Steven's Story

Steven's Story
by Rogergirl

Steven was standing in his girlfriend's bedroom searching through her dresser.  He pulled out a pair of panties and quickly stuffed it in his pocket.  He reached back in and picked out a matching bra.

"OMG, what are you doing?"

Steven jumped and turned to see his girlfriend, Anna, standing at the door with a shocked expression.

"It's not what it looks like," he stammered.

"Well, I hope you have a good explanation because it looks like you're trying to steal my underwear."

"OK, let me explain," Steven said putting the bra and panties back in the drawer, then gesturing her to sit with him on the bed.

Anna closed the door then followed him to the bed.  They sat down and he stared at the floor in silence.

"Well?" Anna said in a stern tone.

"I...I..I like to dress up like a girl," he answered nervously.

"What?" Anna said surprised.

Anna was shocked at this revelation.  Steven was the varsity quarterback and one of the most popular guys in school.  He was being recruited by several top college football programs, and had never shown an interest in crossdressing before.  He had short hair, dressed mostly in baggy jeans and t-shirts when he wasn't in his football uniform, and his body was pretty hairy.

"Care to elaborate or is this just some excuse cause I caught you trying to steal my underwear."

"It all started when I was a kid," Steven began, "I would often stay at my uncle and aunt's house and play with my three girl cousins.  One day they got an idea to play dress up.  I protested the idea, but they forced me to do it.  At first I felt pretty weird, but once I was dressed, I loved how the clothes felt.  I loved how cute I looked as a girl."

He glanced at Anna who sat watching him in silence.  Her face no longer looked angry.

"After that day," he continued, "we would play dress up every time I visited.  Eventually, they moved across the country and our games ended.  As I grew older, I would try wearing my mom's stuff, but her clothes are kind of boring and not my size.  After she died a few years ago, my dad eventually put all her stuff in storage cause it caused him too much pain being around her stuff.  I sort of stopped dressing for a while, but today I had an idea to try it again."

"What do you mean?" Anna asked.

"Well, when you left to go downstairs I was gonna sneak one of your bra and pantie sets and try it on in the bathroom, then put it back without you knowing.  I guess you weren't gone as long as I was expecting."

Anna sat motionless processing what she had just heard.  She felt bad that she had gotten angry at him before now that he had explained his situation.

"Does anyone else know about this?"

"No, you're the first person I've told.  My dad expects me to be this tough football player, I doubt he would react too favorably to finding out his son crossdressed.  I haven't told any of my friends either.  I imagine it would make them pretty uncomfortable sharing the locker room with me if they found out.  You won't tell anyone will you?"

"Don't worry your secret is safe with me.  I have to ask you though, does this mean you're gay?"

"No, I admit I've been curious about what it would be like to be with a boy as a girl, but I like girls.  I hope this doesn't end our relationship.  I really like you and hope what I told you doesn't change how you feel about me being your boyfriend."

"Don't worry, no one's breaking up with anybody," she assured him, "actually, I think it might have made us stronger, more open as a couple.  I've never told anyone this, but I've thought about trying it with a girl a few times.  I don't think I'm bi or les, but it's just something I've been curious about, but I've never gotten the nerve to try it."

They hugged, then Anna said, "Um, so if you want I could help you dress up.  You could see how you look fully dressed as a teenage girl."

Steven thought about it, then said, "I don't think that's such a good idea.  It's getting late and I have to head to practice soon.  Maybe another time."

Steven kissed her then grabbed his stuff and left for practice.  After he left, Anna sat alone feeling bad.  She wished there was some way Steven could get a chance to dress up without having to worry about being found out.  Realizing there wasn't any, she went to her desk and started her essay.

A few weeks later, Anna walked quietly into the student government meeting with her friend and fellow cheerleader, Jamie.  They had missed some of the meeting as they had just come from a pep rally.  When they sat down the topic being discussed was upcoming events for the spring quarter.  

"At the end of March," Courtney, the ASB president, said, "we will be doing a womanless pageant to raise money for our new stadium.  Each of the girls here will be in charge of preparing a contestant for the event and playing their escort for the night dressed as guys.  We're looking mainly at getting athletes to enter the contest since it is a fundraiser for the athletic program."

When Anna heard this she realized this was Steven's opportunity to finally dress like a girl without having to worry about any negative reactions or reveal his secret.  Also, as the star quarterback people would probably expect him to enter to get a new stadium built.

After the meeting, Anna and Jamie walked together to class.  Jamie told Anna she was gonna ask cousin to do it, since he was a wide receiver for the team.  

"You should ask your boyfriend Allen to do it," Anna teased, "He has great legs."

Jamie laughed, "yeah he does, but I doubt he'll do it.  You gonna ask Steven?"

"Yeah, I might," Anna answered casually, trying not to give anything away."

After school Anna met Steven at his car in the parking lot to head home.  They got in the car and Steven noticed she had a happy look on her face, which surprised him.  She was pretty perky, but today she was beaming.

"I see you've had a good day Ms. Smiley," he said jokingly, "what's up?"

"How would you like to go out fully dressed as a girl?"

Steven looked at her like she was crazy.

"I can't go out as a girl," he said, "I'd like to, but you know I can't.  I thought I was clear about that."

"What if I told you there was a way for you to spend a night as a girl at school without anybody discovering your secret?  You could even wear my cheerleading uniform"

"I'd probably ask you what you've been smoking," he said, "What exactly are you getting at?"

"Well, the school is having a womanless pageant to raise money for the new football stadium.  The best part is all the contestants will be athletes.  My friend Jamie is getting her cousin to enter."

Steven's face lit up.  This would be the perfect opportunity.  Plus, he knew how much his dad, who played for the team years ago, had been pressuring the school to build a new stadium.  He'd practically beg him to enter.

He grabbed Anna and gave her a long kiss.

"Thank you, baby," he said in tears, "you don't know how much I love you right now."

