C3Verse: Alex's Convention Storyline PREQUEL



[CROSSDRESSING/CROSSPLAY TG STORY] 

{13,400+ Words}



*Disclaimer/Spoiler Alert: Contains Crossdressing and Sexual Themes. This story is Explicit.



*From the Author: "Hello, I'm Xarek.  

 

Part 1 of this story can be found here: https://www.deviantart.com/xarek53/art/AC-0-1-The-Acrobat-Part-1-1121793425 " 

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Friday, July 5th, 2013, Time: 11:31 

The Day Before the First Costume and Comic Convention (or C3)



The Johnson Residence in Maple Leaf, Washington 

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Alex stared at Lexi in the mirror, admiring her figure as she smoothed her panties, stroking his tucked manhood to make sure it was hidden. 

He was still having trouble believing that the red-haired girl in the mirror was him with her tight tank top, good sized breasts, narrowed waist due to the corset and waist trainer, decent sized hips and butt with the padded shorts she slid sexually up her legs, and the tight black jean short shorts that hugged and lifted her butt. 

As she turned to look at her now dressed self in the mirror, fixing her hair and smiling brightly in her perfect makeup, Alex felt more girlie than he thought he should have. Though he was loving every minute of it. 

His hands slid up his tightened waist and underneath her breasts which he couldn't help but to cup and lift before hopping up and down, watching the boobs bounce erotically in the green tank top while she giggled in the mirror. 

Even his excited giggle sounded decently girlie. 

Unable to help himself, he ran out of his bathroom to grab his phone and brought it with him to take pictures of the girl in the mirror taking several sexy photos, some of which he knew no guy would be caught dead doing. 

As he looked at the pictures of the sexy girl that looked like his sister's twin, his manhood twitched in its confinement, wanting to be released for another masturbation session. 

Then reality came crashing down to him. 

"What the fig are you doing?" He whispered to himself, his normal voice sounding slightly odd with the girl's frown in the mirror. 

He knew he shouldn't be enjoying crossdressing this much. It was wrong for any guy to like this. As he stared at the incriminating evidence of the photos of him dressed like a girl, he moved to delete them all. 

But he hesitated. He couldn't bring himself to do it. He enjoyed this too much and really liked seeing the pictures of him. 

Glancing at the time on his screen, he realized he had probably been gone from his sister and Whitney too long and decided to lock the pictures in a secure folder on his phone. He could debate with himself if he should delete them or not later. 

Alex tossed the sex comic of 'The Acrobat and The Temptress' back under his bathroom sink, then ran from the room, feeling the strange weight bounce on his chest as he went and knocked on April's door. 

His sister called, "Who is it?" 

Alex almost answered automatically but then remembered the cute girl in the mirror as he realized April was obviously testing him.  

In his best impression of the female voice that was becoming easier with use, he said, "It's Lexi." 

The door opened and April smiled at him. "Hey Lexi, how are things little sister? You look super cute today." 

Playing along, Alex blushed and folded his arms nervously under his chest, "Okay I guess." 

Both April and Whitney had changed, and Alex noticed that the three of them now wore matching outfits, except Lexi wore a green tank top, April was wearing a blue one, while Whitney had a purple one. He also noticed both girls had redone their makeup in a slightly heavier look, and they both had their mouths open at him. 

To his shame, Alex realized he was acting like a shy girl without really trying to. The thought made his heartbeat faster as he awkwardly walked into the room and sat gently on the bed with his knees together and hands between his hairless and smooth thighs. Just like he had seen girls do before. 

"What?" He asked innocently, feeling embarrassed and cuter than he ever had before. 

Whitney stared at him in a suspicious way before she said. "Are you enjoying this?" 

Alex felt his cheeks go red, but he didn't deny it. 

April reprimanded Whitney. "If Lexi wants to be a girl for today, we shouldn't make her feel insecure about it. I, for one, am grateful at how excited she's being." 

"I'm not upset." Whitney told them with a genuine smile as she looked Lexi up and down. "I'm actually excited too. She's doing a great job with this, and I think it's pretty fun. She's actually a pretty cute girl." 

Right now, it was starting to feel weird being referred to as a she, but Alex felt giddy about it. Though this might just be the hormonal high he had just experienced from climaxing to the thought of himself crossdressing as the Acrobat. 

Though he was starting to get nervous again about going out in public like this, being forced to act this way so no one would realize he was a guy. 

Finally meeting April's eyes, Alex saw she looked pretty happy with how he was doing. But glancing over at Whitney to see what she thought was difficult because the Almond skinned woman immediately looked away from him and pretended to fix her red hair in the mirror. 

April drew his attention back to her as she said, "You definitely look pretty good now, but there are a couple of things we should work on before we get going. Starting with these." She held up a pair of to the knee boots with almost a three-inch black chunky heel. 

He almost slipped out of his girl voice in startelement but caught himself. "You want me to wear those now?" 

"Yes. Don't you think heels are cute?" As if to prove it, she showed off the pink heeled sandals she wore, while Whitney came over and put one of her purple heeled shoes on the bed.  

Her bare leg in the black short shorts were two feet away from him as she bent to lean on her knee and dramatically showed off her shoes with her hand. "Don't you think all women that wear heels are sexy?" 

Both girl's shoes were much taller in the heel than his would be with Whitney's adding two extra inches from her pumped sole. She was only a couple inches shorter than him with her heels. 

Alex swallowed, but didn't move as Whitney giggled and stepped away to take the boots from April.  

Whitney knelt in front of him and had him slip into the boots that had zippers on the sides and ties in the front. To his surprise, the shoes fit him perfectly. 

As if reading his mind again, April told him, "I bought them just for you because of your big feet, so you had better wear them without complaint as they weren't exactly cheap. I guess they are yours now. I have shoe covers for them tomorrow, but you need to get used to the heels first. I don't want you spraining an ankle on me. Can you imagine taking you to the hospital dressed as a girl?" 

Alex silently admitted to himself that it would be good to be in a hospital if he did hurt himself because he would probably die in shame. 

Whitney helped him up and started guiding him back and forth in April's room, her arm around his narrow waist and while her other hand held one of his. 

 When he was a little more confident in them, she let him walk on his own until he was able to walk normally in them. Then April made him start to walk as she did in her own heels, trying to move her hips and walk heel to toe in a straight line. 

Both girls gave him tips and constantly had him watch their own walks which made him strain in the tight shorts he wore as they practically allowed him to closely watch them shake their hips, their heels making their legs look really sexy in the short shorts. 

He could only imagine that he looked as good as they did. 

After over half an hour's work, they were confident in his ability to not fall while also looking feminine. 

"Fig Lexi, you picked that up quick." Whitney commented as Alex blushed and folded his arms embarrassed again. He felt extremely exposed in the shorts and tank top with the cool air of the room constantly reminding him that he was hardly wearing anything on his arms, legs, and compressed chest. 

His whole body felt off as he now had a weight to his chest and every time they made him sit in the heels like a girl with her legs crossed, he felt the padding on his butt. 

It had only been less than an hour since he had released the strain of arousal, but he already felt the need to do it again. And the girls constantly complimenting him and treating him like a girl wasn't helping. 

It felt so good to be dressed like this. 

And so wrong. 

April asked, "Well Lexi, shall we take you to lunch?" 

In his female voice that was getting easier with practice, he complained, "Can't we just get takeout?" 

Both girls shook their heads with a grin as April responded, "You need a little confidence boost. You look so good and feminine, no one would be able to tell you were a guy. I bet guys will be checking you out wherever we go." 

Alex felt disgusted until Whitney added, "Or any lesbians that see you. You do look really cute Lexi. If you could act more confident, no one would look at you twice unless it's to see how cute you are. You shouldn't hide someone this cute from the world. You need to own it and try to be more confident." 

Their words slightly bolstered him, so he asked, "Do I really look that good?" 

