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Rated: GC · Serial · Adult · #1491394
A young boy goes away to school and is befriended by an older lady.
Chrissy’s New Life Part 1



My name is Christopher Reilly and I woke up early this morning and quickly showered and dressed in my school uniform. I am a freshman at St. Mark's Academy for Boys in Los Angeles, and, although my studies are progressing nicely, I am still homesick. It was November, and I have been away from home for over two months. I have always been an excellent student in grammar school and, from my earliest years I have been something of a teacher's pet to the nuns at St. Stephen's. I am called Chris for short and I am almost 13; my birthday is on the first day of the year. I am slight of build and shorter than all off the boys in my class. I have longish hair for a boy. It was halfway down to my shoulders. I am a bit effeminate and have a girlish face. I was teased a bit about my appearance and manner. My puberty was late and my voice had not yet broken as many of the boys in my class had. Consequently I took part in the choir and was told I had a heavenly voice.



I dislike rough masculine sports and I prefer intellectual pursuits like chess and debating. I do not mind non contact sports and like doing gymnastics and swimming. My home life while still at grammar school caused a bit of friction between my Dad and I, as he wanted me as the eldest to follow in his footsteps as a football player. My twin brothers Mark and James who were three years younger were into all sports and this pleased my Dad. I was content to spend more time with my Mom. I developed from her a caring for people. Mom was in nursing and was a chief nursing sister. I spent a lot of time with her in the kitchen and learned to cook. My Dad was an engineer and was in charge of a whole section at a factory. Our home life was quite pleasant otherwise. One thing I did miss was the fact that we had no other relatives. Both Mom and Dad were orphans and had lived in orphanages till they left school and as a result we had no uncles, aunts, cousins or grandparents.



Chrissy's new life Part 2



We had many happy days together as a family in which we went on camping and fishing trips although I did not like the fishing part. Often my Dad and brothers went fishing together on day trips at nearby Lake Tanglewood. During these times I would have Mom to myself and I loved the time we spent together. We would take in movies and also listen to music at home. I enjoyed helping her prepare the family meal and baking and would wear an apron. I would also spend time with her in her workroom room as she did sewing and knitting. I had learned to knit and sew during the last six months of my time at home and we kept these activities secret from my Dad and brothers. We had talked recently of Mom’s desire to have a girl. She had said she would try and persuade Dad to have another child.



Boarding school was a new experience for me, however; I missed my Mom, Dad and brothers and, although I never would have dreamed it before, even the nuns. St. Mark's was a small school run by an order of cloistered priests. There were no females at the academy at all; the teachers as well as the support staff were all members of the religious order.



This morning promised to be interesting at least. A small group of ladies from the local parish had been invited to share breakfast with some of the students and our teachers. This was to be something of a “get-acquainted” session, in that rarely had the academy grounds been open to outsiders, especially women. As a reward for doing especially well in my classes, I have been selected as one of five students invited to take part.



The breakfast was to be held off the main dining hall in a separate room. The other boys and I helped serve the breakfast, by bringing each of the ladies food before taking our seats which alternated around the table, one of the ladies, one of the students, and one of the priests. I served Father Tom and then brought a plate of bacon, eggs, and pancakes to the woman I would be seated next to. I guess she was nearly forty and although on the heavy side, she had a very kind and even pretty face.



She thanked me as I took my seat and introduced herself to me as Mrs. Mary Alexander. Her perfume filled my senses and after being separated for months now from any female company at all, I delighted in the conversation and seldom let my sight off her. I spoke of my studies and my participation in intramural sporting events, and she in turn spoke of her life in the small community several miles down the road from the academy gates. Mrs. Alexander explained that she was a widow with one daughter away at college on the East Coast. I listened attentively and impressed Mrs. Alexander as a perfect little gentleman.



The breakfast over, we boys cleared the dishes and later as we were to find out the Fathers expressed their gratitude to the ladies for attending. Mrs. Alexander had made a suggestion to continue this interaction, perhaps by permitting the students to visit off-campus periodically.



I returned from the kitchen and moved to take my seat, and Mrs. Alexander motioned me to her lap. I was a little embarrassed to be sitting on Mrs. Alexander’s lap, but I felt very comfortable. I noticed the other boys who were all older than me grin and smile at me. She had her arm around me and she cradled me affectionately against her massive bosom and ran her fingers through my curly hair. I began to feel warm inside and felt loved. Father Tom also just smiled at me as I sat on the lap of this motherly woman.



