It was just another night in a dimly lit bar on the outskirts of town. He was sitting at a booth, flaunting himself, wearing tight black pants and an unbuttoned leather jacket, with nothing underneath it. Not really in the mood for some action on the cold Saturday night, but was willing to deliver to anyone who wanted it. His mind raced from one thing to another, but it was mostly stuck on his usual Saturday sight. The best f**k he's ever given was handed to a somewhat rich banker who went by the name of Dean Winchester.

Dean sighed and once again as he sat behind his desk, was pestered by the hookers, telling him about how good they felt. The stress from counting money and talking to ignorant dicks had his panties in a twist. 'Not you.' He declined and got stressed when one called. Most of the hookers at the club the first night Dean went, about three weeks ago, got his number. They all called and he tried all of them, but he only saved the number of the one guy he had fun with. And his name was Cas.

Cas's heard his phone ring, that special ringtone that only played when Dean called.

In the midnight hour she cried more, more, more
With a rebel yell she cried more, more, more
In the midnight hour babe more, more, more
With a rebel yell more, more, more
More, more, more

He smiled down at it, before thinking about what he should say to his favorite customer. "I have 3 offers for tonight. I'm not really up for anything, but it depends on how much you want to pay.."

"I'll give you a million if you give me a good time." Dean offererd and sat back in his chair, needing a release. He imagined Cas, grinding on him, with his hair sticking up by itself as he looked into his eyes and growled. Just the thought made his pants tighter.

"You're serious?" The prostitute's blue eyes lit up and he smirked, hearing Dean's husky voicd and how it got deeper. He guessed the quite sexy figure was turned on by his change in tone.

"Dead serious." Dean said. "Cmon baby!" He wasn't sure if he said the wrong thing and he shifted in his seat. Thank god he was behind a desk incase someone decided to walk in.

"Send pictures. I need to get a good vibe. Are you in your office?" Cas breathed heavily into the phone with a grin on his face, but he also felt drity. At the same time he was calling Dean, there was a different girl sitting beside him and his hands were down his pants. Extra $20 before he hit up Dean.

"Mhm." Dean quickly sent a photo, of him leaning back, green shirt buttons open and crazed hair as he bit on his finger. Cas heard a ding from his phone and pulled his fingers out of the girl, who's name he did not know. He took her money and pushed her away, and stared at her a$$ as she walked away, but that wasn't fun. He didn't even get turned on until he saw Dean's picture. He forgot he was even on the phone with him.

"Hot damn. Okay. I'll be over in a bit." The prostitute had his hair black hair slicked back. He got in his car and raced down the dark two lane road, leading to the bankers office. He ran a few red lights on his way there, because he was so eager to get his hands on him once again. Cas didn't know what was going on in his mind. He had never seen someone more than once, yet this was his fifth time with Dean. He never had feelings for someone he'd been f**king, but this was different. He wasn't sure why, but he took a liking to this particular customer. 'No Cas, you can't like him like that! His wife left him and his job is stressful, he just needs you for sex... You need him for money.'

Dean smirked and waited, canceling any plans he had and skipping his meeting. His head pounded and he bit his bottom lip as he slipped his clothes off slowly, all but his boxers.

He straightened up his black tux and unbuckled his seatbelt before grabbing his phone again. "Toys or no?" He had a whole stash in his trunk.

"Yes please" he smirked. "Top floor. Hurry baby, you know where to go from there" he whispered seductively and hung up the phone, waiting. As he waited, he got anxious in his chair. The husky voice sent chills down Cas's spine. Did his customer just want him when he was needy? Just one of his whores to drown his worries away? Or was there something more? He would never know. Hell, he wasn't even sure how he felt about it. Dean really liked this boy. He didn't like the thought of other people touching him, but a job is a job. But it didn't make it right.

Cas snuck through the lobby and up to Dean's office with a not so suspicious briefcase in his hand. He didn't get any looks and he wasn't stopped, it was like everyone knew whre he was going. And what he was doing. But part of the thing that made Cas so great, was he didnt leave any evidence of himself, ever. Even hickeys. He made sure they were hideable. He was quiet and sneaky, but oh so good... He knocked on the office door quietly and crossed his legs and smiled as he heard footsteps open the door.

