Although this story of three chapters titled "My Brother, My Sister" is written in the first person, it is, like stories from better known authors, a work of fiction.
It is also Copyright Jenny Bowman 2001 All Rights Reserved.
What does this mean?
Copyright Law is a complex thing but basically it means that the writer owns the story just as someone owns a car. It means therefore that the writer can assign (or give) the right (permission) to someone else to reproduce the story in a specific type of production (eg a magazine or on the web) in a specific geographic area. In assigning the reproduction rights there is usually, but not always a fee involved. This is the way writers (and other creatives) earn a living.
It follows therefore, that if someone else uses part, or all of the story without the written permission of the author, or the person to whom a specific right has been assigned, then that use is illegal and punishable by law.
The above simple explanation also applies to any of the other creative areas: music composition, poetry, art, costume design and computer software to name only a few.
In relation to the three chapters of "My Brother, My Sister", the right to reproduce this story (but only on the web) is assigned to Nifty Archive and all other rights are reserved, ie retained by the writer.
It was, incidentally, an (alleged) illegal use of music on the web (as described above) that caused such a furore and made it difficult for music to be played over the internet.
If you want (or need) further information on Copyright, it is suggested you speak with a lawyer who specialises in Intellectual Property or research the internet for the information you require. One site that is helpful is www.copyright.org.au/
Now, on with the show!
MY BROTHER, MY SISTER
by Jenny Bowman
Copyright Jenny Bowman 2001
Chapter 1
I had been lunching at least once a week for about six months with my girlfriend Megan and each time we met she always managed to get the same two questions into the conversation: 'Have you got a new boyfriend yet?' and 'How many times this month have you been laid?' Depending on my answers (usually 'No' and 'Mmmmmm') she'd follow up with more questions and statements - 'Why not', 'That's not many' and 'Jenny, that's not good enough' and so on. But yesterday when she asked me how old I was when I first saw a penis I got such a surprise I sprayed a mouthful of coffee over the table and gasped "What?"
"You know", she said. "A penis, a cock, a dick."
After I settled down I said "Yeah, I heard you. I know what you said. It's just that I got a surprise at the question".
"Well, when did you?" she pressed.
"Oh, when I was about 3 or 4" I said.
"That's not what I meant. I meant a grownup one, not a toy one".
I did know what she meant. Wow. It came back to me in a rush. I was, mmmm, probably 18, my brother a year older. It seemed like it was yesterday.
In those days mum and dad did something every weekend; dad played bowls on Saturday and Sunday he and mum went fishing or on a picnic, and mum, well mum always found something to do. Visited her friends, went shopping, had morning tea, went to the movies. Sometimes they went away. Weekends they were never home. This meant that my brother and I were left to look after ourselves. It wasn't a problem.
On this particular weekend mum and dad had gone away for the whole weekend. I had nothing planned although I did have to catch up on some research for work.
On Saturday I had been in my bedroom reading and I wanted something from the kitchen - a drink, probably. As I walked past my brother Brad's bedroom on the way to the kitchen I could hear him moaning. I didn't worry too much about it because I figured that if there was a problem, if he had hurt himself or something, he would have called me. But on the way back from the kitchen he was still moaning.
I didn't think he had heard me walk past because we had carpet on all the floors so I stopped outside his room to listen. The door was part open - maybe half an inch or so - but I couldn't see anything, just the end of the bed. And I could still hear the moaning.
Then I heard Brad say "Is that you Jen? Do you want to come in?"
I got a fright, because I didn't think Brad had heard me, but obviously he had.
So I went in, and saw him lying on the bed, under the sheet, with the sheet moving up and down.
"What are you doing?" I asked, thinking "I know what you're doing" and then I surprised myself because I also thought "and I want to watch" because although I'd been out with a few boys we had never got to the point of me actually seeing, let alone touching a boy's dick. And even though Brad was my brother, he was still a male. My sex education, at that time, was sadly lacking.
He looked at me a moment then, with his left hand he threw back the sheet and I saw what he was doing with his right hand.
I was stunned, mesmerised. Wow!
"You can come closer if you want to" he said.
I couldn't move, I was fascinated with what he was doing. And then I did move, slowly walking to the side of the bed, watching all the time as his hand moved up and down, up and down, up and down.
