Page 28
Story: Highway To Destiny
28
CONNOR
“H ow the hell did you even hit that jackpot,” I annoyingly said to Spencer as we sat side by side at a bank of noisy but colorful slot machines. At that same moment, Mason came back from the bar with our drinks since we hadn’t seen a cocktail waitress in a while. He balanced Spencer’s diet soda, my cranberry vodka, and his beer in one hand. He had big hands.
Mason looked at Spencer’s dollar amount on the video screen, and his eyes went wide. “You’re up over two hundred bucks since I walked away?” he asked surprisingly.
Spencer puffed out his chest with pride. “Yup, and on an eighty-cent bet too!”
“If I were you, I’d cash out,” I said in disgust as I looked at the lonely twenty-four cents left in my machine. “Why is it you always beat me at these video things, and we’re not even playing Call of Duty ?” I felt dejected with everyone winning but me.
“Not everyone wins, babe,” Mason said. “But your daddy has your dinner covered tonight.”
Spencer snorted, and I turned to look at Mason’s shit-eating grin as he looked down at me. I could tell he was about to laugh, so I just looked away. He bumped my chair with his knee.
“How much did you lose?” Mason smirked.
I retrieved the slot ticket with the meager amount as I got off my chair. “Twenty bucks total. I guess you consider it the cost of entertainment.” Mason nodded in agreement. Spencer saw me stand up and figured we were done, so he took his winning ticket to a dispensing kiosk to get his cash. I handed him mine as well and told him he could keep the change.
After the casino robbed me of my cash alongside two hours of bells, dings, and flashing lights, we headed back to our hotel to relax and freshen up before dinner and the drag show. As we walked back, Mason made reservations at one of his favorite steakhouses for the three of us. He proclaimed it was an old Vegas institution where the Rat Pack used to eat. Spencer and I said, ‘Rats?’ at the same time, and Mason simply hung his head.
We decided we had time for a power nap when we got to the room, so we toed off our shoes and Mason spooned me on top of my queen bed as Spencer sprawled out on his. I made sure Mason kept his hands idle with Spencer in the room. It didn’t stop him from pushing his hard length through our clothing into my ass. I bit into the pad of his hand until he got the message and stopped.
We woke up an hour later, and I changed into a button-down that tapered nicely into the waistband of my jeans. Mason stared as I changed—Spencer was oblivious. Once freshened up, we piled into a rideshare to the restaurant. The place was old school for sure, but the atmosphere was Vegas vintage, and I couldn’t stop taking it all in.
As we ate, I asked Mason how he became so good at reading a craps table. The winnings he raked in impressed me, and I wanted to know his tricks. He wiped his perfect lips with a napkin and smiled at me.
Mason studied both of us. “There are no tricks, Connor. One thing about craps is that you can win a lot of money, but you can also lose a lot. I’ve lost in the past. The only trick I learned is reading the energy at the table and how it pays out. I was lucky today. It doesn’t happen that often. When I do win, I play the casino’s money and tuck away what I started with.”
“So, you’re a smart gambler,” Spencer said, sticking a piece of steak in his mouth.
“I try to be. It doesn’t mean I’ve always been smart, especially when losing, and I end up chasing my tail. That’s when people get into money troubles. I learned a humbling lesson years ago when I couldn’t pay a couple of bills that were due because I got greedy.” Mason went quiet and looked like a dad about to scold his kids. “Remember this, guys—this city was built on casino money. The green stuff that people poured into slot machines and threw on tables gave this city its huge resorts and monolithic video monitors. It can be fun, but it can also eat you alive.”
His mini-lecture was sobering, but it was a good reminder not to get carried away with its allure.
After dinner, which Mason generously paid for, we needed to get back to the hotel for the show. I could tell Mason was ambivalent about what he was about to encounter. I held his hand on the way to the theater and through most of the show so he had an anchor. He was amazed at the opulence and talent paraded on stage. He even exclaimed, ‘Wow!’ a couple of times.
When the show was over, I needed Mason to come back to the room with me. Spencer and I already agreed for him to hit a gay nightclub off The Strip. That would give Mason and me the room to ourselves. If Spencer got back early and saw the Do Not Disturb sign on the door, he would find something, or someone, to do until I removed it.
