I'm The Big Sister free porn video

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I'm the Big Sister By Karen Elizabeth L. Until a few months ago life was pretty boring for me. I was a twelve year old guy with a nine year old little brother. My brother was mom's favorite from the day he was born and since dad died a couple of years ago he's wormed his way even further into mom's heart. Don't get me wrong, Rich is a nice kid most of the time but occasionally he gets to be a real pain in the butt. He wanted to spend time with me but I didn't want to have a little kid tagging along everywhere I went. I did my best to sneak out without Rich seeing me but he always managed to find where I went and I ended up baby-sitting him instead of doing what I wanted to do. One day he really made me mad and I was determined to make him sorry. A couple of days later it was pouring down rain so we were stuck in the house. Mom had to go out for a few hours and left me in charge. Rich and I were sitting around watching a movie about a boy who had to pretend to be a girl to keep from getting beaten up. Rich thought the idea of a boy having to wear a dress was funny and I suddenly realized how I was going to get my revenge. I went up to mom's room and got together a few things I'd need to really get even with my stupid little brother. I called Rich to come up to our room saying that I needed his help with something. Rich actually thought that there was a chance to do something with me and couldn't get upstairs fast enough! As soon as he came into our room I slammed the door shut and locked it behind him. Just seeing the confused look on his face made me feel good but I was going to teach him a lesson he'd never forget! "What's up?" He asked timidly. "I just thought that since you liked that movie so much you'd really enjoy what I have in mind!" "I don't trust you." Rich said as he moved towards the door. "Let me out of here or else!" "You're not going anywhere until I'm done with you!" I said laughing. "And by then you'll probably beg me not to let you go anywhere!" I told Rich to get undressed and do it quickly or I'd beat him up. He stood there for a couple of seconds but as soon as I started towards him he began undressing. I let him stop at his underwear and then sprang my surprise on him. He tried to get away from me but I caught him and after a little work managed to get him dressed in a couple of things I "borrowed" from mom. He looked so silly standing there in one of mom's dresses and her high heels that I bust out laughing. "Please Mike," Rich pleaded with tears in his eye. "Don't make me wear mom's stuff, I don't want to look like some sissy!" "Too bad!" I laughed. "You seemed to like it in that movie! I thought you'd get a kick out of this!" Rich started crying and carrying on, begging me to get him out of the dress but I wasn't finished with him. I picked up the instant camera I got for my birthday and took some pictures of him all dolled up. Next I unlocked the door and grabbed his hand. "Come on little sister, you always want to tag along with me so let's take a walk together!" My brother's eyes suddenly dried up and opened to an enormous size. "No Mike, please no, I'll be good. I promise!" "Calm down sis, I just want everyone to see what a cute little sister I have!" I dragged Rich out of the room and down the hall towards the steps where I was stopped cold by mom! "What's going on here?" She asked. "What are you up to this time Mike and why is Rich wearing my dress and shoes?" "Uh, we were just having some fun mom. Anyhow, it was Rich's idea wasn't it?" I said tightening my grip on his arm. Rich broke loose and ran to my mother sobbing. "He made me wear these clothes mom, he took pictures of me and was going to make me go outside dressed up like a sissy!" Mom kissed Rich on the cheek and told him to change clothes. Turning to me she insisted that I give her the pictures and my camera saying that she'd deal with me later. I handed over the pictures and camera and ran down the steps after calling Rich a sissy and a snitch. I felt pretty good, I was sure my brother wouldn't bother me anymore. Mom had threatened to punish me before but never really did so I wasn't in the least bit worried. Mom seemed to be hassling me more than ever though, claiming that I was still bothering Rich and that I'd better stop it. I had no idea what she was talking about, for once I really wasn't bothering Rich yet I was still being yelled at. What made it really strange was the day mom accused me of trying to dress Rich in her clothes again. I denied it but she said that she'd found some of her stuff missing and that it had turned up in his drawers. She figured I put them there to embarrass him. One day I came home to get my baseball glove and noticed some of mom's underwear in the hallway near my room. When I opened the bedroom door I saw my little brother standing there in one of mom's nightgowns trying to put lipstick on! Before I could say anything I heard mom's voice behind me. "What did I tell you about bothering him!" She asked. "But mom, I wasn't even home! I just came back to get my glove and saw the little sissy here!" "Is that right honey?" She asked Rich. Rich stared down at the floor crying. "I'm sorry mom, it just seemed like fun and the clothes feel really nice." Mom took a tissue and wiped his face. "It's okay sweetheart," She said softly. "I'm not mad at you." "Wait until I tell everyone about my little sister!" I shouted happily. "This is going to be fun!" Mom straightened up and fixed a look on me that wiped the smile from my face. "Get what you came for and get out of here. You'd better not say a word to anyone about this! Do you understand?" I couldn't laugh, heck I couldn't even smile, that's how scared I was. "Yes ma'am, I wont say anything, I promise!" I quickly picked up my glove and ran out of the house totally confused but scared out of my wits! I kept my promise and never said a word about Rich. Mostly I was afraid of what mom would do to me and partly because I didn't want anyone to think I came from a strange family. Mom never brought the subject up again and I pretty much forgot about it until one Saturday afternoon when I saw Rich standing there wearing a blue and white polka dot dress, a pair of white tights, and girl's shoes. His hair looked different, it was brushed and fixed to make him look just like a little girl. Actually he didn't look that bad, I really had to look close to make sure it was my brother. "Mom's going to kill you when she sees you like that!" I laughed. "Where'd you get those clothes and who fixed your hair?" Mom came out of her room just then wearing an identical dress with white stockings. "No one's going to kill anyone," She said calmly. "I bought the clothes and I fixed her hair. Doesn't she look cute?" "Oh just adorable!" I teased. "But where's your purse little girl? Going shopping with mom?" "My purse is in the closet and yes mom and I are going shopping." Rich replied smiling. Are you out of your mind?" I exclaimed, looking at mom. "You can't take him shopping dressed like that. What if someone see him?" "We're going where no one knows us and if anyone sees him so what, I think she looks sweet!" Rich went to the closet, puled out a small white purse then followed mom out to the garage. As I stared in shock he hopped into the car next to mom then waved as they pulled away from the house. My mother and little brother were going shopping wearing mother - daughter dresses. I was sure I saw everything now! I was sitting there watching a movie when I heard the garage door open and saw mom's car pull up. A moment later her and Rich came into the house carrying several bags from a department store across town. Rich was bubbling over with excitement and wanted to show me some of the things they had bought. "Isn't this pretty?" He asked as he pulled out a blue party dress with long puffy sleeves. "I can't wait to wear it, it's so nice!" "I'm sure you'll be the prettiest boy at the party in that!" I laughed, "Just make sure I'm not around when you wear it okay!" Ignoring my sarcasm Rich gathered up the bags as if they contained treasure and went off to our room. I heard him and mom up there later laughing and giggling over something that I really didn't want to know about. Later on Rich came down wearing a blue sundress with lots of little pink flowers on it. He seemed comfortable wearing it but he was driving me nuts! "Don't you feel funny sitting there wearing a dress?" I finally asked. "No, it really comfortable and a whole lot cooler than pants." Rich replied. "But you're not a girl you dummy!" I said, beginning to lose my temper. "You're a nine year old boy wearing a dress!" Rich looked at me as if I was the goofy one. "Well mom says I can wear one any time I want. She thinks I look cute!" "She also let you go out in public in a dress! I'll bet people thought you were both weird!" Mom had heard us arguing and came into the room to see what was wrong. "Actually she got a lot of compliments, everyone thought it was so cute to see us in matching dresses!" I looked at mom and shook my head. "You're both off your rockers!" I muttered as I went to take a shower and get ready for bed. I finished up my shower and went into the room to get my PJ's. When I opened up my underwear drawer I found out what all the laughing and giggling had been about. My underwear and PJ's were gone, all that was left were girl's underwear, nightgowns, and PJ's! "Rich!" I screamed. "Get up here and take all of your sissy clothes out of my drawers!" I turned around to see mom and Rich standing there smiling. "They're not mine," Rich said with a smile. "They're yours now!" I looked at mom standing there grinning and knew I was in trouble. "Don't stand there staring, " Mom said. "Get dressed and come downstairs, I want to talk to you." "No!" I shouted. "I'm not going to be a sissy like he is. I wont wear these things!" Mom stared at me for a few seconds. "Do as you're told and do it now." She said in a firm voice. "I want to see both of you downstairs in five minutes." I knew by the tone of voice mom used that she meant business. Any further delay or arguing could result in being seriously punished. I was going to have to do as I was told and that was that. I stood in front of my open drawer not knowing what to do. Finally Rich pulled out a pair of sheer pink PJ's and handed them to me. "Put these on and I'll wear mine." He suggested. "We'll match!" I stated at the PJ's for a moment, they had short puffy sleeves with a little bow at the end and the legs had elastic at the bottoms to make them puff out too! They had some sort of lining in them to keep them from being see through at the chest and where a girl's underwear would be but the rest was totally sheer! Rich handed me a pair of pink underwear to go with them then pulled a matching pair from his drawer. I felt really stupid but time was running out so I pulled on the panties then put on the PJ's. Looking in the mirror I looked as dumb as I felt. I looked like a boy wearing his sister's clothes, a sissy just like my brother! Rich took off his dress and I saw he had on a short white slip under it. "Don't you feel stupid dressed like that?" I asked. "Nope!" Rich said as he pulled off the slip and stepped into the bottoms of his PJ's. "I like it, besides mom likes it when I'm dressed like this too!" Rich pulled on the top to his PJ's and stood next to me in front of the mirror. "Isn't it neat, we look like sisters!" Wonderful, my brother and I are dressed up like a couple of sissies and he thinks it's great! "We're not sisters remember! We're boys, we're supposed to be brothers!" "Oh come on Mike," He pleaded. "Just pretend that we're sisters please?" I wanted to wring his scrawny little neck for getting me into this but mom was calling and killing him would just have to wait. "Let's go girls!" Mom called. "I want to see how my little girls look in their new PJ's!" My stomach was churning like crazy as I walked down to see mom. I'm no sissy and I hated having to dress like one! I was surprised when mom didn't laugh as I walked into the room. She looked at me for a few seconds then smiling happily she walked over and kissed me on my head. Without saying a word she picked up a brush and the hair dryer and began to fix my hair. It only took a few minutes but to me the time seemed to have stopped. Mom brushed my hair used the dryer on it then repeated the brushing and drying for what seemed like forever. Finally she put the brush and dryer down and handed me a mirror to look in. Well the good new was that I no longer looked like a sissy, of course the bad news was