Date: Wed, 28 Mar 2007 09:52:10 -0700 (PDT) From: Victoria Subject: Sweet Sissy Summer "Erin! You bad little boy! At it again I see! How many times do I have to tell you to stay out of my makeup?" "Aw, Mom!" "It's bad enough that you're always dressing up in my clothes, and the clothes from your sister's old room, but makeup is expensive, and you look ridiculous!" Mom had found me, yet again, in my sister's clothes. My sister Marcie had moved out about six months ago, to run off with her boyfriend. Mom had left everything in her room as is, hoping she would come to her senses and return, but I knew better. Marcie and I were close and shared many secrets. She was in love, and Mom did not approve of her lover, as he was black. I met him a few times when Mom was at work and thought he was really nice. Marie said he was a great kisser and had a huge cock, which embarrassed me. Marcie was six years older than me, and while we shared the same mother, we had different dads. Well the truth is she had a dad, I never knew who my dad was. Marcie's dad had left mom for a lady he worked with when Marcie was only five years old. Mom was really bitter about it, and sulked for a while, but then I guess she cut loose. Since we live in Virginia Beach there was always a steady supply of Navy men in and out of town, and that's where I came from. She never knew who knocked her up, and didn't really care. By that point she was sick of men and wanted nothing to do with them. I guess that's why she named me Erin and dressed me up as a little girl baby. Marcie said that she told her I was a baby girl. When Marcie asked why I had a little cock and balls she just told her I was deformed and it would be their duty to protect me from people that would try to hurt me. Mom and Marcie dressed me in soft frilly clothes and let my hair grow long. I've seen the pictures - I was a pretty little girl and stayed that way until I had to go to school, when Mom sat us both down and told us the truth. I was in fact a boy, and she threw away all of my pretty clothes. She cut my hair short and I cried as I saw my soft blond curls fall to the floor. I didn't know how to be a boy, and I withdrew into myself. I watched the other boys, the way they acted so rough, and knew that no matter what I looked like now, and what was between my legs, I felt like a girl inside. Marcie agreed, and whenever Mom was away she helped me to dress in her clothes. I felt so at peace in soft silky panties and a pretty dress! Since Mom worked a shift at the base until nearly 10 p.m. each day I was still able to be a girl each and every day. Marcie and I talked about boys, and about how her body was changing! She loved having a baby sister almost as much as I loved filling that role for her. Mom only caught us a few times, and she just shrugged it off, saying she was just too tired to deal with it. When I was a girl I was happy and giggly and full of life, and when I had to pretend to be a boy I was unhappy and did not fit in. Now that Marcie was gone I found myself dressing up every day, wearing her clothes and trying to look as pretty as I remembered her to be. I wish she hadn't come home early from work to see me this way...it made her so mad! "Erin, come here this instant and let me have a look at you! Come along, and we will wash off this mess on your face!" Mom dragged me to the bathroom and stood there as I washed my face clean. "That skirt and blouse is very pretty on you, dear! I always liked Marcie in that blouse...but I never saw her wear that skirt and belt with it...it looks very nice! You have an eye for color!" I appreciated her compliments. I did think that the short burgundy colored skirt went well with the soft pink silk blouse, and the wide silk floral sash I had fashioned as a belt just seemed to call out to be wrapped around my waist! The sheer hose and the white heels felt wonderful, so girly! "I can see you have some leg hair showing through those stockings, miss! That will not do! I want you to meet me in Marcie's room in 15 minutes, and to be out of all those clothes!" "Oh, Mom!" "I mean it young lady!" Young lady? Hmm. Normally I was disciplined and told to dress like a boy when I was discovered all dressed up by Mom. Mom went to her own room and I to Marcie's. I disrobed and carefully hung up her clothes in the closet, stripping down completely. As I looked in the mirror I didn't like what I saw. I am a big kid for my age, and a little pudgy. I have soft pale white skin and have always had rather puffy male breasts and large nipples. I have found that they are very sensitive, and when I pleasure myself I always play with them secretly, pinching the nipples and stroking them with my fingers. It always makes me excited and gets my dick hard. Oh yeah, my dick. It's small - only a few inches soft, and not quite four inches when hard. I know - I've measured it. My body has been slow to develop hair but now I have some on my legs, and a small thin bush of it over my cock and my balls. Thank God! I was one of the last boys in my grade to get hair, and from sneaking peeks at the other boys after gym in the shower I always felt inadequate and different. The other boys are muscular, not soft, and have much bigger cocks. A few times I got caught looking and some guys called me queer. Mom entered the room and found me sitting on the edge of Marcie's pink chenille bedspread, my hands folded over my crotch. I felt so vulnerable, and nervous. She sat in front of me on the dressing table bench wearing her long black and white floral satin robe and some simply fabulous black slip-ons with marabou trim! Where had she been hiding those? If I had found them they would have been on my own feet, I assure you! "Stand before me Erin, and let me have a look at you! Don't be shy...after all I've bathed you and changed your diapers!" I