Spencer took his own rideshare to the nightclub, and Mason and I snagged a cab to the hotel. Mason didn’t act surprised, but I think he felt relieved with the way things played out. We held hands through the hotel lobby and up to the bank of elevators.Once inside, the crowd ruined our privacy. The elevator was packed, and I had to settle for resting my hand on his ass against the polished wall. He snickered when I gave it a quick pinch. The ride to the twenty-third floor was torture.
When we got to the room, and I attempted to look for my keycard, Mason muzzled my neck from behind, which only made me fumble more. Once inside, I took the Do Not Disturb placard and put it on the door handle, closed the door, and locked it. Mason took my face in both hands and languidly kissed my lips, tender at first and then with abandon.
We stood with our bodies pressed together, breathing heavily as our tongues dueled. Mason broke our kiss and pushed me to the edge of the bed. He grabbed the front of my shirt and pulled it apart with a quick yank. The buttons clattered across the room.
“Hey,” I protested. “That’s my best shirt.”
Mason snorted and dove onto my neck, licking the hollow above my collarbone. “I’ll buy you another one,” he huffed as he bit my earlobe. My cock grew uncomfortably hard in my jeans when he grabbed the back of my neck and planted a hungry kiss on my mouth.
My mind suddenly became conflicted, and I didn’t know where it came from. Who is this man ravaging me? This man who’d always been straight but is now hell-bent on devouring my body. Is this really happening right now?
I pushed my thoughts aside and grabbed his ass tightly. My fingers couldn’t move fast enough as I unbuttoned his shirt and pushed it off his arms. Our chests heaved as sweat glistened on our skin, and I felt his trimmed body hair graze my torso.
“Oh, Daddy…I need you so much,” I whimpered. He ran his tongue up by my pulse point and then landed his now bruised lips on mine, sucking my tongue into his mouth. I was coming undone. I’d never had this type of want and passion from someone in my life, and I fed off it. I wanted more. I wanted more of him.
Mason’s hands went to the top button of my jeans, and he slipped his palm down under my jockstrap and around my rigid cock. I threw my head back as he unzipped my jeans with his other hand and kneaded my throbbing dick, sandwiching both hands around the shaft. I could only hold onto his arms so as not to fall onto the bed.
He took his hands from my leaking cock and pushed me backward. As I fell, he grabbed my legs and pulled my jeans off. All I could get out was a “Yes!” He kept my legs in the air, looking at the red jockstrap he loved so much, and then pulled my jock and socks off. I was completely naked and exposed. I reached up to try and pull him on top of me, but he stood firm.
“Hike up your knees and spread your legs,” he commanded, pulling my butt to the edge of the mattress. My thoughts drifted back to my jackoff session in my dorm room when I fantasized about Mason, wanting his cock to breach my hole. My dick was so hard, and my balls ached. I knew I wouldn’t last long.
In one swift move, Mason was on his knees, his face level with my ass. I wanted his mouth to take me down or suck my balls, but to my surprise, I felt his hands spread my cheeks open, and he swirled his tongue around my hole. “Oh my God, Mason…oh fuck, that feels so good.” He ran his tongue along my crack, which made me shudder. “Fuck…oh, FUCK,” I cried out.
His tongue stopped exploring. “Let me own you tonight,” was all he said, and I nodded. He then probed my hole with his tongue, trying to fuck me with it. I pushed against his face, wanting him to push it deeper. That was so unexpected, and I knew I’d need to ask what possessed him. That was advanced shit, and I was in heaven.
“Mason, I need your cock inside me. You’re killing me here.”
“Not quite yet, babe,” he said wryly. “Where’s your lube?”
“There, in the nightstand,” I replied wickedly.
Mason got off his knees and went to the nightstand, opened the drawer, and froze. “What’s this?” I craned my neck to see his dazed expression as he held my dildo in his hand.
“Oh, that! Just a little toy I thought we might play with. I brought it, hoping we’d have the chance to use it.”
“It’s been a long time since I’ve used a toy like this on someone,” he said as he brought the dildo and lube to the bed, brandishing a dirty smile.
