"What did you say Ben?" the angel asked, his voice hitting a high pitch.

"I said," he said, still in a deeper voice."You to push your hard cock into Dean's hot hole, and fuck him." he finished, while Dean leaned down and kissed his forehead chuckling.

Castiel hesitated, obviously in shock at his new orders. Ben smirked but was becoming a bit impatient.

"Cass, I told you to fuck Dean in the ass." he repeated.

"O.K." the angel choked out. From below he watched as a shadow loomed over Dean's back.

"Umm.."Castiel muttered. Sighing, Ben, scooted down below Dean. As he passed by Dean's crotch, he paused for a minute and swirled his tongue around Dean's hard cock. Dean moaned as Ben made his way lower, his tongue now trailing along the shaft and his balls before finally sliding off the bed. Castiel stood with his legs splayed open, hard cock pressed light against Dean's ass cheeks. Reaching up, he took hold of the base of the angels shaft. Above, Cass gasped and involuntarily thrust forward.

"Hey!" Dean roared as the angels cock was thrust all the way to the hilt in one fast move.

Oh.." Castiel groaned, his knees shaking from the intense feeling that was now surrounding his hard cock.

"Dude," Dean yelled, but didn't make a move to push the angel out of him.

"This is," Castiel said, shaking."new. It feels..." he whimpered,."amazing." he finally finished, leaning down and kissing the small of Dean's back.

"That looks so hot Dean." he told him, stepping back and taking a long look. Turning his head, Dean looked at him curiously. Castiel glanced at him as well, looking as if he could cum at any moment. It was clear Castiel had just lost his virginity, for Ben had felt the same way and given the same look the other day as he buried his own cock in Dean's ass.

"Cass, reach down and around Dean's hips and take hold of his cock and jerk it slowly." he ordered, looking down at his dick, which was still hard. However, as he glanced and noticed Dean watching him, he didn't dare touch it. He was still sure that Dean would follow through with his order's that he couldn't touch his own dick. Sighing, he looked back up and watched as Castiel began to pump Dean's member. His head turned away from his, and instead looked straight ahead at the head board of the bed. Pulling back a bit, Castiel made an experimental push back into Dean. Grunting, Castiel legs shook again and he stopped. Frowning, Ben looked up at, and then walked over to Dean. Reaching down, he pulled Dean's chin to the side and they kissed briefly. Releasing his chin, he leaned to Dean's ear.

"We've got to some way to make sure Cass doesn't cum to soon. You can't see but I can and his face says that going any faster and he'll explode too soon. Any ideas?"he whispered as quietly as possible.

Dean looked down and peered blankly into the bedding while Cass pulled back out achingly slow. Suddenly his face broke out in a triumphant grin and he nodded. Twitching his head, he indicated for Ben to bring his head down. As he leaned in, Dean bit down softly on his ear, making him shudder as he began blowing hot air in before finally letting go and whispering.

"Go over into my night stand and pull out the top drawer a ways and reach in to feel the underside of the top of the night stand. You'll find a metal ring. Pull it out and bring it over here." he finished, grinning.

Having no idea what that was about, he made his way around the bed, as Cass pushed back into Dean at a snails pace. Ben figured the slowness must have been frustrating to the angel. Reaching the stand, pulled out the drawer a bit. Turning his hand palm up, his fingers met the top and then to the far right corner felt a grove in the wood. Closing his fingers, around a cold object, he pulled until it came from slot. Bringing it up to his face, he studied it with confusion. It was a metal ring that had a chrome finish that was maybe two or three inches across. He had no clue what this could be for, as he looked back up at a smirking Dean.

"That," Dean said with a smile." is a cock ring." he finished with a chuckle.

"I don't get it." he said to him, still confused.

"Cass,"Dean called, twisting his head back further."Pull all the way out and come here." he said. The angel reluctantly pulled out and waddled across the bed until he was close to Dean's face. Not able to help himself, Ben reached forward and wrapped his fingers around Cass's cock, and stroked it vigorously. Dean reached out and pulled his hand off with a smirk.

"Let him get a bit softer Ben, then he's going to push it down his cock to the base, while gently pulling his nuts through as well. This will keep him hard, but will restrict him from being able to cum until it's pulled off. The effect will still feel great though." he finished, adding the last part as Cass looked weary.

As they sat there, nothing changed, so Ben thought it was time to heat hings back up again.

