Win Some, Lose Some
CHAPTER TWO
STARTED: October 12, 2013
FINISHED: October 20, 2013
It was ten o' clock at night when we finally pulled into the parking lot of the Miami resort we had booked rooms in. If I made it past the first round of racing, which was very likely, I would have to stay for another few days to race again. Because of that, I had insisted on staying in a resort with a pool, a bar, and nearby nightclubs. That way, I could have fun during my stay, and make the most of being in Florida.
"Alright. I'll go check in. You guys can get the luggage," Denny told Gabi and I. He opened the door and hopped out.
I exchanged glances with Gabi before climbing out of the truck myself, her following behind. The ride hadn't been too bad; she had fallen asleep on my shoulder for a while, her hands clutching my arm as if I were her savior, and then she had talked with Denny and It turned out she had a cousin who had been in NASCAR years before an injury ended his career, so she knew all about how the races worked, which I thought was cool. Maybe having her tagging along wouldn't be so bad after all. Besides, she was a girl, and would probably have to share my room with me- making an open opportunity for some fun.
"Let's take this stuff in," I suggested. I had two suitcases while Gabi had a suitcase and a duffel bag. "Then Denny can come get the rest."
"Are you sure?" asked Gabi.
I nodded. "Positive. Now let's go. I wanna get this stuff up to the rooms so I can have a smoke."
...
An hour later, we had all unpacked and gotten settled in, and yes, I got to have my smoke. As I had expected, Gabi was sharing my room with me, along with my clothes and other necessities for the time being. Stripping down to my boxers, I got into the single bed in the middle of the room. I would've gone to a club, but I was too tired at the moment. Instead, I turned on the TV and scrolled through the channels while listening to the sound of the water from the shower that Gabi was running. Finding a sports network, I put the remote down and started to watch.
In a half hour, Gabi emerged from the bathroom, a towel fastened above her breasts and her damp curls hanging over her shoulders. "Could I borrow something to wear to bed?" she asked, shyly chewing her lip at the sight of me clad in only my underwear.
"Go in the drawers and get a t-shirt," I invited. She was petite, so my t-shirt would be more of a nightgown for her.
"Okay." Gabi found a shirt, then returned to the bathroom to change. When she came out again, she carefully got into bed beside me.
"Are you naked under there?" I couldn't help wondering, referring to my shirt that almost reached her knees.
"Shut up," came Gabi's response as she rolled her eyes. "Now is it okay if I sleep here with you, or will you be too tempted to do other stuff with me?'
"Not gonna lie to you, babe. I would love some sex, but I won't bug you for it tonight." I turned off the TV and flipped the light switch beside the bed, rolling over away from Gabi. However, it wasn't long before I felt her body cuddle into mine.
"I just wanna be close," she whispered.
I groaned. "I really want some space here. Unless you're gonna take that shirt off. I wouldn't mind having some boobs touching my skin."
"Do you think of anything but sex?" Gabi questioned. "I've been through a lot these past twenty-four hours and I just want to snuggle up to someone. Have some respect."
Sighing, I flipped back over and held my arms out. I was in no way a fan of cuddles, but hey, at least she would stop talking. Besides, her legs were bare, and I was sure that if I pulled up the bottom of my shirt I'd see her naked ass.
Gabi smiled and nestled into my embrace. "So, tell me. Are you dating anyone?"
"Dating?" I wanted to puke. "I thought you would've figured out- I don't date. I go to clubs, get banged by some hot chicks, then leave in the morning. Why the hell would I get into all that relationship crap?"
"I don't know. I just thought that maybe you had a girlfriend." Gabi shrugged.
"Well you thought wrong. Now go to sleep."
"Wait...Troy." Although it was dark, I knew that Gabi was looking right into my eyes. "I just wanna let you know that you took my innocence last night."
"You were a virgin? No wonder you were so tight. I liked it, though."
"Well the thing is, I was saving myself for marriage...with my boyfriend Scott. We lived together, but we never had sex...he never even saw me completely naked. Last night was the first time for everything. I just thought I'd let you know. Not like you care...I mean, you've slept with lots of girls by the sound of it, and I'm sure you took lots of virginities away before mine." Gabi sounded sad. "But I just thought you deserved to know." She unconsciously traced my abs with her fingers.
