The Family

by Jennifer White

 

Chris and Sue had been dating for almost three years. And now things were getting close to the next phase in their relationship. She helped him pick out a diamond ring so that he could propose to her. They were about to become engaged.

But she wanted it to be a special occasion. She asked him if he would wait to present the ring to her, until they were with her family.

"You've never met my sisters" she said, "and it would mean *so* much to me if you'd propose to me in front of my family."

"I could do that" he said. "When are they coming to visit us?"

"They're not coming here. We're going to visit them."

She showed him two airline tickets she had purchased. They were going to fly to Minnesota to meet her family. Chris was okay with that. She talked about her sisters a lot, and she really seemed to care about them. So if it was important to her that he propose there, in front of them, he could handle that.

 

Three days later, they flew up north to Minneapolis. Sue's sisters were there to greet her at the airport, and drove them back to their family home in the quiet suburb of Edina. As they drove, they all talked excitedly.

"This is my older sister Kay" said Sue.

"Nice to meet you. I've heard so much about you" said Chris.

"And this is my little sister Annette" said Sue.

"And you as well. Nice to meet you."

Kay was very pretty, almost as beautiful as Sue was. Annette on the other hand was a big girl, the kind you'd be afraid that you'd find in the frozen north. Hardly a 'little' sister! She was kind of big and blocky, but her mannerisms were very feminine, she dressed very well, and she wore more makeup than her sisters.

They chatted as they drove, until the pulled up in the driveway of a picturesque white house. They parked in the garage, and went in. Chris carried his own suitcase, and he noticed Annette carrying Sue's.

Inside, the house smelled of warm apple pie, fresh cut flowers, and burning candles. A light lunch had been served for them, and Chris was very hungry (with airplane food being so bad and all!). They ate and continued to talk.

When they were done, Sue and Chris unpacked their bags in the guest bedroom. Sue explained that it had been her room when she was a child.

"Kay has mom's old room, and Annette has the same room she grew up in."

Chris knew that Sue's mother had passed away ten years before, and she never spoke of her father, although he sensed some kind of resentment of him. Perhaps it had been a messy divorce. He didn't think it was his place to pry, so he kept silent on the subject.

"So when do you want me to give you the ring?"

"Tonight would be fine" she replied, with a huge smile on her face. "I'm so glad you were willing to wait until we could do it here with my sisters."

"You want me to give it to you in front of them then?"

"Yes. That would be perfect. I want everything to be perfect tonight."

"It will be. I promise" said Chris.

"I love you" she said, giving him a kiss.

"I love you too" he replied.

"They'll want to take a bunch of pictures, so I want to go get my hair done. The stylist at the shop around the corner is just my favorite. Even at home, I've never found anyone I like as much as her."

"That's fine. Go get your hair done, and I'll talk to you sisters, and get to know them better."

"Thank you for being so understanding" said Sue.

They walked back downstairs, and sat together on the couch for half an hour, until she needed to leave for her hair appointment.

"Say hi to Sheryl for me!" said Kay.

"I sure will" replied Sue as she grabbed her purse, slung it over her shoulder, and headed out the door. Chris watched her drive away. Now he was alone with her two sisters.

 

"So Kay, what do you do again for a living?" he said.

Kay had a strange look on her face.

"No" she said.

"No what?" replied Chris, confused about her change of demeanor.

"No, you're not at all right for my sister. You can't marry her."

"What are you talking about? We're in love with each other, and we're going to get married."

"No. What do you think Annette?"

"I agree. He's definitely wrong for her."

"Just hold it!" protested Chris. "How am I wrong for her?"

"Look dear, you don't know or understand our family. We all have one thing in common: the women in our family are very strong willed. Our father abandoned us after Annette was born, and we were raised only by our mother, and her sister."

"The women in our family are very strong" said Annette. "They won't tolerate a man who tries to order them around. And they won't like it when you refuse to listen to them. If Sue tells you to do something, and you don't do it, she'll be really upset inside."

"And I can tell that you're the type that won't take an order from a woman. You'll think that what she asks you to do is silly, and you'll blow her off. The resentment will build, and you'll hurt her too much. So no, you two cannot marry."

 

Chris was stunned. What was this all about? What had he done to set them off like this? He replayed all the talking they did since he arrived, but this just didn't make sense.

