Page 41 of Can't Stop Now

Will felt his heart pounding inside him, but he nodded yes.

Jacob started very slowly at first. Will winced slightly, as even the tip of Jacob’s cock entering him was thick, and it hurt at first. He tried to breathe and relax, and Jacob went as slow as possible, inching in slightly, and then stopping for a few seconds so Will could relax. For the first handful of minutes, they worked through the pain, and Jacob slowly was able to inch further and further inside.

Will felt Jacob’s hands gripping his sides, strong but gentle, never moving from their place. Will let out a small moan from the varied sensations, pain giving way to pleasure, bit by bit.

“Do you need me to stop?” Jacob asked, making sure that Will was okay. It still was hurting from time to time, but Will didn’t want him to stop, at all.

“Keep going,” he said, breathless, “Don’t stop.”

Within a few more minutes, Will felt as Jacob finally was able to press his cock all the way inside of him. He felt him deep inside, filling him up completely, and the base of his cock and thighs pushed up against him from behind. They both let out moans, deeply satisfied by how close they were, with Jacob totally inside of Will.

“That feelssogoddamn good, Will,” Jacob whispered, squeezing his hands against Will’s thighs, his breath heavy.

It became easier, and Will relaxed almost fully. He was able to move back and forth, squeezing on Jacob’s cock. He felt like he had given himself totally over to Jacob, given up control in the best way possible. He craned his neck backward and looked over his shoulder at Jacob, and Jacob grabbed a handful of his hair and gave it a gentle tug.

“I want to see you,” Jacob said, and momentarily pulled out from inside him. Will missed the feeling of Jacob deep within him immediately, and quickly turned over onto his back so that he was facing upward, lying underneath Jacob on the bed.

Jacob moved to enter him once again, this time able to look into his eyes as he pushed inside of him. He lowered his body down to kiss Will, hungry and passionate, as he fucked Will more and more quickly. All Will could see was Jacob: his strong body above him, hot with sweat, his arms at his sides, pushing down onto the bed, his own legs lifted around Jacob’s neck.

Will looked down at his own cock, which was dripping precum at this point. He couldn’t help himself from reaching down and starting to stroke himself as Jacob fucked him harder.

“Oh god, you feel so good inside me,” Will said, a slight shake in his voice. “You’re gonna make me come, Jacob!”

He stroked himself as Jacob quickened his pace. He realized that Jacob was close, too, as his mouth began to open in pleasure. Jacob moaned, and as Will realized he was about to come inside of him, it broke him.

“Oh fuck!” Will said, looking up at Jacob and coming in spurts all over his own chest as Jacob came deep inside of him, nearly at the same time. Will laid there, breathing deep, with Jacob resting on top of his thighs, collecting himself after the explosive orgasm.

“Wow,” Jacob said, “That was…” he trailed off, unable to create words.

“I know,” Will said, steadying his breath.

Jacob climbed off, and cleaned up both himself and Will before getting back in bed next to him. Will looked over at him, and pressed his lips into his, gently and sweetly. Jacob placed his hand on the side of Will’s thigh, rubbing softly.

“Tonight was… wild,” Jacob said, looking at Will in disbelief.

You’re tellin’ me, Will thought, taking a deep breath.

“I know,” he said out loud, nodding his head in agreement.

“You make me do things I never thought I could, Will,” Jacob said, his eyes beginning to get droopy with sleepiness.

Will laughed quietly. “Is that a good thing?” he said softly, watching him drift to sleep.

“So good,” Jacob said drowsily. “So, so good.”

The next morning, Will woke up lazily and turned to put his arm around Jacob. His arm was met by nothing but bed and pillow, however. Will opened one eye and saw that Jacob was no longer even in the room. He looked at the clock, seeing that it was slightly later than he’d wanted to sleep in. His head pounded slightly, hungover from the night before.

Slowly, he got up and got dressed for the day. He stripped the sheets off the bed, piling them into the dirty clothes hamper. His ass was slightly sore after the night before, but feeling that soreness made Will smile slightly, remembering how Jacob had fucked him – so gentle and sweet at first, and then harder.

He made his way downstairs and found Jacob helping Maya cook breakfast in the kitchen.

“Hey! G’morning, sleepy head,” Maya said, smiling at Will. She was still in her pajamas, which made Will feel slightly better about sleeping in later than them.

“Hey, you two. Jacob, you’re so nice, helping Maya cook. Usually she’s as bad as I am with cooking,” Will laughed, winking at Maya.

“Oh, come on, Will. Anyone would be better at cooking than you,” Maya laughed. “How’s your head feeling after last night? Do you need one of my hangover-cure smoothies?”

“Nah. Eggs, bacon and toast will cure it for me,” Will said, sitting down at the breakfast bar. “I wish we could stay longer,” he sighed, looking sadly at Maya.