A LOVE STORY by Jennifer Bowman
PROLOGUE
He was walking around their house wearing his wife's nickers and bra, with one of her dresses over his arm, when he heard the key in the lock, heard the door open, heard his wife say "Forget my chequebook.... well, and hello.... nice look.... we'll talk about this tomorrow", heard her high heels on the wooden floor, heard the door close and he was alone once again.
He seemed frozen, couldn't move. She'd caught him doing something he'd been doing for months; always when she was out well, naturally always making sure she was gone before he changed. Except this time she wasn't gone. Well, she was gone, but she came back. How had this happened?
He'd stood to the side of the window, back in the shadow so if she looked up she wouldn't see him but he had a perfect view of the exit from the garage. He'd seen her car, a little red BMW drive out, seen her drive the little red BMW onto the road and away. Then he'd gone into the laundry, taken her used underwear and put them on. Always her used underwear, never the clean. He'd considered this once, but realised she would know if someone had tampered with her underwear. So he had decided on her used underwear. Because she wouldn't know someone, other than her, had worn them. Besides, they had her perfume on them; he pretended the perfume was his. Foolproof. Except this time she hadn't gone away. Well, she had, but she'd returned. And caught him. Well, what could he say? Not a bloody thing.
A LOVE STORY by Jennifer Bowman
CHAPTER 1
He was in the shower when she opened the glass door and joined him. She put her finger over his lips then, when she was sure he understood he wasn't to say anything, she started to stroke him, squeeze his balls. She brought him close, oh so close, then played only with his balls. When he had calmed - a little - she brought him back to the peak. This time she left him there. As she left the shower, she spoke. "Do. Not. Touch. It." She looked at his erection to make sure he got the point. "Understand?"
He nodded. After yesterday, what else could he do?
Breakfast. He was sitting at the kitchen table having a cup of coffee when she joined him. As he opened his mouth to greet her she, angry, said "Don't say a word". Wisely he closed his mouth.
Later, reading the paper, waiting for the explosion. It didn't come. Then:
"Been doing that long?" she asked. "Wearing my undies?"
"Ah...."
"What about my dresses?"
"Ah..."
"What? I can't hear you."
"About..." He cleared his throat. "About, ah, three.... maybe six months."
"Makeup too?"
"Ah..."
"Got a wig?"
"No". Indignant.
"Undo your ponytail and wear your hair down, do you?"
"Well....."
"It's not a good look, you know."
"Wha..."
"A bra and a hairy chest."
"I... ah..."
"Why didn't you shave your chest? Or have a wax?"
"I... ah... What would I have said?"
"How about... "Helen, honey. I've decided to shave my chest" and I would have asked you why and you would have said "I want to see what women's lingerie feels like" and I would have said "Good idea, but why don't you have a wax" and you would have said.... What would you have said, Bob?"
"I... ah..."
"You know you haven't said much this morning, have you? Just a lot of "I" and "Ah". What's the matter? Cat got your tongue?"
"Um... no..."
"Well, that's original. So.... what are we going to do? Do you wear my lingerie to work?"
"No."
"Why not?"
"Well, I...."
"Do you want to? Would you like to?"
"Well, I..."
There was a long pause then she said "Ever since I saw you yesterday afternoon dressed in my undies with a dress over your arm what were you going to do with the dress, Bob? I've been thinking about what we should do and I've come to a decision. You have a choice to make and it's not one you should make immediately. Take a couple of days because the choice you make must be the right choice. And it must be your choice. I'm going to tell you what your choices are, but after that, you're the one that has to make the decision. And if the choice is the wrong one.... well, we'll both have to live with the consequences, won't we? Are we clear on that?"
"Yes, we're... ah... clear on that."
"Good. Your first choice is this: You will stop wearing my underclothes, and my dresses and using my make-up now and forever. I haven't given you permission so you won't do it. You will never ever think about wearing them again. Well, I can't stop you thinking about wearing them, but you won't wear them again. Ever. If you continue I'll want... and I will get.... a divorce. Clear on your first choice?"
"Ah.... yes."
"Your second choice is this. If you want to wear women's underwear and dresses and make- up then we will get you your own. In other words, if you want to wear women's clothing, don't try and hide."
"Wha?...."
"That's right. Don't hide. We'll get you your own. Half bras, push-up bras, nickers, G-strings, garter belts, stockings, day dresses, cocktail dresses, skirts, blouses, slacks, high heels, make-up, nail polish. And so on. Then you'll wear them at home after work and all the time on the weekend."
"But "
"And at night you'll wear a nightie or something similar."
"I... ah.... yes."
"Good. I hope you noticed that with this choice we're still going to be together. We're still going to be husband and wife. I'm just not sure yet who's going to be the husband and who's going to be the wife. If you choose option two, at the moment.... the only thing about our relationship that will change is the fact that you'll be wearing women's underclothes, not men's. OK? Got you choices clear? There's divorce.... or there's not."
"I.... ah.... yes."
"Good. Now something else you should know. I don't care what your choice is. If you decide to forget about wearing my undies, good. If you decide you want to wear your own female clothes, good. But if you decide to try and wear my undies, without my knowing, believe me, I will know and it will be good.... bye. Now.... Today's Saturday. I want your decision no later than Wednesday" and she sat next to him, reached over and undid his zip. He was the hardest she had ever felt him. "Wanna go to bed?" she asked. This time she let him come.
A LOVE STORY by Jennifer Bowman
CHAPTER 2
The following days were, for Bob, quite harrowing, for Helen quite enjoyable.
For Bob his days were spent trying to keep his mind on his work, but he found his attention wandering. Many times he found himself thinking about what Helen had said: No wearing of my clothes. Was she serious? He thought she probably was. He could understand that. And what about the divorce? Was she bluffing? Would she really get a divorce just because he wore her undies? She seemed pretty resolute. On the other hand she seemed quite OK about him wearing women's underwear as long as they were his, not hers. His women's underwear? How did that work? Could he wear women's underwear to work? No one would know, would they. Would they? Well, he'd just have to use a stall and not the urinal. And she had said he looked kind of cute. Whatever that meant. But what if someone did see his um
nickers. Nickers? At least he wouldn't have to wear a bra to work, just put it on when he got home. That wouldn't be too bad. Would it? Funny how different he felt now she knew. She did say he looked kind of cute, though.. So maybe he would choose option two. That way he'd get to wear women's underwear what was it they called it? lingerie, that was it. God, it was so sexy. All those high cut nickers and low cut bras and the bikini's and G-strings. Oh, those G-strings. How did women stop getting aroused when they wore those things? He was aroused now and all he was doing was thinking about them. And of women in them. And of him in them. In the lingerie, not the women. Well, in them, too. He put his hand on his groin. He was like a rock. God but he was aroused. Did he dare get it out and stroke it under the desk? What would happen if someone came in? Where would he squirt? Well, if it was his secretary who came in and caught him she could help. But would she? He undid his zip. But how would Helen react if he did tell her option two? Would she really be OK with that? Would she? Really? What would happen if she hated it? He did his zip back up. His secretary came in. "I'm going to lunch Bob. Can I get you anything? Do anything for you?" He groaned. Then remembered his erection.