She told Father Tom how I was such a cute little child and was welcome to visit her home at any time, and as he had agreed to allow us boys off grounds and thanked her for the kind offer. I was lost in a flood of senses. I let my headrest against her wondrous breast and let the smell of her heavenly fragrance fill me. After our guests departed Paul the boy from the next higher grade and a friend of mine from the chess club said to me, “You must have enjoyed sitting on that ladies lap, I know how you miss your Mom.” I replied, “Yes I do and she was so motherly towards me.”



Chrissy’s New Life Part 3



the Thanksgiving holidays were now upon us and this presented something of a problem. While most all the other students were from the region, my family lived almost 1000 miles distant in Amarillo, Texas. Although this was not unusual, my father was a member of the alumni and hence the selection of St. Mark's for my education. While my family wasn't poor, flying home for Thanksgiving and then again in a few weeks for Christmas was more than we could afford. It was assumed I could remain on campus, and while that was possible, it would be an inconvenience to the staff in that repairs to the dormitory had been planned while we students were away. It turned out a solution was quickly found.



The subject came up on Sunday as Mrs. Alexander was chatting with Father Tom after Mass at the local parish where he assisted. That Sunday I was also at the church where I took part in an item the choir presented. It was the first time while I was a member of the choir that we sang outside the Academy.



Mrs. Alexander offered to open her home to me for the long weekend and the priest agreed subsequent to approval from my parents and me. Of course, after a week of my dreams filled with visions of the older woman's breasts and the heady aroma of her perfume still in my mind, my answer was guaranteed. I was called over to them as they chatted and Father Tom told me of Mrs. Alexander’s offer for the coming weekend, which was only 3 days away. My mom and dad also thought it an excellent idea after a recommendation from Father Tom.



I was wondering what to expect on my weekend away from the Academy. My thoughts were filled with being in close contact with this motherly woman with her heavenly perfume and her comforting breasts. I was looking forward to my visit to her home.



Wednesday, after the other boys had already been picked up by their parents or taken to the bus depot, I anxiously awaited my ride. My small suitcase was packed and ready to go. Just as I realized I was the last still waiting, Mrs. Alexander pulled up in the driveway. I sat my suitcase behind the car near the trunk as Mrs. Alexander came around the car and motioned me to her. She lovingly wrapped me in her arms and gave me a kiss on the forehead, explaining how pleased she was to have me for the holiday. As she enveloped me in a warm hug and drew my head against her wonderful bosom, I once again got lost in her warmth. She opened the passenger door and I climbed into the car in almost a trance. She reached over me to buckle my seatbelt and pressed herself against me in the process. This gave me another whiff of her heavenly perfume and I delighted in it again. Mrs. Alexander went round the car and climbed in beside me and we drove off.



The car Mrs. Alexander drove was a pink Cadillac convertible. I asked about the car and Mrs. Alexander told me it was a 1959 model that used to belong to her mother. She had her arm around my shoulder and pulled me to her so that my head rested on her breast as we sat on the bench seat. I just took it all it, her lovely full breasts and her aroma. This weekend was going to be special. Mrs. Alexander said that for the next day we were going to a restaurant for Thanksgiving dinner.



As we pulled in the circular drive to Mrs. Alexander's house, I looked out in awe. Obviously Mrs. Alexander was wealthy, the house appeared almost a mansion and the grounds leading up to it were nearly as large as the entire campus. To my surprise, we were greeted as we pulled up by a tall young woman dressed in a maid's uniform. Mrs. Alexander introduced the woman as Carolyn, her personal assistant and maid. I could not take my eyes off the woman in her short low cut black satin dress and dark stockings and heels and I blushed as Carolyn curtseyed giving me an eyeful of her bosom. I thought of being in the company of these two women the weekend and was sure it was going to be great. Carolyn also had a heady aroma and I was delighted when she took my hand and led me into the mansion.



Chrissy’s New Life Part 4

Dinner was about to be served and Carolyn led me to the downstairs washroom so I could wash up. Carolyn said she was also to be my maid for weekend. She ran water in the basin and washed my hands and face for me and then taking a brush ran it through my hair. I was surprised at this unexpected action but welcomed it as a beautiful woman did it. Carolyn then took my hand and led me into the formal dining room. She pulled out a chair for me next to Mrs. Alexander at the large table and then pushed me in.



The table seemed almost too empty, but then I remembered that Mrs. Alexander had been recently widowed, and Mrs. Alexander had explained that her daughter Susan had decided to stay on the East Coast with friends for the holiday.