Both girls glanced at each other and April sincerely told him, "Definitely. I promise." 

While Whitney joked, "Hotter than your sister." 

Alex bit back his laugh while April got really mad and smacked Whitney who was giggling and saying, "I'm kidding! I'm kidding! Obviously, you are way hotter than your cute crossdressing brother." 

Suddenly April's phone rang. 

April glanced at it with a frown and informed them, "Mom." 

Alex's heart started to beat rapidly while April put a hand on his bare shoulder, ignoring the phone for a moment. "She doesn't know, and I won't tell her. Take it easy and talk in your normal voice if you have to talk to her. It's fine Alex." 

He nodded and April answered it on speaker. "Hey mom. What's up?" 

"I need you to do me a favor in a few hours." Their mom Maryanne Johnson said without greeting April. 

"Sure mom." April took it off speaker, glancing at Alex and Whitney with a nervous look and walking out of the room. 

Whitney frowned at Alex then came and sat next to him, closer than she normally would have. "April mentioned your parents might be getting a divorce. I'm sorry. Divorces suck." 

Whitney's parents had gone through a divorce when April and Whitney were juniors in high school and Alex was in middle school. Alex remembered how often Whitney was over here because of how often her mom yelled at her dad and cheated on him with a slew of one-night stands. Her dad had remarried a few years after that and Whitney really liked her stepmom, but then her stepmom died of a rare ovarian cancer, causing Whitney to lose two moms in four years. 

That was worse than anything Alex could imagine, and he really felt bad for Whitney. 

"It does." Alex said quietly in his girlie voice. 

Whitney looked at him and bumped his shoulder with half a smile. "You didn't have to use your girl voice there and you did. Are you secretly liking this?" 

Alex didn't know what to say to her. 

"It's okay if you are. There's nothing wrong with a guy who cross dresses. Especially if he ends up being such a cute girl." 

He finally met her eyes. "It just feels wrong. It's difficult to explain. Dressing up just feels so much fun." 

"Maybe too much." Whitney said casually. 

"What do you mean?" 

"Nothing." Whitney said automatically as they both sat in silence for a minute. 

Eventually Whitney asked, "Are you going to do this again?" 

"Why?" He responded. She had asked a question he was pondering himself. 

"Just curious. I'm not kidding when I say you are cute. Any Bi or Semi-Bi girl would love this. Fig, even a lesbian would think you are cute. If you don't really want to become a true woman or at least a trans-woman, what's wrong with dressing up again if you want to?" 

"It's embarrassing. What if people find out? My mom would be so ashamed and my dad... well. I guess it doesn't really matter what he thinks anymore, does it?" 

"No, probably not. But if you don't want your mom finding out, at least not yet, you should try and be as girlie as possible. Maybe even think like one, at least temporarily." 

They sat for a few moments while he felt Whitney smile at him. As April came back, he whispered, "I don't know if I can yet." 

To which Whitney nodded. 

April sighed before she informed them, "They need me to go make a statement at 15:15." 

"What kind of statement?" Alex asked concerned, realizing he was still using his Lexi Voice. 

She glanced up and smiled sadly at him. "Well, Twin sister. Mom finally confirmed it. They are getting a divorce. I have to tell them what I witnessed all those years ago when I saw dad with another woman. Mom couldn't say much else. Her lawyer needed something from her. I wonder if dad is trying to hide and lie about the affairs." 

"Oh." Alex said.  

He felt kind of numb inside. He didn't feel happy at the news, but it definitely wasn't bad news. 

April sat down on the other side of him and gave him a side hug on his bare shoulders. "I don't know how long I'll be, so I'll just take you to Vineyard Road now." 

"So, what am I supposed to do looking like this for the rest of the day?" Alex asked. 

"I'll hang out with him." Whitney offered, making both of them turn to her. "Sorry, I mean hang out with her. It doesn't matter if Lexi knew about the divorce or not. I don't think she should be alone right now. Especially on her first day as a girl." 

April shrugged. "How about it, Lexi? Wanna hang with Whit, and have some quality girl time?" 

Whitney added, "Probably Nerdy girl time. We should go back to my house, and I'll show you my Wiz&War decks." Whitney hugged him from the other side and pulled him against her. "Come on Lexi, it'll be fun. 

April rolled her eyes but then stared at Alex with Whitney as he looked back and forth between them. 

In his shy girlie voice, Alex said, "I guess that'd be okay." 

____ 

Alex kept his legs closed as he was sitting in the front seat of April's car, enjoying how smooth his hairless legs were when they rubbed together. 

Every move he made, he had to constantly remind himself that his movement's needed to be more graceful and feminine. What he was wearing, especially the heels, really helped. But any slip up might give him away when he was actually in public. 

He had been extremely nervous getting from the house to April's car as the reality struck him that he would be going out in the open with his neighbors able to see him. 

Luckily, no one was outside to witness his shame. 

April and Whitney were gossiping again on the phone about their friends when Alex's mind finally caught up to where they were driving. "Isn't this the wrong way?" 

April turned to give him a kind smile and told him, "I didn't think you would want to go anywhere near our house. We're going to the south Seattle location. A little farther, but it guarantees no one will recognize us." 

He smiled back, "Thank you." 

"You look really cute when you smile, Lexi. You should do it more often." 

From the phone, Whitney told him, "Plus it'll be closer to where April needs to go to make the statement. But I think you look so cute as a girl that no one would've suspected anything. I bet your own grandparents wouldn't recognize you."  

Alex felt a boost of confidence grow from her words. 

Whitney was currently driving her own car, following behind them so she could take Alex back to her house with her. April and he were supposedly going to have a talk about their family and future, but Whitney had gotten bored being alone for the thirty-five-minute drive and called them in the first six minutes 

Whitney casually asked, "So Lexi. I know you don't like guys, but if you had to pick a male celebrity to go on a date with, who would you pick?" 

'And the confidence is gone.' Alex thought to himself as his heart dropped. 

Shyly, he told her, "I... I really don't want to talk about it."  

And he really didn't. Even some of the male celebrities he admired, he couldn't imagine going on a date with. The thought appalled him. 

"Oh, come on girl, we'll keep it a secret." Whitney asked. 

April tried to come to his defense, "Whit, if he doesn't want to say -" 

"I don't even want to think about it. I really like women." Alex said firmly in his girlie voice. 

Whitney's voice didn't seem upset. "Okay then. How about which female celebrity would you want to go out with?" 

Alex felt an entirely different type of embarrassment as April turned to smirk interestedly at him. 

"Maybe Kelly Taylor." Alex said softly. 

Whitney's voice sounded interesting. "Really? So, the lady you will be dressing up as tomorrow?" 

"I think she's hot. And she seems nice in public. A lot less full of herself and she doesn't seem to hate her fans." Alex offered. 

As April pulled to a stop at a light, Whitney said quietly, "She'd be my pick too." 

Alex and April's eyes met and widened.  

Whitney must have seen them look at each other as she said, "What? If I was into girls, she is the best actress I would want to date." 

Glancing back in his seat, he saw Whitney behind them who smiled and waved to him. Alex felt his cheeks blush again as he imagined Whitney with Kelly Taylor. Then he dressed as Kelly Taylor with Whitney. 

'Why do all these thoughts keep coming to my head?'  

Alex couldn't stop imagining himself as a girl which bothered him. Especially because he was suddenly thinking about more celebrity women he liked, including the known Lesbian ones.  

He wasn't a girl. He didn't really want to be a girl. He had originally only put on his sister's swimsuit out of curiosity and because it felt so amazing. 

'Is the thought of dressing as a girl affecting my mind? Why was this so exciting? Why was this better than just feeling a tight swimsuit hugging your body and manhood?' 

"How about it, April?" Whitney asked as the light changed to green and they took off. 

"What?" 

