A Daughter Has Her Way free porn video

A Daughter Has Her Way by: crossvestite Players: Amy-18 Steve-(Amy's daddy) 36 Andy-(Amy's twin brother) 18 Lucas-(Amy's boyfriend) 18 Cheryl-(Lucas's Sister) 15 Story synopsis: A young girl discovers that her daddy is a closet crossdresser. And along the way she discovers a lot about herself. She has plans for her daddy as well as her brother and boyfriend. Many adventures in store for everyone. --------------------- NOTE: This is a story I recently wrote in many short chapters (which have been deleted) that I've combined here. Easier to read this way and if there is enough interest I will continue it. It also has a new title. --------------------- Steve: It was late autumn and I was sitting at my desk in my home office working on project. I'm a communications consultant who contracts with several media companies. Widowed for 5 years and now a single father of 2 kids, twin boy & girl. They are seniors in high school and the sort of kids who never cause any problems and seem to have great futures. Raising them alone has been more sad then difficult. My wife & I had a great relationship and losing her was, and still is, hard to deal with but both the kids and I have moved on as best we can. I've not found anyone else that I'd even consider marrying or even dating because my late wife was my one and only love and I still feel that way. I suppose that could change but for now my kids and me getting on with our lives without her is what matters. Amy came in and said she needed to talk with me. "Daddy, my school is having a Womanless Beauty Pageant next spring and after a lot of coercing I've convinced Lucas to enter. There are several guys who are going to be in it and I just know with my help he will have a good chance of winning. He's not really gotten involved in much at school and this could be good for his ego if he can win. And it will be a really fun thing for us to do together." I wasn't shocked to hear this but was sort of surprised. Of course I knew all about how schools now often have these pageants for guys but never really gave it much thought. And now my daughter is telling me that she wants her boyfriend to enter and he even has agreed to do it. I like Lucas a lot because he has been so good to and for Amy. They have dated for about a year and I'm comfortable with the way he has always treated her. "OK, so that does sound like fun. But it must have been hard for him to agree to do it," I said with a chuckle. "But why are you telling me this especially since it isn't until next spring?" "Daddy I'm telling you because I need your help. I want Lucas to be very focused on this and I figure by starting out right away I can get him to really feel the part. You know, not just be a silly looking guy dressed up like a girl for a lark, but a guy who can truly feel what it's like to be a girl. Not just the clothes but the emotions and feelings that a real girl has. And I want to start now to give him a few months to appreciate and accept what his role will be. That it's not just a dress- up thing. So he will be the best and will for sure be able to win." I wasn't sure what she meant by all of this. Seemed a litle over the top for a contest that doesn't involve anything other than guys dressing up like girls to win a prize. Lucas is quite slim and has a cute guy face, so it was totally possible that he could pass for a girl with the right makeup & clothes and have a good shot at winning the pageant. But what was she talking about with the emotions and feelings thing. That didn't make sense. "Honey, I can understand why you want him to win but why do you need this much time to prepare him? Looks like this could be pulled off with just a few days of practice. And what do you think I can do to help? You said you need my help." "Daddy I do have my reasons. And I know over time you will understand what it is I have in store for him. And, yes, you will be a big help with his transformation." Transformation? This was getting more and more confusing and it almost seemed like she was going way overboard for a contest. But she said Lucas agreed to do it. I wondered if he knew the extent of her plans. And what exactly were her plans? "Here are some photos so you can see that I've already started working with him. And you will see that I'm very serious about this." She handed me a photo that showed Lucas nude except he was wearing his briefs. Then she handed me a second one that showed him again, but totally nude and completely hairless from the neck down. Even his pubic hairs were gone. Looked like a new born baby except that he is a teenager. "See Daddy, getting rid of all his body hair was a good first step and I'm going to keep him that way." I was shocked and had to compose myself for a miniute. "My God Amy, I can't believe you are showing me photos of him naked. Does he have any idea you are telling me all of this? And how did you get him to agree to this? You weren't kidding when you said you wanted to start now with him. Jeez!" "Well he was reluctant until I told him there would be a lot of fringe benefits for him, if you get my drift. Plus he loves me and trusts me and has always been sort of accomodating to my needs. No he doesn't know I'm telling you this...at least not yet. But look at him closely. The perfect candidate to be turned into a part-time girl! He is so skinny and has virtually no muscles which will make it easier. But it's going to take a lot of work and conditioning. And that's why I need your help." My mouth was hanging open as I listened to this. Lucas seemed to be some kind of boy toy for her. Like a living doll she was playing with and wanting to mould into some kind of pseudo-girl. This was really difficult for me to digest. "Honey I hardly know what to say. First you tell me that he is going to enter a contest and then you go on by saying you want him to be beyond perfection for it. I don't get it. And why do you keep saying you need my help? I think this should be something that is private between the two of you. I know too much already." Then she looked me straight in the eyes and handed me another photo. "I think you'll find this one very informative Daddy." This one showed Lucas still naked except for the pair of panties he now was wearing. Pink panties that were very silky with lace at the top and around the legholes. And it was apparent the panties were having an effect on him as his erect cock was tenting them out. Then she handed me yet another photo which was a close-up shot of just his torso. I now could clearly see a slimy wet spot where he was obviously drooling pre-cum and it was leaking through the material of the opanties. Then I gasped as I suddenly realized these were panties I'd seen before. "This was the first time I put him in panties Daddy and you can see the effect they had on him. He'll be wearing panties most of the time from now on." Amy saw the look on my face and said, "Yeah Daddy, do you recognize those panties? Those are YOUR panties he's wearing. Panties I'll bet you've worn many times. They sure do turn him on as you can see. He is definitely a panty-boy and is going to be so much more. And, yeah, I know all about you and your not-so secret hobby. Ah, don't be embarrassed Daddy. We are going to have so much fun. I know all about the panty-boys and ladyboys photos and videos you look at on the internet. And I'm gonna be taking a lot of photos and videos that you can watch of Lucas as he becomes one of your favorites! Now maybe you can see what I meant about you helping out. You are going to love helping me feminize my boyfriend. And this is just the beginning." I was just sitting there not knowing how to deal with what Amy had just told me. Lucas entering a womanless pageant was no big deal to hear about. But now having Amy tell me that she knows about my crossdressing and even knows about my other interests related to it left me totally speechless. My mind was racing and numb at the same time. A secret I had tried so hard to keep private no longer was. And my very own teenaged daughter knowing about it was so embarrassing for me. I was stunned to say the least. I just sat there like a little kid who got caught doing something naughty but not able to deal with it like a little kid would have. "Daddy please don't be mad or embarrassed. Like I told you, it's OK and I have no problem with it. But I am sorry to spring it on you like this. And I wouldn't have ever said anything if I didn't need your help with Lucas." I finally was able to speak. "Honey I never wanted you to ever know this about me. It is a private matter and I've always tried to keep it that way. I don't quite know how to feel right now because this is so sudden and unexpected. How on earth did you find out?" "Well, OK daddy I'll tell you everything. And please believe me when I say it was just an accident, but I still probably shouldn't have gone as far as I did. But I did and now you know. I'm sure you remember when you got your new laptop computer a few months ago. It all started because you obviously forgot to set the privacy and sharing settings when you first hooked your laptop to our home network. One day I signed on to my laptop and immediately saw a notification that a new device had been connected to the network. I'd never seen that before and just clicked on that notification and it immediately connected me to your new laptop. I didn't even think to tell you and just let it go." "But I did get curious and don't have a good explanation as to why but I just let it get out of hand and couldn't seem to stop. So one day I again clicked on that icon and it took me to your laptop just like the first time. I had no idea that allowing sharing