"I'm sorry, but you've got me all wrong!" said Chris defensively. "I'm not like that at all. I am very open-minded, and I look at Sue as an equal partner, not someone to boss around. Yes, I sometimes ask her to do things for me, but if she asks me to do something for her, I do it!"

"No" said Kay. "I can tell that you won't let a woman order you around. You'll feel resentful, and try to hurt her emotionally. I can't allow that."

"What can I do to prove you wrong?" said Chris. He was failing miserably with Sue's sisters. He really wanted to get on their good side. They were important to her, so he needed for them to like him too.

Kay just stared at him for a few moments. She turned to Annette, and whispered something in her ear. Annette stared at him, making him feel uncomfortable, then she whispered something back to Kay.

Kay stood up and walked over to Chris.

"All right Chris, maybe I've read you wrong. I'll give you a chance to prove to us that we're wrong about you."

"Good" he said. "What do I have to do?"

"Well, we're concerned that you won't do things she asks you to. So we want to test you" said Annette.

"We'll as you to do some things you won't like doing" said Kay. "And we'll see how well you do with that. If you pass our test this afternoon, then we won't stand in the way of your engagement."

"Fine" said Chris. He'd show them. He'd pass their stupid test, whatever it was. Anything for Sue.

"Follow me" said Kay.

Chris followed her upstairs, with Annette trailing behind. They went into a bedroom upstairs, which seemed to be not used. It was set up as a room that had to belong to a girl, based on the decor. But the smell of the room, and the little amount of dust around made it apparent that it wasn't regularly used.

"All right, lets get started" said Chris, impatient to get this over with. He wanted to show them how eager he was to pass their little test.

"Now remember," said Kay, "men tend to recoil when women tell them what to do. Like it makes them less of a man to listen to their woman. I'm going to give you something to do that you're not going to like. This will really test if you are willing to listen to a woman."

Chris nodded his head.

Kay walked away from him, and opened the closet door. She rummaged through the clothes there, and emerged a short time later with an outfit that she laid out on the bed. It consisted of a pink floral skirt, a pink ribbed came with spaghetti straps, and a matching pink cardigan. Then she went to the dresser, and brought out a bra, panties, and a set of nylons.

"To see just how resistant you are, we're going to make you do that one thing a man *least* wants to do. We're going to ask you to dress up as a woman" said Kay.

Annette and her looked at each other and smiled.

"You're crazy" said Chris.

"See, I told you he wouldn't do it" said Annette. "I knew his male ego would get in the way, and he didn't really love our Susie."

"No! That's not it at all!" said Chris defensively.

"Then you'll do it?" said Kay.

"What choice do I have? If that's what I need to do in order to prove to you that I'm not what you think, then I guess I'll have to do it."

"You should shave your legs first" said Annette. "And your chest too. There's a shaver in the tub."

The bedroom had an attached bathroom, which Kay pointed to. Chris was very embarrassed as Annette went in and turned on the shower.

"Go. Shave" she said.

He went in, and closed the door. He stripped, and got in the shower. This was so stupid! How was he going to get out of this? It looked like he was going to have to play their little game.

He sighed, and picked up the pink shaver. He went to work on his legs.

* * *

 

When Chris was done shaving himself, he turned off the hot water, and reached for a towel. There weren't any on the bar on the wall.

"I need a towel in here!" he shouted.

Annette came in, and handed a towel to him over the glass door of the shower.

"Don't forget to clean your hair out of the drain" she said.

He was glad that the door was all steamed up, so she couldn't see inside. He dried off, then stepped out of the shower. There *was* a lot of hair in the drain, so he used a tissue to clean it up. Then he went to put his clothes back on, but he noticed that they were gone.

"Where's my clothes?" he said.

"In here" replied Kay.

"Um, I'd like to dress in private" he said.

"Oh sure. Here, I'll hand them through the door."

He reached through the door, and she handed him something which he grabbed, then pulled back inside. He looked at it. It was the bra and panty set.

"Where's *my* clothes?" he said.

"Those are your clothes, remember? Now put them on, and get back out here."

He really didn't have a choice about it. And he reminded himself that this whole thing was to prove that he'd listen to them without getting upset. So he put on the panties, then struggled to get the bra on. It was hard to get those clasps closed in the back! And he thought it was hard to get a bra *off* of a woman.

Finally, it was done. He walked out into the bedroom with the towel wrapped around him. He didn't want them to see him like this.