As I got closer, he moved over and asked "Do you want to sit?"
As I did, Brad stopped rubbing and moved his hand away.
I couldn't take my eyes off it. It was beautiful.
"Do you want to touch it?" Brad asked.
I swallowed.
"Ummmmmm......"
"Jen?"
Did I want to touch it? Are polar bears white?
"It won't bite you. Do you want to touch it?"
"God yes. I've never touched one before" I said, "so you'll have to tell me what to do".
I bunched my hand into a fist with the index finger pointing out and touched it lightly, then pulled my hand back. Brad didn't say a thing. I think he was watching my face and I was looking at his dick. I moved my hand back toward it and this time rubbed my finger a few times up and down the length.
He moaned, just like I heard outside his room.
I pulled my hand back quickly. "Did I hurt you?" I asked.
"No", he said. "It just feels soooo good".
"Oh".
"Why don't you hold your hand like I was when you came into the room and rub it like I was?"
"Like this?"
"Oh God, yes."
"How fast should I go?"
"Oooooooohhhhhhh just about like that. If you go too fast, you'll have me creaming, if you go too slow it's torture."
"Creaming? What do you mean?"
"That's right at the end when the... um... cream comes out of the end".
"Like shooting?" Why did I say that?
"Yeah, just like shooting except that's right at the start when the first cream shoots out".
"Oh...... Can I watch when that happens?....ummm... Will you teach me what you like?"
"I like anything and everything. You can do whatever you want to do with my dick and balls. Put honey on them, put make-up on them, tie them up, hit them. Whatever you want to do is OK by me. The only thing is that if you put honey on them you'll have to lick it off. Your hand will get too sticky from the honey."
'Lick it off' I thought. 'That might be interesting'.
"What about this bag under your dick. Can I play with that too?"
"Yes please. That's my balls. What I really like is having them stroked lightly for maybe, I don't know, maybe two or three minutes then having my dick stroked but only for about two strokes, than back to my balls for two or three minutes then my dick for only two strokes and so on. Then over about half an hour gradually take less time on my balls and more on my dick, but only stroke my dick slowly because as I said before, if you go too fast I'll cream too soon and we don't want me to do that, do we?"
'God no' I thought. 'Once you cream I'll have to stop and I just want to play with you forever and forever so I'll be especially slow so I can keep on playing with you' - but I didn't tell Brad any of that.
"Show me what else you do when you're on your own".
"Well you saw how I was stroking it when you came in..... like this.... I love it slow; I try to do it slowly. The problem is when I do it, I'm impatient. I can't do it slowly for too long. I start slow then suddenly I'm going fast and it's all over.... so when you do it, I don't care how slow you go.... and sometimes I cup my hand so I can hold my balls while I stroke myself, like this..... and sometimes I start with one hand on my balls and stroke it upwards and grab my dick and as that hand comes off I start the other hand like this.... and sometimes I tie a ribbon around my balls, like this.... and sometimes I....."
A ribbon around his balls. A present for me? Oh, Brad, you shouldn't have....
And so the rest of the morning passed, with Brad doing an awful lot of moaning.
'Wow' I thought. 'Whatever I want to do. Wow.'
And handling him felt so... so... so wonderful. I wanted to take it, take them, back to my room so I could play with them whenever I wanted.
And finally he came, and I understood what he meant by "shoot" and "cream".
I said to him "You call that cream. Have you ever tasted it?"
"No".
"Do you want to?"
"I don't know".
"Well, if you don't know, why don't you try some so you will know", and I scooped a little off my right hand and said "Open up" and I put some on his tongue. "What do you think?" I asked.
"Mmmm. Yeah. It's OK".
"Want some more?".
"Mmmmmmmm. Yes. OK".
After a few moments with neither of us saying anything, me just feeding Brad cream, I said "Can we do this again?".
"Any time" he said, but I wasn't sure if he was serious.
"OK. What about now?"
"Well, sure, but I don't think I can get stiff again for a while so why don't we wait for a couple of hours so I can be hard for you. Actually hard for both of us. Then you can play with me just as much as you want. And remember what I said. Anytime you want to. Whatever you want to do. My toys are your toys."