would let a device be accessed like that. It was as if I was a user for your laptop and I could see everything in your documents, pictures, videos files and even had access your browser and see your bookmarks and saved pages..... everything. So that's how I know about your hobby or whatever you call it. I was surprised and knew I was invading your privacy but I just couldn't stop myself. I'm sorry daddy but it is what it is." As she was telling me this I realized it was my own fault. How could I have been so stupid to not set-up my new laptop properly? I consider myself an expert with computers and networks because I have done much of my business online as well as personal stuff. Sure, Amy shouldn't have done what she did but she's a teenager and curious and I'm sure had no idea what she was getting into. I tried to put myself in her place and probably would have done the same. Not meaning any harm but just being curious. And that curiosity led to this. "Honey I am embarrassed and feel uncomfortable having this conversation with you. Like you said, it is a totally private thing for me and I want to keep it that way. At least as much as I now can. I'm sure you can understand why I feel this way. I can't undo the fact that you know but I need for this to be just my secret life. I regret that you had to find out this way or even at all and it really was mostly my fault. It must have been a shock for you to see files that are extremely revealing about a side of me that you had no idea about." "Daddy I'm no prude or a goodie-two-shoes. I knew about these things but just didn't know you were involved in them. You're right that this is your private hobby and I respect that. But I'm also interested and now involved...well at least knowing about it. I would never get like 'involved involved' with you so don't worry about that. You are alone since mom died and maybe you did this even when she was alive but you probably need it more now. Being alone and needing to...well...er.... satisfy yourself alone I'm sure has a lot to do with it. Seems you are a crossdresser who likes watching videos of other crossdressers and ladyboys and even like reading stories about it. And I see that you've even written a few stories yourself that are quite interesting, to say the least. So I do know almost everything." Oh my god she did know everything. Because everything is on my laptop. Of course I can reset my privacy settings now but the cat is already out of the bag. I only can prevent her from seeing more from now on. But it seems she wants to talk more now about this. Plus I'm still curious why she keeps saying she needs my help with Lucas. I'm really in a bind at this point. She's still sitting here with me and all I can do is see what comes next. I'm totally at her mercy for now. "Oh, daddy I forgot to tell you that I've even talked Andy into entering the pageant. Can you believe that? You know how ultra competitive he is with everything. Well, I was telling him about how Lucas is going to enter and he started laughing and saying things like, 'wow that boyfriend of yours sure knows how to do your bidding doesn't he.' And he just kept on saying things like that. So I told him that Lucas was being really cool and knew his manhood wouldn't be damaged by it. And that I was sure he would win with my help. And then I told Andy that Lucas was more manly by doing this than he was. Because he would be too shy and scared to do it and even if he did he would have no chance at winning." "Then Andy said he wasn't scared to do it but that it was just such a sissy thing for any guy to do. So I said 'well I think you are the sissy since you seem to be afraid it would make you feel less of a guy. Lucas is more of a guy than you because he just sees it as something fun to do and he knows I will be proud of him.' That sure shut him up and I just walked away." "But a couple of days later he told me he was going to enter just to show me that he could easily beat that skinny little runt boyfriend of mine. And that he could do it on his own without my help. Like it would be so easy to just dress up like a girl and all. So I said 'what about feeling like a sissy. I thought you were scared.' He said the sissy was going to be Lucas when he lost. I told him good luck if he thought he could do it on his own. That he would probably be begging me to help transform him from a studly guy to a prissy girly girl. He just laughed." This was getting more and more interesting. First Lucas and now Andy. It really was hard to picture Andy doing this. Lucas was not so surprising because of his gentle nature but Andy was much more assertive and outgoing. I think Amy just knew how to push his buttons and sure did it this time. I was still uncomfortable with the conversation but knew I had to just try to keep up. "Well it seems you really know what you are doing and are getting what you want from the two of them. But I'm amazed you were able to talk Andy into entering the pageant. Picturing him wearing a dress is hard enough but with makeup, wig and heels almost seems an impossible task. But more power to him if he does it. I still have doubts that he will be able to carry it off when the time comes. At least he has a few months to think about it unlike Lucas who is being led into it early by you." "Daddy do you think it's possible that crossdressing is hereditary? I mean I'm not saying Andy is a crossdresser just because of the pageant but since you are one is it possible that whatever it is that causes you to do it could maybe have an effect on him too? Remember when we were little and he and I used to play dress up since we were twins and I had fun doing that with him? He seemed to have fun and just went along with it. I never really thought about it before but now that I found out about you it makes me wonder. Maybe he is a secret crossdresser too? Like father like son? And it just seems like it was almost too easy to get him to agree to enter the pageant. He could have just said no way. But he decided to do it all by himself. Yeah, I did sort of try to trick him into doing it, but still, he usually doesn't pay that much attention to what I say. Really makes me wonder." "Sweetie I've never read anything that would indicate that what I do would be passed on to a child. With me it seemed to be a part of my personality and I can't explain the why or how it happened. I wasn't forced to do it and have often wondered why myself. And I don't want to get into it with you because like I said this is very private. What Andy is doing is most likely his way of showing you that he's not afraid to do something that is outrageous for him but a challenge. You know how he loves most any challenge that comes along. And he sees this as a major accomplishment if he can pull it off is all. So we'll see how this all turns out and I hope all of you will have fun with it." I was hoping this conversation was over now. What more could she want from me anyway? "Daddy I do know everything about your hobby but still have a lot of questions. I said I'll never get like involved with you...like anything..er..sexual I mean. That is your business and should be private for you. But I need to know a lot more about certain things. Like the stories you've written and the things you write about. I can understand why you like to watch videos and look at photos and even read stories. But the ones you've written yourself are really intense. They seem to tell a lot of what you think about and maybe even secret desires you may have. Your writing style is excellent but the subject matter is confusing to me. Tell me about your pen name...crossvestite. Why did you choose that?" Now I was really getting nervous. Her finding my stories is probably the worst thing that could happen. Not only because of the erotic nature of them but the story lines themselves. I felt like I was in a twilight zone or was just having a bad dream that I'd soon wake up from. But no. This was really happening. My teen daughter confronting me with all of this knowledge. "Amy please stop. Just let it go. I can't keep discussing these private matters with you. This has got to come to an end and what I do alone is my life and not yours. I'm your father and this is not going any further. The womanless pageant is one thing and not a problem, but my private life is mine and mine alone. You knowing about it is bad enough and I'm really sorry and regret that you had to find out. But you need to keep it to yourself and I don't want any more discussion with you about it." "Daddy I'll be right back. And when I come back I want an answer to that question. Why crossvestite? And you still have a lot to answer for. This is now between you and me. Not just you. And I promise it will never go any further than between us. OK? But I will get the help I need from you and you need to accept that." And she turned and left the room. My mouth was hanging open and I couldn't believe what she had just told me. I had to get control of this somehow but it seemed she had all the control now. I was at a loss as to what to do. But one thing I did do was sit at my computer and went to the privacy settings to change them. If I had done this a few months ago I wouldn't be in this fix now. Too little too late. Amy returned in about 15 minutes and had changed clothes and was also carrying a small sack. When I saw what she was wearing I'm sure I gasped out loud. She was dressed in pink shorts, a white tee that said 'I'M IN CHARGE' and pink flip-flops. Her toenails were painted a flame red color which really set them off. She sat down next to me, kicked her flip- flops off and plopped her bare feet up on my desk at eye level. "You like this outfit daddy? You