FOR OLD TIMES' SAKE - CHAPTER 2 [PATREON EXCLUSIVE]

CHAPTER 2

The tension was thick in my hotel room as John watched me transform into Gina. I’d stepped into the bathroom to switch into a short white pleated skirt with a translucent white blouse that easily showed the stuffed lavender-colored bra that I was wearing beneath it. My panties were also a light purple and tight against my dick, but they weren’t visible through the skirt. Didn’t want anyone seeing my bulge when I was trying to fool them into thinking I was a girl.

“You already look so much like Gina.”

“Wait until I put on my wig.” Something else I never left the house without packing into my suitcase. It was long and brown and made me feel fabulous every time I put it on my head.

“I’m sure it’ll look stunning,” said John.

I smiled and pulled out my makeup bag to doll up my face. I never applied too much makeup, as I didn’t want to overdo it, but I put on enough to hide my masculine features and bring out the woman within me.

My skin was always smooth, as I shaved every morning or used a hair-removal cream if I missed a day of shaving. I loved rubbing my smooth legs together when I curled up under the covers to fall asleep. Few things made me happier than feeling my skin smooth and womanly, so I never had body hair.

“You’re rather confident in my abilities.”

“I’m sure they’ve only gotten better since we were working at Knights.”

“You’re right about that,” I said with a laugh as I picked up a bottle of liquid foundation and used a damp sponge to evenly spread it across my face. I followed that with highlighter, bronzer, blush, and eyeliner until I was the girl that I loved to become.

Gina.

My better half.

“Fuck, you look so good.”

“You think?” I asked in a soft voice as my cock twitched beneath the panties holding it in place. “I’m surprised you even noticed me when I was Gina. I was always worried that you judged me for crossdressing.”

“Not at all! I always thought you looked really pretty as Gina but never knew how to tell you.”

“I’m glad you found the words today.”

John smiled as I glanced over my shoulder at him before turning back to the mirror to finish with my makeup. The party was going on without us, and I wanted to get back to the dance floor and the open bar, but I wanted to do so with John on my arm.

I grabbed a tube of red lipstick and pulled off the cap, twisting the tube to reveal the red lipstick, which I ran over my lips generously, making sure to get it in the lines, wiping away anywhere I went too far with a gentle touch. I waited for the lipstick to set and then ran over it with a clear gloss to make the color pop.

“I can’t wait for you to see me in this wig. It cost me a fortune, but it’s the best one I’ve ever owned. I already have three more from the same designer. She’s incredible and sources her hair ethically, so I don’t feel bad about spending a little extra.”

“Let’s see it,” John said as he sat on the bed waiting for me, looking so fucking sexy that I just wanted to drop to my knees between his legs and suck his dick, but we had all night to fuck, and I was too close to being Gina to ruin my makeup before I showed off my girly figure to the world.

I grabbed my wig from my bag and brushed it out. I stared at myself in the mirror as I placed it on my head, so satisfied by the way it transformed my face. I forgot about everything else in the world as I stared at my reflection in the mirror, ready for everyone to see Gina.

She was so much more confident than me. She could go up to anyone and chat them up, but when I was a boy, it felt so difficult to act like that. Putting on the wig and makeup and women’s clothing turned me into a different person, and I loved her.

Gina’s life wasn’t perfect, far from it, but I felt free when I became her. I felt like I could take over the world, or at least get through a social event without leaving five minutes after I got there because it was so uncomfortable to talk to others.

I didn’t need to be Gina forever, but when I became her, I cherished how it felt like I was soaring through the sky, unable to be stopped by anyone or anything. I was invincible when I was Gina, and that gave me a strength I never seemed to have as Tim.

“You look incredible,” John said as he placed his hands on my shoulders, making me jump.

I touched my chest and let out a little sigh as I caught my breath from the momentary fright. John chuckled and bent over to kiss me on the cheek, running his fingers through the ends of my long brown hair, telling me how beautiful he thought I was.

“Stop it,” I said and hid my face.

John reached down to grab me by my chin, moving my face to his, staring into my eyes with those gorgeous blue eyes, saying so much without saying a single word. My body flushed with desire as John’s gaze lingered.

“You’re beautiful,” he said again.

I shook my head and tried to hide my face again, but John wouldn’t let me. He took my face into his hands and planted a kiss on my lips. He held my face as he deepened the kiss, sliding his tongue into my mouth, and it felt so incredible having him there. I’d been dreaming of this moment, convinced it could never become reality, yet here we were.

Older and wiser.

No longer afraid of what others thought. We wanted to grab hold of our best lives, and that included letting loose tonight. I stood as we kissed. John and I stumbled backwards toward the bed. He fell to it first, and I climbed onto his lap, straddling his hips as he reached up my skirt.

His hand brushed against my lavender panties and the thickening cock beneath it. I usually didn’t bother with restraints, but maybe I would need some tape tonight to hold down my dick if John was going to keep getting me hot and bothered.

“Yes!” I purred and bent my head back, loving how my hair cascaded down my back as I rubbed my ass against John’s erection, wishing he would pull it out and stick it in me, but I heard someone howl with laughter outside and remembered there was an entire party happening around us.

I moved off John and stumbled backwards until my back hit the wall. “No! I didn’t do this makeup for nothing. We’re going to the party.”

“Let’s go then,” John said and stood, the erection clear in his pants. He glanced down and chuckled. “Maybe we should wait five minutes.”

“Yes,” I said, also hard beneath my panties. “Let’s do that, but you stay over there.”

John stayed on his side of the room. He didn’t take his eyes off me, though, and everyone was looking at us when we went back to the party. We danced like we’d spent a lifetime together, and then Allison and Mary came over to join us, so excited that we were together.

“I knew you liked Gina!” Allison said to John and pointed at him.

“Yes, we were sure of it!” Mary added.

I looked up at John, who was dancing behind me with his arms wrapped around my body, holding me against him, and it felt so good to have him holding me like that, like I was his girl.

John shrugged. “What can I say? Gina just does it for me.”

Allison and Mary laughed and continued to dance, throwing their arms around like wild, excited that they were finally married. We danced and chatted with them for over an hour before stumbling away from the dance floor to head to the bar.

“We need at least two more drinks before we go upstairs,” I said.

“At least,” said John.

We each ordered rum and cokes. I was over wine and wanted something a little stronger now that the music was bumping and everyone was drunk. John and I went back to the dance floor and lost ourselves in the music. I loved how he put his hands all over my body and pulled me up against him, like he couldn’t get enough of me, and I never wanted it to stop.

“You ready to go upstairs?” John asked as he kissed my neck and rocked his hips against my ass.

“Please,” I said in a breath.

“Good,” John said and pulled me away from the party, but I’d had more than enough partying for one night.