that I now looked like a cute girl with short hair! As I stood there staring at myself mom pulled out the camera I had used on Rich and took several pictures of me! "You wont be telling anyone about your new little sister now will you?" She asked with a devilish grin. "I doubt that you'd want all of your friends to see how pretty you look right now!" Tears began to run down my cheeks. Why was mom doing this to me? Didn't she love me anymore? "Please let me change clothes mom." I pleaded. "I promise not to tell!" "Calm down honey," Mom said as she gave me a hug. "No one's ever going to find out about this. It'll be our little secret!" "But mom, I feel stupid!" I cried holding out my flared bottoms. "I can't wear these sissy clothes!" Mom hugged me tighter and lightly stroked my cheek with her hand. "But you look so nice, and it would make me so happy to pretend I had two daughters. Please keep them on for me?" I was completely confused, I wanted to make mom happy, I really did, but dressing like a girl? If anyone saw me now I'd never live it down! Then again, mom promised not to tell and my little brother or sister or whatever sure as heck wouldn't. "Why don't you girls see if there are any good movies on," Mom said as she headed for the kitchen. "I'll make some popcorn okay?" I figured I'd go along with things for now, after all how bad could it be? Mom was in a good mood and no one was going to see me. "Could you throw in a couple of sodas for your daughters mom?" I asked. Mom's face brightened up. "I'm sure I could find a few for such nice girls!" Rich and I sent into the room and turned on a movie. A few minutes later mom appeared with a large bowl of popcorn and several cans of soda. While she was waiting for the popcorn to be ready she had changed into a nightgown herself. I looked up at her and smiled, for the rest of the evening we were three girls laughing and having a great time! The movie finally ended and mom sent us to brush our teeth and get ready for bed. I had forgotten all about what I was wearing until I was about to shut the bathroom door. You see the door had a full length mirror and as it shut I saw my reflection. I suddenly remembered that I had willingly spent the last couple of hours in girl's PJ's and underwear and had a good time! There was nothing I could do about it now and it was a fun evening so I got ready to do what I had gone in to the bathroom for in the first place. I was about to pull down the front of my bottoms and panties when an odd thought popped into my mind. What the heck, I thought as I turned my back to the toilet. I pulled my bottoms and panties down to my knees then sat down like a girl. It was different looking down at my legs and seeing the sheer PJ's and nylon panties but it sure was a fun night! The next morning I was confused for a second or two over my clothes but nature called so once again I found myself sitting on the bowl looking at a pair of pink girl's underpants and PJ's. I started rubbing my legs through the fabric noticing how nice it felt. I heard mom moving around so without changing I went downstairs looking for breakfast. Rich was already there, still in his PJ's of course, and mom was happy to see that I was still in mine. "I hope you girls got a good night sleep," mom said cheerily. " We girls have got a lot to do today. First we're going to church, then a quick lunch, then a fun afternoon of shopping!" I was afraid to ask but I wanted to make sure. "Uh mom, " I asked. "You're not thinking of taking me out dressed like this are you? You promised no one would find out!" "Don't be ridiculous!" Mom said to my relief. "I made a promise to you and I'll keep it." Just as I started to relax mom took my breath away. "You'll be just another cute girl shopping with her mom and sister!" "But mom, you promised!" "I promised no one would ever find out and they won't, now finish eating so I can help you girls get ready!" Mom and Rich finished eating and set off to get ready leaving me to sit and wonder what was about to happen to me. I had only a few bites left so I didn't have to wonder for long. Rich had already had a shower and mom was helping him dress when I got back to our room. He was standing there in a pair of white tights, his ruffled and flowered panties clearly visible under the tights. Mom pulled a full length white slip over his head then adjusted straps on his shoulders to make the slip a little shorter. Once she got the slip just right she helped Rich into a cream colored dress with big pink roses on it. The dress had what looked like a lacy white bib with a small pink rose on it and a wide lace trim all around the bottom. The look on my brother's face said it all, he was thrilled to be all prettied up! When mom finished smoothing out the dress she had him turn around so she could button the back. She fastened the last button and told him to look at himself in the mirror. "Thank you mom!" He gushed in a high pitched giggle. "It's so pretty!" Mom came over to fix his hair but had to wait a few minutes until he finished twirling around in front of the mirror. Sure enough, after a few minute's work I had a cute little sister again. There was no point in asking him if he felt silly, it was obvious that he was thrilled with the way he looked. I didn't want to cause a fight so I figured I'd make mom happy too. "You look really nice Rich," I said trying to be nice. "That's a really cute dress!" "Do you really like it?" Mom asked somewhat surprised. The dress was nice and Rich did look cute so what the heck! "Sure, and he really makes a cute girl when he's all dressed up like that." I'm really glad you think it's a nice dress," Mom said as she gave me a kiss on the cheek. "It was part of a 'Sisters' set, you get the 'Big Sister' one of course!" Mom pointed to my bed and I swallowed hard. Laid out on my bed was an identical dress with a slip, a bra, and white stockings! Mom handed me a pair of pale yellow panties and told me to take a quick shower. When I was done she'd help me with the rest of my underwear and dress. I took the panties from mom and went into the shower wondering if there was any way out. I thought of climbing out of the bathroom window and running away but I was still wearing my new PJ's and the bathroom was on the second floor. There was only one way out and that meant mom and a dress! I stalled around as much as I could but mom threatened to come in and help me. I quickly finished my shower and dried myself off. I had no other choice so I picked up the panties and pulled them on. I noticed that they seemed so much thinner than my old underwear. Even the PJ's I had worn last night had felt so different, they were so light and really comfortable to sleep in! I wondered if Rich could be right about how the other clothes felt? What would it feel like to wear stockings or a dress? I was going to find out soon enough! As soon as I got out of the bathroom mom had me hold my arms out in front of so she could put my bra on me. She slid the straps over my arms then fastened it in the back. Once she finished she adjusted the straps to make it fit better against my chest. "This is padded a bit to give girls your age a lit help in the chest area." She explained. "It'll give you just the right amount of chest for your age." "Can I wear one too?" Rich asked anxiously. "You're still a little young yet," Mom explained. "It'll be a few years before you'll be needing one." "I'll let him have mine!" I volunteered. "No problem at all!" "People will think it's odd for you not to be wearing a bra." Mom said patiently. "Do you really want them to stare at you?" Mom made sense, I didn't want anyone to look too closely at me. She promised no one would know and I'd have to trust her. "You're right ," I sighed. "Go ahead, do what you have to do." Mom smiled and kissed me on the head telling me it wouldn't be so bad. That was easy for her to think, she was supposed to wear these things! Next mom had me sit on the edge of my bed as she showed me how to put on my pantyhose. It was a little tough to get them up but after a few minute's struggle I was able to pull them completely up to my waist. The slip came next, it was pale yellow, just like my panties and bra and trimmed with lace. Mom helped me get it over my head then just as she had done for Rich she adjusted the straps until the slip was just a few inches above my knees. I stood there staring at my legs all covered in white nylon sticking out past the lace on my slip. Yesterday I had called my brother a sissy and today I'm his big sister! Mom slid the dress over my head, straightened it out, then buttoned the back. I felt sort of trapped, there was no way I could reach around and unbutton the dress to take it off. Until mom was ready to take it off of me I was stuck! Mom pulled out a pair of low heeled white shoes for me to wear then had me walk back and forth to get the hang of them. The heel on the shoes wasn't very high but it still felt a little odd compared to my regular shoes. I made several trips across the room before mom had me sit down at the dresser to do my hair. Once again she took a brush and dryer to my hair, first brushing one way then the other. She said this would add a little more lift to my hair making it look better. Finishing with the brush and dryer she picked up a curling iron and spent several minutes winding and unwinding my hair around it . Finally she decided that she had done all she could and let me look in the mirror. I'm not sure how she did it by sure enough the boy was gone again and the cute girl was back. As a little extra touch she clipped yellow lace bows into our hair then gave each of us a pair of yellow earrings to clip onto our ears. Standing side by side Rich and I looked every bit like sisters dressed for a Sunday outing. Mom went to get ready leaving me to wonder how a little joke on my brother had ended with me becoming his big sister. Girl's day out! Things had really gone from bad to worse, I thought. A little joke played on my brother Rich had gotten me a pair of girl's PJ's and underwear to sleep in last night. Today I was all prettied up to spend a day with mom as her daughter and Rich's big sister! I felt really dumb standing around in a dress and girl's underwear but that was nothing compared to the sick feeling in my stomach when I thought about what was to come. Why did mom want to take two boys to church, lunch, and shopping dressed as little girls? What would people think when they saw us? What if my friends found out? I couldn't refuse to go, mom would probably just drag me out to the car and make me go. I sure as heck couldn't change clothes, the dress I had on was buttoned up the back and no matter how hard I tried I couldn't reach around to unbutton it. I had to sort of 'throw myself on the mercy of the court', or in this case mom, and hope everything worked out. Rich was driving me crazy. He kept dancing and twirling around to make his dress flare out. I was upset enough over seeing myself in a dress and stockings, the last thing I wanted to see were the slip and panties I was wearing underneath! Mom finally finished dressing and called us to come downstairs to finish getting ready. Rich ran down the steps only to have mom tell him to go back up and act like a young lady. I wasn't in any hurry to get there and besides, I wasn't taking any chances wearing shoes with a heel on them. Mom gave us one last inspection before handing each of us a white knit sweater and white purses. Curious I opened my purse to see what was inside. Mom had thought of everything; a small brush and comb set, some tissues, a little mirror, and a change purse with some money in it. She had even included a small bottle of cologne some of the girls at school liked! Mom made sure that I had everything a girl could want whether I wanted it or not! The trip to church seemed to take seconds even though it was pretty far from where we lived. I didn't want to get out of the car but mom held my hand and told me to smile and relax and everything would be fine. Surprisingly enough she was right! As we walked into the church I thought everyone was going to turn and stare at me but except for a couple of boys no one did. When we came to a pew mom gestured for me to go in first. I smiled at the lady sitting near me as I slid in and she smiled and went back to reading her prayer book. I was doing a whole lot of praying myself, praying that we wouldn't see anyone we knew! The service finally ended and I couldn't wait to get back to our car. I wanted to push and shove my way through the crowd and run to the car but I remembered mom telling Rich to act like a lady. I didn't want to attract too