Caregiver In Love Part 5 (The Glorious Finale Of The Caregiver Saga) free porn video

Caregiver in Love Part 5 In the final stunning climax of the Caregiver Saga: Shawn's friends visit for girl's night, and Shawn hears a strange sound. I clicked across the house and foyer in the kitten heels and pulled open the door, before I realize what I was wearing. My heart skipped a beat. Jacqueline beamed at me from the doorway, with a giant salad bowl and two fresh baguettes in her arms. She handed me the baguettes and kissed me on the cheek, and said, "Every time I ring the doorbell, you magically appear, looking more beautiful and sexy than the last time! What's up with that?" I blushed at her compliment, trying not to be seen from the street as cars drove by. I felt my hand smooth the silky skirt of my cover-up against my hips and then come to rest on my slender waist. Jacqueline walked past me to put the giant salad bowl on the kitchen counter. She was wearing tall platform heels that made her long, slender legs look immensely long and sexy. "I just got these greens at the farmer's market and borrowed the bowl from school, and am just dropping them off. I still need to go get ready for Girl's Night, and grab my tennis outfit and my pajamas at home. Are you excited about tennis tomorrow?" "You bet! We found a cute outfit for me to wear, and I was just working on my tan, so I don't look like a ghost on the courts tomorrow." We walked back to the front door. I was thankful to be out of sight of the patio and secretly hoped Jacqueline would kiss me again. "You have such a terrific tan," Jacqueline said, absently twirling a long strand of hair with one hand as her other hand casually reached down to touch my smooth thighs through the translucent cover-up. She looked down to where her hand touched my leg. "My god, Shawn, look how hot your legs are!" I blushed again. "Thanks. Look at your own legs, Jacqueline. Jeez, I can hardly stand how sexy you look." She blushed, which thrilled me. Wanting to end things on a note where she could at least understand that I though her legs were sexy, and where I had at least knocked her into the unfamiliar place of blushing, I hinted that I had to go. "Well then I'll see you tonight, Jacqueline." I said, regaining my composure, although I had so wanted to be dressed as manly as possible the next time I saw her. "Um, sweetie," she said, looking down at her sandals, that I was wearing. "I'm really glad you like those sandals. Aren't the kitten heels so cute? I was really only using them for bike shoes. They fit you perfectly and look great on you, so why don't you keep them, Shawn." "I'm sure they're really expensive, Jacqueline. I couldn't take your shoes. I'll give them back to you tonight," I said looking down at the sandals and my French pedicure peeking out from behind the thin soft suede straps. "Besides, I think I've been overdoing it a bit on the heeled sandals. I think I'm going to start wearing jeans and loafers again tomorrow, if I can find some at the mall. Do you want to go with me after we play tennis?" "I think we're going to be pretty drained after our tennis practice. It's quite a workout! Hey, why don't you bring your bathing suit with you, and we can swim in our pool after tennis! We can go to the mall if we still feel like it after lunch." I tried to remember if she had a pool at her parents' house. I was so preoccupied that one time I had visited her house. When was that? It seemed like weeks ago. Nope, it was yesterday afternoon. Time seemed to bend. Yesterday. When I wore Jacqueline's Spanx and her white pants. That was before today's humiliating visit to the sporting goods store, and the humiliating visit to the hair salon, and the humiliating visit to get my ears pierced. And the humiliating bikini outfit. Which I'm still wearing. I closed my eyes, thinking hard. A picture of a pool did not come to mind. I started to panic, wondering what pool Jacqueline could possibly have in mind. The walls seemed to move. I felt lightheaded. "The color of your lipstick is really pretty, Shawn," I heard her say from far away, as I tried to place myself in the present, and figure out the pool situation. I felt disoriented and confused. I looked at her beautiful, pert body and her long legs. She wiped a few strands of long, dark brown hair from her eyes. How is it that I became friends with the prettiest girl in my class? I don't have any friends, and she's the prettiest, most popular girl in the whole school! I couldn't figure out how we became so close. I saw her reach out her long slender arm and felt her put her small, soft hand on the upper sleeve of my silky cover-up, then lightly on top of my shoulder. I closed my eyes, my heart beating loudly in my ears. I felt her long, delicate fingers through the thin fabric of my wrap, her hand resting on top of my