"What's wrong? Are you alright?"
"Yeah, yeah. I'm OK". He stood, turned away from her so she wouldn't see the bulge in his pants..
She looked down, saw the bulge in his pants. He hadn't turned quite enough. "Are you sure?" She couldn't take her eyes off it. "Sure I can't do anything for you?" She licked her lips.
"No. Thanks. I'm OK". He was unaware of where she was looking. All he could think of was telling Helen he'd take option two. But did he dare?
For Helen the days were spent imagining the future. She hadn't told Bob all her plans for him; didn't want to spoil his worry. And she knew he would be worried about what she had said about the divorce. But forget that; she wasn't going to divorce him. That was just a threat to get him into lingerie. His own. Then, when he was comfortable with that, dresses and make-up and....and well, the sky was the limit! How far could she push him? she wondered. All the way? Probably, as long as she took everything gently. Maybe now would be the time to start thinking about who would be suitable for his first boyfriend. What about Charles, Sandra's husband. Now there was an idea. Might have a chat to Sandra about that, find out the best way to approach it. Sandra always said she thought Charles was bi. But first things first. Better start thinking of Bob in the future when he's a she. I wonder what her name should be? And I wonder who I'll get to replace Bob in bed. Someone much better. Obviously.
A LOVE STORY by Jennifer Bowman
CHAPTER 3
Wednesday night. Dinner over, they sat on the verandah looking over the water. There was a parcel on the table, next to her wine.
"Made your decision?" she asked.
"I.... yes. I...." He cleared his throat. "I.... option two."
"Your own lingerie. Are you sure?"
He cleared his throat again. "Yes. I'm sure."
"There'll be no going back."
"I know."
"Good. I was hoping you'd say that. This is for you" and she gave him the parcel.
"What is it?" Stalling for time. He realised he was just as hard as he had been in his office. Maybe Helen would help him release the pressure in his groin. Would she?
"If you open it you'll find out."
"Right."
As he opened the parcel he realised his hands were shaking. Helen, on the other hand, was as calm as she usually was. She leaned across, put her hand on his. "I hope you like them" she said.
He couldn't believe his eyes. A white bra and nicker set with lots of lace, exactly as he would have chosen had he been buying, and a black satin and lace chemise with matching nickers. He eyes started to water. He looked at his wife. "I do hope you like them" she said. "I got white because it goes with anything. There's a card."
"To my beautiful husband Robert. May you get as much pleasure out of wearing these as I had buying them for you. Helen."
He reached for her, hugged her. "There's just one thing" she said. "You can't wear them until you've had a wax. I made an appointment for you for Friday after work. Couldn't get anything earlier, so you'll just have to be patient. And don't worry about the wax. They said a lot of guys get waxed so they'll be gentle with you. You'll be having everything off below your neck, all that ugly black male hair arms, chest, back, underarms, legs, bikini line. No, on second thoughts instead of the bikini line you'll have a Brazilian. And you'll get your eyebrows shaped. Don't try and remember it all; when I booked you in I told them what you had decided to have done. "
"What I had decided....?"
"Well, of course. You wouldn't want them to think I was telling you what to have done would you?"
Silence, as Bob considered his options. There were none. Unless he wanted a divorce.
"But what if I had chosen option one?"
"Well.... I didn't really think that option one was an option but if you had I would have taken the lingerie back and cancelled the wax and you wouldn't have known."
"They're beautiful" he said. "I can't wait to wear them."
"They are beautiful, and you'll be beautiful wearing them. All the time. There's also this." She gave him a small velvet covered box.
He looked at her, opened it. Inside was an engagement ring. "It's not a real engagement ring" she said, ".... but it certainly looks like one. Don't you think? I want you to wear that all the time....next to your wedding ring."
"All the time?" He was horrified. At least with the lingerie it would be under his clothes, but the ring. Everyone would see it.
"Everyone will see it".
"I know. Isn't that great? They'll see this great looking guy wearing a wedding ring and an engagement ring and with his eyebrows shaped. What will they think?"
"But ....What will I say?"
"Oh, I don't know. Maybe you've decided to wear women's lingerie and this is you way of telling everyone you want to be a woman?"
"But I can't......."
She shrugged. "Your choice. Divorce or ring."
She leaned forward, felt his erection. "If I'd known women's lingerie got you as hard as this we'd have done this much earlier. Come on, we don't want to waste this, do we?" and she pulled him to his feet. "My beautiful girlfriend" she said.
A LOVE STORY by Jennifer Bowman
CHAPTER 4
A week later and Bob was still surprised how wonderful Helen had been. She had told him how good he looked after the wax, especially when he had the Brazilian, naked all over and she'd emphasised the all. He'd fantasised about Helen having a Brazilian, didn't think he'd be the one to have it done. He wasn't sure if he liked it, all those dangly bits that men have, but Helen said she did, she liked it a lot, liked them bald. She said he didn't have to wear the bra yet yet! "Just get used to the nickers", she said. He was also amazed how he had felt wearing nickers to work especially with bald genitals. They felt so good. And he was erect most of the time. And there had been no problem using a stall instead of the urinal. He'd even pretended he was a real girl and sat to pee, although with an erection it was a bit awkward. Several days he masturbated to get rid of the erection. It worked, but only for about thirty minutes. Then it was back. He couldn't remember when he had ever been so horny. And Helen. He couldn't get over her. She was so.... so.... so fantastic. The only thing she'd said was he had to get some more sets in different colours, he couldn't be washing, every night, the set she gave him.
His secretary, too. Now she was something. She had seen the ring obviously but hadn't said anything. But he did notice she looked at it, and him a bit more closely. Since that day when she thought he was sick but he was just a bit emotional she'd been, well, not all over him, exactly, but certainly, well, caring. That was it, caring. And she leaned over a lot more than she used to, let him get a good look at her breasts. They seemed to be more, what was it, yes, available. Well, not exactly available but certainly there seemed to be more of them. They hadn't suddenly grown, had they? Did women's breasts do that? He didn't think so. Then maybe she was wearing what had Helen said the other night? That was it, maybe she was wearing a push-up bra. Didn't seem to mind. Caught him a few times looking down her front and didn't say anything, just looked straight back into his eyes. Didn't stand up, just kept leaning over. Then did it again later in the day. Definitely something going on there. But what? And she kept looking at his groin. Did she know something? Did she know he was wearing nickers? How would she know? Were they showing? And what would she say if they were? By the end of the week he was almost a nervous wreck.
Saturday morning over breakfast Helen said "Well, how did you feel wearing your nickers all week?"
"I... ah.... actually I felt good."
"That's wonderful because this morning we're going shopping to get you another couple of sets and some more nighties. When we come home you can put on a bra and wear the bra and nickers around the house. Get used to them. You'll look so good."
"Are you sure?"
"Of course I'm sure. We wouldn't be going to all this trouble if we weren't sure. Oh, and don't get your hair cut. Just keep on growing the ponytail. Now before we go out let me give you a massage and try and get rid of that lump in your pants."
