The rest of October passed uneventfully and Dean still had plenty of money for November. True to his word Dean never answered any of Dick Romans calls and made sure Sam was safe at the bus stop every single day after school.

Sam was actually running to the bus stop to get there early to watch for Dean, he was concerned his brother would leave with Dick Roman and never return.

…..

November 15th

Dean stood in line at the gas station with a gallon of milk that night so Sam had some for cereal in the morning. Every outing was tinged with fear of running into Dick Roman and that night Dean's luck ran out.

The black Mercedes Benz SUV pulled into the gas station and Dick got out to pump his own gas. Dean quickly paid for the milk and slipped out the door heading for the street when he heard his name called.

"Dean where do you think you're going?"

He froze and turned, "I have to get back…I ..I have a couple weeks yet."

Dick paid with a credit card, pocketed the receipt and started to walk over. The car behind him waiting for gas honked and Dick pointed to Dean, "Don't move."

He went over to the driver's side of the car and when the angry man rolled down the window Dick grabbed his jacket lifting him partly out.

Dean swore he heard a screech and growl before Dick jammed his lips against the man's ear and started whispering. He shoved him back inside then watched as the car backed out quickly and took off.

"Be right there Dean hang on." Dick pulled out a bottle of hand sanitizer and applied it liberally to his hands then walked over to Dean flashing a big white smile, "Anyway sorry about that, I've missed you." He grabbed the milk from Dean and dragged him by the hand back to the SUV.

Dean gave up and got in, his hands were freezing and when Dick started the vehicle he stuck them by the heater. "I can't stay too long, Sam is waiting for me."

Dick took his red hands and warmed them in his then kissed each one, "I didn't realize how much I missed you until I couldn't get a hold of you. Your very special to me…that reject last time was painful. You know that at some point I'm going to play with your ass and fuck you."

"I'm saving that for someone special someday I can't."

Dick laughed, "Who your brother? Come on Dean when is Sam going to do that, eleven...twelve…thirteen…"

Dean grabbed the milk and tried to leave, "I'm not talking to you about this. It's my personal stuff and you have sex with everyone but I don't, I wouldn't have had sex with you if I didn't need money."

"Dean you're such a prude sometimes it amazes me, someday I'm going to get that cherry you saved for this little brother of yours and that's a fact."

Dean gripped the handle tightly, "No its not, I'm not one of those whores in your stable…I'm a hunter, I help people."

Dick pulled out of the gas station and glanced over smirking at Dean, "A hero that can't even save himself? Doesn't sound like much of one to me."

….

Dick pulled up in front of Dean's building, he shut off the vehicle and slid his arms around the boy and they started to kiss, he pulled Dean into a straddle and grabbed his ass with both hands, "Dean I have to get in there or I'll go crazy, just let me finger you right now."

Dean felt his pants being opened and tugged down and a cool hand explore just outside as he tightened, "I'm not clean and I know you don't like that." He felt the hand leave, Dick made a disgusted face and pushed him off, "Your right get out."

Dean pulled up his pants and grabbed the milk.

He quickly got out, unlocked the door and ran upstairs into the apartment and stuck the milk in the fridge. He looked around for Sam then went down the hall and knocked on the door, Sam yelled, "Come in Dean."

The smell of food hit him and his mouth watered, Castiel was moving around the tiny kitchenette cutting a meatloaf and dishing out mashed potatoes and green beans.

Dean sat on the couch next to Sam who was doing homework on the laptop.

He watched Castiel standing there with his weight shifted on one hip in baggy sweat pants that were slid down enough to expose the swell of his full, firm rear. Their one night together rubbing cocks was his only experience with him and it made Dean want more.

Dean wondered what it would be like to touch him there in that spot reserved for someone special and if Dean would like it, there was something about Castiel that made him want to own him. He wanted to wrap himself in that warm gentle body and never let him go.

He shook off the thoughts and went to the table with Sam where they all ate together. Sam talked about horseback riding and the nice guy that helped him, about school and his achievements. Under the table he touched Dean's leg and smiled, "Dee tell Cas about something."

He hunkered down and shoveled food into his mouth, "I'm eating sorry."

Castiel started to talk about his research and how he would love to take the boys out in the field sometime. After the meal Dean gathered up Sam's books and told him to go back and get ready for bed.

"Aren't you coming Dean?"

"In a little bit Sam, get the bed warmed up for me ok?"

….

Dean sat at the table with Castiel and rubbed his arm, "Can we kiss?"

"I don't know Dean it's not why I'm here, that thing we did, it was the wrong thing for me to do with you."

"But you liked it I could tell, you love me right?"

"Yes."

Dean got up and stood in front of him and opened his jeans pulling himself out, "Touch me…please Cas?" Instead of touching him the angel hugged Dean around the waist and buried his face in his sweatshirt.

Dean closed his eyes and pressed against him moaning softly, "kiss it…touch it…please Cas." He felt warm fingers tracing gently over the tender skin and lips kiss like feathers teasing and then it stopped.

Dean opened his eyes and looked down at the blue eyes staring up at him filled with love and passion but apprehension and fear as well. He stood up and tucked Dean back in closing the zipper, "Go to Sam now and get some sleep, Dean your only fourteen."

