Sam looked closely at the tight slit now flushed and dewy with excitement, "Dean is that what men call a pussy?"

Dean shut his eyes so he wouldn't be able to see the disappointment on Sam's face, "Yeah you can call it a pussy, Sam now that you asked me to marry you it's important you understand my condition."

Sam ran a finger along the soft opening catching a bit of slick fluid, "I don't understand."

"I was born with lady parts, I could hide it because it's not very noticeable and most men were only concerned with getting inside my rear end. It is the only special part of me I could give to the man I love…I'm a virgin Sam."

Sam smiled softly, "A virgin like me," he stroked the delicate flesh, "Dean may I look inside? I've never seen one before."

Dean was surprised he wasn't running by now, "Sure honey, go ahead." He felt long fingers spread him open gently and explore, when Sam worked a circle over the engorged little clitoris Dean thought he was going to die of pleasure.

As soon as he whimpered Sam stopped immediately, "I'm sorry did I hurt you? I saw that cute little pearl and wanted to play with it."

Dean rolled his head over the pillow and spread his legs farther, "No you didn't hurt me…it felt good, play with my pearl as much as you like."

Sam bravely licked it and didn't mind the flavor at all.

The cowboy stood and looked down at his treasure, Dean had his bottom lip caught by pearly white teeth. The green eyes were blown black and locked onto Sam's, "I thought you'd run away from me, I was prepared to give the ring back…so you can accept my condition?"

"Oh yes Dean, your pussy is like a gift to me, you are my perfect man with a bonus, plus we get to lose our virginity together."

Sam slowly stroked his cock as he stared at his prey. The soft, sweet voice was replaced by a deep, seductive tone, "I was going to screw your pretty butthole but first I want that wet little treasure box of yours."

Dean was shocked and pleased at his cowboy's display of dominance. He scooted back on the bed and motioned for him. He was nervous; Sam was inexperienced and wielded a massive cock. Dean hoped he wasn't split open stem to stern.

Sam settled between Dean's legs, positioned the head and nudged the slit until it popped in.

They kissed awhile and Sam whispered pretty words in his ear, "I'm gonna break you in and take your gift as my own Dean…truly make you my woman…I love you."

With that he pushed his cock further meeting with slight resistance but easily broke Deans cherry with one hard thrust.

Dean cried out as he dug fingers into the muscles of Sam's broad back. It stung as he felt the length pumping in and out hitting things inside of his body Dean never knew he had.

Sam got a rhythm going as he grunted and groaned on each thrust until the sound of balls slapping against his lovers other hole filled the room along with the noise of two animals rutting.

The virgin boy Sam was now a man; he loved the dominance over his pretty fiancée and let him know it, "I'm going train you honey…make you my good little wife."

Dean lay there keening as his hole was stretched and filled to breaking. Sam gritted his teeth then let out a slow hiss as he filled Dean's tender parts with potent seed.

Dean could feel the jerking inside him as his lover basted his baby maker. Unbeknownst to them, Sam had just planted a nice big bun in Dean's freshly christened and very fertile oven.

….

They held each other as Dean stared out the dirty glass of the window, "The moon looks pretty tonight doesn't it…are you happy Sammy?"

Sam didn't have anything beyond their bed on his mind, he pinched and rolled a nipple between his fingers eliciting a gasp from Dean, "You're the one that looks pretty tonight, the moon is dull compared to you sweetheart. I'm the happiest I've ever been, what we did was like magic. I'm glad I waited, I had opportunities and it just didn't seem right. I got teased a lot about that…what with that nickname and all but I wore it like a badge of honor, Cherry Sam, now what are they going to call me I wonder?"

Dean slipped a finger between Sam's cheeks and teased his pucker, "Lucky Sam, yeah that sounds right." Sam clenched himself tight against the probing digit, "No Dean stop that now behave."

Dean nipped the tender skin on his lover's neck and purred, "What if I don't?"

"Then I'm going to give you a proper spanking until you're a good girl, I said I was going to train you and I meant it."

Dean chuckled and pushed his finger against the resistant muscle, "You were serious?"

Sam suddenly sat up, grabbed Dean and forced him over his lap, "Damn right I'm serious." Sam came down with a firm smack on a full butt cheek then rubbed the sting away, "See…if you're naughty you get punished, I may not know much about things of a sexual nature but I have a very vivid imagination."

Dean felt another crack come down; he jerked and wiggled, "Hey that one hurt!"

Sam spread his ass cheeks open with long fingers and then poked at his hole, "Maybe I should explore this a little…get the lay of the land before I stick my manhood in there."

Dean humped his lap and let out an honest to goodness giggle, "Maybe you should Sammy, I got a treasure in there and you just have to find it." Sam spit on the little pink button and rubbed is finger around; he probed until he breeched the rings of muscle. Dean let out a whimper and humped his lap some more, "Come on Sam I didn't get to finish I'm horny."

