23 comments/ 316713 views/ 145 favorites Closet Sissy Son Made Into Daughter By: JD2100 Why was I on all fours with my dad's cock in my ass and my sister's pussy in my face? Well little did I know that my mom knew about my secret. She knew that I had been wearing her and my sister's lingerie. It started when one day I was home alone and wandered down to the garage to play around on the air hockey table. I got bored and looked around as we had a lot of stuff down there. Boxes were piled up on one side and I looked in a few of them and found something that made eyes pop open. I saw a naked girl on the cover of a magazine called Penthouse. I looked through that one and was amazed at all the naked women. I just thought that they were so beautiful and sexy. I found several more and explored them all. As I did I found one section called Penthouse forum. I read that readers would send in stories and I read several of them till I read a story about how a man's girlfriend had dressed him up in women's clothes and used a dildo on him. I was floored and it stuck with me. I remember going through my mom's JC Penny catalogs and seeing all the pictures of women in lingerie and it triggered something in me. With that story and the images fresh in my mind, I found myself in my parents room looking for something sexy to wear. I was home alone and I instinctively went through the dressers drawers. As my made my way through the drawers my body tingled in anticipation of what I may find. And it wasn't until the bottom two drawers, that I finally found what I was looking for. I was amazed at all the lingerie my mom had. There were a lot of colors and there was lace, cotton, and satin. There were teddies, babydolls, and number of panties and bras. As I looked through them I found a black lace babydoll with a blue skirted bottom made of satin. I just had to try it on and I took everything off right there. I put it over my head and put my hands through the straps and let it fall down over my stomach. The skirt stopped very high up on the thigh and my ass could be seen if I bent over, not to mention my penis. I pranced around and noticed a bag beside the bed. It contained several pairs of panties including one that caught my eye. It was a satin bikini with a floral pattern all over a black background. It was so cute that I grabbed it and pulled it up my legs and the feel was amazing as it caressed my bum and penis. I was in heaven as I ran my arms all over me and felt all the sensations and it brought my cock to life. I went back to my room and jerked off, while still wearing the lingerie. I came right there on my floor. I took everything off and put it back where I found it as precisely as I remembered. I continued doing this whenever I was alone and I soon started making my way to my sister's room too. I loved wearing her swimsuits. Especially a purple one-piece with a colorful pattern on the front half. One day after school I made my way into the house and up to my bedroom. But when I got there I was surprised to see nothing. Everything was gone and as I ran down stairs I yelled "mom what happened to all my stuff, it's all gone." She came into the dining room and told me to calm down. "We have decided to use your bedroom for other purposes and you are going to move in with your sister." I was dumbfounded but asked my mom "why would you do that? How could you? I don't want to live in my sister's room!" My sister had graduated high school but was going to a local college and was trying to save some money by staying home rather than living in a dorm or sorority. "Well you should have thought of that before." "Before, what mom?" "Before you decided to start wearing our clothes young man." I was stunned into silence and I just stood there. My mom said "You really think I wouldn't notice some cum stains on my stuff. So I and your dad decided we are going to move you into your sister's room. You are going to be our new daughter." With that she told me to follow her upstairs to my sister's room. I noticed all the girly pictures on the wall and all the color, especially the pink. Though my main focus was drawn to the fact that there was only one bed and my sister was sitting on it wearing a two piece purple bikini swimsuit. She came up to me and gave me a big hug and said "It is going to be fun having a sister." My mom told me to go into the room and I noticed a white one piece bathing suit with blue flowers all over it lying on the bed. My sister took my attention away from the swimsuit and showed me around. She showed me the big dresser and told me that one half was hers and the other half was mine. She opened the top one and that contained a bunch of panties of all makes and colors. The second one contained bras and the third had socks and stockings as well as some workout clothes, and swimsuits. The fourth had chemises, babydolls, and nighties. She also said "since we will be sisters now we can borrow each other's stuff." We then went to closet which I had never been into because it was locked. I saw that it was very spacious and we walked in and I saw a ton of tops, dresses, and various other outfits. Towards the back I noticed some outfits that seemed a lot more risqué. I saw a maid outfit, a nurse outfit, a schoolgirl costume as well as several other costumes. I also saw a small three drawer dresser on the floor in the back and was told that it contained more lingerie including corsets, teddies, garters and more. We went back into the bedroom and my sister then showed me the makeup table and gave me a lowdown on what everything was and what it was used for. Mom then called us into the attached bathroom where she was waiting there wearing a lime colored bikini bathing suit. She told me take off all my clothes, to which I replied "Right here? I don't want to." "You will or when your dad gets home he is going to spank your ass red if you don't do as you're told." My mom said