Note: This story was dynamically reformatted for online reading convenience. Straight-Laced Sister By Perry Jones (Pounder801@gmail.com) This story lead was given to me by a reader who made some suggestions and asked me to write a story about his sister. Thank you for the information you provided. I hope you enjoy the result. This is a work of fiction. It has basis of truth since it is a figment of the author's mind. My sister is a junior in high school. She is a straight A student with skills in Math, English, History and appreciates the arts. She spends most of her time isolated in her own world and has few friends other than some girls at school who seem to be like her. She does date though she picks and chooses who she dates and where they go or what they do. I suspect she is still virgin though I can't prove it. She is well read in history deriving much of her manner from the heroines of history who pursue handsome men and boys who are chivalrous and dress accordingly. It is a stark contrast to her dress. During her elementary and middle school she was like any other girl. She loved to shop with mom and grandma. She had a large closet of lovely dresses, undergarments, socks, shoes and kid jewelry. When she was about six years old she badgered her grandpa to buy her some makeup. She would sit in front of her mirror for hours putting one thing and another on her face while looking at magazines trying to find `her look' as she put it. She only wore her makeup, and it was a small amount, to church and plays with her grandma. Mom admonished Nancy when she put it on always having her go wash it off. "Honey, you are pretty without all that makeup. I do not know why your grandpa gave in to you and I don't know how you got him to spoil you so much," mom always said. She always wore nice dresses common for girls her age and kept her hair groomed, curled, in a pony-tail or other fashionable mode for a little girl. She loved cheerleading and was quite good at it. She loved to wear the short skirts or boy shorts common to cheerleading. I always enjoyed when she would practice in the backyard with her other cheerleaders. She seldom wore tights when in the backyard doing splits, jumping, cart wheels and such. I loved looking at the girls' crotch areas almost as much as they did showing off. Of course, when they performed in public they wore the matching tights but still showed off. Boys always flocked to our house in hopes of being with her. She loved playing games, having parties and enjoying being a girl. She and I were always best friends. I was her `big brother' who protected her and loved her. I treated her special. I opened doors for her, helped her with her school work, gave her little gifts that I thought she would like. I took her to movies and shows she liked. At home we were like any other family, I guess. When she was a baby, I helped mom take care of her. I would bathe her with mom's help since I was two years older but as we grew together and played together we bathed together. It was nothing unusual for us to even play the common inquisitive kids games of show and tell and `doctor', `nurse' that required one or both of us to be naked. We even played mommy and daddy sleeping in the same bed naked sometimes and me trying to put my little penis into her little pussy. I don't remember ever succeeding but we had fun. Sometime when she was in eighth grade and I was a sophomore in high school she changed. She put away her pretty clothes and began dressing like a frumpy girl. Oh, around the house she was still her normal cheerful, loving sister. I watched her grow her breasts and often played with them when they hurt as she was growing. I would often caress her pussy when it `itched' or taught her how to kiss a boy. Mom and Nancy would often argue over her outward persona when she changed from the sweet, girl next door image. Mom would try to persuade Nancy into doing those things that every young girl should do but to no avail. Mom even talked to me to try and help Nancy in her persona. I refused to become involved thinking she would eventually grow out of this phase since I had seen this with some girls and boys in my class. It created a rift between mom and I on that regard. The day I graduated from high school began as a wonderful day for me. I had a new fashionable suit like seen on a GQ magazine, complete with ascot and shiny shirt, spit-shined shoes and my hair was even cut in a fashionable style. I had tried growing a beard but it was a disaster so I chose to always be close shaven. My suit pants were tailored to show me in my best look. My penis was nearly full grown and often semi-hard. It hung nicely about 4 inches when soft. It showed in my pants nicely when in that state. Mom said, "Bobby, you are the handsomest man I ever saw," when I came downstairs just before leaving for the ceremony. Nancy was still getting ready and I hoped she wouldn't embarrass me by dressing as she usually did. I ended up being very embarrassed. She came downstairs dressed all in black with black fingernails, her hair done up in a bun