"Drop the towel" ordered Kay.

He paused for a second.

"Look, if I have to tell you everything twice, we might as well quit now. Either you're willing to do what I ask you, or your not."

Chris let the towel fall to the ground, revealing his hairless body, covered only with a bra and a little pair of lacy panties. He looked up to see Annette holding a digital camera, and snapping a photo.

"What did you do that for?" he said.

"To see how you'd react."

He had to hold himself in check. He couldn't let them see him get mad. *That* was what they were after. He wouldn't give in. He wouldn't let them get the satisfaction. He'd show them!

"You have pretty legs" said Annette.

"Thanks, I think" he responded.

Annette held out the nylons for him. He took them, and started to put them on. The sisters had to instruct him in the proper way to do it, so he wouldn't cause any runs. He slid them up his legs, and felt electric shivers from the fine mesh of the nylon rubbing against his newly smooth legs. He pulled the control top all the way up, and let it go.

Chris felt ridiculous like this, standing there in front of his soon-to-be-fiance's sisters, wearing women's underwear. But this is what *they* wanted, not him.

Annette handed something to him now. Something that scared him. A pair of skin colored lumps, the size and shape of a woman's breast. He turned them over to see that they even had realistic looking nipples sticking out of them. He was holding a pair of breasts in his hands!

"Mom died of breast cancer" said Kay. "These were her breast forms she wore, so she would still feel like a woman."

"Put them in your bra" said Annette.

Chris put one down, then slipped the other one into the left cup of his bra. He had to work it in carefully, because it was so large that it completely filled the cup. Then he put in the right one.

Snap! Annette took another picture. Chris just stared at himself in the mirror. It looked like had had boobs now. The tops of them were visible above the bra, which looked like it was about to burst, straining to hold the large fake breasts in place. The thin shoulder straps now had weight to support, and he could feel them dig into his shoulder.

"Now for your cami" said Kay, holding the pink top out for him to put on. He closed his eyes as he pulled the little top over himself. It was tight on him, barely fitting over his large 'boobs'.

Snap! Another picture from Annette. Chris picked up the skirt to put on without being told. He had to get into *something*. He didn't like them seeing him in just panties and nylons.

The skirt had a pretty floral pattern, and it was loose and comfortable. He pulled it up high enough that it met the bottom of the cami top. It felt funny not to have the elastic band at his waist. This was much higher up than normal. But he didn't want a bare midriff. He didn't want to look or feel like Brittany Spears!

"Very pretty" said Annette, as she handed him the pink cardigan sweater, which he put on. It would have been a cute outfit on a woman. But not on him. He felt humiliated. As he expected, when he turned, he heard then snap of the camera. And he felt the swish of the skirt at is spun around too, then settled on him, brushing ever so lightly against the nylons. It was an unsettlingly exciting sensation.

Now they gave him a pair of high heel shoes, and told him to put them on. He did so, and he needed to hold on to the bed to walk. He felt like he was going to tip over. How did women look so graceful in these? He cold barely manage to stand up.

Mercifully, Kay told him to sit down at the vanity.

"This is from mom too" said Kay, holding out a wig. "The chemo made her loose her hair. So she used this."

It was a wig of long wavy blond hair. Kay put it on his head, while Annette fastened it in place. Chris had to brush the long hairs out of his face. It felt so *threatening* to see himself in the mirror wearing pretty clothes, with boobs, and now long hair. Snap went the camera taking the next picture of his transformation. At this point, he really didn't even care anymore. Just get this over with!

He sat there passively as Kay applied cosmetics to his face, while Annette painted his fingernails. And he didn't protest as they adorned him with jewelry, but putting five bracelets on each wrist, clipping earrings on his ear lobes, putting a pretty necklace on him.

Click! went the camera. He looked at himself in the mirror, with the long dark eyelashes, the rosy cheeks, the full red moist lips, and the shimmer of glitter across his face, neck, and upper chest.

They sprayed him heavily with a floral perfume, then told him to get up.

"Come on Michelle, lets go get a glass of wine."

"Who's Michelle?" said Chris.

"Why silly, *you* are."

He did need a glass of wine. He needed *any* drink at this point. He teetered down the steps, and was thankful when he could sit on the couch and drink.