Everything about the mansion was beautiful; it was huge and decorated with ornate lace curtains and fresh flowers on every table. Never had I been in such a wondrous place. As we chatted, Carolyn served the meal. I couldn't help but steal glances at the maid as she scurried about, her brief uniform showing off frothy white petticoats as she bent to place the various dishes on the table. I delighted in watching her and was distracted and also noticed Mrs. Alexander smiled knowingly at Carolyn.



“You've had a long day, sweetie. Why don't you draw a bath for our little guest, Carolyn, and he can get what I'm sure is some needed sleep. You'll be sleeping in Susan's room, Chrissy”, Mrs. Alexander went on to explain.



I noticed the affectionate manner in which she had addressed me, and while blushing slightly, I liked the sound of it as I thought it was a sign of her care for me. I also wondered why they were letting me sleep in her daughter’s room, as there must have been many other rooms I could have used.



I said, “Thank you, Mrs. Alexander. You've been so kind to me.”



Mrs. Alexander replied,” You can call me Aunt Mary and address Carolyn by her name. With that, Aunt Mary excused herself and Carolyn led me up a long curving stairway to make an early night of it. I followed the young woman a step of two behind and I couldn't help but notice how her long shapely legs disappeared beneath the froth of petticoats. From this new vantage point, Carolyn also displayed the frilled garter tabs that held her stockings taut. Glancing over her shoulder, she smiled as she noticed my stare and gave her hips a more pronounced wiggle. She led me into my room for the weekend. I felt strange but I was too polite to say anything.



Susan's room was far different from any I had been in before. It was definitely a girl's room; the walls papered in a delicate pink floral pattern and the bed, which dominated the whole room looking as if it belonged to a princess. It was covered in a canopy hung with wispy lace, as were the curtains and the vanity. “I'm sure you'll be comfortable here,” Carolyn said with a gleam in her eye as she entered the bath just off the room and began filling the tub.



I stole a peek into the bathroom and saw that it too was definitely that of a young lady: everything in pink, from the towels down to the thick carpeting. I waited sheepishly, anxious for the woman to leave me in privacy.

Carolyn re-entered the room and noticing me being ill at ease brought me relief. “I'll leave you to your bath, sweetie, you'll find everything you need in the bath. I'll be back later with your things.”



With that she left the room and I quickly removed my clothes, and, leaving them folded on the bed, hurried into the bath. For as long as I could remember, I had only taken showers, and this bath was not just a bath. The large tub was near overflowing with a froth of fragrant bubbles. Being alone, there was no need to feel embarrassed, so I slowly slid into the warm luxuriant suds. Just as I settled into total relaxation, the door opening startled me. Aunt Mary entered with Carolyn at her heels.



Chrissy’s New Life Part 5

“I'm afraid we have a slight problem, dear,” spoke Aunt Mary. Somehow your suitcase didn't make it into the car when we left the Academy. I've called the school, but there's no answer"



”Oh, that's right, I don't remember putting it in the trunk; it must be still there in the driveway, I said as I tried to slide deeper beneath the bubbles. “I guess I will just have to wear what I came in; it's no problem”; “I'm afraid I already sent your clothes to the laundry”, Carolyn volunteered.



“I'm sure we can find something for you to wear, dear. Here, Carolyn will shampoo your hair and I'll look for something. You needn't worry your little head.”



Although I was embarrassed by the presence of the two ladies in the bath in such unfamiliar surroundings I didn't dare refuse the kindness of my host. I covered myself beneath the suds and sat quietly while Carolyn soaped my back and scrubbed me with a soft brush. I hadn't been “given” a bath since early childhood. Despite my confused state, Carolyn's efforts were pleasurable. As she knelt at the side of the tub and began lathering my scalp, my eyes were drawn again and again to the low cut neckline of her uniform. Carolyn was well endowed in that department, and peeking through the sudsy lather, I watched intently as her cleavage shook so closely to my face. Taking the hand sprayer, she rinsed the soap from my hair, running her beautifully manicured fingers through my curls. Retrieving a fluffy pink towel from the cabinet, she held it out and motioned me out of the tub.



“Don't be embarrassed, dear,” she said with a grin. I do have brothers, you know.”



I quickly grabbed the towel and wrapped it tightly around myself as I stepped from the tub. Carolyn had already taken another and began to vigorously dry my hair. She then wrapped the towel about my head and, giving it a twist, left it bound as I had seen my mother do so many times before with her hair after shampooing. Carolyn surprised me further, however, when while I looked away, she had begun to douse my hairless upper body with body powder. I felt my face turn hot as I blushed, as this was certainly not for men. She had used a feathery puff and the powder had a decidedly feminine fragrance.