I was silent for a minute, not knowing what to say. Eventually, I changed the topic and said, "How about tomorrow I give you some cash and you can go buy some clothes of your own? And anything else you need. I'm not going with you, though, cause I gotta race."
"You just can't carry a serious conversation, can you?"
"No, but I can fuck your sexy ass if you continue to keep me awake. I gotta be at the racetrack by eight tomorrow, so I need sleep." I released Gabi and turned away from her once more, hogging the covers as I did so.
Gabi was quiet for a while before saying, "Troy?"
"What now?" I muttered.
She cuddled close so that she could have some blankets. "Are we...are we friends, or friends with benefits, or just travel buddies?"
"Shut up." I threw a pillow at Gabi's head.
"No seriously, Troy. This is important to me. We're not dating, yet we're sleeping in the same bed and snuggling. Not to mention that you're just in boxers and I'm only in your t-shirt. And we slept together for real last night."
"I share a bed with lots of girls, fuck lots of girls and I always sleep in boxers. It's no big deal, it doesn't mean anything, now go to sleep before you give me an effing headache."
To my relief, Gabi took the pillow I had thrown, got out of bed, and laid on the love seat at the other end of the room, leaving me by myself. Finally able to relax, I closed my eyes and drifted off into a deep, comforting sleep.
...
My phone woke me up at quarter of seven the next morning. Groaning, I rolled out of bed and forced myself into the bathroom for a shower. Or so I thought I could take a shower. It turned out Gabi had run herself a bubble bath, and was sitting in there relaxing.
"Can I join?" I asked with a smirk.
Gabi looked up startled and, blushing bright red, stammered, "I...I...why didn't you fucking knock?"
"Well why are you up so early? It's fucking quarter of seven! Now let me have the bathroom. I gotta get ready."
"I...I couldn't sleep so I came here to relax. And why can't you just use the shower in Denny's room?" Gabi blew a handful of bubbles at me. "Besides, I'm not getting out until you leave. Don't need you catching more eyefuls of my body than you already have."
Suddenly, I had an idea. "Hey, you know how you wanted to talk last night about our status?" I pulled my boxers off and stepped into the tub, leaning over Gabi.
"Troy, please no," Gabi begged, fear growing in her eyes.
"You got two choices. Be a friend with benefits to me-that includes giving sex- or I won't let you stay with me, and you'll be out on the streets alone." I slowly began kissing her neck.
"No...no...just...I..." protested Gabi, pushing me off of her. "I don't wanna be your whore. Now get the hell out."
"You won't be a whore. You'll be a friend with benefits for me." I pulled Gabi on top of me, ignoring her objections. Connecting my lips with hers, my hands cupped her ass, and I felt myself grow hard as her soft breasts met my chest.
"Troy, no. Let me go!" Gabi yanked away from the kiss and backed up, crossing her arms over her chest to keep her modesty. "I don't want any sex." She settled next to me. "I just want you to be a friend I can cuddle with...like cuddling benefits, not sex."
I wrapped an arm around Gabi's shoulders and pushed the bubbles away to look at her crotch.
"Troy, why are you looking at me? I'm not comfortable naked." Gabi started to whimper.
"Well then get comfortable." I traced her dark patch of hair with my finger. "This is really sexy by the way."
Gabi tried to hide her smile as a moan escaped her lips. Since she was caught up in the moment, I had the chance to pry her arms from her chest and get a good look at her boobs. Firm, round, perky, I thought. Perfect.
"I thought you had to get ready for your race," said Gabi.
"Help me wash up," I responded, handing her the bottle of shower gel that was on the side of the tub.
Gabi lathered the soap onto me, making sure to massage my shoulders and back. After she splashed warm water on me to rinse the suds off, she hugged me from behind. "You know, this intimacy is really making me attached to you," she murmured. "First sex, then cuddling in bed half-dressed, now naked in the bath."
"Gabi, I do this with a lot of girls."
"But I don't think of it as just something that happens. I think of it as an attachment. I mean, I want something beyond just getting naked together."
