Several times, I’d noticed him watching me. I was working for a landscaping company, which had been hired to tend to a sprawling property in a wealthy neighborhood. The late spring afternoon was warm, and at one point, I started to lift my shirt in order to wipe my face. Glancing at the house next door, I spotted the man yet again. He’d stepped out onto his wraparound porch, phone in his hand. His voice, low and deep, occasionally carried over to me. I caught only bits of his conversation, but it sounded like he was doing business of some sort. The lucky bastard probably got to work from home.
I wasn’t complaining about the job I had, though. I loved spending time outdoors. The pay wasn’t all that great, but seeing as how I was only twenty-five, I knew I had plenty to learn. With time and more experience, I hoped to one day start my own company.
As the man continued his phone call, he kept his gaze fixed on me. Growing a little flustered, I offered what was intended to be a friendly wave. He readily waved back. Then, to my surprise, he ended the call, set his phone aside, and started toward me.
I figured he was interested in hiring our company to do some work. In my mind, I practiced my sales pitch, preparing to explain to him the various improvements we could make to his property.
“Hi there,” he called. The breeze ruffled his graying hair. He wore a polo shirt and nice pants, while I was dressed in my landscaping uniform, comprised of a kelly-green T-shirt printed with our company logo, and khaki shorts.
The man gave me a look up and down. His scrutiny made me stand up straighter. I was already imagining how thrilled my boss would be that I’d brought in new business.
But when the man extended his hand and introduced himself as Roland, something in his blue eyes made me realize this wasn’t about business. Still, I gave his hand a firm shake. “I’m Douglas,” I said. “How can I help you, sir?”
His smile slowly widened. “I know you’re busy out here, but I had to let you know I’ve enjoyed watching you hard at work today. It’s been a welcome distraction from my own job.”
The way his tone grew low and seductive confirmed my suspicions. I struggled to keep my face neutral and not roll my eyes. This guy was old enough to be my father. He clearly kept in good shape, and even his slightly receding hairline did nothing to detract from his looks. But I’d never lusted after the daddies, instead preferring men my own age.
Managing to maintain a tight smile, I said, “Glad I could provide some entertainment for you.”
Unfazed, Roland pressed on. “I’d love it if you stopped by my place for a drink after work.”
“Oh, thanks for the offer, but I don’t think so.” I started to turn from him.
“Would five hundred dollars make it worth your while?”
I froze, my eyes widening a little at his words. Though I knew I was attractive, with a strong, muscular body and thick, sandy blond hair, I’d never before been offered money for sex. And, of course, that’s just what Roland was doing. He wasn’t offering me five hundred merely for a drink.
Meeting his level stare, I lifted an eyebrow. “Yeah,” I said quietly. “For five hundred, I can stop by.”
Once more, his gaze roamed over me. It was hotter and hungrier this time. “Good. And be sure to wear something… revealing.”
For the rest of the afternoon, I tried to focus on my work, but I remained distracted by thoughts of Roland. Sneaking a glance at his house, I failed to spot him. Maybe now that arrangements had been made, he’d grown bored of simply observing me.
After work, I went home to my apartment and got ready. I showered, shaved, and douched; I had no idea whether Roland wanted to top or bottom, so I resolved to be prepared for either scenario.
For my outfit, I selected a sky-blue, skintight tank top, along with the sluttiest shorts I owned. I didn’t even need to bend over in order to flash some cheek.
I arrived at Roland’s house a little before eight. He answered the door wearing a navy-blue T-shirt and lightweight sweatpants. His first glimpse of my outfit made him grin. Opening the door wider, he invited me inside.
“I must say, that is plenty revealing,” he murmured.
I made a point to turn my back to him and lean all the way down to take off my shoes. “You like it, then?”
I sensed him draw closer, yet he didn’t touch me. “I love it.”
Straightening back up, I faced him again and saw that he now held an envelope. When he offered it to me, I took it and glanced inside. It was full of cash. No way was I pulling out that money and counting it in front of him. Instead, I simply smiled and set the envelope on a nearby table, along with my keys and phone. My wallet was in the glovebox of my locked car.
Roland led me into his spacious living room. Its bay window faced west, promising a gorgeous view of the sunset. “Would you like a drink, Douglas?”
I’d skipped dinner, so I knew I needed to go easy on the booze. Still, I accepted a beer. We sat next to each other on the large couch, and after a few sips of our drinks and a bit of small talk, he took my bottle and placed it beside his on an end table.
Turning back to me, he said, “Lift up that shirt.”
Even if the guy wasn’t my type, I liked the way he so confidently commanded me. In fact, I liked it so much that my dick started stirring. I realized I wouldn’t have any trouble getting hard for him.
Teasingly, and with an expression of feigned innocence, I lifted my tank top, revealing my washboard abs and smooth chest. Roland let out a faint moan of appreciation. Moving closer, he slid a warm palm over my skin. I sighed with pleasure when his fingertips grazed my nipple.
Lowering his head, he swept his tongue over that stiffening peak. His hand now rested on my inner thigh, inching upward until it cupped my groin. It felt good, the way he touched me. Already, I was thinking this would be the easiest five hundred I’d ever made.
While rubbing my dick through my shorts, Roland whispered, “You enjoy that, baby?”
“Very much.” My voice grew softer, almost pleading. That submissive tone seemed to excite him, for he playfully took my nipple between his teeth. I gasped at the feel of him lashing it with his tongue.