much attention to myself so I forced myself to walk slowly and calmly to the car. Once inside though I felt a sense of relief. I had done it! I had fooled a whole church full of people! Now if only my luck held up the rest of the day! Mom and Rich were teasing me as we drove to lunch. They seemed to think it was funny the way those boys had looked at me in church. I didn't see anything funny at all, I felt silly wearing girl's clothes and the last thing I wanted was to have other boys think I was cute! By the time we got to the restaurant I found that I needed to use the bathroom really badly. I knew I couldn't use the men's room looking the way I did but I was too scared to use the Ladies room. Mom came to my rescue by suggesting that the three of us make the trip together. We had to wait in line for several minutes before we could use the restroom and I was getting nervous. Church was bad enough but now I was waiting with real girls to get into a place I had no business going into! If someone noticed anything wrong in there I'd probably be taken off to jail or something! Mom sensed my mood and whispered for me to relax. "You're a pretty girl, no one's ever going to know!" She smoothed my hair a little and put her arm around me making me feel much better. I gave her the best smile I could come up with and told her that I loved her. She was keeping her promise and everything would be okay. It took a couple of seconds for me to figure out just what I had to do once I got into a stall, after all I wasn't used to having to pull things up and other things down just to use the bathroom! After I finished I pulled my panties and stockings up, lowered my slip and dress and stepped out to see mom and Rich waiting for me. Mom smoothed my dress out then suggested that take a few moments to fix myself up. I took the brush out of my purse and carefully brushed any stray hairs back into place again. It seemed so easy to do and in just a few moments I looked pretty again. I could see mom standing behind me smiling at how well I had done. As I put the brush back and went to close my purse mom stepped over and stopped me. She reached into my purse and pulled out the bottle of cologne she had placed there. "Do you mind?" She asked sweetly. "Be my guest," I muttered. I was busy looking at myself in the mirror and thought that she wanted to put some on herself. I soon realized the importance of paying closer attention to what mom said for the next thing I knew she was spraying me with cologne! "What are you doing?" I gasped. Mom looked at me with an innocent expression. "You said it was okay." "I thought you meant on you! I don't want any of that stuff on me!" "Oh come on now, lots of girls your age wear cologne. It's part of growing up!" "But I'm not a girl!" I said in as hushed a tone as possible. "Just play along for the day, please?" Mom pleaded. "I promise it'll be fun!" Looking into mom's eyes I knew I couldn't refuse her. Anyhow, what's a little cologne when I was already standing in the Ladies rest room wearing a dress? "I'm sorry mom," I said softly. "Can we go eat now?" We left the rest room and were shown to a table. The waitress came over to take our order and smiled when she saw the way Rich and I were dressed. "You girls really look so sweet with matching dresses, out for a Sunday afternoon with mom?" I was afraid to say anything but Rich spoke right up. "We just came from church and after lunch we're going shopping!" I thought for sure the waitress would recognize Rich as a boy after he spoke but it never happened. "Well I'm sure you ladies will have fun!" She said cheerfully as she let to place our order. "See!" Mom whispered excitedly. "I told you girls you were cute! Now do you believe me?" Rich was grinning from ear to ear. I was amazed, everyone who met us thought we were girls! The woman I sat next to in church was fooled, all the women waiting in line for the ladies room, and now even this waitress! I guess mom had done a heck of a job making me and my brother into girls! "I believe you mom," I said still shocked at being thought of as a girl. " I don't understand it, but I believe you!" I wanted a triple decker cheeseburger for lunch but mom ordered me a single cheeseburger saying that young ladies just don't eat triple decked cheeseburgers. To make things worse I had to take small, girl type bites when I was starving! I could see some definite problems with being a girl already! During lunch mom brought up the subject of what to call me and Rich since our boy's names just didn't fit the lovely young girls we had become. She said that she'd call us by the girl's names she and dad had picked out before we were born. Rich was to be Rebecca Ann or Becky, and I was to be called Cynthia Marie or Cindy! Rich seemed happy to be called Becky but I wasn't sure about being called Cindy. After all, Cindy was such a girl's name if you know what I mean. Some names like Bobbie, Pat, or even Sue weren't so bad but Cindy seemed so frilly and stuff like that. Of course my opinion wasn't going to matter so I figured I best get used to being called Cindy. After lunch we made one more trip to the ladies room which went a lot smoother than the first. Maybe I was getting used to being Cindy or something but I didn't feel at all odd about going in alone this time. Of course it still wasn't simple fixing my dress, slip, stockings, and panties but knowing what I had to do made it just a little easier. I finished in the ladies room and met mom and Rich, or should I say Becky, at the doors. As we walked to the car I wondered what mom had in mind for us when we got to the mall. Was were just going to walk around or would she expect us to try on clothes? I remember Becky saying that he and mom had spent an entire afternoon trying on outfits in different stores is I figured that's what I'd have to do too. As we drove to the mall I realized that for some strange reason I was getting a kick out of all of this. It was like riding a roller coaster, when it started down a steep hill I was scared, yet when it reached the bottom I couldn't wait to do it again. When we went into church this morning I was scared to death yet when it was all over I felt excited! Waiting to go into the rest room scared me again but coming out I felt excited again. I was fooling everyone we met and to tell the truth it was fun! We went straight to the dress department of the first store we came to in the mall and mom began to act like a kid in a candy store. She held up one dress after another for Becky and me to look at and comment on. I was really pumped up by then and soon I was going through the racks of clothes looking at different outfits. Mom found a yellow short set for Becky to try on and my new little sister was off to the dressing room in a flash! She had to wait for mom though since his dress also buttoned up the back. In a few minutes Becky came back out modeling the shorts and top mom picked out. It was tough to believe that this was my little brother, the one who cried his eyes out when I first made him wear mom's clothes. He didn't have his shoes or tights on but he was the picture of a nine year old girl! Mom concentrated on Becky for a while giving him different shorts, dresses and even bathing suits to try on. Becky was thrilled, he giggled, carried on, and twirled around in every single dress he tried on. I was beginning to feel a little left out by then so I found a short, flared, skirt in hot pink with a white top to try on. Of course mom was thrilled to come in with me to get me unbuttoned, I think it was the high point of her day! I slipped my arms out of my dress and carefully hung it up on a hook. Taking the skirt from the hanger I stepped into it and pulled it up. I pulled the top on and looked at myself in the mirror. Just a few hours ago I was horrified at being seen in public wearing girl's clothes. Now I was admiring myself in a skirt and top I had picked out! Mom and Becky both thought I looked great in the skirt, it was short and my white stockings seemed to look really sharp with the red in the skirt. I found a spot where I'd be in the center of several mirrors so I could see how I looked from the back. Just then a sales clerk came over to us. "She looks great in that, don't you think?" The clerk asked mom. "That's a really popular outfit among girl's her age." "She's right Cindy!" Mom said. "You could really use some pretty outfits!" That was certainly true, the only pretty outfit I owned was the dress I had worn today but then again how many did I really need? No matter how cute I looked I was still a twelve year old boy and had no use for pretty outfits. Once again though my feelings didn't matter and I walked out of the store with a new skirt, top, a half slip, and red shoes to go with them! The roller coaster was going faster but I wasn't sure I wanted off! We stopped at a few more shops after that and at each store Becky and I tried on different outfits for mom's approval. I was having so much fun that I couldn't believe it! Here I was a twelve year old boy all dolled up like a girl, trying on girl's clothes in front of everyone and no one knew it! My brother and I were trying on all kinds of dresses, skirts, bathing suits, and shorts! The dressing rooms were crowded with women helping their daughters try on outfits but Becky and I were treated just like any other girls! By the end of the afternoon Becky and I had each tried on at least twenty different outfits and used the ladies room three more times. It really was like a roller coaster ride for me, a little bit of fear but a whole lot of excitement! We left the mall with my new skirt and top and Becky's short set. There were all kinds of other outfits we thought were nice but we had to leave them behind. After all we couldn't show up at school on Monday morning wearing dresses. I wondered if I could get away with going someplace where I was known dressed as Cindy. It seemed like a really exciting idea but I knew I didn't have the guts to try! When we got home that afternoon Rich and I were giggling like a couple of girls who were sharing a special secret. Mom unbuttoned our dresses and we ran off to our room to change into our new outfits. I carefully took my dress off and placed it on a hanger mom had given me. Rich and I stopped for a second, looked at each other wearing slips and stockings, then broke up laughing! Mom came in just as Rich and I began to hug each other and snapped our picture. "You can't imagine how happy it makes me to see you two getting along with each other!" She said, tears coming to her eyes. "You seem to make better sisters than you do brothers!" "You are a sweet little sister you know Becky." I joked, all the while holding onto my pretty little brother. "You're kind of nice yourself Cindy!" Rich replied, hugging me tight. "Thanks for coming with us today!" I told mom how I thought it was like a roller coaster ride and that I really did have fun. She suggested that Rich and I finish getting dressed then meet her downstairs to talk about our day. I didn't care what she might have to say, it had been the most exciting day of my life! Rich and I finished changing, he wore his new shorts while I pulled on my new skirt and top, then went to talk with mom. Mom explained that she and Rich had talked after she caught him wearing her nightgown. He cried and cried until mom finally told him that she really wasn't mad at him. Once he calmed down he told her that ever since that day when I made him wear her clothes he'd been sneaking some of her clothes to wear and playing with her makeup. Rich said that he liked the way mom's underwear felt and thought it would be really neat to be a girl. Mom told him that lot's of little boys go through a stage when they dress up in their mom's clothes and that it wasn't such a big deal. She told him that he could wear some of her old clothes whenever they were alone if he was good. From then on, whenever I wasn't home Rich would dress up in mom's stuff and pretend he was a little girl. He and mom had such a good time that she would sometimes buy him girl's underwear and stuff until he finally he could dress like any other girl his age. If I was staying at a friend's house for a night Rich would get to wear a nightgown and girl's underwear after a bubble bath. Rich became so good at pretending he was a girl that one day mom asked if he'd like to try going shopping as a girl. Mom said that if he wanted to try she'd dress him up and they'd go somewhere where she wasn't know and spend the day shopping. Mom told him that it wouldn't take much to make him look like a little girl and they'd have a really fun time shopping as mother