Dean opened the door with only his boxers on, making Cas's eyes flutter. He grabbed the prostitute by his hips and put his hands down his pants and kissed as his neck. "Aren't you eager?" Cas smirked and closed the door behind him. He moaned softly feeling Dean's hands. He hated that all they had was sex and nothing else. He wanted to be more than just a whore to Dean, but he didn't want to risk even that. He pushed him away, not wanting to rush it, but still accepting the fact that he would only ever be Dean's slut.

Dean turned around and pulled a few thousand out of his desk drawer and stuffed it into Cas's pocket. "Let's not waist time. And you better be worth all the money," Dean joked with a laugh, but Cas didn't know he was joking. It made his heart ache a little, but then again, he was already broken.

"Thanks hot stuff... Ill try my best." Cas flipped through the green pieces of paper that had become familiar in his fingers. He only took 300 dollars out of the stack and gave the rest back. He tucked it into the pocket of his pants once again and grabbed Dean's face to kiss him passionately, nervous love bubbled on his skin as he did so.

Dean smirked and kissed him back, turning him around and pressing him against the desk. He loved him. No-no he didn't... He was only using him because his wife left him.

"Ah ah." Cas pushed against him and got up to delicately clear Dean's messy desk before forcefully shoving him down on it and pulled Dean's boxers off. Dean looked at Cas and licked his lips, watching him and stroking his cock gently through his pants. "Stop pleasing me. That's my job to do to you. You aren't the hoe here. You're just my Saturday night.." Cas smirked. "But it's always my favorite." He gently grabbed Dean's slowly hardening cock and grinded against him.

Dean let go of Cas and moaned gently and closed his eyes. "C-cas.. Baby.." He whimpered.

"Shhh darling!" Cas stopped stroking where he needed it and opened his legs. He stood on his knees on Dean's brown and cold desk. As he sat between Dean's legs, he leaned down to lick and nip and his chest and nipples as he slid a dry finger into him. Dean hissed and cried at the pain but he enjoyed it and he smirked and moaned gently. He put his hand in Cas' hair and pulled ever so slightly.

"You're extremely tight? What happened to make you so stressed?" Cas whispered and nipped at Dean's ear and added another finger, starting to scissor him roughly.

"W-work and fa-amily..." Dean groaned loudly. "I'm so thankful you're here. I was so lost and thought and worried about everything that i just- AHHH." His sentence was cut off by Cas ading another finger and twisted and curled them inside his tight hole. Once he found it, he massaged his prostate and smiled down at Dean.

"Shh. I'm here now. I'll be here whenever you want.." He mumbled,"I'll do it for free," but it was all a mess because it was covered up by another one of Dean's moans. It didn't dwell on him till now that Dean said something about his own family, and that thought made him cringe even more. It was crushing, loving someone you don't really know, f**king the hottest person you've ever seen with no meaning. "My work is hard as well," he laughed and made Dean shiver. He felt Dean's member against him and that turned on the hooker. That wasn't good.

"You get a lot of money doing it." He mumbled and groaned gently, biting his lip because they were still in his office. "Don't you want to settle down.." He whispered the question he always wanted to ask him. The banker secretly wanted to get to know the boy and be friends... With benefits.

"What do you mean settle down?" Cas groaned and licked and sucked at Dean's neck. He left a small love bite, and that was very unlike him. But he kept sort of roughly moving his fingers within the boy.

Dean sqirmed by accident, forcing Cas's fingers deeper. "I- i- i don't know... Quit this l-life and have a fami-family of your ow-own..." Dean felt his breaths getting shorter the more he got turned on and he was getting frustrated. The area that needed the most attention was getting neglected.

"Sounds good.. I'll think about it tomorrow." Cas sighed on his sweet and savoring skin. He wasn't thinking straight, knowing he had another apointment for the night and another 4 tomorrow. But he didn't want to leave Dean. Cas was the best in the whole chain of prostitutes, everyone wanted him, that's why he was so high priced. But he never charged Dean as high. "I think you're ready.."