I sat there for a minute, taking in the feeling of Gabi's bare skin on mine. Damn it felt good. Finally, however, I forced myself to get up and climb out of the tub. "You coming?" I asked.
Gabi followed me, and I folded my arms around her. "I think we have time for a little bit of fun before I have to go." Leading her to the bedroom, I crashed my lips onto hers and squeezed her breasts with my hands. She gripped my abs, moans escaping her lips, and moved down to my dick.
"You're so big," she breathed, blushing.
"Play with it," I dared. "I'm a big fan of blow jobs."
Giggling, Gabi pulled my dick into her mouth.
It was then that I was interrupted by the ringing of my phone. My eyes shooting open, I glanced about the room, seeing that Gabi was not naked underneath me and that the tent in my boxers had come from a dream. A motherfucking dream. Fuck, I said to myself, grabbing my phone and answering it.
It was Denny. "Hey, Bolton, are you awake yet? We gotta go in ten minutes."
"Yeah uh...I'll be there. See you." Hanging up, I sprung to the bathroom and stripped my boxers off, slightly disappointed that there was no Gabi in the tub waiting for me. Oh well. I could always go to a club after the day was over and get laid there.
After a shower, shave, and quick towel dry of my hair, I got dressed, left a check for a six hundred dollars for Gabi along with a note telling her to use it for shopping, then ran out the door to meet Denny. However, I still couldn't get that sex dream out of my head.
"Alright, Bolton. Let's get going. Your pit crew is already there." Denny led me out to his truck.
The drive only took five minutes. At the track, I was greeted by several other racers and their coaches, along with my pit crew, who handed me my jacket and helmet.
"Your car is just being unloaded," Denny told me. "Once it's ready, I want you to start warming up."
"Okay," I complied, zipping my jacket.
"By the way, where's your new friend?" asked Denny in a low tone. "You didn't ditch her at some nightclub last night, did you?"
"No, I didn't go to the clubs last night. She was just still sleeping when I had to leave, and she's planning to go shopping for some stuff today. Since she's apparently traveling along with us until she finds somewhere to go."
"Well I want you to be nice and gentlemanly toward her. Which includes laying off your obsession with sex." Denny looked me straight in the eye.
I shrugged off the warning as I saw my car coming around the corner. Getting inside, I fastened my seatbelt and started to drive laps.
...
"Good afternoon, and welcome to the first round of the Miami Sprint!" I heard the announcer say. "The top seven racers will get a chance to move on to round two, and the top three from round two will go to the finals. So let's hear it for number twenty, Joseph Miller, sponsored by Wal-Mart. Number four, Ben Davis, sponsored by Coca-Cola." I tuned out the rest of the names until mine was reached. "And finally, we have our rookie, number fourteen, Troy Bolton, sponsored by Budweiser."
I threw my hands up, basking in the applause of the audience.
"And now, I will ask everyone to rise while we sing the National Anthem."
The crowd stood up, and a man came out to lead the singing of the Anthem. When it was over, the other racers and I got into our cars.
"Alright. This will be a hundred lap race. I will ask all the racers to start their engines and wait for the signal to go."
The arena was filled with the sound of running motors.
"Ready...set..." A horn blasted, and we were off.
Focus, I said to myself, stepping on the gas.
Just five minutes into the race, I felt one of my tires go down. "Denny, get the pit crew ready," I said. "I'm down," I announced over my walkie-talkie.
"Okay. Bring it on in," Denny replied.
"Bolton, number fourteen, is down with a flat," the announcer spoke. "Gaines, number eighty, is in the lead, closely followed by Darren, number forty-six. Both of them are heading into their tenth lap."
I pulled my car into my designated pit and waited rather impatiently for my tire to be changed. Once done, I zoomed back onto the track, determined to regain the time I had lost.
...
The race was coming to a close. I was currently in fifth place, and hoped to keep it that way, if not get ahead. There had just been a mishap between two racers, causing damage to their cars. Because of that, they had dropped out, which I was kind of happy about because it meant a bigger chance of victory for me.
"It's coming down to the last three laps," the announcer shouted. "Miller, number twenty, in the lead, followed by Gaines, Holbrook, Darren, and the rookie Bolton."
I can do this. I slammed hard on the gas, causing me to speed ahead of the racer in front of me.
