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It was a bright afternoon in May. The pizza delivery man was biking down the road, checking the address one more time. Yep, this was the right place. He abruptly stopped his bicycle outside the house and parked it, brushing off his uniform. He hoped he would get a tip from this guy; he heard the man was wealthy. He strolled up to the porch and inspected the exterior in awe. What did he say his name was again? Chance? That sounded familiar. Was he the gambler? A guy like this was ordering pizza from Builder Brothers? He shrugged it off and knocked on the door a few times.
“Pizza delivery,” He called out from the porch.
The sound of heavy footsteps approached the door before it swung open, revealing a tall man with a broad frame in his early thirties. He had a gray mullet, contrasting with the fresh black tuxedo he wore. Dark sunglasses obscured his eyes, while a pair of headphones hung around his neck. He looked the young delivery man up and down, a smirk playing at the corner of his stubbled mouth.
“For Chance, correct?” The young man asked, watching as the wealthy man nodded.
“Well well, if it isn't the pizza prodigy himself. I've been expecting you, kid,” Chance smiled and reached into his pocket for his wallet, taking it out before digging through the cards and random receipts. The man was familiar with his work and passion for making others happy through his cooking, yet never got to meet him in person. The older man glanced at the other man for a few moments before returning to his wallet. His name tag read "Elliot." It wasn't that he wanted to know the other man's name or anything about him for that matter; still, his eyes kept drifting back to him, and thoughts began to form in the back of his mind.
“Expecting me? Well, I hope our pizza is up to your standards then, sir,” The delivery man smiled warmly. “Large Meat Lover’s pizza with extra cheese, yes?” Elliot repeated the order the other man had requested over the phone. The older man nodded, not looking up from his wallet. “That’ll be $19.99, sir.”
“Alrighty then, just.. give me a moment,” Chance sighed as he continued digging through the small wallet as if money would magically appear if he continued searching. He swore under his breath and put his wallet away. “I don’t seem to have any money.”
Elliot's eyebrows shot up in surprise, his cheerful demeanor faltering slightly. This wasn't an uncommon issue, especially among younger customers who might be short on cash, but a grown man in such a fine suit? Living in such a house? It was unexpected, to say the least. He glanced around the expensive-looking property, trying to make sense of the situation.
"Ah... sir, I'm going to need some sort of payment," Elliot said gently, hoping the man would come up with something soon. As a pizza delivery man, he relied heavily on timely payments to support himself. He shifted his weight from one foot to the other, waiting for Chance's response. “Maybe you could run to an ATM down the road? I’d be more than happy to accompany you until you get the cash,”
Chance scratched the back of his head, a hint of embarrassment creeping onto his features. He knew he should have some cash stashed away somewhere, but his mind drew a blank. He let out a deep sigh, running a hand through his hair.
"I'm sorry about this, kid. Let me just check my room real quick," He turned to head inside, gesturing for Elliot to wait at the door. As he disappeared into the opulent interior, Elliot couldn't help but wonder what kind of predicament had led to this bizarre scenario. Was Chance dealing with financial troubles despite his outward wealth? Or perhaps there was another explanation entirely? Whatever the case was, Elliot would remain patient. He stood there silently, holding the box of pizza in his hands tightly. He could feel the warmth emanating from the cardboard, wondering if he would be able to serve this customer today.
Chance returned shortly, a sheepish look on his face. “Ah.. well, no luck, kid,” He sighed, clearly embarrassed. Elliot frowned as Chance returned empty-handed. He had found himself in a difficult position. He wanted to provide excellent service, but he couldn’t afford to give away free pizzas. He had been a star employee for years now.
“I understand your dilemma.. but I can’t give you this pizza without some sort of payment,” Elliot frowned. He felt bad for the guy. He knew Chance hated this as much as he did.
Chance's eyebrows furrowed as he considered the predicament, his mind racing to find a solution. Suddenly, his eyes lit up with an idea. He snapped his fingers and grinned at Elliot, a mischievous glint in his dark sunglasses.
"Tell you what, kid. How about we make a little wager?" He leaned against the doorframe, crossing his arms over his broad chest. "Instead of money, I could pay you in a.. different form,” he chuckled, a seductive tone heightening in his voice. “Come on. It’s a mighty good deal, yeah?”
