X-Mplary Friendship

"Come on please. You said you would help me" Tommy, my best friend of many years said to me, sounding exasperated. "You know I can't do this alone."

I sighed. He knew I would end up doing anything he asked, I always did. But this?

"I don't think you understand exactly what you're asking me to do," I told him. "I am NOT a good choice to go as your girlfriend."

Yes, you heard that right. Girlfriend. My name is Mike, and me and Tommy were best friends since middle school. A while ago, he got me out of a very very sticky situation involving an ex girlfriend, super glue, and cocaine. Yeah, the less I speak about that, probably the better. But I digress. I did owe him something. Now, he wants me to be his date for his brother's wedding.

He had some connections who could get him an X-change pill. X-change was those secret gender bending pills that were available on the black market. He was essentially going to give me x-change, and let me pose as his girlfriend for this wedding.

Why? Because his ex girlfriend would be at the wedding. Why? Because his brother is marrying Tommy's ex. Yeah, the less I said about that situation too, the better. Believe me.

"Yes, you are, and yes you will. Because you owe me," he told me with a smirk.

I rolled my eyes. "Fine, but I hope you realize I have never been with a guy before, and I have no idea how to pretend to be a girl. There's so much that can go wrong here, I hope you understand. There's a week to this wedding right? How am I going to learn how to be a girl in that time? What if someone finds out? I have work next weekend, what am I supposed to do about that? And what if I get stuck as a girl?" I said slightly exasperated.

Tommy took a deep breath as if he was going to answer each of my questions one by one. "Okay Mike. Here we go. One: yes, a week, or 6 days if you don't count today. Two: I will worry about that, you just worry about looking pretty. Three: no one is going to find out. How would they? Four: Call in sick, duh! And five: You won't. No one ever does or gets addicted to these pills. They're 100% safe. They just haven't been approved by the FDA because of politics. Republicans don't like the whole gender thing even though data says they are the highest users of it!" He said sitting down on the rest table in my living room.

"Okay. And how will you get this pill? And what if we get caught? Isn't it illegal?" I asked him as my head was still swimming with details of this ask.

"Oh don't worry about that. It's all covered. You just have to say if you're in or not. And I really do hope you're in." Tommy said with a wink.

"What do you mean it's all covered," I asked.

"I have a plan," he said with a smirk.

"Oh god," I said. "I don't like this. Will you please tell me your plans?" I said.

He smirked. "Nope."

I rolled my eyes.

He brought me a pill from inside his jacket pocket. It was small, about the size of a pea, and a translucent pink.

"Just take it. It's safe. Here's what we will do, take the pill now. I'll take your measurements and all that. I'll return with clothes, underwear everything you need to be a girl. You have a week to prep. But after tomorrow you can't back out. So I'm giving you 24 extra hours to figure this out. You owe me. And I know you won't let me down" he told me.

I stared at the pill, and then back at Tommy.

"How do I know I can trust you?" I said.

"Mike, we've been friends forever, why would you not trust me? If I wanted to hurt you, I wouldn't be giving you a way to become a woman, now would I? If you say no, I'll be disappointed, very but I won't hurt you. You will hurt me by not taking it though" he said.

I stared at the pill again, then looked up at him, and nodded.

"Okay," I said.

I downed the pill. It tasted like cherry, oddly enough. "What's next?" I asked.

"Well, it's not immediate. The pill takes about 5minutes. You may want to be in the bathroom for this." He said.

"Oh god. Will I want to hurl?" I asked.

"Something like that" he replied.

"Alright. See you on the other side" I told him, as I walked into the bathroom.

"See you on the other side," he replied, with a laugh.

"Hey Tommy," I said from inside the bathroom.

"Yeah?" He replied.

"You will tell me if this doesn't work, right? Like, what if it doesn't turn me into a girl and I'm still a guy?" I said as I closed the door and stared at my reflection at the mirror. So far absolutely nothing had happened.

"Mike, have some faith." He replied.

"Ok," I said.

We were silent for a minute.

"How are you feeling," he asked.

"Nothing yet, it's been 3 minutes per my watch" I told him.

"Ok. Just checking," he said.

A few more moments of silence.

"What are we waiting for, Tommy?" I asked.

"Just 2 more minutes," he replied as I felt a rumble in my stomach.

"Ugh, I feel like I'm going to hurl." I said.

"Well, there's the toilet." He said.

