Son Becomes Daughter

Hello readers, this is the second installment of this series. I the comments and they have helped, not only in guidance in writing, but the have helped me feel like the time spent sharing these stories has not been wasted. I realized I had left a chapter 2 marker within the first story, and to clarify I had written each section as 2 chapters but decided to submit them as 2 chapters per post. So this is labeled as Ch 2 and I'll keep that going and I'll remember to clear up my markers. Lol. I do have the next installment after this in the works, so keep an eye out for that to follow.

As always, all characters are over 18 and this is a work of fiction. If you haven't read ch 1, please do so but it is not required.

Charles woke up, throwing the sheets off in a flourish. It had been a week since his life was flipped upside down. He got out of bed to the usual rock hard cock. He was wearing a light pink silk baby doll with matching panties that did nothing to keep his cock from doing whatever it wanted. He grabbed his cell phone to check his messages and saw the new box that had arrived late the evening before.

Setting his phone to the side, Charles saw the name on the shipping label and it simply read Cindy. That was the name that Jenna, Erica, and himself decided on to call him as Charles was too masculine for such a feminine girl. He really did appreciate that he did have the final say and was happy to be called Cindy.

Stripping off his baby doll top he set it aside. Opening the box he saw the new silicone breasts staring up at him. This was a full chest plate that would finish his transformation into being as close to a woman as he could get, without medical intervention.

He ran his fingers over the nipple and it felt firm. The breasts themselves were smooth and when he pressed down they gave away. He had taken the time to find the most realistic silicone breasts he could order online. He couldn't help but decide a very large pair of breasts. Without hesitation he lifted them up out the box and read the instructions. After a little reading he slipped them on over his head.

Cindy walked over to the new full-length mirror hanging from his bedroom door so that she could see how her body looked. The breasts looked great on her body, even being close to her own skin tone. She felt her cock twitch and knew a drop of precum was staining her panties. She was turning herself on from looking at her new breasts. She had ordered DDD sized breasts and wasn't disappointed at all. This meant she was going to have a 36DDD chest and this alone would make guys ogle her the instant they saw her. The nipples were pink and perky and would be seen in whatever she wore.

The dresser was practically bare. Over the last week every piece of male clothing had been boxed up and put in the closet. The only clothes that remained were clothes that she could get away with as feminine. And she only had one pair of shoes. Today was the day that would change. She was going out shopping to fill her wardrobe with more outfits for various occasions.

Slipping on a tank top Cindy went to work doing her daily transformation ritual. Shave, makeup, and putting on the long wavy black hair. It wasn't a long process, and she had learned the basics that made the masculine features disappear. Feeling all set she walked out to the kitchen.

"Morning, mom...I mean Erica," Cindy said cheerfully.

Turning around she set her cup down on the counter. Her robe wasn't tied letting Cindy see the cleavage between her breasts and the neatly trimmed pussy. Erica smiled a bit and walked over to Cindy. "I see you are fully accepting your new roll in this house," she said before reaching up and grabbing Cindy behind the head. She pulled Cindy to her and kissed her deeply. Breaking the kiss, she reached up and massaged Cindy's new breasts.

"Mmm, they do feel nice," Erica said playing with them more. "They didn't have anything like this when I was growing up." Running her hand down she squeezed Cindy's cock, then stroked it gently through the panties. Releasing her hold on Cindy's cock, she went back to the counter and grabbed her coffee.

"From now on we will only refer to you in feminine. No more he or male. You are my pervy daughter. Now, strip and play with your clit," she said firmly.

Cindy pulled down her panties and let them fall to her ankles. Her cock sprang out from its confinement fully erect. She grabbed the bottom of her tank top and lifted it slowly over her head being careful not to mess up her hair. She left the bra on and began stroking her cock. And she did, Erica parted her robe and spread her legs a bit.

"That's a good girl," Erica said taking a sip.

Cindy kept looking at Erica and stroked her cock. This was her morning punishment for calling Erica her mother, so she was use to it, but she could never get use to seeing her mother naked nor her wet lips and warm mouth wrapped around her cock. She knew this was turning them both on and it was just as much a punishment for cindy as it was for Erica.