"Good idea" I thought and went off to phone my girlfriend Helen. I told her what had happened.
She was excited. "I wish I'd been there" she said. "I've always wanted to take my time and tease a guy till Christmas. Actually until the Christmas after next. Actually.... what I've really dreamed about doing is playing with a guy and seeing if I could get him to come just by playing with his balls. And if I couldn't, he'd be begging me to get him off. Begging me. Can you believe it?".
Helen had such great ideas. "We're doing it again this afternoon. Do you want to come over?"
She didn't hesitate. "What time?"
"We haven't set a time. Why don't you come over at 3.15 and at 3 o'clock I'll get Brad into the bedroom and we'll get ready, maybe even start, and you come in to the bedroom as soon as you get here. But do it quietly, so Brad won't hear. If I told him you were coming, he'd say no. But if you just arrive, there's not much he can do".
"Sounds like a good idea" Helen said. "I'll bring a pair of satin knickers with me".
"What for?" I asked.
"I overheard my brother talking on the phone to one of his mates and he said rubbing his dick with girls satin knickers was magic. So I thought, if it's so good for a guy to hold the knickers in his hand, think how much better it would be for him if he was wearing them".
There was a big pause while I considered what she said. Suddenly the options were endless.
"I can't see Brad agreeing to put them on" I said. "He thinks he's too macho. But maybe if we got him hot and then rubbed him with the knickers in our hands and then said we wouldn't let him cream unless he put them on, then maybe he would".
"It's worth a try" Helen said. "Then we can train him to do all sorts of other things. Actually, what we should do is train him not to come, or not to come too soon, so he can keep on pleasing his girlfriend... or girlfriends. Once they've come, guys aren't interested in sex anymore. It'll be easy to train him. Guys are so easy".
After lunch Brad asked me if I was ready to go back into the bedroom. Remembering what Helen had said about training Brad - and I really had no idea what she had in mind, except it seemed like an interesting concept - I stalled him. "Do you think you're ready yet?" Then a bit later, "Don't you think we should wait a bit longer?" and later still "We don't want you to go off half cocked". Then I realised what I had said and started giggling. Brad looked at me as if I had two heads, then he got the joke and started laughing too.
At three o'clock I asked Brad "Do you think your balls will be full now?"
"Almost overflowing" he said. "And with some help from you, they will be".
We went into his bedroom and he undressed. "Why don't you get undressed too?" he asked me.
"No, I don't want to, Brad. Even though I'm doing this for you, and I've just discovered just how much I love playing with your cock and balls, I am still your sister. I don't want you to see my breasts. Or anything else, either".
"OK" he said reluctantly. "But if you change your mind, it's OK by me".
He lay down on the bed and I started to rub my hands over his chest, very lightly. "Is that nice?"
"Yes. Yes, it is".
"Why don't you close your eyes and relax and I'll do everything for you".
I continued to rub his chest, then moved down, slowly, to his stomach. His penis twitched. Then I worked my way back to his chest and started to play with his nipples, first one, then the other. Then I moved back to his stomach. By now his dick was upright. I wanted to look at it, and I really wanted to handle it, but I wanted to watch what I was doing on his chest and stomach.
Then slowly I moved down to his legs, inside his thighs, near his balls, making sure not to touch them. I really wanted to grab them, fondle them, hold them, but I didn't. I remembered Brad had said earlier that it was torture when his dick was stroked slowly so I figured it would be torture if I played near his balls but didn't touch them. I moved my hands slowly up and down his body several times and then, because I wanted to handle his beautiful cock just as much as I am sure he wanted me to, I moved my hands down, down toward my goal.
I had just started on Brad's balls when Helen put her head around the door. She looked at Brad. At Brad's dick and what I was doing to his balls. Then she came into the room, her hand to her mouth in amazement.
I'd been playing with Brad's balls now for a couple of minutes so I did as he had asked - stopped playing with his balls and gave his dick two strokes and then went back to his balls.
I did this for about ten minutes with Brad growing increasingly excited and Helen watching closely. Brad was also moaning quite loudly. I noticed that Helen was licking her lips. I wasn't sure if they were dry or if it was anticipation. Then I said "Brad?"
"Mmmmmm?"
