The story takes place right after the season 10 finale, after Dean killed Death, the Mark of Cain was removed and Darkness was released into the world. I mentioned before, new characters will be added and thrown in the story and I will bring back several former characters from the show in the upcoming future.

Chapter 91 Getting To Know Each Other Again Part 2

Time seemed to have pass quickly as Sam and Gwen sat on edge of the bridge looking down at the beautiful running brook or straight out at the beautiful green trees with colorful flowers covering the clear green grass. They didn't know how long they been sitting there as Gwen told her Sam the story of her life and he just listened curiously to the details making him glad he was learning even more about her. Now she had finished her story and it was Sam's turn to give her more details about his life.

This was quite awkward for Sam since he never fully confided in anybody, not even the few friends he had growing up as he and his dad and brother traveled around from place to place going from school to school. Not his friends in college nor any of the women in his life, including the only woman he really loved Jessica so this was a big step for him. But he felt he could confide in Gwen since she already knew enough about his life and had seen enough of the supernatural plus her being a psychic herself made him able to relate to her more.

With her he doesn't have to worry about hiding details about his unusual life unlike with some of the other women in his past which he had to admit is a bit of a relief. First Sam told her about living in Lawrence, Kansas and about his mother's death as a baby how she was killed by the demon Azazel. He also told her about how his mother came from a family of hunters and was raised into it too but wanted a normal life when she married their dad who was just an ordinary mechanic at that time. He also told her how their dad was obsessed with getting revenge tracking this demon down after their mother's death and became a hunter himself and raised both him and Dean on the road to become hunters too, often leaving them alone in motels together while he went on his missions but Sam longed for a normal life.

About how his dad kicked him out when he decided to go to Stanford University after winning a scholarship which was his ticket to freedom and a normal life where he be on his own terms and he was studying to become a lawyer and how it was Dean that brought him back to into hunting when their dad went missing. He had only agreed to help for the weekend then return to take an exam to enter law school but that all changed when his girlfriend Jessica was killed too in the same manner that his mother because of Azazel and he was determined to track him down and kill him then resume his life at Stanford.

He told her about finding their dad only to lose him when he sold his soul to Azazel in order to save Dean's life who was dying in a hospital after being hit by a truck and from then on he decided to give up his life in Stanford and hunt with his brother and he's been hunting monsters, ghosts and other dangerous creatures ever since. Gwen just sat there and listened with intrigue as his life sounded like something out of a fiction novel or movie.

"Wow, that's sounds so unusual and yet sad in a way" she said with a sympathetic look on his face.

"Well, it wasn't all bad even though it felt that way sometimes" said Sam.

"Yes, but weren't you quite lonely always on the road going from school to school?" asked Gwen.

"Yeah, it was lonely sometimes, but I always had Dean, he was always there for me even though he didn't have much choice he was forced to basically take care of me and he always felt that it's his responsibility to look after me since" said Sam.

"Well, it's nice to have a sibling around and I can see the two of you are so close, but did you ever had any other friends?" she asked.

Sam just nodded his head a little.

"Yeah, a few while growing up when we stayed for a while in a town and went to school, but I didn't have them for too long because after dad's mission was over he had to move on to the next. I got quite used to making new friends briefly knowing it wasn't going to last so made sure not to get too close" said Sam.

"That must have been sad for you, you just wanted a normal life and be a normal kid, I can tell that about you Sam" said Gwen.

Sam just sighed a bit.

"Well, what is normal? I mean I guess neither of us was meant for a normal life and be normal kids" he replied.

"I suppose but next to you, my life was pretty normal" she said.

"Hey, I survived, you know I used to resent my dad for dragging me and Dean into the hunter's life not letting us be just kids and have that normal apple pie life, I felt he chose his need for revenge over being the dad we needed him to be but now I see it so much differently. My dad was just trying to protect us from the evil in the world and he may not have been perfect and made some mistakes, but he did the best he could" Sam replied.

"I'm sure he did" Gwen replied.

Sam just paused for a moment then Gwen spoke up again.

"You know, I have to ask did you have any girlfriends growing up I mean besides this Jessica in college?" she asked him.

"Not many" said Sam.

"Well tell me who was the first girl you ever kissed?" she asked.

"Hey, you never told me who the first boy you ever kissed" Sam replied.

"Okay, I'll tell you after you finish your story deal?" she replied.

"Alright, well I was fourteen and her name was Amy Pond" said Sam.

"Was she your girlfriend?" asked Gwen.

"No, just a girl I befriended for a while" said Sam with a bit of a sad look on his face and Gwen could tell that he was holding back something.