She giggled. “There. You'll smell so sweet for bed now,” she said as she turned and left the room. “Let's see if the mistress has found you something nice to wear.”



At last I was alone again. Just as I finished drying myself, I heard the two women return to the room.



“It seems you'll have to borrow something from Susan's wardrobe, Chrissy,” Aunt Mary said from the bedroom. “I know these are hardly suitable for a nice young boy, but they'll have to do under the circumstances.”



Chrissy’s New Life Part 6



Carolyn entered the bathroom, and what she carried in her hands caused my jaw to drop. Carolyn offered the frilly pink nightie and matching panties me and I was stunned. The little baby doll had a lacy bodice and silken spaghetti straps. The panties were equally brief and, like the top, were trimmed in lace.



“Oh God, I can't wear that!” I said loudly.



Hearing that, Aunt Mary joined us in the bathroom and put her arm around me. “Oh, don't be silly! It's only till tomorrow and we'll get your things from the school.”



“But I'll look so funny in a girl's nightgown,” I whimpered.



Now, you put them on and I'll find you a robe to wear. That'll be better then, won't it?” asked my host.



“Well, I guess so,” I replied as I still felt my face being warm. Aunt Mary and Carolyn left the room and closed the door behind them. I lifted the dainty little panties and resigned myself to a night in girl's frillies. I stepped into them carefully and pulled them up my legs. To my surprise, they felt wonderful, so soft and silky. Then raising my arms, I slipped the short nightie over my head and let it float down over my slim body. It too felt delicious, but that that was something that would forever remain my SECRET. I turned to look in the full-length mirror on the back of the door. The sight that met me gave me a shudder. Standing there on the fluffy carpet, I could have been mistaken for a girl, my hair bundled up beneath a thick pink towel and my body sheathed in such a sexy little baby doll of the same hue. My body gave away what my mind was thinking. As I gazed at the reflection in the mirror, my penis began to grow and thicken. “How could I think this way”, I thought. “I'm a boy!” Just then the door opened and Carolyn inched thru. I just about jumped out of my skin with embarrassment. I turned away to hide the source of my shame as Carolyn let out a giggle.



"You look darling,” she said, grinning inside as she caught a peek of me in the vanity mirror, my attempt to hide my erection failing. “Here, let's put this on,” she said as she held a diaphanous pink robe out for me to slip into. This was almost as bad, but it was, at least, somewhat longer and offered a degree of modesty. It too, was trimmed in lace at the shoulders, hem, and sleeves. With that, she took my hand and led me back into the bedroom.



Aunt Mary was there waiting, a glass of warm milk in her hand. “You look so precious, my girl,” she said as she handed the glass to me and kissed me on the cheek. “Drink this now; you'll sleep better, dear. Carolyn will stay and dry your hair for you and tuck you in; I'll be up later to kiss you good-night, turning away, she winked at the pretty maid and left the room, closing the door behind her.



“Sit up on the bed here, Chrissy,” said Carolyn. Finish your nice warm milk and I'll take care of your hair.”



Chrissy’s New Life Part 7



Despite my embarrassment, I felt a delicious warmth sweep over me. I had never been pampered as I had since my arrival. I sat on the bed; my frilly robe spread out around me, as Carolyn removed the damp towel and began to brush my curly blond hair. Whether it was the result of such a long and exciting day, or warmth of my milk, my whole body began to relax. As the beautiful servant girl drew her soft hands over my scalp again and again, I began to float away into another world.



“Isn't this nice?” asked Carolyn, as I could only nod. “You're as pretty as a little girl in your nightie. You smell so sweet and lovely, dear.”



I felt lovely, too. I had never felt anything like this. I couldn't explain it. One part of me wanted to scream and run, but another part of me, held captive by the light caress of the silky lingerie, the gentle attentions of the maid, and the warmth of my bedtime drink refused to leave.



"So soft, so pretty,” I could hear Carolyn whisper in my ear. I could feel her fingers gently trace along my neck and down the bodice of the nightgown. “My beautiful little Christine,” she whispered as I lay back against her bosom, my mind lost in a trance.