"I swear to God, if I puke, you're cleaning it," I said as I bent down to hurl but felt hair get in my way. I had short hair, where did this hair come from?

"Tommy, I have something to tell you" I said.

"Yeah, Mike?" He said.

"My hair got in the way when I tried to hurl."

"So?" He asked quizzically.

"So, my hair is short"

"And?"

"My hair is not short anymore."

"Are you saying..."

"I THINK IT WORKED" I yelled as I suddenly got up from the toilet and looked in the mirror.

I was shorter than before was my first thought before the reflection of the person in front of the mirror caught my eye. The woman in the mirror had long curly black hair. Her body was fit, toned and shapely, and her breasts were perky. She was gorgeous, and I think, it was me. I had a moment of panic. Did the pill make me a woman, or did it trap me in the mind of a woman?

"Tommy?" I said in a soft voice.

"Yes?" He replied.

"Do you mind coming in? I need a second opinion."

"Uh, sure." He said, and opened the door. When he saw me, he stopped dead in his tracks.

"Holy shit," he said.

"Language" I said.

"You sound like a woman."

"Is that a good thing?"

"It means it worked."

"Thank God," I said. My clothes seemed looser, Tommy seemed bigger. Everything was different. I felt lighter. I shook my head and felt my curls move.

"You look amazing" he told me.

I looked back at the mirror.

"Wow, thank you. It worked. Wow. Ok. Ok. I think I need to sit down," I said as I felt dizzy.

"You sure you don't want to throw up? It's ok, I'm used to cleaning up puke," he joked.

"Shut up," I told him as I sat down.

"I'm going to get you some water," he told me.

"Ok, thanks" I replied, my head swimming with thoughts.

He returned with a glass of water, which I chugged.

"So this pill, was a mini dose. It's going to last for exactly 12 hours. The pill you'll take for the wedding will be a extra strength. So it's going to last at least 72 hours. You're going to take it on Friday afternoon. It'll be ready by then. Then, we go to the wedding. We drive back on Sunday night even before it wears off. Easy. You can do this, Mike. You are the strongest person I know, and you look great. If anything goes wrong, we will figure it out. If anything goes right, we will celebrate it. Okay? No one knows you there. You can be a new person for 3 days. We just need to keep it quiet." Tommy said calmly and coolly.

"So no one else will know about this pill? But we'll tell them we're a couple right? Isn't that why we're doing this in the first place? And isn't that our cover story?" I asked as I moved my hair behind my ears unconsciously. My fingers were shorter but slimmer and my nails were more dainty.

"Yup. We'll tell them that we have been dating secretly for the past few months, but we decided that at my brother's wedding would be a great place to announce it." He said.

"And you're sure no one will suspect it's me? I know your whole family." I said.

"They have no reason to. You are gorgeous." He said as his eyes moved up and down my seated body.

I blushed. "Stop."

"Seriously though. No one will suspect. It's going to be fine." Tommy said.

"What's next?" I asked him as I stood up and struggled to keep my pants on my waist. My male clothes barely fit me as a girl.

"I'm going to get you clothes, and underwear and stuff. I'll be back tomorrow. Just relax. And if you're worried about something, just google it. Now let's get you measured. "

He said as he grabbed a tape measure and started measuring my bust. As he came close to me, I suddenly became aware of my breasts. My body suddenly started to become flush and it felt like my nipples were on fire, suddenly becoming very erect and visible through my flimsy t shirt. As Tommy started putting his hands and tape around my chest I felt a sudden warmth between my legs.

I was embarrassed. I never expected to be doing this in front of Tommy.

"Uh. Tommy. Is it okay if I did this.." I said as I felt my face becoming red. I had no idea what was happening.

"Oh shit. Right. Sorry. Yeah. " He said awkwardly as he realized what was happening.

I took the tape from him and measured myself.

"Ready?" He asked.

"Ready."

He wrote down the measurements.

"Okay. See you tomorrow," he said.

"See you Tom" I said as I walked him towards the door of my apartment.

"Call me if you need anything. And thanks. I mean it. " he said smiling genuinely.

"Bye." I said in my new girls voice.

Once he was gone, I went to the mirror, and stared at myself.

"This is a dream," I told myself in my new girly voice.

I pinched myself, and yelped.

"So it's not." I took off my clothes and started to examine my new nude body in the mirror.

"Woah." I said.