with a black ribbon around it. Her dress was a full skirt reaching all the way to the floor. She looked like something from the dark ages. Dad was dressed in a nice suit and mom was dressed to the nines with a new fashionable dress. I could tell she had a new bra on as her breasts were well displayed. I could see dad was proud of her as he held the door for her and was as chivalrous as always. Nancy, I knew had large breasts since I had often seen them naked and played with them as they grew. They were like large grapefruits or small cantaloupes on her svelte body. I knew her legs to be toned but not muscular. She worked out with me in our basement gym. She and I were best buddies but today, she was embarrassing me. Graduation went off without a hitch. I received my diploma with high honors, two four year paid scholarships and several lesser scholarships that would help pay for my books and other essentials. After all the photos were taken I invited my girlfriend, who graduated also with me, to go out with us to dinner. Nancy put up a real fuss and made statements that almost caused a breakup of me and my girl. If it hadn't been for dad, it probably would have, but he intervened and suggested that tonight would be for family only and tomorrow, Sarah and I would have the entire day to ourselves. Dad even offered his car for our use. We had reservations at an exclusive high priced restaurant. A valet met us at the door and did his normal thing, opening doors, assisting the ladies, although he seemed perfunctory when it came to helping Nancy. Dad tipped him nicely and I held my sister's arm as we entered the restaurant. As we were led to our seats a hush fell over the place as we passed and were observed by others there. I could see mom was blushing apparently embarrassed by her daughter. Normalcy resumed after a short time. Fortunately, the service was excellent and the food was exquisite. Nancy carried on a nice conversation with us during the meal. It was just her outward demeanor that was embarrassing to us. I vowed I would do something during the summer to reverse her demeanor and dress even if it meant losing her as my best friend. Chapter Two. Nancy had an aversion to men or boys that were chivalrous, even knightly in their behavior. I knew three or four who had dated Nancy and the comments I received were not flattering towards her. Dan, who she really liked, had taken her out three times over a two month period and said to me, "She is an iron maiden. I could only barely touch her breasts through her clothes when we kissed. Her kisses were chaste pecks like `kissing my sister.'" Kenny, another friend who played football with me, took her out a few times said he had tried to make love to her and she was "like a fish out of water" flopping around and disinterested in making love with him. He absolutely was put down by her behavior even though she sought him out to date. Jerome, who goes by Jerry, is a Jewish bred boy who is polite, never swears or cusses and treats all women like he treats his mom. He is the best looking of the three who Nancy dated more than once. Her `one night stands' made many attempts to bed her but she was `lock legged' and `cross-legged.' Truthfully, I never saw Nancy naked since her ninth grade. It was like she was ashamed of her body. Oh, I found her lingerie in the hamper from time to time and yes I would pick it up and smell it. I loved her aroma and the musk of her essence. I would often jerk off in the shower thinking of being with Nancy in a relationship like we had when we were kids. I vowed again that I would do all in my power to change her attitude and demeanor. The first step would be to find someone or something willing to take on the challenge of breaking my sister. I tried to find someone who fit my idea of breaking her but it seemed to be a dead end street. Finally, I put my personal feelings aside and sought someone unknown to both of us who would not care if his character was tarnished or not. I went out on the internet in chat rooms and made my pitch to those who I thought would be able reverse Nancy's attitude and demeanor. I finally found a man who was divorced who had two girls that were impressionable that were trying to find him a woman to be in his life. They wanted, needed a step-mom to teach them womanly ways, to cook, be a companion to dad and be a family. Unfortunately, Dan lived in another city though his work often took him to our city for a couple of weeks at a time. I decided to meet with him to discuss the situation with Nancy and me. We met at his hotel one evening. I brought a bottle of wine and some crackers and cheese so we could relax and work on this situation. "Dan it's so good to finally meet you. I would like to tell you more about my sister, Nancy," I began. "She's the love of my life but she has a bad reputation as; an iron maiden, frumpy, old-fashioned, probably still virgin. I won't introduce you to her for lots of reasons but I will get you to her and let her choose you. I will, if necessary, give you all her foibles and such so you can be assured