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Story: Dirty Daddies Pride 2025 (Dirty Daddies Anthologies #7)
Chapter Five
Ethan
James kissed me. He actually kissed me.
There was no tongue involved, but who cared? My briefs were damp by the time I staggered back into my apartment because I started leaking precum as soon as he looked at me like he wanted to devour me.
He probably would have if I didn’t push him away the first time he leaned into me.
I didn’t mean to seem disinterested or disgusted.
I was just afraid and insecure. If James had laughed at me for being completely inexperienced in every way, I would have melted right into the sidewalk from shame and humiliation.
But James would never laugh at me. Even when I was an awkward teen, he was always supportive and encouraging of everything I did.
I couldn’t imagine him having a vicious bone in his body.
And that made me think of the one bone I was pretty sure was pressing against his pants almost as adamantly as mine had been.
Why did he have to be such a gentleman? I appreciated that he didn’t push me, but I needed a push. I wanted a push because I really didn’t want to die a virgin. If I wasn’t forced out of my comfort zone, that might just happen.
The second my door was closed behind me, I leaned against it and tried to get my breathing under control before I started to hyperventilate.
The best part of the night—aside from his lips actually touching mine—was learning that James lived right across the street from me. What were the odds? Probably a million to one…and I just won the jackpot.
I’d expected to make a fool of myself, but as far as dates went, I couldn’t imagine one going any smoother. It started off a little shaky because I couldn’t get my nerves to settle, but once James got the hint and took the reins, everything went better than I had hoped.
Still hard as a rock, I released the button on my jeans and noticed the wet spot on the front. Apparently, I was close. Closer than I realized. I wouldn’t be able to relax until I finished the job, so I went straight into the bathroom and turned on the shower.
Within the minute, I had the rest of my clothes off and was stroking myself under the hot spray of water. It was easy to pull up memories to the finish line.
The kiss was amazing, but the moment I asked him to order for me was when the scale tipped.
James seemed to truly recognize my Little side.
The side of me that was always just below the surface.
There might have been a moment of surprise, but it was fleeting.
He let down his guard too and didn’t hold back the flirting.
And fuck if that wasn’t sexy.
My whole body tightened up as the first waves of my orgasm rocked through me, and then every muscle released, along with my balls, unloading the stress and worries and anxiety from the day down the drain.
I was still hard, but I felt better. The water didn’t stay hot for very long, so I quickly finished up in the shower and got out. I left the bathroom with a towel wrapped around my waist. Coming had taken the edge off, but I wasn’t sated. I felt even more desperate.
Would he want to see me again? Maybe after getting home, he realized how immature and inexperienced I was and he’d changed his mind.
Could I be more pathetic? It had been a whole ten minutes since our kiss, and I already wanted more. I headed to the kitchen and poured a glass of water, still thinking of those last few moments outside when he'd kissed me without caring if anyone saw.
What was even better was the look he'd given me afterward, like he was planning to do it again. Was it crazy that I wanted him to text me and ask me out again? Could I be the boy he wanted? Could he be the Daddy I needed?
My apartment was tiny, but it still felt too big and too empty.
I wandered into the living room and went straight toward the window.
From my window, I had a clear view of about twenty apartments in his building.
Why didn’t I ask which floor he was on? I mean, it wasn't like I was planning on sitting around with a telescope like some kind of stalker, but it would be nice to know where to find him if his building were on fire or there was a tsunami warning.
If he were on the ground floor, I might never sleep again.
Most of the windows I looked at had curtains drawn or the lights were out so I couldn’t see inside.
It wasn't even that late, so either people were asleep already or Seattle was more boring than I thought. When I refocused my eyes, I caught my own reflection in the window, and a wave of self-consciousness washed over me. I’d never stood nearly naked in front of a window in a well-lit room before, and I’d be lucky if I didn’t get arrested for doing it now.
Just as I was about to turn away, I noticed movement on the floor above mine.
A man was walking past a large window with a mug in his hand, and I knew it was him.
Now that my memories had been refreshed, I’d never forget the way his silhouette filled the window or the thick patch of hair on his chest.
My heart skipped a beat as I stepped closer to the glass, blocking my own reflection as I almost pressed myself to the window.
James disappeared for just a moment and reappeared in a bedroom. It was dark in there, but he went straight to the window and looked down at me as if he could feel me watching him.
My eyes locked with his, and even with the distance between us and the darkness behind him, I could see enough to know that his shirt was off and his mug was no longer in his hands.
Should I back away?
It was the smart thing to do, but I couldn’t move. I was fully rooted to the spot and just wanted to stare.
My room was fully lit, so anyone in his building who happened to glance in my direction could see the weirdo standing in a towel, but I didn’t care about anyone else. All I cared about was the DILF watching me as intently as I was watching him.
After a moment of just standing there, James pulled out his phone.
I almost turned away, assuming he was done with our little standoff when the buzzing of my phone nearly gave me a heart attack.
My hand was shaking as I hit the green answer button. "Hello?"
"Sweet boy, you look so fucking sexy right now."
My breath hitched as I struggled not to drop the phone. Or the towel. Or maybe both at the same time. "Really?" I asked, not even trying to hide the surprise in my voice.
"Really." He sighed, and I could see him slowly shaking his head at me. "In fact, you look even sexier from across the street. Especially in that towel."
I had no words. A whole lifetime of words used to exist in my brain, but they were gone. All of them.
"Where are your clothes, sweetheart?" James leaned against the side of his window frame. "Are you about to get into your jammies?”