I felt her red-tipped finger draw across my lips and my body shivered to her touch. I hardly took note as she laid me back on the silken sheets, running one hand through my hair and the other down and under my frilly baby doll. She pulled my lacy little panties down a bit and freed my penis, now hard and throbbing. I shuddered in delight as she took a frilly hankie from her bodice and wrapping it around my shaft, began to stroke me. My senses were overloaded, the touch of the silky nightgown on my body, the fragrance of the room, the sight of Carolyn bending as she ministered to me, and the feather-like stroking of my genitals controlling my mind. Finally, as she caressed my lips with her own and I tasted the creamy red gloss that covered them; my whole body shuddered in a spasm. My boyish juice exploded into the silken handkerchief.



Carolyn smiled down at me and gently cleaned me. I had never in my life felt so wondrous. Lifting my back from the cool sheets, she removed my robe, and now, dressed only in my baby doll with their matching panties, she pulled the coverlet over me. Aunt Mary returned and said,” Well Chrissy my dear girl you should sleep well now that Carolyn has relaxed you. She leant over and kissed me on the lips. Carolyn followed her mistress’s lead and also kissed me on the lips and whispered, “Good-night, Chrissy; sleep tight.” She turned off the light and closed the door behind her and Aunt Mary, leaving me asleep and dreaming.



My sleep was filled with dreams that would have disturbed me had they remained in my memory more than a fleeting moment. In my dream, I had found myself back at St. Mark's Academy for Boys in the room I shared with two other students. What surprised me, however, was that while the other two wore their pajamas as they climbed into bed, I found myself dressed in a blue satin gown. The dream was hardly surprising for that night, visiting the home of Mrs. Alexander, a local woman who had befriended me; I had, indeed, gone to bed dressed in a frilly nightie borrowed from her daughter's wardrobe as I had left my suitcase behind.





Chrissy’s New Life Part 8



First day Thanksgiving Thursday

------------------------------------------

I awoke from my slumber suddenly, light streaming into the girlishly decorated bedroom as Carolyn, the beautiful maid, flung the curtains wide.



“Wake up, sleepyhead,” whispered the maid in my ear. “Breakfast will be ready in just a few minutes.”



As the cobwebs cleared from my brain, the activities of the previous evening flooded back into my consciousness. As if somehow disbelieving, I quickly peeked beneath the satin sheet, blushing as my feminine attire was confirmed.



“Come on, sweetheart - we'll have to hurry,” Carolyn said as she threw back the covers.



I was startled and tried to cover myself, but the maid just grinned and, taking my hand, pulled me from the bed.



“Here, my girl, slip on your robe and let's wash your face,” she said, holding the diaphanous, lace-trimmed bed jacket. As I slipped my arms through the flowing sleeves, she smoothed it over my shoulders, letting it settle lightly over the much shorter pink baby doll.



Carolyn led me into the bathroom; she draped a fluffy towel around my shoulders and then, lathering a soft facecloth with fragrant soap, began to wash the sleep from my eyes. After rinsing the lather from my smooth skin, Carolyn gently patted my face dry with a soft absorbent towel. Just as the night before, I stood passively, unsure of my feelings but somehow almost under a spell as everything was being done for me. Unused to such pampering, I found it quite pleasurable. Taking a toothbrush and even squeezing the paste on it for me and then inserting the brush into my mouth and brushing for a few strokes, she said, “You finish brushing now, Chrissy; I'll find your slippers.”



Newly refreshed, I sheepishly returned to the bedroom where Carolyn motioned me to the small seat facing the mirrored vanity. Seated before the mirror, my eyes were drawn to the lace-trimmed bodice of my dressing gown. As Carolyn stood at my back, slowly brushing my longish blonde hair with an ornate silver brush, my mind reeled. “This is crazy,” I thought, “She’s treating me just like a little girl or something.” Despite my embarrassment, however, the more overpowering emotion was guilt, guilt that, beneath the blush, I actually delighted in her ministrations. I felt I should put a stop to all this, but the gentle stroking of the brush and the silky touch of my gown and panties on my skin seemed excuse enough to postpone any rebellion. My mind was brought back from my reverie as Carolyn knelt and slipped a pair of pink satin slippers over my feet.



The image of a princess being attended by her ladies-in-waiting rushed through my brain as the maid took my hand and brought me to my feet.

“Oh dear, we'll have to hurry; we can't leave Mistress waiting.”





Though the backless slippers had short wedge heels, I took hesitant steps. “Let me help you, sweetheart.” Reaching her hand around my smoothly covered waist, Carolyn assisted me in my feminine gown from the room and down the wide stairs to the brightly decorated dining room.