and daughter. Rich didn't need much convincing and one weekend when I was going to be staying at a friends house they made their plans. That Saturday, mom got Rich all done up in a pink sundress with all of the necessary underwear, knee socks, and shoes, fixed his hair to make him look more like a girl. When she was satisfied they went to lunch and spent the afternoon trying on dresses at the mall. Mom said Rich was a big hit with everyone fussing over him and saying how cute he looked in different outfits! Not a single person ever realized that he was really a boy in a dress! They had been on several outings before I happened to catch him dressed up that day. Sometimes they went shopping at a mall, sometimes to a movie, and once he even spent an afternoon playing with some real girls in a park! When I teased him the day I caught him mom was afraid I'd say something that would hurt and embarrass Rich so she decided something would have to be done. She finally decided that I'd never tell anyone about Rich's dressing up if I was doing it too so she bought the 'Sister' dresses , PJ's, and underwear for me! She gave each of us pictures of the other one all dressed up to keep either of us from squealing about the other. I looked at the pictures of Rich wearing his frilly PJ's, Rich standing there in a pair of ruffled panties and a girl's undershirt, and Rich in his 'Little Sister' dress . "Here Becky," I said, offering them to Rich. "You can have these, I'll never tell. I promise." Rich thanked me for the pictures then gave me the pictures of me that he had. "Thanks Cindy," He said. "I promise I wont either!" We modeled our new outfits for mom then went to change into our PJ's. I decided not to wear my PJ's again even though they were so comfortable. Instead I changed into a long, thin, white nightgown that had a ruffled bottom and was decorated with tiny pink flowers. I felt so cool and comfortable and it looked so pretty on me! Mom and her daughters spent the rest of the evening watching movies and eating popcorn in our nightgowns! The next morning Rich and I went off to school as a couple of boys but neither of us could forget what had happened over the weekend. Rich asked if I really liked it and if we could go out again sometime. I told him that even though it was scary, I really did have a good time but I didn't think we'd do it much more. After all, we couldn't afford to buy clothes we couldn't wear and I only had two outfits to wear. Of course if mom didn't mind maybe we could play dress up in some of her old clothes at home! Rich was sure mom wouldn't mind and promised to pick out some really nice stuff for me to try on. He promised it would be a blast and I believed him! We never got a chance to play dress up during the week although we did wear our PJ's every night and whenever we were alone called each other Becky and Cindy. When Friday came though we were both looking forward to having some fun, mom had already okayed using her old clothes and Rich had several different things for me to try on! The first thing Rich had for me was sort of a cross between a pair of shorts and a skirt. It looked like a skirt but had legs like shorts. Rich wanted me to wear it with a pair of stockings and one of mom's old tops to see if I'd look like mom did. We quickly took off our school clothes and while I started to put on the outfit Rich picked for me he put on his sundress. It felt pretty nice to put panties on again and the stockings felt great too! Rich helped me hook my bra in the back then stopped me before I could pull on the top to the outfit. Smiling he stuffed the bra with several wads of tissue until the front stuck out from my chest. "Don't you think you're overdoing it?" I giggled. "Just trying to make you look more like a grown up lady that's all!" Laughed Rich. I looked grown up all right, up and out too! I pulled on the top and stood there as Rich looked me over. He seemed to think I looked good enough so I went to our dresser where he had a bunch of makeup mom let us use. I had watched mom put on her makeup so I did my best to imitate her. Somehow though it wasn't quite the same. "Looks like you could use a little help young lady!" Laughed mom as she came into the room. "Not bad for your first try though!" Mom put some liquid makeup on my face then smoothed it out all over. Next she brushed on a little blusher across my cheeks and used some mascara on my eyebrows. She found some eyeshadow to match the pink top I was wearing and some pink lipstick to match. She let me fix my own hair and when I was done I could see the difference right away. I still had short hair but it looked pretty nice and mom's makeup job had made me beautiful! I was really happy with the way I looked especially since I could easily pass for a sixteen year old girl now! Rich told me I was a really pretty girl and mom rushed for her camera. Mom took a couple of pictures of me alone then took more of me and Rich. We were having a great time when mom rushed out of the room saying there was something she wanted to get. A couple of minutes later she was back holding a long dress all wrapped in plastic. "When I was fourteen I was a junior bridesmaid in my favorite aunt's wedding." She explained. "I saved this dress hoping that I'd have a daughter who could wear it. Looks like that time has finally come!" Mom unwrapped the dress and Rich and I both took a deep breath. The dress was so pretty; pale red with a long pleated skirt and lace covering the top. Thin straps held it up and a sheer red cape went over it. I thought mom must have looked so pretty in that dress and wondered if I'd look just as nice. I took off the skirt and top I was wearing so mom could help me on with the gown. She pulled half the tissues out of my bra saying that I didn't need to be quite so big. She went back to her room for something she said I needed and came back with a strapless bra. "You can't wear a regular bra with this type of dress Cindy," She explained as if talking to a girl. "For these kind of dresses you'll need a strapless one." She unhooked me and helped me out of my bra then placed hers around my chest and fastened it. The cups were much stiffer than the ones in mine but mom said that's what helped the bra stay up. She added some tissue to fill it out then had me step into the gown. After I pulled it up and put the straps over my shoulders I had to lift the bottom to pull down my slip which had gotten pulled up with the dress. Mom asked Rich to go to her room and get her long slip so that the dress would look just right on me. Once I had the slip on and the dress smoothed out mom put the cape around my shoulders and buttoned it for me. She changed my makeup to look better with the dress then let me see myself in a mirror. I looked great! Even with my short hair mom had turned me into a pretty young girl ready to be in a wedding! Rich was thrilled with the job mom had done on me and asked if she had any old outfits that he could wear. Mom thought for a few moments then said she thought she had just the thing. She told Rich to put on his slip and white stockings and she'd be right back. Mom came back holding something else all wrapped in plastic. Taking off the plastic she handed Rich a fancy white dress that she had worn for a church ceremony when she was about his age. Rich's eyes nearly popped out of his head as he looked over the dress and I thought his face would crack from his huge grin! The dress was pure white with short puffy sleeves, a pattern sewn into the bottom half, three small pearl buttons at the top and a sash that tied in the back. An extra bonus for Rich was that when the dress had been put away the slip mom wore had been packed away with it along with a pair of white socks with lace at the top! Rich took off his sundress and quickly pulled on the some white socks mom gave him before pulling the fluffy slip over his head. Mom pulled the dress over his head, smoothed it over his slip, buttoned him up and tied the sash. My little brother was gone, replaced by the cutest, most adorable little girl in the whole world! Mom was busy clicking away with the camera and telling us how pretty we both looked. As soon as she finished up one roll of film she quickly popped in another one until she had gone through three packs of film! I asked what she was going to do with all of the pictures and she said that she wanted to make an album of when her girls were little. I thought it would be a great idea to be able to look back and remember all of the fun we had but was a little worried that someone might accidentally see the pictures. I was having a ball pretending to be a girl and fooling everyone but I didn't want anyone to see those pictures! We finally had to take of our pretty outfits since mom insisted they were too good to play in. She did however promise that when we went to church on Sunday Rich could wear the pretty white dress and I'd wear my new outfit. I didn't know what to think, I secretly wanted to dress up again but I wondered where mom would stop. Sooner or later we'd get bored of the mall and then what? Would mom try taking us closer to home to see if we could fool people who knew us? There wasn't much for us to do besides playing dress up at home and there were only so many outfits we could wear. I figured that one more day of pretending to be a girl wouldn't be too bad though and I really wanted a chance to wear my new outfit in public! The rest of Friday evening was another slumber party as we sat around in nightgowns watching television and eating popcorn. Mom livened things up a little by showing us how to do our nails. I suppose that anyone seeing us would have found it strange for two boys to be dressed in nightgowns and doing their nails but believe me it was so exciting! Rich put pink nail polish on his toe nails and red on his finger nails but I stuck with a pretty shade of red for everything. It took several tries but we finally got the hang of it and were soon taking turns doing each others nails. It wasn't long before I started to think that being a girl was so much more fun than being a boy. All the times I went shopping with mom as Mike were boring compared to the one time I had gone as Cindy. All I could do as Mike was to try on one plain pair of pants and a shirt after another. As Cindy though I got to try on skirts, dresses, slacks, swimsuits, shorts, and tops. Some of the outfits were for everyday wear and some were dressy but they were all so much more colorful than my regular clothes and there were so many different types of fabrics to choose from! Even if I decided to wear a plain outfit I could always wear pretty underwear under it! I could wear socks or I could wear stockings which felt so nice and soft and made me feel really funny inside! Nothing I ever wore before did that to me. The next day I went back to being a boy, playing baseball and hanging out with the other guys like I usually did. Sometimes though I found that I was looking at the other guys and wondering what they'd look like in dresses. I decided that most of my friends probably wouldn't make very nice looking girls but that one or two of them might look cute if they had a different hairstyle. It never occurred to me before but that day I couldn't seem to stop wondering what other boys might look like in girl's clothes! They would have probably beat the crap out of me if they knew what I was thinking but it was fun! Saturday night of course found me in my harem girl PJ's and panties helping Rich do his nails and playing with mom's old makeup. I did a better job on my face than the first time but still no where near as nice as when mom had done my makeup for me. We also took turns trying to set each other's hair in curlers but neither of us had long enough hair for that so we had to settle for bangs and short styles. Sunday morning finally came and Rich and I practically tore through breakfast so we could get dressed for church. Rich decided not to wear stockings, he said he wanted to be able to feel how his pretty new slip felt against bare legs. I helped him button up and did his sash and while mom did his hair I got dressed. I put on a pair of tan stockings, my half slip and a bra, then pulled on my skirt and top. Mom offered to do my hair but I wanted to try myself and after trying several styles I finally decided on a style I thought looked good. I parted my hair in the center then used a curling iron to make it curl under and away from my face. Once I got that part just right I added bangs and gave them a little touch of the curling iron too. Mom said I did a great job on my hair and asked if I'd do Rich's too. I was only too happy to