Elliot's eyes widened at Chance's proposition, a faint blush creeping across his cheeks. He shifted nervously, suddenly very aware of the intimate nature of the suggestion. As a straight-laced delivery man, he had never encountered such a bold advance before. Part of him wanted to decline outright and maintain his professionalism, but another part couldn't help but feel flattered by the attention from this charismatic older man. He was really good-looking, after all.
"I'm.. not sure if that would be appropriate, sir," Elliot stammered out, his voice wavering slightly. He clutched the pizza box tighter to his chest, using it almost as a shield between them. "I have a strict policy about accepting anything other than proper payment for deliveries."
Despite his words, Elliot found himself captivated by Chance's magnetic presence. He swallowed hard, his resolve beginning to waver. The offer was… tempting. He hated it. But another part of him, a darker and even slightly twisted part of him wanted to indulge in this offer.
Chance noticed the blush spreading across Elliot's cheeks and the way he clutched the pizza box protectively. He chuckled softly, knowing he was considering the offer. With slow, smooth steps, he came closer, placing a hand on Elliot’s shoulder.
“Oh come now, don't be so uptight,” he purred, reaching out to trail a finger along Elliot's jawline. “I promise I can make it worth your while. Just imagine all the perks that could come with being my special friend.”
His other hand came to rest on Elliot's hip, giving it a gentle squeeze. “What do ya say, handsome? Ready to spice things up and forget about that boring old cash? I guarantee I can satisfy your every craving..”
Elliot's breath caught in his throat as Chance came closer, the customer’s touch sending shivers down his spine. He knew he should pull away, insist on proper payment, and leave immediately. But there was something about Chance's confident demeanor and the promise of excitement that made Elliot's resolve crumble. Swallowing hard, Elliot looked up at Chance with a look of tentative desire.
"I... I've never done anything like this before," Elliot admitted softly, his voice barely above a whisper. "But there's just something about you that makes me want to take a chance..” He couldn’t believe he said that. He felt embarrassed just thinking about the way he looked right now. Pathetic. He sighed and looked up at Chance, who seemed to enjoy the sight of him like this.
“That’s what I like to hear,” Chance grinned. He couldn’t believe that worked. Free pizza, and he got to sleep with such a cutie. Maybe Lady Luck was on his side after all! He slid his hand up Elliot’s back, fingers tangling gently in his hair. “Come inside, I’ll show you that taking a chance with Chance will be worthwhile,” the gambler cooed. He led Elliot inside, taking the box of pizza and placing it in the kitchen.
Elliot’s mouth fell ajar as he inspected the interior, it looked even more expensive from the inside. He gulped. A man like this wanted to.. settle a payment in such an inappropriate way? He was afraid to touch anything, not wanting to imagine having to pay for something he broke. Chance glanced over at Elliot, seeing the slight panic yet awe in his eyes as he looked around. He chuckled softly.
“Don’t worry too much, come make yourself comfortable,” Chance took Elliot’s hand, guiding him to his bedroom. Elliot suddenly felt a heat coiling in his gut. Maybe this would be worth it, he told himself. He sat down on the large queen-sized bed, watching as Chance removed the shades and the headphones from his face. Now as he looked into the man’s eyes, he realized he wanted him. He was super handsome without the glasses covering his eyes. He smiled softly.
“Maybe taking a chance with Chance won’t be so bad,” Elliot referred to what Chance said earlier, causing a smirk to form on the gambler’s face. He walked up to Elliot, placing his large, smooth hands on his hips and guiding them up his back. Elliot hummed softly, closing his eyes before opening them again to see Chance’s look of surprise.
“You’re.. suddenly very comfortable,” Chance notes about the young man. He smiles. He then brought his smaller, yet more callous hands to his face, feeling the warmth emitting from his cheeks.
“Does that frighten you?” Elliot whispers, pulling Chance closer to him. The feeling of his large chest pressing against his slightly smaller frame was exhilarating. “If I don’t have to treat you like just another customer, why shouldn’t I be comfortable?”
Chance raised his eyebrows slightly, chuckling at his boldness. “Not at all, sweetheart. That just excites me even more,” he replied. He pressed his lips against Elliot’s, pulling himself onto the bed and right beside him. Elliot took note of how soft his lips were and how gentle he was, pushing his hands into his hair and gently tugging. Chance pulled away, his cheeks flushed.