"Is there something else you're not telling me?" asked Gwen.

"Oh no, it's just as bit sad thinking about her as she came from a troubled home life she wanted to escape just like me and she did escape after her mother died and then we moved away again and that's it" said Sam although he felt guilty about lying but he just didn't want to talk about Amy Pond right now.

"Okay" said Gwen although she still had a feeling that Sam wasn't telling her everything.

"Were there other girls, I mean did you have girlfriend as a kid?" Gwen asked.

Sam thought for a moment trying to remember all the past girls during his teenage years.

"Well, there was Dawn Peluso who invited me to study with her in high school in my junior year even though she didn't really invite me just to study" Sam said with a grin on his face and Gwen just gave a "oh really" look on her face. "Then there was also Ashley Grady that summer in Idaho when I was seventeen and we were hunting a case involving fishermen being mysteriously drowned at the lake by spirit of a fisherman every twenty years. She was the daughter of a fisherman who nearly became the next victim. We hung out and didn't go any further than second base" he went on.

'You didn't, huh, well who was your first time if you don't mind telling?" asked Gwen with a smirk on her face.

"My first time was when I was eighteen and it was with girl named Brooke Asher who was about my age. We were at a vacation resort in Connecticut and working a case where people were mysteriously dying in strange ways. Anyway, she was the resort owner's daughter and I remember she was quite free-spirited, flirty a bit of a wild child type" he said.

"And you two had some sort of summer romance while working a case there?" asked Gwen intrigued.

"Yes, you can say that even though we were there for only two weeks, when not investigating with my dad and my brother, we spent a lot of time together just hanging out and doing typical things teenagers do, I felt just like a normal kid around her. Underneath her wild streak, I learned she was lonely just like who wanted to live her own life on her own terms rather than her parents' expectations. She dreamed of going to New York to study fashion design and hopefully travel to Europe like Paris but her parents wanted her to go to some ivy league college and become a doctor or lawyer or at least marry one. I related to her in that way although I never told her what my family did. It was she who encouraged me to pursue my own goals and not just do what my family expects and decided to do the same with her life." Sam said and stopped for second or two to take a breath then went on with his story.

"Anyway, we did the deed on a late night before we were to leave after our case was over. It was a spot on the beach far off that nobody could see us, and we drank some wine she took that belonged to her dad and then we just did it on a blanket. The next morning, we said our goodbyes. Dean figured out what had happened and teased me about finally getting some action. Of course, he bragged about getting some action himself with an older woman who was a guest, some hot-to-trot thirty-something divorcee. I haven't thought about her in years, but I hope she pursued her dreams and is happy wherever she is" Sam finished.

"Oh, that sounds so sweet and romantic in a way, just to think you're a sentimental type of guy" she said looking kind of touched by his story.

"That's what Dean sometimes tells me" Sam said.

"Yeah, well I don't see Dean as the sentimental type" replied Gwen.

"He's not but don't be fooled by his tough-guy routine, underneath Dean can be quite a big softy" he said.

"I'm sure he is just like his brother" said Gwen teasingly and Sam just slightly blushed.

"Okay next question, who was the first girl you ever loved, was it this Jessica, your girlfriend in college?" asked Gwen.

Sam's facial expression changed from happy to sad and slightly nodded.

"Yes, in fact she was" he said.

"Please tell me about her if you don't mind talking about it" Gwen replied curiously.

"Well, her full name was Jessica Lee Moore, we met by a mutual friend Brady in the spring at a party on campus near the end of the semester during our sophomore year. She was a local who grew up in a town Palo Alto which is very close to Stanford and lived at home with her folks. She was blonde, super hot but also smart, caring, loyal, spunky, sweet, fun, had the loveliest smile and was the most generous person, someone who would always be by your side and have your back. She encouraged me in my goals to study law and become a lawyer, she herself studied comparative literature and was planning on eventually getting a Ph.D., she was so full of life" Sam said as he just stared out into space with little smile on his face as he starts thinking about Jessica remembering what she looked like and the times the spent together.

Gwen watches him sympathetically look on her face. "Wow, she sounds like an amazing person" she replied.

"She was" said Sam.

"Well, tell me more if you don't mind but if you want to stop I'll understand" Gwen said.

"No, I don't mind talking about her some more" he told her and then went on. "Anyway, after meeting we were practically inseparable. We hung out a lot and I even met her folks that summer. We both took summer jobs at a hotel as a waiter and waitress and I bordered with a couple who lived near the campus and took in college students as borders. We even went to a rock concert in the area shortly before returning to college and it was then that I knew that I wanted to spend the rest of my life with her" Sam said before paused for a moment then continued.