to get on with it as my sister hugged me from behind. I stripped and mom told me to get in the tub with her. She had a bubble bath going and we hopped in. She began to soap up my body and get me clean. My sister handed her a razor and some shaving gel and mom proceeded to shave me of all body hair. She even had me stand up and put my ass in her face as she shaved down there as well. We got out and my sister rubbed a lotion all over me, even my penis and ball sack, which I noticed that she fondled for a second or two after. My mom put a towel on the floor in front of the sink and told me to stand on it and bend over the sink counter. She produced a device that she called an enema. She told me it would squirt water into the deep regions of my butt and clean it out. She then inserted the nozzle into my rectum as my sister held me and caressed me and nibbled on my ear. She told me that girls have to do this sometimes, so we get clean in there. The tube squirted water into my hole and it soon filled up and started pressing against my anal walls. After awhile, mom took it out and allowed the water to seep out. She did it one more time and we dried up and went back into the bedroom. Mom told me to go the bed and put on the swimsuit that was sitting there. I moved slowly and my mom said "come on sweetie we don't have all day." I grabbed it and stepped into and ran it up my legs and pulled my arms through straps. My sister came up and adjusted the straps and gave me a light spank on the bottom. Mom told me to sit at the makeup table and she applied some waterproof makeup to me face. She then went to a bag that was sitting on the dresser and produced a brunette wig which he then fastened to my head. She explained that in the future we will grow your hair out like a girl. We then headed out to the back and to our swimming pool. However when I opened the sliding doors and went out I was horrified to see my twin brothers in beside the pool. They were a couple years older than me. I just stood there as they both came up to me and told me how pretty I looked and that they had always wanted a new sister. My sister whispered in my ear, that everything was just fine and to act girly and just have fun. My mom gave me spank to the butt to get me moving. The three of us girls went and lay on chairs and my sister rubbed some sunscreen on my body telling me that we are going to work on their tan as the boys played in the pool. We stayed there for an hour or two but were interrupted by the boys who came up and were pulling me and my sister into the pool. We played around for awhile until my sister waded up to me and asked how I was feeling and liking being a girl? I said I was fine and was starting to enjoy acting like a girl. With that my sister came up and wrapped her arms around me pulling me to her. She said let's give these boys a show and she kissed me right on the lips and it wasn't a quick peck either. I just melted into her and our hands explored each other's bodies. I caressed her butt as she caressed mine through the material of the suit. We continued to kiss and after a while she made it down my neck and began caressing my tits with one hand while her other made it down my belly and started caressing my cock through the swimsuit. We floated to the edge of the pool and she pushed me up against the side. She had me turn around and she kissed my neck and caressed my butt. She stopped kissing me and sort of pulled away but she grabbed the bottom of my swimsuit that was covering my ass and slid it to the side. Just then I felt someone else coming up behind me and saw it was my brother, Zach. My sister spread my ass cheeks as my mom came up beside me and told me that I was going to be a good girl and let my brother fuck my ass or else. He had his bottoms off and he grabbed me the hips and I felt his cock poking at my hole. He pulled himself into me as I held onto the side of the pool. My sister let go, as he slid into me, and she assumed a similar position beside me. I looked over and saw my other brother, Kyle, doing the same things to her as Zach was doing to me. I moaned as he slid into me and shortly after that I heard my sister moan too as Kyle's cock entered her asshole. My mom was still beside me and was kissing me at times, which muffled my moans. She also explored my body and soon worked down to my cock. She massaged it through the material for a while but eventually took it and began stroking it as my brother stroked his dick into my asshole. It didn't take long for me to cum as I was so revved up but my brother was still plowing into my ass. My cum spurted into the water. My sister had cum to a little before me but Kyle was still going at it as well. My mom was still kissing me and fondling me as my dad came up to the pools edge and said "when you girls are done getting fucked, I want you two to get cleaned up and be in my bedroom." He walked off and went upstairs and just a minute or two after I felt Zach stop, but his cock remained in my ass. I then felt spurts hit the walls of my ass. He moaned and kept it in there even after he stopped cuming. Out of the corner of my eye I saw my mom grab something. As Zach pulled out my mom inserted something into my ass, which she called a butt plug. She told me that daddy wanted it to stay in there and that we need to stretch your ass further. I could feel that it was bigger and I wasn't sure that it would fit but it did. Just then I heard Kyle moaning and saw that my sister, Kelly, was getting the same treatment as Kyle inserted a plug into her as well. We readjusted our bottoms and hopped out of the pool and dried off. We made our way up to our room together and I noticed how her butt swayed and felt mine do the same. We made it to her room and Kelly went into her closet and drawers, as I sat on the bed. She came out with a heap of clothes and told me "it's time to get ready for daddy!" Closet Sissy Son Made Into