Date: Sun, 10 May 2015 04:53:48 +0000 (UTC) From: Victoria VanDersuk Subject: Lactatia 3 Lactatia 3 The next few days were a whirlwind! Mommy took a few vacation days from work and went shopping. She came home with bags and bags of clothes and things, all incredibly feminine and in my size! As she unpacked the bags she made me strip naked before her and then we started with panties and worked from there. My little cock reacted to the selection of panties, and soon I had a little erection, which she giggled at. So many pretty panties! And all in pastels! Pinks, yellows, blues and green and violet panties, some sheer white satin and lace one, most full cut and all in silky material such as nylon tricot. A good deal of them had ruffles or little bows or flower appliques. She said they were sissy panties that most teenage girls wouldn't be caught dead in them but they were perfect for her little sissy. I was giddy with excitement, and having thrown all semblances of masculinity aside, I was giggling and squealing with joy like a little girl. Mommy instructed me to pick out a pair to wear and she smirked as I selected a pale pink pair that were rather sheer, but with three rows of ruffles across the butt. They were so pretty, and felt divine as I slid them up my legs and into place. Since she had removed whatever body hair I had and had me apply some lavender scented skin lotion I was already feeling incredibly feminine and decidedly unmanly! The pink panties fit perfectly, cupping my miniscule equipment and hugging my bottom. I ran to the bathroom to catch my reflection and I looked SO cute! She led me by the hand back to the living room, where packages, panties and brassieres were everywhere! It was like Christmas for me, a sissy Christmas! "Those look lovely on you, sissy! And notice how sheer they are in front. That way any male you service will be able to realize you have male equipment, that is if they notice it at all." I imagined that scenario, and thought of Kevin Sanders from school, who had been embarrassing me in the locker room shower. Kevin caught me looking at his package, and when we were alone in the shower it seemed he purposely made it grow and grow, and then laughed at me when I couldn't keep my eyes off it! My own penis hardened up to its standard three inches and I tried to hide it. Kevin was more than twice as long, and twice as fat as well. He pointed and laughed and teased me, stroking his big cock as I watched, frozen with lust. As we shut off the showers he walked right up close to me, smiled in my face, and pissed all over me while I shivered. Mommy continued. "Hopefully they will, and remind you of your place. Now select a brassiere and let's move on. You should never mis-match your lingerie colors, dear." Of course she had managed to buy me four or five bras and I picked a satin and lace one in pale pink to match the ruffles on my new panties. I slid the bra into place and reached behind me to fasten it while she watched intently. "I should have known you would be an expert in putting on a brassiere! At least this one will fit you properly. It's very important to get the cup size right. We will start with a B cup, and move up from there. You're a lucky girl to have such puffy breasts and large areolas." It had always been an embarrassment, the way my breasts were always so puffy, but over the last year or so they seem to have accelerated their growth, much to my embarrassment. My nipples were very sensitive somehow but when I asked Mommy about it a few months ago she said it was just "growing pains". The bra fit me very well, it excited me that this was my own brassiere, and was selected based on my cup size and in pastel colors to signify I was a sissy. She then gave me several packages of thigh high stockings in white and suntan. She suggested the white stockings, something I had never worn before. I slid them slowly up my legs and into place. I felt SO sexy, and my little cock was still hard, I couldn't help it. "Darling, is that an erection, it's hard for me to tell." "Yes, Mommy." "How precious! We will ignore it since it is of no consequence. In that Gimbels bag, you will find a short robe for you to wear. Do you see it? It's the floral one, in white with the pink flowers." "Yes, Mommy." "Put it on, pumpkin and we will put on your makeup. Doesn't that silkiness feel wonderful on your smooth skin? Now this is part of your education. I expect you to do your own makeup from this day on. Unless you are going to bed I expect you to be feminine and in makeup Jamie. Now sit your cute little butt on my makeup chair and I will instruct you in your lesson for the day." I sat down at the dressing table, aware of the feel of the ruffles across my bottom. The robe felt so silky and pretty, and I was feeling incredibly girlish. I nearly swooned at Mommy's perfume, it smelled so pretty! "Honey you will use my dressing table for a few days until I have time to redecorate your room and you get one of your own. Until that is done you will be sleeping with either myself or your brother." "Yes, Mommy." I wondered what "redecorating" entailed, thinking of all the stuff a boy collects, and what she would keep and what she would throw out. Surely it couldn't be that bad. She pulled out several bags of cosmetics and put them into a shoebox from her closet. There were containers of makeup, blush and eyeliner. There was lipstick, baby wipes and a box of both kotex and tampons, along with all manner of hair and makeup brushes. She started with makeup, selecting a "dream matte" in a color that was just a tad lighter than the natural color of my skin. She taught me to apply it to my entire face, followed