I did manage to hit an Item Box, but there was a banana peel behind it, and by the time my car recovered, Ashton had crossed the finish line in first place.
“Yes!” he shouted, pumping a fist in the air as I slowly finished my final lap.
“Damn,” I muttered.
My heart was racing again, though for a very different reason this time. It had been a whirlwind of a situation and my mind was still trying to catch up with how I’d ended up in my car in the middle of a thunderstorm with a shirtless Ashton. I was excited and scared, nervous and exhilarated. Part of me was dreading taking my clothes off; another part of me wanted to tell Ashton I was dropping the charade and just getting naked.
A third part of me was insisting I needed to tell Ashton why I was nervous, to explain to him that I’d never been fully naked around anyone before, that I was a virgin, that I’d barely been kissed, let alone anything more. At the same time, a nagging voice in the back of my head that sounded suspiciously like the head of the homeowner’s association said if I told him I was a virgin, he’d want to… well, he might like that more than I wanted him to.
Or he might not. Or he might not even want to go there. He might just want to fool around, or flirt, or… or I didn’t know. What I did know was that, as nervous as I was, I wanted to be there more than I wanted to be anywhere else in the world.
As the stats showed on my screen, I swallowed and put my Switch down on the seat beside me.
“Final rule is still applicable,” Ashton said gently as I wiped my hands on my jeans. “If you want to stop—”
“No way,” I shot back. “I had to let you think there was at least a chance I’d lose a piece of clothing otherwise you’d quit before I got to see the whole package.”
He grinned and leaned back against the door. “Whatever you say, Ramona.”
I stuck my tongue out at him, which made him laugh, then hesitated as I tried to decide between taking off my pants or my shirt. He’d made the comment about hoping I was wearing cute panties, and for some reason, it felt less revealing to sit around in my underwear than it did to sit around in my bra, so I brought my shaking hands to the waistband of my jeans and unbuttoned them.
Removing my pants was awkward. Obviously, part of it was because of all the things that were making me thrilled and nervous. But, from a more practical perspective, we were in a dark, enclosed space surrounded by a raging thunderstorm. I forgot to take my Chucks off, so had to pause with my jeans around my knees to untie them before doing my best to wriggle my pants off the rest of the way without accidentally kicking Ashton. When I finally managed to get them off and onto the rear shelf, my face was bright red, though not from the heat in the car.
“I hate to ask,” he said. “But the pattern on your underwear… is that—”
“Shut up,” I said. “Yes.”
He stifled a laugh. “I love it. Can I see—uh.” He stopped, and I looked up to see his face reddening as he tore his eyes away. “That sounded super weird. Sorry.”
I hesitated for half a heartbeat, then brought my hands to the hem of my t-shirt and lifted it slightly so he could see my panties more clearly. Ashton’s eyes met mine and I saw his throat flex as he swallowed before his eyes flicked downward. For a long time, he stared, and I was starting to think it wasn’t just at the pattern on my underwear.
“I didn’t even know they made Deadpool-themed panties,” he finally said.
“Why not?” I asked. “They capitalize on anything.”
“Yeah, but how many people are seriously buying Deadpool panties that say ‘show me your chimichanga’ on them?”
“You have no idea how long it took me to find these.”
His eyes flicked back up, meeting mine, and the next race was paused as we dissolved into laughter again.
I don’t know whether it was an increased motivation on his part or distraction on mine, but the removal of my pants was apparently what he needed. He picked the next track, of course, and it was only sheer luck that I crossed the finish line seconds before he did.
“I did that on purpose,” he said as he started unbuttoning his jeans. “I didn’t want you to feel uncomfortable sitting around in your underwear by yourself.”
“How chivalrous of you,” I replied.
“I know, right?” He tugged his jeans down and despite my best efforts, I couldn’t help trying to catch a glimpse as he removed them. “Now, it’s only polite that you extend the same courtesy, so if you could go ahead and lose the next race…”
“Not a chance in hell,” I said.
He laughed and said something else, but I completely missed it. I don’t know what it was about Ashton in his boxers, but he was just… unghhh. So unghhh.
My panties were as geeky as I was, but his boxers were fairly plain. I couldn’t really tell what colour they were by the glow of the Switch screens; they weren’t white, but maybe like a very light grey or green or blue. It didn’t really matter, of course, since I wasn’t looking at them for the colour. I was looking at them for the way they clung to his thighs and sat on his hips, for the gentle V line on either side of his stomach that disappeared beneath the waistband. Mostly, I was looking at the bulge in the front. He filled out those boxers nicely.