Sam popped his finger out, slapped his cheeks a few times and rolled Dean off, "Your punishment is you have to wait." Dean pouted, "Fine, then you won't get my goodies."

Sam reverted back to an inexperienced and nervous sixteen year old with an experienced partner he wanted to please, "Don't be upset Dean, I can pleasure you." Sam grabbed the base of the long stiff cock and licked a swipe up the side, "Like that?"

Dean tried to ignore him but when Sam sucked the leaking head inside those coral lips he had to pay attention, "Yesss….Sam do it more."

Dean in his excitement at someone actually wanting to suck his cock for once grabbed the long head of hair and began fucking his cowboy's pretty mouth, Sam was a bit lost and let Dean take over as he gagged on the length banging against his tonsils. Two strong legs wrapped around Sam's back and held him in place as Dean shot down the virgin gullet.

His legs drop to the side, he let out a long, satisfied sigh, "Now I busted that cherry on you Sam."

Sam kneeled between his legs coughing up some of the leavings, he rubbed it between his fingers then looked down at Deans ass, "Why don't you bend over so I can give that rump a good mounting?"

Dean jumped out of bed and gave him a wicked smile, "If you want this ass you're going to have to work for it cowboy."

Dean took off running with Sam in pursuit, they headed out the door and toward the little spring fed pond. Sam watched Deans rump jiggling as he ran and that just encouraged him to work harder for it, "Come here Dean…come get it!"

Dean let out a squeal as Sam got closer, "No, you come get it you big horny bull!"

They circled around the tree both laughing until Dean spotted a horse and rider heading toward them.

It was John Winchester, Dean ran for the house to put on clothes and hide from the man knowing he would be angry. Sam walked in calmly, slipped on his jeans and boots then headed back out to greet him.

John stopped in front of him and stared at the ramshackle home, "You're here twenty four hours with the whore and already he has you running around naked like a fool. Son I've come to talk some sense into you, now that Roman is dead you have to start thinking of your future and it's not with the likes of Sweet Rose."

Sam stood there defiant and challenging, "His name is Dean…Dean Campbell and soon enough he is gonna be Dean Winchester."

John got off the horse and stepped right up to his son, "Do you mean to tell me I purchased this place for him, you lying, ungrateful brat!"

"If I told you I knew you wouldn't have bought for me, we needed a place to live until I'm eighteen and can move into the main house at the ranch."

Johns lip twitched as he resisted the urge to give his son a good beating with his belt, "Over my dead body will that bitch move onto my land."

Sam balled up his fists wanting to give his old man another pop in the face, "It's mine, mama left it to me, you're just tending it is all. Dad I want you stay on and help me run it after I take over…I still love you, maybe by then you can accept Dean but if you can't then you're going to have to move."

John growled, "I would love to see you try to run me off my place, I will never accept him Sam…never."

John mounted up but before he headed out he gave one last parting shot, "Better get your dick checked boy, no telling what he gave you."

"Then you better get yours check dad."

John rode hard back to town to meet with his lawyers.

…..

Sam heard a guitar playing, he walked in Dean's old room, "Dean…Dean he's gone where are you?"

A faint voice came from the closet, "In here."

Sam opened the door and there was Dean fully dressed with a blanket around him, he was playing his old parlor guitar. He pressed his body into the corner, "I forgot I had this."

All the joy was sucked right out of Dean as if their beautiful time together never happened, Sam helped him up and took the guitar away, "I can bring this into town and get it fixed for you."

Dean stood there with shoulders slumped, he had heard bits of what John Winchester had said, "Ok."

Sam sat on the cot and patted his lap, Dean sat down resting his head on the broad shoulder, he reached for his belt buckle, "Do you still want to have my rump Sammy?"

Sam stopped him, "I have dreams of stemming that rose of yours Dean but why don't we just hold each other awhile and talk about our future instead?"

Dean grabbed him in a tight hug, "Thank you Sam Winchester you are a fine man."

Sam bounced him a little on his lap and flashed a smile, "I just do the opposite of my daddy and that seems to work."

….

Sam and Dean were starving; there was no food in the home. They decided on a trip into town so Dean could gather his belongings and they could get supplies.

The trouble was they needed so much and just had one horse; Sam decided to hire someone to bring supplies over until he could go back to Winchester ranch and get a buckboard with extra horses.

He figured it wouldn't be stealing since he owned it all anyway. Sam knew there would be problems but he decided he wouldn't let his father keep them from things they needed.

….

Dean stared up at the Iron Horse and let out a sigh, he didn't want to go inside but he had to get his belongings. There was the cash box under the dresser, his clothes and a few items of his mothers he was able to take before they ran him out off the goat farm.

Dean entered the front; he would be in plain view going up the stairs anyway and didn't feel the need to hide.

Sam went across the street to Singers to gather up his clothing and then meet Dean at Iron Horse. He paid his tab for the extra nights of storing his belongings John had left there and then handed Dean's guitar to Bobby, "Any chance someone can fix this up?"