bikini's shoulder strap. She stepped closer. Then she moved so close that our breasts were almost touching. She tilted her beautiful face towards my ear as if wanting to tell me a secret. I felt an electric shock as our breasts touched. "I can't resist," she whispered and exhaled softly, very close to my ear. I felt her warm breath on my neck. I smelled her perfume. I felt her fingers comb gently through the soft brown hair at the base of my skull. I held my breath as she drew my mouth towards hers and kissed me softly on the corner of my mouth. I felt my heart beating faster, and I tried to contain myself, to keep myself from moaning. Or exploding into a million pieces. She kissed me lightly again, and then smiled. I felt like my body was going to erupt in pleasure. I held my breath afraid of what might happen. I suddenly felt a strange, excited release of wetness down between my legs. The silky crotch of my bikini suddenly grew moist. I had never felt anything like that before. I knew I had not peed in my bikini, but I still felt wet, ashamed and vulnerable. I closed my eyes in fear and shame. It was as if my little macaroni noodle had suddenly oozed out a tiny half teaspoon of slippery, warm dish soap into the crotch of my bikini bottoms. She bent her head to kiss me again. I felt as her warm tongue and her soft lips as she tasted my mouth and my lipstick. I had the crazy though that I was glad that I had worn a permanent lipstick. She pulled her lips away slightly, the side of her nose still nearly touching mine. I could tell she was looking down at me. Her platform shoes were two inches taller than my heels. My head was turned upward, my eyes barely closed, my painted lips parted, begging to be kissed again. I wanted to be possessed by this beautiful woman with her huge brown eyes and silky brown hair. Instead, she just shook her head slowly. She inhaled softly again and gently and slowly said in a voice almost whispered, "Shawn, you're such a pretty little sissy, and so wonderfully irresistible." I opened my eyes, surprised that she had called me a sissy. She looked deeply into my eyes. "Shawn, I love how much of a sweet girl you can be whenever you want to be. You are so small and feminine sometimes, I just want to feel you next to me, feel your cheek on mine, touch my lips to your ears. Smell your pretty hair. See you blush and shiver in your silk-draped little body whenever you're turned on. I know your little secret, Shawn. I know that you can't react like a normal boy down there. I hope you don't mind that Marilyn told me about your small problem down there. Your smallness issue. And it's just so fine with me." She paused and I heard her inhale my feminine fragrance. "I've been with real men before. I've ridden their big, strong bodies, and felt their large cocks slide into me. But I want you. Your smallness is nice for me. I guess I want you to be soft and small, because it reminds me how soft and small I am." I felt her warm breath on the side of my face again. She kissed my ear and then slowly and deliberately, with her dark lips, parted my pink lips. I groaned and my knees buckled as I felt my tiny, flaccid, little sardine release another miniscule spurt of warm, slippery juice inside my bikini. My crotch was now noticeably damp, but stayed alarmingly flat, just like a teenage girl's. I was glad to be wearing the cover up for the minimal amount of privacy it provided. Despite her words denigrating my masculinity, I prayed with every cell of my reptilian brain that Jacqueline didn't know that I had no physical reaction to her kisses other than to grow very wet between my legs. I felt her hands drop to my shoulders and then caress my small breasts through my silky cover up. I sighed softly, lightly biting my bottom lip. Wanting to be caressed even more. I felt Jacqueline's hand caress the silk belt around the hips of my bikini. Her hand continued to caress downward, smoothing over my rounded hip and bottom. With her finger, she lightly traced the curve of my bikini bottom. She touched my lips lightly with hers, causing me to whimper softly with desire. I felt her hand go up to her own small breasts and massage them gently, then slowly slide down her waist and caress the crotch of her jeans from the outside. As her fingers played in her crotch, the back of her hand rested against the damp crotch of my bikini. I felt the delicious movement of the knuckles and ligaments on the back of her hand as her fingers moved between her legs. "Oh, Shawn, I can feel your wetness. You're as wet as I am, Shawn." With a finger of each hand, she slowly parted the thin silky fabric of my cover-up just above the wrap tie and slowly slid her left hand inside my wrap. I felt her manicured fingers tickle my stomach, and then caress the soft skin just beneath my bikini top. Jacqueline traced a triangle