Part 22
Lilly would soon come to find that breastfeeding would become a daily part of his new infantillized lifestyle. Sure, his mommy would still give him bottles during his meals and when he was put into his crib, but otherwise he found his bottles being replaced with more and more breastfeeding as time went on. Andrea seemed to simply relish in the act of feeding her feminized sissy baby. She felt an intense sense of power every time she would look down at Lilly during his feedings, especially on occasions where their eyes would meet. He looked so vulnerable, dressed in his diapers and pretty toddler clothes, looking up at her with his defeated, powerless eyes. That was not the only reason he looked more vulnerable, however.
As time went on, the effects of the hormones Andrea had been feeding Lilly were starting to become much more noticeable. His skin was now much softer than it had previously been, and his facial features and body fat distribution were starting to become slightly more feminine. Lilly barely noticed, however. The only time the poor sissy would ever have access to a mirror was on the rare occasion that his mommy would feel like showing him a particularly pretty outfit she had dressed him in. Lilly, in fact, would remain oblivious to this aspect of his transformation for quite some time. The only thing Lilly would really notice was the fact that it was getting much harder to keep his emotions in check. This, naturally, would lead to lots of crying.
One such crying episode happened on a night that Jessica was over to take her mother out to dinner and a movie. She had come over early to see Lilly, who was in fact happy to receive a special visit from his sister. However, when she later announced that she and Andrea were leaving for the night, Lilly began to feel a wave of intense emotion wash over him for reasons unknown. Lilly was completely helpless to stop himself as teardrops began to fall down his face, which soon turned into a full barrage of intense sobbing. He tried to stop it, tried to articulate what he was feeling rationally, but it was no use. Jessica sadly watched on as the little sissy that had minutes ago been happily eating in his high chair broke down in a hysterical fit in the middle of the kitchen.
"Aw what's the problem lil sis, did you use your diapey? Or are you just tired?", Jessica asked the sobbing baby. She reached down and checked his diaper. All dry, he was good on that front. But what could it possibly be? Jessica unsnapped Lilly's high chair and took him in her arms. She brought him over to the couch and began to slowly cuddle him and rock him back and forth, singing a lulliby to him all the while. In all her years as a daycare worker, Jessica seemed to have a mystical, snake like charm to her when it came to babies. Any crying baby seemed to instantly be comforted when her sweet, soothing voice began to sing a lulliby. In this moment, held snug in her arms and locked in a deep trance, Lilly seemed to be no different.
Slowly but surely, the crying would cease. Lilly looked up into Jessica's eyes and gave her a light smile, nuzzling deeper into her lap as he began to feel a bit more comfortable. "See, nothing to worry about baby", Jesaica whispered to him lovingly, "Big sis will always be there for my widdle sister when she gets upset. Don't you worry your pretty little head". Suddenly the sound of footsteps could be heard in the distance. Andrea's voice echoed through the house, calling out from the bottom of the stairs to her daughter. "They should be here soon, are you ready?"
"Yeah, I'm ready mom. Just let me put princess pampers here in her playpen so I can grab my stuff", Jessica yelled back. All of Lilly's anxieties suddenly returned in an instant. Who were "they"? "They" were coming here? Thoughts raced around Lilly's mind as Jessica deposited him into his playpen, which had already been filled with various toys and coloring books to keep him entertained for the night. She grabbed the remote and turned on Netflix kids, selecting the most babyish show she could find to drone on in the background while they were gone. Suddenly the doorbell rang. "They're here!", Jessica exclaimed. She ran to the door and opened it to reveal two familiar faces, both of whom she knew quite well.
"Alexis! Samantha! It's been so long", Jessica cried out in excitement. The three women came in close for a hug, obviously happy to see each other. "How've you been Jess? Long time no see", Alexis asked as they broke from the hug. "Oh you know, same old same old. Except for the pretty new addition to the family of course", Jessica replied. Samantha gave a small laugh. "And just where is the little doll we're here to babysit? I bet she's dying to see us again after all this time", Samantha asked with a mildly sadistic smile. Jessica gave a sadistic smile back. "She's in her playpen of course, silly! Where else would a little baby be?", Jessica responded.