My boobs were small and perky, but still very cute. My waist was thin, and my butt was firm and round. Where my penis once was was now a very pretty vagina. My vagina was not exactly hairy but was weirdly trimmed.

I felt like I should be disgusted, looking at myself like this, but for some reason, I wasn't.

"It's official. I'm a woman," I told myself, and laughed.

I couldn't help but giggle at my new body, and feel excitement about this new adventure. I decided to examine my body a little bit better as I ran my hands through my breasts and nipples.

"Oooh," I said almost involuntarily as I felt a jolt of pleasure through my body as I touched my nipples.

My hand wandered down to my crotch, and I began rubbing the lips. It felt amazing, and my legs started shaking.

"Wow," I said, as I rubbed more furiously.

I didn't realize what I was doing, as I put two fingers around and rubbed outwards, feeling pleasure in a way that was foreign to me.

"Ahh" I moaned as the pressure built up higher and higher, and released, leaving me satisfied, but wanting more.

"Damn. Okay, well, that was definitely different," I told myself.

"Guess it's time for a shower" I said to myself as I then hopped in. I had this body for 9 more hours I might as well keep it clean.

As the water hit my body, I couldn't help but moan. Every sensation felt magnified, and every touch of the water on my body sent tingles down my spine.

"Wow. This feels amazing," I said as I took the body wash and lathered it all over my body, enjoying the silky texture.

"Oooh" I moaned.

I washed my hair with shampoo, and massaged my scalp. It felt amazing, and made me giggle with delight. Everything in this new body seemed heightened, everything seemed new.

"I love this," I told myself as I rinsed off the shampoo and conditioner and washed the soap from my body.

"Okay, guess it's time to get dressed" I said to myself, as I turned off the shower, and toweled myself dry.

I couldn't help but admire myself in the mirror. I hesitated but decided to masturbate again. But this I wanted to it slightly differently. This time I wanted to see how it would feel if something was inserted in my vagina. I also wanted to see how it looked. I set up my phone near my bed to record and got on the bed and got comfortable.

I put one finger in, my index finger, and rubbed around the walls, feeling every crevice. I felt a slight jolt that traveled all the way from my groin to my brain leaving me in a shudder.

"Mmmm," I said, as my other hand traveled up to my nipple, and I began rubbing it. I let my thumb explore my nipples, lightly pinching it, rubbing it and letting my fingers explore my breast while one hand explored my pussy.

I let my index finger go all the way and used my thumb to rub myself, letting my body tell me what felt good. I could feel a heat in between my legs and my pussy felt more and more wet.

Meanwhile my breasts felt more flush. My nipples felt like they were going to explode in heat and it felt good. I let my fingers circle around my sensitive nipples.

This double sensation was driving me crazy, and my legs started trembling as my hands moved faster and faster, bringing me to the edge, and beyond.

"Ahh FUCK," I said, as I pulled my fingers out and let a giant wave engulf me. My whole body felt warm and I could feel waves of pleasure that didn't seem to stop for a while initially starting from my vagina and then radiating. My brain turned to mush as I wasn't aware of what was happening, I found myself clutching the sheets of the bed and there was a giant wet spot where my legs were. I quickly collapsed on the bed slowly passing out from the orgasm and exhaustion.

When I woke up, I was still naked, and laying on the bed except I had reverted back to being a man. I quickly examined myself, and it seemed like nothing had changed about my manly body. That wet spot still remained.

"Huh. Guess I fell asleep." I told myself. I examined the wet spot. It wasn't wet anymore but it didn't smell like a "man's" juices. It smelt sweet and like a vagina. Guess I'd need to change the sheets at some point.

My phone rang with Tommy's name on the screen and broke me from my illusion.

"Hello?" I said in my regular male voice.

"Hey Mike, did you sleep okay?" He asked.

"Yeah, why wouldn't I have?" I said. I had passed out after that orgasm.

"Did the pill wear off already?" He asked.

"Yup. Guess so." I said almost wistfully. I was just getting used to the body.

"Okay Mikey. So what will it be. Yes or no? Your times up. I've even been so kind as to let you take your new body for a test run even. " He said.

I took a deep breath. I had kind of mentally decided yes, it was just for a weekend and I knew it would wear off. I did owe him.

"Yes. I'll do it. But just this once. And no funny business" I said not elaborating on exactly what that meant.

Tommy laughed. "Sure sure. No funny business. You have my word. Thank you so much Mikey. Now, I have the clothes for you, and underwear and bras and all that." He said.