Again the input from my boyish senses seemed almost overwhelming. Here I was, being supported by a beautiful woman dressed in the briefest of costumes and smelling of the most wonderful perfume, her arm encircling my waist and pulling me close, all the while my own skin sheathed in the silkiest of fabrics; and more, not only was my attire softly arousing as it brushed my thighs, it was exquisitely feminine. I was glad of the longer gown, as my penis was getting hard from being sheathed in the silky fabrics.



“Good Morning, Chrissy,” greeted Aunt Mary, my host as we entered the room. “Did you sleep well, darling?” she queried as Carolyn led me to her waiting arms. “I know a big boy like you doesn't want to hear it, but you look very pretty in Susan's nightie,” she cooed as she enveloped me in her arms. “I'm sorry about your lost luggage but it wasn't so bad, was it, dear?” I blushed deeply as she gently brushed a stray hair from my forehead and I could only nod. “It's a shame boy’s never have the chance to wear such pretty things and look so nice,” she continued. “It's just not the same around the house with Susan being away at school; she loved playing dress-up with all her pretty clothes.” As I took my seat at the table, I noticed what must certainly be loneliness and heartache in my host's eyes.



Carolyn cut up my melon for me and then left us. I felt like a small child having everything done for me. I bent over my plate and quickly scooped up a large amount of pieces of the melon and shoveled them into my mouth and began to swallow them. Aunt Mary exclaimed, ”Ooh, Chrissy that is not how a sweet young girl eats.” as I finished swallowing the large amount of pieces of melon. I wondered about her referral to me as a sweet young girl.



I replied,” Sorry, Aunt Mary, I was forgetting my manners but I am quite hungry.”



Aunt Mary replied,” That’s ok but you should scoop up less pieces sit up straight and bring the spoon slowly to your mouth.”



I did so and Aunt Mary praised me for doing so. I finished my melon and then later Carolyn brought our toast and coffee. Aunt Mary cut up my toast for me. I once again felt like a small child. I took a piece of toast and took a small bite and Aunt Mary smiled at me and said,” That’s how young girls should eat.”



I wanted to say something about the continued referral to me as a girl but did not say anything for fear of offending my host.



“Oh Carolyn, you'd better try calling the school again and see if they've found Chrissy's suitcase,” Mary called to the maid as we had our toast and coffee. Unsure of my emotions, I looked forward to finally getting back into jeans and shirt.



"I just tried again, Ma'am; there's still no answer at the school,” said Carolyn as she returned to the room.



Chrissy’s New Life Part 9



Noting the distress in my expression, Aunt Mary motioned me to her, and cradling me who was still night gowned in her lap, she hugged me close. I was glad the distraction of eating had caused my penis to subside. “Don't worry, sweetheart; we can't have you spending the whole weekend in Susan's nightie, now can we?”



Again, a sense of guilt and shame came over me, for that very thought seemed somehow appealing.



“I suppose we'd better drive over to the school; perhaps your suitcase is still in the driveway where we left it,” comforted Aunt Mary. “In any case, it's time you were out of your nightie and dressed. Carolyn, take Chrissy upstairs,” the maid was directed. “We’ll have to find something else for him to wear in the car.”



Taking her charge in hand, Carolyn led me from the room and back up the long curved stairway. Knowing that I would soon be out of the silky gown, I took special note of its whisper like softness. As I climbed each step, I secretly delighted as the lace hem caressed my thighs and panty-covered rear. Before we were halfway up the long staircase, I couldn't help but notice another sensation. The sensuous touch of the filmy fabric had had a dramatic effect on my adolescent member as well. Growing more tumescent with each caress, seemingly out of my control, it strained against the lacy confines of my silky panties. This new “problem” did not pass the notice of the sexily clad maid. Smiling, she let her hand glide around my waist and teasingly slowed our pace a bit. Her proximity made matters worse as the added sensation of her touch roused the now flush I even further, at last reaching the bedroom, I, now almost quivering broke free and rushed into it to hide my embarrassment.



“What is it, sweetheart?” responded Carolyn, hurriedly following me into the bedroom. There she found me, my cheeks ablaze, covering myself with my hands as best I could.



“Darling, don't be embarrassed,” the maid said softly. “Did your lacy little nightie do this?” she asked.



Moving my hands from their position, she let her fingertips side over the front of my gown, her nails barely brushing my now engorged penis. Her eyes noting the tent-like bulge, she teased, “It seems our little Christine enjoys being a precious little girl, doesn't it?”