"We are at the end! Here come our top seven, the ones who will make it to the second round. Miller, Gaines, Landon, Bolton, Samuels, Darren, and Holbrook. Let's hear it for them!"
Fourth place. Not bad. I pulled my car to a halt and got out to high five Denny.
"Great work out there, Bolton!" he told me. "You really killed it."
As usual, I was instantly surrounded by a group of news reporters who wanted to hear how it was for me to be a rookie with yet another accomplishment.
"It's great. I love it, I love racing, and I can definitely see myself continuing this for many years to come. So other guys better watch out," I responded.
The reporters, satisfied with my answer, moved on to the next racer.
"Alright, you ready?" Denny queried. "We'll get your car loaded up, check your supplies in the pit, and then head back to the hotel. It's past dinnertime by now."
"Okay." For the first time, I realized that my stomach felt empty, as I hadn't eaten anything all day. Then, after that, I remembered Gabi, and the sex dream I had dreamt about her. Suddenly, I became anxious to see her, and hurried through all my tasks so I could get to the hotel.
...
"Hey, what's up?' I asked as I walked into the room. Gabi was sitting on the bed watching what appeared to be a chick flick.
"Hey. I'm surprised you actually showed up after kicking me out of bed last night." She sounded pissed.
"I did not kick you out of bed. You chose to get out. And don't give me crap right now. I had a long day, I'm hungry, I need a shower, and I want some pussy. Probably gonna find a club tonight if you aren't up for it. Oh and shit, I need a smoke, too."
"Troy, do you think of anything besides sex?"
I plopped down on the bed beside Gabi. "I'm a guy, what do you expect? Besides, I had a hot dream about you last night." I pulled into a sitting position and wrapped an arm around her. "What happened was I woke up, went into the bathroom for a shower, and you were having a bath in the tub. I got in with you and touched you a little, then you got aroused and washed my back and shoulders and pressed your skin against me for a while. Then we got out and you gave me a blow job in bed."
"Well you can keep that in your dreams," Gabi said, blushing and looking away. "I just want you a friend, where all we do is cuddle and talk and spend time together. Like a cute guy/girl friendship." She looked back at me.
"Well if you want to come to the club with me tonight, you're welcome. Now I'm gonna have a cigarette, find something to eat, then shower." With that, I got off the bed, grabbed my cigarette box and lighter, and went out the door. When I returned, Gabi was taking a slice of pizza from the microwave.
"Here you go," she said, handing it to me. "I got some pizza for lunch and there were leftovers. So I decided to give you some."
"Thanks." I took the pizza and sat on the love seat Gabi had slept on the night before and took a hungry bite of pizza.
"So how was your race?" asked Gabi, sitting beside me.
"Good. I'm moving on to the second round." I bit into my pizza again.
"Congratulations!" Gabi exclaimed. "That must be so exciting. I remember when that would happen to my cousin. He was always so happy."
"It is exciting," I smiled and finished off my pizza.
"Also, I wanted to thank you for letting me buy some stuff today. I really appreciate it." Gabi leaned over and gave me a hug. "And just for letting me stay here with you. I couldn't express my thanks enough for that." She rested her head on my shoulder.
Hugging her back, I took in the sweet scent of her perfume. Girls that smelled good were always attractive to me.
"Are you sure you wouldn't want to have a night in instead of going to a club?" Gabi suggested, letting go and leaning against my side. "We could have some light alcohol, like a wine, and watch movies."
"I don't know...I really wanna get laid."
"But I'll give you a back massage. I took classes in massage therapy in college, so I promise I'd do a real good job. And we can snuggle."
"How old are you?" I asked suddenly.
"Twenty-three. And you?"
"Twenty-four." I paused. "But anyway, thanks for the offer, but if still think I'm gonna go to the club. I need some shots."
"Do you enjoy hangovers?"
"No, but it's all worth it. Now let me go shower and get ready." Standing up, I headed into the bathroom, purposefully leaving the door open a crack, and started the water.
...
It was six in the morning when I walked back into my hotel room after a night at the club, my head throbbing. I had drunk eight tequila shots, a vodka, and a beer, and fucked a blonde chick with big boobs. It had been a blast.