help especially since Rich's hair was a little longer and I thought I could really make him look pretty! I brushed a little, curled a little, brushed some more, then curled some more and before long Rich was gone and Becky was back! Rich was thrilled with the way I did his hair and gave me a great big hug. Mom as usual just sat back happy to see how well her daughters got along! After Rich and I were all ready mom changed into a pretty dress and we went off to church. There weren't any boys checking me out which made me feel a little sad. I thought I looked awfully cute in my new outfit and I wanted someone to appreciate it! Rich of course turned out to be the center of attention with all of the women we passed smiling at him. Since the girls from that church had just gone through the same ceremony many of them wore dresses similar to the one Rich was wearing. During the service I looked around at the other little girls trying to see if any of them were really boys. If there were I couldn't tell, maybe their mom's were as good as mine. As we drove to the mall after church I mentioned to mom that I had been trying to see if any of the other girls in church were really boys. She seemed to think it was a cute idea to check out other girls, surely there must be other boys like us out there! Rich agreed and we decided to make a point of looking for other pretty boys! We stopped at a little restaurant for brunch on the way to the mall and our first stop of course was the ladies room. It wasn't crowded so we were able to get right in which I was happy about. After finishing in the stall I went to the mirror to fix my hair when mom started to laugh . It was a good thing that the restroom was empty, when I had pulled my stockings back up I had accidentally gotten my skirt and slip caught in them. From the front I looked fine but the back of my skirt and slip were up to my waist creating one heck of a draft! Good thing mom was there to help! After eating we drove to a different shopping center hoping to find some spring outfits for Becky and me to try on. We found a store that had rack after rack of spring dresses and my sister and I went nuts looking for something we liked. We each ended up with six outfits we thought were just right and went to try them on. I was on my third outfit, a pink jumper and a white jersey, and was on my way to model it for mom when another girl passed me going into the dressing rooms. She looked so familiar that for a moment I got really scared. What if she was someone who knew me from school and recognized mom? What if she saw me with mom and started to wonder who the two girls with mom were? I found mom as fast as I could, told her about what had happened and said that we should leave. Mom thought that leaving was probably a good idea so I went back to change and ran into that girl as she came out of the dressing rooms. I tried not to look at her but for some reason I just had to take one more glance. There was something about her face that made me uncomfortable, I knew her from somewhere but couldn't figure out where. She glanced at me at the same time and seemed to have a confused look on her face. Then she turned and hurried away after one more backward glance. I put my skirt and top back on then had to wait a little while until Becky finished getting changed. I stayed as far away from the dressing rooms as I could to avoid the girl I had seen and we left as soon as Becky was ready. Mom promised to take us to another store to shop but I was too upset to shop any more. What if that girl recognized me? How would I explain to my friends why I was in the girl's dressing room with a dress on? I was a nervous wreck all because I thought it would be fun to fool people . Looks like once again the joke's on me! I thought about that girl all of the way home. I was sure I knew her, I just couldn't seem to figure out who she was though. As I remembered what she looked like I felt upset and relaxed at the same time. She was someone I knew I was sure of that, and she was someone I felt happy about. I never did figure out who the girl was but at least I was sure she wasn't a girl in my class or someone who lived in the neighborhood. Her face was so familiar to me but I couldn't put a name to it if my life depended on it! I just hoped she didn't recognize me but yet she did turn around and look at me as I walked away. As soon as we got home I ran to my room and took off all of my girl's clothes, changed my hair style, and quickly put my boy's stuff back on. I had a lot of fun pretending to be a girl but now I might be in real trouble. I figured I'd find the other guys and if anyone asked I could say I was with them all day. I'd say that I'd never been to that store, didn't even know where it was! When I came home for dinner Rich was wearing a sundress, girl's socks and sneakers, while helping mom get ready for dinner. Maybe he hadn't learned a lesson from the store but I sure had. It would be a cold day you know where before I put a dress on again! During dinner Rich asked if I'd like to play dress up later. I told him that I never intended to play that game again and that if he had any brains he'd stop it too! Rich seemed ready to cry. I didn't mean to hurt his feelings, I was just trying to help! "I'm sorry Rich." I said. "I'm not trying to be mean, I'm just upset about the girl at the mall. Aren't you afraid someone will recognize you?" "Calm down Cindy." Mom said attempting to get me to relax. "I doubt that girl really knows who you are. After all, you can't seem to remember her!" "Please don't call me that mom!" I begged. "I don't want to be Cindy ever again!" Rich seemed to think that I was crazy to give up on such a fun game and I couldn't be really sure I wasn't. I just wanted everyone to think of me as a normal boy. That way even if that girl was someone I knew she'd never think it was really me. Weeks went by and I never wore any girl's clothes. It wasn't easy, whenever I saw girls in my class all dressed up I thought about dressing up myself. Every time I saw my dress or skirt I thought about how much fun I had and how exciting it was when I wore them. I asked mom to take them out of there but she said that she wanted to leave them there for when Rich grew into them. No one ever did mention that store to me nor did I notice anyone looking at me in a funny sort of way. For a long time though every time I heard a couple of girls giggling I wondered if it was because of me but like I said, no one ever said anything so I just forgot about it. One day though I was hanging around with a bunch of the guys when I noticed something odd. We were playing a game of baseball and I was in center field when the batter hit a ground ball towards second base. Jack, the kid who was playing second base, got set to catch it and I moved in behind him in case he missed. Jack didn't need my help though, he quickly bent over, scooped up the ball and threw the batter out. What got my attention though was when he bent over his pants rode down a little on his butt exposing the top of his underwear. His pink, nylon, girl's underwear! I didn't know what to do or say but I thought it would be better if I waited till the game was over and we were alone if I did say anything. No point in embarrassing Jack and since I'd be in back of him no one else would be likely to see what he was wearing. Jack and I had know each other for years and lived fairly close to each other so we walked home from the game together. Once we were far enough away from everyone else I decided it was a good idea to warn him about his underwear showing. At first Jack said I was nuts thinking he was wearing girl's underwear but after I described what I had seen he became really quiet. When he finally did speak he sounded scared. "I guess you're going to tell all the other guys about me now huh?" He asked quietly. "I don't suppose I could ask you not to?" "If I was going to say anything I wouldn't have told you first." I explained. "I could've told everyone back at the field." "Why didn't you?" He asked in a soft voice. "I really owe you big time you know." "What, tell everyone and lose the best second baseman we ever had? I laughed. "I'm not crazy you know!" "I guess you think I'm queer or something right?" "I know you're a nice guy and a great second baseman," I replied. "What else do I need to know?" "Don't you want to know why I'm wearing girls underwear? I shrugged my shoulders. Of course I wanted to know! I wanted to know so badly that I was ready to burst but I had to play it cool. "That's up to you, I was just trying to help." Jack told me about how one Halloween when he was seven his mother thought it would be cute to take him to a costume party dressed like a girl. She went to the local thrift store and found a cute red velvet dress all trimmed in lace that was his size. She wanted everything to look just right so she also picked out a pair of patent leather shoes and some tights. She was about to check out with his new costume when she saw a little girl's slip and some ruffled nylon panties. Needless to say Jack ended up completely dressed as a girl for the party. People at the party made a big fuss over Jack telling his mom how cute he was and how pretty he looked in his dress. A bunch of them were surprised that he was really a boy and some women even told his mother she should dress him that way more often. Jack was embarrassed at first but soon he found that he liked being the center of attention. He never said anything to his mom about how he felt but would sometimes sneak into her room, get the outfit out of a closet and try it on. A couple of months later though his dad walked in on him while he was wearing the dress. His dad didn't yell or anything, he just told Jack to stay in the house and that they'd talk later with his mom. Jack was sure that he was in big trouble when he told his parents that he liked wearing the dress and that it made him feel nice. His parents just smiled and told him to make sure that no one saw him dressed that way. The next day the dress and shoes were in his closet and the underwear was in his dresser. He wore the dress around the house along with several others that his parents bought for him. Outside he was a normal little boy but inside he was a little girl who helped her mother around the house and whose dad bought her lots of pretty clothes. Jack's dad said that he didn't really mind if Jack dressed up like a girl, it was sort of like having a son and daughter all in one! Jack continued wearing girl's clothes any time he could and his parents treated him like a girl whenever he was dressed up. They called him Patty around the house and sometimes even took little trips with him as Patty. His mother taught him how to cook and sew and he helped her with the housework. His dad took him places as Jack and also as Patty and they always had a great time. Sometimes Jack and his mom would get all dressed up and have a fun time clothes shopping as mother and daughter. That's when it hit me, the girl in that store that I thought I knew had been Jack! "Then that was you I saw in the store!" I blurted out in surprise. " You couldn't have seen me!" Jack insisted. "Mom and I were careful never to shop anywhere around here." "I know, but a couple of weeks ago you were in a store called Susan's trying on some clothes weren't you?" "Yeah, I went there with mom but how could you have seen me?" Jack asked puzzled. "Remember the girl in the pink jumper that passed you as you were going into the dressing rooms?" "Remember her," He exclaimed. "She scared the heck out of me! I was so sure I knew her from somewhere but I can't seem to figure out where!" "You did!" I said with a grin. "I was that girl!" "No wonder I couldn't remember who she was! I never thought she could have been a boy that I knew!" I invited Jack over to see some of the pictures mom had taken of me and he was only too happy to accept. We agreed that we'd tell our families about each other so that we might be allowed to do things as Patty and Cindy. I couldn't wait to get home and show him the pictures. Jack and I were in my room looking at some of the pictures when mom walked in. She seemed surprised that I'd show them to anyone and was even more surprised to find out about Patty. She saith Jack's family. Mom called Jack's parents and asked if they'd stop over for a little while to get acquainted. She thought it would be best to talk about Cindy and Patty in person instead of over the phone. When Jack's parent's arrived mom took then to the living room and then asked Jack and me to come down from my room. We were a little scared but we swallowed hard and wal