She reached beneath the hem of the baby doll and caressed my throbbing male hood and laid me down on the bed.



“Oh Chrissy, look what you're doing to your frilly little panties; if it wasn't for this, I'd think you were a sweet young girl.”



Moaning softly and now captive to the maid's intoxicating caress, I surrendered to the rush of pleasure. My body sheathed in delicate silk, my feet shod in pom-pomed satin slippers, and my pantied and swollen penis gently milked by Carolyn's enveloping fingers seemed ready to explode.



“You like your little panties, don't you, sweetheart?” cooed Carolyn. “You want to be a sweet little girl, don't you?”



At that, my penis shuddered and released its pent up excitement into my pink panties. I quivering, for the second time since my arrival, Carolyn had excited me to the point of sexual climax; this time, however, I had erupted into the silky pink panties I had been forced to wear after forgetting my own clothes back at the academy, embarrassed as the scantily dressed maid helped me to my feet and led me to the bathroom and sat me on the padded bench opposite the tub.



“You do look precious, Chrissy, but you really needn't blush. It's plain you love your pretty nightgown and panties; I'd find it even more unusual if you didn't.”



I looked up into the maid's eyes quizzically. “What do you mean?” I asked.



"It's just as Mistress said,” she went on. “Boys are so deprived, never able to dress up in pretty dresses and nightie like girls. Forgetting your suitcase has given you a chance to see just how nice wearing silky frillies can be.”



“But I'm a boy! I shouldn't feel this way,” I answered ashamedly.

“Don't be silly, honey,” she said, slowly lowering the now stained panties down my legs. “There's no reason boys shouldn't be able to feel pretty like their sisters.” Taking a soft washcloth, she carefully washed me.

Not since early childhood had anyone seen me so intimately, though considering the occurrences of the last day, there was little left to feel embarrassed about. Both Carolyn and her mistress had treated me with a kindness and love I'd been without since leaving for school at summer's end.



“Come along now, Chrissy; let's find something especially pretty for you to wear in the car.”



“You want me to wear a dress when we drive over to school?” I questioned, my voice almost faltering.



“Don't worry darling; before I'm finished, your own mother would swear you were her daughter rather than her son,” Carolyn joked. “And I don't want to hear any excuses; I know you're just dying to wear a cute little dress and have your hair curled.”



Though I didn't answer, I knew she was right. I could not wait for to put into a dress. Yesterday I wouldn't have imagined it, but like so much that had transpired since my arrival, I was certain the day ahead would prove most exciting.



Just then, Aunt Mary entered the room. “And just what are you two scheming in here?” she said with a smile.



“Why, Christine was just telling me how much she was looking forward to going for a little drive,” the maid answered, her eyes twinkling.



“Oh, I see.... didn’t I tell you wearing Susan's things wouldn't be so bad, sweetheart?” she asked as she hugged me to her.



“It'll be just like having Susan home again, won't it, Ma'am?” volunteered Carolyn.



“Indeed it will; come along now Christine, we'll have to pick out something especially pretty,” Aunt Mary said, leading me back into the bedroom.



Remembering my now lack of panties, I clutched the lace-trimmed robe tightly around the nightgown, and sheepishly followed, the anticipation of actually leaving the mansion while dressed as a young girl building with each tick of the clock.





Chrissy’s New Life Part 10



"Let's see now,” Aunt Mary thought aloud, throwing open the sliding mirrored doors lining the wall of the bedroom. My eyes widened as row upon row of delightfully colorful dresses, skirts, and blouses were revealed.



"What do you think, Carolyn?” Aunt Mary queried as she removed an exquisitely feminine pink dress from the rack. I couldn't take my eyes off the airy creation. The dress was a beautiful pastel satin, its bodice and skirt highlighted with a wide band of white lace. “I think our little girl will look adorable in this, don't you agree, Carolyn?”



“Oh Yes, Ma'am,” the maid replied, her beautifully manicured hand caressing my cheek as I blushed deeply.



“Isn't it pretty, Christine?” she asked excitedly, winking at her employer. “Well? Christine, what do you think?”



“Yes, it's very nice,” I finally answered, both women smiling at my obvious embarrassment.



“Nice? Judging from the look in your eyes, I would have thought something more than just nice,” giggled the satin and petticoat clad maid. I'd almost forgotten; we'd better find you a new pair of panties, hadn't we sweetheart?”



Aunt Mary said, “Why what happened to her panties?”