Minutes passed, long enticing minutes as she stroked her cock, never removing her eyes from Erica's body. As horny and she was it still took a long time for her to cum. She could feel her precum oozing out the tip and coating the head, making it slippery. This allowed her to stroke her cock faster. Instinctively, Cindy closed her eyes for a moment. She was close to cumming and soon entered the point of no return. She opened her eyes and looked at Erica as the older woman was lightly rubbing her pussy lips. I heartbeat later Cindy exploded shooting a huge glob of cum a few feet towards Erica. Two strokes later, a second load erupted and shot out just as far as the first and was followed by a third blast that didn't go as far. Cindy just stood there holding her cock as more cum oozed out the tip and onto the floor.

"That's my pretty girl," Erica said pulling her hand away from her pussy. She bit her lower lip and began walking out the kitchen. "I'm going to shower and get ready for work." Stopping she looked over her should and said, "clean up that mess and get ready. Jenna is taking you out shopping for new clothes."

Cindy stood there waiting for her vision to come back. She was so excited from her new breasts and her mother's approval just turned her increased her excitement all the more.. Once she was able to think and see clearly, she cleaned up her mess and went to get ready for her first time leaving the house fully dressed as Cindy.

Half an hour later Cindy stepped in front of the mirror. She was freshly shaved all over and had on her new breasts. She slipped on a white crop top and a pair of tight denim jeans with slits along the front. She still wore her old sneakers, which she swore she would replace today. Her long wavy black hair and makeup was just what she wanted to show off her feminine appearance without making her look like a slut. With a nod of approval she grabbed her cell phone and went down to the living room to wait.

She didn't have to wait long when she got a text telling her that Jenna was ready and outside. Cindy kind of expected for her neighbor to drive over and pick her up. She was super nervous as she went to open the door. With her hand on the knob she paused. She had never left the house dressed as a woman. What if the other neighbors saw or if a school buddy drove by? Taking a deep breath she closed her eyes and opened the door and stepped out.

Jenna was still parked in her own driveway. Cindy started to walk towards her neighbor and halfway there realized she was speed walking. She slowed down her pace a bit and began walking more like a woman should, with her hips shaking side to side with each step. Her heart was beating fast in her chest and it felt as is everyone was staring at her, even though she hadn't seen a single person outside. As soon as she got to the car she got in and buckled up.

Looking at Jenna, Cindy could see the woman was wearing a similar outfit. Only Jenna was in shorts and wearing a t-shirt with prettier shoes. Jenna had her hair pulled back in a ponytail and her makeup was more natural looking. Cindy bit her lower lip and wondered if she should change her appearance, but the decision was made when Jenna started the car.

"I thought you were going to chicken out," Jenna said in a chuckle. A second later she pulled the car out of the drive and drove off.

"Rules," Cindy replied clasping her hands in her lap.

Laughing a bit Jenna drove the car. "Honey, you'll see that the rules aren't that bad and you'll understand them all very soon. Now, you ready to get shopping done? We've an entire wardrobe to fill for you and your mother handed me your new credit card."

Cindy was nervous getting out of the car. She just stood there looking over the top of the car at the huge mall. The parking lot wasn't completely filled, but there was more then enough cars to make it crowded. She was really beginning to worry that she would get noticed. Jenna must have seen the look on her face and casually walked over and took hold of her hand and began pulling her towards the entrance.

As soon as she entered the mall she noticed that many of the people didn't even look her way, but there was a couple guys sitting on the benches that did notice her. She immediately turned her eyes down, thinking if she didn't see them then it would not notice what she really was. Jenna came to her rescue again and told her, "if you are going to wear breasts like that, then you'd best get use to being seen as a sex object." She then chuckled lightly and headed towards the few the shops that were open.

Cindy hustled to catch up to Jenna and was even more nervous the second she walked into an all woman's clothing store. She simply put on her best smile and followed Jenna around. It was only when a female store clerk came up and asked if the two ladies needed help that Cindy began to relax a bit. This let the next 2 hours of shopping pass by in a near blur as the two went from one shop to the next.

Both ladies made various trips out to deliver their packages to the car. Cindy was more turned on by all the sexy clothes that then had bought for her to wear. Not every bit of clothing was sexual, but the thought of wearing them for the two ladies that were giving her pleasure from did make her think of them as sexy clothes.