"If you were a Lesbian or Bi, which girl would you pick? Lexi and I have our favorites. It's your turn." 

Alex watched April blush now and ask, "Really?" 

"Come on girl, you know the sister code. If we share, you have to share. Right Lexi?" 

Alex felt embarrassed for his sister as he said, "She doesn't have to." 

"Traitor!" Whitney accused. 

April sighed. "Just between us girls?" 

"Just between us girls." Whitney agreed. 

April glanced back at Alex again. "We say that often as a girl-friend pact. I won't tell you if you don't say it. If you say it, you swear to never speak of it under threat of being gossiped about." 

Alex felt really awkward to be 'one of the girls' in this instance.  

'I'm not even a girl. Do they really do it this often?' 

April looked genuinely interested in him saying it. 

"Just between us girls." He mumbled in his girl voice. 

April smiled at him and nodded before Whitney said, "I thought she'd complain about being one of us." 

"No, Lexi is alright. I'm glad she's with us. Anyway, I'll pick Cerys Brooks." 

Alex pretended to gag, while Whitney laughed and said, "Should have guessed. You fawn over her enough anyway." 

April gasped, clearly affronted. "I do not. But I admit she sings great songs and looks really pretty. I'd love to get my hands on some of her clothes." 

Whitney said casually, "I loved that tight metallic pant suit she wore for the music video 'I can be an Office Girl'." 

April nodded. "Yes. But then there's that dress she wore to the 'BOOM!' Music awards." 

"You just like that because it's pink!" Whitney accused. 

Nonchalantly, Alex said, "I liked the dress she wore at her 2012 'Not the end of the World' World tour." 

He realized his mistake as soon as April snapped her head to him for an instant until she remembered she was supposed to pay attention to the road and had to swerve back into their lane. 

"Did he just...?" Whitney asked in amazement. 

April still was glancing at Alex and broke into a grin. "I like that dress too Lexi. Do you think you'd look sexy in it?" 

Alex clammed up and slowly nodded. 

April turned and winked at him. "Thanks for saying that. I like it when you gossip with us." 

The car and phone were silent for a few minutes while Alex debated if he had said too much until Whitney broke the silence. 

"So, Lexi. Since we only get you for the next thirty-six or so hours, what is something you would like to do in your new-found girl-dom?" 

Alex shrugged his bare shoulders. "I don't know." 

April suggested, "How about a manicure?" 

Alex swallowed and said, "I'm not sure I want my nails painted." 

Whitney complained, "Oh come on! That's the best. If you don't want it professionally done, I could do it. I think it'll look great with your costume tomorrow. We could do it while we wait for your sister." 

April whined, "But I want one too. Whitney does the best manicures." 

"Fine, we'll wait till you get back. How about it Lexi?" 

Alex considered it then asked, "Doesn't the Acrobat wear gloves? Why would I need nails done then?" 

He noticed April shot a glare at Whitney in the mirror before she tried to suggest, "You can't wear gloves all the time. It might help people see you as more feminine while you wear them. We can always take the polish off tomorrow night. It's not that hard to remove them. It'll be fun. Please little sister?" 

April turned back to him with a pouting beg. 

He sighed. It was hard to say no to someone who was always so nice to him and had done a lot for him today. "Fine." 

Whitney 'hmmm'd' for a moment then said, "You know what we should do since we haven't had one in forever." 

April looked confused for a moment until her eyes widened. "Are you sure? Aren't we a little old for that?" 

"Fig no! You are never too old! I really miss it when we did it in school. It can just be like the good old days." 

"With Lexi?" 

"Definitely. It's part of being a girl. Kind of like an initiation." 

Alex felt a little scared as April turned to him with a grin. 

"What? What do you want to do?" He asked as he shrank back in his chair. 

At the exact same time, both twenty-two-year-old girls shouted, "Sleepover!" 

____



After lunch, Alex and Whitney waved to April who drove off to meet their mom, Alex turned to Whitney who was giving him a knowing smirk before they both got in her car, belted up, and headed for her house.



Alex had known exactly what she was going to say well before she finally asked, "So Lexi. Are you going to give that guy a call?"



His face immediately warmed in embarrassment and anger as he dug the receipt paper with their waiter's phone number on it from his tight short-shorts pocket and tore it up before tossing all the little pieces in Whitney's car trash can.



Whitney laughed hard. "You should have seen your face when he asked you to call him. That was priceless!"



Alex folded his arms and pouted, figuring his face could cook one of the breadsticks he had eaten at the restaurant.



Whitney kept chuckling to herself for a while until she finally said, "Ya, that guy was a sleazeball. I wouldn't have called him either."



From the second they sat down at the restaurant table, their waiter had been hitting on the three girls until he identified Alex as the shy one and focused his attention on the weakest person that he thought was a girl.

 

Alex had never expected to be asked out as a girl, and he never wanted a guy to ask him out ever again. 

Whitney finally calmed down and said, "I know you don't want to hear this, but that's like the ultimate confirmation that you look really good. I bet if you were a little more flirtatious, we might have gotten a free meal out of it."



Alex turned to glare at her, but her smile didn't waver.



"Drop it please." He asked, begging for anything to make him forget the most embarrassing experience ever.



"Alright Lexi. You are a little cute when you're mad though."



They rode in silence for several minutes until Whitney asked, "So what do you want to do when we get back to your house after I pick up my Wiz&War stuff?"



"I don't know." Alex said, feeling better with the subject change.



They were silent for a few minutes until Whitney suggested, "My dad should still be at work. Would you want to break into his house and go for a swim?" 

Whitney's decently wealthy dad didn't live too far from Alex and April's house. Whitney had moved out to live in an apartment of her own a few years ago to go to Community College for three years. 

The plan was to make enough money with her dad's support so she could head down to Stanford University to become a medical student. Whitney still stayed over at her old house frequently like she had been doing this weekend to be closer to April while they enjoyed some time off school. 

Alex glanced over at her. "You want me to go swimming like this?"



"No. Of course not." He got his hopes up that she'd let him be a guy again for a bit until she said, "I'd let you borrow one of my old swimsuits."



His heart sank. At first. 

Seeing his expression, she told him. "Oh, come on! It'll be fun. I know you like to swim. You've swam in my pool before and know how private it is. If anyone sees you, they'll think it's probably just your sister. Please?"



Whitney tried to beg at him, but he didn't know what to say. The thought of swimming with her while wearing one of her swimsuits made his heart beat faster. But he also knew how much it would arouse him and that might get awkward with his sister's best friend.

 

"I don't know." He told her, unsure if this was a good idea. 

She shrugged. "I didn't want to play this card, but if you don't want to swim with me, I'll expose your secret."



His heart started beating faster again for a different reason. "You'll tell people about me crossdressing?"



"There goes your voice trying to sound like a guy again." She said with a smirk but dropped it as she became serious. "No, I wouldn't do that. I thought you were my friend. Aren't we friends? I'd like to be."



"Ya but you are trying to blackmail me by exposing me."



"Alex, I really wouldn't tell anyone about this. I really like you and you are a great guy and a fantastic looking girl." He calmed down a bit as she smiled kindly at him before her smile turned devious. "No, I'll tell your sister about your other secret."



"What secret?" He spoke. He couldn't think of anything that his sister didn't already know.



"That you are enjoying this too much."



Alex looked at Whitney incredulously as she knowingly smirked at the road. April already knew that he was enjoying this, so it wasn't that big a deal.



'Then again, April and I were supposed to be keeping that under wraps.'



Before he could think of how to handle this, Whitney played her killing card, making everything gain a new perspective. "I heard you masturbating in your bathroom after you left us to finish getting dressed. I was going to check on you when I heard some obvious feminine moaning and some other sounds."



Alex froze and his heart stopped from the second time he had felt a dark secret exposed that day.



Whitney smirked at him in victory. "Also... I really like this comic."