"Helen said she knows a guy who likes having his dick rubbed with girls satin knickers". I wasn't about to tell Brad it was Helen's brother. Brad would put two and two together and figure we talked about him, too.
"Mmmmmm".
"Would you like that?"
"Mmmmmm".
"Well Helen brought some over for the three of us to use. Would you like us to start?"
With that Brad opened his eyes, saw Helen and said "Hi Helen" as if it was the most natural thing in the world to have Helen there while I stroked him. "Do whatever you want to do" he said, then closed his eyes again.
Helen came over to the bed and sat down and asked me what she could do.
Remembering what she had said about only stroking a guys balls I said "You can stroke his balls while I stroke his cock".
"Helen, use both hands, actually the fingers of both hands and play with each ball, one in each hand", Brad said.
Helen looked at me and smiled. "OK" she whispered. "I'll do whatever you want me to, Brad".
I continued to stroke but I had to be careful. I remembered what Brad had told me earlier - too much too soon and he would cream. And I knew what Helen wanted. So I said "Why don't you continue with his balls while I get the knickers".
Helen nodded.
I took the knickers out of the bag Helen had brought and had a look at them. They were bright red, satin, and not what I thought of when she said 'knickers'. I looked at Helen and raised an eyebrow. She smiled and mouthed 'Look further'. Inside the bag was a matching bra. I looked at Helen again. Her face was all teeth. I think it was the biggest smile I had ever seen. She was very pleased with herself.
I took the nickers back to the bed and sat down and started to stroke Brad with them. Helen was still playing with his balls and Brad's moans were so loud I was wondering if he could be heard outside.
"Is that the panties I can feel?"
"Yes, sure is".
"It feels fantastic. Why didn't I know about this earlier? I don't know what feels best; your hand or the nickers".
"Well, why don't we help you put them on and see if that feels any better" Helen said.
I was expecting Brad to refuse but instead he said "I don't care what else you do, just keep on doing what you're doing".
Helen looked at me. "Told you so", she mouthed.
I stopped stroking Brad and Helen moved one of her hands from his balls to his dick. Now she was using both hands, one on his balls, the other on his cock.
I took the nickers and put them over his feet and pulled them up his legs while Helen continued to enjoy herself.
"You'll have to help me here Brad. You'll have to lift your bum and hips".
He did and I pulled the nickers into place. Helen moved her hands from Brads skin and continued to play with him through the satin. I noticed she now had both hands on his balls.
"You were right" Brad said. "Having the nickers on is soooo good". Brad was moaning so much now, he was hard to understand.
While Helen continued with Brad's balls I started to stroke his chest and stomach again. Brad started to whimper. "Stroke my dick" he whispered.
"Not yet. But soon." Helen whispered. "Soon".
Brad's pelvis had started to move now and I remembered what had happened this morning when that happened. But I knew there wouldn't be a repeat of that yet, because Helen was working on his balls, not his cock.
I started to play with Brad's nipples again and then I said "You know what would really look good? To match the nickers? A bra".
Helen grinned and Brad mumbled something that could have been "Good idea". I don't know where he was by now.
Helen passed me the bra and once again I said "You'll have to help me with this Brad.
"OK" he said. "What do you want me to do?"
"Helen will keep playing with you but I want you to sit up a bit so you can put your arms through the bra straps.... That's good.... now the other one. Now you can lie down again".
Helen had thoughtfully brought a front closing push up bra so it was easy to do up. And the small amount of padding in the bra gave Brad some shape although lying down, there wasn't a lot. Fortunately he had no chest hair; that would have really spoiled the effect.
By now Brad was really bucking and Helen was still playing with his balls. "Pull me off", Brad begged. "Please.... pull me off". I noticed that the front of the nickers was wet.
"No Brad" Helen said. "Oh, God, I really do love to stroke a guys dick. But I've never seen a guy do it to himself, so why don't you show us what you do".
Brad couldn't get to his dick fast enough.
"Be careful with the nickers, Brad. You don't want to get cream on them and stain them" I said.
He moved the nickers aside and released his cock. It was enormous, and so beautiful. God I wanted to play with it myself. And it was leaking. This was new; that hadn't happened this morning.