Cas pulled his fingers away, along with the rest of his body to get some silk rope from his briefcase and tied Dean down to his desk. He shoved a dildo in his mouth to keeo him quiet since they were in his office and he grabbed his hips and thrust inside him. But it was even worse that he didn't use lube and he didn't move as he gave Dean time to adjust. But it was torture. Dean moaned and tugged on the restraints and whimpered and bucked his hips up. He kept his eyes open, slight tears forming. He whispered 'more' and 'move' around the object keeping him from being too loud. Cas felt bad seeing the tears and leaned foreward to wipe his eyes, but kept rolling his hips and aggressively thrusting into him. Each movement sent him closer to the edge. He was like a freaking sex god because he was so good. A few tears slipped out of Dean's eyes, but pleasure overcame him as Cas's fingers massaged his abs and still moved within him. Cas was quiet minus a few whispered words of encouragement or a groan.

"You're doing so good," Cas whispered, he'd never been this rough with Dean before. He leaned down to kiss his chest and stroke him in sync as he kept moving. He already knew that the still mysterious green eyed man wouldn't be walking in the morning. Dean threw his head back and whimpered and moaned into the dildo. He gently sucked it, pretending it was Cas'. He groaned, finally getting the attention in the area he most wanted- needed it. Cas chuckled at his actions and held himself back, forgetting to wear a condom and he pulled out before he came. It was torture having such a hsrd on that he knew Dean wouldn't even get near. But he didn't untie Dean, but wrapped his careful lips around his cock. Cas could see he was close because he felt him almost throbbing. Painfully turned on. But he licked a long line from base to tip and nipped at it gently before taking him into his mouth and bobbing his head slightly and more gently.

Dean came for Cas with a many squeak as a warning. He screamed and yelled Cas's name around the object in his mouth as he came down from his high, not caring hat they were in an officem He panted as he calmed down, and felt drool come drip from the side of his mouth as he looked at Css with pleading eyes. Cas closed his eyes and swallowed Dean down, he licked at his slit to make sure that he was finished before pulling away and taking the dildo away and untying him. He held it in front of him to hide his boner. 'What the f**k Cas? You've never swallowed before! You're supposed to spit... And this was a close one, you almost came inside of him.'

"Cas. Don't leave so soon." Dean started but knew he was probably busy. He got off the desk slowly and looked for his boxers, almost falling down as he did so.

"You dont want me to leave? Did i not do good enough? Not worth the money?"

"You did great. More than great. Like always." He smiled and looked at Cas. "You don't have to, I mean, you're probably busy."

"I kinda am, no ones wanted me to stay longer than i had to before. Its weird. Ill come back whenever i can. Might be a few days. You might have to get someone else, I'm booked all week. I'll make time for you though!"

Dean smiled. He doesn't do anyone besides Cas. But he'll never admit it. "Sure," he smiled softly and he pulled up his boxers.

Cas saw something was wrong. "Did i hurt you? Are you okay?" He questioned, and walked over to rub his arm soothingly.

"I'm fine, i promise! And i insist you take the rest of my money im offering." Dean slyly kissed his cheek and shoved it into his pocket without hesitation. Dean always made Cas nervous.

"Uhm kay." Cas said awkwardly and put his things away and got dressed before leaving. "See ya."

"Bye" he says as he watched him go. 'Nice move Winchester.' He got dressed and sat at his desk and mumbled swear words. Cas wanted to mumble 'i love you' but he couldn't do it without making things awkward. He drove to his next customer. $2000 for the rest of the night with a girl named Meg Masters.

~•~

The rest of work was dragging and when he went home he laid in his cold bed, thinking about Cas. Hopelessly. His finger resting a few inches above the stripper's number for a good 15 minutes, before turning his phone off and resting it on his chest. Little did he know, Cas couldn't get Dean off his mind and almost moaned his name as he was screwing this girl. Morning couldn't come fast enough and he left as soon as she gave him the rest of his money.

When he woke up in the morning he felt his phone still in his hands and he rubbed his eyes, thinking he should call Cas, but he doesn't because he knows he's busy. Plus he could barely even move... Oh but he did it anyways!

