I'll Try It Ch. 04

Story Info
Jason takes a new step to better understand his friend.
7.1k words
4.65
4.3k
4

Part 4 of the 6 part series

Updated 06/12/2023
Created 06/12/2022
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Chapter 4

I felt a mix of joy and disappointment. I'm happy to see my best friend, but in a way, I already miss seeing Marcee. Either way, I replied with a "sure! omw".

I headed out and my Mom caught me asking me, "Are you going out again Jason?"

"Yeah mom, I'm going to go hang out with Mark." I noticed Jayla gave me a smirk almost giggling and then looked away. I dismissed it giving her a strange look and headed out driving over to my best friend's house like I've done thousands of times.

I headed up the front steps, again, like I've done for years, but it suddenly felt different. I thought of Marcee opening that door and my body reacted to the thought. I thought about what she looked like the last time I picked her up and I paused before knocking. Mark answered eating Doritos and wearing some simple cotton shorts and an old t-shirt smelling like he just showered.

"What's up bone head?" he said barely looking at me and walking back inside. I followed and closed the door behind me feeling the old feelings of hanging out with my best friend come back to me.

"Hey there." I said plainly as he flopped down on the couch into his groove and unpaused some action movie just as a cliché explosion happened flinging the hero forward to the ground. It was a movie we both watched a dozen times, so I sat down and took a beer off the table cracking it open.

Something felt off. I couldn't help but wonder what he felt. What was he thinking? Just hours ago, we were fucking on this very couch and Marcee screamed as we both came so hard. But now, we're sitting here watching a movie like none of it happened.

We sat for a while in some awkward silence and then he just turned to me and said almost angrily, "Is this going to be weird?!?"

My head spun and I realized it had been more than 20 minutes and I didn't say much, ask for food or, or make fun of him which was highly unusual. I started to say something when he interrupted me.

"Look... I know... it is weird. Maybe it was bad for you and Marcee to get together. I don't want it to ruin our relationship. You're like my brother."

He seemed upset. He wasn't crying but I could hear it in his voice. He was scared but I also noticed he referred to Marcee as a separate person.

"Well... you're right. It is weird. I have no idea how you feel about this stuff. I mean, how do you feel about me right now? The same as Marcee does, or the same way you've felt for our friendship? This IS confusing to me. I feel like there are two different people in two different bodies but it's really all you."

He paused for a minute and set down his bag of Doritos. He leaned forward running his hands over his head and through is hair before looking back up at me.

"Well, I can tell you for sure... you aren't sexy... sorry bro."

I smiled and the room seemed to decompress hearing him crack a joke.

"I don't know." He said staring off into space. "It's strange. I do feel like a different person. I mean it's still me. I still remember who I am. I can still do what I can do now with an exception of being a lot smaller and not as strong."

I stared taking it all in. A part of me was fascinated.

"But then while I am who I am, I FEEL so different as Marcee. I mean I notice things I never notice as a guy. I notice people more. I notice people's emotions more. I feel differently around other guys. And yeah, as Marcee, I do find guys kinda hot. But that goes away when I change back. It feels a really jarring and when I change back, it's almost like a werewolf turning back into myself. I remember what I did but I feel disconnected from it like watching someone else do it all. I feel that 'Marcee' did that... not me."

After a long pause.

"Does any of this make sense?"

I waited and slowly responded, "Yeah?... Kinda?" contorting my face to show my confusion.

"Well, I think there is only one thing left to do then to make it clearer."

"What is that?" I quickly responded.

"YOU need to do it" he said with a deadly serious look in his face.

I couldn't respond and I had thought about it since she gave me the pill. I reached into my pocket and pulled out the small baggie holding the pill.

"I don't know. I mean, I'll admit, I'm kinda curious how it feels but... "

"You're scared? Scared it'll hurt. Scared it'll change you. Scared you may not change back? I know. I felt the same way."

"Then what made you want to try it?"

Shrugging he responded, "Not entirely sure. I mean girls are hot. For years I wondered what it was like. How did they feel being a girl? I'll even admit it was kind of a turn on to think I could be one, even for a little while. Eventually when these things came out, I figured it was a chance to try it."

We sat in silence for seconds but felt like hours. I felt my heart beating out of my chest. I felt short of breath. A part of me wanted to try it but Mark was right. I was scared. But then I thought, if he did it and turned out okay, I knew I would be okay too.