To his further horror, she pulled out the fake sex comic from her car's door pocket and tossed it in his bare lap. The comic that hadn't left his bathroom in over a year.



He stared down at the cover with 'The Acrobat and The Temptress' taking off each other's costumes.



"I found it when I borrowed your bathroom before we left while April was in hers. Based on how it was tossed carelessly under there, I figured you used it to stimulate yourself while looking at the cute redhead in the mirror. And I would also bet you imagined me and you dressed in those costumes having lesbian sex together. I know you have a crush on me."



There was a very heavy silence for a minute until Alex said in his normal voice, "So you are just blackmailing me to get me to swim with you?"



He glanced over at Whitney who seemed troubled.



After a few moments she sighed deeply. "No. I'm sorry. I don't really know what I was thinking. I don't want to get you in trouble with your sister. I was just excited to hang out with you like this and see how you looked in a swimsuit."



"Why?"



She ground her teeth together before she said, "Since I have your secret. Can you keep a secret for me?"



Alex felt taken aback. She didn't seem to be teasing him, and he wondered where she was going with this. "What?"



"Promise?"



As she glanced at him sincerely, he felt much calmer about her knowing his own secret and told her, "Yes I promise."



Whitney turned to him with a kind smile. "Does Lexi promise too?"



She didn't seem to be joking as she turned back to the road.



Not sure how to approach this, he cleared his throat and in is feminine voice said, "I promise."



Whitney took a deep breath. "I'm bisexual."



A million things ran through his head as pieces clicked into place. All the winking and teasing she had done. All the little looks she had given.



Still in Lexi's voice he began, "Sooo...."



"Yes?" She said with a smirk.



"Do you..."



"Yes?"



"Do you like my sister?"



She frowned. "Yes... I do like her. Like, really like her. Your sister is extremely pretty and a really nice girl."  

Alex had seen how much Whitney flirted with April. Sometimes it had seemed more than just a normal friendship, but it didn't look like April felt the same way as he had seen April with several guys over the years. 

Then Whitney said something he had always wanted to hear her say. "But I also like you too."



His heart froze in his chest again. "Really?"



"Well... yes."



"But what about April?"



Whitney shrugged. "She's great and all, but it's hard to be with someone that isn't interested in your gender, right? Do you think she's a lesbian or bisexual?"



"I don't think so. She's never seemed interested in girls before." 

Alex thought Whitney would be disappointed. To the contrary, she almost smiled, but dropped it immediately as she told him, "Didn't think so. But you... right now you are my type twice over. I never thought about liking a crossdresser before. I guess I was just trying to get you to admit how much you liked this."



Alex didn't know what to say. He had never had a crush tell him they liked him back. 



They drove on for a few minutes until she asked, "So how about it, Lexi? Swimming with me?"



"Okay." Alex said in Lexi's voice, trying not to get too excited.

____



Alex sat on Whitney's bed in her room while she pulled out a few swimsuits from her drawers.



She asked, "So what would you like? Bikini, one piece?"



"I'm fine wearing a one piece." He said nervously in his practiced girl voice. "It might hold everything in better."



She chuckled. "I meant for me. What do you want to see me in?"



"Oh... umm... Whatever you want."



"Hmmm. That's not what girls would normally say." She smiled and came and sat right next to him.



"What-" he cleared his throat. "What would they say?"



"Well, they'd ask what sort of message I was trying to send."



"Okay?" He said, confused. "What kind of message do you want to send?"



She frowned at him, but didn't really address his question as she asked, "How about I try on a couple and see what you think?"



He swallowed. "Are you sure?"



"Definitely. Girl's give opinions all the time about clothes, don't they?"



He nodded as she stood up and went to her bathroom, collecting a handful of swimsuits on the way. Smirking at him, she shut the door.



He finally let out the breath he'd been holding. Alex had never been this nervous before with a girl. 



'Maybe it's the fact she's April's best friend? Or the fact I'm dressed like a girl too?' He wondered to himself. But he also wondered if it was her hinting that she liked him in the car and now he was alone with her in her bedroom.



Whitney definitely appeared to be coming on to him and he didn't know what to do about it. It almost felt forbidden to want her. He had known her for years and she never seemed interested in him before today.



'Had she?'



He suddenly remembered all the times she had looked at him. All the times she had teased or been kind to him. Today, the teasing and flirting had increased tenfold, and that really could be considered as her coming onto him.



Over the years, Whitney always asked how he was doing and made sure he felt included. She really had been a friend to him. April was just always there with her so it didn't feel like it was Whitney truly flirting with him and Alex couldn't remember a time when Whitney and he had ever been alone. 

Like they were right now. 

The door to the bathroom opened and she came out in a black one-piece swimsuit with built in shorts that went to mid-thigh.



Going to the mirror in the corner of her room she asked, "Do you think this is too conservative?"



Whitney glanced over at him, and he shrugged. 



She frowned. "Come on Lexi. Tell me the truth here. I want your honest opinion. Please?"



Alex tried not to get embarrassed as he said in Lexi's voice, "I... It doesn't look like you." 



He was being honest. She didn't like wearing too much black and it didn't look like something she would wear. Whitney enjoyed showing herself off.



She looked thoughtful in the mirror, twisting this way and that way. The suit did enhance her larger butt and hug her curves nicely. 

"You are totally right. I'll try something else."



She ran back to the bathroom, shooting him a grin and shut the door again.



It wasn't long before she came out in a white bikini. 



But this bikini was incredibly small. It barely contained her breasts, and the bottoms had a back that conformed to her butt, leaving very little to the imagination.



She took a look in the mirror and looked disgusted.



As Alex tried not to stare at Whitney, his heart beating rapidly, he asked, "What is it?"  

Alex wondered if she was toying with him.



"Way too small huh?"



"Yes." Alex admitted, feeling like a child.



She frowned and ran back to the bathroom again.



Alex couldn't get the image of her wearing that out of his head. It looked really good on her, contrasting with her Almond skin.



Whitney came out for a third time in a purple sports bra like top and matching skirt with a pair of tight mini shorts under it.



She twirled in her bare feet. "Well, what do you think Lexi?"



"It looks nice." He admitted.



"Really? I think it might be a little too conservative as well. Plus, this one is a little small." 

"It wasn't as small as the white one." He commented. 

She laughed. "No, I meant small as in too small on me. It feels a little tight." 

Whitney turned to look in the mirror in thought as she tugged the top, lifting her chest up that looked pressed in the tight spandex. The more Alex stared at it, the more he realized it was definitely too tight for her, and he wondered why she even tried it on if she knew that. 

Shrugging her head back and forth, she said, "Let me try one more."



She smiled and walked slowly back to the bathroom.



'Did she sway her hips more?' Alex thought to himself as the image of her curvy figure burned into his head.



Then Whitney came out in a green bikini, her red hair in a matching headband with a green sheer skirt tied to her waist with a slit showing off her leg. 



"Well?" She asked, not even going to the mirror as she held her hands at her narrow waist above her hips. 

It wasn't as small as the white one, but it still revealed plenty and looked amazing on her, especially as the swimsuit was Alex's favorite color. 

"That one looks really good." He told her shyly. It was like she had saved the best for last.



She smiled and walked over to him. "I think it makes me look like Sultana. I know how much you like her. I think we have a winner."



Whitny pulled him off her bed and stepped back, taking a long look at his full body.



"I know you said you want to wear a one piece, but I kind of want to see you in the purple one. Here. Let me help you take off the corset and I want you to go try it on."



Alex swallowed. "Really?"



"Yes. Girl's wear each other's clothes all the time. I promise you won't get girl cooties." The glare he gave her made her laugh before she said, "I'm just teasing you."



"I'm not a little kid." He said in his girl voice that he realized it made him sound childish and not a guy that just graduated high school.