Bobby looked it over and nodded, "Sure it's not that bad, a new fret, strings, polish it up and it will be right as rain. I can do it for you, give me some time though. You can pick it up next week. Do you play cowboy?"

Sam beamed as he talked about Dean, "No but my sweetie does, and he paints…my honey is so talented Bobby you wouldn't believe it."

"Lord boy, it must be true love to give you that sappy ass grin on your face."

Sam grabbed his bag and hurried to the door, "You bet it is Bobby!" He twirled a lady walking in and headed over to collect his angel.

…

Dean walked in and a cheer of "Sweet Rose!" filled the room, there was excitement in the air as the customers thought the Iron Horse just got back its number one whore. Dean yelled, "Sorry fellas, my sweet rose is retired."

A groan of disappointment was heard across the room.

Gabriel waved Dean over and gave him a drink but Dean declined, "I can't drink anymore Gabe, I promised Sam I wouldn't," Dean pushed the glass away, "could I have a sarsaparilla instead?"

"Sure thing, so it's true then, you're done whoring?"

Dean gave the bartender an almost shy smile, Gabe thought it made him look younger than his nineteen tender years on earth, "I'm engaged now, I got a good man."

Dean held out his hand and Gabe examined the ring, "So you bagged the handsome sweet sixteen cowboy, damn you're lucky but you deserve it Sweet Rose."

"My name Dean…Dean Campbell and I'm going to be Dean Winchester soon as we get married. Sam wants a big affair to show me off in the wedding dress he's gonna buy me."

Gabe snickered, "I hope it's not going to be a white wedding dress." Dean took a half hearted swing at him, "Be nice or I won't invite you…not that you'd have a date anyway."

Gabe pointed to new whore fresh off the rails; she was bent over a table flirting with some rangers. Her ample bottom shifted under her dress, "I'd bring Rollin' Kate, look at that ass Dean…nice."

Dean raised an eyebrow, "Why do they call her Rollin' Kate?"

Gabriel gave a love struck sigh, "Cause she has rollin' hills all over that body."

Dean finished the bottle and wiped his mouth, "Whatever makes you happy I guess." He headed for the stairs after a warning from Gabe; Zach had a new body guard called Big Bear.

…..

Dean tied his belongs up in some flour sacks. He pushed the dresser aside, lifted the board and pulled out the cash box. Dean clutched it happily, he had plenty for them to pay for supplies to fix up and expand the chicken coop. Dean dreamed of buying chickens with the rest and having an egg business.

"Maybe I'll sell fancy ones to city folk for more money…I'll get some rare chickens that lay colored eggs!"

"What have you got there Dean…is that the money you owe me for running off with that prissy baby cowboy?"

Zach stood there with Big Bear, "You know I need notice, pay up or drop your pants and take some customers." Zach walked over and snatched away the cash box, "This looks like enough…what'll it be Dean?"

Dean protested, "That's mine; I worked for over a year to save that!"

He tried to grab it back but Big Bear picked Dean up like a dolly and flung him against the wall, Dean crawled to the open window and spotted Sam heading across the street.

Dean hung out the window and waved, "Help Sam, save me!" He was yanked back inside by Big Bear.

Sam ran as fast as he could, he burst through the doors and dropped his bags. Everyone watched as he popped all the buttons on his shirt, ripping it off as he headed up the stairs with his lean, tan muscles flexing as he went.

Sam thought to himself, "I have got to stop wearing such tight shirts…don't think about that now Sam just save Dean!"

For some reason a wind picked up inside the Iron Horse and blew Sam's long flowing locks around his pretty features as he crested the top and vanished down the hall.

There were murmurs around the tables about Sam Winchester, he was now known as the badass that killed Dick Roman and got away with it. Certainly all the men enjoyed the show when he tore his shirt off but the wind inside the building was something else all together and it frightened them.

An old, one eyed man whittling in the corner pointed to them all with his knife, "Ain't you ever heard of the cowboy prophecy?"

They all muttered their collective ignorance, "Well there is a prophecy of a young cowboy so handsome that a spiritual type of wind kicks up whenever he is fixin' for a fight…it makes him look more dramatic I suppose."

He continued to whittle and then suddenly pointed his knife toward the heavens, "Its supernatural I tell you, he is destine to forever wear tight clothing!"

He handed Gabe the horse he whittled with only one side done, Gabe frowned as he turned it in his fingers, "You didn't finish it."

"I only got one eye son, can't see the other side." The mysterious whittler vanished never to be seen again.

….

Sam stood at the end of the hall breathing like an angry bull, he took a step forward and then stopped when I mountain of a man stepped out the door of Dean's room; he was hairy as a bear and looked meaner than a rabid badger. Sam was tall but this man had inches on him.

Sam usually didn't curse but he uttered, "Oh shit."

TBC

After the Civil war, work was scarce and returning soldiers were forced to travel to find it. The term "hobo" was invented and many of them would trade their whittlings for food and other things. Much of this became known as "Tramp Art."