around my bikini top with her fingers. She kissed me lightly on the lips. She pushed slightly on my left hip until I felt it give way. She spun my body so that I was facing towards the kitchen, my back touching her breasts, her hand still on my breast, her back to the door. I felt as her fingers gingerly probed into my bikini top and under my bra insert, touching my real nipple. "So because you can't really be like a real man down there," she whispered, "not even close, would you be a pretty sissy for me? Can you be as soft, little girlfriend, just for me?" I shuddered. I wanted to be a man, to respond to her like the powerful man I felt inside me. But her fingers toying with my nipples told me that I was just a small, weak girl to her. I longed to push her hands away from my sensitive nipples and instead hold her in my powerful arms, take the upper hand and ravage her beautiful body with hungry hands. I raised my hands, but seeing their tiny, weak wrists, my slender fingers and my long, lacquered and manicured nails, I lowered them in shame. The gesture was not lost on Jacqueline. "Just let go, Shawn," she said. She tenderly pushed her nose into the side of my neck sending me closer into ecstasy and surrender. Still facing the kitchen with me in front of her, she pushed against my silk-clad bottom with the thighs and crotch of her tight jeans. I felt her firm upper thighs push against my bottom. As she caressed my swollen nipple with her fingers inside my bikini, I felt another wave of pleasure and release wash over me, and I exhaled with a sigh. I didn't want the moment to end. Jacqueline gracefully spun me around to face her again, the skirt of my cover up lifting slightly, caressing my thighs. She wrapped her arms around my shoulders. I felt her small soft breasts pushing deliciously against my breasts and inserts inside the cups of my bikini top. Her breath hot, she whispered in my ear, "I need to go now. But I want you to go and put on a pair of fresh panties, Shawn. Do you have some silky pink panties you can wear for me?" She knew that I was wet, just like a girl, and that my penis had failed to make any appearance at all, just like the sissy she said I was. I tried to smile despite my self-loathing shame. "I'll be back in less than an hour for Girl's Night." With that, she released me and turned the handle of the door. I was too enthralled by her kisses and caresses and too shocked by my humiliating failure to perform to move out of the way. I saw the mailman drive by on the street. He looked right at my slender, tan, bikini-and-silk-clad body and waved, a surprised, but pleased look on his face. Marilyn turned back, to wink at me. I watched her shapely, slender hips walk down the path to her car parked in our driveway. I felt the pleasure of her kisses, mixed with the guilt and shame of not having performed more like a man. I heard Marilyn's voice behind me. "Oh, did Jacqueline drop by some stuff for tonight? How sweet of her. We'd better get ready, Shawn. They'll be here in an hour." I wondered how long Jacqueline had been in the house, how long she had been kissing me and calling me her girlfriend and her sissy. Had Marilyn heard and seen all of that? I looked in the mirror to see that my lipstick was fine, but my hair was mussed. My wrap looked a bit disheveled. It was my heart that was in disarray. I couldn't face Marilyn. "I'll take a quick shower and get ready," I said as I straightened my silk wrap and clicked softly over to the stairs. "Don't get your face wet, or you'll have to reapply makeup. Maybe just touch up your lipstick. Carefully, okay?" Marilyn warned me. I climbed the steps up to my room. Looking in the mirror, I noticed my still flawlessly made-up face. I carefully wiped off my pink lipstick on a tissue. I slipped off the translucent cover-up to see my bikini, still flat and girlish in the crotch, my breasts still pert and natural- looking in their cups. My arms and legs looked smooth, slender and tan. I stepped into my bathroom and slid down my damp bikini bottoms. The white cotton crotch was slippery and wet. I felt shame and revulsion, reminded of my feminine sexual response to Jacqueline's caresses. I rinsed the bikini in cool water with some lingerie soap and hung them over a towel bar. Mr. Pinky still sat glued to my crotch, like a piece of cooked spaghetti stuck to the bottom of the pot. I stepped into the shower and lathered with gel. It still felt strange to feel the silky bath gel on my soft, smooth legs. I lathered my crotch and my tiny male member and tried to fantasize about having sex with Jacqueline. Despite my fantasies and my ministrations, he again failed to rise, lengthen or harden. He was still no larger or stiffer than a household rubber band folded in half. He had seemed to get smaller and softer in the three weeks since my mother's