"Well, you seem to be acting like one. You seem a little nervous around me. Is something wrong?"



Both of her eyebrows rose at her question and there was a hint of a smirk on her lips.



"No. Nothing's wrong." He said embarrassed.



"Good. Because I'm having fun doing this with my new girl-friend."



He debated if she put a space between the words as she took his green tank top off over his head being careful of the makeup. Unfortunately, his red wig came with it.



"Oops. Sorry Lexi. Don't lose your hair on me." She chuckled and removed the tube body shaper that hid his sister's corset. Then she picked up the wig and grabbed some Bobby pins to fix it to his head better.



She sat him on the bed and attached it, sticking a few pins in it.



"There we go. Don't want you to lose your hair while we swim now, right?"



"No. I don't." He said grateful for the extra security.



She stood him up and undid the laces of the corset before coming around and undoing the clasps.



Casually, as she brushed through his wig with her fingers, she suggested, "I was thinking about your lady bits and think you should also put on those white bottoms too. It's pretty tight on me and the straps could be tied tightly so it might hold everything up okay. Doubling up might help contain everything. As for these..." She playfully lifted his chest in the bra that held the silicone enhancers. "The adhesive is waterproof so they should be okay. Tuck the spares into the pockets of the bra so you don't lose this chest. Now get to it."



Whitney playfully slapped his padded butt, making him jump. 



Alex went to the bathroom and was about to close the door when she said with a smirk, "Try to keep your hands off yourself this time. I don't want to clean up any messes."



His face flushed and shut his door.



Taking a deep breath, he noticed that the swimsuits she had mentioned were perfectly laid out on the counter of the bathroom while everything else was on the floor, including the clothing she had worn. 

It was obvious she was toying with him with her fake fashion show and with her suggesting things she already seemed to have planned. But right now, he didn't care. No one had ever treated him like this. No one had ever come on to him this hard, either. Not even his cheating Ex-girlfriend. Alex was really enjoying it and wished it would go somewhere.



But it couldn't.



'Could it?'



Ignoring his racing heart and his rapidly overthinking brain, he pulled out the enhancers from the bra and struggled to finally get it unhooked from himself.



Then he undid and slipped off his boots, then the shorts and padded shorts, so he only wore the green pair of panties his sister had bought for him.



His erection strained in the tighter panties so he knew he would have to calm down and took a few deep breaths to calm himself before he quickly slid off the panties, grabbed the white bikini bottoms, and slid them up, tucking his penis back into it. 

Everything went really well until the second the very wet crotch piece held his groin. 

'Whitney was wet?'  

She had only worn them for a few seconds, and he couldn't understand how wet they were. 

'Unless she was really aroused?' 

He picked up the purple bottoms with the attached skirt and gingerly felt the inside of them to find out how wet these were too. His fingers even came away with a slightly sticky moisture to them. 

Whitney's voice broke through his thoughts. "Lexi? Are you almost ready? I'm excited to see you."  

Quickly, ignoring how wet and cold they were against them and trying not to think of the fact she had just had these on her naked body, he slipped them on while saying, "Just a minute." As innocent as he could. 

After he pulled them up, he wondered just how she fit in them because they sat on his non-existent butt pretty well. 

He tucked the enhancers into the pockets she had mentioned and pulled the top over his head to lay on his fake breasts. Checking to make sure everything was straight, that he was flat on his groin, and he still looked like a girl in the mirror, he opened the door and stepped out. 

Whitney was sitting casually on her bed and took in a sharp breath as she saw him. "Lexi, you look so cute. That suit is perfect for you." 

Alex blushed as she spun her finger around. He turned so she could look at it from the back. 

When he met her gaze again, she was biting her lip. 

"Is something wrong?" He asked, even though he knew exactly what was wrong. 

He was turning her on. 

Whitney's legs rubbed together under her skirt and Alex could clearly see her nipples in the bikini bra she wore. 

Hundreds of fantasies still didn't prepare him for this moment. 

"Fig it." She swore, jumped off the bed, and pulled him into a kiss. 

His startlement froze him as her swimsuit clad body pressed against him, her breasts pressing into his fake ones as one handheld his head to hers. 

She broke away to smile happily at him and whisper, "I want you Lexi." 

"What about -"  

Whitney shut him up by kissing him forcefully and quickly again before she became serious. "You will never tell April about this. This probably won't happen again so think of this as a one-time thing. That's the rules. Do this, remember it, but don't ever speak about it to anyone. Don't even talk about it to me again." 

He nodded.  

She smiled and was gentler and intimate in her third kiss, wrapping both arms around his neck. 

Fria had never been this intimate with him. His Ex-girlfriend and him had kissed a few times. She had seen him naked, while he had only seen her in her underwear. But their first time together had been interrupted when her dad needed her to go get him when he had an accident at work. That was also the night Alex discovered she was cheating on him when she had left her phone and received a message from her college boyfriend asking if she wanted to have sex with him again. 

That was also the first time Alex had cross-dressed when she asked him to try on her panties. 

But now, Alex was kissing a girl he liked way more than he ever had liked Fria, feeling Whitney's warm body pressing firmly into his. 

Alex's Sister's Best Friend's body. 

As the pain for Fria came back to him, Alex remembered Whitney's own boyfriend. 

Hating himself, Alex pulled away and said in his normal voice, "Stop. I'm sorry, but I can't let you cheat with me for Travis." 

Whitney looked at him confused. "Travis and I broke up months ago. I never let him get this far, he was just a jerk that wanted to get in my panties." She broke into a giggle as she said, "I guess I let you get into my swim bottoms. But anyway, I haven't dated anyone since then." 

Alex felt slightly embarrassed. "Oh." 

She rolled her eyes. "Girl, you need to start keeping up with the gossip train." Then she kissed him more forcefully until she broke away. "Do you not want this, Alex? I really do." 

He hesitated for a moment until he pulled her closer to tentatively kiss her back for a moment. 

Smiling, she said, "Be Lexi for me." 

"Okay." Lexi whispered as Whitney pulled him tighter into a more passionate kiss. 

He embraced her as well, his hands holding her bare back, sneaking into the ties of her bra. 

She pulled away and whispered, "Lexi, I want you inside of me."  

His eyes widened as she pulled out a condom from her bikini top. 

"You planned this from the beginning." He stated as he stared at it. 

She giggled and shrugged. "So? I like how willing you are to dress up for me. I made sure my bottoms were nice and wet for you. Rubbing them all over myself. Did you bother smelling them? The thought of you taking a sniff, smelling my musky feminine scent is really... turning... me... on." 

As she slowly emphasized the last words, her hand slid between their pressed bodies until it slid into the purple swim bottoms to rub against his straining and tucked dick under the white bikini. 

Alex had never seen this hungry and playful side of Whitney before, and the thought of the secretly nerdy girl also having this hidden side of her made Alex like her more than ever before. 

Smiling suggestively, she told him, "I want you to keep the top and the white bikini on. But do you want me to take my bikini off?" 

He swallowed, unsure of himself. 

She didn't seem put off by his hesitation as she stroked his pushed-up cleavage. "Then why don't you take it off me, Lexi. I want you to be Lexi for me. Lexi with a secret down below. Can you be my Lexi?" 

"Yes." He said quietly in his feminine voice 

Her hand stroked his tucked dick firmly over the smooth spandex of the bikini bottoms while her other hand grasped one of the enhanced breasts, roughly pressing it into him while her mouth leaned closer to his ear. 

"Look in the mirror Lexi. Do you see the two women playing together?" 

"Yes." He whispered, his erection straining harder as he stared at the two gorgeous bikini clad women, one sensually pleasing the other. 

"What are you waiting for?" She asked. "Undo the string." 

Alex watched as the taller pale skinned red haired girl slid her arms up the almond girl's back and pulled on the tie holding the back piece together. Then she did the same to the necktie. 

