Jackson lifted his weight off of Day, and he whined out his disappointment. Jackson reached for the lube that was already on the nightstand, snagging it and tossing it beside Day before dragging his shorts down and out of the way along with his jeans and underwear. Jackson pulled Day back against him so they were both on their sides, Day’s ass snug up against Jackson’s cock once more. Jackson lubed up his cock, pressing it into the crease of Day’s bottom, before his slick hand closed around Day’s flushed cock. Day gasped as Jackson began to move, his erection sliding between Day’s cheeks, fist jerking Day in time with his thrusts.
It wasn’t as good as sinking himself into Day’s tight pink hole, but it was close. Day was moaning and whining, rocking back against Jackson even as he thrust forward into his hand. There was nothing coy or teasing about this. This was just about getting off. It was about giving each other some version of what they both needed. “Fuck, you feel so good, Daddy. You feel so good.”
Jackson dragged his lips across whatever skin he found—Day’s ear, his throat, his shoulder. Day’s fingers dug into the arm underneath his head, his nails digging into the skin of Jackson’s forearm where it was locked across Day’s chest. “You can come whenever you want,” Jackson said between gritted teeth, his own orgasm already building in his balls.
“Unf,” was Day’s only response. He was too far gone, his whole body writhing against Jackson’s as he jerked him hard and fast, palm twisting with each upward motion, thumb swiping across the tip to gather the fluid there and work it across his shaft on the way down.
Day clenched each time he tried to thrust into Jackson’s palm, cocooning Jackson’s cock in a tight slick heat that was just enough to do the trick, just enough to make Jackson crave more.
Suddenly, Day cried out, and Jackson’s fist grew wet and sticky with the evidence of Day’s pleasure. Jackson pushed Day down onto his stomach so he could straddle his hips and lock his arms around him, burying himself between the slick heat of Day’s cheeks, pretending he was thrusting inside as he worked himself against Day, his teeth sinking into Day’s shoulder as he felt his release building. He was so close. So fucking close.
“I want you inside me so bad, Daddy,” Day panted.
Jackson gripped Day’s hair hard as he came, his hips stuttering, his cum pooling in the dip of Day’s lower back. Jackson collapsed on top of him, too tired to care about clean-up.
“Well, that was unexpected,” Day muttered against the comforter. “Should I expect these visits every day?”
“I didn’t come up here for this, but then I saw you, and I’d forgotten how hot these shorts look on you, and I just couldn’t help myself.”
“You’re forgiven,” Day said, a smile in his voice. “What did you come up here for?”
“I have to go out of town.”
Jackson felt Day tense beneath him. “You’re leaving me?”
“Come with me.”
The words sprung from his mouth before he could even think about it, but he didn’t retract his invitation. It might even defuse the situation with Fuentes. Their son was a fairly well known drag queen on the Miami scene. They had no problem with homosexuality. Even if they did, Jackson still would have brought Day. Jackson didn’t want to be away from him, not even for three days. He didn’t examine the thought too closely.
“You want me to go with you?” Day repeated, almost like he was certain he’d misheard him.
“Yeah. I mean, it’s a business trip, so you’ll have to sit in my office while I check on the Miami branch and sit through what could be a rather tedious business dinner, but the food is good and the view is amazing.”
Day craned his neck around as far as he could manage to look at Jackson. “You really want me to go or are you just afraid to leave me alone here?”
Jackson kissed Day’s cheek. “I really want you to go. I have a dozen guys who could babysit you while I’m away if I wanted to leave you here.”
“When do we leave?”
Jackson smiled, genuinely happy to have Day along for the trip. “I’m not sure. Pam still has to set up our charter, but I’m sure we can get a jet by tonight.”
“A jet? We’re taking a jet? Like a private jet?” Day asked.
Jackson frowned. “Yeah, why? Do you have a fear of flying?”
Day shrugged. “I don’t know. I’ve never been on an airplane before.”
Jackson rolled off of Day, grimacing at the cum already flaking on his skin, still digesting that piece of news. “Why don’t you take a quick shower and then start packing? You don’t have to bring much. We’ll only be gone a couple of days.”
Day rolled over. “I don’t have a suitcase.”
Jackson rose to his feet, stretching before he straightened his clothing for the second time that day. “I do. Hop in the shower, and I’ll leave it on your bed.”
Jackson started to walk away when he realized Day wasn’t moving. He turned back to find him sitting on the bed, hair adorably rumpled and shorts still caught around his knees. He was so fucking beautiful.
“What’s wrong?”
“Maybe I shouldn’t go.”