"Slowly, Brad, slowly", Helen said. "Do it too fast and you'll come too soon".
"But I want to come now", Brad whimpered.
"I know, and you will. Soon. But slowly. And if you don't do it slowly, I'll tie your hands to the bed head so you can't play with yourself and I'll start playing with your balls again and not your dick. And your balls will get so full and I'll keep on playing with them, and keep on playing with them and then I'll stop playing with your balls and I won't play with your dick and I won't let Jenny play with it and you won't be able to play with yourself because you'll be tied up which means you won't come. But if you do it slowly, you'll enjoy yourself so much more and it will be wonderful, so wonderful, so do it slowly, Brad, do it slowly, not fast".
Although Helen's voice was soft, there was a hardness there I hadn't heard before, a sort of a "Don't mess with me" sound. And it worked.
Brad slowed right down. Slowly, slowly he stroked his wonderful cock. I wanted to help, to take over, but I knew Helen wouldn't let me. Slowly, still slowly he stroked. And Helen watched Brad's hand and cock and slowly, slowly and I watched Brad's hand and cock, and slowly, slowly and then Helen said "You can go a little bit faster now Brad, if you want to. But only a little".
And Brad started rubbing himself just a little bit faster and said "Is this right, Helen? I'm not going too fast, am I?"
And Helen said "No, Brad. That's just right, that's wonderful".
And then she said "Brad, I want you to rub it really fast for us, I want you to shoot for us, cream for us".
And Brad started rubbing so fast his hand was a blur and then Helen said sharply "Brad. Brad, that's enough. Slowly again, slowly. That's a good girl, that's a good slave".
I looked at Helen, surprised, and she smiled.
Brad's hand slowed and again he asked Helen "Is this right?"
"Yes Sally, that's wonderful" and Brad continued to stroke his wonderful dick so slowly, so slowly. I wanted so much to take over.
Then Helen said again "You can go faster again Sally. This time I really want you to come. I want you to shoot so far you'll hit the ceiling, I want so much cream it will fill a bucket".
I looked at Helen and mouthed "Sally?" She nodded.
Again Brad's hand started to move faster, faster and again he started to buck. He was no longer moaning, just breathing so fast that I thought if I tried to count his breaths I'd never keep up. God, it was so wonderful to watch him stroke his beautiful dick.
And then Helen said "Stop, Sally" and Brad said "No, I want to come" and Helen said "Sally, remember what I said, that you'll be tied up. Now stop".
Brad whimpered and stopped stroking and Helen said "Now it's my turn" and reached for Sally's balls. Slowly, lightly she stroked and Brad started moving her hips again, pumping her dick through an imaginary hand, an imaginary pussy. I wanted to reach over and help and I turned to Helen who whispered "Soon" and she continued to stroke those wonderful balls, oh so lightly. The skin around them was so tight and they were so swollen I thought Brad probably would fill a bucket when he creamed.
And then Helen said "Your turn but make sure you stroke slowly. I want you to enjoy yourself".
"I will, I will" I said and started. My hand moved on that wonderful cock so slowly I thought it wasn't moving at all. But it must have been OK for Sally because she said "Ooooohhh, that's soooooo gooood".
Sally? I was calling my brother Sally? But I thought: he's wearing nickers and bra. Of course I should call him... um... her, and her I should call Sally.
I kept stroking, slowly, slowly and I realised my hand was wet and sticky. Sally was wet! She hadn't creamed, but she was leaking like a tap. I motioned to Helen and she smiled and said "Doesn't it look wonderful?"
"Sally", I said.
"Mmmmmm?"
"You're wet, my beautiful sister, oh so wet. Open your mouth for me" and I scooped some of the liquid of the end of Sally's dick and put it into her mouth.
Helen saw what I was doing and she started to help.
"Isn't this wonderful?" she said.
We fed Sally some more and the Helen said "Sally?"
"Mmmmmm?"
"You can go faster now, if you wish".
"Yes please", she said in excitement and moved her hand to her dick.
As Brad grabbed it I took my hand away.