Whitney was pressed close enough to him that her bikini still held to her form. "Three more ties." She whispered before nibbling his ear. 

He shivered and almost moaned as his hand slid down her smooth skin to undo the skirt that pooled on the floor at their feet. Then he undid the tie holding one side of her green bikini. Then the other. 

Her butt was revealed to him in the mirror as the bottoms fell to join the skirt. 

He stared at it in the mirror, his heart racing until she asked with an amused expression, "Are you waiting for an invitation? Play with my butt, Lexi." 

Her hand released his fake breast to find his own butt and firmly grasped it. 

His hands were much slower as they slid from her waist while he watched the girl in the mirror gently slide down the darker skin before taking hold of each cheek in each of his hands, pulling Whitney tighter to him. 

Whitney moaned in his ear before she came back to kiss and moan into his mouth, her tongue breaking between his lips to stroke his own tongue. 

They kissed for several moments while he gently played with her larger derriere, enjoying its warmth and softness. 

She broke away and giggled. "Ready to see me?" 

"Yes." His girl voice said, almost begging. 

She stepped out of his embrace and the bikini top fell from her, revealing her perfect naked figure to him. 

He almost looked away embarrassed, but her brown eyes drew him in before they glanced down. He followed her gaze to her hands as they slid sensually up her narrow waist and to her breasts, lifting them up for his view, the condom still between her fingers. 

"What do you think? Ever seen a real woman naked? Your sister told me you haven't had sex before." 

Alex felt embarrassed that April had told Whitney that, but he didn't care right now. "They look beautiful." He said in Lexi's awed voice. 

"Thanks. They are the only good thing my mom gave to me."  

"All of you is beautiful." He said, entranced by her. 

To his surprise, she seemed embarrassed by the comment, but her smile didn't waver. "Thank you. You are pretty beautiful too Lexi." 

She came closer to him, pressing against him and tucking the condom in his swim top, before she pushed him to her bed. Whitney crawled on top of him until he was completely under her. 

"You really do look cute for a girl." She told him as her breasts pressed into his stomach. "I especially don't even mind this."  

Her hand slid back into his purple bottoms and into the white bikini to untuck his dick, rubbing her palm against it. 

"I've never had a girl with something extra before. It's so exciting and arousing. I just wish you were shaven down there." 

Her fingers curled into his pubic hair and gently fondled his testicles that had popped out of their cavity. 

He moaned slightly and cleared his throat as she paused. 

"Hmm. Not a very girly moan Lexi. Maybe you need practice. Here..." she sat up on him with a devious grin, grabbed both of his hands and placed them on her bare chest. 

He shuddered as much as she did by his touch. 

"Fondle these gently, and I'll play with yours. Try and match the highness of my moan. I know you can't feel this." She firmly grabbed his enhancers over the bikini top, "But women are great at pretending. Watch how I fondle yours and mimic my motions." 

She began gently rubbing the purple top where his fake breasts were. She paused and looked at him expectantly. 

He had been frozen as he watched her play with the breasts on his chest, the image alone made him intensely aroused as he never imagined to be experiencing this sort of thing with breasts on his chest. 

But that was nothing compared to the smooth and soft flesh beneath his hands. Her breasts rose and fell with each of her breaths and pulsed with her rapidly beating heart, her nipples pressing erectly into the palms of his hands. 

Then there was the warmth and wetness on his stomach where she sat on top of him. He could clearly see her vagina between his fake bosoms. 

His dick strained in the swimsuits as he began copying her motions on her smooth skin. 

She smiled and gently cupped his breasts, lifting them slightly as he repeated the motion. 

With one thumb, she gently brushed over the smooth surface of the spandex, right where a nipple would normally be. 

She smirked at him as he hesitated before his thumb did the same to her, making her shiver and moan. 

"Moan for me Lexi. Tell me how good you feel." She said as she repeated the gesture. 

A little slow, he still moaned as high as he could, pretending he could feel her thumb and the swim top pressing into his breasts. 

He copied her gesture, and she moaned again. He wasn't sure she was really that aroused, but he didn't care as she did the same to his other breast. 

After Alex moaned, and did it to her firm nipple, Whitney did both at the same time and didn't stop. 

His thumbs swirled over her nipples as he moaned as well, trying to match her volume and pitch until she gasped and kissed him forcefully, his breasts forgotten as his hands were forced into her Breasts. 

Her body slid up and down while they kissed, her hands holding his face while he kept holding her breasts. His stomach became wet as her womanhood drug across his skin. 

She moaned again and he did as well, matching her again. 

Finally, she released him with both of them gasping for breath. With a groan, she told him, "I need you in me so bad. You are just too figgin' hot, Lexi!" 

Her hand shoved its way into his top and found the condom that she tore open. 

With a smirk, she quickly got off his body and froze when she saw the bulge in the skirt and shorts. 

Whitney genuinely looked shocked as she said, "Fig, Lexi. I didn't realize you were so endowed." 

With a hungry look in her eyes, she pulled the shorts down and off of him. 

The white bikini bottoms couldn't contain his erection as it poked out from the spandex while hugging his testicles. 

She slid the shorts down more, letting his erection free. 

"Alex, I'm serious. I'm honestly impressed." She told him as she swallowed. 

Emboldened, he said in his best girly voice, "Right now I'd prefer it if you'd call me Lexi." 

Whitney smiled sexually. "Of course, Lexi. You are so hot. And your extra part looks fantastic. 

Sliding the condom on his erection, she stroked it in her closed hand as she leaned up to kiss him quickly again. 

Her leg went over her busy hand and she straddled him again. "Lexi, tell me you're my girl." 

"I'm your girl, Whitney. Make me feel like a woman." 

She kissed him again, her breasts pressing against his, as she sat down on his lap, aiming her wet lips onto him. 

Her vagina enclosed around him, and he really did moan, which turned girlier as Whitney moaned at his lips.  

She broke away with a gasp, "Oh Lexi. You feel so good." 

He felt her squirm on top of him, feeling more pleasure than he had ever felt before within her tight vagina. 

Whitney's wide hips began slowly raising and lowering on top of him making his pleasure get stronger. 

"Yes. Whitney. Make your girl feel good." Lexi said as all other thoughts drove from her head, becoming the woman, she wished she could be for Whitney. "Harder please." Lexi begged. 

Whitney did so while forcefully playing with Lexi's breasts, Lexi wishing she could really feel them under Whitney's kneading. 

"Lexi. You are so cute. You really are the best of both worlds. I love a well-endowed woman. I'm so happy to be with you for this..." she gasped after a hard thrust down onto Lexi's manhood, "moment." 

"I'm your girl, Whitney. I'm your Lexi." 

Whitney started going Harder while Lexi's hand found Whitney's hips, pulling her down on top of the newly minted girl. 

Lexi moaned louder. 

"Lexi, I'm so close. Hold it in as long as you can." 

Alex nodded, realizing the situation he was in and couldn't imagine anywhere else he'd rather be than to be dressed and looking this sexily, while Whitney rode on his manhood. 

With a gasp, Whitney froze, a liquid pooling onto his groin, the pressure and warmth surrounding his dick intensifying.  

After a moment, she sounded impressed as she said, "You got me to orgasm first. No guy has ever been able to do that."  

Alex felt a slight frustration as she had stopped pleasing him, but as she stared hungrily at him, he knew this wasn't over yet. 

Whitney kissed him hard, her tongue piercing his lips and she rode him harder than ever, the new moisture allowing him to slide even easier and faster into her. 

He moaned, forcing her on top of him with his hands on her legs as he felt the massive amounts of pleasure near its crest. Whitney broke away with a gasp and screamed, "LEXI!" As he climaxed into the condom inside his crush while more fluid came out of her. 

She collapsed on top of him, while he rode down the orgasm high of his greatest sexual experience, her lips attacking his face in little kisses. 

