I told myself that I was crazy as I followed Patricia to her house. She’d given me her address in case I got lost, but she was driving slowly enough to make sure that I didn’t lose her, and I could even see her checking through the rear-view mirror every thirty seconds or so just to make sure that I was still behind her.
As much as I wanted to return to my life as a hermit, I was also wondering why I’d spent so long avoiding women. Why had I isolated myself from sex? From love? I was getting rather horny as we made our way to Patricia’s, and I could only hope that we would go all the way like I was thinking we would.
I didn’t yet know just how far Patricia would want to go, but I was feeling upbeat as we got closer to her house. There were only a few minutes left of driving, according to the GPS.
Patricia lived in a small craftsman style home with a double driveway, so I pulled in next to her. Her brown hair got caught in the breeze when she stepped out of her car, so she moved it out of her face and smiled at me as I got out of my car.
“Looks like I didn’t lose you!” Patricia said brightly.
“Nope! I was right behind you the entire time!”
Patricia smiled and hit her key fob to lock her car before waving at me to follow her. Her house smelled of roses and vanilla when we walked through the door, and it was sparkling clean, like someone had been through to clean it while she wasn’t home.
“Welcome to my place,” she said. “Would you like something to drink?”
“Water is fine,” I said.
“Oh, come on! You can have something a little stronger! I won’t tell!”
I wasn’t much of a drinker but agreed to a glass of white wine since Patricia wanted one, following her to the kitchen. It was a cute space off the living room, big enough to fit plenty of cabinetry and an island. The entire house looked like it had been recently renovated.
“How long have you lived here?” I asked.
“Five years or so,” Patricia said. “I bought it a few months after the first cafe turned a profit.”
“You’ve done a lot for a woman your age.”
“A woman my age? What is that supposed to mean?” she asked.
“I thought it was clear that I was calling you young.”
“I’m a bit older than you, so I wasn’t sure.”
“How old are you?” I asked.
“I’m thirty-one,” Patricia said like she wished it weren’t the truth. “The time keeps flying by.”
“Tell me about it,” I said with a laugh.
“Come on, Marvin! Let’s go sit on my screened porch!”
I nodded and followed Patricia to the screened porch that was off her living room. It was refreshing being outside while also being protected by the bugs. Patricia and I continued our conversation from dinner while we sipped wine, but I could tell there was something else on her mind.
“What are you thinking?” I asked Patricia after a few beats of silence.
“Are you sure you want to know?” Patricia asked in a voice I couldn’t quite read.
“Yes,” I said slowly.
“I’m thinking about how fun it would be to put you in a dress.”
Patricia said the words so smoothly and calmly that it took my brain a few seconds to process what she’d said. Patricia was still smiling at me when my face crumbled into a frown. She didn’t look away, sending a chill of desire down my spine as she continued staring at me with those gorgeous blue eyes of hers.
“That… doesn’t sound like much fun.”
Patricia frowned through her smile, clearly enjoying herself. “How does that not sound like fun? You’d look so cute with a little makeup and maybe even a wig.”
“Uh… I don’t think so.”
“Why not?”
I swallowed my breath as I tried to think of an excuse. There were a million reasons that I would look terrible in women’s clothing, but I couldn’t think of anything before Patricia stood from her chair and walked over to me, plopping down onto my lap and wrapping her arms around the back of my neck.
“Look at me, Marvin.”
I slowly lifted my face until I met Patricia’s gaze, caught off guard by the beauty of her intense blue eyes. When she looked at me, I swore she could see into my soul, and it was like she knew I wouldn’t say no to her games. I was already getting hard as it was, praying that she couldn’t feel my stiffening manhood through her dress.
“So, what do you say? Will you do it?”
“Do what?”
“Wear some cute clothes! You know exactly what I want you to do, so I don’t know why you keep playing dumb!”
I swallowed another breath and broke eye contact with Patricia, staring at the ground, but she reached beneath my chin to lift my face. She was so gorgeous. I’d never been with a woman as sexy as her in my life, but I didn’t know that I could go through with wearing women’s clothing. It sounded like a bit too much.
“If you play by my rules, I’ll reward you, Marvin.”
“Reward me how?”
“Use that head of yours,” Patricia said and tapped on my forehead with her finger. “We both know that you want to have some fun.”
“Yeah, but I didn’t think fun would mean I had to dress up.”
“You can leave if you prefer,” Patricia said and hopped up from my lap, returning to her seat. “The door is right there. If you want to go, go! I won’t stop you.”