As she brought him toward his peak the first time she said "From now on we're going to refer to this as your clit and to these as your ovaries yes, I know girls ovaries are on the inside and these are on the outside but they're both for making babies and this will be your pussy. Did you know that girls like you have a G-spot just like girls like me? Well, not exactly like girls like me, but a G-spot anyway. Did you know? No? Well we'll find it later today, or maybe tomorrow, but in the meantime we'll get your ovaries nice and full so that when we find you G-spot you'll be ready to really enjoy yourself. Good idea?"
"I guess".
He groaned, and as she stopped stroking he said "Don't stop". She started stroking his ovaries.
"We've got to stop, otherwise you'll shoot all over everything and then you won't be able to enjoy your G-spot. But I can play with these, that's OK."
And so the torture continued with Helen bringing him five times to, but not through his climax. And then she said "That's enough for now. We'll go shopping then we'll continue later".
As they drove to the mall she said "When we go into the bra shop you'll probably be a bit nervous. Don't be. Every salesperson in every women's shop has had a guy come in to buy something for his girlfriend which was really for himself. If you can get over your nerves it's a lot better for everyone if you can be honest and just say 'It's for me'. Then the sales staff can help you choose the right colour and size and style and suggest accessories and so on. But if you can't, don't worry because I'll help you."
He didn't say a word and as they walked into the shop he gripped her hand.
"Hello. Can I help you?"
Bob couldn't keep his eyes off her. She was beautiful. Well, not as beautiful as Helen, of course, no one was, but.... what a figure. He realised he was wondering what sort of bra and nickers she had on. Would his new sets help him look as sexy as she did? Well, obviously not, she had breasts, but all the same....
"Sweety."
"What? Sorry. What?"
"Your wife said you wanted some sets. Would you like to try on a bra?"
He looked at his wife. "Would I wha...."
"Of course he would, wouldn't you.... sweetie?"
"I.... ah...."
"Come on then, I'll take you to the change room."
The following ninety minutes were a blur. Later he couldn't remember any of it. But when they arrived home and he unwrapped his parcels, he discovered there were three sets, all different colours and styles as well as matching garter belts and stockings. "The bra's are only A cup because you haven't got anything to put into them yet. Maybe later when you get bigger, you can get a bigger size. Now go and fold everything neatly and put them away. Use one of the drawers in the second bedroom. And make sure it's neat because there's going to be a lot more to go in those drawers over the coming months. And don't forget to put on your bra and garter belt and stockings. Bring them out when you're ready and I'll help you so you know what to do and how to put them on especially the stockings. From now on its bra and nickers and belt and stockings, all the time. Even to work."
He looked at her and finally realised just how serious she was about his transgression.
And then she said something he didn't quite understand. "You've got potential" she said. "Lots of it".
A LOVE STORY by Jennifer Bowman
CHAPTER 5
The following morning Helen said "I want you to wear your hair down today, see how it looks. But I think you'll be OK. You look good in the bra and nickers except for one thing. We have to hide this.... and these."
"Ah.... why do we need to hide them?"
"Because women don't have these bulges. I'll make some enquiries during the week, see if anyone at work knows how to hide them, maybe look on the web. We'll figure something out."
"But nobody except you is going to see me in nickers so they won't know I've got something to hide."
She looked at him, didn't say anything. And it was then that he knew he was in big trouble. Last night he knew how serious she was about his transgression, now he knew just what she was going to do about it.
"Then we'll get you some dresses and make-up" she continued as if he hadn't spoken. "And some high heels. You'll grow your hair longer. I'll teach you everything you need to know to be a woman and what I can't teach you we'll get someone else to teach you. In short, you'll become the woman of your dreams, the woman you want to be. But in fact it won't be in short, because this won't take a day or a week or two, it will take some months. But eventually you'll look and talk and be able to pass in any company as a woman. Understand? As a woman."
Broken, the only thing he could say was "Yes."
"One more thing. As you are going to learn to be a woman you'll no longer share my bed. I'll still empty you, but no longer will we have sex. But you will lick me to climax as many times as I want and whenever I want. Your climaxes, if I let you have any, will only with my permission. Now, I have to get something from the bedroom; take off your pants and your nickers while I'm gone." She was gone no more than thirty seconds "Oh, good, you're ready, nice and erect for me. Now if you can remember to be like that for me when I want to use you, we'll get on famously" and with that she started to bring him almost to climax then let him go away; once, twice three times she brought her husband, expertly, almost to the point of no return and each time, expertly, she stopped stroking his clit and worked his ovaries preparing him again for the enjoyment of his G-spot. After the third time she said "That's enough for today. I'll play with you again tomorrow. In the meantime you'll probably leak so put this pad inside your knickers. There's no point getting your nickers all sticky if you can keep them clean and tidy. Now, come and let me give you a pedicure and a manicure and then I'll paint your nails. Red will be nice for the weekend, and we'll do your fingernails pink for work. I don't think anyone will notice but you'll have to be extra careful, wont you?"
A LOVE STORY by Jennifer Bowman
CHAPTER 6
The following day Bob, for the first time, wore his nickers and bra, his stockings and garter belt to work. He was terrified someone would see the outline of his bra under his shirt and jacket. He still wore his engagement ring.
When finally he was seated at his desk he left his coat on, wanting protection from prying eyes. As he sat at his desk, with his head in his hands, worrying what was going to be his future with Helen, his secretary came in.
"Morning" she said. "Have a good weekend? ....I guess not. You seem a little stressed. Here, let me take your jacket for you then I'll give you a neck massage" and as she walked behind him to help him take off his jacket, her hands brushed the straps of his bra. She didn't say a word, continued taking his jacket, hung it for him in his office cupboard, then, still silent, his eyes watching her all the way, she walked to the door, locked it, then came back and again walked behind his chair. As she put her hands on his neck he realised what she would discover.
Panicked, he said "Lisa, it's not necessary. There's no need."
"Yes there is" she said as she worked on his shoulders, "You're so tense." He waited for her to say something about the bra straps but as she continued to work on his shoulders and neck she didn't say a word. Five minutes later she spoke. "Feel better? More relaxed?"
"I do, yes. Thank you Lisa, that was just what I needed."
"Are you sure?" she asked as she walked around to the front of his desk and sat in one of the client chairs. She crossed her legs. He couldn't keep his eyes off them. They seemed to go on forever.
"Pardon?"
"Are you sure that's what you needed?"
"I.... what do you mean?"
"Are you sure you didn't mean you'd like these? You'd like your own?" and she leaned forward. His eyes were drawn, inexorably, down her blouse to her breasts. He couldn't keep his eyes off them. He wondered what she meant when she said "Like your own?" Surely she didn't mean....? Did she?
"Like them?" she asked.
He continued to look at them then slowly raised his eyes to hers. "Yes, I.... of course." His eyes returned to her breasts.
"They're yours if you want them" and once again he slowly raised his eyes. "You've got something I want, too." She stood, reached for his hand, helped him to his feet. As he stood, her hand brushed his bulge. "This" she whispered, then softly lifted her lips to his and kissed him on the corner of the mouth. Her hands massaged him as she said "I love a man who knows what he wants and isn't afraid of what other people might think."
"Wh... what do you mean?"