The three of them headed for the room in the back of the house where Lilly was currently located. When Lilly saw his two former friends accompanying Jessica, his pacifier nearly fell out of his mouth. Both girls were dressed to the nines in amazingly sexy and skin tight clothes, as if they had gotten ready for a date or a trip to the mall. Alexis was wearing a red tube top as well as a shapely pair of cutoff denim shorts that barely touched her thigh. Samantha had on a similar tube top, except it was grey, as well as a pair of very, VERY form fitting black Victoria's secret yoga pants. Strapped over Samantha's shoulder was a diaper bag, which was clearly intended for Lilly. Lilly stared dumbfounded and anxiously at his former best friends as they giggled at the sight of the feminized and babified boy in the play pen in front of them.
"Hey there, Lill-ay!", Alexis blurted out to him in an almost muciscal tone, making sure to put lots of emphasis on his new feminine name. Lilly knew he could not talk with Jessica in the room, so he opted to instead return her greeting with a small wave. Knowing these two, he figured, there would be plenty of time for talking later. "Awww, what a cute little wave. Are you exited for us to watch you baby? I know it's been such a long time". Alexis seemed to hold onto every word and savor it as she spoke. Her voice had taken on the tone one uses when talking to a baby, except obviously exaggerated at Lilly's expense. Clearly she was having fun with this.
"That's right little girl, we're your babysitters tonight, and that means you have to do everything we say. Isn't that right Jess?", Samantha teased with a devilish grin. Jess nodded her head in agreement. "That's right Sam. Tonight, you two are in charge. Don't do anything I wouldn't do", she responded.
The three of them quickly turned around to the fast approaching sound of footsteps. Suddenly Andrea appeared from the distance, dressed as stunning as ever in an exquisite black dress with a shimmering pearl necklace draped across her neck. Her eyes lit up at the sight of Lilly's former friends, and she held out her arms for a hug. "Hello girls, it's so nice to see you", Andrea said as she leaned in for a group hug, "I take it you received all of the instructions I sent you in the email?" Samantha held up a printed out piece of paper. "Yup, got it right here!", Samantha replied. Andrea gave out a relieved sigh. "You two were always so so on top of things, unlike that lazy old step son of mine. I wonder what ever happened to him anyway?" Everybody seemed to laugh at Andrea's little remark. All, that is, except Lilly, who sat there with his arms crossed and with an upset look on his face. "Beats me Andrea", Alexis responded between her laughter, "All I see here is Jessica, Samantha, and a little baby girl".
Once the laughter died down, Andrea began to verbally go over her instructions one last time, giving his new sitters a run down just in case. She showed the two girls almost everything in the house that they would need for the night, including his nursery, his high chair, and the piles of diapers and clothes that she kept in the nursery. Lilly was busy burying his head in shame when they all returned to the playroom. "...and he won't be up too much later, but if you want to feed him a bottle, I made some up for you already. They're in the fridge", Andrea continued explaining. "We should be back later, probably around eleven. If you have any problems just give me a call. Thank you so much again for doing this, I feel safe knowing my little one is in good hands"
"Its no problem at all", Alexis replied, "I'm sure we're going to have lots of fun with Lilly. You two enjoy your dinner and your movie. Everything will be just fine". They all then took a moment to say their goodbyes, with Lilly still looking on from his playpen as Andrea and Jessica left the house. As soon as they left, he knew the coast was clear.
Alexis and Samantha soon returned to the room in high spirits. Samantha was giggling at something Alexis had said, although what that was, Lilly could not tell. He quickly removed his pacifier and began to get their attention. "You guys, thank god! I can explain everything!", he cried out from his play pen in a sudden relieved expression. Samantha shook her head. "Explain what Nate? How your mother found your Journal and now you live like a baby full time? How she dresses you up like a little fairy and makes you crawl around in disgusting, poopy diapers? We already know. And frankly, we think it's about time", Samantha responded with the roll of her eyes. Alexis walked up closer to the play pen to get a better look at Lilly. Lilly had been dressed in his pink bunny onesie and looked absolutely pathetic sitting on the floor of a full sized play pen, surrounded by baby toys. Alexis put her face in her hand and laughed hysterically at the sight in front of her. "Do you know how pathetic you look right now you sissy?", she said in a teasing voice, "we spent three whole years of high school trying to be your friend and it turns out we barely even knew you. I mean, what even is all this? Is this really what you wanted? To be reduced to this?"