I looked at the door, my escape, but I kept picturing how sad I would be if I left. My dick was already throbbing in my pants, and part of me would do anything to shoot this load, including wearing women’s clothing, so I sighed.
“What do you need me to do?”
Patricia clapped her hands excitedly and stood from her chair to grab me by the wrist and pull me inside from the screened porch.
***
I held a razor in my hand, seriously questioning if I had lost my mind, but Patricia had promised sex if I played by her rules, so I shook off the doubt I felt and pulled the razor up my lathered leg. I’d never shaved my legs before, but it was amazing how different they looked without all the hair.
I moved on from my legs and ass to focus on my chest, making sure I ridded myself of all my body hair, as Patricia had requested. She wanted me smooth, and who was I to argue? I got a little hard every time she was within a few inches of me, and I couldn’t wait to feel the sweet sensation of her pussy lips hugging my dick.
“How are you doing in there?” Patricia called from outside the bathroom.
“Making progress,” I said.
“Hurry.”
I went back to what I was doing after Patricia walked away from the door, double checking to make sure I’d shaved all the hard-to-reach places. I didn’t hate how I looked with smooth skin when I stepped out of the shower and patted myself dry with a towel.
“Make sure to use that lotion on the bathroom counter! We don’t want you getting any nasty bumps on your skin!”
I looked around until I saw the lotion that Patricia was talking about, noticing that it was marketed for women. I popped open the top to take a whiff, not knowing how to feel about the fruity notes in the scent. Despite my concerns, I spread the lotion all over my body, loving how it soothed my freshly shaved skin.
Patricia was waiting for me in her bedroom, which was attached to the bathroom, when I stepped out wearing a towel around my waist. She grabbed me by the wrist and pulled me over to the chair at her vanity, pushing on my shoulder to make me sit.
“How do you feel?” she asked as she brushed the back of her hand along my neck, staring at me through the mirror. Her voice was seductive and light and extremely sexy.
“I don’t know.”
“Do you like being all smooth?”
I bit my lip as Patricia moved her hand from my neck down to my shaved chest. It was smoother than it had been since before I could remember, but I didn’t hate the feeling. In fact, it was quickly growing on me, especially when Patricia pulled out my chair and walked around it, dropping to her knees between my thighs.
“You got every hair on your legs. I’m impressed,” Patricia said as she slowly worked her fingers up my legs, gliding them along my skin, making me shiver from her gentle touch. “Did you get the most important part?”
Weird sounds left my mouth as Patricia lifted the towel to check my crotch, which I’d also shaved, and she moaned when she got a glimpse of my manhood, which was now completely stiff and leaking precum at the tip.
“My, don’t you have a nice dick?”
“Yeah?” I asked, not sure what to say. My cock was around six inches long and pretty thick, but most of the dicks I saw in pornos were bigger. It’d been so long since I was with an actual woman that I forgot she probably wasn’t expecting me to have a porn-star dick. “You like it?”
“I love it,” Patricia said as she grabbed my dick by its base. I moaned loudly as she stroked my cock slowly, moving it up and down in her hand, staring into my eyes as she did. I was naked and hairless and so turned on by Patricia down on her knees between my spread legs.
Patricia winked at me before moving her mouth close to my dick, slowly parting her lips, making me scream out with pleasure as she encased my cock with her warm mouth. I grabbed the bottom of the chair as Patricia moved her lips down to the base of my cock, swallowing my entire dick.
I gasped as she bobbed her head a few times and cried out when she pulled her mouth off my cock, quickly standing and walking away from the chair, leaving me hard and restless and confused.
“What? What are you doing?”
Patricia threw her head back and laughed. “I’ll finish what I started once you finish what you’ve started.”
I looked down at my body, knowing that Patricia was talking about dressing me up like a girl, but I didn’t want all that. Wasn’t my shaved body enough? Didn’t this count as being girly?
“Come on, Patricia! Let’s just have some fun.”
“Seeing you squirm is fun!”
I groaned and pulled the towel tight around my waist, but my dick was still hard, so there was a tent beneath the towel when I stood to walk over to Patricia. I wanted to push her to the bed and fuck her, but she had a whip in her hand, which stopped me in my tracks.
“What is that?”
“Protection, in case you’re bad. Not all boys like to be teased, but I can’t help myself.”
Patricia’s voice was all innocent and cute as she spoke, but there was a pile of women’s clothing sitting behind her on the bed, and I knew it was for me, and I knew I had to play by Patricia’s rules if I even wanted a whiff of her pussy, so I dropped my head and relented.
“Fine. What do you want me to do?”