Cas ditched his customers for the day because he wasn't in the mood after how he ended it with Dean so awkwardly the day before. He barely knew him, but he couldn't stop from himself helplessly falling in love with him. Dean was the only one who's number he had actually saved. And when he saw the name on the caller ID, he couldn't stop smiling. "Hey, Dean. I'm kinda busy. It's gonna be pricy if you need me... It's only been a day!"

"My office. 20minutes. $1,000."

"Wow... Okay, I'll blow off this girl named April. Dude, she wanted everything on the menu for only $100... That's probably just a handy- anyways. I'll see you in a little bit."

Dean and Cas kept using each other for sex for the next days.. Weeks...and months...

It wasn't untill one day Dean had once again had another awful day at work. His anxiety meds were all gone and he didn't feel like getting a refill. He kept snapping at people for the littlest of things. He had had enough! He worked up the courage to call Cas, eventhough he knew money would be an issue. Cas was putting a dent in his pocket, but that didnt seem to matter to him at this point.

Cas picked up immediately. "H-hey." Every time they were together it was awkward. Cas really liked Dean and he was pretty damn sure that Dean didn't like him back.

"Hi, Cas." He said gently. I miss you. I want to hang out. I want to be yours. So many things to say. Such little time. "How- how are you?" He stuttered.

I miss you and I love you and I feel bad for leaving last week when you wanted me to stay. "I'm fine. You?"

I love you! I really miss you now! And I want you here all the time and not putting yourself in danger. Just hearing your voice makes me want to pour my heart out and get to know you and fall for you even harder.  "O-oh that's uh.. I'm good. Are you busy?"

"Nope. Do you need me?"

"Yes," Dean says quickly. "Yeah!" He agreed and frowned. Poor Cas thinks he means sex. He rubbed his temple and sighed at the ground. "Just bring yourself."

"Okay..." Cas hung up. The basement of the apartment building besides Dean's office building is where he was so, he was within walking distance. He did go over there fast, but his clothes and hair were still messy from his night before. The door was open, Dean was staring at his computer screen. "How much are you willing to pay this time..." He walked around to see that it was an email to his boss about money issues, but Dean clicked off before he could really read it. He worried that he was breaking Dean.

"I don't want that. I wanted to talk. I don't like your job. It's dangerous. You could get seriously hurt!"

"Does it look like i care?" Cas ran a hand through his hair and rubbed the newest hickeys on his neck. "I have fun doing this. I might not love or enjoy it, but it pays well..."

"But Cas, i care." 'I don't like you touching other people.'

"Bur I'm a worthless prostitute. Nobody should care about me!" Cas was getting $hitty and irritated. He cared for Dean, but he had to be somewhere soon.

"Don't talk like that! Okay?" Dean stood up and walked over to him and wrapped him in his arms. He kissed his hair, not caring that he was probably doing the wrong things.

"O-okay.." Cas pushed him away. "I have to go. Uhm. Yeah. See ya.." He started to walk away and Dean couldn't work up the courage to say anything else. 'Nice move Winchester, you f**ked up with him. You lost your chance! This is why everyone you love leaves!'

This went on untill next sunday. Cas had a different boy or girl every night, but he couldn't stop thinking... He put all of the money Dean had given him, the money he hasn't spent yet, in an envelope and slipped it under Dean's office door before they closed Sunday at noon time. But then he scurried back to his own dark corner of the universe. F**king random people hurt his heart. He missed Dean, but couldn't admit it.but he found deans number in his history and decided to call him one night.

Dean found the money and got angry. He told Cas to keep it! His sister-in-law, Jessica, kept calling and complaining about Sammy not coming home, asking if he knew where he was. Dean didn't know. He'd been alone for a while. He was getting better sorta, without Cas, but there was always a loss feeling inside of him. He was laying in bed when he heard his phone going off. He sat up and grabbed his phone and answerd it. He was suprised to see who it was and his heart almost stopped. "Hello," he asked.

"Just wanted to say... Well, i don't like how we keep ending things. I wanted to give a proper goodbye. I'm not gonna be a prostitute any longer. I'm quitting... I'm gonna work at McDonalds or something."