Mason got back on his knees, still in his jeans, and squeezed a generous amount of lube over my hole. “I don’t want to push this inside you without a little preparation, but I’ll comply with your wishes soon enough.” I had begun to twitch and wiggled my ass in response. He pushed one digit into me, and I pushed against it as it slid in. It wasn’t enough.
“Add another finger,” I demanded. I was getting impatient, and I was sure Mason relished the moment of control.
“Bossy.” He smirked and added a second finger into my well-lubed hole.
I was in heaven and groaned loudly. “I’m ready for that toy now,” I said after I felt primed. I wanted to be stretched enough so he could drive his cock deep into me once he was ready.
Mason stopped finger fucking me but didn’t remove his fingers. He hesitated, looked at me, and said, “By the way, I was tested a few months before we met…and I haven’t been with anyone but you. I wanted you to know I’m clean.”
I had a feeling that nugget of information had weighed on him, but I was appreciative and smiled. I wanted to feel him without a barrier, and it was going to happen tonight.
“I’m clean too. I was tested before classes began in the fall, and I haven’t been with anyone else either. We don’t need a condom,” I replied.
“As you wish,” he said with a wink.
“Oh my God, you just quoted The Princess Bride ?” I laughed as he pulled his fingers out slowly.
“One of my favorite movies,” he said as he smiled, but then his face turned thoughtful, and a slight frown formed. I wasn’t exactly sure why.
“You ready?” He raised one corner of his mouth into an evil grin.
“Just do it already,” I replied. I squirmed against the dildo’s silicone head, and Mason slowly guided it into the first ring of muscle. Thankfully, he stopped, letting me get used to it. After a few deep breaths, I told him, “More.”
Mason slowly pushed the dildo in almost halfway and stopped again, pulled it back a couple of inches, and pushed in again slowly. As he did, he grazed my prostate, and my cock gave him a reward, leaking precum. I watched him lick his lips. “Oh shit…fucking shit,” was all I could huff out. I went to grab my leaking, rock-hard cock, but Mason slapped my hand away. “Damn you,” I barked. Mason gave me a guttural laugh.
“Like I said, let me own you tonight.” He rotated the dildo and pushed it to the base. I saw stars, and I took a deep breath and let it out.
“Fuuuckkk me,” I groaned deeply.
“That’ll happen soon enough,” he quipped.
Mason slowly and methodically fucked my ass with the dildo. It wasn’t the same as having him inside me, but he was doing it, and I knew he’d replace it soon with his throbbing shaft. He worked it in and out with slow twists that made my toes curl. The pleasure was intense as I ground my ass against it.
He stood up and instructed me to hold the dildo deep in my ass. I did as I was told and raised my head to watch him slowly unbutton his jeans and slide the zipper down. He stood over me like I was prey. As he pushed his jeans and underwear down to his knees in one fell swoop, his erection sprung free, but he didn’t attempt to take them completely off. It was hot as fuck.
Unable to help myself, I began to thrust with the toy since I was slick with lube. We stared at each other, and his breath deepened as he watched me push the dildo in and out of my ass.
“Flip over and get on your hands and knees,” he ordered. I held the dildo in place and turned over, hiking my ass in the air and laying my head on the mattress. Once I was in place, Mason gave my ass cheek a hard slap which made me yelp. He then circled his palm over where he’d slapped me to calm the sting he’d created.
“Fuck, you’re so beautiful,” Mason cooed. “You have the most perfect ass.” I closed my eyes and turned my head to the side, almost feeling shy about what he’d said.
I let go of the dildo and let Mason take over when I felt his hand on it. After a few more twisting thrusts, he pulled it out and set it next to my knee. I could feel the head of his bare cock run up and down my crack. I’d never been fucked without a condom, and I was shaking with anticipation. “Daddy, please,” I begged. “Put it in me.”
Mason lined his cock up to my hole, and in one powerful push with his hips, our bodies slammed together with a slap. The initial burn of his intrusion quickly turned to intense pleasure. He was inside me, bare skin to bare skin, muscle to muscle, and it was unbelievable. I felt his heavy balls hit my taint, and I wanted to feel every inch of him. If he could stuff his ball sack in my hole with his cock, I’d let him. I pushed back and pressed my legs against his knees.
“Oh, Jesus, you feel fucking amazing, babe,” he cried out. He held himself deep inside me, and I saw stars again. He took deep breaths before he moved, and I loved the feeling of fullness inside me.
