2 comments/ 34925 views/ 9 favorites Kendra Is Born Ch. 02 By: komrad1156 As the limousine pulled into the Southcenter Shopping Mall parking lot, Kenny's heartbeat quickened. As the driver came to a stop in front of the large "Nordstrom" logo, he felt like his heart might beat out of his chest. On the way there, Kelli informed him she'd done a little bit of reading on the subject of crossdressing and learned there were specially made garments that could give a small, thin boy like Kenny an hourglass figure. She told him she'd taken the liberty of having ordered those online. Everything else Kendra needed could be found right here she assured him. At least everything she'd need to begin this new chapter in her new life once they got home and settled. As brother and sister exited the black limo, Kelli reached the door first. Smiling, she opened it for her little brother and playfully said, "Girls first!" Kenny blushed again as he imagined himself finally looking like his older sister. Long, soft hair smoothly styled, his boyish face with "those eyes" set off by just the right amount of makeup and the clothes. Kenny felt a sudden surge of blood course through his already hard penis making it swell to capacity. "Mmmm," he thought to himself. "Pierced ears and yummy earrings! Bras, panties, slips, dresses, stockings, skirts, sweaters, blouses, and HIGH HEELS!" He felt his face flush with redness at these thoughts swirled around his mind filling him with an energy and a hope he'd never before experienced. The crushing blow of his mother's recent death seemed a million miles away—at least for now. "You ready, baby sister?" Kelli teased again as they entered the large, upscale department store. "I am," Kenny happily replied. "I am SO ready. Thank you, Kelli. Thank you so much. I just wanna say how much I love you." The siblings stopped and Kelli turned to give her little brother a hug and tell him quietly whispering in his ear, "You're so welcome—Kendra. I love you, too. Now let's go shopping!" The "girls" made a beeline for the bras and panties as Kelli explained they'd start there and work their way outward, so to speak. After they had an adequate supply of undergarments, they'd start looking for clothes, then jewelry, and finally makeup. Kenny's already long, stringy (and often greasy) hair would have to be styled, but that could wait—for now. "Okay," Kelli said matter-of-factly. "What size do you want to be?" "What size?" Kenny asked. "Cup size, silly," Kelli explained. "You can be anything from a 'double A' to a 'double D' although most girls are a 'B' or a 'C.'" Kelli held up two sheer bras to show the difference between a "B" cup and a "C." "I like the larger one better," Kenny said unable to take his eyes off the sheer white, lacy fabric. "Is that okay?" he asked innocently. "Of course it is, sweetie. This is your own personal choice. You can be anything you want. That said, I'd have tried to dissuade you if you'd asked to go any bigger. When we go out in public, you'll have to be able to pass as a real girl and having a cup size larger than a "C" looks unnatural and draws way too much attention. This full "C" will bring you all the male attention you've been craving!" Kenny blushed furiously again. "Who says I like guys?" he retorted with a touch of indignation. "Well, I just assumed a pretty girl would like handsome boys. I do. Are you telling me Kendra has no interest in cute boys?" Kelli saw Kenny look down then back up. Clearly, she'd caught him off guard again. "It's okay, sweetie. You know I'm on your side. This is all for you—to make you happy. You can like whomever you like. If it's boys, that's fine. If it's girls, that's fine, too. No judgment from me. Okay?" Kenny looked up and met Kelli's eyes. He saw her genuine care and told her, "Okay. It's just that, well, I've never shared that part of my fantasy with anyone. I mean, I have no interest in boys when I'm a boy. In fact, I really like a girl I met at school. She's a senior, too. Her name is Amanda. It's just that, well, when I'm dressed up, I like to imagine being with a really nice, really cute guy who'll treat me like a girl." Kelli looked reassuringly at him and said, "I understand. That's what every girl wants. A nice looking, polite, decent man to treat her like a princess. And if he has a big dick, well that's icing on the cake, right?" Kenny's red face turned purple. "Kenny, we're going to have to work on that blushing. Blushing is okay for a girl, but you have to learn to control it so you can be in control of the situation. There'll