of getting alone with her. What you and she do is strictly up to you, short of hurting her physically. No bruises, cuts, bullet holes are allowed, but anything that will awaken her to reality will be encouraged. You will have all the time you need to accomplish this. One last thing, if she should become pregnant I will not hold you responsible for it. I will always love her and her babies." After giving him all the instructions I played a video of her that I had put together to show her off. He was very impressed. Nancy is a very beautiful girl. She would make a wonderful model for normal clothes since she is not skinny but normal sized. After seeing the video I could see he was impressed. Our initial meeting ended late and he had an early meeting the next day. The last thing I did was give him her email, phone numbers, and her favorite flowers. I went home impressed and anxious that positive things would happen and happen soon. I could not wait until the initial contact was made with Nancy. I went to sleep knowing that in two more days, Nancy would begin her transformation. Of course, she wouldn't know that until sometime later. Friday night, a messenger arrived at our house with a message for Nancy. It said, "Nancy, I saw you today at the mall and I found out your address and I want to invite you to dine with me tomorrow evening. I will pick you up at 6:00 p.m. Please be ready since timing is of the essence. Please accept these flowers as your acceptance of our date." It was signed Daniel. The flowers were presented and she reread the note and then took the flowers without a smile. Unknown to either of us, Dan was across the street in a rental car watching. He took some video of her with his new camcorder. He was very impressed with her facial features and he saw, under her loose clothing, the figure of a beautiful young woman. He began to put together his plan to seduce her even if it took some time. At 6:00 precisely a Lincoln Town Car arrived at our house. The driver remained in the car as Dan, dressed to the nines and wearing masculine makeup, came and rang the doorbell. I met him and almost didn't recognize him. "Nancy, your date is here." I announced. "Please come in, she'll be with you in a moment." It was only a few seconds that seemed like minutes but Nancy showed herself wearing her traditional long black dress with a high collar and her arms fully covered in black material. She held out her hand for her escort and they spoke cordially to each other. "Dan, thank you for inviting me to dinner. Brother, dear, please don't wait up for me." She said as she departed. I watched as Dan assisted her into the car. She was wearing high top shoes with about a 3 inch heel and black stockings. Since I could only see to just above her shoes I have no idea what color panties she was wearing but I suspected they were black also. Dan smiled as he entered the car and they left. I knew Dan would keep me posted via text messages as the evening progressed and what he was doing or had done. I prayed he wouldn't kill her or hurt her. 7:30 text... She left to go to the restroom. Salad has been served and she managed to carry on a decent conversation answering my questions and asking her own. She said she really preferred older men since they didn't have anything to prove to impress a girl. 9:15 text... She is in the bathroom here at my hotel room. It's not by business hotel but another I chose. We are in room 882. I have plied her with some wine and have some relaxation pills I acquired from a pharmacist friend. Wish me luck. I replied, "`good luck' Keep me posted." 12:00 am text... The limo returned and Nancy was brought to the door by Dan. She looked none the worse for wear. She was a bit tipsy but otherwise looking just like she left earlier. Dan winked at me as he left. I knew he would contact me later. Nancy came in and sat on the couch with me. "Bobby, Daniel is so sweet and nice. He was a perfect gentleman. He made no advances to me. He never tried to fondle me or feel me up or even kiss me. He shook my hand at the door and then left. What is wrong with me?" she asked. "Honey, I have no idea. You are attractive. Boys and men whistle at girls that impress them but I never hear them whistle at you. You are pretty but I guess it's your dress that turns them off. Maybe Dan can see through all of that." I said. "I really wanted rip that dress off her and fuck the shit out of her but I managed to hold off," the text said. "She is beautiful and I could see she has the body of a woman under that Victorian dress. I suggested another date and she accepted. I kind of learned her sizes, at least for outer clothes and tomorrow I will strip her and dress her my way. I may even have a cosmetician and hair dresser come over and fix her up. If lucky, I will be in her panties this night." Dan wrote. All I could do was smile as I read his message. I went to her room and opened her door. She was lying on her bed in her black baby doll lingerie. She lay there letting me see her treasures in the dimness of her night light. It was then I saw she was