Permission

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Saturday // 10:10 pm

Dean slowly moved his hand up until ontop of his growing bulge to gently massage it.

Castiel moans quietly, continuing to kiss Dean as he shifts against his hand.

Dean moved his body more towards Castiel and pulled away from the kiss. "Tell me if anything hurts okay? I'll stop whenever..."

Castiel nods, biting his bottom lip. He can't help feeling nervous. But he doesnt stop Dean. "Okay."

Dean then gently moved Castiel so he laid back onto the bed—his legs were spread on the bed, and leaned down to continue rubbing his cupped hand up and down against the angels cock and a little bit of his asshole.

Castiel moans quietly, eyes closed. He rocks against Dean's hand, biting his bottom lip. "That feels good."

Dean nodded, "I'm not gonna push you to do anything okay?"

Castiel flushes and slowly nods. "Okay." He bites his lip. "You can keep doing what you're doing."

Dean nodded and pressed his hand a little more into Castiel's groin and continued to rub.

Castiel moans, arching his back a bit. "You can do more," he offers, wanting to do what Dean wants.

Dean stopped and slowly pulled Castiel's boxers off.

Castiel watches him, biting his bottom lip. "You can do whatever you want to me."

Dean slid his hand up Castiel's thigh before slowly beginning to massage the angels ballsack.

Castiel gasps, eyes closing. It feels good. He doesnt get how Dean's hands can go from causing him agony to such pleasure. "Dean..."

Dean leaned forward gently kissed Castiel's shaft a few times before looking up at him, "Yeah?"

Cas gasps and closes his eyes, shivering pleasantly. "Please, do more," Castiel whispers, looking down at Dean and feeling his heart hammer.

Dean nodded, "Can I enter you today or do you want more time to heal?" He continued to give Castiel gentle touches.

Castiel moans softly, looking up at the man. "You can," he says, face pinkening. He isnt used to being asked permission and it feels a little odd, but nice.

Dean nods and begins to rub his tip against the surface of Castiel's asshole.

Castiel merely whimpers as Dean teases his hole. It was pulsating a little as he was still nervous, but the touches against him made him let out soft moans. "Dean..."

Dean looked down at the view. The angel had a look that he couldn't help but be turned on from. He then moved his hips forward, making Castiel whimper in a mix of pleasure and pain. Dean merely held his teeth together as the other tensed around him, letting out a soft groan before he was fully inside.

They stayed like that for awhile, letting the angel get used to Deans member. Castiel then squirmed slightly as he felt filled up already.

Dean began to move. Rolling his hips as his hands were planted firmly on the others thighs to keep them up and separated.

Castiel let out a moan. Feeling the pleasure already rise through him. He bit his lip to try and quiet himself.

Dean bucked his hips in deeper, quickening his pace. The bed squeaking softly at each thrust the man made.

Castiel couldn't help but grab at the sheets beside him, tightening his grip as he moved his head back to moan out his masters name.

Dean moved his face near the crook of the small angels neck, starting to softly pant as he quickened his pace.

"Dean," Castiel mewed out, his head feeling fuzzy from the different sensations. The pain of his wings slowly drifting away as the pleasurable tingling throughout his body took ahold of him. The angel merely grabbed at Deans back, legs wrapping around the others hips as he dug his nails into Dean.

Dean gritted his teeth as he felt his back get scratched by the others nails, drilling harder into Castiel even as he felt himself get closer to releasing.

Castiel moaned and panted, cock twitching from the pleasure of Dean rubbing his penis against his sweet spot every now and again. "Dean~" he mewed in pleasure.

"Cass..." Dean responded. Not long after making a final hard thrust deep into the angel, Dean came with a soft moan.

Castiel on the other hand arched his back as his body shook slightly and spurts of hot cum escaped his penis. "Hah.." he could only muster, his grip on Dean loosening.

Dean pulled out of Castiel when they finally relaxed. Moving out of Cass to see small pools of cum upon both of their lower abdomens.

"I'm sorry," Castiel mumbled out, still out of breath from what just happened.

Dean shook his head with a soft chuckle, "It's okay."

Saturday // 11:15 pm

Dean had cleaned up Castiel and himself with a damp warm cloth. Proceeding to wash the sheets after seeing a few stains.

Castiel merely sat there. Still on the barren mattress as Dean was out of the room. He sighed and closed his eyes. He hated being there, even it occasionally felt good. He wanted to be with his brother and free. Free from the tracker on his ankle, free from the casting upon his wings. The pain was starting to come back to his wings as he thought about them. Tears threatening to spill at the overall tension he had within his mind and outside. He merely bit his lip and rubbed his eyes, making sure it looked like nothing happened to him when Dean came back with new sheets.

Dean entered the room and made the bed after Castiel got off of it. Turning toward the angel as he began to slip a pillow in new cover, "Did you want to have the bed for yourself tonight?"

Castiel went silent, as if he wasn't already. Just more silent. Looking over at Dean before having his eyes towards the ground. He shook his head, "If you want to..." he still was unsure how to respond to Deans more open-ended questions.

The man merely sighed through his nose at the response. "I'll be on the couch tonight." He concluded.

Castiel was going talk, but his past got the better of him. Standing quietly and still as Dean made their way around him to grab a few things a kiss Castiels forehead.

"Good night."

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