be time for that. For now, let's get you the pretty undergarments you'll need. Let's see. How about white, and off-white, a black, a red, and a blue bra with matching French-cut panties? Then we can go look for clothes. I'm pretty sure you'll need a size 32 so we'll make you a 32C. And we're going to need a few strapless bras, as well so you can wear off-the-shoulder dresses and sweaters. Sound good?" "Sounds wonderful, Kelli," Kenny told her honestly. His heart was absolutely racing as this deeply-held fantasy was coming true! After buying Kendra her first bra and panty sets, Kelli handed the bag to Kenny and directed him upstairs to find enough clothes to start Kendra's wardrobe. "Next time we do this, Kendra will be doing the shopping with me," Kelli proudly announced as Kenny smiled approvingly. As they got off the escalator, Kelli blurted out, "Oh my God! Look! This is so cute! Look!" Before Kenny could catch up, Kelli was holding up a beautiful plum-colored knit dress with spaghetti straps and a square front that had a lacy edge to it. "Look at this, Kenny! This is so cute. Do you like it? Please tell me you like it!" Kenny took it from her and held it up to himself unaware anyone else might even be looking. "It's perfect, Kel! But could I get it in the white instead?" Kelli laughed. "Of course! But that's winter white, not white. Girls know the difference between colors so pay close attention, okay?" After setting aside the short knit dress in winter white, the "girls" made a whirlwind tour of the store. With just enough guidance to keep Kenny from buying things no girl would wear in public, Kelli let Kenny chose Kendra's wardrobe. All in all, he did pretty well. They found a very cute matching cardigan sweater for the knit dress, two other dresses for semiformal wear, three cute skirts, two blouses, and two beautiful longsleeved sweaters. A short black coat topped off the clothing spree as Kelli anxiously led them to look for stockings and shoes. "We have to have the right color shoes and stockings for each outfit and you're going to need a purse that matches your shoes or that at least makes sense with the outfit you're wearing. And remember, a girl can never have too many shoes!" Kelli helped her little sister-to-be select a dozen pairs of new shoes. Flats, heels, mules, wedges, and sneakers all made their way onto the checkout counter. As with Kenny's slender body, he also had small feet and was able to wear a woman's size 8. Soon, another two dozen pair of stockings and pantyhose made their way into a large shopping bag. The sheer number of bags forced the "girls" to take them to the waiting car before going back inside. "Let's take a break for lunch and we'll finish up at the makeup and jewelry departments. Are you having fun?" Kelli asked. "I've never had so much fun in all my life, Kel! This has been the best time ever," Kenny beamed. "Well, just wait until we get you home and put all of this together! And then, soon, if you work hard and pay attention, we'll be ready to go out somewhere for dinner and a movie and maybe—just maybe—go dancing, too. Sound fun?" Kenny's cock felt like it was ready to unleash a gusher of goo that would drown him in his own bodily fluid as managed to croak out a reply. "Yes, it does sound fun. It sounds like more than just fun. It sounds like a dream come true." After finishing their orders, the "girls" made their way around the jewelry counter picking up several pairs of clip earrings until they could get Kendra's ears pierced, necklaces, chokers, bracelets, bangles, and a couple of watches and rings for Kendra to wear. Last stop—the makeup counter! "Wait here for just a sec, okay?" Kelli asked. Before he could reply, Kelli walked up to a beautiful woman wearing a white lab coat behind the counter and began talking with her. The woman looked over at Kenny, smiled, and nodded politely. Beckoning with her hand, Kelli waved to Kenny to come over. "Kenny, this is Chantel. She's going to color code you and help us select the right color foundation for you then build a makeup palette we can take home. Don't worry. She knows and she thinks it's fantastic I'm helping you with this. Don't be embarrassed, okay?" The blood had long drained from Kenny's face and he replied confidently, "I'm not. Not at all. I'm very ready and very excited so let's get started!" Chantel explained why it was important to color code his skin and why the color of the foundation was so important to present a clean, natural look. "You have beautiful skin. I'm envious. I remember when