stood before her nervously, my hands still covering my maleness. "Drop your hands, young lady!" I sighed and did as she said, and stood there naked before my own mother. "Let's see what we have to work with!" Mom stood and walked around me, inspecting my body. "Well, you have the puffiness in the breasts that a girl has when she's going through puberty...and really large nipples! Are they sensitive?" Mom tweaked them and I winced and moaned a little. "My yes! They certainly are! You've always been soft honey, and not very muscular. There's very little muscle tone in your arms at all." Mom ran her fingers down my arms and felt my soft supple hands. She then sat back down on the dressing bench, only a few feet from my nakedness. "Now' let's get to that nasty bit of maleness between your legs. You were always small down there honey, and I see that not much has changed down there! I've seen bigger penises on five year olds!" God, this was embarrassing! She then took her fingers, with her carefully applied red nail polish, and began to grope me. I moaned and tried to pull away but she was insistent and from the look on her face I dare not disobey. She pulled at my little cock and poked around, feeling my smooth little orbs. I couldn't help myself...my cock reacted and soon became stiff. It was sticking straight out, and bobbing before her. "Is that it? Is that all you can produce?" "What do you mean, Mom?" "Honey, that little prick wouldn't satisfy any woman, I can assure you! It makes me wonder which one of those sailor boys that I conceived you with. There was this one lumpy pale young man who got me drunk and had his way with me. He was hung like a child, just like you. He plied me with drinks and he was so small I didn't even realize he was inside me. After he shot inside me I forced him down between my legs, telling him that was the only way he could bring me pleasure, with his mouth. Perhaps some of his defective seed wiggled their way into my womb and made you." My cock began to deflate as we chatted. She had removed her hands and I could see one of her hands had slipped under her dressing gown and I thought she was fingering herself. "What was his name, Mom, and where can I find him?" "What does it matter? He was a pathetic lover with a tiny dick, and not worth remembering anyway. Women want men with big cocks to fuck them, Erin - to fill them up and make them feel like real women. While you still have some growing to do, I think it is time to face facts and discuss your future." "What do you mean, Mom?" "I love you honey, but let's be honest. I continually find you dressed up in frilly, feminine things, and you're trying to apply makeup. I do bear some of the blame of course, for dressing you as a girl when you were little, and encouraging Marcie to treat like a little sister." "But I loved that, Mom!" "Did you darling? How sweet! But the fact remains that you have a cock between your legs, a small one I'm sure you will agree, but a cock nonetheless. Turn around, sweetie!" I turned and felt Mom's fingers stroking my smooth bottom. "Darling, you have what is called a bubble butt! Do you know what that means? It's the type of booty that men find attractive! Spread your legs a bit, dear!" I felt Mom apply some cold gel to her fingers and she stroked my asshole and pushed a finger inside. I moaned at the intrusion. I had secretly been shoving all kinds of things up there when masturbating! "Easy sweetheart, let Mommy put another finger in your pussy hole. Do you like that, baby?" "Yes, Mom" "I thought you might. Have you let a man put his cock in there yet? I stood up with a start! "No, Mama!" "Good girl! I felt my cock start to harden again, as Mom's fingers worked in and out of me. We both began breathing heavy. She pulled out and ordered me to turn around and face her. "There's that pesky little penis of yours, bobbing around again!" I was so embarrassed! "Erin darling I want you tell me the truth....have you made love to any boys yet?" "No, Mom!" "Any girls?" "No!" "Well I thought not. I don't want girls to embarrass you about how soft and feminine you are, and about how undeveloped you are between your legs. If you want to be loved and not be lonely you will have to learn what it takes to pleasure others...and to make yourself desirable!" I listened intently. Mother has always been right in the past, and provided me with such sound rearing. Despite my need to dress like a girl I am really quite a nice boy, well mannered and I do so well in school. She must be right! "Summer vacation starts in a few days, and I believe it's time to do what must be done. You are a sissy, Erin. A sissy that must learn her place in life. I want you to learn about your true self, and for the summer I want you to live and dress as a girl, 24/7. I will buy you some of your own clothes. I think you should have your own bras and panties, and we will use some of Marcie's old things. Your hair is already a bit long, and we will have it styled in a pretty girls style for the summer. You will live in Marcie's room, and be my daughter, as you learn your place. Would you like that?" "What about my friends?" "Well they will just have to get used to you being a girl I guess, or you can avoid them. That is your decision. But your dressing up is a sign to me that you are crying out for attention, and believe me young lady, you will get it. You will be responsible for doing all of the traditionally female duties around the house, as well as keeping up with the yard." "I have watched you through the years, and not wanted to inflict the typical male stereotypical behavior to you, feeling that was arcane. You have always been a sissy, a little girl inside. I've seen it as you played with dolls, when you staged tea parties and little plays. Your face has always lit up when dressed up. And now, as I