"So you'll do it?" Anna asked.

"Well, I'll have to ask my dad, but I'm pretty sure the answer will be yes."

That night Anna sat in her room watching "Glee," when her cell phone rang.  She picked it up and saw it was Steven.

"I told my dad about the pageant and he said yes.  In fact, he said if he knew that's all it took to get a new stadium built, he would have dressed up like a woman years ago and held his own pageant."

They both laughed at this.  Anna was happy to be giving Steven the opportunity he had so longed for.

"OK, we have a few weeks before the pageant.  I have to get some stuff from the drama department to help with the transformation, but are you free on Saturday?"

"I think so."

"Great, I'll see you then," she said happily, "Oh, by the way what should we call you for the pageant?  You'll need a girl name."

"Well... I like the name Stacy," Steven said in a hushed tone.

"Ooh I like it," Anna responded, "I look forward to meeting Stacy on Saturday."

That Saturday Steven went to Anna's to start preparing for the pageant.  Since football season had ended a couple months ago, he had grown his hair a bit.  It also meant he could shave his legs without having to worry what the guys in the locker room would say.  Though he had heard some of his friends were also shaving for the pageant, so he knew he wouldn't be alone.

When they got to her room, Anna locked the door and asked him to strip down to his boxers so she could see what she was working with.  Steven was 5'10" and 140 pounds, having slimmed down a bit since the season ended.  Being a quarterback he wasn't as heavy or muscular as some of the other guys on the team and could probably fit into her clothes.  With his longer hair she might be able to avoid using a wig and opt for hair extensions instead.

"I picked up a few things from the drama department," she said showing him the breast forms and wigs on her bed.  We can remove your body hair when we get closer to the pageant, but today I think I'll teach you how to walk in heels and how to apply your makeup."

She led him to her vanity and showed him various products, guiding him on how to apply them and correcting him if he messed up or applied too much of something.

"The key to makeup she said is to make it look natural and not too heavy."

When Anna was satisfied with his makeup he looked in the mirror and was shocked at what he saw.  His hair and body looked like his own, but his face was that of a pretty girl.  He looked sort of like his mother in pictures he had seen of her as a teenager.  Wanting to try and get a better image he asked Anna for a wig matching his own hair color.  She brushed it out and put it on his head.  When he looked in the mirror again, from the neck up he was a young version of his mother.  Seeing his mother's face staring back at him he began to cry.

"What's wrong baby?" Anna asked rubbing his back to comfort him.

"I..I don't know if I can do this," he said taking off the wig, "when I looked in the mirror I looked just like my mom.  Since she died in that car accident I've felt somewhat empty.  To see her every time I look at myself dressed as a girl I just want to reach out and hug her and it makes me miss her even more.  Also, what would my dad say when he saw me at the pageant, he hasn't been the same since we lost her."

Anna sat hugging Steven in silence not sure what to say.  She could see how torn he was wanting to dress like a girl, but how much it pained him to see how much he looked like his mother.  She had never lost a parent or even a grandparent, but could see by the tears on his face how much it hurt him.  She grabbed some tissues and cleaned his running makeup off his face.

"It's OK, baby," she said, "if you don't want to do this I won't make you.  We can just find someone else.  I only want you to be happy."

Steven stopped crying as Anna used a wipe to clean the rest of his makeup off his face.  He looked back in the mirror and saw his own face staring back at him.  He got up and went to the bed to get his clothes.

"I'm sorry," he said, "getting dressed.  I've got to go right now.  I've got some stuff to think over."

He kissed Anna and left.  Anna sat at her vanity wondering if maybe she had made a mistake.

That night Steven sat on the couch next to his dad, Steven Sr., eating take out pizza and watching the Mavericks game.  He sat in silence as they ate trying to find the right words to say to his dad.

"Dad," he said finally, "can I talk to you about something."

His dad turned to him and was going to say they would talk after the game, but he noticed a pained expression in his son's face and turned off the TV.

"What's wrong, son?" he asked concerned.

"I don't think I can enter the pageant."

"Oh, I think I know what this is about," his dad said calmly, "I know I've told you to be tough and manly, but it's OK that you're dressing up as a woman for this contest.  I want that stadium built as much as you do, and I don't mind if my son has to dress like a woman to get it.  So if that's what's holding you back, don't worry.  It's just for fun."

"That isn't it, dad," Steven said somewhat glad that his dad supported him dressing for this contest at least, "today I was at Anna's house and we were preparing for the pageant.  She put makeup and a wig on me and I looked just like mom at my age.  I miss her so much and I don't think I can handle doing this."

Steven's dad began to tear up a bit.  After his wife, Denise, died he sort of broke down and for a while started drinking.  He also lost his six figure job at the company and had been working part time jobs to support his son.  He had met his wife in high school and they had both been strong supporters of the football program.  In fact, before she had died they had been gathering a committee to finance the construction of the new stadium.  He also knew how much she had wanted to see their son go to college and he knew the only way they could afford it would be if Steven got a football scholarship.  He sat in silence for a moment unsure what to say.

"I know I haven't been that easy to been around with since we lost your mother," he said, "and having to move out of our house and to this apartment must not have been very easy for you to adjust to.  I don't want to force you to do anything you don't want to, but this stadium was your mother's dream as well.  I think she would be proud to see you enter the pageant and even more proud to see how much you look like her."  

Steven hugged his dad and told him he would do the pageant.  He got up to go to his room and call Anna.

"Oh and son," his dad said before he left, "don't worry, I know you used to dress in your mother's clothes.  She told me several years ago.  I admit I was a bit mad at first, but I very much look forward to meeting my daughter at the pageant.  I know I may seem a bit unapproachable at times, but don't feel you ever have to keep any secrets from me."

Steven's face lit up.  He ran back to his dad and hugged him tight.  To know he no longer had to keep his crossdressing a secret from his dad was a huge relief, but to find out his dad actually accepted it made him overjoyed.