"Ok, I'll try it." I told him holding the pill tightly.

He smiled.

"Great! Want to now? We have plenty of time. I have some things that'll help you."

I opened the baggie and poured the pill out into my palm. I felt amazed that such a small thing can change me so drastically.

"Will it hurt?" I asked

"I won't lie to you, it fucking hurts. I mean think about it. Your body is 'rearranging' itself" he said with air quotes. "You physically get smaller. Your bones shorten. Your face changes shape. Your chest will grow. And your dick will... "

"Fall off??" I said in surprise.

"No its not going to fall off ding dong. It um... shrinks in... a lot. It becomes your clit. Your balls kinda suck up inside you making most of your vagina and they turn into ovaries." He said contorting his face not sure how I'd react.

I stared at it again, "Wow".

"Still want to do it?"

I didn't respond with anything other than just popping it into my mouth and washing it down with my beer. I set it down and held my breath sitting back in the chair holding still like I have a bomb in my lap. He immediately stopped talking and just sat back down on the couch watching me. I looked up at him and after a few minutes, I still didn't feel anything.

"Is it... " I asked.

"Yes, be patient. Trust me. It takes time to start but once it does, it'll speed up."

I took another swig finishing my 2nd beer when I felt the first weirdness happen. I felt my legs start to ache. I sat back and started rubbing my thighs letting out a groan.

I glanced up at him and he just watched saying, "It's okay. It'll be okay. Just relax."

I sat back and breathed in slowly. The ache grew and I could feel something changing. Then I felt a sudden sharp pain in my stomach. I regretted doing this, but it was too late. Moaning, I curled up and hugged my stomach growing more intense. My whole body started aching and then just outright shooting pains down my arms and legs. Hugging my stomach, it turned from a mild stomachache to feeling like my insides were on fire. I could literally feel my body... changing.

I closed my eyes and dealt with it the best I could. The chair I was sitting in somehow felt like it grew. I then felt my chest growing and my dick getting smaller. I got scared and looked at Mark for help, but he just consoled me.

"It's going to be okay buddy. Just relax. You're fine. You're going to be fine. I promise."

The pain got even more intense, and I got lightheaded. I felt nauseous. My head pounded and everything hurt. Mark's voice sounded muffled, and things went fuzzy and dark. I passed out.

The next thing I knew I'm waking up in the chair and Mark is slapping my cheek. I felt so strange. I blinked over and over trying to focus. Mark was staring at me but even he looked different in some way. Things felt bigger. My clothes drowned me, and I slowly sat up feeling really sore. Everything hurt. I slid up slowly in the chair gathering my wits and my shorts quickly slid as I moved in the chair like I was too small for them to hold on to.

Mark was just smiling at me. His look seemed so different than anything I've seen before. I slowly tried to stand up, but my whole body still ached, and I sat on the edge of the chair moaning softly.

"It'll pass soon. I know it still hurts. But here, take a look." He said as he turned on his phone towards me in selfie mode so I could see myself. I looked at myself and, in some ways, it was me, but my face looked so much different. It was narrower. My jaw was smaller. I stared. I was mesmerized. I touched my cheek. It was real but felt like a dream.

"Wow...", I said, and it made me cover my mouth hearing my new voice. My voice was so different. If anything, I sounded more like Jayla.

Mark just smiled. I slowly and weakly stood up gripping the arm of the chair. Looking up at Mark looked strange. I felt like I had more to stand up because now I barely came up to Mark's shoulder. Normally, we were eye to eye. I looked down and first couldn't even see my feet because my enormous chest was in the way. I reached up cupping them and it made me gasp holding them in my hands. It was so strange. They were heavier than I thought they would be hanging there like they were pulling my shoulders down. I look down finding my gym shorts pooled around my ankles and left wearing just my t-shirt. All the hair I had on my chest, arms, and legs was flaking and fluttering to the ground whenever I touched my skin. I felt how soft and smooth my arms were and everything felt so strange but, in a way, very good.

"What do you think?" Mark asked.

I looked up stunned. I had no idea what to say. I felt like myself but, like Mark was describing, I felt different. I looked into his eyes and in a way, I felt I saw more of him like I could feel what he felt.

