚¬„¢s nipples were erect and poking through her sheer top. She hadn¢‚¬„¢t seen her wife this horny since their wedding night, which had obviously ended in disappointment. ¢‚¬“Come on Brad, I know I tasted your giant man-pole in the car, but I want the full meal deal now. Don¢‚¬„¢t worry about our little Jessica, she¢‚¬„¢ll go put in her tampon and then sit outside the bedroom door. I want to make sure she hears everything while you are filling me with your semen. I want her to learn how a woman sounds when she¢‚¬„¢s got a man pumping her deeper and deeper. After all, one day she¢‚¬„¢ll grow up into a woman herself and will need to know how to treat a real man.¢‚¬ Jessica couldn¢‚¬„¢t believe what was happening. Her own wife was about to fuck her colleague on their own bed, while she was forced to sit outside and listen. She knew this was the beginning of an entirely new type of relationship but strangely she wasn¢‚¬„¢t upset about it. In fact, she had the biggest erection her tiny clit had been able to produce in months. As Rachel pulled Brad into the bedroom, Brad was already unzipping his pants and before the door closed, he pulled out his manhood and pointed it right at Jessica. ¢‚¬“Maybe later Jes. Just be a good little girl¢‚¬ and then he closed the door. Jessica had never seen a man¢‚¬„¢s cock so close before and the sight of Brad¢‚¬„¢s enormous purple head staring straight at her made her so excited that she came a little bit more in her panties. ¢‚¬“Oh no, I¢‚¬„¢ve soiled my panties again¢‚¬¦ Mistress will be so angry¢‚¬ she thought. Quickly she ran to the bathroom and grabbed a tampon and maxi pad. She pulled down her panties and stuck the pad in the front to absorb any more cum that was leaking out of her sissy clit. Then she opened the tampon and looked at it. She knew how tampons worked but she had never tried to insert one before so she couldn¢‚¬„¢t figure out the best position to use. Finally, she decided to put one leg up on the bathtub and reached around her body to gently try to insert the tampon. She pushed hard but couldn¢‚¬„¢t get the tampon to go into her little sissy pussy. She realized that she probably needed some lubrication so she took the tampon and licked it until it was nice and slippery with her own saliva. Then she tried again. It slid in perfectly and she pushed the applicator to deposit the tampon deep inside her, leaving only the little string hanging out of her pussy to indicate that she really was a sissy. She had to admit, the feeling of inserting the tampon into her little pussy was amazing. Maybe this wasn¢‚¬„¢t such a bad idea after all. ¢‚¬“What had Mistress just said? I¢‚¬„¢ll have to learn how to please a man when I grow up one day¢‚¬¦ Well maybe this is just the beginning¢‚¬¦ if a tampon feels this good, how much better would a throbbing cock feel?¢‚¬ she thought to herself.
Suddenly Jessica heard a scream from the bedroom. It was an intense, orgasmic scream and she knew that Brad must be filling Rachel with his glorious cock. She pulled up her panties and went around to the bedroom door. She could hear her wife moaning and screaming in ecstasy as she got to experience such a giant cock ramming her deeper than Jessica¢‚¬„¢s little clit could ever reach. Brad¢‚¬„¢s voice could be heard saying, ¢‚¬“I¢‚¬„¢m gonna cum¢‚¬ and Rachel responded with ¢‚¬“Oh yes baby, fill me with your cum. I want it deep inside of me. I¢‚¬„¢m so glad you¢‚¬„¢re not wearing a condom.¢‚¬ Jessica was shocked. The idea of Brad filling her wife with his hot sticky cum and not even wearing a condom was more than she could take. She pushed the bedroom door open to peak inside, just as Brad released his load into Rachel. Jessica watched as he convulsed and released all of his seed deep into her wife¢‚¬„¢s pussy. Rachel moaned and flexed, eagerly accepting all of his load, before falling back onto the bed in exhaustion, and softly saying ¢‚¬“Thank you baby, that was the best sex I¢‚¬„¢ve ever had. We need to make this a regular occurrence.¢‚¬ As she was saying this, she glanced over at the door and noticed Jessica staring at them with wide eyes. ¢‚¬“Didn¢‚¬„¢t I tell you stay outside the door and listen you little sissy?¢‚¬ She said. Jessica hung her head in shame and replied, ¢‚¬“I¢‚¬„¢m sorry, I just couldn¢‚¬„¢t help it¢‚¬¦¢‚¬ Rachel cut her off, ¢‚¬“I know it¢‚¬„¢s hard to resist the thought of such a well-hung stud in the next room. Were you jealous that your wife got to experience such a wonderful cock instead of you?¢‚¬ Jessica wasn¢‚¬„¢t sure how to answer, but she quietly responded ¢‚¬“Yes Mistress, I just wanted to see his cock again.¢‚¬ Rachel smiled and said ¢‚¬“I knew it. I always knew you were a little cum slut. Well, if you really want to be a girl, then there are some things you¢‚¬„¢ll have to learn. The first one being to love the taste of cum.¢‚¬ Jessica wasn¢‚¬„¢t sure what her wife was getting at, but she had to admit that ever since seeing Brad¢‚¬„¢s huge cock pumping her wife, she couldn¢‚¬„¢t stop thinking about it, and wondering what it would feel like in her mouth or pussy. Rachel pulled herself to the side of the bed so that her legs were over the edge and her filled pussy was facing Jessica. Jessica could see the creamy white cum beginning to leak out of Rachel¢‚¬„¢s pussy. Turning to Brad, Rachel said, ¢‚¬“I think it¢‚¬„¢s time we teach our little Jessica how to properly please a man. The first thing she¢‚¬„¢ll need to learn is to love the taste of cum. Lucky for us, I¢‚¬„¢ve got a whole pussy full of it right here.¢‚¬ Brad laughed and said, ¢‚¬“That¢‚¬„¢s a great idea. After she¢‚¬„¢s licked up all of my cum out of your pussy, maybe she can clean the head of my cock too.¢‚¬ Rachel looked at her little sissy daughter and said, ¢‚¬“Well, what are you waiting for Jessica. Time to be a real little cum slut. Come over here and clean my pussy with your tongue. I want you to swallow every last drop of this superior man¢‚¬„¢s cum from your wife¢‚¬„¢s pussy.¢‚¬ Jessica knew she should protest, but the thought of submitting to her Mistress and Master¢‚¬„¢s commands made her so horny that she crawled on her hands and knees over to her wife¢‚¬„¢s pussy, and began to lick.
That first day, Eric licked up all of Brad¢‚¬„¢s creamy cum from his wife¢‚¬„¢s pussy, swallowing every drop of it, and then licked Brad¢‚¬„¢s cock clean. It was the first time he had ever put a cock in his mouth, but it certainly wouldn¢‚¬„¢t be the last. It had only just begun, and over the next few months, Eric came to be known only as Jessica, the sissy little cum slut daughter of his wife and her boyfriend.
