("`-''-/").___..--''"`-._ `6_ 6 ) `-. ( ).`-.__.`) (_Y_.)' ._ ) `._ `. ``-..-' _..`--'_..-_/ /--'_.' ,' (((' (((-((('' (((( K R I S T E N' S C O L L E C T I O N _________________________________________ WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!!!! _________________________________________ Scroll down to view text -------------------------------------------------------- This work is copyrighted to the author © 2006. Please don't remove the author information or make any changes to this story. You may post freely to non-commercial "free" sites, or in the "free" area of commercial sites. Thank you for your consideration. -------------------------------------------------------- Innocence Lost - 2 by Lisa Raye (ray21862001@yahoo.com) *** I learn the hard way not to gamble. (MMm, ped, inc, reluc, 1st-bi-experience, oral, anal, cd, smoke) *** How did I get myself into this? One day I was a pretty normal teenager. The next day, after losing a bet with my best friend, I am dressed and look like a teenage girl and I am headed to the mall with Ms. Jones to shop for what I am to wear for the next 2 weeks. I remember that feeling of sitting in the car with my stocking clad, newly hairless legs rubbing together giving me a real tingling sensation. I was terrified that someone would recognize me. Ms. Jones continued to reassure me that everything was going to be okay and that I was right to not welsh on my bet with her son. As we drove, she went on to say that she needed to explain some things to me regarding what she expected over the next two weeks. She said that she would help to dress me and help with my wigs and make-up. She said that she was more concerned about her son. She said that I would undoubtedly be turning her son on sexually. She then told me that it was my duty, as a woman, to take care of my responsibility to give him relief if he became aroused by me. I started to protest but Ms. Jones firmly told me to hear her out. She went on to say that if men became very aroused and did not get release, they would get a condition she call "blue balls". She said that it was painful and could eventually lead to his inability to produce children. She said that I would not have to "spread my legs" and let Scott screw me, but that she expected me to help give him relief if he became aroused. I tried to tell her that this was not part of the bet. She stated that this was her rule and that I would obey or she would call my parents to come and get me and I could explain to them why she came home to find me in her underwear. I dropped my head and asked what I would have to do. She pulled over into a little park. She told me to pull down my capri pants along with my pantyhose and panties. After seeing no one around, I complied. She then reached over and began to rub my little 2 inch dick between her thumb and index finger. At first I was scared, but then I began to feel my dick harden. It swelled. It also felt great. She began to talk as she rubbed me and told me that at the very least, I would have to give her son a hand job like this. Now hard, she grabbed my now 3 inch erection and began to pull her hand up and down on my shaft. I began to feel pressure build in the head of my dick. Just as I felt like I was about to get relief, Ms. Jones stopped. She then explained to me that if I couldn't relief for her son my performing a hand job, I would have to go to the next step which was a blow job. I had heard this expression before but I told her I would not put Scott's dick in my mouth. She said that I may not have to but insisted that she wanted me to know how just in case. She first told me that there was no blowing. She said I would have to suck on his cock as I bobbed my head up and down. She then lowered her head down to my dick and did as she described. I could feel her tongue working the head as she sucked and bobbed her head up and down. I felt the pressure start to build again until finally I felt release. It felt kind of like I was peeing. I heard myself groaning and I looked down and saw that Ms. Jones was no longer sucking my dick. I still felt this feeling and was a little scared to see this thick white stuff running out of my dick. Finally the pressure eased and my body loosened. She then explained that what I had experience was an orgasm. I asked her if all men squirted that much stuff out and she told me that she had never seen that small of amount of cum come out. She said that usually a woman would swallow that because it makes the man feel like he has taken the woman and part of him will be always be inside her. She said she wanted to trying to show me what happened so I wouldn't be surprised. She said that the hand job was easier and didn't require swallowing cum. She said that oral sex was sometimes quicker and felt much better to the man than just a hand job. She went on to say that if neither of these worked out or if you just want to give yourself to a