"Girls sit with their knees together" whispered Annette to him, correcting how he even sat. Fine, whatever. He hoped they were through having their fun with him. His beloved Sue would be home soon, and he didn't want for her to see him like this.

"You are such a pretty girl Michelle" said Annette. "I'm jealous of your legs. That outfit you have on is very pretty."

"Thank you" he replied meekly. This was terrible. He wondered what new tortures would the have in store for him next?

But instead, their demeanors changed. Instead of making him do something else embarrassing, they just sipped their wine and talked to him. They told him about themselves, what they did for a living, and stories from their past growing up with their older sister Susie.

Now this was nice. This was what Chris had been expecting the trip to be like (other than the fact that he now looked like a woman, and they were calling him Michelle!).

The polished off one bottle of wine, and Annette went to the back to get another one. She poured them all glasses, then went back to the kitchen, returning moments later with an empty glass.

"For Sue, when she gets back."

Chris was all in a panic now. Sue would be back any time. And he was still dressed like a girl!

"When can I change back?" he said.

"Back into what?" said Kay.

"My clothes."

"Oh, you can have those. They look very pretty on you Michelle. There's no need for you to change."

Chris was about to argue, but he thought better of it. If Sue did catch him like that, she'd know that the sisters had done it to him, and she'd be all upset at them. Good. Maybe they could go home then!

 

Half way into the third glass of wine, Chris's fears were realized, as the door opened, and Sue walked in.

"Your hair looks so pretty!" said Annette.

"Did you get highlights too?" asked Kay.

"Yes I did, thank you for noticing!" she replied. She sat down right next to Chris, and didn't even blink seeing him dressed up as a woman. She didn't look at him funny, she didn't say *anything* about it. He suddenly felt very upset. What was going on here?

Sue took her glass of wine, and joined the conversation, as if everything was normal. How could she not bail him out of this? What was wrong with her?

At long last, she turned to him.

"So, you have something you want to give me tonight. Now's the time."

So this was it. He was to propose to her, dressed up as a girl? Was this her plan all along? No. It couldn't be. She must be doing this to please her sisters.

Chris went to their room, and returned a few minutes later carrying the box with the ring. He was still teetering a bit in the heels, but doing somewhat better.

Chris went on with his original plan. He got down on one knee in front of Sue, held out the box with the ring, opened it, and handed it to her.

"I love you Sue" he said. "Will you marry me?"

Sue gasped as she looked at the ring. She had picked it out. How could she pretend to be so stunned by it now? Or maybe it was just the moment.

In either case, she took the ring out of the box, and slipped it on her finger.

"Yes dear, I will marry you."

She stood up, and Chris thought she was going to kiss him. But instead, she got down on *her* knee in front of him, and held out a black jewelry box.

"I love you too. Will you marry me?" she said.

Chris took the box and opened it. Inside was a diamond engagement ring, at least 1.5 carats, if not larger. He gasped. How had she afforded a ring like this? It was even bigger than the one he gave her!

He was overwhelmed with emotion. He picked up the ring, and without thinking slipped it onto his finger.

"Yes, I will marry you" he said. He wasn't expecting a ring from her! She loved him so much! He would do anything for her. Anything.

They kissed, and Annette took more pictures. For a moment, Chris forgot that he was dressed up as a girl. All he could think of was Sue, and his love for her.

"I wasn't expecting a ring from you" said Chris. "Not like this. How did you ever afford it?"

"This ring has been in the family for generations" said Sue. "It is a family treasure. Not just for the value of the diamond, but also for the power it has over men."

"What power?" said Chris, whose stomach suddenly felt upset.

"Feminine power. If a man were to dress up as a woman, he is just a man in a dress. But if he were do dress like a woman, then wear this ring, something special happens to him. He *wants* to stay that way."

"No" said Chris, who tried to take the ring off. It was stuck. He didn't want to be a woman forever! He had to get it off before it did something to him! He felt himself getting very aroused suddenly, and he couldn't control it.

"What is it doing to me?" he said, feeling a tingle between his legs.

Sue ignored his question.

"When we get married, you'll wear a tux, so that your family and friends think you're still a man. But you'll be wearing a bra and panties underneath, because they will remind you that you're a woman."

"No" he said.

"Oh yes. There is no stopping it now Michelle. You are becoming *female*."

"Why are you doing this to me?"

"Because I love you, and I wanted to share the greatest gift in the world with you: femininity."