I was 18 and mine was flawless like yours. You're very lucky. I think you'll be able to use this lighter shade that will give you a China-doll kind of look if you go blonde. For now, you'll need this slightly darker foundation to work with your dark hair. Do you plan to keep your hair dark or will you be bleaching it?" Puzzled, Kenny looked over to Kelli who said, "We haven't decided yet. I think we'll stick with this dark, coffee-colored brown for now because that's his natural color. However, I think he, well, she'd make a very beautiful blonde, as well." "I agree," said Chantel. "And these high cheekbones. Oh, my. Between them and these beautiful eyes. Well, let me just say, you are going to be a beautiful young lady!" Kenny felt the blushing start again but managed to control it. "Thank you, Chantel," he said as he flicked his eyes the way he'd seen girls do. She and Kelli smiled and gave each other "that look" of approval as Chantel went on to explain the details of tweezing, shaping, liner and eyeshadow color and application, the use of blush, and finally how to apply lipstick and gloss. Kelli splurged for an expensive set brushes as she explained their importance to Kenny. Satisfied they finally had everything a girl could need to look pretty and alluring, the "girls" headed outside to discuss their plans for Kendra's first foray into the world. A sort of coming out party for a very late but beautiful bloomer. On the ride home, Kelli said, "There's just one thing left to do to get you fully ready for tonight. We're going to have to do something with that hair of yours. It's long enough—just below chin length—and it's thick enough. It's just, well it's such a mess, Kenny. We can't get where we need to go without great hair. And you've got the potential. All we need now is someone to turn that potential into reality. And I know just the person to it!" "Driver?" Kelli asked. "Take us to Aurora and 118th, please. We need to stop at the Salon Boutique!" Kelli pulled out cell phone and got hold of the girl who did her hair. She had an opening and was all-too-happy to take a walk-in. Two hours later, Kenny had a shampoo, cut, and style that gave him the option of wearing his still-long hair in a boyish style or depending on how he parted it and combed it, in a more feminine way. As the stylist turned him around to see the finished product, the eruption Kenny'd been withholding all day gave way as felt he warm fluid escape as he looked at the soft wave of hair caressing his face. It was silky, smooth, and exactly as he'd imagined so many times before. Somehow, the mass of goo hadn't made its way through the denim of his jeans as Kelli paid and tipped the stylist. As he slipped back into the limo, he closed his eyes and tried to imagine what he'd actually look like later that night after Kelli helped him with his makeup, clothes, and jewelry. The "stain of shame" began to spread forming a large wet area around his crotch. Fortunately, Kelli wasn't paying attention as she prattled on about clothing, makeup, and hair—and boys. Kenny's thoughts turned to Kendra as he pictured how she'd look in any of the outfits they'd just bought. That familiar swelling began anew stretching the fabric already wet with his own cum. In Chapter 3, Kendra makes her grand appearance! Kendra Is Born Ch. 03 Fresh out of a warm bubble bath, Kendra sat down at the counter in front of the makeup mirror Kelli had placed there. Her bare legs and hairless body felt smooth and silky as she crossed them eager for Kelli to do her makeup for the first time. "Okay, baby sis. Here's how this is going to work. I'm going to do one side of your face, and you're going to do the other exactly like the other half. Got it?" Kelli asked. "I think so," Kendra replied. "This is just all so new to me. Exciting but new." "All right. Before we get started, let's make sure you smell great. This is Ombre Rose, my favorite perfume. We're going to spray just a bit here on your wrists, then you rub them together and then rub them just behind your ears like so." Kelli demonstrated and Kendra imitated her older sister perfectly. "Mmmm. That smells so good, honey," Kelli told her. "Now let's make you beautiful!" For the next half hour, Kelli helped shape Kendra's eyebrows, then did her half of her face with liquid foundation that made Kendra's face look smooth and ready for the rest of her makeover. They took turns applying a soft, smoky grey eye shadow, brown eye liner, just a touch of blush around her high cheekbones, and a dark brown mascara to lengthen her