accident. Right when I need you most, Mr. Pinky! Right when I have my first girlfriend! You're smaller and softer than ever, and worse, you not only fail to enlarge and stiffen when I need you most, you instead discharge slippery wetness like a girl when I get excited. I can't even call you Mr. Pinky anymore, because you're smaller than even my pinky! In shame and self-disgust, but still randy with sexual desire, I rinsed off and stepped out of the shower. I dried my body with a fluffy towel and rubbed lotion onto my arms and breasts, and rubbed baby oil onto my smooth legs. I wrapped the towel around my body and walked over to my dresser. Surveying the large collection of lingerie in my top drawer, Marilyn's voice suddenly shattered my stupor. "Put on a nice new beige bra and panties for tonight, something you won't be ashamed to be seen in, but also something that will work with a variety of outfits, in case we have a fashion show or something. Why don't you wear your white shorts and come to my room for a nice top. Do you want to try your larger breast forms tonight?" "No," I said, thinking that now was my chance to draw the line in the sand, to turn over a new leaf for Jacqueline, "I think I'd like to tone it down a little." But, because I had no male clothes, I had lost even the strength or wherewithal to resist my feminization. Also, I didn't know whether to wear pink panties as Marilyn had wanted or the beige panties Marilyn asked me to wear. "I'll wear the A's again," I said in dismay. "Your call, sweetie. It will be pretty casual tonight, and just us girls, so the smaller forms will probably be perfect." I slipped on my pink Wacoal panties, pulling the waistband up to my waist, my tiny member was so small, shriveled and soft, he merely flattened himself in fear and useless obscurity against my crotch, like an overcooked inch long piece of spaghetti. I cringed again in shame as I recalled that even Jacqueline now knew the extreme problem I had with my tiny, non-performing penis. I slipped on my brand new Wacoal bra. I inserted my own brand new breast forms into my bra cups for the first time. They were the exact same size as Jacqueline's A's that I had been wearing all day. I adjusted the lacy cups until they looked completely natural. I was disgusted with myself. I called out to Marilyn, as politely as I could, "Maybe tonight, I'll just go without a bra, okay?" "That's not okay, Shawn, wait til you see the sexy tops I have for you to try!" I slipped on my white shorts, feeling them slide up my smooth legs and pink panty-wrapped bottom. My shorts were lined, so the light pink did not show through. I stepped into the kitten-heeled sandals Jacqueline had just given me. I walked next door to Marilyn's room, my heels clicking on the floor. There were several tops and a camisole on her bed. She was touching up her mascara wearing only a lacy bra, white panties and lacy white half slip. "I'm wearing a casual dress tonight. These tops are casual and will go nicely with your white shorts." They all looked extremely sheer and frilly. "I think you might want to put on the cami first before trying them on." I slipped on the silky nylon cami and felt it drape down my torso. Its lace tickled my chest. I tried on each top, each one more feminine than the one before it. "I can't wear any of these, Marilyn. Can't I just wear your black t-shirt again?" "Here's something you'll like. It's a like a combination of shorts and a matching top. It's called a jumper. It's like a jumpsuit, like a car mechanic or a skydiver would wear, but it's cut for summer with shorts, so you'll be nice and cool." She returned from her closet with a dark pink silk garment. Unbuttoning it, she had me turn away from the mirror. I stepped out of my white shorts. "Your new pink panties are really cute, Shawn. Are you wearing those for Jacqueline?" "Yes, she asked me to wear them." "That's so sweet of you, Shawn. Look, they'll be perfect under your pink jumper." She adjusted my bra straps slightly and told me to step into the bottoms. I felt the silk slide up my smooth legs and shuddered. I felt her fingers skillfully button several buttons up the back. "I'm so sick of silk, Jacqueline. Can't I wear denim or something more casual," I begged. "This is casual. You'll be so soft and comfortable, you'll hardly know you're wearing anything. Plus, we'll be trying on lots of outfits tonight, so this will be easy to slip off and slip on something else." "I can't reach the buttons, so how is it easy to slip out of?" "We'll all help you, Shawn. Not to worry." She smoothed the silky fabric over the curves of my hips, and straightened the drape of the shorts. "Oh my god, Shawn! This is the one!" She twirled me around to face the mirror. The silky dark pink fabric draped off my shoulders and flowed over my pouting, small breasts and gathered