My name is Cassie, Cassie Winchester. Yes I am Dean and Sam's little sister. They
seem to think I'm little! I am 19. When John stayed up in Little Rock a while back
he dated my mom and then about five years after he left she had me. Dean was
not very happy about having me around at first, but now he guards me just like
he does Sam. I live with them in the Men of Letters place and that's where we are
now. Dean and I were waiting on Sam to bring food. "Sam better hurry up and I
swear to god if he forgets my pie!" Dean whined. "I don't see what the big deal
is!" I stated. Dean gave me a death glare. "Cassie, don't even go there! Pie is-"He
began. "Out of stock!" Sam continued for him while walking into the room.
Dean's face dropped. "Son of a bitch!" He yelled hitting the table. "First we can't
find Crowley and now my Pie is MIA!" I laughed and shook my head. Sam laid the
bags down and jumped onto his laptop. "Get this, I actually have a lead." Sam
said. We both looked to him. "Jessie Blackwood was found dead yesterday ripped
to shreds." Dean rubbed his chin. "Is this our kinda thing?" Sam smirked.
"Witnesses said whatever was attacking her was invisible." "Hellhound, and
wherever there's a hellhound there's a crossroads demon!" I said. The boys
looked at me, Sam smirked. "Come on Dean even Cassie got that before you."
"Shut up!" I got up and grabbed my knife my mom gave me before I left. "So let's
go!" Dean looked at me. "Oh no you're staying here." I scoffed. "Uh no I'm going
with you!" Sam stood up. "Maybe Dean's right Cassie, Demons can be-"he
started. "I know how demons can be! I have dealt with them before!" I almost
yelled. "And the last time you did I had to save your bacon!" The room was silent.
I could feel tears in my eyes. I stood up, threw down the book I was reading and
ran to my room. I heard Sam yell at Dean as I was running away. "Good going
Dean." I flopped onto my bed and wiped the tears out of my eyes. The last time I
had dealt with demons my mom got killed. I had found Dean and Sam and asked
them to come over. I was getting ready upstairs when I heard a commotion. I ran
downstairs and my mom was getting eaten on the kitchen counter by a vamp. I
screamed and that's when Dean and Sam ran in. I was in shock for five days
before I realized that actually happened. I cleared my throat and rolled onto my
side. My phone vibrated. I looked at it and saw "See you soon Cassie" Sam walked
in and sat on my bed. "Hey, Cassie look Dean didn't mean it." I nodded and laid
my head on Sam's arm. "You can come with us if you want." I sat up. "No…I think
I will just stay here." Sam nodded and Dean stood in the doorway. "Cassie, look I-
" "Save it!" I said walking past him. I walked over to the table and grabbed my
keys. Dean was right behind me. "Where are you going?" I ignored him and kept
walking. "Cassie wait!" Sam called. I stopped. "Oh so she listens to you." Dean
muttered. Sam put a hand on my shoulder and turned me to face him. "Where
are you going. I thought you wanted to stay here?" I shook my head. "I…I'm going
to meet my sister." Dean's eyes widened. "Your who?" The boys said in unison.
"My sister called me and she wants to meet me." Dean shook his head. "No, how
do you even know this is your sister?" I furrowed my brow. "Because she knew
things I have never told anybody and she has pictures of me and my mom and
her." Dean chuckled. "Cassie it's not that hard-"I put my hand up. "Stop ok, I
know it's her. I turned around and bolted up the stairs. Sam and Dean took off
after me, but I made it to my car before they made it to me. I locked the doors.
"Cassie lets go get out of the car!" Dean yelled. "Dean I will run you over! I am
leaving." I backed up and Dean let go of the handle. I heard him call "Son of a
bitch!" and I couldn't help, but smirk. This was it. I was finally going to meet my
sister. I drove down the road in silence. I remember my mom talking about her
leaving. I don't really remember her, but I have heard a lot. I looked in the rear
view mirror to an empty road. Good, I thought. As I pulled up to the meeting area
I saw no trucks or people. "Where are you?" I mumbled to myself. As I pulled up
further I saw a black SUV. "Hmm nice." I thought. I got out and stood by my car. I
started walking closer to the vehicle. "Hello?" I called. The doors on both sides
opened and men in black suits came in front of the car. "Hello Cassie." The one
man said. I started backing away. "I-I think I have the wrong spot…" The man
chuckled. "No you're right where we need you to be!" He laughed. I spun around
and the other man was right behind me. His eyes flickered black and I growled. I
reached in my back pocket and whipped out my knife. I sliced his neck and before
he fell to the ground he kneed me in the stomach. The other one came up behi
me and grabbed my arms. I tried to fight them off, but they were strong. All of a
sudden I hear the roar of the Impala and saw it come to an abrupt stop. Dean and
Sam ran out of the car. "Dean!" I yelled. He sliced into the first demon and two
other men came out of the car. "Hold on Cassie!" Dean yelled. The one holding
me began pulling me backwards and my knife fell onto the ground. Dean was
making his way to me, but a demon launched him onto my car. "Dean! Sam!" I
screamed. They pushed me into the car and I hit my head knocking me out. My
eyes burned. I slowly tried to stretch, but my arms were restrained. My head shot
up and I looked around. I was in a dark, dirty room. I could hear shouting. It was a
couple of men, but one voice stood out. It was a dark British accent. "Why the
bloody hell was Sam and Dean there?" the man asked. "We…don't know sir." All
of a sudden I heard a scream and a thud. The door behind me flew open. "Sorry
darling, it's so hard to find good help these days." I tugged on the ropes holding
me down. "Let me go!" I yelled. He chuckled and fumbled with something, still
behind me. "Sorry love can't do that." He came in front of me, back turned
towards me. He had some sort of tool in his hand. "Alright then, let's get started!"