by a blush to my cheeks, stating the blush would give me a healthy glow. It looked as though I was in fact blushing or flustered. It was pretty, I guess. "Now honey, since you are of fair skin and blonde, with blue eyes, I have selected some eye shadow that will compliment your natural coloring. You should wear eye shadow in grays, blues and pinks." She showed me how to apply the gray shadow above the eye, along the lid line and then to the outside of my eyelid, and then fill in the area above that color and for the inner part of my eyelid up to my eyebrows in a pretty pastel, selecting pink for today. She showed me how to gently blend the colors. It fascinated me and I wondered about whether or not I would be able to do it all by myself. "This is so much fun, I always wanted a daughter to teach these things to." After the eyes were done she gave me a container of face powder, with a fluffy applicator. She made ne gently dust my face, the smell of it and the delicate application made me swoon! "It's the little things, sweetie...blush... face powder...the delicate scent of your signature perfume between your breasts and behind your ears...that will make a man mad for you!" She then pulled out several tubes of lipstick from the box. "Sissies need pretty kissable, fuckable lips. And pink is the color for a girl like you. Reds are for a mature, real woman such as me. I have selected two colors for you...bubble gum and rosebud. Which would you prefer today?" "Well...hmmm. Since I am wearing a new pretty floral decorated robe may I wear the color matching it?" Mommy smiled at her son's acceptance...and embrace of his sissiness. Coordinating makeup to lingerie colors was the indication how far his brain was wired to the feminine side. There was no doubt about it, Marilyn's eldest son was a full blown sissy, and perhaps even more. Perhaps Jamie would be the real daughter that she had always longed for. Of course, she would have to be encouraged, trained properly. She realized the power she possessed. "Of course, princess. Let me show you how to apply it. You know, some girls love the smell of lipstick, I may arouse a sissy such as yourself. Purse your lips as though you were going to kiss, and breathe deeply." She applied the lipstick carefully, making me form an "o" with my mouth and she then examined her work, but frowned. "Hmm. Well you look pretty, but as I feared something isn't quite right." "What is it, Mommy?" "Your hair, sissy. Come along with me." She took me by the hand to the bathroom and put on a plastic bib, one that covered the upper half of my body. She applied hair coloring, light blonde, much lighter than my natural hair color. I thought about objecting, but I just didn't have it in me. After the chemicals did their work and she rinsed it, she then applied setting solution and pulled out a bag of curlers. It hurt as she combed out my hair into strips and then rolled it into curlers, one by one to the top of my head. It hurt, they were uncomfortable pulling my hair but Mommy just said beauty could be painful and to be a brave girl. After a bit she applied more chemicals and covered my head with a plastic bonnet. It was kind of humiliating to be a boy and sitting there in the prettiest of lingerie selected for me, wearing curlers and a plastic cap, but I looked down at my legs and realized how pretty they looked in the white hose and I kind of spaced out, thinking about the way the girls dressed at school. I thought about walking the halls there, feeling the air under my skirt and breezing past my pretty panties. "Mommy, how much longer?" "Now honey, we have to wait. I am putting on a DVD for you to watch. When it is complete it will be time to proceed." As the chemicals burned their way into my hair I tried not to think of the discomfort. I wondered what I would look like after my beauty treatment. I tried to focus on the DVD, which was an instructional video on the application of makeup. It was very informative and talked of technique and color selection. It was over soon enough, and I went off to find Mommy. She was in her room, lying on her bed and moaning. She seemed to have her hand in her pussy. I stepped closer, and yes indeed, she was masturbating! "Mommy? Are you all right?" "Of course, pumpkin. It's just that you've made me so happy. Meet me in the kitchen honey, I will be finished in a minute or so." I went to the kitchen and poured myself a glass of milk and sat down on a kitchen chair, hearing her moans all the way down the hall. She entered soon enough, looking quite refreshed, wearing a long flowing black robe. She undid the curlers one by one. She hummed to herself as she handed them to me and I placed them into a Tupperware container. Boy, being pretty took a lot of work! The silk tie on her robe came undone, and as she fussed around my curls her breasts bubbled forth, but she did nothing to cover them up. In fact she seemed to deliberately brush my face with them as she moved around me humming and tending to my new girly curls. It felt SO good to have that last curler taken out, and she gently combed my hair. I could tell it was quite different, with more body. Mommy cooed her approval and when she was finished brushing she removed my plastic protective cape and had me follow her back to her bedroom and the dressing table. She gently combed my hair for a while, primping it with the brush and a comb. There in the mirror was a vision...a different person! My hair was very light blonde, an obviously dyed color, and my hair consisted of soft feminine curls! The combination of my new hair style and the makeup was quite stunning, I looked like a sweet young girl. Mommy seemed quite pleased! "Oh