Brad's hand stroked slowly to start then he started to move faster, but slowly faster as if he wasn't sure what Helen had said. And his pelvis was bucking again and he was moaning again and he was bucking and his hand was getting faster and faster and Helen was whispering "Oh yes, yes, shoot for us, cream for us" and I was whimpering and there was a feeling between my legs I had never felt before and his hand was faster, faster, pumping, pumping and he was shooting and creaming and crying out and it seemed like Helen's hand leapt from her body and she grabbed his dick and pumped it and stroked it and still he creamed and still she pumped him and then finally, finally, slowly, slowly he sank back onto the bed and Helen continued to stroke him and finally she slowed and slowly stopped and finally we were all still and silent.
We paused, then I leaned forward and I said to Brad "Open your mouth Sally, so I can feed you like I did this morning".
"Fantastic", he said. "What a wonderful way to finish" and he opened his mouth greedily.
I started to give him his reward, scooping his cream from her stomach, her chest and Helen helped too. We made sure Brad finished it all.
And Helen said "I can't believe how good that was for me. And if it was good for me, it must have been absolutely fantastic for you, Sally. What do you think, Julie?"
Brad grinned and said "Yeah, it was OK".
"Just OK. Listen sister, if that was 'just OK', then next time watch out. And trust me, there will be a next time. Think you can handle it?"
"I'll try" Brad said. "Very hard".
"Oh, you'll be hard alright. But a word of warning. Don't you go playing with yourself on your own. I'd like to say you can play with your balls and not your dick but I know you'd get all hot and bothered and you couldn't be trusted, you'd just have one little rub and one would turn into two and two into four and before you knew what was happening you'd have creamed. I want you to keep that wonderful dick of yours just for Jenny and me. And if we find out you've been playing on your own, then there'll be no more games like this afternoon. Comprend‚? We can play with your dick because we won't let you come, but I know if you play with yourself, you will".
"Don't worry, Helen. I'll be good. I wouldn't miss another session like that for a million dollars".
"Good. And if you are good, as well as having Jenny and me play with you, next time one of us will get you off.... Maybe. Or maybe you'll have to get yourself off again. For us. Put on a show just for us. We'll decide next time. Give you something to look forward to".
"What about...." I said hesitantly, thinking about the bra and nickers Brad still wore. "You liked the bra and nickers so much that maybe next time we'll let you wear a camisole as well. And the time after, we'll let you put on some make-up and the next time.... who knows. Maybe a dress!".
I don't know if Brad heard me emphasis 'let' but I think Helen did.
She looked at me in amazement. "I wish I had thought of that" she said.
"What about tomorrow?" asked Brad.
I was surprised on two counts; Brad hadn't commented about being called 'Sally' or 'sister' and I didn't think he'd go for the nickers and bra and now the camisole. But he did, and with no protest.
He must have been really in heaven. Or he didn't realise what was going on. He was in for an interesting experience. I hoped it wasn't going to be too much of a shock.
After Helen had gone and Brad had changed, Brad and I discussed the day. He told me how much he had enjoyed it - I would hope so! - and said that it had been a fantasy of his for a while, having his sister play with him, and he asked when I wanted to play with him again - tomorrow morning? he asked eagerly - and would I like to invite Helen.
I told him Helen said she couldn't join us although she really wanted to - she had to do some shopping the following morning but hoped she could join us next time after that we played - maybe "tomorrow afternoon". And I said I would love to play with him tomorrow morning: in fact what I really said was "Yes pleasepleasepleasepleaseplease". Brad laughed and said "I get the picture".
"But" I said "remember what Helen said. I can play with you and you can play with your balls but not your dick so we might experiment a bit and see what interesting things we can come up with".
Brad smiled.
"Which reminds me" I said. "Earlier we dressed you in nickers and bra and you didn't seem to mind. I thought you wouldn't like that. Did you?"
"Yes, it was great. If you had asked me before we started playing, I would definitely said 'No' but once we started it seemed like the right thing to do. In fact, I've still got them on".
I was surprised.
"Well, I guess I really should call you Sally and refer to you as 'her' and 'sister' and call your dick your clit!"
"OK. But not when mum and dad are around".
I smiled. And I thought, "Yes, you might make a wonderful girl".
I said "Actually the reason Helen can't join us is because the shopping is for you.".
"Wow. Really? What's she buying?"