should because it's exactly like what your teen daughter 'Suzy' was wearing in one of your most fascinating stories. Interesting that Suzy is the same exact age as I am. Quite a coincidence, huh? Oh, I see where you're looking daddy. Are my feet as pretty as Suzy's? Now....let's have a long talk about stories. Especially the one with Suzy. OK?" There was no way I was going to discuss my stories with Amy. But I needed a way to try to get her off the subject. This was getting out of hand and the way she was conducting herself in front of me was also quite a shock. She knew way too much about my feelings and was starting to use her new found power over me. But I had to somehow stop this conversation before it got out of hand. She was really asserting herself by placing her bare feet right in front of me. She seemed to know how to tease me and it was starting to work which is why I had to get out of this immediate situation. I had to convince her that I was not turned on to things like this even though, in truth, I was. And having to quickly figure out how to handle this immediately while I was still in shock from her finding out was making things even harder. "Amy, the things I write in my stories are all just fiction and subjects that I know will be very well accepted at the web sites I post them on. I know this from reading others stories and what kind of story lines are the most popular. They have nothing to do with my feelings or any fantasies I may have. The one you are talking about is one of the most erotic ones I've ever written but no way whatsoever reflect anything that I think about or have any urge to do. Fiction is just that....fiction and not real or reality. I am a good writer and have a real talent for this kind of thing even though it is porn. I'm not necessarily proud of what I write but am proud that I write stories that others enjoy. There are lots of guys out there who get their jollies and stimulation from my stories and I'm glad I can make them happy. But it has nothing to do with me. Nothing! So that's all there is to it. And you must stop this right now." I could tell she was skeptical by the look on her face. And she just rolled her eyes and at the same time kept wriggling her toes. My lying to her was easy, but the reality of what she was doing was starting to get to me. But I tried to keep my composure. I couldn't let her get to me to where she might find out the truth. Of course I did have major fantasies of everything I write but never ever wanted any of it to actually happen for real. She is my daughter and that's the only way I thought of her. My stories about daughters and daddies were just a way to play out my thoughts by writing about them. And it was exciting and stimulating to do it. But only on paper and in my mind. "Well daddy, I hear what you're saying and I'm sure you wish you weren't sitting here with me and having to explain things that are really embarrassing for you to talk about with me. But, again, I know the truth and I know almost everything about you. And you DO have these fantasies and you DO get excited by writing stories and putting yourself in them. I know you've probably never thought about me being involved. And it shouldn't have happened but now it has. And I got interested and was fascinated to learn this about you. So that's why I'm being honest with you. And I need you to be honest with me. But you aren't." "You are on a lot of ladyboy and crossdresser websites where I've seen the stuff you watch and things you do on them. But I found a very interesting one called ashemaletube.com. And that's where I learned the most about you. Not just from the ladyboy and crossdresser videos you save in your favorites there but especially of videos you've posted of yourself as well a photos. Some really sexy ones in lingerie that are pretty hot, but also some that are just nice and even cute. I love your Japanese school girl outfit. And your frilly almost sissy outfits. Seems you love being a sissy girl as well as a sexy woman. I like all of your stuff." "But the best thing about that website is that you can make friends there. You have lots of friends there but they all mostly just comment on your photos and videos or post comments to your profile feed. Most don't actually send you messages to where you can really get to know them. But you have one really good friend on there who you write to often and have for a few weeks. And have developed a close relationship with someone you can tell all of your secrets and fantasies to without worry. It must be nice to be able to chat with a real person who likes what you say and wants to know all about you. That friends name is AmyGoodGirl and you were so surprised when you first got a message from her. First because you had never received messages from anyone who was serious about friendship. And secondly because you found out it was a real girl who actually loved crossdressers and saw your profile and decided to write. And she is very young at 18 years old." "The first thing you wrote back to her was that you had a daughter named Amy and found it interesting that she had the same name. And she started asking a lot of questions about your life as a crossdresser and your family and everything. And you really opened up about your feelings, fantasies and turn-ons. You got to be really good friends with her and she learned a lot about you. Especially about your fantasies and secret desires. She could tell that she was making you happy with all those back and forth messages. At times she even did roleplaying with you as if she were your daughter Amy. Very revealing messages that you knew were safe on that website but also exciting because you were writing to a real yong girl who was interested in you and even stimulated you at times. And she, or should I say I, was finding out everything I wanted to know about you. Daddy, I have an account there....and AmyGoodGirl is ME!" Amy: I watched daddy's reaction to the bombshell that I'd just dropped on him. The look on his face was hard to describe. Sort of like a kid who got caught by his mom with his hand in the cookie jar, only this wasn't a kid. It was a father who had been caught by his teenaged daughter with more than just his hand caught in a huge trap. I did feel sorry for him but there was no way to undo what had been done.....what I had done to him. But I wasn't sorry for doing it. I didn't even try to rationalize why I went so far with this because it was fascinating and, yes, even exciting for me. I love my dad and am not wanting to hurt him with this but I'm sure I have. I just need to assure him that I really do like all of this and I am going to make him happy in whatever way I can. He says he wants it kept private but I know better than that. For several weeks he's been pouring out his desires and fantasies to me online without knowing it was me. It was so easy.....almost too easy. He needs someone to be a part of this private hobby of his and that someone is going to be me. And I'm going to do my best to make his dreams come true. "Daddy please just listen to me and not say anything. You may as well get used to this. I do apologize for intruding on your life this way. By accessing your laptop without your knowledge and especially about becoming friends with you on ashemaletube.com when you had no idea it was me. But I got you to open up about your feelings and your fantasies. And I can and will make your dreams come true as best I can. This obviously is a huge part of your life and you should make the most of it. Even if it is with me." "You are my father and I respect that even though you probably don't believe me right now. But you will as we move forward. In our everyday life things will be as they should be. Nothing has changed about that so please don't think I'm going to interfere with us being a happy family. You are still head of the house. It's just your hobby that is now OUR hobby that will be fun and exciting for both of us. Especially since I'm involved. Look at my shirt daddy. It says 'I'm In Charge'. At least that's my take on this. I'll give you the final say in a few minutes. And if you say no....then that will be the end and I'll leave you and your hobby alone. I promise." "Plus you really will be a big help as I learn more about how to transform boys into girls, meaning Lucas and Andy. This with them isn't just some silly game I'm playing. They are going to not only enter the womanless pageant next spring but they will learn that looking and acting like a girl is much more than just playing dress up. Lucas will be easy but Andy will take a lot of work. And doing this to them is also part of your fantasies that you shared with me. Remember that?Won't you have fun watching it happen?" I could tell daddy was listening but still very uncomfortable. Since I now knew of one of his major fetishes I decided to put it to use. It was time to bring this discussion to a head and find out if he would go along with it or not. It was his decision now but I was going to make sure I did all I could to make him think about it seriously. And not just be embarrassed or afraid. I do have pretty feet and toes and had painted them a bright red color right before coming into his office today. I did it just as he described in his story that was called 'I'm In Charge'. It's also why I wore the same outfit that the 'daughter' wore in that story. He does write what he himself likes that's for sure. AmyGoodGirl found that out. He was sitting away from his computer and facing me while I was sitting in a chair next to him. I had kicked off my sandals and put my feet up on his desk while I was talking to him. He was checking them out once in awhile but trying to not