He knew. He had to know. There was no way he’d talk like that if he didn’t know. "No, I mean, yes. Wait. I mean... I just got out of the shower."
"You're adorable." He smiled and rubbed his hand across his furry chest before trailing down his belly and hooking the tips of his fingers under his waistband. “And fast. You’re already out of the shower? You just got home.”
The glass and distance between us gave me courage I’d never felt before, so I went with the truth, regardless of how embarrassing it was. “I was feeling a little… excited and needed to wash up.”
His gaze seemed to sharpen to a laser point that went right to my dick. When I glanced down, I realized I was tenting the towel in a way that could not be hidden.
“Fuck, Ethan.” He released the button of his jeans and slid his hand down the front. “You’re killing me.”
Smiling, I followed his lead, slipping my hand into the gap between the two sides of the towel and grabbed my dick again. How was I ready to blow again so soon? “You were killing me. That’s why I needed the shower.”
“Did it help?” His voice was lower now. Raspy. Hungry.
“Yes.” My breath caught when I squeezed my cock, and it was all I could do to keep from groaning out loud. “But not enough.”
A sound came from James that was deep and a little breathy, like I wasn't the only one going out of my mind with desire. “Why not, sweetheart? What else do you need?”
My hand moved faster until the towel slipped off and pooled at my feet. I should have been horrified that I was not only exposing myself to James, Chris’s dad, but to the entire world. Well, at least the world inside James’s building. “More, Daddy. More from you.”
Shit, did I just say that out loud? Would that freak him out and wake him out of this little fantasy we’d both fallen into?
A light turned on above James, but I didn’t take my eyes off him, watching like a hawk as his cock came out of his jeans, and he worked it just for me. “Fuck, baby boy. Every word that comes outta your mouth makes me want you more.”
A sudden rush of freedom and lust and joy hit me right in the balls, and I loved it. Maybe I looked like a slut to any stranger who saw me from their window, but if James liked it, then I wasn’t gonna stop. It felt insane to be on display like this, not even bothering to cover myself. “I’m close.”
"Come for me, baby." James spoke softly, almost whispering the words that were as soothing as they were dirty.
I stroked myself to the same speed that he was going, imagining it was his hand instead of mine. My lip was trapped between my teeth as I closed my eyes.
My climax was building, and the thought of James seeing me like that, so desperate for him, made everything burn hotter inside me.
He wasn't the only one struggling for control. "Are you—are you gonna come, sweet boy?"
"Oh my god, yes." I was panting, right on the edge. "Yes, Daddy."
He moaned loudly, and it was the best sound I'd ever heard. I thought I'd already come hard before, but I was wrong. This time was more intense as I arched into my fist and painted my window with my creamy load.
I slapped a hand over my mouth, suddenly aware of how loud I'd been.
James just watched and pumped faster like he wasn’t at all upset with my little display. "Such a good boy." He followed my lead and came with his forehead pressed to the glass and a shirt in front of his cock, catching the mess with much less cleanup in his future than I had in mine.
He was so hot I thought I might pass out if I kept looking. “Wow.”
"Yeah." He stepped back and stepped out of his pants. He grabbed a pair of shorts off his bed and slipped them on, hiding the view and reducing his risk of arrest. Something I needed to be more mindful of.
“Oh, good idea.” I held up a finger and then grabbed the towel to quickly wipe off my window and myself as I ran into my room for a robe.
"Is it okay that I called you Daddy?" Part of me felt awkward asking the question so directly. But after what I’d just done in front of my window, I didn’t have a whole lot of room left for shame. Just questions. Lots and lots of questions.
“Depends on why you did it.” His breathing was still ragged, but he didn’t seem angry with me. Or disgusted.
I shrugged, not sure how to verbalize what I wanted to say.
I wasn’t sure I could verbalize much. I was at my most vulnerable at bedtime and my Big thoughts were starting to feel fuzzy.
“You’re just a perfect Daddy. Not like for Chris.
” I took a deep breath and tried super hard to focus.
“But for me. I want a Daddy. And I want him to be you.” My voice was quieter and higher at the same time as I began the subtle regression that sometimes happened after I had an orgasm.
"Are you ready for bed, sweetheart?" He didn’t answer my question directly, but he didn’t hang up. That was good enough for me. For now.
“Yeah, I should.” A yawn escaped at that moment as if summoned directly by my brain. “I’m spent.”
"Literally and figuratively." He laughed. “And for the record, I am too.”
“Mm." I wanted to just stand there and watch him all night, but I was starting to sway.
"Have you already brushed your teeth?"
My eyes lit up and a warmth blossomed in my tummy. “Yup. In the shower.”
“Then I want you to make sure your front door is locked and head to bed, sweetheart. It’s late, and you have work in the morning, right?”
I nodded as I went to the front door. It was locked, but I hooked the chain and then remembered that he couldn’t see me nod. “Yes, early, early in the morning.”
“I’m going to go to sleep too, and then I’ll come see you at work tomorrow. Is that okay?”
That was amazing. Better than amazing. “It’s soooo okay.” I yawned again as I pulled back my covers. “I’m in bed now.”
“Good boy. Get some sleep, and I’ll see you tomorrow.” I could hear him moving around too. “Good night, sweetheart.”
A warm tingle shot down my spine, and I wanted to burst with the happiness inside me. "Good night, Daddy," I whispered before I disconnected the call.
Table of Contents
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- Page 16 (Reading here)
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