man, the last resort was spreading your legs and letting the man fuck you. I again assured her that if I had to do anything; Scott would get a hand job only. She then grabbed some tissue from her purse and began wiping up my cum and wiping her lipstick off my dick. I fixed my clothing as she reapplied her lipstick and we pulled back onto the road. As she drove, she lit a cigarette and told me that things sometimes get carried away when it comes to sex. I may only intend on giving a hand job but things change. She also said that if I spread my legs for any man, things wouldn't be the same afterward. I asked what she meant. She said that a hand job or a blow job make a woman feel used fulfilled at the same time. She then said that when a man has fucked you, and shot his cum inside you, he really has taken you. She said that in a sense, he then forever owned you sexually. She then said that once he has conquered you, you feel obliged to be his whore whenever he wants. Some women can resist but it is hard. She said she thought I should know. Feeling both relieved and nervous, I looked into the purse she had given me and was glad to see that she had put my own pack of Virginia Slims into my purse along with some lipstick, a lighter, some KY jelly, and few large cotton band-aid looking things. I then lit myself a cigarette and it again helped me to relax. Finally, we arrived at the mall. While getting out of the car, Ms Jones informed me that I needed to reapply my lipstick after smoking since so much rubbed off on the cigarette. I reached into my purse and did as she requested. Luckily we had gone to the mall on the other side of town where no one would recognize us. Once inside, we went to several stores. It was the most humiliating day of my life. Luckily, I didn't see anyone I knew and most importantly, no one seemed to be able to tell that I was a boy. I tried not to speak in front of anyone. (Even though Ms Jones said my voice sounded girl like) She bought me a couple of dresses and mini skirts at one store all of which I had to try on. Then we went to Frederick's of Hollywood. It was there that she bought me several pair of stockings, two different all-in-one bra/corsets, 3 pair of panties and a set of falsie breasts. I felt my face burning with embarrassment as the saleslady checked us out. Our next stop was a shoe store. We left there with 3 pair of 5 inch spiked heeled shoes with ankle straps. As the salesman put a pair on my feet to try on, I begged her to let me get lower heels like the ones I was wearing. She simply said, "Heels drive the boys crazy," and laughed. The salesman got a sheepish grin on his face. Carrying all kinds of bags, we made our way to our last stop. I had to sit quite a while this beautiful oriental lady worked on my hands. After a while, I dosed off. I really hadn't slept to well the night before and was very tired. When I woke, I was shocked to see that my nails were all bright red, and all over an inch long. I felt like they stood out like Rudolph's red nose I asked Ms. Jones why so long? She said that men love long nails and they are the same as hers. I guess they were but it really felt weird. Finally, we were back in the car headed back. It took a lot of work with my new nails, but I was finally able to get a cigarette lit. I really needed one by this time. I loved the way they calmed me down. All the way home I kept catching my nails on things and nearly cut myself a couple of times. I did it once when I tried to make a fist and the other when I went to scratch my face. We made it home around four. We picked up a hamburger on the way home. It was such a challenge eating it with my long, red nails. Scott must have been out playing or something. We carried in all of my bags and Ms. Jones helped me put them away in her room. She left out a pink dress, a pink corset, some black stockings and the black heels. She said that one of her boyfriends was coming over to take all of us out to eat. I asked if I could stay home but she refused. She told me to get undressed while she went and told Scot to come in and get ready. When she came back, I was undressed. She then opened my fake breasts. She took some adhesive tape that was sticky on both sides and put it around both of my nipples. She then applied each tit to my chest, telling me to hold them tightly against me for about 2 minutes. They were a little shiny but otherwise looked very real. They were only C cups but felt huge to me. They also were kind of heavy. Next, Ms. Jones put the corset around me and tied it up the back. I told her it was tight enough but she kept pulling until I could barely breathe. Looking in the mirror, the cups up front pushed my new breasts up giving me cleavage. Ms Jones took some powder make-up and patted in on my chest until the breasts weren't so shiny and they blended into my natural skin. I also noticed my waist was much smaller and my hips and but were sticking