My Friend's Dad (A Destiel AU)

Part Three: Learning Lessons

Casiel swallowed and looked at Dean, his eyebrows quirked with an unspoken question. "Dean, are you a virgin?" Dean's eyes flew wide and a blush crept up his neck. "Mr. Novak ... I ...uh..." "I'll take that as a yes." Dean's flush grew redder and his eyes fell to the floor. "It's alright Dean. I'll take care of that. Come here." Dean sat up and moved towards Castiel at the end of the bed. Castiel held out his hand, expectantly. Dean looked up questioningly and Castiel let out a soft chuckle. "Suck." Dean did as he was told, twisting his tongue over the digits, slickening them with his saliva. "Get on your hands and knees." Dean placed his forehead on the mattress and gripped a red plaid print fabric tightly as Castiel slipped two fingers inside.

Dean moaned as Castiel pumped, twisted and spread him open. Dean gasped as the digits went deeper and when Castiel hit his prostate, again, he roared out an obscene moan. "Found it" Castiel whispered as he bit down on Dean's shoulder. Dean whimpered as Castiel removed his fingers and Dean collapsed onto his forearms. Castiel trailed soft and warm kisses up his spine. "Are you ready Dean?" Dean, unable to find his voice, swallowed and nodded. Castiel flipped Dean onto his back, crashing their lips together in a rough and passionate kiss. Dean moaned, allowing Castiel's tongue to enter and claim dominance over his mouth.

Breaking the kiss and pulling back, Castiel stroked Dean's aching cock several times. He then reached over to the nightstand drawer, pulling out a condom and a small bottle of lube. Quickly rolling on the condom, Castiel poured the lubricant onto his fingers, stroking his cock a few times, then lined himself up with Dean's entrance. Castiel slid himself in completely, his balls hitting Dean's ass. Dean cried out at the sudden and new sensation and Castiel stilled. He traced his hand up Dean's chest and gripped his jaw, forcing him to look into his eyes. "Tell me when you're ready." Dean took several deep breaths, giving his body time to relax and accept Castiel's cock. Dean licked his lips and nodded. "It's okay Mr. Novak, I'm ready."

Castiel began to piston his hips, setting a slow pace. "You're so tight Dean. It's almost too much for me to handle. I almost came fro your tightness alone." Dean blushed at his words but inside his heart beat faster at the praise. "Mr. Novak ... need you... harder, faster. Please." Castiel smiled and adjusted Dean's hips, allowing him to thrust deeper, hitting Dean's prostate with each thrust. Dean moaned and gasped, he eyes rolling up, his legs began to shake. "Mr. Novak. I'm gonna cum." Castiel fisted Dean's neglected cock and began to stroke. "It's okay Dean. I want to see your beautiful face as you do. Cum for me Dean. Now."

That was all he needed and Dean came hard, streams of cum lining his stomach and chest. Castiel continued to stroke Dean through his orgasm. Castiel thrust three more times, then pulled out. He removed the condom and stroked himself. He came, gasping Dean's name, his streams landing on Dean's chest and throat. Castiel leaned down, catching Dean's lips in a soft kiss as both men came down from their high and fought to catch their breath. Castiel broke the silence first. "While you look beautiful marked by my cum, Gabriel will be home soon and I doubt you want to explain this to him." Dean nodded and sat up a Castiel slid off him and stood up. Castiel dressed himself. "You know where the bathroom is, so I'll leave you to it." Dean smiled and nodded as Castiel left the room. After the room was empty, Dean noticed the fabric still clutched in his hand. Castiel's boxers. Dean smiled as he packed them into his book bag, then left to get himself cleaned up.