devoid of hair on her mons. She lay there, legs slightly spread with her labial lips glistening from her apparent touching herself. I hoped she was reminiscing her date with Dan. "Honey, I had to check on you to see if you had a good time with Dan. He seems old enough to be a daddy to you." "Bobby, he is a nice man. I like older men since they have nothing to prove to their women. He was a perfect gentleman. He took me to his hotel room and we had some wine and talked. We are going out tomorrow night too. This time he will drive his car since I showed him some of the city and helped him learn his way around." "I'm glad you had a good time. Now let me tuck you in and give you a good night kiss then off to dreamland for you." I said. I covered her with a sheet and then leaned down and kissed her lips. It was a lingering light kiss. I didn't try to lick her lips but I sure wanted to. She had on some nice perfume that was enticing. I wondered if she wore it with Dan. As I closed her door I said, "Good night Nancy." The next day I called Dan. I told him what kind of perfume she had in her room. He said he had the men's equivalent and he had some pheromones to add to his. We talked for about 30 minutes. In that time I found that he didn't ever use condoms and he wondered if Nancy was on the pill or using some other form of contraception. I told him I didn't think she had ever had sex but I would search her room later and see if she had any toys or forms of contraception. Nancy got up and put on her house attire just like she always does. I have had the privilege of seeing her in all states of dress and undress. Today she was wearing her Bermuda shorts and it looked like she wasn't wearing any panties. I saw no panty line and her halter revealed full breasts with perky nipples. She was wearing some makeup that made her look better. We talked about her and Dan and had breakfast together. She got a phone call from a girlfriend who wanted to go shopping so she got dressed in her Victorian dress and washed her face of all makeup and left. It was a great time for me to check out her room. I really felt like a slob going through her things looking for feminine evidence of birth control or sex toys. I discovered she has two chests of drawers. One is devoted to her public appearance, dark, drab, goth type clothes including black unattractive panties and bras. The other is her girly chest. This one is her home appearance attire including thongs, frilly bras, 38D, and then I found her toys. In the back of her Sweater drawer in a box were a dildoe about 8 inches long, a couple of butt plugs, a two diaphragms both the same size. One looked brand new. I decided right then that she must not have pills but relied on the diaphragm for birth control should something happen. I took the one that looked to be used and took a pin and punctured some holes in it such she wouldn't notice unless she stretched it out. I also made note that I would tell Dan so he could find it when, and if, he fingered her to scratch it. Oh, I wanted her to experience the trauma of being seduced and raped and I hoped it would happen soon. I called Dan later and told him what I had found. He assured me that tonight she would either succumb to him or be raped senseless by him. If he seduced her he would be gentle and loving but if he had to use force then it would be brutal for her. He said he would let me know one way or the other. Dan arrived at the door wearing casual pants and shirt. He had gotten a haircut or was wearing a wig that made him look younger. Nancy met him in her tight black pants and full shirt all in black. Her hair was in a ponytail with a black ribbon. I knew it would be a traumatic night for her when he grabbed her at the car door and removed the ribbon and rubber band holding her hair. It fell onto her shoulders and down her back. Then he opened the door and pushed her gently into her seat. I could see her look and demeanor change right then. He got in and locked the doors and they left. I could only surmise what would be happening. I called my latest squeeze and we went out to a movie. I was not very good company for my girlfriend as I kept wondering what was happening to my sister. When I arrived back home I saw the flashing of the answering machine. My heart leaped almost out of my chest. I picked up my phone and listened to the message. "Hello, Bobby. This is Nancy. (she was in tears and crying) I won't be home tonight. Dan and I are someplace out in the country. I don't know where. I don't even know the phone number on this phone. He has me blindfolded and has ripped my shirt off me. I am so scared he will rape me or worse. Please, Bobby... Try to find me. His car is dark blue and has a white interior. It is a Ford Crown Victoria with dark windows. I don't know any more than that. PLEASE!!!! PLEASE!!!! HELP ME!!!!" She cried. I just smiled knowing she was being raped and probably impregnated. I knew that seduction wouldn't and didn't work with her now. I was certain that once reality set in that she would become the loving girl I once knew and