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Motherless Amateur

I always considered Motherless the “4chan” of porn. Not only because Motherless was somewhat popularized there, but because Motherless also encourages users to share their own content in a very open way. This means minimal bullshit like moderation and censorship, and a strong “anything goes” attitude that leads to free and extreme content. It encourages people to create and upload their own homegrown content, like videos of their girlfriend pissing or spycam videos of their cousin....

Amateur Porn Sites
1 year ago
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Motherless BBW

What is it about Motherless that makes me fucking cum every time? Maybe it is how raw and amateur the porn on the site comes across as, or the content is just that fucking hot. Perhaps it is the fact that there is an astronomical amount of pornography just waiting for a dumb fuck like you to beat off to! I really don’t know, and frankly, I’m not going to pretend that I do.But what I do know is that if you love BBWs, the Motherless.com homepage will not be of much use! Preferably, head on over...

BBW Porn Sites
1 year ago
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Motherless Voyeur

Have you ever heard about a website called Motherless? Home to all kinds of kinky porn niches, with a side of the mainstream crap? If you are into some questionable fap content, you might want to check this website out. Plus, Motherless is a free porn website, so you can browse as much as you fucking want. Now, I am not really here to talk about the website in general… I am here to tell you about their amazing category, called voyeur porn.The world of voyeur fucking is a rather interesting one....

Voyeur Porn Sites
2 years ago
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Aether Guardians

The Five Kingdoms of Arstoria had been embroiled in the Great Ancient War for centuries. The war came to an end when Kalace, the Wizard King conquered the five lands and brought them under his rule. Kalace, the Wizard King of Arstoria, conquered all of his opponents who were unable to deal with his overpowering magic. When Kalace had united the five kingdoms, he brought peace to the warring kingdoms and was revered and celebrated by his later generation. Kalace, however, had a dark weakness in...

Fantasy
1 year ago
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Motherless Creampie

Woah, did Motherless.com get a facelift? I know I suggested it in my review, so I guess they listened to me! Well, I’m not going to brag too much about it, and instead, I’m going to focus on what I’ve set out to bring you today. We’re looking at an amateur website, and I just know that many of you are begging for amateur creampie content, so that’s what we’re looking at. I know how much you think Motherless can look sickening and pretty gruesome at times, but the creampie content can be quite...

Creampie Porn Sites
1 year ago
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Motherless Cuckold

No matter what type of porn you may be in the market for, Motherless has an ample supply of it, and cucking is no different. Actually, this might help to explain how you ended up being such a pussy little cuck.The journey that brought you to my website reading cuck porn reviews started in your childhood. A fair portion of my readership is actually motherless. Why, you ask? Your guys' moms chose a life of cucking and riding cock instead of raising you fucks properly.Don't worry, gents. I'm in...

Cuckold Porn Sites
1 year ago
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Motherless Horror

I browsed the horror stash at Motherless all morning, and now I don’t know if I should jack off or go hide in the closet until the danger has passed. Then again, hiding out might give me the perfect opportunity to rub one out in the peace and safety of the dark. Who knows who—or what—might be peeping in the windows with nefarious intent if I sit at my desk and shake my dick at the screen. Just like when I masturbate at the local Starbucks, I’ve got to be sure to balance the potential pleasure...

Extreme Porn Websites
1 year ago
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Motherless Incest

Incest porn has been a staple of pornography since the very first incel caveman realized that he couldn’t find fresh pussy out and about. He resorted to sniffing a whiff of his mother’s loincloth when she wasn’t looking, and beating his old cave meat into a leather sock.Now personally I’m not into the whole mommy-son dynamic – I’m a classy guy. But it’s no secret people like to get freaky when the lights go out, and if you’ve got a stiffy in your hand and you’re on Motherless, you gotta go...

Incest Porn Sites
2 years ago
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Absinthe Makes the Heart Grow Fonder

Thanks to my usual cast and crew of Editors and Advance Readers, most of whom prefer to pretend that they don’t know me and wisely wish to take no responsibility for any part of my addled writings... Il n’est rien de réel que le rêve et l’amour - Nothing is real but dreams and love (from Le Coeur innombrable, IV, Chanson du temps opportun by Anna de Noailles) She was my one true mistress and ever faithful lover, my Green Lady and guardian of my dreams and now that I was back home...

2 years ago
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Thea Chapter Four

When the car with Jake in it became a dot on the horizon, Thea turned to go back in the house. Suddenly Floyd appeared. “Mrs. Thea, how you be?” Smiling, she knew immediately what he wanted. He had that look and a glance at his crotch confirmed it. The imprint of his cock was prominent as it pushed against the material. “Looks like everyone is gone.” Floyd said. His eyes looking out over the farm. “Yes, I am by myself for at least the next few days.” She replied in an...

2 years ago
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Thea and Sam

“Well, hell,” Thea said as she wiped the beads of perspiration from her face. “I guess ‘spring’ is here, huh?” “Yeah. It’s supposed to be cooler at higher elevation,” I replied. We took a few minutes in the shade by the rocks before rejoining our boyfriends. The four of us had driven up into the pass to hike. According to the weather report, the last coolness of a fading winter was supposed to continue through mid-week, but they were wrong. Actually, from our view from Eagle Point, where we’d...

1 year ago
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Motherless

Motherless.com! What an original name for a porn site, don't you think? The title doesn't fuck around: your mother would never allow you to watch the kind of filth they’ve got on tap. They pride themselves on being a moral-free zone for sick fucks, where you can find damn near anything. I’m talking about desperate chicks fucking anything that resembles a dick and crazy bitches literally eating shit. When you’re done fapping to the weird vids, you can even find "normal" porno to pass the time....

Free Porn Tube Sites
1 year ago
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Motherless Interracial

Ah, motherless, here we are again. A site known for offering such a variety, that no matter how fucked up your needs are, there is a high chance that you will fulfill them here. However, I am not here to blab about the site in general; I am here to talk about one particular category, interracial. As for those who want to know more about the site, there is a whole different review on my website instead.As for those who came here to learn more about that interracial lovemaking, I got your back....