Daughter Ch. 02 My sister had just come out of the closet with a handful of clothes and told me to take off the swimsuit. She laid out a pair of white cotton panties with cherries on them and a matching bra. A short pleated plaid skirt and a white button down shirt. She also laid out some white thigh high stockings and some black Mary Jane platform shoes. She said this one was mine. She laid out a nearly identical one except that her plaid skirt was green whereas mine was red. She told me to get dressed but that she would help me with the stockings. "You know I have always wanted another sister. "Someone to play dress up with, talk about boys, have pillow fights with and do all those girly things with." "What about mom?" "Mom is great but I wanted someone more my age." "How did all of this start? I didn't know Kyle or Zack were into this or mom or dad for that matter." "Well you know that mom had a talk about sex with me about a year ago? Just an update on if I was having sex and if I was using protection" "Yeah. sorry for eavesdropping on your conversation." "Thats ok sis, but what you didn't know was that while we were talking I let it slip that I thought dad was sexy. So mom told to wait there and she went and got dad and the three of us had sex. And it was my first time. I had a friend who had told me that she had done it with her step dad and it just got me thinking about wanting fuck my own dad. I had experiences with girls but that was my first time with a man." "Wow Kelly that is amazing. I never would have imagined it. What about Kyle and Zach?" "Well they were just constantly horny and mom walked in on them both masturbating together. She asked if she could help and soon I was helping too." I had just slid the panties up and my sister who was already dressed came up and showed me how to not rip the stockings. She also strapped the Mary Jane's to my feet and told me to stand and practice walking a bit. I stumbled but my sister was there to catch me. It took me a little bit as I have only worn heels a couple times without much success but I got a hold of it and she marched me to my parent's bedroom. When we got to the door she knocked and daddy said "Kelly, send your sister in." I opened the door and saw daddy in a satin robe sitting on the edge of the bed. He motioned me over and told me to sit on his lap. "Are you having fun baby girl?" "Yes I am Daddy. I think I like being a girl. The clothing just feels so great on my skin and I have never cum like that before." "Well baby, you have the same spot in them just like a woman, except that yours is through your butt." "We have to figure a name for you. How about, Emily?" "Yeah daddy I like that name." "Well then Emily as our new daughter you will be expected to listen to your mom and dad just as you have before. We will be getting you used to being a girl and we will have lots of fun too. We are going to ask you to lots of things and it will include having sex not only with us but I may bring friends around and of course you can find whatever playmates you want to. Just know that you will have to obey mom and me." I hesitated and didn't know what to feel. But I know I liked being a girl and loved the sex so I mustered "yeah daddy I will do that". My dad had been stroking my stocking clad thigh and with that answer he slid his hand up under my skirt and fondled the front of my panties. He also told my sister to come in and she took up a spot on her knees in front of daddy. Daddy told me to do the same. Daddy stood up and let his robe open and revealed a large cock. It was bigger than my brothers. It was just a bit longer but much thicker and it was getting hard. Daddy told my sister "well Kelly I would like you to give your sister, Emily, a kiss." She smiled and grabbed my head and we had a very passionate kiss. When we were done, dad told Kelly to show me how to suck cock. She kissed the tip of his cock and started fondling his balls. She spit on it a couple times to lubricate it and started to take the head into her mouth. She then used her other hand to start stroking the shaft and she started working his cock deeper into her mouth. Every now and then she would stop stroking and she would go almost all the way down and gag. She did this several times till my dad said for her to share. She grabbed his cock and pointed it at my face and said, "It's your turn Emily." I got closer and kissed it just as my sister had and she gently grabbed my hand to massage his balls. I allowed it go deeper in my mouth but I gagged sooner than my sister had and backed off. "It's ok" my dad said, "even your sister had to work at it and so will you." I went for another try and it got deeper as my sister said to relax my throat muscles. I kept at it and started stroking his cock and it wasn't too long after that I heard daddy say "I'm cumming." My sister grabbed the back of my head as I was bobbing up and told me to keep my mouth open so he could shoot it in there. He tensed up and a big spurt came out and landed right in my mouth and was followed by four more spurts that filled my mouth. It was a strong taste and I was about to spit it out but my sister in a stringent tone "said don't spit it out but hold it in there till daddy tells you to swallow." I managed to hold onto some of it but some was running down the sides of my mouth. Dad looked at me for a few seconds and said "that since this your first time, you can swallow now." It took a few gulps to get what remained in my mouth down and it was a salty taste with a hint of sweetness. My sister came up and licked my face clean. Daddy grabbed both of our hands and had us stand up and get on the bead where we started to fondle each other. I was told to straddle daddy as my sister laid to one side of him. Daddy was totally naked but we were both fully dressed. "I just love your outfits and you two look so pretty." He ran his hands all over me and my sister was