"I feel so strange." I walked towards his bathroom, and immediately almost fell over feeling a different sense of balance. I grabbed the couch and he quickly tried catching me with a smile with his hands on my arm and hip.

"Careful, your hips are different. You have a different center of gravity than you're used to."

I smiled back and then wobbled slowly to the bathroom. He followed me, but I shut the door before he could come in. I needed a moment to myself -- my new self.

I took off my shirt and looked in the mirror feeling more body hair sluff off. I rubbed around my skin letting more fall off and looked at my new body in its entirety. I could only stare and it felt so bizarre looking at a different person in the mirror. I had to admit, I looked hot but, in a way, it didn't matter. What I saw didn't turn me on like it would have an hour ago. It was me. I caressed my body, exploring it, feeling it, living it, and getting in touch with it. I tried to reconcile what this felt like compared to how I felt a few hours ago. My skin was so soft. My breasts felt heavy but perky. Then, I felt it -- I had to. I slid my hand down my stomach and it was a bit shocking to not feel my dick. Instead, I felt, my... lips. I probed a finger around the outside and between. I brushed my clit and instantly felt so strange and sensitive. It felt so different than my dick. Then I realized I had to pee.

Glancing at the toilet, I lifted the lid and sat down still shaking all over. It took a minute to relax but then it happened just as natural as ever, just, different. I finished and took a few more minutes adjusting to this new feeling. After another five minutes, Mark knocked.

"Jason, you okay? I can help." Knocks again, "I know what you are feeling right now. It was the same for me." He asked through the closed door. I just sat on the toilet holding my face in my hands. Did I make a mistake? It felt so natural, so real. A part of me feels nervous but another part feels at home like nothing is wrong.

I pulled my shirt back on and opened the door. I smiled and stepped out feeling a little better, refreshed, and calm.

"So, what do you think?" I asked wondering about his approval.

He just smiled and stepped back. His eyes moved down my body and back up and I could almost feel him staring at every part of me as I slowly turned around for him.

"Wow... you um... look totally hot!" He said turning red rubbing his neck.

His compliment sounded strange but felt good. In some way, it felt good to... feel pretty. It felt so strange but a natural instinct. The look in his eye was nothing like I've seen him have and it made me wonder what was going through his head. The aches passed and my head felt clearer. I was starting to feel very comfortable in my new body.

"Well, I did it. Is there something I should try? You know, as a girl?"

Mark shook his head and looked in my eyes. "What?" he said as I realized he was checking me out.

"Come on. You said you were going to help me." I said as I reached out touching his arm. It was something out of character, for Jason. But now it felt normal. It felt natural to want to touch him. "Should I try on something? Should we go somewhere?"

"Oh... yeah. Um... sure. Come here." He said shaking his head and we walked into his room.

He opened his closet and pulled out a large gray bin I'd never seen before. Unlocking the padlock, he opened it and I saw it was filled with women's clothes. I saw wigs, make up, bras, panties, shoes, shirts, shorts, skirts, and dresses. It was a large collection. More than he could get in a few weeks.

"So, I'm not sure these will all fit you, but we can start with this stuff. If you feel you ever want to do this again, you should consider getting your own stuff that'll fit better. Trust me, the fit matters."

He pulled out a package of new panties, a bra, a dress, and some shoes.

"I promise they are all clean."

I picked up the panties and while I've seen my fair share of these on the floor, they seemed different. They were gray with white dots and white lace trimmed around the edges. A little blue bow decorated the front. It wasn't arousing to see them though. In a way, they looked cute. I glanced at him and slowly pulled them on under my shirt adjusting them, shaking my hips a little, so they fit. Then I picked up the bra glancing at him. In a way, he was my best friend and we'd changed in front of each other hundreds of times growing up. Moreover, he'd done this before so he's had a girl's body before so it should still feel okay. It didn't make sense, but in some way, it didn't feel right to change clothes in front of him.

"Can I um...?" glancing to the door.

He jolted as if he just realized what I meant and stammered, "Oh shit, I'm... I'm um... sorry. Yeah, I'll give you a minute" and he walked out closing the door rubbing his neck.