That night he called Anna and told her about his talk with his dad and that he had decided to enter the pageant after all.  When he hung up the phone he looked up and saw his dad at the door carrying a box of his mother's pictures and possessions that he had brought up from the garage.  They spent the rest of the night looking through the items in the box and sharing their memories of his mom.

The next morning Steven went back to Anna's.  They went up to her room and talked about Steven's conversation with his dad the night before.  No longer was Steven just entering this to fulfill his desire to crossdress.  He was also doing this to honor his mother.  

He stripped down to his boxers, and they went to work on practicing his makeup.  When Anna was satisfied with his makeup, she put a wig on him.  This time when he saw his reflection he smiled.  Seeing his mother's face smiling back at him he knew he was not going to quit now.  

"I'm ready for lesson two," he said turning to Anna.

Anna smiled back at him and handed him a pair of 3 inch heels.  He stepped into them and stood up.  They were a good fit, but he felt awkward standing in them as he had never worn such high shoes before.  Anna guided him as he practiced walking around the room.  Eventually he was able to walk in them on his own, although he walked a bit clumsily.  

"Wow, this is a lot harder than it looks," he said, "I don't know how girls can wear these all the time."

Anna laughed and said, "yeah, I don't know how we do it either.  Don't worry you'll get used to them.  Though I have to warn you, your feet are gonna get uncomfortable pretty quickly."

"They already are," Steven said laughing.

Anna decided to try adding the breast forms so he could get used to the added weight.  He got took off his boxers and the heels and put on a pair of panties and tucked back his penis to create a smooth front.  Anna helped him put on a matching bra then she put the breast forms in the cups.  

Once she had properly set them in place she gave him some clothes to try on to complete the look.  He put on a short denim skirt and a tank top then put the heels back on.  When he stood up the added weight felt strange to Steven and forced him to walk around even more awkwardly than before.  

He hobbled over to the mirror and was surprised at how good his body looked.  Although his body hair somewhat ruined the image his body looked all girl.  He turned to pose and admired how long and sexy his legs looked, imagining how much better he would look after he shaved.      

He spent some more time practicing and getting used to the heels and breast forms until it was late afternoon.  They were getting hungry so they decided to call it a day.  Steven reluctantly took off the clothes and heels and Anna removed his wig and makeup.  He got dressed and they went out to order some food then went to Steven's apartment to eat it.  

Anna went up while Steven parked the car.  Steven's dad was inside with some more boxes of Steven's mother's stuff.

"Hi, Mr. Davenport," Anna said, "we brought some lunch."

"Hey, Anna, nice to see you," Steven's dad said walking over to her, "thanks for the food.  How's practice for the pageant going?"

"He's doing OK, not really used to it all yet, but I'm sure he'll be ready by the pageant."

While they were talking Steven walked in.

"Hey dad," he said closing the door.

"Oh hey Steven," his dad said picking up a pink gown, "I've been going through some more of your mother's stuff in the garage and I found this.  It was your mother's favorite gown and it looks about your size.  I think she would have liked to see you wear it for the pageant."

Steven walked over and slowly took the gown from his dad.  He remembered how beautiful his mother looked wearing it.  Although most of her clothes were somewhat plain and conservative as she worked in an office, occasionally she would dress up for special events. The gown had beaded bands with sequins around an empire waist and an open back.  The material of the dress shined as he held it catching the sunlight pouring in through the window.  He smiled and looked back at his dad and Anna smiling back at him as he held it up to himself.

"You're going to look beautiful in it," Anna said, "I have just the shoes for you to wear with it."

"And you can also wear some of your mother's jewelry," his dad added, "I can't wait to see you that night."

Steven put the gown down carefully then hugged his dad and kissed Anna.  They went to the table to eat their lunch and discuss their preparations for the pageant.

During the week they didn't have much time to prepare for the pageant.  Midterms were approaching so they had to focus on studying.  Steven began to feel an anxious feeling as he longed for the day he could dress again.  As the days went by he would talk to his friends and teammates who were also participating in the pageant and learned that while some were just going to wear women's clothing and a wig, others, like his buddy Ron, were planning to have more fun with it and do full makeovers.  

When midterms were over, Steven anxiously resumed preparations at Anna's house.  Over the past couple weeks his hair had grown a bit longer and could now be styled more easily.  He had also lost a little more weight and muscle, and now weighed 130 pounds.  After the pageant he planned to work out everyday to regain the weight and muscle in time for football season.  Everyday after school they practiced makeup, dancing, walking in heels, talking in a more feminine voice, putting on a bra, and creating different hairstyles.  By the end of the week Steven had gotten pretty good at dressing himself, although would make a few mistakes on occasion.  Anna also practiced for the pageant, as she would be playing a guy, although her training was slightly easier.

It was now Friday, the day before the pageant.  Steven went to Anna's after school for some final preparations.  His dad and Anna's parents had agreed to let him spend the night in their guest room so it would be easier to get ready for the pageant the next day.  

When Steven walked in, Anna was having a conversation online with her friend Jamie, whose cousin had to miss the pageant because he had to visit a college that day.  Anna suggested she ask her boyfriend Allen to take his place then told her she had to go and signed out.  She looked up at Steven.

"I'm glad you're only a junior," she said.

Steven looked back at her confused as he placed his mother's gown and some of his own clothes, for Anna to use, in her closet.

"Sorry just some drama with Jamie's cousin David," she replied laughing, "ready for the final preparations?"

Steven smiled back knowing what she was talking about.  They had been holding off on removing his body hair until today to avoid any suspicions amongst his friends.  Anna handed him a tube of Nair and instructed him on how to use it. She also instructed him to use a razor and moisturizing lotion afterward to catch any missed hairs and to make his skin soft.