already long lashes, all of which went perfectly with Kendra's dark brown hair which was still beautifully styled from the salon cut hours before. Kendra struggled with the eye liner but after using a wet wipe to remove the first attempt, did a sensational job the second time around. "We're going to save the lipstick for last because we want to get you dressed to make sure we don't accidently get any on that pretty new knit dress. That is the one you're wearing, right, sweetie?" Kelli asked. "Definitely!" replied Kendra. "I love the way it hugs my body without being too tight. It's very sexy but not slutty and that's the look I love the most. I also really love the matching shrug that does with it. Can I go ahead and get dressed now?" "Sure! I've got everything laid out on the bed along with a surprise I had FedExed here for you. It's a specially made undergarment that will give you padding and ladylike curves just where you need them. It's also perfect for tucking away that extra equipment we don't want showing!" Kelli teased. Kendra blushed once again. "I'm sorry, Kel. I just can't help it. All of this is so new and exciting and..." "It's okay, sweetie," Kelli assured her. "You'll be more composed once you see the finished product. On second thought, you may actually be even more rattled until you get used to looking at the image I'm seeing which is well—amazing! You look as much like a girl as any girl I've ever seen and I'm not exaggerating. I'm even a little bit jealous!" Kelli half teased. Kelli had Kendra pick up the strapless bra and fasten it in front of her chest then spin it around into place. Once the off-white garment was properly lined up, Kendra handed the size C breast forms to her younger sister who slid them into place. Kendra smiled as she saw "Kenny's" cock rise in response. "You like them, don't you, Kendra?" Kelli teased. "I LOVE them!" Kendra said truthfully. "I finally feel like a woman. Oh, Kelli, this is SO much fun! Thank you SO much!" "You're very welcome, sweetie. You'll feel even more complete once we get you in this dress and in a pair of heels with some jewelry to set everything off," Kelli assured her. "So let's have you try on this undergarment but first we're gonna have to find a way to uh, tuck your 'package' so that it can't show through at all. We don't need your own cock rubbing up against some handsome young man when he's pressing his against you now do we?" Kelli again teased. This time, Kendra didn't blush but her erection did stand straight up. "Oh, my. That's going to be a problem. If you can't reduce the uh, swelling, you may have to well, 'take things into your own hands' and make that go away!" Kelli said in a mock scolding. After about ten minutes, Kendra was able to gain her composure and tuck her unwanted baggage tightly between her legs, pull the form-fitting, padded garment up and in place which held everything nicely in place. The garment was amazingly smooth and would be undetectable even under a knit dress. "Perfect!" Kelli exclaimed. "Now you need to slide on your pantyhose. Normally, you'd wear stockings but your first time out we don't want to take any chances with them sliding down your legs." Kelli handed the nearly nude, slightly tanned hose to Kendra and then explained how to put them on without running them. "And now for this yummy dress I know you've been dying to slip into. Just hold it like this and step into it then pull it up and over your boobs and then slip your arms through the spaghetti straps," Kelli modeled. Kendra did as she was told and Kelli nodded approvingly. "Now let's accessorize you!" Kelli said excitedly. "I think a single strand of pearls will be perfect with this color dress. The square neck hides your cleavage and also gives us room for the necklace to hang naturally." Kelli walked behind Kendra and asked her to lift her hair so she could connect the tiny clasp of the necklace. "Oh my!" Kelli exclaimed. "That's just perfect, Kendra. These clip-on peal earrings will go perfectly with the necklace and will have to do until we can get your ears pierced." Kendra and Kelli each attached an earring. Satisfied, Kelli told Kendra to step into the toeless, 3" heeled off-white sandals they'd bought at the mall. Again, Kendra did as she was told, attached the tiny buckle of the strap that went around her ankle, and stood up for Kelli to give her a "once over." "Perfect!" Kelli proclaimed. "Now spend some time walking around and let me see if we have any noticeable problems." Although Kendra had walked in heels before, she needed