I blamed the distraction of how good he looked in his boxers for my next loss, even though I had picked the track again. It wasn’t quite so much of an upset that time, but it didn’t matter; he came in first, and if you’re not first, you’re last.
He didn’t say anything as I brought my hands to the hem of my shirt. I could feel his eyes on me as I lifted it, but I didn’t look at him; a single moment might have been enough for me to lose my resolve. Instead, I swallowed, took a deep breath, and pulled it over my head.
Once it was off, I risked a glance at Ashton. I expected his eyes to be glued to my breasts, even though I still had my bra on. I mean, wasn’t that kind of the point? He was putting on a show for me, I was putting on a show for him, and from my admittedly limited experience with men, I was fairly sure that a good percentage of them were pretty much obsessed with tits. And maybe Ashton was too, but I couldn’t tell. He was looking at my face with eyes that were wide and earnest and appreciative in an almost wholesome sort of way. 𝘙𝘦𝘢𝘥𝘨𝘰𝘰𝘥𝘧𝘪𝘤𝘵𝘪𝘰𝘯.𝘤𝘰𝘮
That expression was everything. I couldn’t quite say it banished my nerves, but it filled that spot deep in my stomach with a blooming warmth that made me very glad I still had my panties on, otherwise I would’ve had to find a way to clean my seats the next day. The way he looked at me… well.
It made me very glad that he was the person I was playing this game with.
He held my gaze as I put my shirt on the rear shelf, waiting until I was sure my collarbone was stained pink and my pulse was showing through my skin before finally allowing his eyes to trail down my body.
His throat flexed as he swallowed and his mouth opened just slightly. I could almost feel his gaze as his eyes moved down my neck and to my shoulders, and from my shoulders to my breasts. I let him stare, taking in the softness of my curves and gentle dip of my cleavage as it hinted at something hidden just beneath the pale blue fabric.
“There wasn’t a matching bra,” I finally said, almost apologetically.
His chuckle was almost dry. “This one’s pretty frucking hot, though.”
My laughter must have made my breasts jiggle or something. The light from our screens might have been dim, but it was bright enough that I could see the shadow of movement in the front of his boxers.
Definitely a good choice to keep my panties on.
“Rainbow Road,” he said suddenly.
“What?”
Ashton’s throat flexed again as he met my eye again. “Next track. Rainbow Road.”
“You really want to show me your dick, eh?” I teased, grabbing my Switch.
“Sure, but you’re gonna be showing me your tits first,” he shot back.
“Big talker for someone who’s only won two races.”
“Yeah, well.” His eyes twinkled as he smirked and pressed the button to start the race. “You have no idea how badly I want to see you naked.”
The words sent a rush through me just as a drawn-out rumble of thunder filled the air. I gaped at him a second too long; by the time I recovered, I missed the window for a Turbo Start.
Ashton, on the other hand, didn’t.
The idea of playing another round completely topless, knowing how hard Ashton would have to struggle to keep his eyes off my breasts and on his game, was more distracting than it was motivating. There was an aching sensation in my pelvis that was familiar yet completely brand new. I’d been horny before, obviously. I’d masturbated, I’d fooled around with guys, I knew what being turned on felt like, but I couldn’t say that it had ever felt like that before. It was a gnawing sort of feeling, a hunger, a need for something to be inside me. Somehow, my body just knew it wanted to be filled, even though I’d never experienced it before.
It was the worst track to be distracted on. Rainbow Road was notoriously hard, that much was true, but realistically it wasn’t the hardest, at least in my opinion. It did, however, require a level of attention that I was not capable of in my current state, and that much was obvious when I fell to fifth place. I gritted my teeth, trying not to think about the wetness between my legs or wonder why the idea of sitting topless in front of Ashton was filling me with as much excitement as it was nervousness.
One of the NPC racers passed me and I bit my lip. There was almost no chance I was going to win… but I didn’t have to win.
I just needed Ashton not to come in first.
“Imagine if my mom came out right now,” I said.
He chuckled but didn’t say anything.
“She’d be so pissed,” I continued, drifting around a curve. “But I bet you wouldn’t even notice because you’d be too busy thinking about how I promised to go down on you if she yelled at you.”
His chuckle was slightly strangled that time. “Didn’t think you were one to play dirty.”