"You... are... so... good!... Best... guy... ever!" She said with a final forceful kiss to his lips. 

Finally, she let him breath again and slid off him to lay next to him on her bed, her hand on his chest. 

He sat breathing heavily from arousal and looked over at her smiling at him. 

"I'm not kidding Lexi. That was amazing." 

In Lexi's out of breath voice he said, "But you did everything." 

Her smile widened. "I know. That's why it was great for me. I like guys who let me do what I want. I'm sick of them wanting to use me. But you were so nice and gentle. Following my every command. I loved it." 

She kissed him quickly. "Well. I think a shower is in order. I'm going to get started, then I want you to join me when you are ready." 

Taking a deep and satisfied breath while she smiled, she hopped off the bed and was surprised as he got off with her. 

Whitney shrugged, grabbed Alex's hand and pulled him with her to her bathroom. 

Rapidly removing his swimsuit, Whitney carefully removed the condom and disposed of it before she grabbed something from under her sink that she hid from him before taking him into her shower and let the water warm on top of them while she made out with him.  

When the water was perfect, she asked, "Lexi, can I ask a favor of you?" 

"Yes?" 

Bringing her arm around, he saw she held a new red razor in it. "Could I shave your dick?" 

Alex swallowed. "I'm sorry?" 

"I've never been with a hairless guy before. If you let me shave it, I'll have sex again with you after the swim." 

His erection was pressed against her as he stared into her pleading eyes.  

Her smile fell at his hesitation, and she started, "If you aren't okay with that..." 

Smiling to her, Alex said, "I am, if you are okay with doing that. I um... I just thought you said it was a one-time thing before." 

Her smile returned and she shrugged. "I meant more like a one-day thing. Not just being with you only once. I'm not quite done with you yet." 

She quickly pecked his lips again and grabbed her shaving cream and began applying it all over his groin, occasionally stroking it with the shaving cream. Then she turned him around and also spread it around his butt.  

Fondling it, she told him, "You have such a cute butt. I bet you could really pump it up with a little more exercise. I do it to keep mine nice and plump." 

He didn't know what to say as she spun him around and then took the red razor to his groin, gently removing his slight hair. When she reached his manhood, she was even slower and more cautious, especially around his scrotum. 

Then she spun him around again and demanded, "Bend over and present yourself to me. I really want to be careful here." 

He did so, extremely embarrassed as she slid the razor between his butt cheeks, causing him to shiver. 

When she was done, she demanded, "Don't move. I need to clean this." 

He felt a cold liquid pour over his butt, causing him to shiver again. Then her hands spread over his bottom sensually, straining his already hard dick even more. 

Then one of her fingers breached his anus which made him yelp. 

"Oops. Sorry." She told him, but the way she was smirking at him when he looked behind to see her made it seem like it hadn't been an accident. Especially as her finger remained inside his butt as she continued to clean his butt with her soapy hand, which moved down to his balls. 

"What are you -" he asked with another yelp as she grabbed his balls. 

"Lexi, you really need to stop sounding like a guy. I don't want a tomboy. I want a girly girl. Now tell me the truth. Do you like my finger in your butthole?" 

Alex hesitated. He had never had anything stuck in his butt before and never really wanted anything like that until today. But her single finger which suddenly became two made him gasp and really felt incredible inside of him. He felt his dick twitch in Whitney's hand. 

Finally, he admitted in Lexi's voice. "Yes. It feels really good." 

"Good." Whitney slowly worked her two fingers inside him before pulling them out. "I need to grab something to help with the shaving, so you are smooth. It's under my sink. Don't move." 

He heard her leave the shower while his hands braced himself on the shower wall.  

'I had my first sexual experience with someone I had a crush on.' He thought excitedly to himself. 'And I was dressed like a girl and called Lexi. Then my crush played with my butthole.'  

He found that all those thoughts didn't really appall him like it probably should have.  

'Why did this feel so good?' 

Whitney came back and poured another cool liquid near his anus, rubbing it around his butt crack before a wet finger slid into him again. 

He tried to turn to see what she was up to, but she smacked his butt with her free hand and commanded, "No. Eyes front, soldier girl." 

He rolled his eyes and gasped as something slightly bigger than her two fingers was shoved into him.  

Leaning up and snapping around, he saw Whitney smirking at him while his butt was still filled. Still using his girl voice for her, he asked harshly, "What the fig was that?!" 

"A butt plug. I thought it would be a little fun to have you wear one for me later." 

"But..." He trailed off, not knowing how to even start complaining about something he had never had done to him. 

She giggled and said, "Yes, Butt... plug. Yours is a little smaller than the one I have in me." She turned around and spread her large and perfect cheeks so he could see the clear gem of something in between them. 

It definitely hadn't been in there earlier when she was atop him. 

Whitney turned back and hugged his wet body to hers again. "Let's hurry and rinse off. I want to swim." 

After they had done so and toweled off, she helped him back into the white bikini bottoms. He still had an erection and the thing in his butt wasn't really helping matters.  

"Looks like you'll just have to have a bulge." She observed as she pulled the swimsuit shorts up to hug his hairless dick perfectly. "It actually kind of looks cute like that. Like you are trans or a femboy."  

She then helped him with the top over his still attached fake breasts before she dressed herself. 

"How's your butt?" She asked as she tied her wet hair into the green headband again. 

"Weird." He admitted in his feminine voice. 

"I bet, as it's your first time. I like having them inside me frequently, but I've never had a guy let me do it to him. I'm glad you did though." 

Alex hadn't really had a choice in the matter, but he didn't want to protest as he was starting to enjoy it inside of him. He even wondered what a bigger one felt like. 

Whitney took his hand and interlocked their fingers as she led him through the house. 

____ 

Alex swam another lap, racing Whitney to the edge and reaching it well before she did.  

"Dang girl." She said out of breath. "You should have joined the women's swim team." She chuckled with how embarrassed he looked and approached him sexily in the water. "How's your butt?" 

"Okay." He said in Lexi's voice. "I think I'm getting used to it." 

He definitely was, unless he moved his legs too much and felt it rub his insides pleasurably. His penis was struggling as it constantly fluctuated between fully and partially erect while they swam together, and he felt the difference of his wet wig, breasts, and quite different kind of swimsuit he wore. 

And seeing his crush in the water in her very hot bikini who was constantly teasing and pressing herself into him more than his ex-girlfriend ever had, wasn't helping it go down. Especially when she stalked over to him with a devious grin on her face and looked about to kiss him. 

Then she froze and her eyes widened in horror at something behind him as she shouted "Dad! What are you doing at home?" 

Alex snapped his head around to see Whitney's father standing frozen with a woman Alex didn't recognize on his arm. 

Both of them were wearing swimwear and held towels, obviously thinking they would have had the pool to themselves. 

Addame Fourie smiled awkwardly and licked his lips before chuckling. "Hey Whit... I didn't think you'd be home. I thought you'd be out doing something with April not bringing her over to swim. Hi April, it's been a while. How's it going?" 

As Addame smiled awkwardly at Alex, Alex was panicking and shocked at the moment of having been caught dressed like this, with his erection currently distending the swim bottoms under the water. He couldn't believe Whitney's dad had mistaken him for his sister. 

Thankfully, Whitney came to his aide as she demanded, "And who's this? I didn't know you were dating again." 

Addame turned to his blonde female companion as if noticing she was her for the first time. "Umm... this is Sandra." 

Appearing well under Addame's age, the blonde and very curvy woman in the pink bikini that matched her lipstick greeted them in a very high-pitched voice. "Hi! Just wanted to go for a swim with Addy here." 

Sandra pressed her tan and bountiful breasts to the darker skinned Addame and giggled while he turned back to his daughter and smiled apologetically. 

