“The first thing you need to do is remove that yucky body hair,” Meredith said and pointed at me. I had no idea what she was thinking, but she’d been smiling ever since she caught me wearing her panties down in the basement. “Have you ever shaved your body before?”
“No,” I said and shook my head. “I’ve thought about it but never went through with it.”
“Why not?”
I shrugged, not sure how to reply. How could I explain to my friend’s mom that I wanted to dress as a girl even though I was straight? How could I explain to her that I wanted to feel as fabulous as Shawna when her daughter got dressed up for the night?
“You can talk to me, Daniel. This is a safe space.”
I swallowed my breath as I worked the words out in my head, not sure how I got the strength, but I told Meredith all about my feminine desires. She listened thoughtfully as I spoke, nodding along to the words, a judgmental look never crossing her face.
Confessing my truth lifted an immense weight from my shoulders, and I couldn’t help but fall into Meredith’s arms, resting my head against her soft chest, loving how her breasts felt and how she pushed her fingers into my hair to hold me close.
“It’s okay, Daniel.”
“How?” I asked. “Don’t you think I’m a freak?”
“No!” Meredith said forcefully. “Not at all. You are who you are, and you shouldn’t feel bad because you have feminine desires. I’ve known a lot of straight men in my life who have a secret fascination with their feminine sides.”
“Really?” I asked softly.
“Yes, now would you like to accept who you are, or would you rather keep hiding and stealing my panties?”
“I… want to accept who I am, but it seems impossible.”
“Everything is possible if you put your mind to it.”
I nodded. I wanted to believe the words, but it still felt impossible to think of myself as a girl. It felt like a dream I would never realize, even though I was sitting on Meredith’s bed wearing nothing other than her black lacy panties with her arms wrapped around me, telling me that everything would be okay.
“Tell me you believe it.”
“It’s hard,” I said stubbornly.
“You’re already halfway there,” Meredith said and brushed her fingers against the waistline of the black panties. Her touch sent a shiver down my spine, but I loved how her fingers felt against my skin, not at all worried about our age difference. Meredith had forgiven me in my most compromising of positions, and instead of judging me, she was pushing me further toward my dreams.
“Why don’t we start with getting you smooth? We don’t have all day, and I was hoping we could have a little fun once we get you all dolled up,” Meredith said and moved her hand to my face. We both knew this was wrong, but neither of us cared.
I nodded and let Meredith guide me to the bathroom attached to her bedroom. She pulled out a bottle of hair-removal cream and explained that it would be the easiest way to get rid of all my hair without having to bother with a razor. We chatted while she lathered me in the hair-removal cream, working in patches.
“You don’t have a girlfriend I need to know about, do you?” Meredith asked after our conversation had turned from generic to personal.
I shook my head. “I’m single. You?”
“For now, yes. I have a few guys I can call if I’m desperate for some dick, but otherwise, I spend my nights alone or with the kids.”
An awkward moment passed between us, but Meredith distracted me by working my upper thigh with the hair-removal cream. I had a little hair on my chest, but otherwise, we were almost finished, and I couldn’t wait to see what outfit Meredith would pick out for me.
“I know you have a thing for Shawna.”
“No, it’s—”
“You don’t have to lie,” Meredith said with a laugh. “I don’t mind. I’m a bit too old to be jealous of a young man having a crush on a girl around his age.”
I let out a light sigh, grateful for Meredith’s understanding, but I hadn’t even been thinking about Shawna ever since Meredith’s fingers first touched my skin. I wanted her. There was no doubt in my mind as we stared at each other, testing each other to see who would blink first.
I lost.
“We’re about done,” Meredith said after putting cream on the rest of my body hair. “Why don’t you rinse this off in a few minutes while I pick you out something to wear.”
“Okay,” I said brightly.
Meredith chuckled as she stepped out of the room and closed the door. I waited a few minutes until it was time to remove the hair from my body, so I slowly pulled the black panties down my legs, gasping as my cock hit the air. It started growing seconds later, and I couldn’t do anything to stop it.
I didn’t want to.
I wrapped my hand around my cock and started stroking it, getting carried away until the hair-removal cream was burning my body and yelling at me to get in the shower.
I rinsed off, trimmed the hair around my cock, and rinsed off again, now smooth all over and ready for Meredith to turn me into her girl. I had no idea what she picked out for me, but I ran out of the bathroom with a towel wrapped around my waist, excited to see.
Meredith smirked and shook her head as she reached out to rip the towel from my waist. I gasped and covered my cock with my hands, but Meredith wagged her finger in the air as she stepped closer to grab my side and pull me against her body.
“Don’t hide from me, girl!” Meredith said and smacked my bare ass. “You’re mine now. Ready to get dressed?”
“Yes,” I said in a breath.
“Come see what I picked out for you to wear.”
I eagerly followed Meredith to her bed, where she had an outfit setting out for me. It was a short black skirt, white lingerie, and a colorful top. Meredith reached down to pick up the lacy white bra and thong and passed them to me, my cock already thickening at the thought of wearing them.
“Are they yours?”
“Of course,” Meredith said with a laugh. “Put them on.”
I was already naked and getting a little hard, so there was no use in hiding myself as I pulled the white thong up my legs. Meredith was kind enough not to say anything about my hardening cock, but I could see her looking at it, judging it with her eyes.
Did she think it was big? Small? I was around six inches, and the couple girls I’d been with didn’t have complaints, but what if Meredith liked much bigger? I was thinking far too much as I struggled to pull the bra up my arms and latch it shut.
“Here, let me help you,” Meredith said with a laugh. “Don’t you spend a lot of time taking these off?”
“Not really,” I admitted.
“That’s too bad,” she said. “This bra actually hooks in the front, so you don’t even have to worry about that crisscross in the back. Like this.”
Meredith helped me get my arms through the hole before hooking the bra at the front. It was all a lot more complicated than I’d been expecting, but it felt so right having that bra and the thong on my body. I was gushing inside.
“How do you feel?”
“Amazing,” I admitted.
“That’s great. Why don’t you put on that skirt and blouse, and then we can do your makeup.”
“My makeup? Do we have time?”
“If we hurry,” she said and snapped her fingers.
I rushed to put on the short black skirt, which had an elastic waistline, so it fit easily and barely hung past my crotch. My cock had gone down and was fitting much better inside the thong, but there was still the chance that I could get hard all over again just from Meredith’s touch. I slipped on the colorful blouse, and then I was ready for makeup.
“Sit! Sit! We don’t have much time!” Meredith said and rushed me to her vanity. She placed me in the chair and pushed her fingers through my hair. “Hmm, let’s do something about your hair first.”
“Okay,” I said softly.
Meredith got some mousse and styled my hair until it was pretty girly. I was lucky that my hair was long enough to curl at the ends, so she was able to do something with it before starting on my makeup, which she kept simple since we didn’t have much time.
Meredith put a little blush on my cheeks, lip gloss on my lips, and a touch of eyeliner around my eyes, which really made their hazel color pop. I couldn’t believe it when I saw my reflection in the mirror, so overwhelmed by the sight before me, but I loved it.
“Thank you,” I said.
Meredith let out a sigh, cleaning up the last of the products she’d used to doll up my face to the cutest it’d ever been. I looked like a girl, and it was all thanks to her, and I was so overwhelmed with happiness and desire when I stared into Meredith’s eyes.
“I need you,” I said.
“Take me,” she said.
I didn’t hesitate to do as she asked. I grabbed her by the back of the head and planted a kiss on her lips, my cock growing beneath the skirt I was wearing as I did.
Our kiss deepened, and the only thing I could think to do was lift Meredith into my arms and walk her over to the bed.