During one of the trips that Jenna made to the car Cindy remained in the mall. She walked casually around the mall, but she wasn't really looking at the window displays, but instead she was looking at the people around the mall. She watched how the woman walked and not just at their asses. He was paying attention to what they wore and would it look sexy on her figure. She also noticed a few of the guys staring at her. Being in their shoes a few weeks ago, she knew they were looking at her breasts and ass. This was a turn on and she then noticed a few women looking at her the same way.

By the time Jenna returned, Cindy was really turned on. She could feel her cock pressing against her jeans, wanting to be free from their tight confinement. She wasn't sure if it was the guys eyeing her or the women, or maybe both. She couldn't help but blush as she had never thought about guys in a sexual way before. Not even when she had worn her mother's panties. This trip to the mall changed her a bit, opened her eyes to the real person that had been living within her and to the world around her that she had never seen before.

Jenna walked up and casually slipped her arm through Cindy's. She gave is a squeeze as if letting the her know they both had the same thoughts. The older woman drew the pair down the center of the mall. As they neared a side walkway, Jenna turned the pair down the walkway. It was obvious that it lead to the restrooms. Jenna made sure to take Cindy into the woman's restroom.

As soon as the door closed behind them Jenna was kissing Cindy and pressing her up against the wall. Cindy had her arms wrapped around Jenna, grabbing an ass check in each hand. Jenna slowly undid Cindy's jeans and reached in. She wrapped her fingers around the hard warm cock and pulled it up, freeing it from the tight hold of the jeans.

Breaking the kiss Jenna pulled Cindy by the cock all the way to the first stall. Once in, Jenna sat on the toilet as Cindy locked the door. When Cindy turned back around Jenna instantly pulled her jeans and panties down in one fluid motion. Before Jenna had released the jeans she had her mouth open and swallowing the head of Cindy's cock. She moved one hand to the base and held the rock hard cock and she swallowed more and more down her throat until her nose was pressing against Cindy's flesh.

Jenna held the long cock in her mouth a bit before pulling back. She stroked the cock as she sucked on the head. She didn't care if anyone heard her sucking noisily on Cindy's cock. After a few strokes Jenna began bobbing up and down on the long hard cock, knowing it would take a while for her to cum. She massaged Cindy's balls and even tugged on them. Time passed as Jenna kept sucking Cindy's cock but Cindy could not avoid Jenna's cock sucking skills for ever.

Cindy had one hand on Jenna's head helping her move up and down her cock and the other was holding onto the side of the bathroom stale. She had her eyes closed and pressing her lips together in at act to remain quiet. But a slight moan escaped her lips as she exploded in Jenna's mouth. She couldn't hold it any longer and grabbed Jenna with both hands holding the woman's head still as her hips twitched in orgasm. Cindy let out three large blasts of cum into Jenna's warm wet mouth. Between each load of cum Jenna swallowed as much as she could with just a few drops escaping.

As the third explosion of cum filled her mouth, Jenna pulled back and let the sticky goo ooze out onto the floor. Smiling, Jenna stood up and licked the cum from the corners of her mouth. She left Cindy in the stall and went to freshen up her makeup and hair.

A few minutes later Cindy emerged from the stall and walked over to the counter. She leaned her hands onto the counter and used it to keep herself upright. Her legs felt like they were jelly and wanted to give out. Very carefully she checked her makeup and made sure she was presentable for the public.

Both females left the mall arm in arm. As they neared the car, Cindy seemed to gather her strength and was beginning to feel better. She was deeply ashamed the second she exited the lady's restroom and was glad that Jenna was there, but with each step Cindy gained her composure and felt more like a woman again.

"Now, I think you are going to like this next step in your training," Jenna said getting into the car. "Your mother will be super pleased in the progress you've made in only a week." With that the two drove home.

Jenna pulled into her driveway, even though they both knew that Cindy had far more items to take into the house. She got out and told Cindy to grab her bags and take them into her bedroom. Without thought, Cindy did as told.

As Cindy entered Jenna's house she saw Jenna's boyfriend sitting on the couch playing video games. She didn't lower her eyes, but simply walked to the back of the house. Somehow she thought that when they got home they would have more fun, but it wasn't the fun what she had expected.

Exiting into the living room Cindy saw Jenna sitting in the smaller couch. Jenna's boyfriend, Tom, was sitting in front of the tv and was paying more attention to the game then anything else going on around him.