at and caressed my tiny waist. Marilyn tied a silk sash of the same color around my waist causing my hips and bottom to swell seductively. The shorts of the jumper ended gracefully just two inches below my flat crotch, high on my thighs. The loose leg openings flared slightly, so that it was difficult to tell if I the jumper ended in a short or a short skirt. "Marilyn, I can't wear this!" I moaned in protest. "It's so feminine!" "Oh, Shawn, it is absolutely spectacular on you! Let's try some sexy shoes." I decided to use the nuclear option, the strongest weapon in my arsenal. "Marilyn, I have something to share and I'm not sure how you're going to react." I paused, wondering if using the nuclear option was the best course of action, but decided to plow ahead. Marilyn had been standing at the door of her closet, surveying her shoes, but, sensing the fear and anger in my voice, paused to face me. "Marilyn, I think Jacqueline and I might be--" I paused again, trying to gauge her reaction. "--interested in each other." I paused again, and then blurted out, "I guess, in a romantic way." Marilyn dropped one of the stiletto shoes she was holding and stared at me in wonder, a big smile spreading across her pretty face. "In a romantic way? What do you mean, Shawn? Like holding hands?" "Well, it's just that we've kissed a few times, and I think--" "You've kissed Jacqueline a few times? Why, she's so beautiful, Shawn. That's so wonderful. You don't have much experience with girls, do you?" "No I don't. And it's wonderful," I said, as steadfastly as I could. I suddenly felt a longing for Jacqueline, her beauty, her kindness, like a giant knot in my stomach. "I think it might turn into something really wonderful. Very romantic. I really like her." "Is my little brother in love?" she asked, smiling sympathetically, as I looked in the mirror at myself wearing the silk jumper. I turned from side to side feeling soft silk slide against my smooth skin and lacy lingerie. I sat gingerly on Marilyn's bed, smoothing the silky shorts under my bottom so they wouldn't wrinkle. "Maybe. I just don't know. It's all so new." I said. "All I know is that this is the best thing that ever happened to me. I feel thrilled. I guess I feel in love. I want her! I think I have a school boy crush on the cutest girl in the school." I crossed my smooth legs and folded my hands in my lap. I felt something about my life trying to snap into place. "Well, that's wonderful, Shawn," she said absently, looking back at her shoe collection and selecting a pair of strappy black sandals with tall blocky heel and putting them at my feet. "You know, these black heels would look amazing if you had a darker nail polish." "Marilyn, I just don't want to be so feminine. She already thinks I'm a bit of a sissy. I think it would help things if I could just tone it down a few notches and not be quite so feminine all the time. This jumper, for example," I stood up and looked in the mirror, smoothing the silk flared shorts over my pantied bottom, "is exactly what I'm talking about." "You mean you would feel better wearing the pretty, translucent wrap like she saw you in today? Did she kiss you today?" "No!" I said in exasperation. "I mean, yes, she kissed me today. No, I don't want to wear any more wraps or dresses or anything quite so feminine. No more purses, no more heels. This pink thing is too silky and feminine. She'll think I'm nuts!" I felt something huge and heavy, like a giant ball, in my brain trying to get clear. "I think she finds you quite far from nuts," Marilyn said quietly, laying her hand on my silky shoulder, soothing my anger. "Jacqueline has dated the three most handsome, virile, masculine, desirable men in town. She can have her pick of any man, and yet she seems to like you. We know, because of the extremely small size of your genitals--by the way, it's called penis and scrotum dwarfism--that you really can't hope to compete with a real man. At least in the categories of masculinity and virility," she said kindly but dismissively of my masculinity. Then my sister actually patted, with the front of her hand, my perfectly flat crotch, touching with a casual familiarity, the pretty, feminine v between my legs. Her long, pretty, manicured fingers lingered briefly between my legs, feeling the warmth, but not the least hint of a penis through the pink silky shorts of the jumper. I had never heard of penis and scrotum dwarfism. She had never touched my crotch. I was speechless. I again felt and heard a giant ball rolling down a groove in my brain. I swallowed hard, wondering how to resist the humiliation. The unwelcome feminization. "So I think that the current course, of holding down that silly masculine ego of yours is what's got you this far. And you've come quite a way, haven't you?" She paused, looking at me carefully. I blushed. "Has