"Okay, great. You can drop it off later," I told him.

"Ok. See you" he said.

"See you," I said, and hung up.

"What a night," I told myself as I put on my clothes.

After Tommy came by with the clothes, we had a discussion about how everything was going to go down, and the plans for the week.

"Ok, so you're going to take the pill on Friday. Your hair, dress and all of that should be ready by then. You should also have mailed your female mannerisms and style by then. We'll drive up there. There's going to be a couple of parties leading up to the wedding. Friday night is a little cocktail shindig, just to say hi to everyone, followed by rehearsal dinner. Saturday morning you'll be with the bridal party. Bridesmaids will help her get ready and get dressed and you're going to spend some time with them as is traditional for women. And then there's the wedding. And the reception. I will be there, but you won't see me until the actual ceremony. At the reception and any other public affair, we act super couple-y. Sound good?" He said looking me in the eye.

"Yeah," I said, trying not to seem too nervous.

"You okay?" He asked.

"Uh.. yeah... um, how are we supposed to be a couple.And when. Because if we start acting 'couple-y' in public, and they are convinced it's fake, and find out the truth, that's going to be very bad." I asked not making too much sense, and letting the fear take over me.

"Good point. Well, I guess we just play it by ear. But the less suspicious we act, the better. We'll tell people that we've been together for a while,, and we're still in the honeymoon stage of our relationship, so we're excited, and all over each other. We're just very private. And if anyone asks, we have only been together for 6 months."he said as I mentally took a note of that number.

"Okay. Sounds good," I told him.

"Cool. I'll send you some videos of how women walk. It's important that you don't act like a man at all. Forget everything you know. Watch all the videos carefully. You're going to be without me the day of the wedding for a while. You need to behave like a woman, no excuses. Make up a back story if you think it will help you." He said.

"Yeah, got it," I told him. I used to be a theater kid after all.

"And please remember, you can't back out now," he said.

"Okay. See you later," I told him.

The next week I spent watching the videos of walking like a woman, and learning how to put on makeup, and practice speaking in a feminine manner. I learnt all sorts of things like how to walk in heels, how to take off a bra through your shirt and how to use and remove make up.

Tommy was so into the cause, he bought me everything I needed. Dropping them off every evening. Bras, panties, heels, dresses. Anything I would need. And on top of that, he was helping me get ready for my role. He even got me a wig so I could practice styling it and making it look realistic.

The final package he gave me had some suspect items like a dildo and a few pairs of lingerie.

"What are these for?" I asked.

"What, you think just because you're a woman, you don't have needs? Use those when you masturbate, or if you want to practice blow jobs for all I care. Basically, we will do everything it takes to make people know you've always been a woman. Understood?"

"Uh.. Yeah" I told him, slightly embarrassed.

"You're welcome. Now, keep practicing. And I won't judge you if you use that dildo on yourself." He said with a wink.

"Haha," I said sardonically. "As long as you don't expect me to wear the lingerie in front of you."

"What, don't tell me you're scared to show off your body?" He teased.

"No! It's just... awkward, you know." I said.

"Awkward? Awkward, how?" He asked.

"It's just, we've known each other for a while, and you're seeing me in a way you never did before, and I've never seen you in this light either, so it's a bit weird. " I said.

"You do realize we're spending the weekend in the same room, right? It's going to be weirder then." He said.

"Oh, yeah, I forgot about that." I said.

"Well, don't. It's not like you're the only one who's nervous about all this. Besides I've seen you naked and you've seen me naked. So relax." He said.

"But you haven't seen Mia naked." I said.

"Mia?" He asked.

"Yeah, I can't be Mike now can I? At least not when on the pill. I've decided to name my female form Mia." I said. I decided on Mia because according to me it made more sense for me to be a Mia. I looked like a Mia, if that made any sense.

"That's a cute name. Mia, huh?" He asked.

"I thought it sounded sweet. I might use it in the future." I said giggling.

"Why not, it's better than Mikey." He said chuckling.

"Shut up." I said rolling my eyes.

"Well, it is. Anyway, Mia. Don't worry. I'm not going to jump you the minute you turn into a woman. We're not going to have sex. We're going to be together. In separate beds. Got it?" He said.

"Got it."

"Alright. See you later."

"Later," I told him as he left.

I spent the rest of the week practicing how to be a woman. I got really good at putting on makeup, and walking in heels. By Thursday night, I was confident that I could pull it off.