Sweet

16. Will

Chapter sixteen

Will

S unday, Sunday , Sunday . I can still remember the announcer in a commercial booming that day to burn the event in our brain. Can’t remember the event, but mentally I’m replaying the voice clip while I walk over to Bailey’s stall. Sunday, Sunday, Sunday. Most important day of the week for me. As soon as his eyes land on me, a smile blossoms across his face. Instead of waiting for him to come ask for help, I take some initiative and show up ready to help him unload. Only, I’m thinking of a different kind of load I’d love to help him with. He’s wearing my hoodie and I about double over like a horny teenager swooning at their crush.

“That’s a very nice hoodie you have there,” I tease.

“Thanks, this guy I really like gave it to me.” Bailey smiles even wider and my legs almost melt away.

“Oh, he gave it to you?”

Bailey shrugs. “Loaned, then. He can have it back when I’m done with it.”

“So, never.”

“Now, I wouldn’t steal your work apparel, tempting as it may be. It was fricken’ freezing this morning, and this made the perfect top layer.” Then he lifts it away from his chest before releasing it. “Plenty of room.”

“Keep it as long as you need. I have another, as you can see.”

Bailey nods and turns to his truck, climbing into the back as always. I’m done helping him in record time, which is amazing because I’m fairly certain my hands are shaking and not from the chilly morning air. Since I saw him last, I’ve decided to ask Bailey out. I need to see where this is headed. I am still fully committed to something with Cas, but that possibility becoming more real has only made me want to do this even more. My window of opportunity is closing and I need to take my chance at getting Bailey out of my system while I still can.

“Hey, so, I wanted to ask you something.” I stuff my hands in my front pocket, warming my fingers and hiding my nerves. “Do you… maybe… would you…”

Bailey watches me intently but he lets me struggle through my broken sentence, and if I didn’t know any better, I’d say he enjoys it, too.

“Would you maybe want to go out tonight?”

“Out? Where?”

“Ah… my place? Or yours.”

Bailey considers this way too long for my liking, with a terrifyingly neutral expression.

“Or anywhere you want, really.”

“What are we doing while we’re out ?” And he’s smiling again. Phew.

“We can do something… normal.”

Bailey erupts into laughter. “Then you better pick the activity.”

“Okay.” I take a deep breath. “Dinner and a movie are very standard and very normal.”

“So, basically, a date,” he concludes.

“Yeah, I guess, but I’m okay with us going as friends, too. I meant it when I said I wanted to spend some time with you just hanging out.”

His lips roll inward while he considers this, but his eyes lift to mine with the sweetest expression, all longing and innocence and—he is so lucky we are in public right now.

“Sounds good to me.” Bailey’s cheeks flush before he flicks his eyes down again. “I’d say text me, but I don’t even have your number.”

“Shit. Right, of course.” I pull my phone out and offer it to him. Bailey quickly types his number, and I save his contact then text him so he has my number, too.

“Well, I should…” Bailey gestures at his inventory.

“Of course. I’ll see you tonight.”

With that I speed walk back to our stand, which is not very far. I’m not sure how long Jess has been watching, but he’s standing stock still and glaring right at Bailey. He’s still staring even when I walk right up to him and his hands clench into fists at his sides.

“Care to explain?”

“He’s taking me out to dinner tonight,” I say with a shrug.

Hissing like a cobra really is only an expression, but damn if Jess doesn’t come as close as I’ve ever heard when he releases a sigh. “Why?”

“To thank me. His car broke down right on the main road near the farm, so I waited for the tow truck with him and gave him a ride home.”

“And somehow that involved you leaving your clothes with him?”

“It was cold, and he had been waiting outside a while.” I shrug again.

Jess furrows his brow, fighting between my sensible excuses and his emotions. “So why wear it now?”

Because he wanted me to see him in it. The guy knows what he’s doing, and he goes about it the sweetest ways possible. Of course, I cannot say this to Jess.

“He probably wanted to make sure he didn’t forget to bring it, then threw it on over his sweater this morning. I don’t really know, but I don’t really care, either.”

Jess huffs and his eyes dip to the ground. He’s out of ammo and not a great shot against someone who spends every waking moment serpentining his way around conversations.

“Hey, so, I was thinking. We both have Monday off. We should do something fun. It’s opening day for the fair, and it won’t be too busy in the morning while most people are at work.” Then I tilt his chin up so he can see my gaze fixed intently on him.

“What would we do?” His attempt to play coy doesn’t have the same effect as when Bailey does it. With Jess, I always know what he wants and what he wants to hear. Mostly because Jess wears his heart on his sleeve, and it’s the best and worst thing about him. Bailey still keeps me on my toes and I fucking love it.

“We could get some fair food, visit the beer garden, maybe even check out the 4H building and the midway.”

“How about rides?”