“Did that hurt?” Elliot asked softly. Chance looked away, shaking his head. He let out a sheepish laugh. If that wasn’t it, then..? Oh. Oh. Elliot smiled and ran his fingers through his long hair once more, tugging at the locks again. Chance let out a gentle hum, closing his eyes. “So is that why you have your hair long like this?”
“Well, no..” Chance chuckled, opening his eyes again. His denial didn’t seem to convince Elliot, his voice wavering slightly as he tugged again. He loved the look in the gambler’s eyes as he pulled at his hair. “But that.. oh..” He moaned softly. He looked away, embarrassed to be like this in front of someone.
“It seems like you like it, though,” Elliot smiled, taking one of his hands and pressing it against Chance’s clothed chest. “I mean.. look how hard you are already,” He pointed out. Speechless. Chance opened his mouth to speak, and when nothing came out, he closed his mouth and whimpered in defeat.
“I’m not usually this way.. but you do something to me,” The larger man muttered, pressing his lips against Elliot’s neck. “I guess I just.. really want you.”
Just like that, their roles had almost completely been reversed. Elliot smiled. “Want me to touch you?” He asked, humming softly from his gentle kisses.
“Please,” he growled against his skin, his hands finding their way to his hips as he ground himself onto Elliot. The blond moaned softly, nodding. He took both of his hands and began peeling away each layer of upper clothing until he was left with just Chance’s button-up.
“Maybe I should be on top of you, considering the way you’re behaving right now,” Elliot muttered. It was clear Chance liked the thought of that from the groan he let out. He snickered. “Do you want me to?”
Without answering, Chance lie down on his back, guiding Elliot on top of him. He placed his hands on the round of Elliot’s ass, earning a surprised look from the man now on top. “Does this answer your question?”
Elliot smiled widely, pressing his lips against Chance’s as he began unbuttoning his shirt. He pushed the barrier to the side, and without breaking the kiss, captured a nipple between his pointer and thumb before pinching gently. He didn’t even have to ask if he liked it because his body language said it all.
“Mm.. Mmh… Elliot..” Chance murmured against his lips, a moan rumbling in his throat. He pressed his hardness against the blond’s, a silent plea for more.
Elliot wasn’t taking it as he broke the kiss to speak. “Yes?” His voice quivered slightly as he rubbed against him, panting like a dog. “You’re going to have to speak if you want something,” he whispered, gyrating his hips in time with Chance.
The feeling of his cock practically begging to be freed along with Elliot’s constant grinding was almost too much to bear, and he nearly came right then and there. He whined. “I want more,” Chance requested softly. “Please.”
“More? More of what?” Elliot played dumb, grinning from ear to ear as his hand crept down to his thigh, teasing him. Chance groaned. Why’d he have to tease him?! This was truly agonizing. In other situations, he was usually the one on top. He was the one in control, being the one doing the teasing. But now.. now he was nothing. Nothing but a pathetic mess to Elliot’s ministrations.
“ Mh.. More of.. you..” Chance managed to sputter out. “Please.. my cock needs you..”
“Oh, this?” Elliot asked innocently, palming Chance’s erection through his dress pants. Chance moaned out in relief, nodding. Of course, Elliot knew exactly what the man wanted. What he claimed he needed. He just loved to tease, and Chance was becoming more and more submissive by the second. Why wouldn’t he take advantage of such a perfect situation? “Maybe I should take these off of you before you come in them,” The delivery man spoke playfully, but there was some seriousness in his statement. From seeing the state Chance was in, it looked like he could explode any minute now.
“Yes, please,” Chance spoke quickly, beginning to unzip his pants and roll them down his large thighs. Elliot grinned. He was honestly so mesmerized. So much so, that he forgot he was still fully dressed. He chuckled to himself and removed his visor, tossing it to the floor before unbuttoning his work uniform. Chance watched as he undressed, not taking his eyes off of him for even a second. “You’re so handsome, baby,” Chance cooed, placing a large hand on Elliot’s chest.
Elliot was caught by surprise by the sudden compliment, but he didn’t mind it. “You are too,” he replied, a faint blush coating his cheeks. Chance snickered.
“So that’s what gets you going?” He teased. He took his hand and grazed his fingers against Elliot’s untouched erection. “You want attention too, don’t you?” Chance purred. Elliot moaned softly, nodding before letting out a laugh.