be too obvious about it. So I swung both feet over to where he was sitting and placed them in his lap. I knew it was a chance I was taking not knowing what he might do but it was my opportunity to either seal this deal or walk away. I felt I had the advantage since I did know the truth about him. But, still, his reaction to the reality of it could be quite different. I just needed to know now while I was here with him in this awkward situation if we could move on from here. It was time to find out. Now or never. I bent my feet forward and curled my toes in his lap. He jumped a little and just looked down at my feet. I thought he was going to say something but he didn't. It was like he was frozen on the spot. I moved my toes a little and felt his hard cock under them. This was weird for me too because what daughter wants to feel her daddy's cock under her toes? Well.....that's exactly what this teen daughter was hoping for. It wasn't so much sexual as it was revealing. I really had no intention of ever doing anything overtly sexual with him but this reaction was a surprise to me as well as to him I'm sure. It was more of a feeling of power for me but I must admit it did give me quite a tingle. And I knew it was time to bring this to a conclusion before he had a heart attack. "OK daddy. You now know what I needed to talk to you about today. I know it's been a long afternoon but it's time for you to decide if it's you.....or US. Look at me. Look at my outfit. Think of everything you've heard. And try not to think about my pretty feet and toes." With that I started grinding my toes in his lap again. I could almost feel his cock twitch through his pants under my toes. I should have, but somehow didn't realize what I was truly doing to him. I thought just about my feet and not his senses being totally overwhelmed. "Tell me now daddy. Do you want me in charge or not?" He let out a gasp and I felt him pulse a few times and a thick wet discharge suddenly started soaking through his pants and in between my toes. He said, "Oh My God....Amy.......Amy.......YOU are in charge. YEEEEESSSSS!" I was the one frozen then. It was not my intention to make him orgasm. I only wanted to tease him as best I could to see how he really felt. I felt guilty and excited at the same time. He looked at me and saw my confusion and said as calm as he could after what I had just done to him. "Honey, it's OK. Well, not sure this was OK but it happened. You've made me realize that I do need someone to know about this. But please, no more discussions, no more online chatting and no more invading my privacy. Let's move on with the US part of this and figure out how to do it to both of our advantages." I was shocked that he was able to even speak after that. I couldn't say anything so I just nodded. I had to get back to my room and fast. So I quickly slipped my cum coated feet back into my sandals and ran out. Down the hall and into my room. I plopped on my bed and pulled my shorts and panties down to where I could start rubbing my fingers along my now hugely bloated and soaked clit. It only took about 30 seconds before I felt a strong earth shattering orgasm hit me. And as it did I was looking at my pretty feet and toes, now streaked with huge globs of daddy's cum, and my hips lurched one last time. I thought I would faint. When I finally calmed down I realized I'd just had the strongest orgasm of my young life. But it wasn't just about sexual relief. Well....ummmm....sure it was! Who was I kidding? But, more importantly, it was about a new closeness I now had with daddy. A closeness that I hoped I could control from then on. That I HAD to control from then on. This today just happened in a way it probably shouldn't have. But it did. Now daddy and I move on with our mutual acceptance of OUR hobby. And like he said....figure out how to do it to both of our advantages. Hmmm Wonder what he meant by that? To both of our advantages? Both? This is what I was hoping for wasn't it? I mean....I wanted to be part of daddy's secret hobby. Right? Wow, there is so much more yet to come I'm sure. Or is that yet to CUM???? haha Just kidding! Just a little humor there to ease the tension. I think so anyway. I better be kidding! I must have either dozed off for a few minutes or passed out from the intense orgasm I had. But I quickly regained my senses and realized that I must have completely kicked off my shorts and panties and I felt a wetness spread out along my crotch. It took me a moment to fully comprehend what had happened as I slowly woke up. But when I did I saw that I had laid down on my bed with my legs propped up on the headboard, and remembered I did that while I was masturbating. Daddy's cum had trickled down from my feet and toes, and along the insides of both of my legs and pooled in the crack of my pussy while I was out cold. I could see the wet streaks it left as it ran past my ankles, down my calves, past my knees, down the sides of my thighs and then settling in my crotch. I guess this is what is meant by a 'snail trail.' I had heard that term but not sure they were usually this long. Plus I also had two trails. haha I'd never been exposed to or looked closely at semen before, yet here it was right in front of me...or should I say on me. I'd not done anything sexual with Lucas and if and when I did it would be at my direction. Heck, I'm a barely eighteen year old virgin and still have an intact cherry. And that barrier is going to stay intact until I know it's the right time with the right person. And for now I am the only person who even gets close to it! It's going to be a long time before my cherry gets plucked. I may be inexperienced with sex but I was going to be in complete control when it did happen. But this was certainly different and I was exploring a whole new world because of what had happened only an hour or so ago. I felt both excited and revolted knowing that this was my very own daddy's semen that I had coaxed out of him with my feet. I didn't mean for it to happen...it just did. I was only wanting to tease him with my feet but when I curled my toes they must have hooked on the waistband of his pants and tugged them down a little. I just remember feeling and then seeing the head of his cock suddenly appear as my toes rubbed it and it started spurting like crazy all over the top of my toes and feet. And it was so thick it just stuck where it landed in big gobs. My feet were covered with his hot jism. I found myself getting turned on again as much as I didn't want to. Or did I? I saw that the cum had mostly become a thin watery looking mess with just a few tiny streaks of creamy looking splotches in it. Guess that's why it so easily slid down my legs. I kept my legs up but lifted my torso so I could look at it better, and when I did my legs spread wide apart and most of that watery goo soaked into my now exposed and wide open pussy. I wasn't expecting that and it felt a little cold but very erotic as I watched it disappear inside of me. And it was an odd feeling as it slowly slid way down inside of some dark unexplored part of me. It gave me shivers and my clit started reacting to the stimulus of it. Not sure why but I had an urge to taste it so I brought my fingers to my gaping hole and scooped up the little bit that remained. It smelled sort of cloroxy but not really bad. I sucked my dripping fingers into my mouth and slurped it off. It reminded me a little of the time I ate oysters on the half shell. Sort of icky but also tasty. As I swallowed it I noticed that my clitty was engorged and begging me to rub it. I really needed to masturbate again so I did a quickie as my fingers rubbed against my now sticky semen covered clit. OMG it was another good one and as I orgasmed I could feel my pussy gulping down more of that sticky mess. Whew! What a rush. I felt like I was having an out-of-body experience. After my orgasm I felt a little guilty. But just a little. All in all it was fantastic! As I laid there I thought about what happened. This was totally wrong except I did get daddy to admit that he does want me involved and agreed that I'll be in charge. But the sex stuff is completely wrong and I am not sexually attracted to daddy. Period. I do not want to have sex with him and will not. Today was just a part of my conditioning and controlling him and it got out of hand. No more! Probably a lot more teasing but I can't let it get out of control like that. I needed to get up and clean myself off. First I put my panties back on really tight so I wouldn't drip cum on my carpet and went into my bathroom and wiped the slime off my legs. Then I washed my face and put fresh makeup on. But the whole time I could feel daddy's cum inside of me, my panties holding it in. This was definitely a first for me. Brand new sensations for my innocent young body. It was a new experience that's for sure. But I like learning new things. haha I put on my clothes and noticed my sandals had cum on them too so I carefully washed them. Put them back on and headed back to daddy's office. I still had some unfinished business with him. And I remembered I'd left my little sack of goodies in his office. He certainly still had some surprises in store for him. But at least I now had the upper hand with him and was looking forward to continuing my adventure. As I approached his door I wondered what he had been doing since I left and what thoughts must be running through his head. I laughed to myself as I had a silly thought. I was also wondering what he would think if he knew his daughter's pussy was loaded with his cum. haha Jeez, I am like totally crazy. "Daddy I'm back." He was still sitting at his desk and looked up at me. He had changed his