Darling! You look so pretty! Just you wait until your brother gets home from school. He'll be simply mad for you! And what boy wouldn't be? You're a soft lovely creature with golden curls and budding breasts. Your lips are enticing!" I tried to imagine what my brother would think of me like this, and hoped he wouldn't laugh out loud. I figured he would probably take pictures of me but I wondered what Mommy would have to say about that. The rest of the afternoon was spent with Mommy. She showed me some additional clothes she bought for me...blouses and skirts, as well as two pairs of heels in my size. She had me put on the pleated short white skirt along with a dark pink button down satin blouse which was tucked inside. She gave me a pretty silver belt to wear and gave me instructions in how to walk in the white heels with ankle straps. It was very difficult, but after several hours of practicing walking around in them, and learning to sit like a lady with my legs together I was quite tired but moved about well enough to not look awkward. About a half hour before Brian was to get home she had me follow her to the bathroom. "Drop your panties, princess. It's time to prepare your pussy for your brother." Mommy pulled a package from under the sink, it was an enema bulb. She showed me how to squeeze out the air, and then to fill it with warm soapy water from the bathroom sink. She had me bend over and she put a soapy finger to my hole and poked her finger inside. I winced and jumped and she told me to be still, that it was a sissy's duty to make sure she had a clean hole for men to use. She inserted the bulb and as she squeezed it she told me to clench my cheeks and hold my water. She told me I was a good girl and after a few minutes she told me to sit on the pottie and expel the liquid. It was mostly clean, but there were a few small milk dud sized poops in the bowl. Again she filled the bulb and filled me with the warm soapy liquid. When I expelled this time it was nice and clean. She dabbed my bottom with a towel and told me to lower my skirt and keep the panties off for now. It was my duty to clean my hole several times a day, and always before inserting a penis or any other object. "Men like a clean hole, honey. I have read online of men who were annoyed by a sissy with a dirty pussy, making them lick their cocks clean after they used them, and unless I wanted to face the possibility of licking a man's cock clean of poo I had better learn to keep my pussy clean and fresh. I shuddered at the thought. "Men are beasts, dear!" Shortly later sitting together on the couch watching Dr. Phil, feeling pretty and submissive and a bit nervous I might say, I heard the back door slam indicating Brian was home from school. I was wondering what Brian would say about my appearance when he walked in to the living room, a peanut butter sandwich in his hand. When he saw me his mouth fell wide open! "What the...?" "This is your sissy sister, son. How was your day at school? Did anyone miss Jamie today?" "No Mom, not really. One of his teachers asked me about why he was being home schooled and I told him that he should ask you, just like you told me." "Good boy. As you can see Jamie and I have been very busy girls today. Do you approve of the way sissy looks?" Brian looked me over, setting his sandwich down on the end table. He was rubbing the front of his jeans, getting excited. "Wow, my brother sure is a pretty girl now! Gee, Mom. I sure could use one of Jamie's hot blow jobs!" "Well I have something better than that planned honey. You see, training Jamie to assume his new role as the sissy of the household will require your participation as well. Will you be a champ and help us out? Today you are going to fuck for the very first time! Don't worry, I will guide you along." "Sure thing, Mom! Can I take pictures with my phone?" "No honey, you are going to be busy taking Jamie's virginity, and I want you to focus on the matter at hand. I will take some pictures for our family scrapbook, I'm sure my lady friends will be very interested to see them when we get together. Besides, I want to make sure the pictures are handled properly and don't get into the wrong hands. You see, I will be guiding you both toward successful coitus. "Coitus, Mom? What does that mean?" "Well Brian, it's a fancy word for fucking. Now strip down naked and join us in my bedroom...and no playing with that hard boner of yours! You save that for sissy!" I was short of breath, terribly excited and nervous. As she talked about me being fucked I felt my little hole flexing and pulsing, as if it were readying it itself for insertion. Mommy stood up and held me by the hand as I staggered to my feet from the couch. She led me down the hall to her room and told me to sit on the edge of the bed like a good girl and to wait for my man. It didn't take Brian more than a couple of minutes to strip down, take a quick piss, and join us. "Brian please sit next to sissy there on my bed. Now since this is the first time for both of you, I want you to listen carefully and do as I tell you." Brian sat next to me, I looked over to see that his cock was rock hard, and there was a drop of wetness at the tip. It was all I could do to not lick that off, but I sat as instructed. "Now children, I want you to kiss. Brian put your arm around your sister and kiss her pretty lips." "But mom, Jamie is a boy! What if someone finds out?" "No one will find out, honey. And besides, does she look like a boy?" "Well, no she doesn't." "Then get to it. Can you taste the lipstick on her lips?" "Mmm hmm." That's all Brian said, he was kissing me and I was responding, letting myself go limp under