"During our senior year we lived together in an apartment on campus. We were together for eighteen months when I had planned on popping the question to her, I was going to pick out a ring and everything when Dean showed up that Halloween and you know the rest" Sam finished now looking out into space with that slight sad look again.

"That is so sad, I'm very sorry" said Gwen compassionately.

"Thanks" said Sam who still had that same look on his face.

"Wow, it really must have been really painful, the same demon that killed your mother killed and your girlfriend" Gwen replied.

Sam just sighed as it was quite sad for him to think about all of that again, but it did made him feel a bit better to have Gwen to confide in.

"Yeah, well the irony it was actually my friend Brady or the demon who was possessing him who did the deed under Azazel orders which I didn't find out about until years later when I met up with him again and killed him" Sam explained.

Oh, my, why would this demon particular want to kill both your mother and girlfriend, I mean it sounded like you were personally connected somehow" said Gwen confused.

"That's another long story which I will get too later" said Sam and paused for a moment.

Gwen could still see the bit of gloom on his face.

"I can tell that you still miss her a lot" she replied.

"Actually, I haven't thought about her a long time but still…"

"I understand" Gwen interrupted. "And you didn't tell her about your family and your life as a hunter?" she asked.

Sam shook his head. "No, I didn't, I guess I just wanted something normal in my life and in many ways, Jessica gave me that, I felt like just a regular guy not some globetrotting hunter family and yet she died because of my past and I blamed myself for a long time, maybe if I had just told her the truth from the start" he replied.

"Hey, it wasn't your fault, you couldn't possibly predict what was about to happen" Gwen replied laying her hand on his shoulder while Sam just had the same sad look on his face.

He then turned to face Gwen and smiled, being around her made him feel better.

"I understand that but still I just wished it was different" said Sam.

"I understand Sam, it must have really been hard on you" said Gwen.

"It was but I managed I survived like I always do" said Sam looking a bit sad again.

Gwen then removed his hand from his shoulder.

"Losing that kind of love is always hard, I know from having clients coming to my grandmother to help them with a spirit of a loved one and seeing the sad look on their faces because they are not ready to let go yet. Was there anybody else after Jessica, again you don't have to tell me if you don't want to" said Gwen.

"No, it's okay, and yes there were some but none of them lasted, I mean it wasn't like what I had with Jessica" Sam told her.

"I'm sure but were any of them serious?" she asked.

"Most of them weren't but there were a couple" he said.

Then Sam explained to Gwen about Madison when they were working a case about werewolf attacks who turned out to be a werewolf herself and how he and Dean tried cure her but there was no cure and in the end Madison pleaded with him to kill her to stop her from killing again and he did painfully. Then he told her about Amelia Richardson, the vet he met after running over a dog that he later took in named Riot and their brief romance after Dean had vanished and was trapped in Purgatory with Castiel for a year and how they're relationship ended, that she was the last serious relationship he ever had.

"Wow, that too is quite sad, it's seems you have back luck with relationships" said Gwen remorsefully.

"Hey, it's the story of my life, I guess I wasn't meant for something lasting" said Sam.

"Wait a minute, don't say that, I don't believe for a moment that anyone is doomed to find love, someone to spend your life with no matter how much bad luck they had in the past" said Gwen.

"So, you're quite the optimistic" replied Sam.

"I suppose, my grandmom says I am but I just don't think most people are beyond finding that special person in your life that your meant to be with despite any bad luck and tragedy they've endured" said Gwen.

"Well, you're grandmom is right about that, that's the one thing I admire about you" said Sam.

Gwen just smiled as she and Sam just glared at each other looking like two love birds.

"Okay, now can you explain to me why this demon Azazel as you call him killed both your mother and girlfriend, I mean what's up with that anyway?" asked Gwen.

Sam paused for just a moment with a hesitant look on his face.

"Maybe I'm pushing the gun a little bit, I mean you already told me a lot so we can drop the whole thing if you want to" said Gwen.

Sam just paused a bit some more than finally just shook his head. "No, Gwen, I said I would tell you. I've already opened up to you about my life so it's time told you the whole deal, there's still a lot you don't know" he said.

"Like What?" asked Gwen.

"You need to brace yourself" said Sam as he began to tell her more about his life.