clothes, thank god. I really didn't want to have to face that again. "Sorry I had to run out but there were...er some things I needed to do. And I'm sure you did too." Then I quickly asked him the big question.... "Daddy...who is in charge now?" "Amy you are in charge. You know everything so there's not much more for me to say. This is how it's going to be and I know that. But we have to move on and you need to stop all this sneaking around. You don't have to do that anymore. Everything is out in the open now. Let's keep it that way. OK?" "OK daddy, but there is still one major thing that's not exactly out in the open. But it will be in a few minutes and I'll tell you after I show you what I brought. But first, I have some goodies for you." With that I picked up the bag and started pulling out items from it. "These are my panties daddy. I've got oodles of them and I'm going to share them with you. Starting tomorrow when you get dressed you will wear panties and only my panties every day. Only panties I give you. And you will wear them all the time and I'll be checking to make sure you do, although I'm sure I really won't need to do that. Just think....you will be wearing panties I've worn and you'll do it because you want to and it will excite you. Just imagine how these will feel against you all day long. And you will look so cute in them." And I placed a big pile of my silky bikini panties on his desk. "I also brought you these." And I pulled out a few of my old very cute little bras. "This one was my first training bra when I was about 11 years old. Mom took me to buy this not long before she died. I still remember the first time I put it on. I was so proud and really curious what it would be like growing boobs. And this next one was my first AAA cup bra when I barely started to bud a few months later. You took me to buy it. I wonder if you were jealous then? If I'd known about you then we would have gotten you one too for sure! I needed it because my tender bloated nipples needed just a bit of protection and support. I remember how sore they were as they were growing. Have you ever wondered what it would be like to have tender bloated nipples daddy? Do you ever think of that when you dress in your little girl outfits wishing you had tiny titties? And now here is my first AA cup bra. I was 12 when I got it I think. My boobs were still little but growing into small mounds with really pointy nipples. Sort of like inverted tiny ice cream cones with a cherry nipple on top." "These bras are now yours daddy. And, no, you don't have to wear them all the time like you do my panties. Not when you're outside, well at least not until you need them. But you will wear them in the house all the time under your clothes. It's about time you got used to wearing bras all the time like a good little girl. Won't that be fun since up until now you could only wear your sexy bras alone and in private? Now you get to grow into mine just like I did when I was growing up...and out." "Amy I can't wear bras in the house all the time. They would show under some of my shirts and Andy would see or even Lucas when he comes over. It's not that I don't want to but how would I hide them?" "Daddy it's almost winter now so you can wear sweatshirts if you feel scared. They shouldn't show much under a shirt like that. Besides, starting now you're going to be wearing just my old training bra and it is flat in the front. It's appropriate because you are sort of in training now. You don't need the AAA cup one...yet. I'm going to teach you so much about how to be a sweet little girl and help you grow up into a fine big girl and grow into bigger bras. Now let's get started. Take off your shirt so I can slip this sweet little bra on you. Nice that you are slim so it should fit you even if it is a little tight. I'm so happy to be the one fitting my little girl daddy for his/her first training bra." "And don't worry about Andy or Lucas. They will soon be in a training program just like you. Lucas has already started as you saw in the photo. And he is really eager to please me. I still need a plan for Andy but he is going to get trained too. Only it will take more time with him. But he soon will realize that something is happening and when the time is right I'll be there for him. You WILL wear my bras and that's all there is to it. Got it?" "Now just for talking back to me you need a reminder that what I say is how it will be. So get down on your hands and knees and crawl over to me. My toes are in need of a good sucking. I should have made you clean your icky goo off of them earlier and if that naughty thing ever happens again you will. Now slip my sandals off and start sucking like a good little girl. Little girls need to learn how to suck and toes are good practice for sucking on other things. Ummmm....good girl." I was so excited to be fitting daddy with my old training bra. He had taken off his shirt and I was happy to see he was clean shaven. In fact I already knew he was clean shaven all over. I stared at his flat chest and his flat pink nipples and tried to imagine him sprouting little girly breast buds. And he was going to and is why I also showed him the slightly bigger bras. His adventure in girl puberty was about to begin. "Wow daddy....you look so cute and natural wearing my old training bra. And it fits pretty good too. You should wash it every night when you take it off and let it hang dry over the shower rod. Then you can wear it clean every day. You need to get used to wearing it and that's why it's called a training bra. It's for daughters who want to train their sissy daddy and you are now in training mode daddy. You are officially entering little girl puberty." Then I pulled out a piece of paper from the bag and showed it to him. It was a printout of a message he had sent me online when he thought he was talking to a stranger. I had asked him what his ultimate fantasy was. A fantasy that if it could come true would be his most wanted. I had been roleplaying as his daughter and was really getting him to open up to me. "Daddy please read outloud what this says." He read it to himself first and hesitated. "Amy please don't bring up things like this. This was roleplaying and we should just move forward from it. I didn't know it was you and was just playing along with what you were saying online. That's all it was." I quickly pulled hard on his bra strap and then let it snap back. "Listen sissy, you WILL do as I say or you're going to be very sorry. You agreed that I'm in charge and you will stop sassing me. Do you understand? DO YOU? Now...read it!" Wow, the feeling of power I had was amazing. I did feel bad for him as he tried to adjust to this new situation. But I also knew deep inside he was loving it. Craving it. And I also knew it was turning him on. He had no secrets from me. He was a weak pathetic snivelling sissy who wanted to be dominated by his daughter. And he was helpless when I was with him. He started reading. "It says....Hi AmyGoodGirl. I've been eagerly awaiting your next message. I did as you said and snuck in to Amy's bedroom and took a pair of her panties from her laundry hamper. I dressed in my Barbie nightie, cute ruffly socks and Mary Jane shoes and masturbated while I was sniffing the crotch of her panties. OMG I was in heaven pretending she was with me and watching me doing my sissy jerking. When I came I held the panties over my clitty-cock and soaked them. It was a tremendous ejaculation. Then I stuffed the panties in my mouth and sucked out all of my cum knowing I was also sucking down whatever dried juices Amy deposited in them. Aren't you proud of me for doing as you asked? I always will. I promise." "To answer your question, I have always dreamed and wished that Amy would take control of me and make me into whatever kind of sissy girl she wants. I'd do anything to have that happen. She has such pretty feet and toes I'd spend hours licking and sucking on them. She could humiliate me in any way she wanted. I'd want her to force me to dress as a girl and personally pick out clothes for me. I'd be her baby doll or her little sister or even her little baby girl if that's what she wanted. She could powder and diaper me. Or she could dress me in sexy lingerie. Corsets and bras and nylons and garter belts and sexy panties and heels. I'd be her sex toy to use as she pleased. I'd do and be anything she wanted me to be." "But my ultimate wish would be for her to feed me female hormones so I could grow breasts and have soft skin and she would be there as I developed. She could even castrate me if she wanted to. The ultimate demonstration of her control and dominance over me would be to take my balls. Oh my.....I'm jerking off now as I write this. I'm cumming..... I'm cumming. Please....castrate me!! Looking forward to your response. I am being as honest as I can with your questions. So ask what you want. If only you were my daughter Amy!!!! Love you so much! Huggies. xoxoxoxoxoxo Crossvestite." He was almost crying as he read this. It had to be so humiliating for him to say words he'd written. There was no way he could deny that those were his words. I literally had him by the balls. "You were so obedient to me online, doing everything I told you to do and then telling me about it. Sneaking my used panties. Really daddy? How pathetic! Sniffing my panties so you could pretend I was there. Like you think you could ever sniff my pussy for real? Yeah right. NOT! And you really do get off by eating your cum don't you. That's good because you are to always eat your cum every time you jerk off from now on. Every drop! Get used to it because some day that may not be the only cum you swallow." So it was time for me