running her hands all over him. He whispered something into my sister's ear and then had me fall on top of him and we started kissing. My sister had moved up behind me and was caressing my butt. She did this for a little while until I felt a smack on my bottom. I let an "oomph" noise into dad's mouth but he kept me locked onto his lips as my sister would deliver several more swats, that were strong but not overpowering, to my butt and every time I would make that sound, daddy would smile. He rolled me over so that I was on my back next to him and he told me and my sister to make out. She crawled up between my legs and ran her arms all over me and kissing her way up the front of my body. I was still dressed and so was she as we started to make out. We also still had the butt plugs in us that Kyle and Zack put in there earlier. She was rubbing her pantied covered pussy against my pantied covered crotch while kissing me and fondling me. We did this for a while till dad had Kelly stand up and take off her panties. He told her to squat over my face and to remove the plug. He told me to use my tongue to capture all of Kyle's cum as it dripped into my mouth. Daddy told me to swallow and I swallowed every last drop. He also told Kelly to drop her pussy onto my face and to start sucking my cock. Her pussy was already glistening with juice as I started licking. She slid the front of my panties to the side and took my cock in her mouth. I came almost immediately. She expertly took it all and swallowed it but kept on sucking. My sister moaned and came all over my face. With that Dad order Kelly to lay high up on the bead with her back against the headboard and legs spread wide. He had me go in between her legs and start licking her pussy again and to raise my ass up in the air. Dad got behind me and slid my panties to the side and removed the plug but also started to put his cock at my entrance. He started to slide in and I didn't think I could take it all. It was helped by the stretching the plug did and the earlier fucking. But he got it all in and began working it in and out of my butt. He started picking up his rhythm and started drilling my ass hard and spanking and kneeding my ass cheeks with his hands. I was moaning and licking feverishly at my sister's pussy. She started cuming and I licked up her sweet juices. My dad continued to assault my ass as my sister turned around and kissed me on the lips with me moaning into her mouth. Dad soon started tensing up. "I am going to cum baby and I am going to fill your ass full." He shoved it all the way in which caused me moan "uhhhh." I felt him coating my insides with his cum spurt after spurt. He shot about five or seven times as I was in euphoria and lost count. He gave my ass a spank and got off the bead. My sister came around and told me to lower my ass and allow daddy's cum to seep out into her mouth. I managed to squat over my sister's head and let it seep out. She told me to push it out as if I was going to the bathroom. She didn't swallow it, though. Instead she sat up and kissed me on the lips, sharing daddy's cream pie with me. "OMG, Emily you are going to be a great sister and a better slut. Let's go back to our room and go get ready for bead. I got a pink nightie already picked out for you. But don't forget to kiss daddy good night." More to come... Closet Sissy Son Made Into Daughter Ch. 03 So after giving daddy a very passionate kiss good night, in which he grabbed both of our butts and pushed us into his mouth, Kelly and I went back to our bedroom together. We walked down the hall hand in hand and once inside our door she pinned me against the door and kissed me. "How was your first day as my sister?" "It is more than I have ever imagined. I love being a girl and your sister even more. I don't want to go back being dad's and mom's son. I want to be the family's brand new girl. I have always loved the clothes, but now I love being treated like a girl by everyone as well. I also think I like cock." A devilish smile appeared on her face but she quickly said "Good. I was really hoping you would. Now why don't you take off that outfit and let's go take a shower." I unbuttoned the white blouse and dropped my skirt leaving me in my panties, bra and stockings. I removed them as well careful not to rip the stockings. My sister did the same and we scooted off towards the bathroom. She hopped in and I followed. We grabbed each other and began making out and she ran her hands all over me as I did the same. My sister then said, "God I just want more of you." With that she began kissing down the front of my body. She went from my lips to nibbling on my ear and then sucking on my neck, but not enough to leave a hickey. She kissed down my chest and teased my nipples with her teeth. She laid soft kisses on my stomach before she worked her way to my dick which was now fully erect. She took it into her mouth by kissing the tip then sucking the head and working it in further. With one hand she tickled my balls and stroked it with the other. She deep throated it a couple times and it wasn't long until I felt her reach around and start putting a couple fingers in my butt. Immediately upon doing so I started cumming into her mouth. Spurt after spurt exploded from my dick, as she kept her mouth just an inch away from the tip, taking it all in her mouth. I looked down at her and she swallowed it all in one gulp. She came up to kiss me again and I got a lingering taste of my own cum. We then focused on our shower getting ourselves clean and hopefully avoiding get all pruney. Though, we did take turns cleaning each other's butt holes with a soapy finger. We dried off and went back into the bedroom where my sister got a purple and white satin chemise and matching panties. I put them on as she slipped on a white babydoll and panties. We hopped onto the bed and she moved to sit in between my legs with her back to me and asked