"I don't know, but if I know Helen, probably girly stuff and probably some other goodies as well".
"Well, OK!!!!"
"You seem pleased, Sally". Brad smiled at the use of the name.
"Yes", she said.
"Why? Do you think you're really a girl in a guys body?"
"I don't know. I don't think so, but who knows. All I know is that for a while I've wondered what it would be like to be female. In fact I've thought 'Wouldn't it be fantastic if all of us, men and women, once we're about 18 or so could spend a day or two or a week or a month as the opposite sex. Guys could see what it was like to be female and women could see what it was like to be male. We'd keep our real mind but also be able to have a mind of the opposite sex so as a guy I could change and be a girl and have both a guys mind and a girls mind. That way I could see what it was like to be a female with all the hassles guys give women and then remember that when I became a guy again. The same with women.' That way maybe men wouldn't give women so much shit and women wouldn't give it back to men."
I couldn't believe I was hearing this from my brother - or my sister.
"Well, maybe wearing women's lingerie will help you came to a decision. Actually..... how far do you want to go?"
"What do you mean?"
"Would you want to wear a dress? Make-up? I know I suggested that this morning when we were playing so if you'd really like to do that we could do it when we're not playing. Just you and me. Maybe at night, when mum and dad are out. That's if you wanted to".
Brad - Sally thought about this. "Yes", she said. "I think I'd like that very much".
"OK" I said. "We won't tell anyone about this, except maybe Helen. But I'll help you as much as I can. We'll go and buy you a dress and some more undies tomorrow morning and we can pretend it's for me. I guess that means we'll have to put off our game until tomorrow afternoon.... but that's good, because Helen can probably be here too. Anyway.... you can tell me what dress you like and I'll try it on and if you like it I'll pay for it and you can pay me when we get home. And we'll do the same for makeup and lingerie and jewellery and anything else you want. And we'll get you a nice neglig‚ instead of that terrible male dressing gown. But you'll need to keep everything in my room so mum and dad won't catch on. Later on it might be fun for you to go out dressed as a woman and buy your own clothes. But I still want to play with you!"
"And I want you to. And I want Helen to play with me as well".
"If you go out dressed as a woman to buy your own clothes, do you think you might also want to go on dates? You know, with a guy?"
"God, no. I am a guy".
"I know, but you might decide you want to be a girl".
"Yeah, I might. But I couldn't think of anything worse than dating a guy and then having him come on to me and want to get into my pants and him wanting me to play with his dick. And more".
"Well, women do it every day. In fact, I quite like playing with your dick".
"Well that's because you are a woman; I'd be a guy dressed as a woman".
"But the other guy wouldn't know that. And if you were enjoying yourself, maybe it would be OK. But talking of dicks....."
Sally grinned. "Yes", she said, "Why don't we?"
"No, Sally, we won't, much as I'd like to. No, that's wrong, much as I want to" I said. "Let's go into my room and you can have a look at some of my dresses and undies so that tomorrow we'll know what you like. In fact, it'd be an idea to try something on so we know what size. I fact we need to do that and we need to check the bra size too. The one that you had on today, and still have on, isn't really a good fit".
We went into my room - I've got to start calling him - her, Sally - and she undressed.
I couldn't keep my eyes off her wonderful dick, her balls filling as I looked. I wanted to touch it, to start all over again.
"You now," I said, "if you're going to dress like a woman, become a woman, we're going to have to do something about that bulge in your nickers. And you need your bikini line waxed. Have a look in the mirror".
"I see what you mean" she said. "I am a bit hairy and my balls and dick do take up some space".
"Well, you are a bit aroused, but even so..... I know..... I remember something from school, something in sex education classes.... the teacher said something about a guys testes coming down from inside their body. If they come down, maybe they can go up. Why don't you try and push them back up?"
Sally took off the nickers and started playing with her balls, trying to push them into her body, to tuck them away. Finally they went in.
"Great. Now we need to tuck your dick between your legs to give you a smooth line in the front. Women's undies are designed to be smooth, not have a bulge in them. Wait. First we have to get your balls to stay there. Maybe some sticking plaster".
"Yeah, but when I try to take it off, it'll be hell" Sally said.