She left one hand on his erection, raised the other to his chest. "This" she said. "So strong, so much courage. There's not too many men who'd be brave enough to wear a bra to work. It makes me wet just thinking how brave you are. And your fingernails. I see you've painted your nails. I'm glad they're pink, not as noticeable as red. And you've had your eyebrows shaped and you're wearing an engagement ring" she continued as she unzipped him, put her hand inside his trousers. "Are you wearing nickers too?" she whispered. "I'll bet you look just so hot. Let me look at you, let me undress you. I want to see how beautiful you are in your bra and nickers."
"But.... don't you mind? Don't you think I'm a .... ah.... bit strange? Wearing women's lingerie?"
"Strange? I don't mind. Why would I mind? I.... I've fantasised about you.... I....I.... I go to bed and I'm lying on the bed with my hands between my legs and I'm playing with myself and then I dream I'm at a party and I meet this beautiful girl...." she says as she strokes his penis. "She looks just like you and I think.... she must be Bob's sister and she's wearing this low cut dress and her cleavage, her breasts, what I can see of them are beautiful, just sitting there snug in this frilly bra and I wonder what she'd be like in bed.... I've never thought this about another woman.... Anyway .... the scene changes and we're in her bedroom.... I don't know how we got there.... and we're kissing and her kisses are just like I imagined they'd be, so light, so tender.... and we're undressing each other and her breasts are just as I imagined, firm, beautiful, she really doesn't need a bra but she wears a frilly one for comfort and, she says, to tease the guys, and it works, she says and I'm kissing her breasts and she's kissing mine and then we're in bed and she asks me if she can lick me and I say yes, but only if I can lick you and she says yes and she takes off my nickers and I caress her mound and I take off her nickers and as she opens her legs I get this wonderful, wonderful surprise.... She's got this beautiful penis.... just like yours.... she calls it her clit, and I ride it and.... my climax in my bed on my own is absolutely mind blowing. Can I lick your clit?"
She kissed him again, and he couldn't do a thing. He was weak with surprise. "Put your hand down my blouse" she whispered. "Feel me. Feel how hot I am. Stroke my breasts...." she said as she traced the outline of his bra "....and I'll stroke yours."
His hands came up and, in wonder he started tracing her face with his finger and as she lifted her head for another kiss she undid his tie and then his shirt and then, so slowly, started to take off his shirt. It was only then that he realised what was happening. He panicked. "Don't worry" she said. "I've always thought you would be a wonderful woman. I wanted you to be my woman. And I've wondered what it would be like to love you and to make love with you, with you wearing women's lingerie. I guess I'm going to find it, aren't I?"
Later she said "It's wonderful working with you, just the two of us. If you wanted to we could close the office whenever we weren't busy....and we could get busy with other things."
Later still she said "Would you like me to come shopping with you, help you buy some dresses, or anything? You could keep them here, change when you came to work, spend your time as a woman. Or keep them at my place, and you could change when you got there and I'd treat you like the beautiful woman I'm sure you will be."
That night when he arrived home he was happier than he had been in some weeks. He had realised on the way home that his wife was determined to turn him into a woman, something he had considered but hadn't dare dream well, he hadn't actually considered becoming a woman but had wondered what it would be like for Helen to dress him and teach him, but hadn't dare ask how far did she intend going? he wondered and his secretary, whom he had lusted over ever since she became his secretary, fancied him, not as a man, but as a woman. And there was a parcel waiting for him. "Go and try it on" Helen said as he opened it. "See if it fits."
It was a lemon coloured shirt-maker dress, just slightly above knee length, and, he discovered when he put it on, it was in his size. And there were some replacement bras, this time in a B cup together with weighted bra inserts to give some shape to his body. "I think these will be best for you, though. They're stick-on, designed for women who want to wear low cut gowns. Because they're actually attached to you they'll jiggle as you walk" Helen said. "Make you feel like you have real breasts. Look like you've got real breasts, too, especially when you wear a tight top. Everybody will watch you when you walk down the street. Remember how you used to look at women's breasts when you walked down the street? Now they'll be looking at you."
"Walk down the....?"
"Of course. The sooner the better. You have to go out in public, go shopping. How else will you be able to buy your clothes and make sure everything fits before you bring it home. Which reminds me. We need to talk about whether you'll go on hormones or have implants. Which do you think you'll prefer? Personally I think hormones would be better because then you'll feel just the way all women feel when their breasts are growing. But they may not be big enough for you; after all, if your mother or sisters were small breasted women, then you'll be small breasted too. Was your mother small breasted? If I remember right, she was, wasn't she?"
"Ah...."
"Well, don't worry at the moment. Plenty of time to worry about that later. Besides, you need to think about whether you'll continue to work where you are and tell everyone you've decided to live as a woman or whether you'll get another job where no one know you. I guess it's up to you, but if you stay where you are, I don't suppose it will be easy getting a boyfriend because everyone knows who you were. On the other hand, if you get a new job, you'll probably have the boss trying to get into your pants as soon as you start work. I don't suppose you realise it yet, but you are one very attractive woman. You'll be even better when you have real breasts, not just the bra inserts. You'll be able to wear low cut tops and show a bit of cleavage. Maybe a lot of cleavage. Are you that sort of girl? Show the boys a lot of cleavage? If I was attracted to women, especially women like you, I could go for you myself. Plenty to think about, eh?"
A LOVE STORY by Jennifer Bowman
CHAPTER 7
The remainder of the week was, for Bob, almost an anti-climax. At work each day Lisa was overjoyed to see him and before starting work locked them both in his office to check out what lingerie he was wearing that day; at home, before he left for work and when he arrived home Helen gave him what she referred to as his "daily massage" to prepare him for what she called his "first milking". He had no idea what she meant; if she was going to masturbate him to climax, he wondered, why didn't she just do it? Why did she bring him just short of his climax three or four times then, just when he thought the next would be the one, she would send him on his way? And each night, after his massage, he had to put on his dress. And each night, when he was dressed, Helen would make sure his pony tail was down and comb his hair into a semi-female style. "We're getting there" she'd say. Or "Won't be long now" or "You know, I think you'll be quite stunning" or "I wish I was as beautiful as you're going to be". Once he thought he heard her say "The boys are just going to be running after you" but of course she wouldn't say that, would she? Would she?
On Saturday, following his morning massage, Helen said "Ready for your first milking?"
"I.. Uh... yes."
"Good. But first we're going to get you one or two more dresses this morning and some high- heel shoes then we'll come home and I'll milk you. Then at three thirty you've got an appointment to learn about make-up that'll be here then when that's done you've got an appointment to have your hair done and that's not here." He was stunned, couldn't speak. Everything was going so fast.
When they returned from their shopping Helen asked the same question. "Ready for your first milking?"
"I... uh.... yes."
"Oh good. We're going to do this every Saturday morning and every Saturday morning you'll have everything ready for me so pay attention. Probably if you keep everything together in your bedroom would be a good idea but I'll leave it to you where you keep it all. Just have everything ready when its needed." And she showed Bob the disposable foam cups, string, Vaseline and rubber gloves then showed him how to prepare the foam cups. "Now undress and get on your hands and knees."