Interracial Porn Sites
2 years ago
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Bigfoot Crunch and Sweetie Pie Wrecker Service

Bigfoot, Crunch and Sweetie Pie Wrecker Service By: Malissa Madison Gladys lay next to Hatchetman in their bed half asleep after a long bout of love making. "Hatch, can you feel it too?" she asked. "You mean now that the Seven Nations controls access to the Portal in New Mexico?" "That too," she answered him. "I'm talking about Fox and Little Joe." "Oh I thought you meant Squirrel and her kids," he admitted. "What about Squirrel?" she asked. "Fox and Little Joe talked...

1 year ago
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Theos LIfe as a Weresquirrel

Theo had been changing into the squirrel too much, he knew that now... as a pulse of heat raced through his body from his groin. He realized that he shouldn't have come to the office.He had been spending most of his days at the squirrel in his home deep in the countryside. Teleworking most of the time, as the squirrel he felt no need for clothes, his heavy furred balls resting between his thighs as his paws raced over the keyboard. The sharp claws on his paws clattering loudly as he typed,...

Fantasy & Sci-Fi
1 year ago
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Motherless Scat

It’s time to go to the land of chocolate fountains and golden showers. That’s right. Scat, piss, shit, and every fluid in between. Ever fuck a chick in her ass and freak out when you see that little bit of shit on your dick? Then I’m sorry to say that scat isn’t for you buddy. Were you the only one of your friends that saw two girls one cup and didn’t get grossed out? If so, it’s time to celebrate it! Don’t get pissed off, get pissed on! Scat porn has the craziest, kinkiest chicks and dudes...

Scat Porn Sites
1 year ago
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Motherless Fappening

I’m not saying anything controversial when I say men love seeing women naked. It’s a fact of life as fundamental as gravity. It’s a force of nature that cannot be stopped by beast, man, or God. It’s an eternal truth and a divine mandate. As sure as the sun will rise, men will attempt to view as many women naked as they possibly can. Any man not doing so is either a sad or a gay one.This means that any woman a man sees regularly is mentally stripped down during every interaction. If any women...

The Fappening
3 years ago
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Clan of the Bigfoot

Most people do not think Bigfoot exists but I am living proof that they do but I will get to that later in the story. First off let me introduce myself. I am Camellia McIntyre but my friends call me Cami. I am twenty-five years old and been married to Professor Morgan McIntyre who teaches Archaeology at the University of New Mexico. He has taken a sabbatical over the summer to partake in an archaeology dig in Peru, South America for three months and I decided to go with him. We had just been...

Monster Sex
3 years ago
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Absinthe Dreams

‘To me it’s not really a green. When I think green, I think of grass. That’s more like lemonade color.’ Erica’s nose was far too close to the glasses for my taste. Pouring the nearly clear absinthe over the rough-cut, cane-sugar cubes I favor, I tapped my spoon for a second to get her to back up. I wished I had my full setup here like I have at home, my Absinthe fountains water drippers are missed when I began to try and slowly pour water over the sugar cube. ‘Don’t you light it on fire?’ she...

2 years ago
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Brotherly Love For His Married Elder Sister

Hi, this is a story about me and my elder sister which happened in May, 2014. This fascination for me regarding her started when I was very young. My elder sister is 7 years elder to me, and I am currently 24. She is my chacha’s daughter and one of the hottest girls I have seen. She is 5.4, white in complexion, dark long hairs, perky breasts and around 55 kgs in weight.. For an Indian society anything like this is considered to be something that is very incest, so getting her to allow me to do...

Incest
1 year ago
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Motherless Arab

Have you ever heard about a wonderful site called “Motherless”? I have a feeling that was a dumb question, of course, you fucking have. Well, I am here to talk about Motherless, but I shall also pay special attention to their Arab category. If you think Arabian sluts are hot, well you are in for a tasty treat, believe me.First, I should probably warn you that the name of this place comes from the fact that their content might be a bit too hardcore or questionable for some of you. Back in the...

Arab Porn Sites
1 year ago
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Motherless Facials

Fuck yeah, life’s a bitch! So here I am, awake at 3:45 AM, after dreaming I was fucking this freaking hot MILF neighbor with heavy boobs, a flat tummy, a nice bubble butt, and sexy long legs. It was all hot and steamy, up until when she was sucking me off and just as I was about to obliterate her cute face with hot cum canon, my dream cut right off and I woke up with a tent on my pajamas.That dream ain’t coming back, but damn it! I sure gotta cum, so I boot up my laptop and type “cum facial” in...

Facial Cumshot Porn Sites
1 year ago
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How Easily Cryptozoology Turns Into Cryptosexology Zendayas First Meeting With Bigfoot

Well. She had almost everything. Zendaya was horribly bored. The whole state has been locked up for months, and there were only so many times you could stream Tiger King, or watch Avatar the Last Airbender on Netflix. She found herself being driven mad, pacing around her estate. She had more room there than most people could imagine, but it still felt like a prison to her, the walls of the gated yard closing in on her. So that’s how the young world-famous celebrity found herself jumping...

3 years ago
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Thea

Und draußen schallte wieder Punkmusik aus dem Ghettoblaster – von der Eisenbahnunterführung bis zu seinem Haus! Punks und Skater hingen da ab. Das war diese Art von Jugendlichen, die ihren Eltern das Leben schwer macht , die von Arbeit nichts hielten, sich an keine Regeln hielten, ständig auf Party machten. Die soffen viel zu viel und kotzten dann in irgendeine Ecke. Denen bedeutete doch nichts und niemand etwas. Wahrscheinlich nahmen sie auch Drogen und trieben weiß-Gott-was mit...

BDSM
1 year ago
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Motherless Fetish

Motherless is the mother of all porn sites. Motherless has no conscience or moral guide. Motherless will show you the stuff that all other porn sites are afraid to put up. Motherless will do this for free. This is seriously one of the nastiest and raunchiest sites out there and Motherless/Fetish is perhaps one of the dirtiest places on the web that are well within reach. Sure you can scan the dark web and find something even more naughty or puzzlingly gross, but why do that when you’ve got...

Fetish Porn Sites
2 years ago
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Absinthe 2 The Absinthe of Malice

Absinthe 2: The Absinthe of Malice By Morpheus The flight from Seattle to Boston had been extremely long and uncomfortable, even with the two hour delay in Chicago where I got to stretch my legs and change flights. My book had given me something to do during the countless hours in the air, though admittedly, Collin had been my largest savior from boredom. The two of us had ended up talking for over half the flight, and by the time we finally landed, I was even starting to consider...

4 years ago
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Abigails Choice

January 2018A bolt of lightning illuminated the night sky. Thunder clapped, startling Abigail in the backseat of the Uber.  She was already on edge, nervous about dinner with her husband, Thomas. It wasn’t bad nervous, but she had butterflies in her stomach. She had a good idea about what they’d talk about, and was uncertain what choice she’d make.Abigail, a petite woman with dark blonde hair and hazel eyes, was wearing a black dress, with black heels, stockings, garter, bra, and thong, as well...

Outdoor
2 years ago
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Thelma and Me Summer of 65 part 2

After tea on the Friday evening Thelma stopped me as I was going into upstairs to my room. Her eyes looked wild and her breathing was heavy. “I’m going to a party,” She said in a low voice, “do you want to watch me getting undressed?” I nodded like a puppet. “Wait in my room…I’ll be up in five minutes.” I skipped up the stairs two at a time! I nervously let myself into my sister’s bedroom. I’d been in many times before – borrowing her dirty knickers and stuff to use...

4 years ago
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ETHELS DISCOMFORT 4

Harry and Rob sat in the local pub in their usual spot in the corner by themselves. They were having a discussion about what to do with Ethel. Rob has been adamant that he wants to hang Ethel by her ankles and butcher her. Harry strongly disagrees with him. Harry is convinced that if he talks to Ethel he can persuade her not to go to the authorities and they will be able to use her the same way the other men. Rob agrees to try Harry's way first but he says" if she wants to argue I'm going to...

3 years ago
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ETHELS DISCOMFORT 3

kEthel sat with her tits nailed to the work table. Her tits were swollen to twice their normal size from the beating they had received from Harry and Rob and the axe handle. Ethel sobbed both from the pain and the feeling of despair and hopelessness. She knew she would not be able to sweet talk the men into letting her go without anymore abuse. Harry and Rob arrived and again Ethel begged and pleaded with them to let her go. The men laughed and told her they still had a few more things they...

1 year ago
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Thelma and her brother

Note : This story is completely fictional!In nineteen forty six Thelma Lou Anderson was married with three kids. Linda was the oldest. She was sixteen. Guy and George was ten and Guy seven. Thelma owned a beauty shop in Kansas City. She suspected her husband Lawerance was cheating on her again. She followed him one day when he thought she was at work and saw him go into a house. A woman opened the door and he went in. That was all the proof she needed. She went home and packed her suitcase and...

Incest
1 year ago
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Thelma and me Summer of 65 part 1

Thelma was 22 and like all of the young women at that time was still living at home with me and our parents in rural Kent; even though she had a good job in local Department Store. I was 15 and had just left school. The summer of 1965 was particularly fine so it wasn’t uncommon for me to sit around our secluded garden reading a Detective novel when my parents were at work. The difference today was that Thelma was on the first day of her annual holidays and had joined me wearing a very...