Carolyn said, “Chrissy got so excited she ejaculated into her panties, with my help of course.” Aunt Mary replied, “So you really love being a girl my darling Chrissy.”



I said, “I am a boy and should not be feeling this way but I do like it.”



Aunt Mary said,” You will soon see that wearing frillies is far better than your male clothes.”



Opening the top drawer of the large chest near the bed, Carolyn searched for a moment, and then returned to display a darling pair of white satin panties. They were trimmed in frilly lace at both the waist and leg openings, and even more elaborately across the seat with several rows of lace running from one side to the other.



“My goodness!, those are precious, just perfect for my new niece's first day out and about,” gushed Aunt Mary.



Stooping low, the maid held the panties open, and steadying myself with a hand on her shoulder, I, one foot at a time, gingerly stepped into them. Trying to remain modest in the presence of the two ladies, I attempted to hold the hem of the baby doll nightie down as Carolyn slowly raised the wondrously smooth panties up over my knees. I was red-faced with embarrassment as she smiled up at me, she continued on, tugging the panties up all the way and her hands hidden beneath my gown smoothed them over my recently drained member.



“There now...that's better, isn't it my girl?” she asked me. Not waiting for a reply, she stood and began removing my filmy robe.



“Let's not waste any time, Chrissy dear,” Aunt Mary said, taking the hem of the baby doll in her hands and lifting it over my head.



Standing before them in only my girlish new panties and slippers, I tried again to cover myself.



“Don't be so shy, Chrissy; we'll have you all pretty again soon,” laughed my host. “I think our little girl should be properly powdered before donning her pretty dress” Aunt Mary directed the maid.



“Certainly, Ma'am,” she answered, taking a feathery puff from a wide-mouthed jar on the vanity. My eyes closed tightly, she dusted me generously with the sweet smelling body powder, coating my shoulders and then moving down over my hairless chest and finally down over each thigh.



Returning from the dresser, Carolyn held out a wispy white training bra.



Unsure of what was happening, I took a step back, but Aunt Mary promptly instructed me to raise my arms and quit tarrying. My arms outstretched before me, Carolyn slipped the lacy confection up over my elbows, and reaching behind, clasped the hooks, which secured the silky garment. Though hardly needing any support for my non-existent breasts, I did feel somewhat more modest. My penis was getting hard again and this did go unnoticed by the two ladies who smiled at each other.





Any relief was short-lived however, as turning to Aunt Mary; I spotted what I knew to be a garter belt in her hand. In my mind at least, wearing panties and a dress was one thing, but being attired in something so totally feminine was somehow moving to an entirely different plane. Entirely at their mercy, however, I resigned myself to whatever they had in mind.





Circling my waist with the satin and lace belt, Aunt Mary motioned me to the vanity stool. Seated, I watched in apparent awe as Carolyn now approached, a pair of sheer white stockings flowing from her hand. Removing first one slipper then the other, the maid carefully gathered the sleek looking nylon and then slipped the stocking over my foot.





“Raise your leg, sweetheart; a girl should always take care to keep her nylons straight.” As she glided the wondrously silky stocking up my leg, my breathing became more of a gasp. It didn't help as she reached beneath my little panties and guided the frilly garter tabs under and through before attaching each tautly to the lacy tops of the nylons. In the process her hands brushed against my engorged panty covered penis causing me to shudder. Carolyn said," Chrissy darling just hold yourself in and don't mess your panties again."





Just as Carolyn fastened the last of the garters, Aunt Mary returned from the large walk-in closet with a pair of white patent leather low-heeled pumps. The front of each was decorated with a pink satin bow. Still kneeling, Carolyn took the shoes and slipped them on my feet.

“Oh, those are darling, Christine,” she said as standing, she looked down at the pretty little shoes. “It's fortunate Christine and Susan are almost exactly the same size; our little girl will certainly have quite a wardrobe from which to choose,” beamed Aunt Mary. Checking the length of the dress hanging from the closet door, Carolyn rummaged thru the back or the closet and shortly reappeared, a shiny petty-slip in her hand. Though somewhat short like the dress itself, the skirt was very full. Constructed of multiple layered taffeta and edged in delicate lace top and bottom, it rustled deliciously as she lowered it over my up stretched arms.





Together, with me sandwiched between them, Carolyn and Aunt Mary adjusted the thin shoulder straps until it hung perfectly, the smooth bodice hugging my chest and the frothy skirt tickling my thighs. I was glad of the garment as it concealed my ever-hardening penis.





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