I lean in so close my lips brush his ear. “You’ll have to wait until after for the ride.”

Jess looks back up at me, his eyes hooded with lust. He licks his lips while he stares at my mouth. Just like that, he’s too busy thinking of sex to be mad. Too easy.

Later that night, I’m in my car and back in front of the wrong house to pick up Bailey, who’s waiting at the end of the driveway. I’m not sure if I should be impressed to see him so committed to the lie or questioning his sanity. Who am I kidding? The fact that I even know this isn’t where he actually lives is a testament to my loose grip.

Bailey climbs right in and shuts the car door, and I find it hard to tear my eyes away. I can’t get over how good he looks, no matter what he wears, no matter what he’s doing, and no matter the lighting. I’ve never met anyone else like that.

“Okay, I have a proposition for you,” I say before I throw my car back in drive.

“We haven’t even had dinner and you’re already propositioning me?” Bailey smiles and I am starting to really enjoy him teasing me.

“We can get dinner. Anywhere you want in the surrounding area. And we can see a movie at the cinema in the next town over either before or after. I checked and they’re doing showings past ten tonight, so we have plenty of time.”

“Okay…” Bailey says.

“Or, and I have a feeling you may object to this, you can take a chance and let me surprise you.”

Bailey raises a brow. “This feels like a bait and switch.”

“Still dinner and a movie, honest. All I’ll tell you is we’re likely going to be out late and it’s much farther than the triplex is.”

“Bigger one with more options?”

“No.”

“One of those fancy theaters with leather couches and a liquor license?”

“Still no, but we can do that next time because I didn’t even know those existed.”

“Next time?” Bailey smirks at me but continues before I can respond. “Okay, I’ll take the chance.”

“Excellent,” I say, pulling into the street and heading in the opposite direction.

We are in the car for longer than I want, considering this is a date, but it is so worth it to see the sheer confusion on his face while he gazes at the neon restaurant sign when I come to a stop and park. “Wow, Will, you really know how to make a guy feel special.”

His hesitancy isn’t unwarranted since the place isn’t much to look at from the outside. Chipping, off-white paint on a squat building that could just as easily be a laundromat as it could be a place to eat, with nothing particularly memorable or even exceptional to inspire someone to stop and check the place out. A true hole-in-the-wall, yet also a hidden gem.

“I don’t fault you for failing to recognize such refined cuisine, but you will thank me later.”

Bailey snorts.

“Do you have food allergies or diet limitations or anything?”

“No?”

“Excellent,” I say with wicked laughter. Then I lean in to peck his cheek. “You stay here.”

“I don’t even get to come in?”

“Nope,” I say with a wide grin. “This is part of the surprise.”

“Okay,” he sighs.

He doesn’t have to wait for me long, since someone as cultured as myself is familiar with the menu and I know exactly what I wish to get in order for him to have the full experience. I’m back within minutes and I leave the folded bag in the backseat before pulling out of the parking lot.

“I see. You’re going to make me smell it the rest of the ride as punishment for questioning you,” Bailey says.

“Baby, if I wanted to torture you, it wouldn’t be with food.” I turn to smile at him before looking back at the road, not even pausing to watch his reaction. “Besides, we’re less than ten minutes from our final destination. And I’m going to make you close your eyes at the five-minute mark.”

“You’re too good at this secretive stuff,” he chuckles.

“No, this is called surprising someone, and it’s supposed to be fun,” I laugh with him.

“Yeah,” Bailey says with a heavy exhale. I’m not watching him while driving, but his voice sounds different. “I’m not so good with that.”

“I may have noticed.”

“Is it disappointing?” When I don’t readily respond, he adds, “With me being so friendly most of the time, some people get put-off. Even offended. It’s not personal though, I’m just…”

“It’s okay,” I say when he goes too long without finishing.

“It’s not you, but it’s you.” He groans. “That sounds awful.”

“Not judging. Go ahead and try again.”

Bailey takes a deep breath. “I like you a lot. And I’m a bit… guarded… so even admitting that much is a huge deal for me. It’s nothing you’ve done but… how I respond is because of you… and how much I like you.”

This man, I swear. He’s so sweet he could make a nun weep. “My turn.” With a steadying exhale, I collect my thoughts. “I have to ask. Is this like a trauma thing? Yes or no is sufficient, I don’t need details.”

“It doesn’t really matter how I got this way.”

“In that case, all you need to know is I like you a lot, too. And at the very least, I’d like us to be friends. You set the pace and go ahead and yell at me if I’m skirting a boundary, okay?”

“Okay,” he mumbles.

“Now close your eyes.” And I look over to confirm he has. “We’re almost there.”

I take the turnoff, and the car jostles a bit while we drive across the lawn to an available space. We got here early enough that there are plenty of great spots available. After parking the car, I say, “Go ahead and take a peek.”