"You said you two will do whatever I want, right?"he asked, excitement returning.

"Anything you want Ben." Dean said, as Castiel nodded at him with a slight smile.

He crawled onto the bed and laid on his back with his head on the pillows. At this point, his limbs started to shake. Taking a deep breath, he lifted his hand and pointed at Castiel. Turning his hand over, he curled his finger and gestured for him to come closer. Without hesitation, the angel crawled over to him, but accidentally tripping over his arms and fell onto his side, his ass right onto Dean's face.

Chuckling, Dean patted it and quickly reached over his shoulder and flicked the angel's nipple. Flinching, he made to move back over to Ben, but he stopped as a hand was held up. Ben looked over his shoulder, and stared at Dean, and then at Cass's ass that was right next to his mouth. Staring, Dean got the message and pulled the cheeks apart, immediately afterward he pushed his tongue into the hole. Groaning, Cass involuntarily shoved his ass back into his face, wanting more.

"Patience," he said, though he had no idea where that come from.

Dean halted for a moment and looked, eyebrows raised, apparently impressed with his tact. Ben smiled at him, then looked back down to Cass. Returning his smile, he ducked back down, eliciting another moan from the angel. Scooting down a bit, he placed his hand to the back of Castiel's head and pushed it down until he felt his hot breath on his dick. As he felt a tongue sliding it's way over him, he shivered. After a moment, he pushed his head further down until the tongue made it's way over his nuts. After only a couple of licks, he melted until his head hit the mattress, shuddering with the sensation.

"Does that feel good, Ben?" he heard from an extremely deep and gravely voice from below.

"Oh, god.." he mumbled, realizing that Castiel had talked dirty to him, which was so hot.

As the heat spread downward, he felt the angel lift his lower half higher. A hot wet line of sensation spread lower and lower until something began massaging his entrance. The tongue swirled around the rim before finally plunging into the puckered opening. Castiel's hand looped over his upper thigh and began stroking his dick slowly, pausing slighting when Dean pushed his way closer, digging his own tongue even deeper into Castiel's hole. Though he wanted his hole played with more, his dick ached for a more forceful touch. Reluctantly, he scooted back until his previous position.

Reaching down, he grabbed Castiel's chin, and pulled him forward out of Dean's tongue range. Shakily, he pulled him into a squatting position. Catching the angels eye, he glanced down at his own cock, then back up to look into those blue eyes, and grinned. The angel glanced down quickly before squaring his jaw and slowly nodded. Castiel positioned himself and slowly lowered himself. Dean had quickly shuffled toward them until his nose was almost touching his back side. Thrusting his hand under Cass's entrance, he took hold of Ben's hard cock. Pulling his shaft vertical, he lined it up with the tight hole hovering directly over it.

Slowly, the angel lowered himself until the head of Ben's cock popped through the rim. After a couple of seconds, he was all the way to the base. Ben groaned, loving the heat and tightness that was surrounding his dick. Unbelievably, his hole was tighter than Dean's, though it did have a tad bit more hair. This didn't bother him as Cass rose and then quickly dropped down. This wasn't going to last long, it simply felt too good. Noticing that Cass was now only half hard, he figured now was the time to apply the cock ring.

"Dean, put the cock ring on Castiel." he ordered, and within a second, two hands reached around Cass's hips and began to place it over his dick. Halfway down, he changed his mind. Knowing that Cass or himself wouldn't be able to last long, he decided to go ahead and bring this experience to a close.

"Wait, Dean." he began, and Dean's hands stopped.

"Cass," Ben said looking up, biting his lip as the angel kept riding him."I know you won't last long, but we're going to finish this up." he finished with a nod to Dean. Cass slowed and then nodded, clearly confused. They slowed for a moment, waiting for Ben's instructions. He knew how he wanted everything to end, but the problem was how to do it without either of them figuring it out.

"Dean, take my spot." he began, reluctantly reaching his hand down to stop Castiel from dropping back down. " and Cass, as soon as he's where I am, put your cock in him and fuck him until you cum." he finished with a smirk, watching as Dean raised and eyebrow, shrugging.