out. The breasts and the corset had really given me girly figure. Ms Jones rolled some black stockings up my legs and attached them to the garters. Nest, I put on some pink silk panties being careful not to catch my nails in the stockings. She informed me that wearing my panties outside the garters would make it much easier to go to the restroom and it would give me easier access if I decided to spread my legs for a man. She laughed a little and I quickly said, "No chance." After strapping the black, high heels on my feet, she then freshened up my make-up and perfume, pulled the pink dress over my head, zipped it up in back and I was ready. I couldn't believe how I looked in the mirror. The dress fell to just below my knees. I saw Ms. Jones taking the stuff out of my purse and putting it into a black shiny purse. I asked her what the KY Jelly was for and the band-aid looking things. She smiled and said that I would need the jelly in case I let someone fuck me. She explained that pussies get wet by themselves put my ass would need a little help. Before I could respond she also told me that the band- aids were really sanitary napkins that I should attach inside my panties if I get fucked to keep their cum from running out of me onto my panties. She told me to go sit in the living room while she got dressed. Scot was still getting ready as I walked carefully down the hall trying to balance on the 5 inch heels. I sat down in the living room and sat smoking another cigarette when through the front door comes this huge black man. He must have been 6'6" tall. He made his way over to me and introduced himself as Willie. He said he was Ms. Jones boyfriend. I was caught off guard as he leaned over and kissed me on the cheek. I told him my name was Ray and started to tell him that I was a boy but he interrupted me and said he knew the whole story. I felt my face getting red again as Scott and Ms. Jones came into the room. Scott said hi to Willie and told him to get away form his girl. They all laughed and Willie kissed Ms Jones hard. She looked sexy as always. Willie announced we were leaving and Scott offered me a hand to help me up. With the heels and tight corset, I really needed the help. Upon standing I realized I was still 2 inches shorter that Scott even with the heels on. Scott was checking me out. I told him not to get any ideas as I was paying off my debt and that was it. We went to the car and Scott and I got into the back seat. I had to push Scott's hands off my knees repeatedly as we drove to the restaurant. I couldn't eat much. I couldn't use my fork very well with my nails. I managed through dinner and we left and ended up parking a park that overlooked a lake. There were a few other cars there but I was feeling extremely nervous. Willie put his arm around Ms. Jones in the front seat and Scott did the same to me. I tried to scoot away but I was pinned against the door already. I told Scott to move away but instead he ran his other hand up my leg and rubbed it back and forth. I turned to tell him to quit only to have him plant his lips on my open mouth and kiss me. I tried to pull away but could get any separation. His tongue invaded my mouth and I was repulsed. Finally, he let up. I begged him to leave me alone. He simply said, "I can't." Ms Jones turned around and told us to be quiet. I told her I didn't want to get Scott aroused. She pointed toward his crotch and said, "To late." I looked down and was mortified to see a huge bulge in his khaki shorts that resembles a teepee. I began to cry a little realizing where this was headed. I looked at Ms. Jones and she nodded her head letting me know she was serious about her command earlier. I was going to have to relieve her son. Scott leaned over and whispered in my ear that he would love to fuck me silly. I told him that there was no way that was going to happen. I told him I would give him a hand job to give him some relief. He looked a little sad but began unbuckling his belt and opening up his shorts. He pulled his pants all the way to his ankles and his cock sprang out. In its erect state it had to be 8 inches long and over 2 inches across. I resolved myself to get this over with and reached over and grabbed the huge cock. Scott sighed in pleasure as I began to try and pump up and down on his cock like Ms. Jones had showed me. I realized quickly that I had a huge problem. The nails were impossible to negotiate around his cock. If I had been more used to them, I could have maybe done better, but I was having a terrible time trying to get this cock to reach orgasm. After several minutes, Scott began to get frustrated. He begged me to let him fuck me. I refused again. Finally, realized I was going to have to use my mouth to get him off. I asked Scott if he would give himself a hand job but he refused saying that his mom told him never to masturbate. I was staring at this huge cock in my hand and then I felt Scott's hand