Then he lifted his head and kissed me. I thought of it as a come-hither kiss, since his tenderness made me crave more. Soon, I was the one seeking out his mouth. And I was the one who ached to caress his tongue with my own.
Roland moaned louder, wrapping his arms around me. My lips traveled to his neck as he wove his fingers through my hair. When I placed a hand between his thighs, he made a sound of encouragement. I tried not to show my surprise while I traced the outline of his already-hard dick. Holy shit, he felt huge! I ended up blurting out, “Just how big are you?”
He chuckled at the question. “Around ten inches, last time I checked.”
I’d never had a dick that large inside my ass, but my God, I wanted to! Kissing my way back up to his mouth, I asked, “You want to top me?”
“Is that your way of saying you want Daddy’s big cock in that sexy ass?”
So much for my belief that I didn’t prefer daddies. His words had my own cock throbbing. “I want it so much,” I breathed.
“Maybe you want to see it first?” Roland lifted his ass off the couch so he could lower his pants and boxers. His erection sprang forth with such force that I actually whimpered.
He wasn’t exaggerating in the least about that monster being ten inches long! It was fucking thick, too, and lined with clearly visible veins. It sported a fantastic mushroom tip. His pubes were trimmed, but not all that closely. It wasn’t often that I encountered men with any pubic hair. Yet I didn’t mind Roland’s. And besides, it wasn’t as if my lips would get anywhere near those dark curls when I went down on him. I’d be lucky to take half of that dick in my mouth!
“You want to touch it?” he whispered.
I quickly nodded, eager to wrap both hands around his shaft. His cock pulsed in my grasp.
“Give it a kiss,” Roland urged.
Leaning forward, I took his tip in my mouth. It was warm and slightly salty against my tongue. When I inhaled deeply, I couldn’t detect much of his scent. He’d apparently showered shortly before I arrived. Using my tongue tip, I probed at his cockhead’s prominent slit, delighted to be rewarded with a little precum. Gently, I cupped his heavy balls.
“Mmm, that’s nice!” Roland slid a hand along my thigh, toward my ass. “Take a little more, baby.”
His girth stretched my lips as I accepted more of his cock. In my peripheral vision, I saw him incline his body farther in my direction, which enabled him to work his hand into my shorts. I moaned around his dick when he caressed my ass.
Roland’s exploration led to the discovery that I was wearing a plug. “I’m glad you prepared yourself for this,” he told me. “I don’t want to hurt you.”
I feared the plug wasn’t big enough for the job of readying my ass. Still, I was determined to have his huge cock, just as I was now set on taking it deeper in my mouth. My eyes widened when the tip entered my throat. I fought my gag reflex, intent on sucking the length that had disappeared beyond my lips.
My efforts served to make him swell even more. “You’ve got me so fucking hard for you, Douglas!” Roland’s voice was thick with lust.
Spit leaked from my mouth, and I used the saliva as lube while stroking him. Even I was impressed by my ability to keep his cockhead buried in my throat; I’d never been all that skilled at it before.
Finally, I had to pull off. When Roland caught sight of my tear-filled eyes, he seemed to lose some of his self-control. “Get undressed,” he demanded.
Quickly, I rose to my feet. He and I moved in sync, for he pulled off his shirt as I stripped out of my tank top. I noticed Roland’s chest was plenty hairy. His stare remained on me while he pulled his pants and underwear all the way down and then cast them aside.
I took my time unbuttoning my shorts. Though I sensed Roland’s impatience growing, I refused to hurry. Little by little, I revealed more bare skin.
Eventually, he couldn’t resist extending a hand. “Come here, Douglas. Now.”
As I closed the distance between us, I noticed his cock twitch at my approach. I allowed him to yank down my shorts. My dick, at around six inches long, wasn’t nearly as impressive as his, but he seemed happy with what he saw.
“Your body is perfect,” he murmured.
By that point, I was so hard that my cock was practically pointing toward the ceiling. Roland caressed its sensitive underside with a fingertip. “Sit down beside me again,” he said. “Let me enjoy you.”
I obeyed without hesitation. We shared another kiss, this one lewd and full of tongue. Again weaving his fingers through my hair, Roland guided me back down to his dick.
I let him hold me in a firm grip while he pumped his hips, fucking my face with shallow thrusts. His groans became more fervent as he used my mouth for his pleasure. When he dared to invade my throat, I made a wet, gulping sound.
“That’s it!” he coaxed. “Swallow Daddy’s cock.”
He never grew rough; unfailingly, he gave me time to catch my breath. Tenderly, he wiped away a stray tear that had spilled down my cheek. Drawing in a lungful of air, I watched his dick sway in time with his heartbeat. The tip, along with some of the shaft, had flushed a striking shade of scarlet.
“Lie back,” he said.
Resting my head on the arm of the couch, I waited for him to kneel between my spread legs. He licked his lips while regarding my cock; a bead of precum rested on its tip, as if to tempt him.
“I’m dying to take you in my mouth,” he revealed in a low voice.
I trembled with anticipation, for I was desperate to have Roland suck me off. Yet he made no move to do so. When his eyes again met mine, I sensed he enjoyed witnessing my abject state.
“Do you want me to suck that gorgeous cock?” he asked.
“Yes!” I cried.
Roland lifted an eyebrow. “Yes, what?” All of his patience seemed to have returned at the worst fucking time.
I searched his face, trying to decipher what he wanted. Did he get off on hearing me beg? Was that it?
No, that wasn’t it, I realized. He wanted something else altogether.
He wanted to hear the words I now spoke in a helpless rush: “Yes, Daddy.”