his kisses. "Now Jamie, gently part your lips and let his tongue inside. This is called French kissing and is quite sexy!" I agreed! Brian went ahead and pushed his tongue into my mouth. I moaned and let him inside, then put my cock sucking lips around his tongue, pretending it was a small cock. I heard the click of the Nikon as Mommy took pictures to remember this important family moment. "Brian, when you kiss a girl hold her gently. Put your hand on her leg, don't her legs feel sexy with those stockings? That's it. Move your hand gently up under her skirt. Closer and closer to her panties dear. Oh how sweet, you're exciting her! I leaned back and went limp under his kisses and his manipulations. I felt so submissive, so helpless. "But Mom, I don't want to feel her junk! I'm no fag you know!" "We know, Brian. You don't have to touch her there if you don't want to, it's not necessary. I'm sure you'll agree there's not much there to feel anyway. It's like feeling a girl's pussy and finding her clitoris. In fact from now on Jamie you will refer to that little thing as your clitty, we can't very well call it a cock now can we?" I broke free from Brian's tongue to agree with her. "Now kids, I want you to fall back onto the bed. Brian you stay on top, of course. Brian, undo her blouse and feel her breasts through her brassiere. Remember you want your girl excited for you and her breasts are one of her main erogenous zones. Jamie I see that Brian's erection is poking you in the leg, relax and spread your legs for your man." I sighed and felt Brian undo several buttons on my blouse. His hands darter underneath and felt my pretty pink brassiere. "Brian feel inside her bra. A girl's nipples are very sensitive, and Jamie already has some lovely titties for you to play with. Feel them honey, pinch them...and keep kissing her. That's very nice! I will take a few more pictures. This is very exciting!" Brian thought the whole thing was weird, I mean his Mom had totally feminized he brother and was actually encouraging him to use his new sissy sister, right in front of her. He was sure of a couple of things, first he was hard as a rock and need to get off in the nastiest way possible, and he might get a shot of his Mom's boobs! Score! He drove his tongue into my mouth and I moaned as he found my erect nipples and pinched and pulled at them. I felt so incredibly submissive and aroused, it hurt but it excited me, I felt myself opening my legs to him and he responded by climbing on top of me. "Brian dear, here's a tube of some lubricant, put some on your fingers and work them into her pussy hole. You want to prepare her hole so that you can use it for your satisfaction. The wetter you get her the more you will both enjoy this. Jamie hold my hand honey, I know you are nervous, let Mommy comfort you." I reached for Mommy's hand and she held it, caressing it, calming me, as she orchestrated our first fucking. I felt Brian's wet finger find my hole and I moaned and spread my legs for him. It seemed to make him even hornier, and he climbed between my legs quickly and started poking me with his rock hard sticky cock. He found the entrance and pushed the head in, causing me to jump a little and squeal. I wanted him, wanted my brother to take my virginity. Most of all I wanted to please him, wanted to feel what it was like to have a boys cock inside me. Mommy was very close, peering over and watching us intently. She held my hand and urged Brian to push in a little deeper. "That's it, son. Now push in a few more inches and hold it there until her pussy adjusts. Ah, that's wonderful!" I was trembling trying to get used to Brian's hard cock inside me. It was uncomfortable, it burned. "Relax your pussy now, Jamie. Pretend you are taking a poop and push out, that will open up your hole for your lover. You need to learn to work your pussy muscles like any other girl." "Yes Mommy!" I tried to relax, taking a deep breath, and I felt Brian take advantage of it and he pushed himself all the way inside me. He was on top of me now, looking down at me with a weird controlling grin that Mommy couldn't see. I had seen that look from him before, like when he bested me in wrestling or when he was about to fart in my face. "Wrap your legs around your man's back sissy, and let him use you now for your pleasure. Sometimes a man will come quickly, sometimes he will fuck you for what seems like an eternity. Either way it is your duty to remain submissive, open and enthusiastic. Remember men have egos and you must always praise them. It's perfectly acceptable for a girl like you to beg for more cock, or for a harder fucking. Praise your lover and his prowess, and you will be rewarded!" Mommy let go of my hand and drew back from the bed as Brian began to fuck me hard and deep, grunting along the way. The pain seemed to subside, and I focused on his thrusting, trying to open my hole for him with each new thrust. I couldn't believe what was coming out of my mouth. "Oh god, Brian! Please fuck me, make me your sissy! Use me and fill me up with that big prick of yours! Oh god, I am not a boy, I am a sissy, a sissy that needs you inside me! Oh please! Please fuck me!" As Brian began to grunt even harder, getting closer to climaxing inside me, I saw Mommy give me a wink and she sat down on the upholstered chair in her room, opened her robe, and began to aggressively finger herself. Her naked pussy was openly displayed and I could see it glistening with the juices of excitement. When Brian screamed out he was coming I heard her gasp and saw her body shake and then she went limp. I began to shake uncontrollably and as we all calmed my breathing returned to normal.