on the back of my wig. He was pulling my head into his lap. I couldn't bend in the corset, so I slid off into the floor of Willie's Cadillac and was soon face to face with this huge cock. I looked up at Scott one more time hoping to be let off the hook. Instead, he placed his hands on my head and pulled me down touching my lips to his cock. I pulled away instinctively noticing my lipstick on his dick. He pull me down again and this time I realized that I might as well get it over with. I opened my mouth and let him invade me. I tried to moisten my mouth as it felt dry. Finally, I was able to suck. I began to bob up and down with the help of Scott's hands on my head. He moaned as he took over forcing my head up and down on his cock. His cock actually seemed to grow even bigger inside my mouth. I was now going over half way down his cock. I realized the taste reminded me of sucking your thumb or licking your palm. I was glad that it wasn't worse. A couple of times Scott pulled me down to far and I gagged a little. He seemed to realize this and tried to ease a little. Scott moaned louder but continued to fuck my mouth. I was just trying to breathe and keep my mouth wet. I heard Willie moan as well and figured he was getting the same treatment in the front seat. I then noticed that something was kind of leaking out of Scott's cock. It was kind of sweeter tasting and it coated my throat some. I figured he was cumming and was about done. I was wrong. This, I found out later was just pre-cum. I realized that my lips were getting a little chapped from the rubbing and my jaw was really tired. I decided to start using my tongue on the head to try to speed the orgasm. It worked. Scott was soon moaning more and saying, "Yea baby, that's it. Suck my dick bitch." I felt him tighten and his cock swelled even more. He then announced that he was coming and pulled my head down harder going deeper than he had yet. I felt him go deep into my throat. I must have swallowed his dick because it wasn't gagging me. He held me there this time and I felt a warm jet of thick cum in my throat. I couldn't taste it since it was so deep in my throat but I felt several spurts shooting and realized he had much more cum than I did. I felt his the hair around his cock tickling my nose and realized I had his entire cock in me. I couldn't hold my breath anymore and luckily he eased the pressure on my head and I gagged some as the dick came out of my throat and now was just in my mouth. He then spurted a couple more times. This time I could taste it. It wasn't sweet at all. It was bitter and very salty. It repulsed me but I managed to swallow it. Making sure he was finished, I bobbed up and down a couple more times. Sure enough, some more cum leaked into my mouth. After I swallowed this, I pulled myself back up onto the seat and began fixing my dress that was all twisted. I began to think about what had just happened and it hit me like a ton of bricks. I began to cry as I looked over at Scot as his head was laid back and he looked like he was in heaven. I felt his cum as it was coated all over the inside of my mouth. It left a terrible after taste. My lips felt dry and painful lick they were burnt and chapped. My jaw was sore and tired. I sat crying and noticed that Ms. Jones had Willie close to cumming now. He laid his head back and I could tell he was cumming. He was speaking some vile words as he finished in her mouth. I felt Scot put his hand on my knee again and he said, "That was great baby." I felt so used and dirty. I grabbed my purse and got out of the car and went a sat a picnic table over by myself. I sat three and decided to put some lipstick on to see if it soothed my lips some. It did. The I lit a cigarette and hoped it would calm me down some and I also hoped it would get some of the taste out of my mouth. I had almost smoked the entire cigarette when Ms. Jones got out of the car and came over to me. She consoled me and told me that I had done nothing wrong. I told her that I had to give him a blow job because of my nails and she said she understood. She said that Scot had told her that I did a great job. I didn't take that as a good thing. She then told me to straighten up and get over it. I put my cigarette out and she gave me a mint. She told me the two weeks would go by fast and we got back in the car and headed home. Once home, Willie and Ms .Jones headed straight for the bedroom telling us they would see us in the morning. Scot and I sat on the couch watching T.V. I told him I was going to change and go to bed. He stopped me and told me that he need to cum again. I looked down and saw that huge cock pressing against his pants again. I began crying again and begged him to wait until tomorrow at least. He moved in to start to kiss me and I told him that my lips were too sore to kiss. He started rubbing his hands all over me and told me he had to get off again. He then told me not to make him