Dean flopped on his back and scoot up until his head was resting on his pillow. His cock was amazingly hard, precum dripped from the slit onto his lower abdomen. It seemed as much as he acted as if he didn't want to be fucked, his dick was proof he was excited with the experience. He was so excited that the extra skin had rolled down the shaft, exposing the head of his dick that was usually covered. Castiel once more shakily aimed his dick at the entrance. This time, however he was on his back, making it easy for him to stretch his hands up and tweaking the angels nipples, which were very sensitive. Squaring his shoulders, the angels pushed his dick into Dean with a single movement. Dean growled, but he gave it away with a half smile.

Ben was loving the way Dean cringed a bit when the cock left his hole entirely until it slammed back down. Looking down at his own dick, Ben grinned as he got on his knees. Positioning himself where he thought the angel's ass would come to a halt before it went back into Dean, he waited. As Cass pulled out, he slammed himself into the angel with a grunt. Cass roared before turning his head sideways, the lower half of his body shaking from the sudden impact. Below them Dean chuckled until Castiel looked down at him, and then rammed his own dick back into Dean. That certainly wiped the smirk off his face.

"Fuck me, Cass." he told him in a deep voice. The angel grunted, and though Dean couldn't tell, Ben certainly did that Cass was going to shoot his load. The muscles surrounding Ben's dick began to contract and shudder. Breathing hard, the angel pulled out slightly, smirking down at Dean. Finally, he plunged back down. As his hard cock slammed against hairy hole, he let loose. Cum erupted, filling Dean's ass with hot salty angelic seed. Looking to the side between thrusts, Ben watched as Cass collapsed and his forehead landed on Dean's sweaty chest. Reaching down, Dean pulled the angel up until they kissed. Slowly, Cass pulled out and panted with a tired chuckle.

"Dean," he said, smiling broadly," Take your cock and line it up with my dick, and shove it into Castiel's ass." he ordered shaking with anticipation.

"What?" Dean asked, his head lifting and giving him a sharp look.

"You heard me, we're going to fuck Cass at the same time." he commanded. He couldn't believe one of his greatest desires was going to come true.

"Cass, if you want you can turn off your vessel's pain sensors." he whispered as Dean scooted down, dropping his hand down to line it up with his hole.

"I don't want to turn it off." the angel said, voice shaky and rough.

"Cass," Dean said, looking up at him,"this is going to hurt...and that may be understating it to say the least." he finished seriously.

"No." Castiel said, smiling down with a wink.

"Alright then."Dean said reluctantly.

Carefully, Dean used Ben's cock as a guiding tool until he finally pushed in as gently as possible. Finally, Ben felt the hair from Dean's nuts fall across his own, signally that Dean was all the way in. Slowly, they both moved at different speeds, changing it up as much as possible. Since Dean was still on his back, he used his hands and began to jerk Castiel off. Amazingly, the angel was still hard and he grunted into Dean's hand. Ben felt his insides tightening, and a sudden change of angle that caused his dick to enter at a new angle, he lost it. He shuddered as he felt his cum leaving his cock and filling Castiel's tight hole. The feeling was so intense, he felt he might cry, but luckily his resolve was strong enough to prevent it.

Below him, Cass made a humming sound, turning his head to give him a smile. Ben leaned down and kissed him, his dick slightly losing it's hardness. As their tongues met, Dean grunted, and Ben felt the veins on Dean's dick that was touching his own contract. A moment later, he felt another hot liquid begin to surround the head of his dick. Finally Dean lowered his spasming body onto the bed, his dick sliding out, along with Ben's. Once out, much of the cum began to trickle out of Castiels abused hole. For a few moments, all three of them laid there, panting and sweating, perfectly content with what had just taken place. Castiels legs gave out and he dropped atop Dean, causing and audible "oomph" air released from Dean's mouth. Chuckling, Ben crawled up and laid his head on the pillow next to Dean.

The angel looked at him with a warm smile. Leaning down, he met Ben's lips and soon Dean intruded, once again starting another three way make out session. After a few minutes, Castiel rolled off him to the other side. He gave him and Dean a goofy grin before turning to the side and sitting up at the edge of the bed. Glancing back, he again smiled as he rose. He nodded to them, and turned his head away. Ben blinked, and during the split second the angel had disappeared. The sound of fluttering wings had already started by the time his eyes reopened. Now alone, he stretched upwards and smiled down at Dean. Returning the gesture, Dean stroked the side of his cheek gently. Sighing, Ben placed his head on Dean's large chest, and drifted off to sleep.