me to brush her hair. She said she would soon do the same for me when my hair got long enough. After doing that for a while she spun around and pushed me back on the bed. She pulled my panties down to release my cock and I just laid there with a look of astonishment as she started to straddle me. She slid her panties to the side as she lowered her pussy onto my cock. She had this devilish smile on her face but her eyes had a soft look to them. "Is this the first time you have had your cock in someone sis?" I moaned, "Yes it is sis." "Well I hope you will also like pussy to sis. I love men but I also love women too." She began to bounce up and down on my dick but it wasn't a fast pace I was expecting. Instead she ground her pussy onto my dick slowly and deeply. She lowered herself onto me over and over. She was moaning and even though her eyes were closed she was looking at the sky. It wasn't that much later when she lowered her body onto mine and looking me in the eyes for a bit. She just looked at me but that stare was shortlived as she soon put her lips to mine. It was a passionate, but soft kiss. They were playful but intentional. They were short but they didn't stop coming. They almost drew my attention away from what kept enveloping my dick over and over again. This went on for a while as I had more stamina this time around. When I did cum, she had sank all the way onto my dick and I heard her say, "cum for me sis, fill my pussy with your cum." I did just as she instructed and I think I let loose the biggest one of the day. Maybe it wasn't but it was the most enjoyable ejaculation of the day. She rose back up as I came, but she came back down for another kiss. She rolled over and lay on her back beside me. We both just stared at the ceiling for what felt like an eternity but was actually only a couple minutes. I reached down and pulled my panties back up and over my softening penis. She rolled over on her side and nestled into me. "Get some sleep sis as we have a big day tomorrow. Mom and I are going to take you shopping and we got a few more things to do as well." We fell asleep holding each other. I fell asleep with a million things running through mind. I wondered what they had planned for me and a million possibilities flew thru my mind. But I knew that I would have the love of my family and with that I drifted off to sleep and to dream about all the things a girl like me would do. Closet Sissy Son Made Into Daughter Ch. 04 I woke up with my sister still a sleep in my arms. At first I thought I had dreamt the whole thing. Mom and sis had known about me wearing their stuff and had dressed me up and turned me into a girl. My brother, Zach, had fucked my ass. My dad had fucked me as well and my sister showed me how to suck cock. And for the first time I had put my dick in a women's vagina, as my sister rode me to one of the best orgasms I have ever had. But I let my sister go and moved down to her pussy to give her a nice wake up. I grabbed her panties and pulled them down to her knees and I started kissing and nibbling on her clit. I soon began to dart my tongue inside and use my fingers to rub her button and stick some inside. She stirred awake and was moaning and saying, "don't stop sis, this is the best wakeup call a girl can get." She grabbed the back of my head and forced my mouth to remain on her pussy. It wasn't too long after that she screamed out an orgasm. She gushed her juice and I ate up as much as I could and she pulled me back and we kissed. Though Mom came through the door and told us to get ready as we had a big day planned. I remembered my sister saying we were going shopping and more. I expressed some hesitation about going out dressed like a girl. Mom said, "Don't worry sweetie you already looked somewhat feminine and we will make you up into a pretty girl. The boys will be whistling at you and the other girls will either be jealous or they will think you look fantastic." "Yeah that's right sis" said my sister. "You are going to be just as pretty as any girl out there." With that we got off the bed and went into the bathroom. We dropped our panties and pajamas right there on the floor and hopped in the shower. My sister made sure I had no patches of hair remaining and we took turns cleaning each other. We got out and dried each other off. We gave each other another enema and went back into the bedroom and she told me to choose my own underwear. I decided to wear a bikini swimsuit. It was neon pink and with ties for the top and the sides of the bottom. She picked out a pair green satin panties with black lace around the top and a matching bra. We went to closet and she picked out a white skirt and black short sleeved top for me and a little black dress for herself. She laid them on the bead and grabbed some breast forms that she stuck into my top. We put on our outfits and she had me sit at the makeup table. Before my very eyes emerged a very pretty girl. I couldn't believe it and she topped it off with pink lipstick. She did her makeup and was telling me that if they weren't in a hurry she would be more detailed in what she was doing so she could teach me how to do it on my own if need be. But that would have to wait. We walked out of our room and walked into mom's room. Dad was coming out of the bathroom and he came up and said, "You girls look great." With that he came up and kissed us both but he let his hands roam underneath my skirt as he fondled my butt thru the bikini bottoms. To which my mom saw and came up and playfully slapped his hand away. "Sorry honey but we got a busy day today and we don't have time for that now." "Ok, Honey" said my dad. "You girls have fun." He gave my butt a playful slap as we walked downstairs. Mom was wearing a pair of white Capri pants and a blue halter top. Her breasts were almost spilling out of her top. We went into the kitchen and we each had a bagel and some orange juice. We