bother his mom because she would be mad. I finally stopped crying and said I would try. He got out of his shorts and threw them away. He cock looked even bigger in the light of the living room. I stood and walked over to him and grabbed his cock. I was hoping I could get him off with my hand this time. As I tried to pump him, I felt him suddenly unzip my dress and let it fall to the floor. I let it fall and tried to stay focused on the hand job. My nails were still bothering me. After a while I felt Scot's hands of my shoulders pushing me down to my knees. I realized I was going to have to suck his cock again. I tried to suck it in but my lip and jaw were just to tired and sore. I pulled off and told Scot that I couldn't do it. He told me that it was okay because he really wanted to fuck me anyway. I told him that I couldn't do that and he then said, "You don't really have a choice." He said, "You look sexy. You have gotten me all turned on and you are going to get me off. He rolled me off my knees onto my back. He was now on top of me and I felt his cock pressing against my stomach. He moved it to where it was pressing into my crotch and he humped up and down of me a couple of times. He then rose up, told me to lift my bottom and pulled my panties down to my knees. He lifted my legs and pulled my panties the rest of the way off. I knew where this was heading but I knew I could not make him cum any other way. He reached over to the couch and grabbed my purse while he still knelt between my spread legs. He pulled out the KY jelly and place some on his cock and then he told me to grab my knees. I did as he requested and he proceeded to put rub some jelly on my asshole. I felt weird as he rubbed me there and felt even weirder when he inserted his finger in and out of my ass hole. It hurt some but seemed to get in and out without too much pain. Next, he sank back down and told me to pull my knees higher. I did so. He now could place the head of his cock at my entrance. As I felt his cock touch my hole, I pleaded with him not to do this. It just smiled and said all virgins are anxious when they are about to get fucked. I turned my head to the side and felt Scot slowly work his cock head all around my hold. He then pressed a little and barely penetrated the edge of my ass. It felt much like his finger. I felt myself tighten up expecting him to push all the way in. He told me to relax or it would hurt worse. I tried to relax. I felt Scot begin to lower his weight onto me. I realized that, in this position, that I could not stop him now even if I tried. He pressed firmly and I felt his head pierce the opening and after the head got through, he slid most of the length on in. I shrieked in pain and tears welled up in my eyes. The pain was incredible. It burnt and ached. Scott laid chest to chest on me but laid very still letting me get used to the size. I was dying in pain. After several minutes, he began to pump in and out. Eventually, the pain eased some. Scot sensed this and pickup the ramming of my hole. He went deeper with each stroke. I felt like I need to take a dump real bad. Scott reset himself onto his knees while buried in me. He grabbed my ankles and held them high and pressed into me this way several times. It was then that I noticed he was touching something in my ass that caused my own dick to get hard. He sensed this and kept manipulating that spot. After a while, I felt no more pain. Instead I felt my own orgasm building. All of a sudden, I came. I moaned myself. I noticed Scott laughing at me and I felt ashamed. Scott repositioned again putting my legs on his shoulders. He then leaned forward grabbing my "breasts" in his hands.. I was glad I was flexible. My high heels were now next to my head. Scot picked up the pace and the force of each stroke. He was getting close and he started talking very dirty to me. He said, "Yeah, now you're my bitch. Look at you dressed like a whore and taking dick deep in you cunt. Yeah, here it cums. I'm gonna fill you with cum..." Then he tightened and filled me with cum. I could feel the warm fluid in my bowels. He let my legs go but stayed buried in me. I felt an occasional spurt of cum as he continued to spasm. I looked up and saw that Willie and Ms. Jones were watching show. I felt very embarrassed, sad and excited all at the same time. I had been fucked. I lost my virginity as a girl to a man before I lost my man virginity to a woman. I thought as I lay with Scott resting on top of me, I have 12 days to go... To be continued? *-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-* The author does not condone child abuse, this story is meant as an erotic fantasy not real life. Anyone acting out such scenarios in "real life" can look forward to many unproductive years getting it up the butt by a fellow convict in their local prison. *-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-*-* Kristen's collection - Directory 45