"Oh.."

~•~

Cas endes up going over there to him. "Hey hey!" He said and opened the door before even thinking about knocking.

"Hai bestie!"

"Oo really? what, are we best bros now?" Cas raised an eyebrow.

Dean smirked. "We could be." He said and chuckled a little.

"Oh sweet. Best frenss! I dont have friends. Sorry! I dont know what friends do."

"Well. Friends talk and hang out with each other." Dean started, but stopped and tapped his feet.

"Oh. Cool. Can we be friends and then see if i realllyyyy love you? A good plan or nah?"

"Sure." He chuckled. "Now, how would you feel if we went to Barnes and Nobles, right now?" He asked. "I remembered that you like reading!"
For a slut, Cas was a geek. He was weak for The fault in our stars.
"We'll go in 10 or so minutes."

"I don't wanna be a bother. Ill go wait in the loby," Cas smiled sweet and shyly.

"No no I insist stay. Please" he says and looks at him. Cas nodded and sat in the cornee and crossed his legs. He played wirh his hands in his lap. "You couldve sat on my lap" he teased and looked over at Cas

"I just might if you dont stop being so cute "

"I will be non cute so you'll sit on my lap" he grinned and began typing  . Cas rolled his eyes and stood up. He walked over to Dean and moved his arms to sit on his lap, but not get in his way. Dean wrapped his arms around him and continued to type. "Thank you." He smirked

"Yeah yeah!" He examined his nails awkwardky. He wanted to judt be with Dean already, but didbt want ti rush it

Dean smirked and hummed a bit, deleting a bit and then typing. "Almost done."

"Okii dokie. Take your time, okay?" Cas shifted and accidentally rubbed his butt on Dean's crotch . the banker gasped and bit his bottom lip, snd he messrd up more. But tried to fix it. "Looks like your struggling," Cas could never sit still and that was just his ADHD. He honestly didn't mean to grind or turn him on, but he was good at it nonetheless. Dean kept typing all the wrong things and hummed to himself as he squirmed beneath Cas. "Am i a distraction? Should i get up?"

"Don't get up. It's my fault." He whispered. "I'm just excited." Well. That wasn't a lie. "Almost done."

"I can tell your excited." Cas laughed and tried his best to stay still. He laughed a little along with him and then focused more on his task, biting his bottom lip harder the more he got turned on. Cas watched him type and ocassionally looked at his focused face and smiled.

He would catch Cas' eye and smile a little. "And.... Done." He smiled. He sent it to his boss and closed his computer. He chuckled a little. "Now I'm comfortable. I don't wanna get up." He smirked.

"Good job. "Okaaky." Cas squirmed and moved his bottom again to get comfortable.

Dean helped him by putting his hands on his waist and pulling him back more. He put his nose on his neck and he sighed. "Don't you have a book to show me?"

"It's in my car but i don't wanna get up." He melted against him. Their embrace felt differnet, but it was amazing.

He liked this better. Having more control, making Cas feel good, made him happy. "Neither do I" he whispers and gently kissed his neck. "I'm sorry.. I'm not taking it too far am I?" He asked.

"No you're completely fine, Dean." Cas wasn't sure what to say. He never allowed anyone to pleasure him back. He made Dean stop when he tried every time they did it.. It was weird. But just being with someone who cares about him was different.

He took it slow. "Relax beautiful" he mumbled and wrapped his arms around him slowly and trailed a hand up his chest and back down, showing him it was okay.

Cas leaned into his touch and rested against him, relaxing for rhe first time in a while. He wasn't going to let his enotions out, not now anyways. He thought to himself: dammit don't cry not now. Dont you cry you piece of s
$hit.

"We don't have to do anything. But I want you to know you're so beautiful," he whispered into his ear and kissed it gently, slowly rubbing his chest and stomach in a soothing matter.

"You are too." He felt his voice catching in his throat.

"Are you okay cas?" He asked and kept his soothing rubbing still going.

"I'm more than okay." He just wanted to curl up in a ball and snuggle against Dean, but didn't want to seem weak.