walked out to the garage and hopped into the Suburban. We took off but instead of heading to the mall as I expected my mom told me we were going to pick some people up. This worried me a little bit but I knew that as long as I was with my family it would be just fine. We pulled up to a house that I had been to before many times in the past. It was my Aunt's house. We went up to knock and my aunt Becky came to the door and she kissed us all. When she got to me she looked me up and down and said, "Wow you look great Emily. I can't believe how beautiful you turned out." She gave me a kiss and ushered us inside into the kitchen where I found my two cousins Samantha and Annie. They came up and greeted us all and when they came up to me they gave me a very happy and somewhat excited hug and said how pretty I looked. Aunt Becky said I should show off what I was wearing underneath the skirt and top. I looked at mom and she gave me a look like don't you dare disobey, but she said "We are all girls here honey, and we are all family." I unbuttoned my blouse and revealed my hot pink bikini top. I then wiggled out of my skirt and let it fall to the floor letting them see my bikini bottoms. I stood before them in my hot pink bikini and black high heel shoes. Aunt Becky then called for somebody by the name of Tiffany to come in and in came a girl in a red teddie with black lace around the edges. Though when she fully entered the kitchen I couldn't help but notice the bulge in the crotch area and when I gave her a closer look I could make out that is was actually my cousin Connor, a boy that was made to look like a girl just like me. Aunt Becky, then said, "Tiffany why don't you give Emily a kiss." She/he came up to me and kissed me and at first I was hesitant but I couldn't help it as he or she was so darn cute and I started kissing her like I wanted too and I let my hands come to rest on his butt. He did the same and Aunt Becky told Tiffany to show me her bedroom. She led me by the hand downstairs to what kind of looked like a dungeon. We walked by what looked like a pommel horse and a table with restraints on it and other devices that I could only speculate as to what they would be used for. Though as we moved toward the back, the room brightened up into what looked like a little girl's room. There were stuffed animals and a four post bed. There were unicorns and bears and pink striped walls with white furniture. It was a little girl's room but Connor, or Tiffany was 18. He led me to the bed and said "this is where I sleep and have fun sometimes." Aunt Becky then told us to get on the bed with on top of the other. Tiffany got on first but Becky told him lay along the short length of the bed and to have his butt hang just over the edge. I was told to get on top of him with my crotch in his face and for my head to be near his crotch. Tiffany took my cock out and started sucking it and my mom told me to return the favor which I did. I unbuttoned the bottom of his teddie and let his cock spring out and I sucked just as my sister had taught me too. We sucked each other's cocks for a while until I saw Samantha approach Tiffany's butt and my face and she was wearing a strap on dildo . I also felt the bead begin to shake a bit on the other end and I stopped sucking to look around and I saw Annie with a strap on too. I knew what was coming as I saw Samantha lube hers up and positioned it at Tiffany's ass hole. I also felt a pressure as if something was about to enter me. Only a second later I felt it push into my butt as I saw Sam push hers into Tiffany's butt. I moaned in pleasure as I continued to suck on her cock. We were in a 69 sucking each other off while get fucked by my cousins, her sisters. It didn't take long for me to cum but Tiff took a little longer but I swallowed every drop. Sam and Annie removed their cocks from our holes and took them off. All four of us got cleaned up and fixed our makeup. Aunt Becky said they were ready and we all hopped into our car and made our way to the mall. I and Tiff got the back seat where we were making out. My cousins and sister were in the third seat and each was playing with each other's pussies. We pulled into the mall and we quickly fixed up our makeup and headed in. Aunt Becky and my mom let us girls go off by ourselves and they gave us each a $150 dollar mall gift card and they went off by themselves. Samantha suggested we go to Victoria's Secret. We all went in and I felt a bit apprehensive till a sales rep came and asked, "miss is there anything I can help you find?" I was stunned as she didn't even register a look of discomfort at all. It was just a normal question she asked thousands of girls before and I was just another girl to be helped. I asked her where her teddies were and she showed me where I could find them. She also told me where the changing rooms were and then she smiled and said if I needed any help to just let her know. I looked to see Sam come over and tell me that that sales rep was a good friend of hers and she was bisexual and knew about Tiffany's secret as well. She told me to ask the Sales rep for help with the teddie that I had picked out. I hesitantly did and she took me into the changing rooms and told me to take off my clothes and to put the teddie on which I did. But when I stepped out of my panties and revealed my cock she gasped but she soon said, "Wow I didn't know Sam had another sissy friend." I told her I was her cousin and with that she unbuttoned her top and dropped her skirt, while I put on the teddie. She moved the front of the material out of the way to reveal my cock and she mounted me. We fucked and I came inside her just before she let out her own orgasm. She said she had to get back to work and "don't worry I am on the pill." I took off the teddie and put my bikini, skirt and top back on. I picked out a couple pairs of panties with their matching bras and a babydoll, along with