help with keeping her back straight, her head erect, and her wrists in a feminine position as she moved. After just a few minutes of practice, Kelli was satisfied. "Just a couple more things and then you can take your first look at the new you in the full-length mirror. We need to do your lipstick and nails so take a seat and I'll take care of this for you the first time." In less than a minute, Kendra's lips were coated with a glossy, deep-red lipstick that set off her already beautiful face and decided Kendra should go ahead and see what they'd created together rather than make her wait until her nails were done, too. Kelli put her hands in front of her sister's eyes as she led her toward the bedroom mirror and asked, "Okay, are you ready to see the beautiful women you've become?" Kendra was breathing deeply and trying to control her excitement as she answered in the most feminine voice she could manage, "I am!" Kelli removed her hands and as Kendra opened her eyes, she gasped in amazement. "Oh my God, Kel! I can't believe this! I look..." "You look exactly like a beautiful young woman" Kelli said finishing her sentence. "No one will recognize you as a boy no matter how close they may get. And with any luck, someone is going to get very close to a cute guy before this night is over!" Two coats of matching nail polish finished the look as Kendra sat mesmerized looking at herself as Kelli applied each coat. Once dried, Kelli disappeared to change into her own dress for the evening and when she reappeared told Kendra, "Okay, sis. Grab your purse and sweater and let's get ready for a night on the town!" Kendra's heart raced as she draped the long-sleeved shrug over her arm and clutched the off-white purse in her hands. She couldn't stop looking at the slick red nails on HER hands which held HER very own purse. Her reeled as she tried to take in the meaning of, "Go get YOUR purse and sweater." "My things," she thought to herself. "I am now a girl with my own purse, heels, jewelry, make up, and clothes!" Kendra realized she had never been happier before in her entire life. The loss of her dear mother was the last thing on her mind as Kelli held the door open for her and they headed toward the waiting limo. On the way to one of the University District's most popular night clubs, Kelli gave Kendra a crash course in female etiquette. "Never touch your nose! Only guys do that. Keep your legs crossed or your knees together. Keep your elbows near your body. Talk softly and keep your answers short. Guys like talking about themselves so if you meet one you like just smile a lot and let him keep the conversation going. The way you look, I can assure you he won't care how much you talk or don't talk! He's only going to have one thing on his mind and that leads us to what you can reasonably expect to do considering what's under that pretty dress of yours!" Kendra continued and talked about the kind of food to eat that didn't need to be cut and that wouldn't touch her lipstick, how to sip a drink, hold a fork, etc., and as a final precaution, explained about the potential concerns of swallowing a man's cum if she chose to let things go that far. While she didn't get into the nitty gritty of the "how to's" of cock sucking, she did explain how guy like a girl to make eye contact while going down on them as well as how seeing her red nails would also be a huge plus. After a 45-minute ride, the limo pulled up in front of the club where a lot of young people were mingling around outside. "You ready, Kendra?" Kelli asked as the driver opened their door. "I am SO ready," Kendra replied as she carefully lifted both legs, knees together and reached for the driver's hand who offered to help her stand up as a woman in public for the first time in her life. Her purse and sweater still on her arm on and in her hand, she was delighted to hear the clicking of her heels on the sidewalk as she and her sister and new best friend strode for the entrance. There was no cover charge for girls so the two were welcomed in with approving smiles from the security guard who let down the velvet rope to let them pass through. "Kendra," Kelli whispered putting her hand on her sister's arm. "Look over there to our right." Kendra turned to see two very handsome young men smiling at them and walking toward them. Her heart pounded as her mind raced at the possibilities of what lied ahead just as the cuter of the two boys said to her, "Hi. I'm Zack. This is my brother Matt. And who are you two gorgeous ladies?" In Chapter 4, Kendra becomes a woman.