He said turning around. We stared at each other for a moment. He had soft eyes
and a prickly looking beard. His eyes trailed my body which made me very
uncomfortable. "So, you're the Winchester girl." He stroked his beard. "Who are
you?" I asked. He smiled. "I would be Crowley." He chuckled. My eyes widened.
"You're- Cr- Crowley." I stuttered. "The one and only." I swallowed a boulder in
my throat. "What do you want with me?" I asked. He smirked. "I want to make a
deal." I scoffed. "I don't make deals with demons!" He put his hand to his chest.
"Hurtful. Anyways, if you don't make this deal with me I will kill Dean!" My face
dropped. "You son of a bitch!" I yelled. "Calm down love, it's only a proposal." I
let my head gaze down. I couldn't let him kill Dean, I wouldn't. I looked back up
into his lustful eyes. "What do you want?" I asked. He smiled. "You! Not your
soul, but just you." I swallowed another boulder. "Why me?" I asked shakily. He
began walking all around me. "Well because I can get information about the boys
from you, and I get to enjoy myself." I felt like I was going to be sick. "No! I am not
going to go behind Sam and Dean's back and I'm surely not going to be your sex
toy!" I said. He chuckled and then disappeared. I looked around the room and he
was gone. Then in the blink of an eye he was back with two demons. My eyes
widened. They were holding Dean. "Cassie!" He said trying to fight the demons
grip. "Dean!" I cried. "Let her go you son of a bitch!" Dean ground out. "Not quite
yet. How about that deal now kitten?" Dean looked at me. "Cassie, what's he
talking about?" A tear ran down my cheek. "If I don't be Crowley's girl…he's going
to kill you!" Dean's eyes widened and he glared at Crowley. "I swear to god
Crowley I'm going to fudging kill you!" Dean yelled. Crowley nodded at one of the
demons and a knife was raised to Dean's neck. "No don't!" I cried. "Crowley
please don't!" He looked at me and smirked. "How about that deal then love?"
Dean struggled, but it was no use. "Cassie don't do it!" Dean yelled. More tears
streamed down my face and I hung my head. "Fine, I…I'll do it." I cried. Crowley
clapped his hands together and I was released. "Cassie…no!" Dean cried.
"Splendid!" He chuckled. I stood up slowly and reached into my back pocket for
my flask. Suddenly I flung holy water at one of the demons holding Dean and he
cried in agony. Dean punched the other demon and started fighting. "Cassie run!"
He yelled. I hesitated. "Now!" He yelled. I bolted out the door and ran down the
hallway. As I turned the corner I ran into someone and fell to the ground. It was
Sam. "Sam!" I cried. "Cassie!" He said hugging me and helping me up. I was
crying. "Where's Dean?" He asked. "He is fighting off demons." I cried. Sam
looked behind me, then at me. "Come on we have to go!" He called. "What about
Dean?" He shook his head and then grabbed my wrist and began pulling me. It
was hurting, but I ignored it due to the situation. We ran into a room and Sam
slammed the door. He locked it and turned to me. "Sam…what are you doing?" I
asked shakily. "I really wasn't expecting that from you love." My eyes widened
and Sam suddenly turned into Crowley. "Wh-where's Sam?" I asked shakily. He
began walking towards me and I backed up. I bent down and grabbed a small
knife from my boot and threw it into Crowley's shoulder. He didn't budge. He just
looked at the knife then back at me. "Well that wasn't nice at all." He had me
against a wall. "Now then kitten, lets sign the deal." I swallowed. "Fine give me
something to write with." He laughed out loud and my face burned. "You sign the
deal with a kiss." All of a sudden the door burst open and Dean lunged at
Crowley. Crowley was tackled to the ground, but he flung Dean up against a wall.
Dean fell and shattered a glass table. He lay there unconscious. "Dean!" I yelled.