He grabbed a towel, walked into the bathroom, and locked the door.  He turned on the shower and got undressed feeling a bit nervous about what he was about to do.  He knew once he removed his body hair there would be no turning back.  He opened the hair remover, then paused and stared into the mirror.  After a moment he decided to go for it and applied the cream all over his body.  He waited the specified time then stepped into the shower.  

As he stood in the shower he watched in silence as his hair washed down the drain.  He stood motionless for a moment then remembered the rest of Anna's instructions.  After he had finished he washed his hair then stepped out of the shower and dried himself off.  

As he ran the towel over his body he began to feel a new sensation he had never felt before.  He ran his hands over his legs immersed in the feeling of how soft and smooth they felt.  

"Almost done in there?" Anna shouted from the other room.

Steven mumbled a quick response then wrapped the towel around himself and a smaller one on his hair.  

"Can you leave the room for a while, I want to try dressing on my own," he said.

"Ooh good idea," Anna said then left the room closing the door behind her.

After Anna left he exited the bathroom and locked the bedroom door.  He looked on the bed and saw everything laid out for him.  First he tucked his penis and taped it back then put on a pair of boyshort panties.  Next he attached the breast forms as Anna had shown him and blended in the edges.  He put on a matching bra and looked in the mirror and did a few poses admiring the cute girl smiling back at him and feeling his mother's reassurance.  

He went back to the bed and put on the rest of the outfit.  He pulled up the short denim skirt that went to mid-thigh and zipped the zipper into place.  Next he put on the short sleeve blouse and buttoned it up.  He completed the outfit with a pair of three inch heels.  

Satisfied with his outfit he went to the vanity and applied his makeup.  He went for a subtle look as he had learned from Anna that would enhance his features, but wouldn't make him look like he had overdone it.  When he was satisfied with his makeup he styled his shoulder length hair using a curling iron to give a bit of a curl at the front to frame his face.  He sprayed on some perfume and completed his look with a pair of earrings, a chain necklace, and a ring.

He went to the mirror to see his completed image and was shocked at how good he looked.  He did a few poses amazed that he could look this good.  Although he had been dressing over the week this was the first time he had done the full transformation.  Finally he smiled then went downstairs to show Anna his completed look.  

As he approached the top of the stairs he heard Anna's parents coming in the front door.  They had seen him dressed throughout the week, but he was worried how they would react to his full transformation.  He regained his composure then announced he was coming downstairs.

"Um, I'm ready."

Anna and her parents heard Steven's announcement and sat down on the couch.  They all knew how much he had been preparing and were curious to see how well he had done.  Steven and Anna had told her parents Steven's story and they were glad to help him with whatever he needed, including getting him various things to use for the pageant as they knew he couldn't use all of Anna's stuff and that he and his dad were on a tight budget, as Anna's dad had worked with Steven's dad before his mother had passed and Steven and Anna began dating.

Steven walked slowly downstairs as they stared at him in amazement.  They sat speechless surprised at how much he looked and moved like a real girl.  Anna's dad, Mark, was also stunned at how much Steven resembled his mother from pictures he had seen of her.  Steven stared back at them feeling a bit uneasy at their silence.

"Do I look OK, Anna? Mr. and Mrs. Roberts?" he asked using the female voice he had practiced.

They were taken aback a bit at how much he sounded like a girl, then stood up and began to compliment him on how well he had done with his transformation.

"If I didn't know it was you, I'd think you were just one of Anna's cheerleader friend," Anna's dad said.

"Wow, you have amazing legs, I'm a bit jealous," Anna's mom, Sylvia, added.     

"You look incredible," Anna said walking over to him, "I guess I'm a good teacher."

Steven blushed at the compliments and they all laughed.

"How about you spend the rest of the time until the pageant as Stacy," Anna's parents suggested, "it will let you get used to being dressed up for a long period of time."

Stacy liked the idea and responded trying to hold back her excitement, "Sounds like a good idea."

"OK ladies," Anna's dad said smiling, "let's go out to dinner.  It's my treat."

Stacy looked a bit uneasy and said, "I don't know, what if someone recognizes me as Steven?"

"Don't worry," Anna replied reassuringly, "right now you just look like a pretty girl, I don't even recognize you as Steven.  Also, it will get you used to being in front of people as a girl."

Stacy smiled and relaxed.  Anna went upstairs to get dressed and grabbed Stacy a purse.  They went out to the family car and Anna's dad opened the seat for each of them.  As they drove to the restaurant they discussed the pageant.

"So, Anna after seeing how good Stacy looks we're curious to see how you look as a boy," Anna's mom said.

"Oh, I'll finally get the son I always wanted," Anna's dad said jokingly.

"Don't worry, you'll get to meet Andy tomorrow," Anna replied.

Stacy began to feel more comfortable and joined in the conversation joking how she looked forward to meeting her boyfriend.

Soon they arrived at the restaurant and they all got out and walked inside.  As they were led to their table Stacy looked around to see if she knew anyone, but was relieved to see nobody she knew was there.  Soon after they were seated the waiter, who looked to be around 18 came by to take their drink order and kept smiling at Stacy.  He also snuck glances at her legs.

When he left Anna and her parents looked at Stacy and smiled.  

"I think you've found an admirer," Anna's mom said to a blushing Stacy.

As the evening went on Stacy, who ordered a pasta dish, began to enjoy the attention and even smiled back at the waiter a few times when he came to check if they needed anything, which was often.  She realized now how well she could pass as a girl in public, but worried a little about how her friends at school might respond.  

After they were finished and were about to leave the waiter walked over to her nervously.

"Um, would you like to go out sometime?"

She knew from experience how it felt to be rejected by a girl and responded, "Oh, your sweet, but I'm kind of seeing someone at the moment."

The waiter smiled and told her, "I understand, but if you ever find yourself single, you know where to find me."

Stacy smiled as he walked away.  Anna watched standing next to her.

"Wow, I'm feeling a bit ignored tonight," Anna said laughing, "I admit I'm a bit jealous."