3 years ago
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ETHELS DISCOMFORT 2

Ethel hung by her wrists while Harry and Rob left to get some rest. She nodded off from time to time but the fog of her mind cleared she realized that other than when they punched her she actually enjoyed the way they that fucked her so hard and so brutally. She enjoyed the helpless feeling as they ravaged her body. She believed that she could talk to the two men and they would release her without too much more abuse. She was wrong.As Harry and Rob drove back out to the warehouse they talked...

3 years ago
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Ethel

Ethel hated her name. She was born during the tenure of I Love Lucy. The beloved Ethel Mertz from the television show was the bane of the real life Ethel's existence. There were the jokes about her having to marry Fred. There was only one Fred in her high school class. He wasn't her type; not even if he was the last man on earth. Ethel was every bit the epitome of her name. At five feet even her looks, dress and vocabulary mimicked the character she despised. Although she fought to break the...

1 year ago
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Catherines Big Day Part 1

Catherine's promotion interview ends in humiliation Catherine bounced into the office on a wave of enthusiasm and anticipation. Her promotion interview was just after lunch. She had waited months for this day to come; hours of preparations and hard work, dozens of mock interviews with her loving and supportive husband John. Now it had arrived and she was ready. This was going to be a big day for her, she could feel it. After a light lunch spent mostly revising her supporting materials,...

Cheating Wife
3 years ago
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Ethel 1921

Ethel's Pa was telling a story. "A man comes into the garage wanting a new horn for his Dodge. The old bulb was torn. Well, we have horns; but they don't fit his brackets..." "What did he want with a horn?" Ma asked. "Dodge cars don't need them. They have 'Dodge, Brothers' written clearly on the front." "Oh, Nellie," Pa said, but -- at least -- he dropped the story. Ethel couldn't decide which was worse, Ma's jokes or Pa's stories. Pa was fascinated by anything mechanical,...

3 years ago
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Katherines Style

Damn Katherine and her classy fashion sense... Once again my Mother-in-law had a new skirt suit which would work for brunch, mother-of-the-bride or some other fancy occasion, it was simply lovely. Tonight was one of those other occasions. The suit was perfect for the work awards dinner that my wife Veronica has dragged me too. Katherine, on the other hand, who was looking just so, was all too happy to attend. Katherine's suit is simply irresistible to me. The color, the style,...

2 years ago
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Gunther The Reindeer Handler Does Candy Claus

Let me say right up front that Gunther was definitely not a young man.I knew he had been around the Santa operation at the North Pole long before I arrived with my bright ideas for cost reduction. I was called in to promote increased toy production by the easily distracted Elves. Those little imps preferred being silly rather than busy little workers focused on their quotas like dedicated employees. As a small-sized human male, I was able to relate easily to the female Elves because they liked...

Fantasy & Sci-Fi
3 years ago
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Catherines Big Day

John checked his phone. Again. For at least the fiftieth time in the last ten minutes. Nothing. He went into whattsapp, but Catherine hadn’t been online since their last exchange, just before she went into her promotion meeting. That was four hours ago, and still no word on how it went. John had booked a restaurant, Catherine’s favourite, as a surprise to celebrate. Now he was just annoyed at the lack of news from his wife, and he packed up his desk to head home. Catherine had been a marketing...

1 year ago
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Catherines Big Day Part 2

Husband forced to watch his wife's degradation. John checked his phone. Again. For at least the fiftieth time in the last ten minutes. Nothing. He went into whattsapp, but Catherine hadn’t been online since their last exchange, just before she went into her promotion meeting. That was four hours ago, and still no word on how it went. John had booked a restaurant, Catherine’s favourite, as a surprise to celebrate. Now he was just annoyed at the lack of news from his wife, and he...

Cuckold
2 years ago
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Absinthe Seduction

from my supernatural~romantic novel set in Regency England from the diary of Betsy Corning, Darlington, England, September 1815 ~~~~~~~~~~~~~~~~~ I am undone! I have given into temptation and trod the left-hand path. I did not tarry there long, I yet have a semblance of a conscience. But little good will it do me – I will be punished for it sooner or later. But oh, should any ladies read this, perhaps you, at least, will understand what provocation I had endured and grant me some...

3 years ago
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EstherChapter 3

When we entered the dining salon, all conversation stopped. I had changed from my travel clothes earlier, but was still in black. Esther was in a peach colored evening gown. As I said before, she was ravishing. Martha and Hatty walked behind us in their evening gowns. It was plain that everyone wondered who this girl was with the Royal Executioner and the Guild Master for companions. Certainly most of the apprentices and the other Guild members had not met, or been introduced to Esther. None...

2 years ago
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EstherChapter 2

“Are the statements, that the Lord Executioner made, true?” the Village Chief demanded sternly. “Yes, Un ... Uncle,” the young man finally answered very quietly. “A week in the stocks,” the Village Chief pronounced, “and the same for those two friends of yours.” The Village Chief then turned to me to apologize. “I am sorry I doubted you, Lord Executioner. It would appear that I need to pay closer attention to what is going on with the workers in the fields.” “An excellent idea,” I replied,...

1 year ago
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Theresas Deportment

"Language Theresa!" "But Mrs. Bradshaw, I only said..." "Hush Theresa, I will not have such rude vernacular spoken in my boarding house! Also, kindly remove your elbows from the tabletop. More over, the fork was placed on the left side of your plate for a specific reason." Theresa blushed as she looked around at the other five girls, some of them putting on airs. "I never ate before with my left hand Mrs. Bradshaw." "You are a student now in the most prestigious Ladies College in...

2 years ago
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Brother Watches Live Sex Of His Virgin Sister

I have a cousin brother who was working abroad. He used to come back every year and stay for 2-3 months. When he was home, we used to go and spend time with him. He was 29 years old. One day my cousin brother messaged me that he would come back to his home for a few days. We planned accordingly and I asked my dad permission to go there. He agreed and me, my mom, and my sister went to his home after a few days of his arrival. Dad had to stay at my home to take care of his business. My cousin...

Incest
2 years ago
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The Night of the Bigfoot Part 1

Lindsey tossed and turned in her bed and found sleep difficult which was unusual for her as she normally just crashed when she hit the pillow. Tonight she had just finished watching a documentary about the truth and fiction behind the bigfoot legend. Her thought was awash with all sorts of fantastic scenarios both romantic and fearful. Every continent around the world seemed to have its own stories of large hairy ape-like animals that inhabit the deepest forests or highest mountains of...

1 year ago
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Abigails End

Abigail's End In the Presidential Palace, there is a dining room where only the most trustedand honoured of the dictator's guests are ever entertained. Here are the mostdecadent and opulent symbols of his power. Perhaps the most decadent and opulentsymbol of all is the white statue holding a finger-basin by the entrance. On the wall behind the statue, in an arc over its head, the inscription reads, "Tothe twin virtues of humility and obedience." It is a naked woman, and her namewas once...

2 years ago
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brother Want His sister

My name is Rahul and my sister name is Sonal let start the story and my mindset started to change when I was 21 and I was going to university and came home for the summer. My family is a tight net family and we all get along well in most cases. My older sister who is older than me by 2 years was home for the summer as well. She actually stayed home looking for work.My sister was very self conscious of her looks. She has black hair with a nice tan body she stands 5" 2" around 115 pounds her and...

2 years ago
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Brother Want His Sister

Hi to ISS readers this is my first story. My name is Rahul and my sister name is Sonal let start the story and my mindset started to change when I was 21 and I was going to university and came home for the summer. My family is a tight net family and we all get along well in most cases. My older sister who is older than me by 2 years was home for the summer as well. She actually stayed home looking for work. My sister was very self conscious of her looks. She has black hair with a nice tan body...

Incest
2 years ago
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Esther III

Esther III ? by: TamarainRubber Even though we knew we were going to be late for Lisa's party, we couldn't keep our hands off each other. For the next hour or so we grabbed each other like wild cats in heat. Her breasts heaving and her lungs gasping for oxygen, Esther still found the energy to warn me not to cum. At some point she did pull my cock out from behind my rubber bloomers and shoved every inch into her mouth. The clothes she had dressed me in only made me harder and,...

1 year ago
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Ed BiggersChapter 1

Infant, toddler, child, adolescent, adult, and geriatric reflect the changes in the physical body over the course of a full lifetime. More important than changes in the body, are the different roles a person plays in the theater of life. A small sample of roles a person can hold include friend, employee, boss, lover, spouse, leader, follower, parent, grandparent, consumer, producer, and provider. A life isn’t being lived, unless a huge number of roles are being played. As the number of roles...

1 year ago
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Brother and Sister

Allison is older my sister – being 23, six years older than me, a natural blonde, about 5ft4 in stocking feet. She has blue eyes, a cute nose, and really pretty lips. 32C-23-33! I'm 17, a natural blond as well, 5ft9 with blue eyes. My name is Terrance, but everybody calls me Terry. While the family lives in Casper, Wyoming, she goes to school, three hours away, at the University of Northern Colorado in Greeley Colorado. Besides being beautiful, she's very smart and is about to get her...

1 year ago
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brother AND sister

VOYEURISM AND DISCOVERYAllan Meyers had just arrived home from the local community college that afternoon. When he entered his home he heard voices coming from the kitchen. He assumed that his 18 year old sister had brought a friend home with her. His sister Bonnie attended a private high school and sometimes she would have a girlfriend over after school. There was also the smell of popcorn coming from the kitchen. Allan heard the voices again but this time they sounded like male voices. Bonnie...

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