Each chapter will be a short story based on the first times Vi and Caitlyn share certain random things together. There is no specific order or timeline. Getting super excited for season 2, so just playing around with some ideas.
Chapter 1
Caitlyn lay on her side, slowly tracing the black ink that lined her partner's back. She loved these sweet, calm moments. She especially loved the look on her girlfriend's face after they just shared their most physically intimate desires. She sat back deep in thought.
Vi's face, still pink from the physical energy she exerted mere moments ago, as beads of sweat dripped down her brow laid comfortably as her partner rubbed her back. Her eyes were closed, but she could feel the stare of her partner, watching her, examining her. "What is it, Cait?"
"What do you mean?"
Vi opened her eyes, looking at her partner who stared back deeply. "I know that look"
"What look?" Caitlyn scoffed?
"That look, the one that says you want to ask me something, but you don't know if you should"
Caitlyn turned and laid on her back, looking up at the ceiling. Contemplating if she should ask the question that was on her mind. 'Was it even an appropriate question, especially right now, after the very intimate moment they just shared? She often found herself feeling the desire to ask her girlfriend questions that to a normal couple wouldn't be a big deal, but for them, for Vi, things were different.
Caitlyn wanted more than anything to know more about the women she shared her bed, her life, her heart with. But it wasn't that simple. She knew most of Vi's past was off limits. Her time in prison, the untainted moments she shared with her sister. Vi was never willing to talk about these things, or maybe it was that Caitlyn was afraid to hear them. The few stories Vi had shared about her time in prison left Caitlyn feeling awful, sad, and angry. Because of this, it left her with very little information about her partners past. Her prison time alone accounted for a third of her life. So, any chance Caitlyn got to find a piece that wasn't off limits, she found herself taking advantage of it. Yet some of the questions Caitlyn wanted to know sometimes shared a timeline with prison, so Caitlyn always had to tread lightly.
"You going to ask the question or not Cupcake?" Vi said while reaching a hand forward and brushing a small bit of hair from Caitlyn's face.
"Well, you might not like it"
"When has that ever stopped you before?", Vi said while giving a small chuckle.
"Ugh", Caitlyn moaned. "You make it sound like a bad thing, me wanting to know more about you"
"Not a bad thing, I guess I just feel bad that I sometimes can't answer the questions you want. Or that the answers I give, aren't exactly what you were expecting"
"Don't feel bad if you're answering with all honesty, that's all I can ever ask for" Caitlyn said as she turned back to face her partner.
"Well then ask away, and I'll do my best to answer"
"Well, I guess I was just wondering", Caitlyn began to hesitate as her cheeks flushed pink, "Well you said that I'm the best you ever had, so I was just wondering what your first time was like, you know having sex?"
Caitlyn stared as she could see Vi's face become red with embarrassment, or at least that's what she was hoping it was, and not anger.
"But you really don't have to answer that if you don't want to, if it's too personal" Caitlyn quickly said trying to ease the tension she was now feeling from her partner.
"Just so I'm clear, you my girlfriend who just gave me a mind-blowing orgasm, wants to know what my first time was like with someone else?"
"Well, when you say it like that, it just sounds stupid. I'm sorry I guess I just want to know more about you, and I'll take anything I can get" Caitlyn then sat up, ready to be done with the conversation.
Vi quickly put her hand on her partners arm, trying to comfort her. "it's not a stupid question. Timing maybe a little off, but I get it. I want to know more about you too, I just feel bad asking when I don't feel like I can reciprocate"
Caitlyn grabbed the hand from her arm, and kissed it, before holding it tight. "I understand that you don't want to talk about a lot of your past. I know bringing up certain memories are hard, but please if there is anything you want to know about me, just ask"
Vi pulled herself up, as she leaned back against the headboard. "Well, when I was 14"
"14" Caitlyn spat out unintentionally
"You going to let me tell this story or not?"
Caitlyn nodded, feeling shameful for the unintentional judgment.
"Anyway, as I was saying. When I was 14, I was asked to go make a delivery to Babbett. Vander didn't like us doing things alone, but he didn't trust Milo or Clagger to enter a brothel, and not be little pervs. I thought about taking powder, but he said she was too young, and he didn't want to risk her seeing anything too inappropriate. Kind of ironic considering the shit we saw every day, but I wasn't one to question him, most of the time. So, I grabbed the stuff and took off. Once there I was led to the back, passing a few rooms. Most doors were closed, but that didn't really block out the sounds of pleasure coming from behind. Well-being I was 14, it definitely piqued my interest, but that didn't stop me from doing the job at hand. So, I met with Babbett, traded the stuff and went to leave. Well, on my way out I heard a scream from behind one of the doors. Not a normal scream of pleasure, but of fear. I froze not sure if I should enter, until I heard it again, but this time I could clearly hear a women yelling for help. So, I decided to bust in the door, just to see a guy choking a young woman on the bed. I ripped him off her, before punching his face in. Well, the young woman was so grateful, she told me she would do anything for me. And no get your mind out of the gutter" Vi said while looking at a suspicious Caitlyn.