“Oh my god,” Bailey exclaims. And the smile… not the Bailey smile. Not the shining and sweet expression I’ve seen so much. He’s so shocked, he doesn’t take the time to filter his reaction. His lips curve, but his mouth hangs open even as he turns to me. “I’ve always wanted to go to a drive-in.”

“Excellent. Because I’ve got a 1950s date night at the drive-in theme going here.” I reach into the back and grab the bag, still nice and hot, and lay the options out on the dash. “We’ve got a split grilled hotdog, cheeseburger, hamburger, and grilled cheese. Oh, and this entire bag is fries for sharing.”

“Quite the variety,” he chuckles.

“Anything for you, baby. I got you the entire menu,” I chuckle with him. “However, what they lack in variety, I promise they make up for in taste.”

“And I can just pick whatever?”

“Yeah… that’s kinda the point of me buying one of everything.”

“What if I want it all?”

“You’re going to eat all this yourself?” And I really can’t tell if he’s teasing or not.

“Yup.” He smiles.

“Then I’ll happily eat some concessions instead. This place sells popcorn and plenty of other snacks. A wide variety of drinks, too.”

Bailey goes for the hamburger first and unfolds the tinfoil. “What are we seeing?”

“Double feature. Rom-com first, then a horror flick. But we can leave before the second if you want.”

The sun has already set, and the first movie should start in fifteen minutes or less. I have no idea why I assume Bailey won’t like scary movies, but very few people have a neutral opinion of horror and he doesn’t strike me as a fan. Then again, the idea of him curling into me to hide appeals to me way too much.

Bailey takes his first bite, and he hums from the sheer deliciousness of his burger. That’s the entire reason I chose the place—I felt certain he’d like it. Turns out all that creeping on his social media paid off some.

“Worth being surprised, huh?” I tease.

He nods along, happily chewing. And I have to say, seeing him so content right now makes the entire evening for me. While chewing the last bite, he looks at the rest of the food set on the dash. “What’s your favorite thing to get from there?”

“Trying to decide what to eat next?”

Bailey cackles and nods while rolling the empty wrapper into a ball.

“Cheeseburger.”

He shifts that closer to him. “Second favorite?”

“Grilled cheese.”

He steals that next and looks at what’s left. “That leaves the hot dog.”

“I will gladly eat the hot dog. Honestly, the whole menu is good.”

“And I’m about to figure out how true that is since I will be eating all of this.” He steals the hot dog, too. “Starting with the cheeseburger.”

“You go right ahead.”

Bailey smiles again, and I recognize the smirk of being very pleased with himself. He picks up the cheeseburger and teases it closer to me again.

“You really can have it.”

“Oh, I know. My turn to torment you.” He makes a show of unwrapping it slowly and inhaling.

“Stuff yourself, if that’s what makes you happy.”

“Normally, it doesn’t.” He hands over the unwrapped cheeseburger and smiles so sweetly. Bless him, the innuendo went right over his head. And I continue to think this while he lovingly watches me take the first bite of my burger before leaning even closer and flicking his eyes up at me again. “I might like it if you do it, though.”

He’s trying to kill me. Either I will be the first man to die from sexual frustration, or he intended me to choke on that bite of burger. And that smile—nothing short of wicked now. This is exactly how Bailey keeps me on my toes. I have no doubt he knows exactly what he’s doing, but for the first time, I’m struggling to keep up with someone… and I fucking love it.

Good thing we both thought to unbuckle shortly after parking, because the only thing in my way now is the center console, which I slam up so fast, I just may break it. The screen has begun playing ads, and it illuminates him just enough that I can watch Bailey’s eyes widen when I grab hold of him. He panics at first, struggling in my grasp before freezing and going limp while I drag him closer to me. We’re almost nose to nose yet his eyes, dilated in the low light, stay fixed on me.

“Bailey,” I whisper. “Take a breath, baby.”

He does exactly that, and once again, he sounds more aroused than anything else when I comb a hand through his curls.

“I want to stuff my cock in you and make you sit on it the whole movie.” When my hand glides down his back to grab his ass, his hips reflexively swing away from my touch but against my body more. Once pressed even closer to me, I can feel his cock harden through his pants. “Think you can do that for me?”

Bailey doesn’t say anything. He only takes another deep breath and drops his hands to start undoing my pants. Maybe I should’ve seen this coming, given how much he loves to tease, but I had him pegged for the indecisive and squirmy type. After all, he literally squirms whenever I try to touch him. My brain can’t quite process what’s happening and I’m waiting for the moment when I call his bluff and he rescinds. He doesn’t. He yanks my pants down just enough for my cock to spring out, then flicks his eyes back to me.