Stripping down to boxers, I climbed into bed beside Gabi, who was moving about in her sleep. "It's just me," I assured.
Gabi's eyelids fluttered open. "Hey. How was the club?"
"Amazing. I'm tired from it, though."
"Well try to rest. Care if I cuddle up to you a little?"
I groaned. Although the girl I'd fucked had been sexy, she had clung to me in her sleep the entire time we were napping after our fun. The last thing I wanted to do was be next to a girl. However, on the other hand, Gabi smelled pretty, and I'd get to feel her arms on my bare skin. "Go ahead," I finally consented.
Gabi moved close, tucked the blankets around both of us, and put her head on my chest, her hands touching my abs. As I hugged her, I felt her legs tangle with mine.
"Sleep well," murmured Gabi, closing her eyes.
Moaning in pain from my hangover, I, too, let my eyelids droop. I didn't remember anything else until the morning, when Gabi was standing beside me with a cup of hot coffee.
"Good morning," she greeted.
"Hey, you left me in bed alone," I complained, sitting up, taking the coffee, and patting the spot beside me.
"What's the problem, do you like my cuddles?" Gabi sat next to me.
"You smell sexy," I murmured.
Blushing, Gabi gently held my arm. "Do you always just wear boxers to bed?"
I nodded. "Why, is there a problem with that?"
"Not necessarily. It's just surprising you're doing that in front of me considering we're not together or anything."
"Well, I guess I'm just comfortable with myself." I took a sip of coffee. "And I do think I'm pretty hot to be honest."
Again, Gabi blushed. It was a minute before she spoke again. "You're a guy," she began. "Can you explain to me why my boyfriend just abandoned me at the club and won't answer my calls or texts and won't call or text me?" She sounded sad. "We'd been together for years, and I thought he loved me."
"Some guys get sick of the same girl after a while. I know I do."
"But Troy..." Sighing, Gabi shut her eyes. "Never mind, you don't get it either." A tear fell from her eye.
"Hey, now don't start crying. I don't handle crying chicks very well." Putting my coffee down on the bedside table, I shifted away from Gabi and moved into a sleeping position. However, she only moved closer and held onto me as if her life depended on it.
"I need you to help me," she pleaded, now sobbing. "You're pretty much all I have." I felt her hot tears hit my bare back.
"Listen, I still have a headache from last night. I don't need you to effing add to it. Now I'm gonna go have a smoke." I stood up and hurriedly pulled on a t-shirt along with a pair of jeans. Then, I grabbed my cigarettes and lighter and headed outside. Upon returning, I saw that Gabi was still on the bed crying, so I, not wanting to deal with that, shut myself in the bathroom, stripped down, and got into the shower.
Ten minutes later, I opened the door, a towel around my waist, only to be met with a scream. Gabi had evidentially been in the middle of changing, as she was dressed only in a pair of skinny jeans and a lacy bra.
"Hey, I saw you in less than that the other night," I smirked, eyeing her body. It was then I noticed she had a tanned, toned tummy, and that her belly button was pierced. "Nice piercing by the way." Winking, I pulled a pair of boxers from a dresser drawer and undid my towel.
Gabi quickly pulled her shirt on and blushed at the sight of my hardened dick. As I put my boxers on, she said, "I er...I'm going out for a while now." However, when she went to walk past me, I stopped her by holding her waist, feeling her curves with my fingers.
"Wait, is that movie and massage still good?" I questioned.
Gabi blushed again. "I really wanna go out. You said no last night, I'm not gonna handle this wishy-washy attitude. Not go mention the way you treated me this morning. Either you like me or you don't. Either we're friends, friends with benefits, enemies...I don't even know. ust make up your fucking mind. I'm just-"
Tired of listening to her rant, I kissed her lips. Hard.
She stared at me for a minute, stunned. "What?"
"Join me in bed."
"Excuse me?"
"Don't lie to me. You know you enjoyed what happened the other night, and besides, your 'virgin till marriage' deal is already broken. What more is there to lose?"
Gabi tried not to smile as I rested my hand on her ass.
"Just fuck me," I whispered, my breath warm on her ear.
A moan escaped Gabi's lips, and together we stumbled over to the bed.