As he knelt, she lowered the cup, on its string, from the far side of his body and then reached under him and brought the cup toward her and placed it under his penis. She pulled the loose end of the string across his back towards her then through a hole in the cup then tied it in place. "I'm going to milk you so that's to collect your milk. Don't want you staining anything" she said "and we especially don't want you to waste anything either." She put on the gloves and covered them liberally with grease. Removing one glove she said "Now.... let's begin, shall we?"
He felt her covering his anus with the grease then felt her other hand on his testicles. She caressed them as she had always done, just the way he liked and as he was enjoying her hand he felt something hard probing his anus. He realised it was her finger. She was stroking his testicles, gently probing his anus and he didn't know which he enjoyed more. He could feel the hardness of his erection and wondered how she was going to stroke him with the cup covering him. And then she was further inside and he was wondering what it would be like to have a penis inside him. She was filling him with her finger; he could imagine how much more he would be filled if he had a cock inside him. Was this how a woman felt when she had someone inside her? "Remember I told you that you had a G spot? Well, this is it" she said as she massaged his prostate. "Does it feel good?"
"Oh, God, yeesss."
"I thought you'd like it" she said and as she continued, his milk flowed into the cup.
"Just about the right amount" she finally said as she looked inside. "That's what you usually squirt so from now on when I milk you we'll keep going until we get the same amount. You won't come like you usually do but at least you'll be empty. And I'll play with you twice, maybe three times a day to fill your ovaries so you'll be ready for your next milking. You'll probably be pretty horny by the time I milk you. But you'll get to love it. Always horny, always hoping I'll relent and get you off. And I might. But probably not. On the other hand.... Oh, and don't forget to put your pad in your nickers when you dress. Now drink up."
"Wha...?"
"Drink up." Her voice hardened noticeably.
"You don't want me to...."
"Why not? It's what women do. You expected me to swallow, so now I expect you to swallow. And don't waste a drop."
"What happens if I...."
"Refuse? You can if you want. I don't mind. I'll go and ring my lawyer now."
"Lawyer? What do you mean lawyer?"
"Remember option 1?"
He looked at her, then at the contents of the cup then put the cup to his lips. It wasn't as bad as he thought.
"I've been thinking" she said. "I can't continue to call you Bob when you're wearing lingerie and dresses and make-up and nail polish and have you hair styled so we need to choose a female name for you. Do you have any preferences?"
"I... ah... no...."
"Well, which do you prefer: Tracy, Kathleen or Ruth?"
"I.... ah...."
"What about Tracy? Yes, I think you're definitely a Tracy. From now on that's who you'll be. Tracy."
And later that afternoon, dressed in his new lemon shirt-maker when the make-up artist arrived, Helen introduced her husband as "My girlfriend Tracy. And before you show him how to do his make-up, you better talk to him about looking after his skin. You need to know about that too, don't you Tracy?" The make-up artist raised her eyebrows and Bob thought he heard her say "You're very pretty. Do you have a boyfriend yet?" Must have been his imagination.
Later, when they returned from the hairdresser, Tracy could believe neither how good she looked, nor how little there was left of Bob. In fact, in the mirror, Bob had vanished. Totally.
"Now. We haven't much time so I need to show you just two things tonight and then we'll continue your training tomorrow."
"What do you mean we don't have much time? We've got all night."
"Oh, didn't I tell you?" she asked, knowing she hadn't. "Sandra and Charles are coming for a bar-b-que and they're due in about thirty minutes."
"Sandra and Char.... what?"
"It's all right, don't worry. No one will know you're not who we say you are. Well, that's not quite true. Sandra knows because I told her you had decided you wanted to live as a woman..."
"Wha....? But I didn't deci.... Oh."
".... and she said, well at the moment it doesn't matter what she said and she promised she wouldn't tell Charles so we'll just tell Charles that Bob has had to go away on business, and that's true, isn't it, and you're his sister which is why you look so much alike so that will cover any awkward spots and you decided to come and keep me company while Bob's away so we could catch up on all the girly things sister's-in-law want to catch up on. Now.... Sandra promised she wouldn't say anything, and I won't, so.... this is most important; tonight when you're sitting on the lounge you must remember not to sit with your legs wide apart. That's a very male thing and as you don't look anything like a male, do... not... do... it. Charles may not notice immediately, but he's not stupid and if he sees you sitting with your legs wide open he won't think you're a male but he will think he's on a promise. How to sit? With your legs together as I said, and if you can remember, with one leg behind the other, like this.... to show off the line of your calf. Men love the line of a woman's calf. Remember when you used to look at women's calves? Hmmmm? You'll also need to practise walking in high heels do try and remember to take small steps like a woman, not great strides like a man I'll show you a trick or two to help train you but that will have to wait until tomorrow. Now, the last thing to tell you tonight is that, if you look at a man shyly from behind your eyelashes he'll think you're interested in him and he'll nearly cream his jeans. And talking about creaming his jeans.... if you let the heel of your shoe slip off and then dangle the shoe from your toes, well, who knows what might happen? Remember what you were like when you were.... what was your name? Bob, wasn't it? Oh, and one more thing. When you're talking to Charles don't forget to rest your hand lightly on his arm or hand. Men like that. They think a woman likes them a bit when she does that."
At this Tracy baulked.
"I can't chat up a guy and especially I can't chat up Charles." she said. "What happens if he realises I'm not my sister? Bob's sister?"
"You'll have to make sure that doesn't happen, won't you? And you might have to chat up Charles, flirt with him too, whether you want to or not. Sandra and I decided to tell Charles that even though you were still wearing your wedding and engagement rings, your marriage was on the rocks and you hadn't had a man for some time and that you're a bit needy, so don't be surprised if he comes on a bit to you...."
"....That'll make Sandra happy."
".... And if he does come on to you you'll just have to make sure he doesn't realise who you really are. Won't you?"
The two women looked at each other. Subdued, Tracy agreed. "I guess I will" she said.
"Now, Tracy, sweety. Go and freshen your make-up and practise what I told you while we wait for them to arrive."
A LOVE STORY by Jennifer Bowman
CHAPTER 8
That evening was, for Tracy, interesting. Everything was going smoothly until, during dinner, she felt Charles' knee touch hers. They were seated at their round bar-b-cue table and there wasn't much room; nevertheless she moved slightly so she couldn't feel his knee.
It was at that moment that Sandra said "Helen, did you know Charles and I are getting a divorce? He's been playing around with other women. Haven't you dear?" There was ice in her voice but Charles ignored it. "Why not, with beautiful women like Tracy around?" he asked.
Helen and Sandra looked at each other. "You're right, Charles. Tracy is very lovely" Sandra said. "Just keep your hands to yourself. Remember she's Bob's sister."
"I know. But I'm sure Bob won't mind. After all, they're brother and sister, not husband and wife. And Helen did say you and your husband were separated, didn't she, Tracy?"
She put her hand on Charles' wrist. "Helen did say that, Charles" and once again he placed his knee firmly against Tracy's knee. This time Tracy left it there.
A LOVE STORY by Jennifer Bowman
CHAPTER 9
Monday morning, 8.30 am. Bob is pensive, looking out the window of his office when Lisa arrives. She comes in, puts her arm around him, puts her head on his shoulder. "I missed you" she says.