"I don't want to be feminine."

"That's what I used to think" said Annette.

"What?"

"I used to be their little brother, until the dressed me up, and put the ring on me."

"It was just a game" said Kay. "But when we saw what the ring did to our brother Andy, we realized the powers it contained. Andy became Annette. Everything changed but his bone structure. As you can see, he's a real woman now. Just as you'll be a real woman soon."

"But why Sue? Why are you turning me into a woman?"

"With every husband and wife, their relationship changes after they've had a baby. That won't happen with us. Because when the baby is born, you'll be a woman too. You'll love babies as much as I do, and fully help raise her. You'll be a completely equal partner. We will have the deepest, purest love possible: the love between a woman and another woman."

"I'm going to be a lesbian?" said Chris.

"You already are. You still like women, don't you?"

"Of course!" said Chris.

"And now that the ring has been working on you, soon you will realize that you *are* a woman, even if your body hasn't yet caught up."

"No! I can't be a woman!" said Chris.

"Why not?"

"Because....because....I....um....no, that's not right, no, look here. Between my legs. That means I'm a man, right?"

"Does it?" said Sue.

"I...I don't know. I feel....no! I don't feel feminine inside! That can't be right! What have you done to me?"

"You're a woman now Michelle. A woman!"

"Then why do I have this *thing* between my legs?"

"Because you are going to use it on me now, to make me pregnant. It will then be useless, and it will fall off within days. Then you'll have a pussy, like the rest of us. You'll really be a girl."

"I don't want to do that!" said Chris.

"I see how hard you are, how aroused you are. And you love me. You love women, but you love *me*. And you've proven that you follow orders from women very well. Now upstairs with you!"

She patted Chris on the butt, and he jumped forward, and started up the stairs. He realized that he was *walking* like a woman now, with a woman's posture. Holding his arms and his hands like a woman would. He *was* a woman inside. Him! He was really a girl!

Sue closed the bedroom door, and practically tore Chris's clothes off, below the waist. She lifted her skirt, and showed that she wasn't wearing any underwear.

"In a few days, you'll be like this. Isn't that better? Don't you want a pussy of your own? You'll be just like me."

"Yes" he said, overwhelmed by the desire he now felt to *be* like her. He wanted a pussy of his own! He wanted a vagina. And that didn't seem wrong anymore.

She got on top of him, and started pumping. She kept telling him how pretty he was, and what a wonderful girl he turned out to be. He was fully aroused, and soon he burst inside her. He imagined that he was already female.

Satisfied, Sue dismounted him.

"Go wipe up. That's the last time your penis will ever function. In a few days, it will be gone altogether, and you'll be completely female."

"I don't want to wait that long!" protested Michelle. "I don't want to have a penis anymore."

"Don't worry my sister. Soon it will be gone. Then your breasts will start to grow. In a nine or ten months, your body will be just like mine. And we'll have a baby to raise together."

"I love you" said Michelle, putting her arms around Sue.

"I love you too" replied Sue, giving Michelle a kiss on her lips.

* * *

 

Chris's friends were upset that he refused to have a bachelor party. But everyone remarked at the wedding how he looked younger, more boyish than the remembered.

"She is good for him, I'll tell you!" said his aunt.

Nobody could see the bra underneath his tuxedo, that he wore for comfort. It felt wrong to wear *men's* clothes. And Sue wouldn't let him wear his wig. She told him that he needed to grow his hair out naturally. If only he could get through the ceremony and party. Then he could get back into a skirt, which he longed for.

* * *

 

On the honeymoon, the old lady sitting under a palm tree on the beach shook her head. Here were two *women* walking down the beach, holding hands! The one had long hair and large breasts. She glowed like an expectant mother. The other had short hair, and a very flat chest. They wore matching bikinis. How disgusting. They both wore wedding rings. How could they let women marry each other? The old lady shook her head in disbelief.

* * *

 

Michelle was so happy today. She was able to retire her B-cup bras, and finally move up to a C-cup like Sue had. Her hair was getting longer now, and she felt much better about herself. Not to mention that she had curves now too.

"I love you" she said as she kissed Sue, putting her hand on Sue's bulging belly, where their baby was growing and developing. She could feel the baby kick.

"I love you too" said Sue.

They kissed and hugged each other. They were so happy together. Michelle decided that she must be the happiest woman on earth...

  

  

  

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