I put the bra on the bed and took off my shirt rubbing it around getting the rest of my body hair off. Looking at the bra, it was a fairly plain white lace bra. Mostly lace throughout with two clasps in the back. I've seen girls put these on in real life and in the movies, so I looked at the mirror and pulled on in front and cupped it around my boobs. I then pulled the straps back and after trying several times, I couldn't get them to clasp. I must be better at unclasping than clasping.

Then I remembered something I saw a girl do and I took it back off, wrapping it around my waist backwards clasping it in the front. Then I spun it around and pulled it up over my boobs and onto my shoulders. I made faces in the mirror pulling, tugging, and adjusting it. It didn't fit. The cups were too tight, and the straps seemed too loose. I kept adjusting trying to make it more comfortable, but it remained tight and felt like it cut into me.

I turned to the dress holding it up. It was a floral print, small shoulder straps and a tie in the middle. Normally I wouldn't have given it a second look unless there was a hot girl in it. Now, as I look at it, I think it's pretty. In some way, I feel I'll be pretty wearing it. I pulled it over my head pulling it down feeling it hug my waist and my hips. I adjusted the bust and the straps to make it hang right turning back and forth noticing I have a pretty nice ass. Mark knocked.

"Come in."

He opened the door and stopped. I turned and saw him staring at me with a slack jaw and I just smiled.

"Ohhh wow J, you look... beautiful."

The compliment felt strange but hit me in a different way. In a way I felt beautiful. I kinda liked the attention he gave me. I even twirled around once almost stumbling still adjusting my balance.

"Well, do you want to try going out for a bit?"

I was in an alien world, but I felt good. I was nervous, but like an explorer, I had a desire to really find out what things were like in this body. I nodded and he tossed some black flats on the ground, and I walked over sliding each foot in feeling them fit perfectly around my small feet. I had bigger boobs than Marcee, but our feet were about the same. Girl shoes felt strange because there wasn't much there. They barely covered my feet and felt like there was almost nothing in the sole like I was still barefoot. Glancing back in the mirror, I realized the dress felt a little revealing. My shoulders were bare, and it came well above my knees. I adjusted a bit more, took a deep breath, and turned to him.

"There are two things you may want to do first." He said.

"What's that?" I said still tugging and pulling adjusting my clothes.

He stepped forward and tussled my hair. "This isn't very girly. I can help you a bit... if you want."

I reached up touching my short brown boy's cut and realizing it's clearly not what you'd see many girls wearing.

"Oh... yeah." I said with a bit of embarrassment. I was staring in a mirror and never noticed my hair. I was so used to my hair, and I only looked at the clothes.

"The other thing is I can help you with a bit of makeup. Trust me, it's not as bad as you think. Nothing too crazy, but just a few things here and there. We'll keep it light."

I just nodded and smiled, "Thanks Mark."

He smiled back and said, "Of course. I had to learn this all myself and it was horrible so you're welcome. So, for the hair you have two choices. One is" and he bent over into the bin and pulled out a flat plastic bag, "a wig. They actually work pretty well. I have a few with different styles and lengths."

"What's the other choice?"

"I try to do something with that" he said pointing to my head.

I reached up touching my hair and felt it was hopeless since it was so short. Staring at the wig I said, "I'll try the wig."

"Good choice. Come with me." and he pulled me over to a chair in front of his mirror. He sat behind me pulling the wig out of the bag and clean it up a little with a brush. He then fluffed it out and slowly pulled it over my head tucking here, pinning there and then pulled it out over top my shoulders.

I just stared and it seemed that having the longer hair was like the icing on the cake. I reached up and moved it a bit and liked the look. He put in a few more pins which held it tightly in place.

He walked around and sat down in front of me pulling out a few makeup items.

"So, we'll keep this easy. If you choose to do this again, you're going to have to learn to do this yourself."

I didn't know exactly what he was doing but he'd move my head around. He'd ask me to close my eyes, open them as he put some make up all over my cheeks, nose, and forehead. Then he drew around my eyes and brushed some color on my eye lids. He handed me a pink lipstick and told me to put it on like lip-gloss and he can help me clean it up. I looked in the mirror and colored my lips as they brightened up. He used a tissue and cleaned it a bit and had me bite it with my lips.

He moved back and I saw the final product. I stared at myself not recognizing myself. It was me though. I looked beautiful. I looked so different. If you showed me a picture of this a week ago, I'd wonder who that person was and probably want her. He then stood up and reached out his hand.

12