loved. I went to sleep knowing I would hear from Dan when he was ready. The message from her was at his behest. He probably was out of the room when she made the call but her let her do it. Saturday, I was up early for me. It was about 10 am. Mom and dad asked me where Nancy was and I lied to them saying I didn't know. Dad said it wasn't like her to be out overnight without calling and letting them know. I didn't let on she had called me and left a message on my answer machine. I had turned theirs off a couple of weeks ago, accidentally. I could tell they were getting worried. The next morning, Sunday, I heard a car drive up to the curb. I looked out and it was just becoming daylight. Nancy was dropped off at the curb and the car left. She was a mess. She was wearing a common house dress, no bra and no panties. Her hair had been cut to just touch her shoulders and her eyebrows clipped short like with a beard trimmer. Dad was out the door before me since I guess he was waiting up for her. She was crying, sobbing actually. When she got in the house, Mom was there and saw her in a completely different light. "Nancy, come with me. John you and Bobby stay out here. I'll take care of this and don't do anything until or unless I tell you. Got it?" We just nodded. It was about two hours later when mom came out with the news. Nancy had been raped, tortured too. She had a butt plug in her butt and a dildo shoved up her pussy. She had bled some and had lots of semen dripping from her. That was what mom told us. "Bobby, she has asked for you. She doesn't want the police or dad. She said if HE calls she doesn't ever want to see or talk to him again." Mom said. "Ok Mom, I'll go see her. You and dad relax and we'll see what happened." I said. I went to her room and knocked on the door. "Nancy, it's me," I said softly. "Come in." I went in and she was sitting up in bed. She had combed her hair and washed her face. I didn't see any bruises but there were lots of hickeys on her neck and she was naked from the waist up. Her breasts had numerous hickeys and one nipple was cherry red like it had been bitten. I went over and sat on the bed with her. She put her arms around me and hugged me and then sobbed on my shoulder for about 15 minutes. I just held her and rubbed her back and tried to shush her but it was no use. She had to let it all out. Finally, she loosened her grip on me and I drew the sheet off her. She was totally naked. I could see her belly and her mons quite clearly now. "Bobby, he raped me. He didn't use a condom. He squirted his stuff in me several times and I ... I could be pregnant since I don't take the pill. I was a virgin until last night. What am I gonna do Bobby?" She asked with tears in her eyes. "Honey, everything will be ok. I am here for you. Your big brother is here for you. Now you lie back and let me look at you. I won't hurt you but I need to see if he damaged you." I said. I raised her legs and spread her labia to see better. She was bruised some from his constant banging on her but I could see no other damage. "Did you douche?" I asked. "No. Mom said we didn't have anything to douche with." "Come on, let's you and I get in the tub." I suggested. I helped her up and then she began tugging at my shirt. "Bobby, let me undress you. Since we are going to take a bath you need to be naked too." She said. I let her undress me. My cock is larger than she remembered from when we used to bathe together. It's now a solid 8 inches and thick. I am circumcised with a big flared glans that gets deep purple when it is fully aroused. She then led me to the tub. I turned on the water and set the temperature. She sat on the commode and peed. I wondered if she had worn the diaphragm and if it was still in place. I thought if it was then Dan probably had rendered it useless for its intended purpose. She flushed and joined me in the tub. Other than some bruising she looked wonderful with her shaved mons. I added some Epsom salts to the water, probably too much, to sooth her aches and pains and maybe wash her vagina out. I wanted so much to get my finger inside her to see if she was protected or not. I let her lie on top of me, her back on my chest as I washed her with the body soap and fondled her large breasts. I could tell she liked my touching and it wasn't long until I had her hopping with my continuous caressing of her clit and her baby gate. I finally got my fingers inside her and played with her. When I found her g-spot she nearly passed out on me. She totally jerked and then relaxed as I continued to ply her depths. I finally got to her cervix and sure enough there was the ring of the diaphragm. The rest was in shreds. I eased it out and showed it to her. "Honey, this is all torn to pieces. Was this your form of protection?" I asked. She had a bewildered look on her face as she saw her protection totally gone. She had been raped and possible impregnated. I kissed her and told her she would be fine. I would go to the drug store and get her a Plan B pill if she wanted it. "Bobby, please get me the pill. I don't want his baby. I