to take the remaining items from the bag. As I pulled them out he just froze. It was as if I had pulled out a stick of dynamite. "You are going to get your ultimate wish sissy. And you get to choose how that wish gets fulfilled. This device is called a bander....or an elastrator. I'm sure you've heard of it. It's used to emasculate bulls and stallions....or sissy daddys. Turns them into geldings and eunichs." "This tiny little green rubber band hooks around the 4 rods and then the bander is squeezed open...like this. It opens that little band really wide. The gelding-to-be's testicles are pushed through that stretched green band and then pulled as far away from the device as possible. Then.....SNAP! The handles are released and that teeny tiny little green rubber band crushes the blood vessels and spermatic cords. I'm sure it hurts a lot daddy! But it's very effective. After a few agonizing days that now useless bag full of two dead balls falls off. Ta-Da!!! So that's your first choice. And I'll be happy to do it to you. And it's quick and totally effective immediately." "Next choice is this bottle of pills." And I pulled out the hormone pill bottles from the bag. Amazing what you can buy off the internet if you know where to find it. "These are called Androcur and are also very effective, but not as effective as the bander. But hurts much less. 50mg tablets that you take three of every day and you can enjoy the changes that happen a bit at a time. Might be more fun letting your body go through girly puberty more slowly. This is also reversable, unlike the bander...up to a point anyway. So those are your two choices for castration." "And finally this...the prize ingredient that will truly let you experience what it's like to go through girly sissy puberty. This bottle of pills. Estradiol 2mg tablets. It is the most potent powerful synthetic estrogen on the market. Three of these a day and you will be in sissy heaven and you will also start your slow journey to the AAA cup bra and beyond. Plus...and this is important, even as your balls start to shrink, or disappear completely if you choose banding, these magic pills will take over your libido and you will still get horny and be able to have orgasms. Only better. Sex hormones are just that...whether male or female." "Your clitty will probably shrink and not get as hard, and you sure won't be able to spurt out that nasty thick icky creamy cum-juice anymore. Will probably get to where it's just a little dribble of infertile watery drops. No more sperm, but you don't want to father anymore babies anyway do you? Nice that you fathered me. And even nicer that the daughter you fathered is taking that ability away from you. Isn't life strange? Your orgasms will be fantastic and beyond your wildest dreams. Sort of like mine are. This will take a few months but it will happen just like that. Sweet, huh? I can tell you are excited to get started." "Oh I almost forgot. You should know that both Lucas and Andy have just recently started taking Estradiol. Yeah, really. Well, Andy doesn't know he's taking it...but he is. Should be interesting observing him over the next few weeks. You know that energy drink he mixes every night and puts in the fridge for the next day? Seems 'someone' is now adding a special ingredient to it. And he has no idea. At least not yet. I'm sure he'll wonder why his energy level is getting worse rather than better. God I love doing this to him! Turns me on knowing the changes he will go through and wondering how he will react. Get ready for some major mood swings. haha With Lucas, well he does what I tell him. He willingly takes them every day. And he's well aware of what is going to happen because I'm telling him every step of the way. He's going to be a knockout that's for sure. See, I told you I would help them get ready for the womanless pageant and this is going to help them a lot!" "Oh wait...I almost forgot. Another of your wishes will come true. See how nice it is to have me in control? Once in awhile I'd love to have a baby. So here are some diapers, cloth of course and pink with bunny rabbits all over....some baby powder....and baby lotion. We're going to have a lot of fun with that. Especially the lotion part. Think how it will feel when you are laying on your back helplessly with legs spread, diaper under your baby butt as I rub lotion on your 'baby parts'. I'm going to make my baby girl feel so good! But that will come later. We need to wait awhile until the pills start taking effect. haha Have fun thinking of that as you jerk off." "OK....the time has come. You want banding or Androcur? I've got the band all ready. We can do it now. So decide....NOW!" Steve: I knew she literally had me by the balls. Funny thing is...this is just what I wanted. So much has happened today but now that everything is out in the open I'm sort of relieved. I never wanted Amy to find this out about me and her sneaking around like she did bothered me. But it is what it is and she is OK with everything. And she knows all of my deepest secrets and desires. Things that were always only fantasies of mine. I told her everything online. No way to hide it. And she is even doing more to add to my excitement. By telling me she is already conditioning Andy and Lucas. It shouldn't excite me hearing that she is secretly giving my son female hormones.....but it does! I hate this.....but I LOVE this! Heaven help me. All of this at the hands of my 18 year old daughter. Truly IN her hands. Wow. Bittersweet for sure. I suppose I should have been rebelling and ashamed of events that were now happening. But, as always with my inner sissy self, all it did was stir up my need for more sexual gratification and my penis and balls were speaking for me. I WANT Amy to castrate me. Oh lord, could this be real? She was standing in front of me holding that elastrator with the band stretched...waiting for an answer. I felt a tingle in my balls knowing that, one way or the other, they would disappear from my life. So be it! "Honey what I want is for you to band me....now....don't wait. Get it over with so we can move on. I want to watch you slip that stretched green band around my scrotum. See your hands do that deed. Feel your soft warm hands pull my balls tight into it. Watch your face as you do it. Feel the pain when you slowly release the handles and that band squeezes the manhood out out me. Feel the ultimate crushing blow to balls I no longer need or want. And I deserve it as a punishment for me allowing you to find out about me. I am so ashamed. So...do it!" "The only thing that scares me is what if there is a problem like an infection develops or some other serious problem where I need to see a doctor or go to the emergency room? I don't care if my balls wither up and die but I don't want any bad harm to happen. How would I explain it?" Amy: This is unreal. He wants me to band him. I wasn't expecting that answer. But, oh how I want to do it. Turn daddy into a eunuch instantly. Whew. But it wasn't what I was prepared to do. I was just teasing him and testing him. His answer completely proves that I'm in charge of him now. But to possibly cause some serious damage to him....no way. I love him and I'm not going to torture him. And that is what it would be. So I put the bander down aand told him how it was going to be. "Daddy I'm not going to band you....not yet anyway. Too much of a risk of damaging you really bad and we sure don't want you going to the hospital trying to explain things. Nope. And it's not a punishment. Not your fault that I found out. But it does excite me thinking of doing it to you." Really it did. My panties were soaked from my pussy leaking due to my being so turned on with this. Plus there was still lots of 'daddy juice' draining out of me. haha I needed to get on with this and end this long day and get cleaned up. "Here's what is going to happen. You will immediately start taking the Androcur tablets at a very strong dosage. I've done lots of research and know all the good and bad about using it. For you it will be all GOOD! We'll not start the Estradiol yet because as weird as this sounds, it tends to stimulate testosterone production as well. And we don't want that. Androcur will quickly begin reducing your testosterone production and over a few weeks your testicles will shrink as well as your penis. Basically your balls will shrivel up and die slowly. Chemical castration it's called. Good news is that your prostate will also shrink because it won't need to produce seminal fluid anymore. So you will never have a prostate problem. Yay!" "We'll start you on Estradiol when we see the effects of Androcur kick in. Probably in a couple of months or maybe less. Then your body will respond only to estrogen and you will begin young girl puberty fairly quickly without that nasty testosterone interfering. You will also get some of your libido back with estrogen. Not like now but you will be able to have fantastic orgasms. Just not the nasty ones like you do now. I know you can't wait! But for now my old flat cup training bra will have to do. Oh, and once your balls wither and die maybe we can do the banding thing then. Should cause less of a problem and you would still get to experience the joy and pain of that ritual since it was your first choice. It may still be too dangerous but we'll see. No need to decide that now." "I know you are curious about Andy and Lucas and the hormone thing with them. It's going to be Estradiol only because I don't want to permanently damage their sexuality. They get to keep their balls, at least for awhile. haha I'll see what happens with them. But they are going to have a wild ride. Their bodies are going to be in total