They both laughed then went outside to meet her parents in the car.  On the ride home they all laughed about all the attention Stacy got at the restaurant.  

"So how did it feel tonight?" Anna's dad asked.

"I was a bit uncomfortable at first," Stacy answered, "but it wasn't that bad.  In fact it felt kind of nice.  I'm not into guys or anything, but I felt a little bad turning down that waiter."

"All part of being a girl," Anna's mom said.

When they got home Anna and Stacy went upstairs and changed into nightgowns.  They spent the night talking like girlfriends and watching romantic comedies as Anna did Stacy's nails.  Soon it was late and they were tired so Stacy got up to go to the guest room and go to sleep.  They hugged and kissed each other on the cheek, as tonight they weren't boyfriend and girlfriend, but rather just friends.  

Stacy went to the guest room and brushed her teeth in the bathroom then climbed into bed.  She laid awake for a while in the darkness enjoying the touch of the sheets to her bare skin and feeling uncertain about tomorrow.  She was also curious to see how Anna would look as Andy.  Soon she drifted off to sleep.  

"Wake up sexy."

Stacy woke up and blinked drowsily.  She glanced up and saw a guy looking down at her holding a tray of breakfast.  He was wearing a sweatshirt and a pair of jeans.  Stacy was a bit puzzled at who this guy was standing in her room.  She looked closer at his face and wondered if it could be Anna's brother, but remembered she didn't have one.  

"Anna?" she asked finally realizing who he was.

"Call me Andy," he said, "and how do I look?"

"Wow, you look great," she answered smiling, "for a moment there I thought you were really a guy."

They both laughed and Andy put the tray down on Stacy's bed.  He grabbed a nearby chair and sat down while Stacy ate.

"So you ready for tonight?" he asked.

"I think so," Stacy answered after taking a sip of orange juice, "I'm just not sure how everyone at school will react, I mean maybe I look too good."

Andy moved to the bed and sat next to Stacy.  He brushed some hair out of her face then put his arm around her shoulder.

"Don't worry," he said reassuringly, "I've already talked to some of the other student council members and some of their contestants look like real girls too.  Besides you're the star quarterback.  No one is gonna give you a hard time.  I mean you did win us the state championship."

Stacy smiled at him and said, "I guess you're right.  Thanks baby I feel a lot better."

Andy kissed her softly on the lips then got up.  Stacy finished the last of her breakfast then moved the tray aside and got out of bed.  

"Well, it's still early, what do you say we go for a run?"

"Ooh sounds nice," Stacy replied.

Stacy went to the bathroom and brushed her teeth and took a quick shower.  When she was finished she wrapped herself in a towel and went back to the bedroom.  On the bed she found a pair of panties, a sports bra, a pair of women's athletic socks, a pair of short running shorts, and a small top.  She got dressed then found a pair of running shoes on the floor.  She put them on and tied her hair back into a ponytail, then went to the mirror to see how she looked.  She looked good, but felt a bit exposed as the outfit showed off her stomach and a lot of leg.  Feeling a bit unsure about showing that much skin she put on a jacket and zipped it up.  

She left the room and went downstairs to meet Andy.  She made sure to move quietly as Andy's parents were still asleep.  Downstairs she found Andy in the living room stretching.  Andy looked at her a bit disappointed.

"Aw, why'd you put the jacket on?" he asked, "I wanted to see how sexy my girlfriend was."

Stacy smiled and took off the jacket.  

"Wow you're a hottie."

Andy pulled Stacy close and kissed her on the lips.  He put his hands on Stacy's bottom as they kissed.  Stacy felt a bit weird being kissed like this by someone that looked like a guy, but decided to go along with it as she was a girl today.  Andy was enjoying the power he felt being the guy today and wanted to try acting more aggressively than he did as Anna.  Stacy parted her lips and Andy put his tongue in Stacy's mouth.  Their tongues explored each other's mouths as they stood kissing for a couple minutes.  They broke the kiss and Stacy stretched, then they went outside closing the door quietly behind them.

It was pretty early still so there weren't too many people out.  The few people they did pass didn't seem to pay them much attention other than the occasional "good morning."  Stacy felt a bit strange as she ran as she was not used to running with the extra weight on her chest and felt a bit chilly in such a revealing outfit as it was a bit windy.  Andy noticed her running a bit slower than usual so he dropped his pace so she could keep up with him.

When they got back to the house they heard Andy's parents in the kitchen so Andy decided to present himself to them.  They walked into the kitchen after wiping the sweat off and Andy's parents looked up at them a bit surprised.  

Andy's mom smiled and asked, "Who's this handsome young man?"   

"Nice to finally have another man around the house," Andy's dad said laughing, "I've been surrounded by women all these years."

Andy's mom hit him jokingly on the shoulder and they all laughed.  

"You two make a cute couple like that," she said as she served some eggs.

"Thanks mom," Andy said putting his arm around Stacy, "we're gonna go upstairs and get cleaned up."

They went upstairs and headed to each of their rooms to take a shower and change.  Stacy put on a pair of girl's jeans and a tank top then went downstairs and watched some TV.  Andy came down soon after and sat next to her.  He put his arm around her and she rested her head on his shoulder.  They watched TV for a while, Andy's parents occasionally sitting and talking with them, until it was time to get ready for the pageant.

They went upstairs and gathered all the clothes, shoes, and accessories they would need for the evening and put them in the car.  They went back upstairs and Andy put on a suit and tied his hair back in a ponytail.  Stacy put on a short green dress, three inch heels, did her makeup and hair, and put on some jewelry.  She sprayed some perfume and grabbed a purse then met Andy and they went downstairs.  Andy's mom had them pose for some pictures, as she enjoyed making photo albums and had already taken many pictures that weekend, then they all got in the car and headed for the school.  

When they got to the school they walked towards the auditorium and Stacy noticed her dad's truck in the parking lot.  Andy's parents said goodbye to them and went inside to buy their tickets.  Andy and Stacy went in the hallway entrance and found her dressing room.  They arranged all their stuff for the pageant then went out to meet the rest of the contestants.  