“Of course I do, I just got so distracted by how cute you are when you’re begging,” Elliot grinned.
“You should zip those pretty lips of yours, darling,” Chance warned, capturing Elliot’s lips in another passionate kiss. The two groaned, Elliot quickly discarding his pants and being left in just his boxers. He pulled away, breathless, and smiling down at the other man. It was obvious Chance couldn’t take a second longer of this, and he needed more than this to come. He placed his hands on Elliot’s hips, whimpering. “Elliot, please. Don’t keep me waiting like this..” He begged softly. “I need you,”
The blond smiled, unsheathing his erection and stroking it slowly. “I need you too. Maybe even a little too much..” He whispered, pressing kisses against his neck as he stroked himself slowly. “But what do you need from me? Hm?”
Chance whined, pulling his cock from his boxers as well. “I just..” He hated being this pathetic and needy. It was so embarrassing! He whimpered, closing his eyes as he timed his strokes along with Elliot’s. “I- I need..”
“I can’t give you something you can’t speak out yourself,” He spoke against Chance’s warm skin.
“Please, fuck me,” The gambler finally spat out, his pumping hand increasing in speed. Elliot raised his eyebrows and pulled away, a moment of silence before a new, mischievous grin grew. “I can’t take it anymore. I- I need you to fuck me.”
“You want me to fuck you?” He nearly let out a chuckle at how needy he was. “Didn’t think you were this pathetic, Chance.”
“Shut the hell up, will you or not?”
Elliot kissed Chance’s lips gently and nodded. “Of course I will. I just want to prepare you properly first.” He smiled and stood up, suddenly becoming aware of the house he was in. So fancy and expensive.. he didn’t want to touch anything.
“Everything’s in that drawer there..” Chance weakly pointed over to his nightstand. Elliot nodded and made his way over, opening the drawer and his eyebrows immediately shot up. Chance chuckled lightly at the young man’s reaction. “Can’t a man like me have some fun alone?”
Elliot smirked and grabbed lubricant and a single condom, closing the drawer again before crawling back onto the bed. “Oh no, I’m just surprised at what you’re into. I mean, a rich guy like you doesn’t seem like the ‘bend me over and fuck me’ kind of guy,” Elliot spoke as he coated his fingers with the lubricant.
“Oh shut the hell up,” Chance sighed, a faint blush beginning to make its way onto his features. He began to peel away his underwear, tossing it aside as he stroked himself slowly. “Hurry..”
“Don’t rush, hun..” Elliot whispered as Chance tried to figure out his position. “Do you want to look me in the eyes as I fuck you?” He asked bluntly.
Chance’s stomach did backflips at the suggestion and he nearly came immediately. He nodded and stayed on his back as he stroked his cock faster.
“Don’t come so soon. We haven’t even started,” Elliot spoke as he pressed one finger at Chance’s entrance, before pushing it in. He grunted softly, watching Elliot experiment with him and see what he liked most. “Does this hurt at all?”
Chance shook his head. “Agh.. not.. too much,” He looked away in embarrassment. “I… hope you know I’ve never done this.” Elliot paused and blinked once, then twice.
“You’re.. a virgin?” He asked as if this was impossible. “You’re so handsome… How is that even possible?” He asked, his single finger still probing at his hole.
“I- I mean.. ah… I’ve slept with people, just.. never been on the bottom like this,” Chance admitted.
Elliot was even more perplexed, if he acted like this, how had no one else gotten the chance to see this side of him? But then, he felt a sense of pride. He would be the first person to see this side of Chance.. he smiled. “So I’ll be the one taking your virginity.. isn’t that a big thing?” He spoke as he pushed a second lubricated finger into him.
Chance nodded, another soft moan leaving his lips. “I… I think I’ll be okay, yeah..? Mmngh… I.. trust you’ll treat me well..” Chance closed his mouth, unable to speak without moans coming out as well. “This is s- so embarrassing..” He muttered to himself.
Elliot smiled softly, his lustrous smile replaced with a softer one. “That’s sweet. I’m glad you trust me,” he kissed Chance’s cheek softly as he pushed a third and final finger into his partner. “I promise I’ll treat you well.” He whispered as he stretched Chance gently, fingering at his prostate gently.