"Now let's sign the damn deal! I am so sick an tired of interruptions!" Crowley
yelled startling me. He fast walked up to me, grabbed the back of my neck and
forced his tongue into my mouth. I tried to pull back, but he held me in place. I
hesitated at first, but something felt…good about it. Out of the corner of my eye I
saw Dean sit up and his expression killed me. "Cassie no!" I heard Dean whisper.
Crowley pulled away and smirked at Dean. "You can't save everyone squirrel."
With that we disappeared. The scenery changed and we were in a bedroom. I
looked around me and threw my purse down. It was a nice bedroom besides the
fact that there were chains on the bedposts. Crowley saw my gaze on them. "Just
one of my favorite kinks!" He chuckled. "Undress." He ordered. I looked at him
and he raised an eyebrow. "I said undress!" I stood my ground and folded my
arms. He sighed heavily and pinned me to the wall with a wave of his hand. My
hands were pinned up above my head. "Let me down!" I yelled. Crowley walked
up to me and rested his hand beside my head. "Now listen here love. You are now
mine! You have to do as you're told or there will be punishment!" He boomed. I
pulled at my hands. "Fuck off I never signed up for this!" I yelled angrily. He
smirked and twisted his hand. The bonds on my hands grew tighter. I bit down on
my lip to try from making a yelping noise. "Punishment it is!" Crowley said waving
his hand. I dropped to the floor at Crowley's feet. "Get up love." He ordered. I
stood up and brushed myself off. He pulled me over to the bed and pushed me
down across his lap. I tried to get up and fight, but it was no use. "You done
now?" He asked. I growled. He pulled down my pants and I burned with
embarrassment for forgetting to wear underwear. "Teasing me Kitten?" He asked.
"Since this is your first punishment I will only start out with ten." I put my hands
over my butt and tried to cover it. He sighed and bound my hands behind my
back. "Crowley, please stop ok. I'm sorry." I begged. He made a tisk noise. "Too
late for sorry love. Make sure you count them out loud." With that his hand came
down on my ass making me yelp. "One." I whimpered. He came down on me
again. His spanks stung. I could feel tears well up in my eyes. "Now we are going
to go over some rules darling." Smack! "Two…." I sobbed. "Respect me always. No
backtalk!" Smack! "three…" A tear fell from my eye. "Never tell Sam or Dean what
it is we do here." Smack! "Four…" My butt hurt really badly. "No doing anything
with any other guys, but me." Smack! "Five." I cried. "And last, but not least be
obedient and this won't happen!" Smack! "Six…" When he was done with the last
few he tossed me behind him on the bed. He was about to leave when I
interjected. "Uh Hello?" He looked in my direction and raised his eyebrow at me. I
rose up my hands to show him I was still tied up. He growled and waved his hand,
then left and locked the door. I got up from the bed and pulled my pants up.
"Bastard!" I growled. I knelt by the bed and rummaged through my purse till I
found my phone. I opened it up and dialed Dean's number. "Cassie?" He asked
sounding very worried. "Yeah, I…I think I'm in Crowley's bedroom." There was a
pause. "Look out any windows, what do you see?" I looked over to my left out a
small square window. "I see woods, lots of woods." He cleared his throat. "Why'd
you do it Cass…why would you give yourself to Crowley?" I could feel tears well
up in my eyes. "I…I couldn't let him kill you Dean…I wouldn't." "Me and Sam are
coming, ok. I promise we're gonna get you out of this. So just hang in there." I
could hear the crack in Dean's voice. "Ok…Dean?" I asked. "Yeah?" He replied.
"I…I'm sorry." I cried. "It's ok Cassie, alright. We're coming I promise!" And with
that he hung up. I held the phone in my hand crying. It's my fault I'm here. I
should have just listened to Sam and Dean. I sat down on the bed and sighed,
wiping the tears out of my eyes. "What's wrong love?" I jumped off the bed and
stared at Crowley. He had his leg rested up on his knee and his hands folded onto
it, looking very intently at me. "I want to go home!" I cried. He gave me a weak
smile. "I'm sorry kitten, that's not how this works." Tears fell from my eyes and I
crawled onto the chair behind me and cried. I brought my knees up to my face
and buried myself in it. I heard him walking over and he rubbed my back. He
pulled my face up and brushed my tears away with his thumb. "Stand up." He
whispered. I stood up reaching his neck. He brought me into a hug and let me cry
on his shoulder. "Would you like to join me for dinner, kitten?" I nodded on his
shoulder and continued to cry. "It'll be ok love." He cooed. He pulled away and
smiled, brushing my tears away. He leaned in and kissed my forehead. "I
handpicked a dress for you. It's on the bed." I turned around and there lay a
beautiful silk long dress. It was tan and strapless. I turned back around and he was gone.