"You're right. What about if you shave. No better yet.... I said you needed a bikini wax.... well, when we go out tomorrow, you can get your balls waxed too. And if we're quick we'll be home in time for Helen to come over before mum and dad get back."
"Yeeeeeeeeesssssssss!!! But won't a wax hurt?"
"A bit. But because you won't be doing it, you won't know when the wax is coming off - and besides the end result will be worth it. Everything will be so smooth. And they'll be great to look at and play with. Now, before we go any further, let's put some makeup on you and then tomorrow we can get some of that too. And you'll need a wig, too, but that might be a bit harder to get. You'll need to try them on to get the right color and shape and hair length for your face. Oh, and the next time you shave and shower, don't forget to shave under your arms".
I sat Bra... Sally down so she couldn't look in the mirror and looked at her face. I could see a beautiful female waiting to come through. I was a little jealous, but I was determined to help my new sister. I told her the nickers were wet.
"I guess it's excitement and anticipation" she said, "but I don't know whether it's excitement about wearing women's clothes or anticipation about you playing with me".
"Probably both" I said. "Why don't we put off our game until after we've been shopping and you'll be so much more ready to enjoy yourself?".
"Do we have to?" she asked, and I could see she was disappointed.
By now I had finished her makeup and I told her she could now look in the mirror.
She was stunned. "My God, I'm beautiful" she said.
"Yes, you are. And imagine how much more beautiful you'll be with the right hair style and clothes. In fact, looking at you know, you probably don't need a wig. Just let your hair grow a bit longer and then you can have it styled, but we'll need to make sure the hair dresser does it so that you'll still look like a guy when you need to and like a girl when you're dressed up. And maybe you will want to go on a date".
"With a guy?" Sally asked in amazement.
"Well, you will be a girl. Almost", I said.
"Mmmmmm. I'll have to give it some thought. But right now, I don't think so."
I could see that Sally didn't like where the conversation was going so I changed the subject, knowing that, if she wanted to, she would come back to it.
"Are you happy with the way I've done your face?"
"Oh, yes."
"OK, then let's try on some undies and a dress".
I got out my bras, in different styles and shapes, and also some nickers and suggested to Bra.... Sally that the underwire bras with built in padding would be the best because they would enhance her shape. And breast forms would help too.
"Which one or ones should I try on?"
She looked at the bras and nickers and chose two bras that were probably the most feminine, both with lots of lace, but with the support I recommended. Then I explained she could have the bras do up in the front or back, but I only had the catch at the back; I explained to her how they worked and she tried and then decided she might get the ones that did up in front.
She put both of the bras on and the nickers and I noted the size. I also mentioned that she was going to have a big choice of color, not just white or black or red. "You'll also need to decide whether you want to wear panty hose or a garter belt and stockings. I've got both, so maybe you should have both, too".
She put on the panty hose, then took them off and put on the garter belt and stockings.
"I think I prefer these", she said. "They look more sexy and I certainly feel that way wearing them".
I looked down. "That bulge is back" I said.
Sally's comment about feeling and looking sexy interested me. Maybe she would be dating, she just hadn't realised it.
She left the undies on and I chose one of my dresses for her. "This is just for size", I said. "When we're shopping there'll be a lot of choice too, from day dresses, sports dresses, evening dresses, cocktail dresses. If you're going into this seriously you'll need lots of dresses but the first one should probably be a day dress so you can wear it around the house".
I got one of my dresses out and Sally put it on.
"Wow", I said, "looking goooood. Check yourself out".
Sally looked in the mirror. "My God", she said. "I can't believe it".
"You better believe it. You're a girl. Well, on the outside, anyway. All that has to be done now is your hair, but that'll have to wait until it grows. We'll get you some shoes and a handbag and you'll be ready to face the world".
I noted colors and sizes and said to Sally, "Would you like to stay like that for the rest of the night?"
The smile on Sally's face was unbelievable.
In bed later that night I thought about the day. Then suddenly I was rubbing myself. I guess I hadn't realise just how horny I was. My climax was probably the best I had ever had. If Brad and Sally and Helen and I continued the way we'd been today, I was soon going to be exhausted. Thank God I didn't have a vibrator. Although....
Helen was right; guys are easy - even if one was my brother.... ummmm.... sister!