"Cindy," Jenna said very quietly, "why don't you make yourself comfortable."

Cindy slipped out of her shoes and walked before Tom. She wasn't blocking his view and carefully she lifted up her shirt. She was extremely nervous because she didn't know how much Tom knew and to what extent they were going to. But as soon as the shirt was free she dropped it and slowly unfastened her jeans. Sliding them down she stepped out of the and tossed them aside, leaving her standing there in only a bra and panties.

"Good girl," Jenna said, "but the bra too."

Smiling, Cindy undid her bra and slipped it off dropping it at her feet. She looked at Jenna for approval and couldn't help but get aroused by the look on Jenna's face.

"Now I want you to suck Tom off."

Cindy knew where the look came from. It was a perverse look of pleasure at knowing her boyfriend was going to get a blowjob and Cindy would do all the work.

Getting down on her hands and knees Cindy prowled over to Tom. He lifted up the controller so that Cindy had full access to his shorts. Very carefully Cindy pulled down Tom's shorts exposing his half limp cock. She pulled the shorts all the way off and ran her hands up his legs. Tom's cock didn't look very big, not as big as her cock was, but it wasn't small either.

With her hand, Cindy reached out and wrapped his fingers around the cock. It was still soft yet warm and smooth. She leaned over further and stuck her tongue out and licked the tip. She had watched Erica and Jenna suck her cock 3 to 5 times a day for the last week so she wasn't fully unprepared. She simply did what she had seen and took the man's cock in her mouth. She sucked hard on the cock and she lowered her head.

Lifting her head up she felt the cock exit her mouth with a pop. She leaned in and took the cock back in her mouth and this time she did not let it escape. She sucked hard on it and ran her tongue in circles around the head. Tom moaned a bit and his cock began to swell in her mouth. This let Cindy know she was doing something right and kept it up. Soon, Tom's cock fully erect, he began to moan repeatedly.

Tom set the controller aside and leaned his head back. He rested one hand on Cindy's head and spread his knees. "Oh, yeah, baby. Suck my dick. I love it when Jenna brings home sluts to suck and fuck."

Jenna slide off the couch and moved behind Cindy. She lightly kissed Cindy's ass cheeks then gave it a firm slap. She slapped it a bit harder, hearing Cindy moan softly. The third smack was just a little harder and got a deep moan. With that she caressed Cindy's ass before pulling her panties aside. After licking her finger, Jenna inserted into Cindy's ass without any resistance. Her finger was fully inside Cindy and she began finger banging Cindy's ass hard. Reaching down between Cindy's legs, Jenna wrapped her fingers around the long hard cock and began stroking it.

Back on the couch, Tom was moaning loudly. His hips were raising to meet Cindy's lips and she bobbed up and down on his cock. She continued to suck hard on the hard cock and even fondled his balls a bit. Looking up, Cindy could see Tom had his head all the way back. She continued to look up at Tom as she sucked hard on his cock, feeling it touch the back of his mouth. In her hand she could feel his ball sack twitch and become swollen. She knew that it wouldn't be long before he came.

Cindy was excited, nervous, and scared all at the same time. This was the first cock she had between her lips and now she was waiting for it to reach its climax by unleashing a load of cum inside her mouth. She couldn't stand it much longer. She wanted Tom to cum so she could taste is seed before she lost her nerve. Keeping her lips around the head of Tom's cock, Cindy began stroking his cock fast. Her effort was soon rewarded.

Tom grabbed hold of Cindy's head with both hands as if he was afraid that he wasn't going to cum in her mouth. He looked down at Cindy and loved seeing her lips wrapped around his cock. He couldn't help but jerk his hips just as his first load exploded in her mouth.

With her lips wrapped around Tom's cock, she felt him thrust his hips forcing his cock deeper in her mouth. A second later his cock erupted spewing hot cum in her mouth. The first load came out in the blast hitting the back of her throat. She did her best not to gag and swallowed his load. She kept swallowing as the second blast of cum filled her mouth. She too swallowed this load of cum and kept sucking on his cock. Tom's cock didn't have a third load of cum except for what oozed out the tip that she willingly kept sucking. She wanted to make sure his cock was fully drained of cum. This last bit she didn't swallow but held it in her mouth savoring the bitter salty taste.