As they made their way to the other contestants Stacy relaxed a bit when she noticed how good some of the other contestants looked.  The other contestants didn't recognize them at first as they approached then began complimenting them on how good they looked when they finally reached the group.  Some of them told them how relieved they were to see they weren't the only ones who did total transformations, while others said that now they wished they had been more adventurous and done more than put on women's clothes and a wig.

As Stacy and Andy were talking to Ron, who was going by Veronica, and his partner Alexis, who was going by Alex, they noticed the final couple approaching from down the hall.  When the couple finally got to the group Andy recognized the guy as her friend Jamie and Jamie's boyfriend Allen.

"Wow, nice job," he said, "you two look great."

Stacy was surprised at how good Allen, who was going by Ally, looked.  As they were talking Stacy was even more surprised to learn that Allen had only gotten dressed for the first time that day, as he had to fill in at the last minute.  Stacy volunteered to have Allen perform his talent with her, as he hadn't had time to rehearse anything and they were both dressing as cheerleaders.

"OK line up everyone," Principal Reynolds said walking into the hall, "we're about to begin."

They all took a deep breath as the first name was announced.  

The womanless pageant had begun and each of the contestants began to be introduced.  Stacy stood nervously holding Andy's hand as she waited for her name to be called.  Andy noticed this and smiled at her reassuringly.

"Don't worry it's gonna be fine," he said staring into her eyes.  

Stacy smiled a bit and took a deep breath as her name was called.  She locked arms with Andy and they entered the auditorium.  As Andy escorted her to the stage she was met with applause and cheers from the audience.  As she glanced around she noticed her football coach was also dressed as a woman along with a couple of the teachers.  She later learned that they would be doing brief performances between rounds.  

When they arrived on stage she posed and waved to the audience then lined up with the other contestants.  Soon after Ally, the final contestant, joined them on stage and the song "Tik Tok," by Ke$ha began to play.  Stacy and the other contestants began to relax and danced to the music.  As she danced jokingly with Ally, she began to wonder if Ally may have also longed to dress like she did.  As they exited the auditorium to change for the swimsuit round she wanted to confide in Ally about her desires to dress, but she decided against it as she was unsure how Ally would respond.

Stacy entered her dressing room and locked the door behind her.  Standing alone she pulled out the swimsuit and shoes she was to wear for the next round.  It was a pink two piece string bikini and a pair of pink heeled sandals.  She took off her dress, bra, panties, and jewelry and put on the swimsuit.  She looked in the mirror and began to feel a bit overexposed, so she put on a pair of short denim shorts.  She strapped on the shoes and put on a pair of sunglasses then hurried back to the auditorium.  

When it was her turn she walked on stage and stood next to James as he asked her a question about the summer.

"Um," she stammered, "in the summer I like to play volleyball and tan."

When she finished she hurried over to the other girls and watched as Ally took her turn.  She noticed how comfortable Ally looked and realized that she needed to calm down before the next round.  

The contestants stood awaiting the judges results.  As the names were called Stacy was relieved that she would be one of the five moving on to the next round.  

They exited the stage and went back to their dressing rooms.  Stacy quickly got undressed and put on Anna's cheerleader uniform and tied her hair back.  She put on the sneakers that went with the uniform and met with Ally to go over their routine in the hall.  They were the only ones in the hall so Stacy decided to ask Ally a few questions to see how she would respond to her secret.  

"You look really good," she said, "I can't believe today is your first time dressing."

"Yeah, it's been a lot to take in," Ally responded, "it was a bit surprising to see how good I looked as a girl."

"So how do you like it?" Stacy asked casually.

"Actually, I was kind of nervous at first, but as I got into it, it's kind of fun trying out being a girl for the day.  What about you?"

"Yeah, you look pretty comfortable out there.  I like it too.  I've only told a few people this, so hopefully you can keep this a secret, but I've been wanting to dress for a while.  Being the star quarterback though has made that a little tough.  I love football, but I'm glad I finally got the chance to express something I've had to keep hidden for so long, even if it's only for one night."

Ally looked at Stacy a bit surprised that she would share this secret with her, then smiled and said, "Don't worry your secret's safe with me.  Truth be told I've never thought about dressing before, but I'm really glad I let my girlfriend talk me into this."  

They hugged then went off to line up for the talent round.  When their names were called they went up and did a quick cheer they had rehearsed to the song "Everybody Wants You" by Billy Squier.  After their performance everyone cheered and they hugged jokingly and stood with the other girls awaiting the judges' results.  They were excited to learn that they and Veronica would be moving on to the final round.  They congratulated each other and wished each other luck then headed to their dressing rooms.

Stacy locked the door behind her and smiled.  She was happy to have found someone other than her girlfriend and their families to share her secret with.  As Steven and Allen they had only been casual acquaintances, but as girls they shared a bond like that between their girlfriends Jamie and Anna.  As Steven she had never understood the close friendship Jamie and Anna had, as guys did not have those types of friendships with other guys.  It wasn't a sexual bond, but rather one of openness where a hug was sort of a sign of shared secrets and emotions.  She was glad she got the chance to finally understand what that was.

She was soon jolted back realizing she had to change for the formal round.  She undressed and put on a pair of black panties and matching strapless bra.  She put on her garter belt and rolled up her stockings attaching them to the suspenders.  She then went over to put on her mother's pink dress as tears filled her eyes.  She grabbed a tissue and wiped the tears and composed herself then put on the dress.  Unable to reach the zipper she went outside and knocked on Ally's door, which was next door to her.

"Um, this is a bit embarrassing, but could you zip me up."