examine you I see that even your body is telling me that you are more feminine than masculine. With a bit of help you could develop quite lovely breasts, and that annoying bit of male flesh between your legs can be removed. But that is a decision for us to consider at the end of the summer. For now I want you to be the girl that I truly believe is inside you." Her words were music to my ears. I didn't really know if what she was saying about me being a girl inside were true, and the thought of being surgically changed made me wince, but spending the summer as a girl was just too delicious for words! "Now come with me to the bathroom, and we will get rid of that unsightly male hair on your body!" "But Mom. I still have another week or so of school, what will the guys think when I shower after gym?" "You will be given a doctor's excuse to get out of gym for the remainder of the school year. The last thing we need is some horny schoolboy getting turned on by your sweet smooth body and having you raped in the shower, with all that soap and the hormones of boys to consider we must be careful!" I imagined the hot hairy body of Brian, our team's class president, in the shower, and him lathering up, stroking that hard thick cock of his as I stood before him, licking my lips. Mom pulled me along to the bathroom and gave me a pink plastic bottle from the closet. "Apply this cream everywhere, sweetheart. Don't miss any area, you don't want any nasty man hair on you, do you?" "No, Mother!" I quickly applied the lotion and she made me rub it in deeply as the pink cream turned from a tingling sensation to burning. "Mom, it's starting to sting! Can I was it off?" "Not yet. Let it do its work. It's not easy being a girl, as you will see. But it's worth it. Feeling pretty and feminine is exquisite!" After a few more minutes Mom put her pink plastic hair cover over my head, tucking my hair inside the elastic. I stepped into the shower and as I soaped and tried to get the burning cream off me I saw whatever male hair I had run into the tub, the gray pink residue of my manhood draining away. "Step out of the tub, darling, and dry off!" I stepped out of the tub to be given a soft fluffy pink towel. I softly dried my tender skin, amazed at how wonderful it felt to be without any body hair. "That's so much better! Soft and smooth and oh so pretty! I'm so proud of you, my new daughter!" Mom then led me, my towel wrapped around me in the proper girly fashion, above my breast line and tucked properly, back to Marcie's room...I mean my room. "Erin I want you to dress for me. Use whatever things of Marcie's that you like! Start with a garter belt and stockings, dear." I found a white garter belt I particularly liked and knew fit me, and found some silky stockings. I fastened the belt and rolled up the stockings. As I pulled them up my legs the feeling on my smoothly shaved legs was incredible, and I felt my little cock start to harden. "I can see you're enjoying this, Erin! That clit of yours is hardening again. Yes, I said clit. It's too small to be a cock, isn't it? And girls have clits between their legs. From now on that's what you will call it, and you will always sit to pee like a lady, not a disgusting boy! You must always be true to yourself, even if the truth is difficult to deal with." Finished with the stockings, and contemplating a summer of sitting to pee, I went to Marcie's lingerie drawer to find a bra and panties. I found a matching pair in lavender. The bra had such pretty lace around the cups, and the panties were just as pretty and feminine. I slipped the bra on, and though it was a bit big it felt wonderful. I then slid the panties slowly up my legs as my mother watched me intently. I pulled the panties up and into place. The silkiness felt wonderful on my smooth skin, and I was surprised at how tight they were. "Tuck yourself, honey. Here let me show you!" Mom stood up and pulled down the front of my panties. She grabbed my clit, pushed it down and between my legs and pulled the panties back up. With my clit down and in this position I was almost as flat as a real girl. "There! Now you look like a proper young lady! Put that pretty pink blouse and burgundy skirt back on honey, and join me downstairs for the evening!" Mom left me to finish dressing. It was so bizarre, so liberating, to be able to dress openly like this! I pranced around the room as I finished dressing, and even put on a faux pearl necklace and some clip on earrings from the dressing table. I tried to brush out my longish hair in a feminine manner, and pleased at me appearance I joined Mom in the living room. I plopped down on the couch and was quickly scolded. "Erin! How unladylike! Stand up and sit down like a lady!" Mom instructed me, and after few attempts I sat down slowly, making sure my skirt was flat beneath me, my legs together and I sat my sweet feminine behind down on the couch like a proper young lady. As we watched a bit of TV, Mom ran her fingers through my hair and kept commenting on how pretty I was. "Just wait, Erin. We are going to streak and curl your hair, and teach you how to apply makeup. You're already pretty, and the boys are going to go mad for you!" I giggled nervously as she continued. "Tomorrow is Saturday, and we will go shopping together. We'll pick out some lingerie for you...a bra that fits properly...and get some proper makeup of your own. Every girl should have makeup that matches her skin color and compliments her features. We're going to make you SO pretty!" I felt pretty already! And happy! If this is what it feels like to be a sissy, sign me up! We watched a chick flick together, and as the handsome young man in the movie kissed his new love, her head back surrendering to his kiss, I sighed. Mom heard it, and smiled at me. "All in good time, young lady...all in good time!"