Bob is silent, puts his hand on hers where it rests on his waist. "Sweetheart" he says. "Lock the door, will you? We have to talk".
She looks at him, does as he asks.
She rejoins him at the window. Neither of them say anything. Then "Whatever it is, I'll stick by you." This from Lisa.
There's a long silence, then "When you hear what it is, I'm not sure you will."
"You haven't killed anyone, have you?"
"No."
"You're not a paedophile, are you?"
"No."
"Well what else is there?"
A long pause then "Come and sit with me." Another long pause then he tells her what Helen is doing to him; about catching him, about his options, Helen stroking him but not to climax so she can fill his testicles, or ovaries as she calls them, about milking him. About his clit. Then he tells her about dinner the previous evening when he was Tracy. He looks out the window and Lisa, ignoring everything else he has said says "I'll bet you were beautiful."
Another long pause and then Bob turns and looks at her. "Pardon?" he says.
"I'll bet you were beautiful" she whispers. She puts her hand to his cheek, her eyes starting to shine with tears. "I'll bet you were the most beautiful woman in the room." She pauses. "What should I call you?"
"Helen calls me Tracy."
"It suits you." She pauses. "Tracy" she whispers. "Yes, it does suit you." She looks down. "I don't know how to say this..." she says ".... so I'll just say it. I think I love you. Bob or Tracy or whoever you are. I.... I've got something for you. I've wanted to give you this for so long and the timing wasn't right. But it is now. Don't go away."
"I'm not going anywhere" he said as he watched her cross the room.
He stood, went back to the window. As she came back into the room he turned to her and said "Did the sun just come out?"
She smiled at his comment and, as she joined him at the window, she gave him her gift. She lifted her head, stroked his cheek with her hand; he lowered his head to hers. Their kiss seemed to last for hours. "I.... I think you should open your gift before we're naked again" she said and as he carefully undid the wrapping she walked away.
"I... it's beautiful."
"You like it?"
"I love it."
"It's for when you're Tracy."
"I know."
"May I put it on you?"
"Of course."
As she lowered his pants, then his stockings to put the fine gold chain around his ankle he said "I don't think anyone has ever given me a gift as beautiful as this with as much love as you. I shall always wear it. I love you too, Lisa and I'm so happy you're OK with me wearing women's underwear."
"I.... You.... It's not only the underwear. If you want, you can be..... I want you to be Tracy with me, too."
He looked at her. "Are you sure?"
"Oh yes, I'm sure..... You know.... Helen's probably not as bad as you think she is. I think this is her way of giving you the freedom she knows you need, the freedom to be Tracy."
Silence, as he thinks of what she has said. "You know, you may be right about Helen. But I can only think of you. How can I be so lucky to find a woman who has no problems with her guy wearing women's clothes?"
"Well.... there might be one problem. If you're as beautiful when you're Tracy as I think you are, don't go getting picked up by some guy who wants to get in your pants or you're in big trouble."
"I know" he said and kissed her again. This time her hands found his erection and then she, too, was naked.
Later, both of them lying on the floor of his office, she asks, hesitantly "You know you told me about Helen stroking you to fill you then milking you. Did you.... did you like that? Would you like me to do it for you?" * done to here "I... the teasing was wonderful; I think I could take that all day, but I wasn't too excited about being milked. But.... maybe I could get to like it."
"Would you like me to do it?"
"Would you like to?"
"Maybe." She looked shyly at him. "It would keep you horny wouldn't it?"
"It certainly would." He grinned at her.
"What about having something inside you?"
"You mean like...."
"Helen's fingers. Or a vibrator."
"Actually, no. It was very uncomfortable."
"What about when you're Tracy?"
"What about when.... I.... oh..... I don't know. I.... I guess I have wondered what it would be like to be, you know, like a real woman, have your guy inside you."
"What about if we bought.... something..... I could use on you.... when.... when you're Tracy?"
He looked at her.
"I'd like to" she said ".... if you'd let me. I want to give you as much pleasure as you give me. Wouldn't you like to feel your lover inside you? Oh Tracy, I love you so much."
A LOVE STORY by Jennifer Bowman
CHAPTER 10
"I had a phone call from Sandra during the week."
"Oh, yes."
"She says Charles is quite taken with you. Wants to take you to dinner before you go home." She wiggled her fingers in the quote sign as she said "home". "What do you think?"
"About what?"
Exasperated. "Charles taking you to dinner. That is, taking you Tracy, not you Bob."
"Yes, well, I'm not really a Tracy, am I?"
"Well, yes, really you are. Unless you want that divorce."
There was sudden silence, then: "Is he going to ring me or is that the invitation and I've got to ring him?"
"He's going to ring you. Sandra rang just to warn you what he's thinking. So you could prepare."
"Gee, thanks."
"Well, Tracy, if you hadn't let me catch you that day you wouldn't be in this predicament now, would you?"
"I guess not." And went to get the supplies for his milking.
A LOVE STORY by Jennifer Bowman
CHAPTER 11
Monday again. Bob tells Lisa about Charles' invitation. "Do you want to go to dinner with him?"
"God, no."
"What about when you're Tracy? Would you like to go to dinner then?"
The silence is so loud it can be heard miles away. "I...."
"You would, wouldn't you?"
"I.... yes." Whispered.
"Come back to me? Please?"
"I.... Of course.... Thank you."
"You're so beautiful. I'm going to call you Tracy all the time. You don't mind, do you?"
"No, I don't mind. In fact I rather like it."
A LOVE STORY by Jennifer Bowman
CHAPTER 12
Friday night. Charles has driven Tracy home after their night out. They're sitting in his car. "Would you like to come in? For coffee? Or something else?" she asks, looking at him from behind her eyelashes. She's caressing his inner thigh, building the erection she's been aiming for all night. She hasn't yet touched it, but she can feel it throbbing near her fingers. She's realised she's looking forward to using it. She also realises he's breathing quite hard.
"You know you really are a most remarkable woman."
A pause then a gentle "Thank you."
"I.... I think I'd like very much to come in. You" he adds quietly. She hears him, hides her smile.
"We'll have to be very quiet. Wouldn't want Helen to hear us."
"I know."
Sitting on the edge of the bed, watching him undress, she lies "I can't have you in the usual way tonight; it's that time of the month. But I really want you inside me." She reaches for him, cups his balls in one hand and strokes his penis with the other. "Would you like to do it that way? Let me get you ready" she says shyly as she puts his penis in her mouth.
"I.... I would" he says. "I've wanted to be with a woman that way for a long time. But not many are willing. Certainly none I've met." He has difficulty talking.
She comes up for air. "It's not something I've done a lot. In fact you're the first. I guess I'll be a bit tight, so be gentle with me?"
"Oh yes" he moans and she doesn't know if he's agreeing to be gentle or if it's because of what she's doing.
Later, much later, as he's leaving, Tracy says "Will I see you again?"
There's silence, then Charles says "I'd love to but I have to go interstate on business then overseas. I think I'll be away for some months. But when I come back I'd like to see you if that's alright."
"That would be wonderful" she says, hearing the lie. After all Tracy, in another life, used to say much the same thing. Now she can't get rid of him quickly enough. She hasn't climaxed, although his penis on her prostate was quite exhilarating. But the sensation was much the same as when Helen milked her. Now she wants to handle herself and to hell with whether Helen gives her permission.