Ally laughed and zipped her up.  Stacy thanked her, then went back to her dressing room.  She put on a pair of three inch heels and fixed her hair and makeup.  She put on some jewelry and sprayed on some perfume then stood up to see herself in the mirror.  She stood smiling as the girl in the mirror looked just like her mother.  Feeling overcome with emotion and sadness that she was not alive to be with her tonight, she began to speak to her reflection.  

"Hi Mom," she said, "I miss you.  I don't know if you can hear me, but I hope you're proud of me.  I wish you could be here today to see me, but if you're out there I want you to know that I love you."       

She was soon jolted back by Ally knocking on her door letting her know it was time to go.  She looked at her reflection one last time then left her dressing room.  She and Ally quickly joined Veronica in line.  

They were soon introduced and took their places on stage.  Stacy smiled at Andy who she found to look pretty good in a tuxedo.  They were each called up to answer a question.  When it was Stacy's turn she was asked how school funds should be allocated.  She was a bit unsure how to answer so mumbled something quickly and went back with Ally and Veronica.

They were all tense as they realized it was now time to crown the winner.  The judges handed the results to the student council president Courtney, who was going by Cory and was Veronica's escort for the event, and the results were announced.  They locked arms as they awaited the results.  Veronica was announced third and they all hugged and congratulated her before she stepped aside.  

Cory then announced that Stacy had come in second, which meant Ally was the winner.  She hugged Ally and congratulated her on winning.  Although Stacy wanted to win the pageant, she knew she was happy just to have gone this far and was equally glad to see Ally win.  She was also happy to have found a friend in Ally and was hoping they could build on their friendship when they returned to being Steven and Allen.  Stacy was also excited to learn that the pageant had raised enough money to build the new football stadium, thanks to those who had bought tickets and the contributions of various donors throughout the community.  Finally her and her parents' dream would become a reality.

After the pageant the contestants all gathered for more pictures and Stacy and Ally posed for a few together and with James and Andy.  As they were taking pictures, Stacy noticed her dad and Andy's parents approaching them.  

Stacy excused herself from the group and walked slowly to her dad.  Stacy met her dad and they walked over to an empty part of the auditorium as Andy's parents went to talk to Andy.  Her dad stood silent looking her over and she began to feel a bit nervous unsure how her dad felt.  She noticed tears begin to form in his eyes then he reached out and hugged her.  

"You looked so beautiful tonight," he said holding back tears, "I still can't believe how much you look like your mother when we met in high school.  If she were here today I know she'll be proud of you for doing this.  I don't know what your plans are as far as dressing, but I want you to know that anytime you want to dress as Stacy you have my full support.  I hope I can get to spend time with you as my son and my daughter, but that's entirely your decision."

"Thank you dad," she said happy at what he had just said, "I haven't made any decisions on dressing yet, but I'm so happy to have your support."

They talked for a few more minutes then went back to the group and Andy's mom, who being a photographer always had a camera with her, took a bunch of pictures.  She took some of Stacy, Ally, and Veronica together, then had Andy, James, and Cory pose in their tuxedos, and took a few of them all posing as couples.  She also took a few of Stacy and her dad together, then handed the camera to Stacy's dad to take some of her and her husband with Andy.  They soon began closing the auditorium so Andy had to stop her from taking more pictures.  Stacy's dad and Andy's parents laughed and went out to wait for them by the car while they changed.  Stacy and Andy said goodbye to Ally, James, Cory, and Veronica and went off to their dressing room to change.

Stacy let Andy use the dressing room first and waited in the hall while he changed back into Anna.  As she waited she said goodbye to Ron and Courtney and the rest of the contestants as they left back to their regular selves.  She also smiled when she saw James enter Ally's dressing room and close the door behind him.  Soon Anna exited the dressing room as her regular self wearing a pair of jeans and a tank top.

"Ah, it was fun to be a guy for the day, but I like being a girl a lot more," she said smiling at Stacy, "You did really good tonight.  I'm so proud of you.  I think most everyone is gone, but I'm not sure if you want to be Stacy a little longer or change back to Steven, so I left something in there that you could wear just in case."    

They kissed then Anna said, "hmm felt a little weird kissing you as a girl when I'm not dressed as Andy, but wasn't too bad.  I'm gonna start taking some of the stuff back to the car while you get dressed."  

She grabbed a bunch of clothes and left.  Stacy went in the dressing room and locked the door.  She looked at what Anna had left her.  On the couch were a pair of his boxers, jeans, socks, and a t-shirt.  Next to them was a bra and pantie set, tank top, and a short skirt.  On the floor sat a pair of his sneakers and next to them a pair of heels.  She stood motionless for a moment, unsure what to do.  She knew this may be her last chance to fully dress, at least for a while.  She smiled and decided to go for it.

She carefully took off the dress and placed it gently on the couch.  Next she removed her jewelry and her shoes, then took off the stockings and garter belt.  Finally she took off the bra and panties and began to get dressed.

She had put on her underwear and tank top and was zipping up her skirt when she heard a knock at the door.  

"Just a minute Anna," she said getting the zipper in place and putting the heels on, "I'm almost ready.  I decided to..."

She opened the door and stood stunned.  Smiling back at her was the waiter from the restaurant.

Stacy stood trembling as the waiter from the night before stood smiling at her.  He was 6'5" and quite muscular.  She felt very vulnerable looking up at him, especially dressed as she was at the moment in a tiny tank top and miniskirt.  He noticed the fear in her face and realized that she may have misinterpreted his intentions.

"Oh, I'm sorry," he said in a calm voice, "I didn't mean to startle you.  I was just wondering if we could talk."

Stacy felt a bit better and glanced around the hall to make sure no one was there.  She heard some sounds coming from Ally's dressing room, but it appeared everyone else was gone, and she couldn't see Anna anywhere.  She pulled him in and closed the door.  Not wanting Anna to walk in and get the wrong impression she locked the door.  They walked over to the couch and sat down.  Stacy crossed her legs and tucked her skirt under her.

