title: it's nights like these
author:
cosquillapairing: cliff lee/roy halladay JUDGE ME
rating: nc-17
disclaimer: so untrue it actually hurts
word count: 1,445
summary: he's been waiting for so long. in which roy takes cliff's gay virginity.
---
His phone buzzes in the middle of the night. He’s cocooned into his down comforter and he’s warm and so reluctant to get out of bed to answer it, but he knows that if anyone is stupid enough to call him at this hour, it must be important.
He barely mumbles a “Hello?” into his phone and for a moment he considers just hanging up and going back to sleep.
“Roy, it’s me. It’s Cliff. I. I um. I need you to come over.” And just like that he’s awake because Jesus, if something happened to Cliff…
“Are you in trouble? I’ll pick you up, stay where you are. Where are you, Cliff?”
“I - I’m fine, Roy. I just. I think I’m ready.” It’s silent. So silent that Roy almost forgets that he’s even on the phone, in the middle of a conversation. His head feels like and there are swirls of colors painted on the insides of his eyelids. He sucks in a breath and pinches the bridge of his nose.
“Are you sure, Cliff? Right now?” he’s shaking and short of breath and. And he’s so relieved because he’s finally done waiting.
“Yes. I’m ready.”
Roy is out the door before he’s got his hoodie over his head -- he doesn’t even bother putting a t-shirt on - and he shoves his phone down into his pocket along with his wallet and his keys are clutched in his hand.
---
He drives slowly at first because it’s 3 o’clock and there are probably cops everywhere but after thinking for a moment he realizes ‘Hey, I’m Roy Halladay and I’m about to go take my best friend and team mate’s virginity. So fuck it.’ And he floors it.
When he gets to Cliff’s house he wipes his sweaty palms on his thighs and fixes his hair in the mirror because he looks like he just crawled out of bed.
He knocks on the door lightly one time and Cliff practically throws it open and they stare for a moment, not talking, not moving.
Cliff steps down onto his porch and closes the distance between them, pressing his lips to Roy’s, and Roy is so taken aback at this newfound passion that Cliff has uncovered, because Cliff never would have been the one to initiate a kiss before now, but God, he loves it, and he kisses him back, hard and long and lets his hands linger around Cliff’s hips.
“Inside,” Cliff mumbles and he steps backwards, almost tripping on the small step but Roy is there and he steadies him. They go inside together and Roy’s barely closed the door behind him when Cliff is on him, palms on each of his shoulders, shoving him backwards so he’s standing stark against Cliff’s front door. Cliff jumps and wraps his legs around Roy’s waist and Roy barely has enough time to react but he does, catching Cliff, with his hands under Cliff’s ass. He almost loses his balance but he manages to stay on his feet with Cliff cradled in his arms. Cliff’s lips don’t leave his as he makes his way to the stairs, because Cliff doesn’t have to tell him that his bedroom is up there - second door on the left.
He walks to bed and leans to let Cliff sit on the edge. Cliff grasps Roy’s arm and stares at him. “I love you.”
Roy kisses his forehead and then his cheeks and trails down his jawline to his neck. “I love you, too. You don’t have to do this, Cliff. I will still love you if you don’t want to have sex with me.”
“No, Roy,” Cliff sucks in a breath, “I’m ready.”
“Okay,” Roy’s hand is resting on Cliff’s thigh and he rubs a small circle there with his thumb. “Take your jeans off.”
Roy stands and pulls a condom out of his wallet, and a crinkled tube of lube that’s stuck in there as well. He internally screams because, God Roy, you’re going to need more lube than that if you don’t want to hurt the poor boy.
He shakes the thought and pulls his own jeans off, as well as his sweatshirt. He kneels on the bed next to where Cliff is laying. Leaning in and planting a kiss on his cheek, he lets his hand rest over the bulge in Cliff’s pants. He kisses Cliff a few more times before moving the elastic band down, and completely covering Cliff with one hand and jerking him slow a few times.
Cliff’s breath is catching in his throat and he’s squeezing his eyes shut so hard that there are little white stars dancing across the inside of his eyelids.
“Roy,” his breath tight and quick, “Just do it.”
“Okay, okay. I just want to make this as enjoyable as possible for both of us.” He kisses Cliff one last time on the lips, before sliding his own boxers off and rolling the condom on. He drips a generous amount of lube on and then puts a few drops on his index and middle fingers. He takes Cliff’s boxers off all the way and runs a finger over Cliff’s perfectly pink hole. He hears Cliff suck in another breath and he takes it as an okay to go ahead.
Sliding one finger in to begin, he takes it slow to let Cliff adjust to the new feeling. He adds another finger, and then another, making sure Cliff is entirely stretched and lubricated before removing his fingers all together. He lifts Cliff’s legs over his thighs and lets them hang there, so he’s positioned right between them and in the perfect place to enter Cliff. He jerks himself a few times to ensure that he’s ready as well.
“I want you to be one hundred percent sure you’re ready, Cliff. This can wait.” Roy says again because he’s still not sure what prompted this middle-of-the-night rendezvous.
Cliff’s eyes fly open in an instant and Roy can see his pupils, dilated in the dark night, and Cliff nods once.
“I want this more than I’ve ever wanted anything. More than I want baseball.”
“Don’t say that,” Roy mutters, letting the tip of his now pulsing dick rest at Cliff’s opening.
Cliff moves his hips so he can reach Roy’s dick. He wraps a fist around it and pushes it into himself, groaning at the feeling, and God he can’t even stand this because he finally, finally, has Roy inside of him and everything feels like its okay again.
Roy doesn’t move for a moment, just lets the white heat of the moment blind him and sear his insides.
He feels Cliff relax around him so he leans in and kisses him and right at that same moment he pushes himself in all the way and Cliff wants to scream but Roy’s lips are there and it makes him feel calm and excited all at the same time.
Roy pulls out and enters again, slowly, and then he does it again, and again, all the while his lips are on Cliff’s.
Roy starts to move faster and Cliff doesn’t think he can stay conscious much longer, let alone go without coming all over Roy after an embarrassingly short amount of time. He puts his hands on Roy’s bare shoulders and his nails dig crescent moons into his pale skin.
“I’m gonna come, Roy, my fucking God,” Cliff stumbles over his words, and his eyes meet Roy’s in the dark and he can’t handle it any more, his head falls back and Roy makes a perfect fist around his dick and jerks him a few times before he comes in thick spurts all over himself, and Roy’s hand.
---
Cliff shifts awkwardly to reach his bedside table when his alarm goes off at 8:00 the next morning. He regrets doing it as soon as he’s sitting up, because a throbbing pain shoots through his body, and his insides ache and his body feels like it’s been abused. He groans and that wakes Roy, who somehow managed to curl his entire body around Cliff’s. Neither of them has clothing on.
Roy uses his hands to shield his eyes from the sun pouring in through the window.
“What time is it?” he grumbles, because he knows that it is way too early to be awake.
“It’s 8,” Cliff says, rubbing a hand over his freckled shoulder. “Go back to sleep.” He kisses Roy’s cheek and lies back between Roy’s arms and the broad of his chest.
He finds comfort in the body heat that surrounds him, and knowing that he won’t have to go through another season of wanting.