He leaned back in his seat and tugged Cas as close as possible, holding him close. "Good." He whispered and kissed his head.

"I've never had someone actually care about me and treat my like im human," he whispered and it was muffled as he hid his face in Dean's chest, with tears forming in his eyes.

"Those people are dumb. That just means your extra special to me then." He says softly and rubbed the back of his head gently. "Don't let them get you down."

"It's my family too... Everyone except you, so I'm scared of you leaving too...that's why i push you away. I've screwed you so many times that i know your body inside out, but i dont know who you are."

"Now that I have you Cas, I'm never going to let you go." He promised. "Never, ever, ever" he whispered and kissed his head a bunch of times. "I'm gonna spoil you Cas" he smirked and kissed his head once more before looking at him. "In a good way," he added. "I'm buying you ice cream," he smirked and breathed in Cas's scent. "And then I'm gonna tell you about myself! So, what's your favorite?" He asked and pulled the chair up and he wanted to carry him but he didn't wanna seem weird so he gently got up.

Cas hopped out of his arms and stood beside him. "Vanilla and sprinkles. I might seem like a strong wet dream, but i still feel like a kid."

He smirked and put his hand on his shoulder and lead him out of the office. "Good choice." He says and takes him down the elevator and to his car, which he opened the door for him.

"I can still pay, I'm loaded with cash. I don't want to break you."

"You won't break me. It's my treat anyway." He says and got in the car and started it. He drove to the nearest ice cream parlor and parked and shut the car off. He looked at Cas and fixed his hair a bit, before smirking and getting out of the car.

Dean got them both a large cup of ice cream and sat beside Cas. His was chocolate, whilst Cas's was vanilla with rainbow sprinkles. "You're adorable, you know?" Cas smiled.

"Now i do." Dean smirked. "But so are you." He says and kissed his cheek, watching him still. He took his finger and dipped it in Cas's ice cream and licked it, just to taste. Cas decided it wasn't good enough for him and took a big spoonful and fed it to Dean. But Dean wouldn't open up because he insisted it was for Cas. "Open your god damn mouth," Cas demanded and chuckled.

"So bossy!" Dean laughed and gave into him.

"Good boy! And if you're one of those germophobe pussy $hitters I'm already done with you," Cas laughed. "My tongues been all over you so eating after me shouldn't matter, right?"

Dean laughed and swallowed the sweetness and grinned. "Its fine Cas. I guess you can say I'm eating you this time." He whispered and smirked. Cas's eyes widened and he laughed almost to hard. Dea  blushed. He can't really flirt. "I'm so sorry," he smiled.

"Don't be sorry cutie." Cas leaned against him to catch his breath.

"Your laugh is amazing," Dean rubbed his shoulder.

"Shut it." Cas rolled his eyes playfully. "Hey, why did you become a banker? You seem so stressed... It's like you hate your job."

"I thought it was a good job. My dream job is being a mechanic, but this job caught my eye. I really don't like it.. But it helps pay the bills." He said gently and rolled his eyes.

"You should be a mechanic!! I have enough to hold the bills over and not put a dent In my wallet."

"I could only let you pay if you lived with me."

"Then I'll live with you."

"W-wait seriously? But you have an apartment.." Dean blushed intensely.

"So?"

"I don't know..." Dean looked at the ground and ate slowly. "Hey, Cas, why'd you become a prostitute anyways?"

"Everyone I love leaves me. Mom died. Dad kicked me out. Every relationship i have had has said im horrible i left. I was done. So i decided to just be with random people without emotional connection. Then i wouldn't be hurt anymore."

"Cas, i won't leave. I promise, because I really do love you."

"I do too, De.." Cas kissed his cheek.

Minutes once again turned into hours of them talking about life and their feelings and what they wanted to do with their lives. Hours turned into days thay they were together and those days faded to monthes. Few things changed with them. Cas got a job as a server at Applebee's. Dean became a mechanic at a local garage. They were finally happy with their lives as they lived together in a small apartment on the east coast. It was perfect for the young couple. Cas couldn't believe that he finally found the love of his life, all because of Dean's perfect Rebel Yell.