A LOVE STORY by Jennifer Bowman
CHAPTER 13
"Did I hear Charles bring you home last night?"
"Probably."
"What was he like?"
The two women looked at each other. "I only asked" Helen said "... because my Bob and I haven't had sex for such a long time and Sandra said Charles was very good in bed. Now that they're getting divorced I thought I might try him out. What do you think?"
"I haven't had a lot of experience with men. In fact Charles was my first, so I don't have enough experience to compare. Why don't you ask me in a month or so? In the meantime....why don't you try him. See if he's as good as Bob was. Or worse." She turned to go. "I must fly. I'm meeting someone for lunch and I can't be late."
Helen smiles to herself. 'Everything is going to plan' she thinks.
A LOVE STORY by Jennifer Bowman
CHAPTER 14
Saturday lunch. It's the day following Tracy and Charles dinner. Tracy and Lisa are on the balcony of Lisa's apartment watching the sunset. Both are naked. Lisa is gently caressing Tracy's ovaries, stroking Tracy's clit which is extremely hard. "Thank you for letting Tracy go out with Charles."
Lisa smiles. "Was dinner as nice as you thought it would be?"
"Actually.... it was. He was very charming."
"And what about later?"
"Later?"
"Yes, later."
"Oh, you mean.... later."
"I mean.... did you go to bed?"
"What do you think?"
"I think you did and I think he was in you all night. Was he?" She's still stroking, but by now Tracy is a little.... overwrought.
"He was.... he wouldn't go down."
"You mean....?"
"No, no. His erection. It wouldn't go down."
"So you just had to use it? You bugger." She now realises Tracy is joking with her, hits her on the arm.. "So..." she says slyly. "How many times did he.... you know....?"
And Tracy turns to Lisa. "Just once. I had to try it once."
"Did you.... enjoy him?"
"I'm ashamed to say I did."
"Ashamed? Why ashamed? That's what guys and girls do."
Tracy looked at her. "I know. And now I'd like you to do me. I want to feel my lover inside me. My real lover, not some pretender with a big dick. Although it was nice. And it was big."
Lisa hits Tracy again then: "Play with yourself for me while I put on our new friend. But I warn you. My new dick is going to be insatiable. I want you to suck me and I'll play with your clit and ovaries and when you can't take anymore you'll be mine."
Later.....
"Have you ever sucked yourself?"
"Me? No. Although I tried when I was younger. Why?"
"I was hoping you'd say 'Yes'. I'd love to watch you."
"I can't reach it. I can get to about a quarter of an inch. So close, so close...."
"What if I .... helped you.... reach it? Do you roll on your back, put your legs over your head? What if I pushed your body the last few inches? Would you like to try? Would you like me to help you? Reach it?"
Tracy looks around. "Would you?"
Much later.....
Lisa is again stroking Tracy.
"What was it like, when your tongue touched the end of it?"
"I felt as if an electric current had passed through my body."
"So.... you didn't like it?"
"You have to be joking. It was bloody marvellous."
"What about when you had all of your pen.... clit in your mouth? Licking it? Sucking it?"
"Well, it wasn't all in."
"It looked like it to me. What was it like?"
"I could get to like it. A lot."
"Coming in your own mouth?"
"I could get to like it a lot."
"Oh good. I could get to like watching you too. A lot."
"Having you playing with my ba.... my ovaries while I sucked, helped. Well, it didn't just help, the sensation was incredible."
"Next time I'll use a vibrator inside you as well."
"Oh, God."
Lisa is still stroking; more a tease then a stroke.
"Does Tracy want to see Charles again?"
"No. It was nice what we did, but once was enough."
"What about someone else? Do you think Tracy would like to have another guy?"
"Doubtful."
"You didn't say 'No'."
"Well if you continue to pleasure me with our new friend like you did a little while ago, and if you don't get jealous of me sucking myself there is no way..... I know they say there's nothing like the real thing but you.... and our friend.... are just wonderful."
"That's good because I thought for a moment I might have to punish you if you went with another guy."
"Punish me? What do you mean?"
"Oh, I don't know. Make you carry weights on your ovaries. H...e...a...v...y... weights. Or pour hot wax on your clit. Or tie rope around your clit and ovaries and hang you from the ceiling. Or tie you to the bed and have my way with you. And if I faced your feet while I was riding you I could smack your ovaries at the same time. Hard. For going out with some guy. But you don't have to worry. You're not going to see another guy, are you?" Lisa is having difficulty not laughing.
"Ar, no."
"That's good, sweetheart. I'd hate to have to punish you. Now.... roll over. Your lover wants to enjoy you again. And you want to enjoy your new friend again, too, don't you?"
A LOVE STORY by Jennifer Bowman
CHAPTER 15
The following week, at work, Lisa and Tracy discussed their future. Tracy still comes to work as Bob, although he still wears the lingerie, stockings, nail polish and, of course, the ankle chain Lisa gave him.
"Last week, when you were Tracy and had dinner with Charles.... did anyone give you looks that might have meant they thought you were really a guy?" Lisa asked.
"I don't think so.... I'm pretty sure not. I had to go to the toilet so I used the ladies.... couldn't really go to the gents dressed the way I was...." Lisa smiled ".... and there were some women there, you know, real women, and nobody said anything. Well, they said 'Hello' but they didn't scream and yell and shout 'Get out of here you pervert' so I guess I must have been pretty convincing. And there were a couple of guys that looked long and hard at me when we arrived at the restaurant and one of them growled at me as I walked by. I hate to think what his wife or girlfriend thought. Why?"
"I was just wondering....What do you think you want to do? Are you going to remain Bob who cross-dresses or do you really want to become Tracy?"
"I....I've been giving it a lot of thought. I was wondering.... I was hoping.... would you mind if I became Tracy.... all the time?"
There's an intake of breath from Lisa and her hand goes to her mouth. "Oh.... oh that's wonderful" she says and flings her arms around Tracy's neck. "Oh sweetheart, I've been hoping you'd say that." Lisa is starting to cry.
"You're crying. Are you sure it's alright? You're not just saying that because you think it's what I want to hear?"
"No you silly thing. I'm crying because I'm happy. You've decided to do something you really want to do, probably need to do." She untangles herself, walks away and then says, hesitantly, "But.... what about us? Now you're going to be Tracy? Will you still...."
"Want you? Of course I still want you. Who else would I want?"
"I don't know." Lisa is sobbing again, this time from worry. "Maybe you like Charles. A lot. I know you told me he was a one off but...."
Tracy takes Lisa in her arms. "Lisa, I want you, not Charles or any guy. I know I told you about going to bed with Charles but what's important to me is.... I want us to be together. And as long as you can put up with me being Tracy, full time, I want us to get married. Helen asked me what Charles was like in bed because she wanted to try him out, see if he was better than me. I told her I didn't have anyone to compare Charles with but to ask me in a month or so, so she probably thinks I now fancy guys. I'm telling Helen during the week I'm leaving her so, irrespective of what happens between us, I'm going to be Tracy full time. Helen thinks I want guys. I know I want you. I just hope you want Tracy."