He told her about how Azazel a demon with yellow eyes had killed his both his maternal grandparents and his father ten years before he was born, and he promised his mother to bring back hid dad if he could enter her home ten years later and not to disturb him while he's in his bedroom nursery and his mother agreed. How the demon entered his bedroom when he was a baby and fed him some of his demon's blood and his mom entered the room anyway to save him and that's why Azazel killed her, and Dean carried him out of the house before it burned down. How he had learned some of this from Dean who was transported back in time in 1973 by Castiel who tried to change the past and save their mother but failed. How the Azazel did the same to many other babies that year in an attempt to gather his "special children" for generals in Lucifer's army against God and humanity so he claimed.

How because of this, Sam himself developed psychic abilities such as predicting the future the same as Gwen and having telekinesis.

"Then Azazel eventually kidnapped all his special children including me and sent all of to an abandoned place in a plot to pit us against each other by killing one another until one is left standing and he or she would be Lucifer's vessel in a future apocalypse" Sam finished. Gwen listened carefully with both shocking look on her face to what she was just heard.

"So, what you're telling me is that when you were a baby this Azazel demon snuck into your crib at night and fed you're his blood then killed your mother and he did the same to others to make him his special children or something and because of this you had psychic abilities like see the future just like me and my grandmom and move things with your mind" she said still not believing what she just heard.

Sam just nodded his head. "Yes, basically that's about it" he said.

"No way you could be psychic, me and my gramdmom would have sensed it plus the whole time I have known you there was nothing about you that showed you were psychic that you had any powers you I mean how could you possibly hidden that from me all this time, no I don't believe this!" cried out shaking her head still taken back by all of this.

"Hey slow down, let me explain, I did have those abilities in the past, but I don't have them anymore" Sam said.

Gwen just looked confused. "You used to have psychic abilities but don't anymore, that doesn't make sense how could that have possibly happened?" she asked.

"Well, you want to brace yourself again because there is more so much more which will shock you even more" he said.

"I'm sure there is" replied Gwen.

Then Sam filled her in on more of the details, of one of the special children Jake killing him and Dean selling his soul to a crossroad demon to bring him back alive similar to the way their dad sold his soul to save Dean from dying after their car accident. How when he was resurrected, he lost all of his psychic abilities and his brother was given only a year instead of the normal ten years and he watched his brother be killed by hellhounds. How four months later Dean was brought back from hell by their angel friend Castiel which is how they came to know him in a mission to stop the breaking of the 66 seals since Dean being sent to hell started that in motion which would in turn release Lucifer from the cage. About Sam teaming up with a demon Ruby whom he met previously and who had aided them in the past and she was helping him exorcise demons from humans using his new found psychic powers developed from drinking demon's blood which he became addicted to.

About his sexual relationship with Ruby and how he let her dupe and manipulate him and he even turned him against his brother and ran off with her and did some things he really regrets to get more demon's blood so he could be strong enough to kill a demon called Lillith who was helping Lucifer in breaking all the seals to release him. He thought killing her would stop it but it turned out that it only broke the final seal and released Lucifer from the cage and Ruby used him to accomplish this, so he and Dean killed her, but it was too late as he had started the apocalypse which also released the four horsemen. Gwen continued to listen on with awe not knowing what to say about all what she heard although she knew by now she shouldn't be surprised by anything he told her, but it always seemed just when she thought he couldn't shock her any further he surprises her. She was silent for quite a while with the same look on her face.

"Hey, aren't you going to say anything, I mean I know this is all quite a lot to take more than you expected I know" Sam said.

Gwen just turned to him and finally spoke up.

"Son of a Bitch!" she cried out and Sam was a bit surprised hearing her use Dean's favorite expression. "Gosh Sam, I mean really, you dying and being brought back to life, Dean going to hell, the 66 seals and Lucifer and the apocalypse and the most shocking you having sex with a demon woman and became an addict of demon's blood having these powers to exorcise demons from people with your mind, I mean really Sam that is quite a story even bigger than the other stories you told me and that is saying much" she told him her eyes still lit up.

"I understand, looking back, it all seems so surreal to me and this is the story of our lives. I know looking from another point of view it sounds like some out of horror film or a TV show, but this is what we went through and there is more so much more that will shock you too" Sam told her.

"I believe you Sam but wow the things you went through" she replied.

Sam just sighed.

"Yeah and now this being trapped in your grandmother's painting that's one thing we never went through" he replied.

"You know what Sam, it's time for me tell you something that will shock you right now and it's quite huge" said Gwen.

"What could you possibly tell me that is so huge it could shock me as much as what I told you, you come from a family of witches or something?" Sam replied being a bit sarcastic.

"No, it's that years ago me and my grandmom actually predicted the apocalypse and Lucifer being on earth before it happened" she said.

This time it was Sam's turn to have a shock look on his face.