want your baby if I can." She said tearfully. Since it was well within the time frame for use, we finished in the tub and I took the hand shower massager and put it on stream and shot it into her vagina washing all of the remaining semen and tissue from her. I made sure not to use too much force so as not to hurt her further. I dried her off and then put her in her bed. I cleaned up the bathroom and dried myself and got dressed. I put on some shorts and a nice tee shirt. "Bobby?" she asked. "Would you get a plastic bag and empty that chest over there?" she pointed to the chest with all of her black lingerie and stuff in it. "Sure Honey, I will. I'll also clean out your closet of similar attire." I said. Two hours later. I returned from the drug store with the plan B pill and feminine products for Nancy. Mom and dad met me at the door when I returned and said, "Son, she is sleeping soundly now. What did you and she do? Did you make love to her?" "No mom and dad, I didn't but I might if she wants." I said. "I got her a plan B pill so she doesn't conceive from that man. It was her choice, even though she is underage. Now I am going to wake her and give it to her then I will lie with her and sleep or do whatever she wants. OK?" "Sure son, just be gentle with her. She is fragile right now." They said. Chapter 3 I returned from the drug store with the pill and some other goodies. I also stopped at an ADULT TOY store and picked up some toys for future use. I had been dreaming of doing things with my sister for a long, long time and now seemed to be the right time to begin. "Dad, mom," I began, "you are going to see a big change in your daughter. I think, no I know, her grades have been poor for some time. I think she may have come out of her funk and `awakened' as to the realities of life. I plan on being her protector, lover, big brother, mentor, and anything else she wants me to be. What happens inside this house, in her room or mine is private. It is as sacred as events that happen in your bedroom." "Son," dad said, "I think I understand. I don't necessarily agree with you but if its her will and desire then your mom or I will not interfere." "Dad, I can promise that by the end of next week she will be the most popular girl in her class if not in school. She hates cheerleaders and what they represent so I don't think she'll become one but I do know she may join the band as a guard member. Now, when she awakes, please don't say anything to embarrass her or me. Just be your normal loving parents." After Nancy had slept for a couple of hours, she woke up and went to the bathroom. I waited until I was sure she was sitting on the pot or in the shower then I went to her. As I opened the door she was standing in front of the basin with dad's straight razor in her hand. "SIS... NO" I yelled. She stopped and looked at me. "Bobby, it's not what you think. I need to trim my eyebrows and I thought this would be a good way to do it." "Honey, I'll take you to the hairdresser and let them fix your hair and eyebrows. Hell, I'll even take you to a professional cosmetician if that's what you want. Dad and mom will pay for it. I know they will." "Bobby, I love you so much. I have been a real bitch and I don't want to be what I was before but I don't want to be a slut either so please help me and protect me like a big brother. I promise I won't embarrass you again." As she stood there in her panties, I couldn't help but get a hardon seeing her breasts full on her chest even with the bruises and bites they looked inviting. I wanted to touch them but knew she would winch from the pain of my touching her. I gave her a kiss on the cheek and then went to dad to get some cash for the remake of his daughter. Mom called her hairdresser and they suggested a person to makeover my sister and she was available. I drove her there and then picked up my girlfriend and went to a movie. The hairdresser had complete liberty to makeover my sister. I just wanted her to look like any other teen girl. About a week later, I got a phone call from Dan. He apologized for the way he left Nancy on the curb and hoped she was OK. I filled him in on the events that had taken place. I even told him that she never ever wanted to see him again and that she had taken the morning after pill so she wouldn't have his baby. He then informed me that he had a vasectomy after his last child was born since he was very virile so there would not be a chance of impregnating anyone. I told him he had done a good job ripping the diaphragm and filling her with his semen. She seems docile now and has changed her demeanor to that of a normal teen. I thanked him for that. "When she turns 18," he said, "I'll come by and take her off your hands. I have a hideaway in the mountains that no one else knows about. I have been fixing it up and using the forestry trails into the area. It has a large lake and excellent hunting. I can assure you when I come to get her she will never know where she is. I'll see you in four years when she is 18." Meanwhile, Nancy and I are close brother and sister. The End