Lisa looks into Tracy's eyes, studies them. Then once again her arms are around Tracy's neck and she squeals "Yesyesyesyesyesyesyes. Just don't decide to have the operation. I couldn't bear you not to have your clit."
"I'm not having the operation, that I promise you. I want my clit just as much as you. If I didn't have it I wouldn't be able to be inside you, would I? And I really love being inside you."
"Thank God" Lisa says.
There's a long pause then "Will you help Tracy choose some more clothes? Some she can keep at your place? Then, when I see you, I can dress as the woman I'm going to be. And you can help with my training, finish anything Helen started, make sure Helen hasn't been setting me up."
"I'd like that. When?"
"Why not now? Close the office and let's go."
A LOVE STORY by Jennifer Bowman
CHAPTER 16
It's a week later. Lisa has checked Tracy's ability to pass as a woman and has given her approval. They're having a quiet pre-luncheon drink together, while they wait for their table. It's only the second time since dinner with Charles that Tracy has been out in public, the first when Lisa and Tracy went shopping. Helen has not played any tricks; in fact she has taught Tracy well. Tracy is stroking the stem of the wine glass and her shoe, off her heel, is dangling from her toes. She is unaware she has either of these decidedly feminine mannerisms.
"Nervous?" Lisa asks.
"I certainly am."
"Don't be. Helen trained you well. And we're about to find out how well."
"What do you mean? Oh."
"Hello ladies" he says, his eyes moving between Tracy's fingers on the wine glass and her bouncing shoe. Lisa is looking at the bulge in his pants. "I guess you're waiting for your husbands or boyfriends but I was wondering, while you're waiting.... would you let me buy you a drink?" He's still looking at Tracy's fingers while he asks this.
"That would have been wonderful.... six weeks ago" Tracy says breathlessly, emphasising the 'wonderful', "I... we really would have loved that. But since I met my friend I.... we don't go out with men anymore. I'm so.... so sorry. But thank you for asking" and she stood and kissed him on the cheek.
As he walked away, stunned, Lisa said "That was amazing."
"Yeah well, women can sometimes be pretty nasty when they don't want to be picked up and I didn't want to be one of those women. God, I hope I wasn't one of those women. I hope I was gentle with him. I didn't realise how hard it would be to turn a guy down."
"Well, it might have been easier if you hadn't been stroking that wine glass."
Tracy looks down, realises what she's been doing.
"Helen taught me that; says it drives guys wild."
"Well it certainly had an effect on him. He had this monster bulge in his pants. I thought he was going to come while he was talking to us. He had to reposition himself as he walked away. You know.... you're really getting the hang of this being a woman business."
"I hope so. I wouldn't want to embarrass you and have people come up and say I was a fake, some sort of a pervert."
Over lunch, carefully, so no one at nearby tables could hear, Lisa said "I guess that guy, the one that wanted to buy us a drink, and the waiter not giving us a second glance and having no adverse reaction when we went shopping proves to you what I've been saying all along you really are a woman." She paused. "I've been thinking about us." she continued. "We've talked about getting married sometime after your divorce comes through. I think it should be sooner rather than later. As soon as possible after your divorce comes through, not sometime after. You know I want to live with Tracy more than I do with Bob. She's got so much more to offer. I've been doing some research about breasts for men and it seems there's only two main ways. The first is hormones and the second is implants. And whichever you choose, Tracy will then have even more to offer.... and you'll be able to live totally as the woman we both want you to be. The hormones might be good because you'll actually feel your breasts growing, just like young girls. I remember when mine were growing.... I was always looking in the mirror to see how much they'd grown and always feeling them. As well as helping you grow breasts, hormones will probably change the shape of your body and make your skin softer and your hair growth will slow. You might also need to have counselling because of the effect the hormones will have on your body. On the other hand you'll probably lose the use of your clit and I'm not sure how you feel about that. I don't want you to loose the use of it, but it's not my choice. So, speaking selfishly here, because I don't want to loose the use of your clit, maybe implants would be the best. That way you'd still have beautiful breasts, the size you want and still keep your beautiful, wonderful all action clit." She giggled, then continued. "And the best part is that, whichever you choose, you won't have to go to work as Bob and be Tracy only at night after work and at the weekend. You can be Tracy all the time. And with breasts you'll be able to wear low cut dresses and blouses and even a bikini to the beach. Which will be good, because you're a bit flat at the moment. And it will give me something else to play with. In fact I think you will be ecstatic when you have breasts. Clit, ovaries and breasts, and all yours. We'll go mad!" She grinned as she put her hand on Tracy's wrist. "I love you, sweetheart. So....what do you think?" she asked.
"I don't have to think about it. Breasts I want and if a wonderful all action clit is what you want then implants it will be. I wonder how soon I can have the surgery. Tomorrow?"
"And we might even double date, once or twice. You'd like that, wouldn't you? Go on a date with a guy? And maybe get lucky? Or better.... go on your own, because I don't really want to go on dates any more. Except with you. And I know I'd be jealous if I saw you with anyone else. Especially a guy."
Quietly Tracy said "I guess going on a date with a guy would be.... nice. But you know what I said. Charles was enough. Although having a real one inside me was.... well, I guess I'll never really know what it really feels like to be a real woman with your lover inside you, but I've got a bit of an idea..... and it was.... quite.... nice. But I don't want to risk losing you, so the answer is 'Thank you but no'. Besides, like you I don't want to date anyone else either."
"What if we didn't know each other? Wouldn't Tracy want to go on dates then?"
Long pause as Tracy considered the answer. Then "I guess so. Being in bed with Charles was an interesting experience."
"So you did like what he did to you? And you to him?"
"Well, yes."
"And if we weren't together you'd like to go to bed with another guy?"
"I.... Yes, I suppose so."
"So.... what about if I gave you permission to date?"
"Why would you do that?"
"Because I want you to be happy. I want you to enjoy a penis just as I enjoy your clit. I'll let you date, just as long as you come home to me. And if you bring him home, we could both get him ready for you."
"What...."
"Taking it in turns to suck him, play with his balls...." Tracy started to grin. "And...." Lisa continued, ".... and when he's emptied himself in you, you could get him ready again while I'm getting you ready."
"You mean...."
"And then you could be inside me and he could be inside you at the same time. What do you think of that?"
"Wow."
"Wow indeed. So....Will you do that for me? Go out on dates? And bring him home?"
"I... are you sure?"
"I'm sure."
"I.... don't know what to say."
"How about 'Thank you Lisa?'"
"I.... Thank you Lisa."
"But not all the time, just when you need something real inside you. Which hopefully won't be often. And then come home to me?"
"I will."
"Promise?"
"Promise."
A LOVE STORY by Jennifer Bowman
EPILOGUE
"Bye, Helen, and thanks for everything." She leaned forward, gave Helen a kiss on the cheek. "Thank you for letting me stay here as long as you did. It was quite an experience. I've enjoyed every minute of it. Especially the last few months. Oh, by the way, what was Charles like?"
"Not as good as you, you bastard."
As she walked away, Tracy couldn't help smiling. She turned back. "Go for Option 1" she said.
THE END