sexual overload for awhile. And I'm really anxious to see how their attitudes will be affected. For now my plan is to hopefully see tiny budding titties on their now flat chests in a few weeks. Like 11 or 12 year old girls. Then adjust their dosage to where things stay the same. Not sure about that but that's my plan for now. Lucas is OK with it. Andy doesn't know but I'm sure he will wonder what's going on soon. Now take these pills and remember to take 3 of them every day. Because sweet little sissy girls shouldn't have nasty balls dangling between their legs. Just a nice flat smooth mound, with a slightly oversized clitty. Ok little girl? Good girl!" Lucas: That day Amy first dressed me is a memory I'll never forget. She said it's all part of my conditioning to become more appreciative of femininity. As were the hormone pills she had me start taking awhile back and every day since. I was devoted to her and would do anything she wanted me to do. Well probably not kill someone, but just about anything else. It started out when she mentioned the womanless pageant that our school was having next spring. She thought I'd be perfect to enter and that I'd have a good chance of winning. She asked what I thought. I simply told her that I would be the best I could be in order to win. She smiled and said, "You will be the best and I'll make sure you win. But we have a lot of work to do. Now let's get you dressed in these pretty sexy things." There was a pink corselette, pink nylon panties with lace around the leg holes and waist and a satin bow at the top, off-black nylon stockings, and a pair of pink ankle-strap open toed sandals with a 3 inch heel. I had never seen such feminine garments until Amy brought them to me and dressed me in them that first time. I asked her where she got them and she said they had belonged to a friend. Interesting that a friend of hers would wear this kind of stuff. She had me take my clothes off and stand with my arms stretched out. She wrapped the corselette around me and first fastened the 12 hooks that were in front. There were also laces at the back which were loose. It came to just above my crotch, where my cock was already starting to react. "Seems you like this sweetie. Just wait until I get it tightened," she said. There were small bra cups built into the top which were an A cup she said. "Just the right size for you to grow into." And she giggled. There were also 6 what she called garter straps attached to the bottom that reached to just the top of my legs. She started tightening the laces at the back and I could feel my waist start to constrict. Wow, I'd never felt anything like that before. "Ok sweetie, take a deep breath and then breathe out as much air as you can." As I did that she kept pulling on the laces until I could hardly stand it. And then she tied them off and told me to breathe again. I was able to but it took awhile before I became accustomed to it. But it was such an exhilarating feeling. Wow, I was trying not to but was getting so turned on. She noticed and winked at me. "Seems my boyfriend likes me turning him into my girlfriend. Just wait until you feel these sheer nylons slide up your legs. Oh, and when you take the corselette off just unhook it. Leave the back lacing alone. That way all you have to do is wrap it around you and fasten the hooks. I know you'll want to wear this a lot. And it will help to trim your waistline as the hormone pills work their magic on you." But first she slid the sweet panties on me. Strange that they had a hole cut out in the front but I understood why as they slid in place. My cock fit perfectly through the hole. "My friend did this and said it was for easy access." That confused me because why would a girl need easy access. She saw my confusion and said, "well my friend masturbated a lot while wearing this outfit and I'm sure you will too." Then it hit me that girls masturbate too, but I thought they could do it other ways. She just grinned with a sort of wicked look on her face. "I'll explain in more detail soon Lucas." Then she had me sit on my bed and hold out my right leg. She took one of the nylons and balled it up into a sort of donut. I could tell these had been worn because I could faintly make out the outline where toes had been in the end. And the toes end was a much darker color than the rest of the nylon. Except it was also darker at the top where it was also thicker. She slipped it over my toes and started pulling it over my foot. She made sure the darker portion was right over my toes. Then she slowly started pulling it up my leg. I felt a rush of adrenalin like never before. The sensation was overwhelming my senses. "Now you know why I had you use the depilatory cream all over your body. Having hairless legs makes this so much more fun. And you need to use it often to stay hair free. Although the pills you're taking may help with that." She pulled it all the way up my leg to almost my crotch and then she slowly clipped each of the 3 garter straps to the tops of the nylons on that dark welt. That pulled the nylon tight and also helped to secure the corselette. She did the same with my other leg and when finished she had me stand. I was in sensual overdrive as I stood and felt the tug of the nylons, the constriction of my waist and the heavenly feeling of those sheer silky nylons caressing my legs. Then lastly she put those sexy hot ankle-strap sandals on my nylon covered feet. "Feels good huh? Now what I want you to do is lay on your bed so I can relieve all that pressure that's building inside of you." So I layed down on my back and she came over to me. She laid beside me but with her feet close to my face. "Honey I want you to remove my sneakers and socks. And then I've got some really sweet feet for you to worship. I want to see my little girl take good care of me just as I'm doing for you." So I reached over and untied her pink Nike sneakers and slowly pulled them off. She had on cute little no show socks that were white with pink at the toes and heels. I slipped them off too and her pretty feet came into view. Her toenails were polished in a delicate pink color. She lifted her feet close to my face. They didn't smell bad but were just sort of sweaty and she wiggled her toes against my mouth. I opened my mouth and she slipped her big toes in and I started licking and sucking. She was pushing them in and out. "Isn't it nice that I have such long toes? And my big toes are sort of like a small penis. Sweet little girls like you need to learn how to suck so I want you to pretend you are sucking on a real cock. Pretend it is another sissy girl just like you. One of these days you won't just be pretending. And you will love it. The real deal." My mind was racing as she was saying these things and I sucked as hard as I could. She soon pulled her toes away and reached for something that was in her purse. It was a small packet and she was tearing it open and pulling something out. It was a condom. Wow, were we going to have sex? "I've brought a bunch of these for you to use every time you jerk off. I don't want you making a mess on the sexy or frilly things you'll be wearing and this will keep you clean. This time I'm going to take care of you but from now on you'll do it yourself." With that she rolled the condom onto my cock. Wow, the sensation was wonderful because she had never touched me there before. Then she put some lotion on her hand and started stroking me. I couldn't believe it. As she stroked she started talking. "There are some things you need to know. First, when I told Andy about you entering the pageant he thought it was silly. I teased him saying he should enter too but he was scared. He said no way. Then a couple of days later he said he thought about it and was going to enter too. That really floored me. He hasn't a clue how to go about it so I'm going to help him. I already am but he has no idea. He is unknowingly taking the same hormone pills you are. I'm adding them to his power drink every day. I don't have a firm plan for him but the hormones will certainly give him a boost. haha And...you are going to help me with him. You will help me to feminise him. Isn't that exciting?" Her stroking was getting me excited even hearing about Andy. He and I weren't close friends but we did get along pretty good. I was trying to picture him dressed as a girl. And knowing he was on the same pills really gave me a charge. But how could I help? I'm sure I'd find out in time. Man, she was making me feel so good. "The other thing I want you to know is that the sexy outfit you're now wearing is actually my daddy's. I accidently found out that he is a secret crossdresser several weeks ago and I've confronted him about it. And he's now under my control and is going to get what he wants from me. So that's why there is that hole in these panties. Daddy has often jerked off while wearing this outfit." As she said that I started spasming and exploding into the condom. As I did I thought about Steve jerking off wearing these sexy things. And now I'd be doing the same. It was unreal but I knew it was all going to be good. She grabbed my cock and squeezed it from base to tip as she slid the condom off of me. "Just look at the mess you made you little sissy. Cumming in front of your girlfriend. How nasty. So....you will just have to clean it up. Now open your mouth and swallow all of it! And get used to the taste because you will be swallowing all of your cum from now on every time you jerk off in one of these." She squeezed out every drop and I swallowed my first, but not last, load of cum. "Good girl. You will enjoy being my cum slut." I just laid there as she got up and put her socks and shoes back