“Who, me?” I asked innocently, hitting an Item Box. “What’s so dirty about making you wonder what my boobs look like?”
“Joke’s on you, I was already wondering that.”
“Pale pink and really hard right now.”
Lightning flashed and I saw him shift slightly. “What?”
“My nipples. You know, for your mental image.”
He made a noise that was a groaning sort of cough. “That so?”
“Mm-hmm. And I’d totally take my bra off while I was going down on you.”
“You know, if you were really trying to distract me, you wouldn’t be phrasing it like that,” he said firmly.
I frowned. “What?”
“You’d say you were gonna suck my cock or something. Like, for example, if I was going to pull this same dirty trick on you, I wouldn’t just say I’d go down on you. I’d tell you that I’d bury my face in your pussy and let you pull my hair while I licked every single inch of you, making sure you were properly begging me to play with your clit before I even touched it.”
I fell off the track.
“Asshole,” I whispered as Lakitu dropped me back on the road.
“Yeah, I’d lick that if you wanted me to.”
I was dead last and from what I could tell, he was firmly in first place. I rounded another curve, my panties as soaked as they would have been if I’d been standing outside in the storm. There was no chance, no way at all that I’d win, and save for a miracle, there was no way he wouldn’t come in first. I swallowed hard, mentally preparing myself to strip in front of him, partly thrilled and partly terrified and entirely, completely, totally turned on.
Just as I resigned myself to my fate, something dimmed in the corner of my eye.
“What?” Ashton gasped. “Wh… what?”
I looked at him. Well, sort of. I looked at the spot he was sitting, which was far darker than it had been a few moments earlier when his Switch screen was lighting up his face.
“No,” he breathed. “No way.”
“Your Switch died?” I asked.
“But it’s plugged in!”
I tried not to laugh at the devastation in his voice. I was about to tell him not to be sad, I would show him my tits anyway if he asked nicely and maybe took his boxers off, when I realized what that meant.
“Oh, no,” I whispered, abandoning the race.
I completely forgot that I was just in my panties, otherwise I probably wouldn’t have sandwiched myself between the seats again as I lunged for the keys. It didn’t even cross my mind until I turned the ignition unsuccessfully twice and swore.
“We drained the battery,” I groaned. “Shit. My mom’s going to be a nightmare about this.”
“Uh-huh,” came the somewhat-distracted response from behind me, and that’s when I realized my ass was basically in Ashton’s face.
At least that time I wasn’t stuck on the ice scraper. I crawled as gracefully as I could out from the space between the seats, which was not gracefully at all, and looked at him. Lightning picked that moment to flash again, muted by the filter of fog that clung to the car windows. Brightness hung in the air, flickering slightly as it revealed Ashton hurriedly adjusting the front of his boxers. He looked up, alarmed, and I looked down, enthralled by the sight of something very stiff tenting the fabric.
All at once, the lightning faded, and we were left in the warm darkness all over again.
“Guess that’s that,” he said with a weak laugh.
“Guess so,” I replied.
“Too bad. I was, uh, looking forward to winning that one.”
I licked my lips and glanced down. The screen of my Switch didn’t do much to light the space, but I could still see the vague outline of his erection.
“We could keep playing,” I whispered.
“What?”
“I mean, it’s not like the car is going to get any less dead if we stay out here.” I picked up my Switch. “Mine’s still got some battery left. We just, um, would need to take turns. Change up the rules a bit.”
He raised an eyebrow. “What’re the rules?”
I hadn’t quite thought that far ahead. I glanced down at my screen, watching the racers circle the track.
“Distraction,” I said.
“What?”
I held my Switch out to him. “Distraction. I pick a track, you play the race, I do my best to… distract you while you’re racing. You do your best to come in first.”
He cleared his throat. “What happens if I win?”
“You get to choose what comes off.”
“And if I lose?”
I smirked. “I get to choose.”
He took the Switch carefully. “So how does distraction work? What are the, uh, rules?”
I thought for a moment. “Well, I think touching is okay. As long as the person can still physically play the game.”
He nodded eagerly. “Sounds good.”
“No removing clothes, since that’s… you know. The prize. But…” I cleared my throat, almost feeling lightheaded. “Hands can go under things.”
“Seems fair.”
“And, um… that’s all I can think of.”
“One more,” he said. “Final rule still applies, regardless of who’s driving and who’s, uh, distracting.”
By that point, I wouldn’t have been surprised if my skin was just permanently stained red from all the blushing I’d been doing. “Yeah.”