Lilly's eyes began to tear up. "You don't understand, my step mother made me. I had no choice", he whimpered pathetically. "Clearly", Samantha responded snarkilly, which elicited more deep laughter from Alexis. "Hey Sam", said Alexis as she reeled in from laughing so hard, "Didn't Lilly's mommy say that she wasn't allowed to talk?"
Samantha put her finger to her chin and made an exaggerated pondering gesture. "You know...you're absolutely right! I do explicitly recall her mommy saying that to us multiple times. She has her pacifier out too, which I'm pretty sure is also against the rules. Is it time for a lesson?"
Alexis' grin grew even wider. She certainly liked the sound of that. "I think a quick lesson is definitely in order for our bratty little baby", she said enthusiastically. Samantha joined Alexis at the edge of the play pen and reached down to grab Lilly. "Hey, stop! What are you doing?", Lilly yelled as he struggled against Jessica, who had little problem ignoring him and picking him up anyway. Jessica made her way to the couch and threw herself down with Lilly in tow. She held the still struggling boy down while she began to unsnap his onesie, soon exposing the seat of his adorable girly diapers. She did not stop there, however. Lilly soon heard the sound of his diapers untaping behind him and began to struggle harder. It was useless however. Soon his diapers were undone and his bare ass (as well as a bright yellow spot that had recently appeared in his diaper) was exposed. He felt Jessica's hand come down on his behind hard with a loud slap.
SMACK!
"That's for using big kid words without permission", Jessica yelled at the now sobbing boy.
SMACK!
SMACK!
SMACK
"That's for removing your pacifier as well!" By now tears ran down Lilly's face like a waterfall. He kicked his legs and wailed at the pain he was recieving from this humiliating spanking.
Suddenly, Alexis cried out just as Samantha was about to smack him again. "Wait, stop!", she yelled. Samantha abruptly stopped and looked over at her best friend. Alexis began to dig through her purse, pulling out a large cellphone and pointing it at the two of them on the couch. "I really want a picture of this!", Alexis said with a laugh. Samantha gave a photogenic smile and posed with her arm held high in the spanking position before Alexis snapped a few pictures of the humiliating scene. She looked down at her phone and gave a thumbs up. "Okay, we're good", Alexis said, giving Samantha her permission to continue punishing the frail sissy.
SMACK!
"That's for ogeling at our tits all the time back in high school!"
SMACK!
SMACK!
SMACK!
"That's for keeping all of your secrets away from us and going no contact even though we are your best friends and we love you!"
The last one really hurt Lilly. He knew he had messed up when he stopped talking to them after he went to college. He wanted a new start, and decided to leave his old life behind. In this moment he realised how much he must have hurt them, and felt genuinely awful.
SMACK!
"And finally, one for wetting yourself like a pathetic child, just because I feel like it!"
Samantha gave him one final smack, and then began to calm down. She rubbed his bottom tenderly before taping his diaper back up and re-snapping his onesie. Tears continued to stream down Lilly's face, which was now almost as red as his behind. Samantha hugged him close, and was soon joined in by Alexis. They began to coo him and speak to him tenderly. "We're sorry baby, we know this is hard for you", Alexis whispered softly in his ear, "We really were hurt how you left us like that though. I know it may not seem like it, but we really have been concerned about you. It always seemed like you were so soft and delicate. You always needed us to stick up for you back in high school. We always felt like you were kind of like a little kid or a lost puppy, and we needed to help you navigate the world. Me and Sam were concerned about what would happen when you left for college. This may sound weird, but we were talking earlier and we wish you told us about this side of you sooner. We could have helped you baby. We could have helped you accept who you really are."
Lilly's sobbing continued, although the emotions had by now turned from anger to emotional confusion. Samantha began to rub his back and took her turn speaking. "Your mommy made the right decision, honey, and everybody knows it. You need to accept that. The sooner you realise you're way more cut out for this than being a man, the better you'll feel about it. And we'll be there with you the entire rest of the way, we promise."
"However...", she added, flipping him down so his butt was exposed and giving him one last hard slap, "You need to accept your place and learn to do as you're told."
Alexis nodded. "That's right baby girl", she chimed in, "We may be your friends but we're also your baby sitters. We're in charge from here on out, no Ifs, ands, or butts. Got it?" Lilly nodded and returned their gentle affection with a warm group hug. The two girls awwed at the cute sight. Mostly though, they were just happy to have their friend back.
Topic: A New Family Dynamic (Read 78008 times)