the teddie and went to pay for them. Sam's friend was at the register and she gave me her employee discount which was nice of her. But on the receipt she put her phone number and name and said I should meet her boyfriend. She gave me wink as I left to join my entourage outside. They had their own bags and asked if I had fun in there. I told them all about it and Tiffany said, "Yeah you definitely got to meet her boyfriend as his cock is the biggest I have seen." We all giggled at that and made our way to the food court where we got something to drink. We sat at a table and talked. We noticed a few boys looking our way. One of them had the courage to come over and ask us how we are doing. He introduced himself as Jeremy and asked if he and his friend could join us. My sister spoke up and said sure come on over. They came over and the other two introduced themselves as Brad and Riley. We told them our names and we talked about what school we went too and what music we liked and where we liked to hang out.. But they soon asked about what we had in the bag. My sister piped up and said "Emily would be happy to show you. But you should know that she is actually a he." I couldn't believe my sister had said that and I thought I could get beat up or at least a scene would erupt. They looked at me again with stunned faces and Jeremy spoke up and said, "Ok, she was the reason I came over here so what the hell, I'm down with that." The other two said they were cool with that and they told us they had a room they were in town for the football game and that they had a room in the hotel just across the street. We called our mom and Becky and told them where we were going and they just said have fun but to all go with me just in case. We went over and I and my sister went into the bathroom as everyone waited in the room. I was going to pick out something from my bag, but my sister said she bought something for me and that I should wear this. It was a black lace halter top and matching bikini panties. I had a blond wig that was cut into a short but curly hair-do. I then ventured out into the room where the guys were already naked and sporting erections. I smiled and was told that to give them a lap dance. I had seen this before and I just did what I remembered. I ground my ass into the crotch; I shook my butt in their faces and humped their legs. I laid on the floor and spread my legs before them, kissed their chests, and played with their hair. Jeremy grabbed me and bent me over the couch. Sam spoke up and said that they had paid for the right each to get a blowjob and for each to get a crack at my ass. Jeremy pulled my panties down and roughly forced his cock in my ass. Brad got on the couch and stifled my moans by putting his cock to my mouth and I started sucking as he fucked my mouth as well. This was the first time I had been force fed a cock in my mouth. I was getting assaulted at both ends but after about six minutes they had me mount Brads cock with my back to him while Riley put his cock in my mouth and he too pumped himself into my mouth at will. I was slobbering and gagging and Ann said, "that's it you nasty slut you suck those cocks." I looked over at them and saw Sam and Annie in a 69 and my sister sucking Tiffany's cock while also fingering her own pussy. Brad came in my ass and he ordered me off him and Jeremy ordered me to the bedroom. He had me lay on my back on the bed and told Riley to throw my legs over his shoulder and to fuck my ass. He got in position and entered me while Jeremy mounted my face and fed me his cock with the same pace he had assaulted my ass. It didn't take long for Riley to deposit another load in my ass while Jeremy continued to assault my mouth. He pulled his cock out my mouth and got off the bed and went to sit in a chair in the bedroom. He had me follow him and get on my knees in front of him and to suck his cock that way. He told me to suck fast and get sloppy and I did so and he told me he was going to cum on my face. He had me back up just a bit and he pointed his cock at my face and had me jerk it to fruition. The first spurt landed on my forehead and got a bit in my hair. The second landed right along my nose and a third landed on my cheek and smaller fourth one landed on my lips. He had me clean his cock and Tiffany came over and licked my face clean and gave the boys a peek at his cock which he had left out after Kelly finished him off. Annie called Aunt Becky and mom and told them to pick them up at the front of the hotel. I took off the halter top and gathered up the panties from the living room floor and went into the bathroom with my sister who fixed my makeup and I put on my original clothes. We said goodbye to the boys and as we took the elevator down I could feel their cum leak into my bikini bottoms. I told the girls this and Sam produced a tampon saying that it would stop it from messing up my bottoms. She had me bend over and she slipped it in. We made our way outside and I could feel the tampon move in my ass. We hopped in and Mom told us that "we are now heading for a consultation with a plastic surgeon who has agreed to give Emily boobies." More too come. Closet Sissy Son Made Into Daughter Ch. 05 So we were off to the doctor's office or more specifically a plastic surgeon that my mom knew and had arranged for me to get some real tits. She told me this was just a meeting with the doc so that he could give me an examination and tell me all about the procedure. But before we could get there my mom pulled into a gas station where she took me into the single use ladies bathroom. Mom brought a bag with her and once inside she told me to take my clothes off. She began taking garments out of the bag and folding them over her arm as I stripped everything off as instructed. She produced some white satin panties with black trim around the edges and a matching bra which she told me to put on. I slid the panties