Meredith folded her lips and covered her mouth with a hand as I stepped out of the bathroom wearing her lacy panties that did nothing to hide the outline of my cock. I cursed myself for not bringing my clothes to the bathroom like a fucking idiot, but that was history. Meredith already knew my secret.
“Oh, my.”
“Please, just let me go.”
Meredith said nothing as she looked up and down my body, assessing me with those piercing eyes. I wanted to poof away into a cloud of magic, but that wasn’t possible as I stood there in front of the bathroom door, mortified that I’d dared try on Meredith’s panties, which I thought were Travis’s sister’s Shawna’s, but none of that mattered now that Meredith had caught me in the act.
“So, Daniel, you like wearing women’s clothing?”
“I don’t want to talk about it.”
“Why not?” Meredith asked now that she’d gotten control of her smile. “You look pretty… cute.”
I lifted my eyes to meet Meredith’s, trying to decide if she was being serious or just pulling my leg. She seemed like she was telling the truth, but what did it matter? I felt horrendous, like I’d been caught stealing from a family member’s wallet.
“Can I go?”
“You can, but we might have more fun if you stay.”
“What?” I asked softly. “What are you talking about?”
Meredith shrugged as an innocent smile crossed her face. She licked her lips as she looked up and down my body again, letting her eyes land on my crotch, which I had covered by my hand since the lacy underwear did nothing to hide my dick.
“What do you think I’m talking about?” she asked.
“Seriously?”
Meredith shrugged. “I can keep a secret if you can.” Her bright blue eyes shined as she stared at me with a devilish look on her face, giving off naughty vibes that matched her bright-red hair. Was Meredith an undercover freak? Was she the woman who could make my dreams come true?
“What kind of secret?”
Meredith sighed. “Are you going to make this harder than it needs to be, or are you going to act like a big boy?”
Fuck, my cock twitched when Meredith talked to me in that mom voice, and I hated how she had this automatic control over me. I didn’t know if it was her age or the fact that she was Travis’s mom, but I felt compelled to listen to her and afraid to fight against her, like she could take complete advantage of me if she wanted.
“I… uh… this is awkward, Ms. Ricks.”
“Please, call me Meredith. How many times do I have to tell you that, Daniel? You should know that I don’t like repeating myself.”
“I’m sorry… uh… Meredith.”
“That’s better,” Meredith said as she stepped forward to place a hand on my shoulder, a smirk on her face. I was still standing there in her black lacy panties like a complete fool, and my body was the color of a freshly painted fire hydrant. I was a mess.
“Can I… uh… put on my clothes?”
“Why would you do that?”
“I feel… naked.”
“Hmm, wouldn’t it be better to put on something a bit more feminine than what you left on the floor? I’m guessing you would love to wear a dress, or am I mistaken?”
Meredith laughed as she asked the question, and I felt like a fucking fool. I was burning with embarrassment, but Meredith wasn’t wrong when she assumed that I wanted to wear a dress. I wanted to wear a dress, heels, and so much more.
I wanted to feel like a woman!
At least for a day.
At least once in my life.
Would Meredith make my dreams come true like I was hoping she would? She sure seemed interested as she stared at me, but I couldn’t read her thoughts, and this situation was probably awkward for both of us considering I was her son’s friend.
“What do you say, Daniel? Do you want me to dress you up?”
“You wouldn’t tell anyone, would you?”
“Maybe a girlfriend or two, but I certainly won’t be telling Travis anything, if that’s what you’re asking.”
I swallowed, considering my options. She would probably tell her girlfriends about finding me in the bathroom wearing her panties regardless of the fact if we fooled around some more, so I figured it was better to get the full package if I’d already come this far. I would be lying if I said I hadn’t thought about fooling around with Travis’s mom on other occasions.
She was in her early fifties, but she was hot as hell. She’d really whipped herself into shape after the divorce, probably to make sure that she could catch young lads like me. I stared into Meredith’s eyes, trying to decide if I could trust her, but what choice did I have?
Hadn’t the worst already happened? I kept trying to talk myself out of this, telling myself that it was crazy, but the crazy part was me sneaking into the dryer to steal panties. Meredith was simply capitalizing on her findings, and I was ready to let her.
“You can’t tell a soul,” I say.
“Who would I tell that you know?” she asked with a laugh. “Unless we get caught, of course.”
Meredith laughed, but I found nothing about her comment funny. I didn’t want Shawna or Travis finding out that I was fooling around with their mother, even if I was confident she would give me the best sex of my life.
Up to that point, I’d only been with a couple girls, and both times were less than stellar. I felt pressured to perform and did terribly. I loved women, but I could also feel intimidated by them, like I always had to be perfect. I never knew quite how to act as a result.
“So, what do you say?”
“Yes,” I said softly. “I say yes.”
“You want me to dress you up and put you in makeup?”
I nodded, no longer bothering to cover my crotch with my hand. Meredith had seen my goodies already, and if I was lucky, she would play with them too, but not until she put me in a cute outfit.
My heart fluttered at the thought.
“Let’s go to my room then. Follow me.”
“Okay,” I said excitedly.
Meredith stopped to grab her laundry basket, and I picked up my clothes from the floor, but I didn’t bother to put them on as Meredith was taking me to her bedroom to dress me up as her girl, and I couldn’t wait!