He was standing with his pants around his ankles, and I was on the bed getting plowed from behind by my sexy trucker daddy. It was almost too much, but I wanted him to own me.
“Fuck me hard, and don’t be gentle, Daddy,” I moaned. Mason pulled out about halfway and then slapped his hips into my ass. He fucked me with steady, aggressive strokes that made my head swim. His balls and hips slapped against my skin, the only sounds in the room. His alpha presence possessed me.
He reached around and grabbed my cock, running his thumb over the slit, and began to jack me in rhythm with his hip thrusts. The amount of precum was insane, and I was dripping on the bedspread. I was almost ready to come, but before I could cry out, Mason stopped mid-thrust. His forehead coated in sweat, he said, “I have an idea.”
Mason reached for the dildo, which lay next to me, and poured a generous amount of lube over it. He was still balls deep in my ass. I wasn’t sure what he had in mind, but I preferred his bare cock in my ass to that pliable piece of silicone.
He slowly pulled out, and I immediately missed him occupying my hole. He aimed the dildo at the swollen entrance and pushed it in slowly.
“Like I said, you don’t have to be gentle,” I reminded him, not knowing what he was up to.
“I’m not about to be gentle,” he said in a way that came out like an ominous warning. My hole clamped down on the dildo. “Just breathe and relax, I won’t hurt you.” I looked at him with a questioning gaze. “You trust me?” he asked. I nodded with trepidation. He then worked the dildo in and out of my ass. I felt myself loosen up again. “Atta boy,” he praised, and I’m sure I felt my hole ease.
Mason pulled the dildo out a couple of inches, and I suddenly felt more pressure as he pushed his cockhead in below it. “Keep breathing,” he instructed as he slowly joined the dildo, stretching my hole wider. I was experiencing a double penetration for the very first time.
“Wha…,” I gasped between breaths. “Are…are you fucking me with your cock and the dildo?” I pressed my forehead into the mattress. “Holy fuck, that’s a lot.” I turned and looked at him wide-eyed, not necessarily in panic but in surprise. How the fuck did he ever think to do this?
Mason stopped mid-push and looked me in the eyes. “Too much? Do you want me to stop?” he asked with a bit of concern.
“No, don’t stop… keep going, it’s just a lot. I need to get used to it,” I said, enjoying the extra full sensation it offered. I breathed deeply and slowly and allowed my mind to accept what was happening.
“You’re doing great, babe,” he replied. I could tell he was concentrating, and I knew he wasn’t going to hurt me intentionally. I trusted him completely. I was sure it was just as new to him as it was for me, and I realized we were taking things to a new level for both of us.
Mason held the dildo with one hand and used his other one to hold his cock in place. He began to push into me and kept the dildo still. I’d never felt such pleasurable pain before as I flexed and unflexed my feet. I rocked my head from side to side, wanting to feel more. I was on all fours, and I grabbed my cock. More precum dripped over my fingers.
“Ahhh, fuck, fuck me…give it to me,” I begged again. Mason responded by pumping his cock into me as much as it would allow. His cock rubbed against my prostate with each thrust. It was intense. We were both panting and groaning as he continued to drive into me.
All at once, I cried out and felt the warm splatter of cum shoot out of my cock as endless waves of my orgasm took over. As soon as I’d come, Mason pulled the dildo out but replaced it with two fingers. He hooked his fingers against my prostate, milking it as his cock jackhammered into me. “Come for me, Daddy,” I choked out.
In his husky, labored voice, he cried out, “I’m coming, babe.” Within seconds, he pushed in deep, removing his fingers—his hips flush against my ass. I felt him shoot jets of his massive, warm load into me. “Oh, fuuuuckk,” he bellowed as he flooded my ass.
Once Mason’s orgasm had eased, he left his softening cock inside me. I didn’t want him to take it out, and I knew once he did, I’d feel abandoned. I wanted to stay joined with him for as long as I could.
He slowly pulled out and bent over me, wrapping his arms around my waist and kissing me between the shoulder blades. He kept a tight hold.
That was the first time I’d ever felt owned by someone. And that someone was my Mason.
Table of Contents
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- Page 27
- Page 28 (Reading here)
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