up my legs and snapped the bra snaps together and turned it back around and put my arms through the straps. She then handed me a pair of skin tight jeans which gave my butt a lift. They took a while to get on as they were really tight. Up next came a black and silver sequin tank top. Mom said "when you get your new boobies this tank will look even better but for now I am going to fit you with these breast inserts for now." We took a quick glance in the mirror to make sure our makeup was in order and mom gave me a spank on the bottom and ushered me out and into the suburban. Everyone liked the way I looked and wanted to see what I was wearing underneath. I unbuttoned the jeans and pulled them down and took the tank off as they commented on my panties and bra. Kelly said that I was even cuter and started rubbing the front of my panties which caused my penis to pop up and press against the panties. Aunt Becky seeing me in the rear view mirror spoke up, "OK girls don't get Emily too excited as we don't want her making a mess in her new panties as she has to be presentable for the doctor." I pulled the jeans back up and the tank back down. My cock began to slowly go down but my excitement mixed with some anxiety still occupied my head and heart. But even then I still felt safe with my family around me and knew that I would be ok. Also my mom had been going on about how she and the doctor had dated in college and telling us that he was a still a good friend which calmed my feelings of anxiety. We pulled into the doctor's office parking lot and we all piled out and headed in. I and my mom went up to the check-in counter while the rest of the clan took a seat in the waiting room. The receptionist recognized my mom and said, "Well this must be Emily." I began to wonder and get a little worried about who all knew about me and how much did they know. My mom responded, "Yes this is her and she has an appointment with Dr. Moss." "Well we are all ready for her just let me call the nurse to lead you to his office." It wasn't too long after that a nurse came through one of the doors and ushered me and my mom into the back hallways. We went past a nurse's station and past a couple doors and took a left down another hallway where after just a couple more doors we arrived at Dr. Moss's door. The nurse knocked and said, "Dr. Moss, your patient Emily is here." "Come on in." The nurse opened the knob and told us to go in and Dr. Moss told us to take a seat as the nurse took a standing spot next to Dr. Moss facing us. Dr. Moss was sitting at his desk and asked, "How are you two ladies this afternoon." "Oh Robert we are just fine and how are you darling," said my mom. "Just fine and I must say Emily you look very beautiful, but we can make that figure you got look more like a women." I blushed as Dr. Moss looked me up and down. He began telling my mom and me about all the different sizes of boobs he could do and asked us which size we would prefer. Mom spoke up and said that a C-cup would be nice. Not to big but big enough to be noticed. With that Dr. Moss showed me some examples of his work on giving girls C-sized boobies. He then had the nurse come and take my measurements. After doing that she told me to undress as the doctor had to check my body out. I pulled the tank over my head and started peeling the jeans off. The Nurse told me I could leave my panties on but my bra had to go. Mom came up behind and unhooked it and I let it fall to the floor with my other clothes. Dr. Moss had me come around to his side and stand before him. He pinched my nipples and felt up my chest. He then told me to sit on his desk facing him in the chair. He commented again on how pretty I looked and he started rubbing the front of my panties. He pulled my dick out from my panties and he started licking it and kissing it and running his tongue along the underside. After a little bit of this he took my cock fully into his mouth and sucked it. I was surprised at this and was enjoying that this man decided to take care of me first. My mom and the nurse just watched. It wasn't long before I started telling him that I was cumming. He didn't let up and took my load into his mouth but he didn't swallow and came up to give me a kiss and we shared my cum. He put my softening cock back in my panties and helped me off his desk onto his lap. He then asked if I was surprised and I said I was. He went onto explain that he was bisexual and that he had performed a number of plastic surgeries on guys to add feminine features. He then told the nurse to come forward and she stood right in front of us. Dr. Moss ordered her to hike up her skirt and that was when I noticed a bulge in her light blue panties. She pulled them aside to reveal a short but pretty penis. I was surprised but also stated licking my lips and the doctor said that Sara, his nurse, had been a patient of his too. He went on to tell me that Sara would accompany me home and help me in my transition as the nurse slipped her cock back into her panties which made me pout a little. The doctor said that she and I should become good friends. He then pushed me off his lap and told me to get dressed and I could only regret that I wouldn't see the doctors cock but I felt that I wouldn't have to wait too long to restore the favor. Mom thanked the doctor and we all headed out to the waiting room where we joined up with the rest of our group and we all hopped into the suburban. It was now one seat shot so Sara had to sit on my lap. My cock sprang to life again as Sara's butt rubbed against my crotch to which see said "someone's getting excited and I am so flattered that I have aroused you so much." Everyone else smiled and continued talking about how cute Sara looked and how they looked forward to me having tits like hers. We drove like this for a while until we pulled into an adult store. My mom explained that we were here to get me job. To be continued...