Jacqueline reached first base, or second base yet?" I turned a deep red. I thought of Jacqueline fondling my breasts through the bikini top and caressing my nipples. I thought of her feeling the wetness of my crotch with the back of her hand. "Um, I think second base, I guess." "Well, Shawn, I saw you kissing together this afternoon by the front door. You're new to this loves stuff. Even though she's a girl, you need to learn to push back a little against anyone who is trying to get a home run with you, whether it's a boy or a girl." "Marilyn!" I protested, agitated, shaking with revulsion, still hearing this strange rolling sound in my head. I stood up and felt my small breast jiggle and bounce in their silky confines. The rolling sound isn't a ball at all. I felt my pretty new earrings move slightly, the posts sliding slightly in their new holes. Not a ball, but a door. I felt the silk of the pink jumper gently caress my thighs and lace panties. I heard the heavy door roll all the way shut. Fooooommm! Something had changed. "Look, sweetie, Angie and Jacqueline will be here in twenty minutes and we need to find you some shoes, put on some lipstick, clean up the house a bit and get the food ready. You look fantastic. Here try on these shoes. They're a little higher than you're used to." She handed me the black sandals with the tall block heels. I heard the last echo of a large door slam shut and go silent. The giant vault door had rolled completely shut. My resistance evaporated. Suddenly my old life was over. I surrendered completely to my femininity. I sat back down on the bed, smoothing the silk jumper beneath my bottom. I stepped into the high heeled sandals and drew up and buckled the wide straps around my ankles. I stood and smoothed the shorts of the silky jumper. I faced the mirror and saw what three inch heels did for my stature. My legs seemed to go for miles. I looked as skinny and tall as a young sapling, my legs as long and thin as a spider. The silk seemed to flutter on my bony torso. I turned to see if my panties left panty lines. Thankfully, no panty lines at all. And no bra lines. My French pedicure peaked out from between the bold, wide black straps of the sandals. "Maybe we'll all paint our nails tonight and you can try a bolder color?" "That sounds nice," I said calmly as I tried to take a step in the heels. They were very tall, but surprisingly stable. Marilyn removed from her bag, the oblong white box containing my hair extensions. I reached for them and then quickly combed out my long bangs and clipped in the extensions. Marilyn watched happily as I let the dark brown hair dangle straight down over my thin, tan shoulders. "Your hair is lovely," she said, watching me style it. "You don't need a purse tonight, your makeup looks great. But let's put on a lipstick that will last all night. In case Jacqueline wants to kiss you again." She handed me a black tube of lipstick with a ring of silver around the cap. "Try this. It's a few shades darker and redder than the dark pink of your jumper. Perfect for an evening with the girls. I'll go down and get 27 Dresses ready to roll." I applied the red lipstick and blotted my lips. After a few seconds, the color seemed to lock on, it still looked shiny, but I could see that it was dry and perfectly applied. I carefully made my way down to the kitchen and walked around in the heels, hearing them click on the floor. I put on my black apron to protect my outfit, and prepared the salad and also a quick tomato soup Marilyn had purchased ready-made from the deli at the store. The patio door was open and occasionally I would feel a breeze flutter my silky shorts, or worse, flow right up my legs and tickle my panties. I quickly rolled Mom out to the living room. She gasped when she saw me and reached up to touch my gathered waist, "That pink silk looks so pretty against your tan, Shawn. And those heels are so sexy on you!" I blushed. Happy. I felt pretty. I had just finished wiping the coffee table, dusting the living room and fluffing the pillows, when the doorbell rang. I touched my hair in the mirror, removed and folded my black apron and straightened the drape of my silk jumper before opening the door. It was the UPS delivery man with a box for Marilyn. He smiled at me shyly. I signed for the delivery, which he dropped just inside our door, just as Jacqueline and Angie walked up the driveway each carrying a thick garment bag and smiling happily. "So pretty!" they both said in unison. Marilyn joined me at the door in a slinky black dress. We embraced like long lost friends, their arms wrapped around my silk- draped frame, our breasts touching. They held me tight. We stood in the foyer of Marilyn's house, four glamorous and beautiful young women. We laughed and some more, and when Mom wheeled herself over, we all hugged her. The End