He smiled. “So, what track am I playing?”
He didn’t complain about my choice, which was good because I picked one at random. As the music signalling the start of the race began to play, Ashton met my eyes one last time. 𝘙𝘦𝘢𝘥𝘨𝘰𝘰𝘥𝘧𝘪𝘤𝘵𝘪𝘰𝘯.𝘤𝘰𝘮
“Good luck,” he teased quietly.
“Keep your luck,” I said. “You’re gonna need it.”
He smirked, then looked down at the screen.
I hadn’t exactly thought of what I was going to do ahead of time. Frankly, the entire thing was an exercise in spontaneity. I don’t know why I suggested continuing to play instead of just jumping into his lap and kissing him. Maybe because it was fun, maybe because I was stalling, maybe because if I did that, I’d have to decide if I wanted to go further, and how far that would be. And maybe, even though I was turned on and Ashton was sweet and respectful and unghhh, I was still feeling uncertain because of a certain nagging voice in the back of my head.
Whatever it was, it didn’t matter. What mattered was that we were there, and we were enjoying ourselves, and it was hot as fuck.
I didn’t move until Ashton had started racing. As soon as he did, I tucked my legs beneath me and nestled closer to him. He shivered almost imperceptibly as I leaned against his arm and our skin touched.
There was no real plan, but his neck seemed like as good a place as any to start. Carefully, so I didn’t jostle him while he was racing, I curled in closer. Just before I pressed my lips to his skin, his breath quickened, and there was a smile on my face as I kissed the spot where his neck met his shoulder.
Aside from the change in breathing, he didn’t react as I nuzzled his neck, flicking my tongue out and tracing a gentle pattern along his collarbone. I almost jumped when the chiming sound that signalled the start of lap two rang out from the Switch and I had barely even touched him.
I was going to have to step up my game.
He very kindly moved his arm as I slipped my hand between us, touching his chest and trailing my fingers down his pecs. He trembled slightly as I ran my hand along his ribs, squirming just enough that it was clear it tickled, and I grinned against his neck before doing it again.
“You are evil,” he groaned, though it was mixed with laughter as he writhed.
“You think that’s evil?” I said, nipping at his neck. “You just wait.”
“Oh no,” he said, but he didn’t sound that unhappy about it.
I traced his ribs lightly one last time before moving my hand to his stomach and walking my fingers lower, and lower, and lower still, until they reached the waistband of his boxers. Ashton’s breath hitched, but seconds later the jingle of the final lap played and the music sped up.
That meant my hand had to speed up, too.
I slipped my fingers beneath the waistband of his boxers. Ashton made a small noise of anticipation as I pushed my hand further, culminating in a soft moan as my hand brushed against his shaft. Those noises made that desperately aching part of me pulse with need, but I ignored it as best I could as I wrapped my fingers around his cock.
He was smooth and delightfully warm against my palm. I relished the way he twitched in my hand, uncontrollable movements that were accompanied by tiny puffs of breath as he tried to focus on the game. I felt his throat flex again as he swallowed and I started moving my hand, slowly at first and then faster. Precum dripped from his tip, thick and sticky and wonderfully slick, and I spread it along his cock as I stroked him.
Just as I started really getting into it, I heard him cross the finish line. He inhaled sharply as I took my hand out of his boxers and moved away from his neck.
“I won,” he said, though he didn’t sound entirely convinced that he had won.
I tried to look dejected, but it was impossible. “What do you choose?”
“Do you seriously need to ask?” he replied, grinning.
“I wanna hear you say it.”
He licked his lips as his eyes flicked down. “Bra off, please.”
“Wow, and so polite.”
He opened his mouth to respond, but nothing came out as I reached behind me and unhooked the clasp. That time, his eyes stayed glued to me as I moved the cups away from my breasts and slid the straps down my arms. I didn’t mind in the slightest; the way his lips were parted and the subtle rise and fall of his chest as he watched sent a spike of desire rocketing through me. Silently, I revealed my breasts to him, entranced by the way he stared like I was made of starstuff and moonlight. It was only when I unceremoniously dropped my bra to the floor of my car that he finally spoke.
“Holy fruck,” he said, and I couldn’t hold back a giggle.
That, more than anything, made any of the nerves I had left vanish. There was no question; he wanted to see my tits. He was turned on because of me. He wanted me, and I wanted him, and I was seconds away from asking if we could just forget about the game when he thrust the Switch towards me.