"Um, I should probably begin by introducing myself," the boy said nervously, "I'm Zach, I go to high school across town, but a friend of mine was in the pageant tonight so some of my friends and I came to watch.  I don't want to make you feel nervous, but I've been thinking about you since that night you and your girlfriend came to the restaurant.  If I hadn't seen you in the womanless pageant tonight I would have never guessed you weren't a real girl."

"Um, thank you," Stacy said feeling a bit relaxed.

"You looked so beautiful and natural out there it's hard to believe you're really a football player.  Oh, I hope you didn't take that the wrong way, I don't mean you don't look manly as a guy, I'm sure you do, it's just right now you look very good as a girl."

Stacy smiled recognizing the nervousness Zach felt, having experienced it many times as Steven around girls he liked, and said, "Don't worry I know what you meant and thank you, you're very sweet."

Zach calmed down and smiled.  He looked her over discreetly admiring her long shapely legs, flat toned belly, and hint of cleavage.  Stacy noticed him looking at her and wondered if she may have given him the wrong impression with her response.  

"Um, I'm not gay, and I know you probably aren't either," Zach said nervously, "but I really like you, and I was wondering if it would be OK if I kissed you?  Don't worry I won't tell anyone, I wouldn't want anyone finding out I kissed a dude either..."

Stacy froze as Zach continued to talk.  She knew she wasn't attracted to guys as Steven, but she had often wondered what it would be like to be with a guy as a girl.  She knew this would probably be her only chance to find out, but she wasn't sure if she could do it.  As she looked at Zach she recognized how he felt and knew how hard this was for him.  She also felt bad telling him no as she knew the feeling of rejection having experienced it several times as Steven.  Zach was still talking when she spoke up.

"OK," she said, "you seem nice and you did go through all this trouble to see me.  I suppose that deserves a kiss, but just a kiss, nothing more."

Zach smiled and said, "Deal."

Stacy moved closer to him on the couch.  They stared into each other's eyes for a moment and he brushed a loose strand of hair out of her face.  He put his hand on her chin and leaned in to kiss her.  They closed their eyes and their lips met.  They sat kissing for a several seconds.  Zach gently stroked her thigh with his other hand as they kissed.  Their lips parted and Zach pulled back.  Stacy opened her eyes and looked at him.

"Thanks," he said, "you have nice lips.  So how was it for you?"

"Um, not as bad as I thought it would be," she said, "but I think I still prefer girls."

"Damn, why are all the hot girls lesbians," Zach said and they both laughed.

"Well, I'm sure you'll find a nice girl," she said reassuringly, "you seem really nice.  It was really nice meeting you, but I think you should go before my girlfriend gets back."

"OK," he said, "yeah I understand how she could get the wrong impression.  Thanks again for the kiss.  And don't worry I won't tell anyone."

They got up and walked to the door.  Stacy unlocked it and peeked out making sure the coast was clear.  The hallway was empty so she gave Zach the signal to go.  He handed her a small piece of paper then hurried out and she closed the door.  She looked at the paper and on it was his phone number and the message 'Just in case you ever want to talk.'  She smiled then touched up her makeup so that it wouldn't be smudged when Anna returned and began to gather the remaining clothes and accessories from the pageant.  Several minutes later she heard a knock on the door.

"Sorry I took so long," she heard Anna say, "my mom got a bit carried away with the pictures again."

"Don't worry about it," Stacy said opening the door, "gave me more time to get ready.  I decided to spend a little more time as Stacy.  How do I look?"

"Wow, you look incredible," Anna said looking her over, "I think you have better legs than I do."

"Thanks," Stacy said laughing, "I've gathered all the rest of the stuff to take back to the car."

"Hold on," Anna said closing the door, "I've been thinking, you know how I told you I've wanted to try being with a girl?  Well..."

She locked the door and led Stacy to the couch.  They began kissing gently at first, but soon they were kissing more passionately, their tongues exploring each other's mouths.  Stacy was in heaven as Anna kissed her neck and they ran their hands across each other's bodies.  The kiss with Zach wasn't too bad, but being here with Anna she knew she definitely liked girls.  As they grew more passionate they removed each other's tops and skirts and were soon in just their heels and underwear.  Stacy glanced in the mirror and was turned on by the sight of the two sexy girls she saw in the reflection.  Stacy moaned in pleasure at the feeling of Anna's lips and tongue exploring her body and her hands running up and down her legs.  They heard someone outside and abruptly stopped.  They sat in silence for a few seconds then Stacy got up to peek outside.  She saw Ally and James, still dressed as they were for the pageant hurrying down the hall and smiled.  

"Wow, that was amazing," she said closing the door and turning back to Anna, "how was your first lesbian experience?"

"It felt pretty good actually," she said, "I know I still like guys, but maybe I'm bi.  Or maybe it's just cause I know you're really a guy and I just got caught up in the moment.  I don't know, it's a bit much to process right now.  We should get back to the car, they're probably wondering what's taking so long."

They fixed their makeup and got dressed then picked up the last of their stuff and headed to the car.  When they arrived they put everything into Anna's parents car then they kissed each other and said their goodbyes.  Anna handed her a bag then Stacy got into her dad's truck and waved goodbye to Anna and her parents as they drove off.  They each knew they had a lot to think about that night.  Stacy's dad smiled when she got in the truck when he saw she was still dressed as a girl.

"I decided to finish the night as Stacy," she said, "but I haven't decided yet what I'm gonna do after that."

"Don't worry," her dad said, "I want you to know that I'll love you whatever decision you make."

They talked the rest of the way home.  As they talked she looked in the bag that Anna gave her and saw a baby doll nighty and matching pantie.  When they got home they talked as they ate a quick dinner, for the first time in a long time without the TV on.  Around midnight they got up to go to bed.  They hugged each other, something they didn't usually do and Stacy went to her room.  She stripped down and put on the nighty and matching pantie then climbed into bed.  She smiled and drifted off to sleep uncertain what tomorrow will bring.