And this is exactly why I keep a bottle of lube in my car. Don’t judge me. After I move my seat all the way back and recline more, we both shift around in the limited space. I end up scooping an arm under his knees and I ease his jeans down just enough to stroke a finger between his cheeks while he’s in my lap. Bailey’s back leans more into my chest while his breaths come quicker.

“Relax, baby,” I whisper in his ear. “We have so much time to kill.”

Now, when it comes to sex, going slow is not at all something I enjoy. Unless I’m doing that specifically to torment someone, which is the case right now. The coming attractions begin, but I don’t think Bailey even has his eyes open. So I take my time with him, stroking his hole with more and more lube until I can ease a finger in. And another. And another. I spend so long on fingering him, I have to pause a few times to stroke my cock for the slightest bit of relief. By the time the opening credits of the first movie finish, I’m dripping precum and ready to start.

“I’m not going to thrust,” I say, unsure if I’m trying to promise him or to remind myself.

Bailey nods in acknowledgement, so I insert the tip of my cock and lower him onto me, easing deeper inch by inch. What feels like an eternity later, I’m all the way in and encased by his warmth. Bailey throws his head back, and I kiss the length of his neck hard enough to leave marks. His breathing picks up again, so I speak right against his skin.

“Watch the movie.”

As the minutes tick by, my cock starts to soften intermittently until the slightest jolt from Bailey wakes it back up. Really, I can and will stay like this the entire time, until he’s either begging me to fuck him or at least get him to come. Even though he struggles to relax, his squirming feels so fucking good.

By the time we’re halfway through the movie, I’ve stroked and sucked about every inch of him in reach, while he basks in my undivided attention. I’ve been working up to his cock, and I’m on the edge of my seat while I wait for the sound of frustrated pleasure. The second my hand’s close to his balls, Bailey throws his hips back and I almost lose it between the sudden movement and the pitiful whine he lets out. I circle my hand to the inside of his thighs instead, and after a few seconds of feeling his skin shake before I try a second time, he slams his legs shut and jerks back again.

“Bailey.” I drag his name out. “Sit still, baby.”

“Or what?”

“Or I’ll clamp down so hard on your floppy little cock you won’t be getting off at all tonight.” I slide my hands over the tops of his thighs, savoring the shudder the closer I move to the inside of his legs to pry them apart. “You’re so tight that I’m going to come just from you wiggling around.”

“Good,” he huffs.

What?

Bailey grinds in my lap, slowly yet purposefully, and it feels so fucking amazing. My fingers dig into the flesh of his thighs, but his soft whimpering only makes it all the better for me. What the actual fuck.

“Bailey, I mean it. I’ll edge you all fucking night and never let you come.”

“I don’t want to come.” And he jerks his hips back while he softly pants. “I want you to come.”

Oh, fuck. I may do just that if he keeps it up. He anticipates my hands moving and wraps his around my wrists, pinning my arms down at my side with ease. Oh, fuck. Don’t get me wrong, him holding me in place while he grinds on my cock feels amazing, but I’m not sure if it’s enough—which means he succeeds in teasing me, again. Finally, I can’t hold back the moan building in me and Bailey decides to release me. My hands seek out skin again and he turns his neck as best he can to find my lips and steal a kiss before separating our mouths with a wet smack.

“Make that sound for me again.” And in case he doesn’t know which one, I knead the tops of his thighs.

He does, and it’s perfect. The whimper of frustration and pleasure, only not the sound of someone whining to get off but begging for the pleasure to stop. My hands creep to his hips, pushing myself deeper and rocking him harder. When his hands fly up to stifle the sound that he makes—something that sounds dangerously close to a sob—I fucking lose it. I became semi-aware of myself doing my Bailey, Bailey, Bailey chant in his ear until his body clenches like a fist—and he’d love nothing more than to slug me for getting him so close to coming on my cock.

“Come for me,” I rumble in his ear.

And he has the audacity to shake his head. I fucking love it.

“Yes, baby.” I nip at his neck until his breathing becomes uneven and curve my fingers down the perfect slope of his hips and stomach. Bailey slams backward into me while my fingers curl and uncurl to stroke the trail of hair leading to what I want most. “Do it for me.”

Bailey muffles himself so much all that escapes is a groan, but the rest is unmistakable. His back arches just like last time and he throws his head back more while he leans into me with twitching muscles. I’m really not so sure I’ve ever made anyone come so hard, and his continued whimpering while he literally rides out the pleasure milks every drop out of my cock. I may even forget how to breathe for a moment in favor of coming with him instead.

Fuck. With a deep sigh, I kiss his neck one more time. “That was so fucking good. Have you ever gotten fucked that good in your life?”

Bailey shakes his head and pants, “I’ve never bottomed.”

“Are all the bottoms fleeing to the city or something? Because there is a distinct shortage in an already limited pool of options out here.”

Bailey snorts a laugh but says nothing more on the subject. Then the end credits for the first movie begin to roll.