on. "You just stay there thinking about all I've said. But there is one more important thing I want you to do in the next couple of days or so. You are going to start wearing bra and panties all the time under your regular clothes. And the ones you will wear will be....your sister's. That's right. You need to figure out how to approach Cheryl and ask her for her bras and panties. Hopefully she still has her old training bras because since you are temporarily flat-chested you need a flat cup bra. So that is your assignment. She's going to be so shocked having her big brother ask to wear her underwear. I can't wait to hear all about it." With that she walked out of my room and left me laying there in her dad's sexy outfit. There was a big box of condoms on the bed next to me. I was in a daze. Not just from having the best orgasm or my life at the hands of Amy, but thinking about Amy's dad and Andy and what she was doing to them too. She had the 3 of us under her spell. I didn't mind but I wondered about the others. But my biggest problem now was.....how the heck was I going to approach Cheryl and tell her about wanting to wear her bras and panties. She and I got along fine but, still, this was almost unthinkable. She is a freshman in high school so at least old enough to approach. But....I'm her big brother and I have to tell her that I want her to give me her bra and panties to wear. But strangely enough, as I recovered from my orgasm, I started to get hard again thinking of everything Amy had told me. Even about talking to my sister. My god, how could that be turning me on? What was Cheryl going to think? How was I even going to bring this up to her? Like...'Cheryl I'm a sissy crossdresser and want to wear your old training bra and panties.' Yeah, right. Oh man.....I had to think of something. Amy: I knew I had left Lucas in a state of exhiliration from the sexual release I gave him. I also continued my conditioning of him by putting the sexy lingerie on him. Plus he now knew that my brother Andy was secretly being administered female hormones by me and that he would also soon be conditioned towards femininity. And he seemed excited by that which is good because those two will hopefully at some point become best sissy girly friends. But mostly he had to be utterly scared to death trying to figure out how to carry out my assignment for him. That he is to ask his younger sister Cheryl to let him wear her bras and panties. And not just any bras, but her old training bras. I could only imagine his anxiety. How could any brother approach his sister with that kind of request? But it had to be done and I knew he would obey me. He always did whatever I asked of him in order to please me. Of course I already knew that Cheryl was ready for this and just waiting for him to approach her. Let me explain. Lucas was my boyfriend, but not in the usual way of boyfriend/girlfriend. More like best friends who had strong feelings for each other. I knew his feelings were stronger for me than mine were for him. But I'd always made it clear to him that we were not in any kind of serious relationship. It sort of started out that way but an interesting incident happened a couple of months ago that changed things in a big way. A way that was totally unexpected for me. And, as crazy as it sounds, it had to do with his sister. And it made me reflect on my whole outlook on life. And it totally changed my life. Confused? Well stay tuned. Cheryl and I became friends soon after I started dating Lucas. Not really close friends but just seeing each other once in awhile at their house or at our high school. I was a senior and she was a freshman. She was a real cutie and just about the nicest person I'd ever met. Totally sweet and friendly and we got along well. I liked her. One day when I was at their house getting ready to leave when Lucas was going someplace, Cheryl stopped me and asked if we could talk. Of course that was no problem. As soon as Lucas left she acted a little nervous and I could tell something serious was on her mind. "So, what's up," I said. "Amy I've got something to tell you that I just can't keep to myself anymore. But I'm really afraid that you are going to freak out or hate me. I've kept it to myself for a long time but just can't go on like this." I saw the worried look on that sweet face and couldn't imagine what could be so serious that she'd think I'd hate her. "Cheryl there is no way I could ever hate you regardless of what it is. We're friends and you can tell me anything. And I don't want you to ever hide anything from me that's important to you. So just tell me. It'll be OK I'm sure." She started crying and I quickly put my arms around her and hugged her tight. "My god sweetie, I'm here for you so please stop crying and let's talk." She melted in my arms and it made me feel good that I was there for her. She looked up at me with tears streaming down her face and said, "Amy.......I'm in love with you. I'm so sorry but I can't help it. I've tried but I can't hide it. I need to be close to you Amy. I know I shouldn't and that it's wrong, but I do love you so much! Please forgive me." And she pushed herself even harder into my embrace. I was stunned and couldn't think. I just held her for a few moments and tried to come to grips with what she said. How could she be in love with me? Did I mislead her somehow? I tried to think what I might have done to cause this. I wasn't freaking out and I certainly didn't hate hearing these words from her. It just caught me off guard in such a big way. I finally pulled away from her just enough that I could tilt her face up and look into her eyes. What I saw was a look of complete adoration. I thought of the song called 'The Look of Love' and that was what I saw. It wasn't just some kind of puppy love look that might be expected from a fifteen year old. I could feel that she was pouring her heart out to me and baring her soul. She also looked so vulnerable, like she knew what was coming. But it didn't. In that moment peering into her soul I knew I had been missing something from the day I met her. Something that was always there but I missed it. Until now. "Cheryl, please stop crying and look at me." She sniffed a few times and then looked up at me again with her beautiful big blue eyes. "Sweetie I somehow missed this and I'm sorry. I just couldn't see the forest for the trees I suppose. I had no idea that you felt this way. And I'm glad you finally had the courage to tell me......to awaken me. Cheryl......I love you too!" It felt like the right thing to say and I really did like her a lot. But suddenly I was overcome with emotions I didn't know existed. So I kissed her and she kissed back. When our lips and tongues met I knew this was for real and that I was feeling what she was. I was in love with her and was too blind to realize it. And here I was holding and kissing the most wonderful person I'd ever met. And she was in love with me. We kept our relationship low-key but it was very intense. We were young and had lots of time to let it evolve and then let others know when the time was right. But we truly did make each other happy. Wow how I love that girl. Cheryl: Amy had told me everything about Lucas and Andy. Wow, what an adventure this was going to be for all of us. She wanted me involved with Lucas for sure, but also with Andy although she hadn't totally figured that out yet. I was excited to be part of this. I liked both of the guys and wouldn't do anything to hurt them just as Amy wouldn't. But we both felt this was going to be good for them to experience, at least in a small way, what it's like to be a girl. The womanless pageant was the motivation for them. And the fact that they willingly wanted to enter was pretty cool. The rest was up to Amy and me. Well Amy was the ringleader I suppose but I was happy to go along with it and even had some ideas myself. I knew Andy a little from school and from Amy dating Lucas. We went to a small school so there were lots of opportunities for us to see each other. And Amy wanted me to start being friends with him. One thing I started doing was flirting with him in innocent ways. I was 3 years younger than him and wondered if he'd take notice but surprisingly he did. He didn't have a girlfriend and I wasn't trying to be his girlfriend, but it helped not having anyone getting in the way. He even started talking to me when he'd see me. And I make him feel special. So it was working that he seemed to like me a lot. And that should help when I start to work with him on the pageant and other fun stuff. I'll have him eating out of my hands. haha I laughed so hard when Amy told me about how Lucas will be coming to me and asking to wear my underwear. Oh my god I can't wait. He is probably going nuts trying to get the courage to do it. And when he does I'll act surprised and tease him a little but not hurt his feelings or make him feel ashamed. I'll make him feel like he's doing a good thing and that I'm ok with it. But, still, wow that is going to be quite a session. I do still have a lot of my old clothes and even my training bras and panties I wore back then. Oh, and I have my school uniforms from when I went to St. Mary's Catholic Elementary, even the knee socks and penny loafers. And lots and lots of my old clothes that should fit him. But I'll take it slow with him. Ease him into becoming a sweet little school girl. haha And knowing that he's taking female hormones and will be slowly growing boobs. Oh man. I can't even imagine that. Lucas sprouting little titties. And Andy too. Two 18 year old boys soon to be going through 11 or 12 year old girl puberty. Wow. How exciting this was going to be. -----------------------------