Dean felt like he was drowning in emotions and there was no way to be saved, he grabbed Castiel and forced his crotch against him moving until he reached orgasm and came until the wetness seeped through the denim then left quietly leaving the angel again confused.

…..

He undressed, slipped under the covers and shut off the light, Sam was watching him in the dark and Dean felt a small hand move over his waist and relax, "Dean promise you won't go downstairs."

"I promise Sam."

….

The end of the month came and Dean left a note for the landlord asking if there was any work that needed to be done around the building to offset the rent and he was still waiting to hear back from him.

It was almost December and despite the poor circumstances Christmas was still a happy time for Dean. Even though John was gone he was determined to make the best of it for Sam and that morning Dean went to take a shower to get ready for a day at the mall with his brother.

They couldn't afford anything other than bus fare there and back and a couple slices of pizza in the food court but it was still exciting for them both and tomorrow was a free day at the museum, Dean was going to bring Sam and let him nerd it up in style.

Then Dick Roman showed up.

….

Dean was in the shower getting ready for their big weekend when a knock came, Sam grabbed a knife and approached pressing his ear against the door, "Who is it?"

"Dick Roman, remember me Sam? Dean's boss…you came riding and…"

"Yeah I remember you, what do you want?"

"I need to see Dean…look I know he's there."

"Dean is taking a shower, we're leaving soon."

"I have money for him."

Sam sighed when he heard that and unlocked the door, he went back and sat on the couch dejected.

Dick walked in and glanced around the room with a look on his face as if he just stepped in something horrible, "You both live in one room…you eat and sleep in the same place? What a dump Sam, you should both come live with me."

Sam snorted, "Yeah I don't think so, Dean and I like it just fine."

Dick sat next to Sam and looked at him closer, Sam was in boxers and Dick could already see the long limbs starting and the muscle tone even at that age. Sam slid over away from Dick.

Dick closed his eyes resisting the urge to tug them off and go on a deep tongue exploration, he fantasized about it because Sam was so pretty and all he wanted to do was make him scream.

The only things holding him back was Dean and the fact that Dick Roman wanted supplication, he needed everyone on their knees and begging to have their business interests taken over, their lives ruined and to be fucked, owned and broken until there was nothing left.

Dick Roman was a monster in every sense of the word.

…..

Dean was humming to himself fixing his hair just right in the mirror when he heard Sam talking to someone, he pressed his ear to the door and glanced over at his pistol.

"Sam I think you and Dean would love my estate, I have everything there you could ever want in the entire world."

"Oh my mom and dad are alive and living there then?"

"Of course not, don't be stupid."

"Then you don't have everything I could ever want."

"You know Sam I used to think you were a good boy but now I see you're a snotty little smartass, the problem with you is I bet you never had real discipline. It's nothing a good, hard spanking wouldn't fix."

That was when Dean heard the hard slap, he grabbed the gun and pushed open the door, "Get the fuck away from my brother!"

Dean was surprised to see Sam standing there holding the knife and Dick gingerly touching his bottom lip where it split, Sam's face was flame red and he was shaking, "Don't ever touch me again or I'll gut you like a …monster."

Dick stood up and grabbed his coat, "Dean it's time to earn your rent. Get dressed and meet me in the car."

Dean checked his phone and the message from the landlord saying he didn't have anything for him, he could give John a one week extension but then he better have the rent money.

Dean's shoulders slumped, "Sam I'm sorry…I can't go today, tomorrow I promise and then I'll have money."

Sam sat down and glared at Dick Roman, "You ruin everything, I hate you…I wish Dean never would have met you."

Dick stared down at him with a dark intensity, "Then that snow falling outside wouldn't seem so pretty sleeping in a cardboard box now would it Sam. Dean get your ass moving."

Dean quickly dressed and hugged his brother whispering, "Sorry Sammy I'll be back don't worry." He handed Sam the phone, "You keep this and I'll call and let you know I'm ok."

Sam grabbed his sleeve, "Please don't go, there's always a way Dean, a better way."

Dean took the hand Dick held out to him, "Not for us Sam…no better way for us."

…

Dick pressed Dean against the wall in the hallway and licked his neck, "The next two days are going to be off the hook, I'm showing you off and having a stable party…baby you are going to see the real Dick Roman, how I acquire my power and how I make all the most powerful men in the world dance like puppets. Money, money and more money, so much your eyes would bleed trying to count it all and the best part is the sex and destruction. Ready for all that…can you take it?

Dean stammered, "ye..yeah I guess."

Dick bit his neck lightly and purred, "Grown men have broken after one of my parties but you're not weak …oh fuck no my baby isn't weak." He was breathing heavily and dark eyes glittering, he grasped his wrist and dragged Dean away.

…..

Sam watched from the window as Dean got in the car, he knew his brothers body well and what the posture told Sam that there was a break starting. Something was letting go inside of Dean and Sam had to stop it from getting worse before it was too late.

The white, fluffy snow covered the garbage cans, the cars and buildings and Sam wished he could have enjoyed the beauty of the year's first real snow but knew underneath was nothing but ugliness and lies.

TBC

(Next several chapters are a dark look into the real life of Dick Roman)