Chance’s entire body shuddered, causing him to close his eyes tightly. “Oh goodness..” He knew it would be good, but he never expected to feel this good. He couldn’t even imagine how it would feel when it was his cock instead. That thought along with Elliot’s probing fingers at his prostate caused his entire body to convulse, and he came onto his stomach with a soft cry.
Elliot’s eyes widened in surprise. “My my, you sure are sensitive..” He teased him, kissing his softening member gently. Almost immediately, his cock began to harden again.
“Elliot, I..” The older man breathed out, unable to explain himself. He silenced him and laughed.
“You’re honestly.. really hot.” Elliot complimented, kissing his lips softly. “Can you continue, hun?”
“All day,” Chance immediately replied. “Fuck me.”
Butterflies swarmed in Elliot’s stomach, his face warm. He kissed him roughly as he continued stretching his entrance with fast fingers. He then removed his coated fingers, grinning from ear to ear. “I’m so happy I’m going to be the first person to take you like this,”
Chance panted and wrapped his legs around Elliot’s waist, pulling him closer. “ Mmnh.. M- Me too..”
Someone was impatient.
Elliot smiled and ripped open the packaging, tossing it to the floor before rolling the condom onto his length. He looked down at Chance with a grin. He was now acutely aware of who was beneath him, begging to be fucked by him. He was suddenly a lot more horny than before. How did he manage to get a man like Chance to this point?
“Please, Elliot,” he pleaded, his thighs trembling. “I need it so bad.” His once softening cock was now at full attention once again, weeping pathetically as he begged for Elliot. He couldn’t believe he was showing this man a side of him he thought no one would ever see. But in a way, he was happy. Embarrassed, but happy.
As the blond positioned himself, he looked down at Chance, who was practically vibrating with excitement just imagining being filled by his cock. He smiled softly, leaning down and pressing a gentle kiss against his cheek before slowly penetrating him. Chance moaned, suddenly taking Elliot’s hand. “That hurt?” The delivery man asked.
Chance shook his head. “ Nh.. No.. It’s so perfect.. don’t stop..” He gasped out, intertwining their fingers slowly. Elliot nodded and pushed in deeper, watching as Chance’s prideful face completely twisted into one of desire. He looked away, trying to put on a brave face. “I can… handle it.”
“You sure?” Elliot asked as he pushed his cock as deep as it could go, watching as the man below scrambled to hold onto him.
“Okay, s- shut up.. aahn.. just hold me for a moment, please..”
Elliot smiled softly and nodded. Without another word, he leaned into his embrace. For some odd reason, he felt so comfortable like this.. like he could get used to it. He hummed, pressing a gentle kiss on his lips. “I’m here, Chance. I’m here.”
The gambler loved the feeling of being wanted, but the feeling of Elliot’s cock completely buried within him was too much to bear. He moaned softly. “I… I’m ready.. for real this time,” he whispered. “Just.. kiss me, please?” It felt odd asking him for kisses, considering this was just a one night stand situation. Yet.. it felt so right. Clearly Elliot agreed, complying almost immediately, as if they were dating.
“Of course,” Elliot cooed, pressing his lips against Chance’s as he slowly moved his hips. The two of them moaned, unable to grasp onto what led to this in the first place. It didn’t matter now, because all that mattered was the two of them at that moment.
The man on top broke the kiss, gazing at how he had affected his partner. He was indeed a completely different person. He smiled and thrusted his hips slowly yet passionately, ensuring he was gentle with the man. He knew this was unfamiliar for him. “You’re so perfect… I never want this to end,” Elliot moaned softly, as he slowly picked up his pace.
Chance whined with each thrust, not letting go of Elliot’s hand. “Please, faster.. Hah…” He asked softly, squeezing the blond’s hand tightly. “Damn, your cock… feels so good…”
Elliot loved the sound of Chance begging, how pathetic he looked and how much he wanted him. Needed him, even. It was all too good to be true. “I can’t hear you, hun,” He teased. Chance couldn’t take his teasing, not in this state. He groaned. Why did he have to be this way?
“Faster, please. I need.. nngh.. I need you to fuck m- me faster..” He repeated, louder this time. “I can’t fucking take this..”