Alex glanced at Whitney, who was looking furious at first, then amused. She turned to Alex and winked at him before she told her dad, "That's okay. April and I were just leaving." 

They had only been in the pool for around fifteen minutes, and Alex would've been happy to get out of there as quickly as possible, if not for the bulge in his shorts that would give him away. 

Whitney came up to him and whispered, "Don't say a word 'April'. My dad hasn't seen you in years. I'll go distract my dad and his..." Whitney trailed off and looked to her dad and the woman who was complaining about how she was supposed to be having some alone time with 'Addy'. "And his 'fling'. When they are distracted, grab your towel, dry yourself quickly with your back turned, and cover yourself with it." 

Alex didn't have a chance to respond as Whitney climbed out of the pool. 

He watched her introduce herself and Alex took his chance, climbing out and running over to the towel Whitney had found for him, pretending to be cold so he could use his clasped hands to hide his now flaccid penis. 

Grabbing the towel, he quickly dried himself off, being careful with his fake hair. 

Whitney came back after a few minutes and they tried to leave the backyard, but Addame shouted after them, "Bye April! Nice to see you again." 

Hoping he was smiling like his sister, Alex turned and waved awkwardly before Whitney guided him away from her dad and the giggling Sandra who had pushed Addame into the pool. 

As they made their way to Whitney's room, she growled in frustration. "I can't believe him! What is he thinking dating a woman like that!" 

Alex had no idea what to say and felt awkward to be in the middle of a family issue while he was worried about his own. 

Whitney must have sensed his awkwardness as she turned to him with a frown. Then she smiled apologetically. "Sorry. This isn't something you need to be a part of. I wasn't sure how we would get out of there, but you really do look like a taller version of your sister. If she was here, she'd be gossiping with me about my dad and his -" 

"Bimbo?" Alex offered in his female voice. 

Whitney's grin widened. "Exactly." 

Her smile fell and she sighed heavily. "Sorry, but I don't want to risk your and your sister's reputation. We're going to have to cut our fun short. Let's shower separately and I'll help you get dressed properly. Sorry to ruin the -" 

"I get it Whit. I'd rather leave before he finds out who I really am. And I appreciate the time we had together. Thank you for giving me this experience." 

Whitney smiled and came to give him a quick hug. "You really were amazing. I wish we might do it again sometime, but that might be a little difficult. I don't want to ruin my friendship with your sister." 

"Of course not. I wouldn't want to get her angry with you and I definitely don't want her to be angry at me." Feeling slightly emboldened, he bent down to kiss her cheek but was surprised as she pulled him to her lips. 

Breaking away shortly, she explained, "Just one more kiss. I really enjoy kissing you." 

Their lips met again as Whitney held him, while Alex wished things could be different with a girl he was falling in love with. 

____ 

After Alex had been properly transformed back into Lexi with fresh Makeup, Whitney drove him back to his house and they had a surprisingly fun and normal time of trading cards and playing a few games of Wiz&War on his dining table. Though Alex was forced to play entirely as Lexi and act like Lexi the whole time. 

He was surprised at how easy it was while he sat in his short shorts and constantly had his wig brush his shoulders and accidently bumped into his fake boobs. He was getting more comfortable as Lexi and even wondering how he could get a chance to do this again without his mom catching him. 

Though Alex also wasn't sure if he wanted his sister to know he was wanting to do this more often, though he hoped she would let him keep everything. He worried it might make things more awkward than they already were after her having caught him with her swimsuit. 

Then there was the butt plug Alex had returned to Whitney back at her house. He hadn't wanted Whitney to know how much he enjoyed it and regretted having to give it back, but he also felt really ashamed for enjoying it in the first place. He could buy his own, but the embarrassment of getting caught with that was worse than if he got caught crossdressing again. 

April finally returned bringing back pizzas near the end of Alex and Whitney's third rematch and tie breaking game. 

"It's official." April told Alex and Whitney. "They are getting a divorce. Mom wanted me to make sure you knew." 

"Why couldn't she tell me herself?" 

His depressed looking sister glanced up at him with an amused expression. "Still acting like a girl then? I thought you'd quit after I was gone." 

Alex realized he had said that in Lexi's voice. 

April came over and sat between the dueling pair. "I don't know why mom couldn't tell you. Mom seems really distraught. Her eyes were so red from crying. I don't know if she could even handle talking to you about it right now after telling me what was going on. She is so furious with dad. I've never seen her this angry before. Things have escalated quickly in the past few days." 

They were silent for a few minutes while Alex stared at the cards in his hand without really seeing them. 

Alex finally asked in his normal voice, "Did you talk to dad?" 

April took a deep breath and sighed. "Nope. He refused to even meet my eyes. I was told by mom's lawyers that we are no longer allowed to see him without legal representation." 

That made Alex furious and he tossed his hand of cards to the table, the game forgotten. 

He buried his face in his hands and growled into them before turning to his sister. "So, what happens now?" 

"Mom and dad still have to work on dividing everything, but it looks like my statement is going to help prove he isn't that great of a guy. Apparently, he's pretending that the affairs never happened. His lawyers are ruthless and he's trying to get everything, including the house that Grandma and Grandpa helped build for us. But things took a turn in mom's favor today. The judge is going to continue to look over the details tomorrow, but neither mom or dad can come to the house right now. After she deals with the courts tomorrow, the plan is that mom's going to take us to live with Grandma and Grandpa for a few days while dad cleans out his stuff under supervision. Mom thinks the only reason he wants the house is so he could sell it. He mentioned that he plans to move to Georgia to get away from us." 

"Georgia? Really!?" Alex exclaimed in frustration. 

He had never been so angry with someone in his entire life. His own father didn't even want to see him and tell him why all this was happening. Why he was abandoning his family, why he was lying, why he wanted to take everything, and why he was so stupid to have multiple affairs against a woman who had loved him and cared for him with everything she had. His mom definitely deserved better than his Figging Pineapple of a father. 

And all that hate made Alex wonder why he was currently crying harder than he had in a very long time. 

April came next to him, and he noticed she was crying too as she knelt on the ground and hugged him on his chair. 

He held her too and they cried silently together for a long time, feeling their love for each other. 

Alex didn't know what he would do if she left him. His sister was his best friend, and he loved her with all his heart. 

Finally, when they calmed down and stopped crying, April whispered to him, "You are right Alex. We will always still have each other and mom. And even our grandparents. We don't need him. We never needed him. I will always be here for you and be your sister." 

He sighed into her and whispered back. "I love you April. Thanks for always looking out for me." 

"I love you too, Alex... even when you like to have breasts." 

He couldn't help himself and laughed into her and pulled away. As she looked at him, she burst out laughing too, wiping her tears and smearing her mascara stains on her face. 

He realized he must look as bad as she did and laughed harder at the thought of looking like a crying woman. 

After they had calmed down again, both of them feeling better, April suggested, "We should clean you up... do you want to go back to being a guy again and just hang out?" 

Alex looked down at his tank top and shorts, his fake red hair brushing into his fake cleavage. 

He sighed before he glanced up at Whitney, who was watching him carefully, she broke into a knowing smile and gave him a wink. 

Turning to his sister who smirked at him and raised an eyebrow, he admitted, "I kind of would like to keep going... just to get my mind off things for a little while. I wouldn't mind not being myself right now." He changed into his Lexi voice to add, "Girl's night?" 

Both Whitney and April exchanged solemn smiles before they both agreed together, "Girl's night." 

____ 

____ 

"Dear Reader,  



Thanks for reading Alex's first time crossdressing. I hope you enjoy it as much as I enjoyed making it. I put a lot of thought into all my work, and hope you find this one special. 

If you did like it, I would really appreciate it if you could Star or Comment below, even if it's just a simple ❤ ️ or 👍. If you have suggestions, or something I missed, tell me that too. I read all my comments and appreciate the tips as a new writer. 

Until next time,



Xarek"