A wide grin grew on Elliot’s face and he nodded, quickly abiding to his request. Chance gripped his partner’s hand even tighter, moaning as his pace increased. His hips snapped forward with vigor, looking down at the mess that was Chance.
He wanted to say something, anything. He couldn’t even form thoughts, let alone sentences. Chance weakly looked up at Elliot with a look that screamed for more. Elliot groaned and took his free hand into Chance’s hair once more, tugging it harshly. So much so that he thought he hurt him. But from the way the gambler reacted, he knew that just turned him on even more.
“You want more?” He whispered, bringing Chance’s now tear-streaked face up to his. He hadn’t even noticed his tears, but something about that excited him. A lot. Chance nodded, whimpers and moans being the only thing he could muster out. “Speak,” Elliot muttered, his voice firm and commanding, yet not angry.
“Y- Yes.. Yes, I do.. Hnaahh.. I- I want more..” He begged shamelessly, his cock aching to be touched. Elliot looked down at his twitching member and grinned, letting go of his hair and watching his head fall back onto the pillow. He took his cock into his hand and pumped it in time with his thrusts.
“F— Fuck..! Elliot, I- I.. Aaahhn..!” The older man exclaimed, shutting his eyes tightly as his nails dug into Elliot’s skin. “Just.. l- like that.. don’t stop..” He babbled mindlessly. “I’m.. I- I’m gonna come.. fuck..”
Elliot smiled down at Chance, tutting. “Not yet. Can you hold it back for me?” He asked sweetly, his rough movements not faltering. Could he?! In the state he was in, he couldn’t control anything. He moaned, looking up at Elliot as more tears welled up in his eyes.
“Yes, o- of course.. just..” Chance grunted, looking away before looking back up at the delivery man above him. “Please hurry.. I- I don’t know.. hnngh.. how much longer i can wait..”
Elliot would scold him for rushing again, but he knew he couldn’t wait either. He felt that familiar feeling coiling in his gut, and he wasn’t sure how much longer he could wait until he came. “Damn it.. you wanna come, don’t you?” He grinned, maintaining his rough demeanor.
“Fuck yes, please.. p- please let me come.. aahhn.. Tell me I- I can come, Elliot..” Chance begged, his cock twitching. He could tell the gambler was right at the brink of ejaculation. Elliot smiled widely. He wanted to look him in the eyes as he came for him.
“Look at me,” Elliot whispered as he ran his thumb across the tip of his partner’s leaking member. Reluctantly, Chance looked him in the eye, and Elliot could see the pure need swirling within his irises. He groaned. “Come for me, baby. Please,” He panted, his hips moving faster.
As if he had been waiting forever, Chance finally exploded, his semen shooting out in thick ropes and landing onto his sweat covered chest. He sobbed out Elliot’s name as he tightly held onto his hand. “Oh, fuck..!!” He exhaled, watching as Elliot desperately sought out his own release.
At last, his hips slowed and he finally came into the condom. He huffed, flopping down on top of Chance. “Holy shit..”
“You alright..?” Chance panted, stroking Elliot’s hair softly as he tried to catch his breath. The blond sat up, still clutching onto the other man’s hand and nodded. He smiled weakly.
“More than… are you okay?” Elliot sat up and pulled out of him, removing the condom and tying it up tightly before tossing it in the trash.
Chance nodded weakly, a soft sigh leaving him before he closed his eyes. Elliot then blinked.
“Shit..! I- I forgot I still have to get back to work!” Elliot sprung out of the bed and began getting dressed. “What time is it..?!”
Chance groaned and rolled over to grab his phone, the bright light emitting from the screen causing his eyes to squint. “Here..” He muttered out before flipping the phone over towards Elliot to show him.
“My shift’s already over.. my boss is gonna kill me,” He sighed, sitting back down on the bed. Chance then slowly opened his arms.
“Come here,” He called out to him. Elliot looked over at him and sighed, a soft smile on his face. He crawled over and laid in his arms. “I’m sure one off-day won’t hurt you too badly in the long run. Besides, I know you’re their best employee,” the gambler grinned.
Elliot chuckled softly. “I guess you’re right…” He was going to start getting home, but he felt so safe.. so secure. He didn’t want to go anywhere. He wanted to stay by his side… He wanted…
“Elliot?” Chance called out to him, getting no response in return. ‘He fell asleep already?’ He thought to himself. He smiled. He was a lucky man.