"She had no intentions of a sexual nature, at least not at that moment. Well, anyway we got to talking for a bit and I noticed her tattoos. Something I always wanted, but knew Vander wasn't going to allow. She told me if I wanted one, her brother would give me one for free as a favor. Anyway, that's how I got my first tattoo, the one that's hidden on my hip"
"Vi, that's not the first I was talking about" Caitlyn said as she leaned her head on her partners shoulder, while intertwining their fingers.
"Yes, Babe I'm aware, the story isn't exactly over. So anyway, I found myself volunteering to do more deliveries for the brothel. Mostly cause I liked talking to Vicky, that was her name, but also because I was becoming more curious with the whole place"
"So, in other words, you were becoming a horny teenager" Caitlyn said amusingly.
"Fuck", Vi said as she playfully pushed off Caitlyn. "I guess" she said as she began to blush as Caitlyn pulled herself back over.
"Well anyway, I had just handed some stuff off to Babbett and was on my way out when Vicky reached her hand through the curtain and pulled me into her room. This wasn't unusual cause I had been there several times before as we were becoming friends. But this time was different. This time she only had a sheet wrapped around herself, and when she pulled me in, she pushed me back onto her bed. She went to kiss me, but I stopped her. I told her I had never done anything like that before, and that I didn't exactly know what I was doing. That's when she leaned forward and whispered. 'it's ok I'll be gentle'."
Caitlyn stirred slightly as she felt the small twinge of jealousy pinch at her heart.
"And that's when she kissed me. It was an amazing first kiss for me, but looking back I was sloppy, and awkward. But she took the reins and helped me to slow down and showed me how to kiss properly. She asked me if I wanted more, if I wanted to take it past just kissing and I told her yes, even though I was terrified. She was kind though; she took her time with me. Constantly checking in to make sure I was OK with everything."
"So did you ever see her again?" Caitlyn asked, unsure if she wanted to hear the response.
"Ya, went back a few more times after that. That is until Babbett caught us. Told Vander what was going on. That was an awkward conversation. But they both agreed I was banned from doing the deliveries. Babbett didn't think it wise that her girl was giving the product away for free, and Vander hoped I would find a real relationship to be engaging in those kinds of activities."
Caitlyn smiled, as awkward and uncomfortable as it might be to picture the love of her life with someone else, she was grateful for the opportunity to learn something new. Something different.
"So, Cupcake, what was your first time like" Vi said while giving her a wink.
Caitlyn blushed as she thought about having to now expose herself. "My story isn't nearly as exciting or interesting as yours"
"Hmmm, that's OK, anytime I get to learn new things about you, is a good time"
"You say that now" Caitlyn said while looking down at her hands.
"I guess if you really don't want to"
"No, its not that, I guess its more remembering my first time as being, well not as enjoyable as yours probably was"
Vi smiled, as she pulled Caitlyn close. "I may have enjoyed it, but it was awkward as hell. I guess I'm just glad it was with someone who was experienced in that department"
"Well, I wasn't so lucky, I guess neither of us were" Caitlyn said as she shifted uncomfortably next to her girlfriend.
"I was 17, I had been dating my boyfriend for a few months. It was the longest relationship I had been in up to that point, and I was his first real girlfriend. We grew close pretty fast, but I always wanted to wait to have sex. Not for marriage or anything, but until I was in love. I guess I just wanted it to mean something. That I my mother made sure to tell me how my reputation and theirs would be ruined if I were to just sleep around"
Vi rolled her eyes at this comment. She hated how much control Caitlyn's parents had over her as a child, and even with her mother gone, she stills finds Caitlyn questioning decisions because it might not be what her mother or father would want.
"So, I told him I wanted to wait. For the most part he was respectful, and tried not to push the boundaries to much when we would make out. But we were alone one day studying at his house. Things got heated, and he began pushing limits he normally wouldn't have. I didn't protest, I did rather enjoy the feeling, but I was nervous about it leading to something I wouldn't be able to stop. So, I pulled away and told him we needed to stop. I thought he was going to get angry and tell me to leave, but he didn't. He told me he was sorry, and that he didn't mean to make me feel uncomfortable. I guess I really just appreciated him for that. Honestly though, deep down, I really did just want to get it over with. The anticipation was frustrating. So, I told him that I appreciated him for being respectful, and that I was ready. So, we did it.
Vi sat back trying to hide the huge smile forming on her face.
"What?" Caitlyn asked, now feeling slightly hurt.
"Cupcake, no, its just only you would treat your first time in such a respectful manner, that's all"
"Well not all of us had access to brothels"
Vi Chuckled as she pulled her girlfriend in close. "So how was it?"
"Ugh, it was awful"
"Awful?"
"Yes, it was weird and painful, and lasted less than 30 seconds. I really didn't want to do it again, but I decided to give it another chance a few days later. Second time was better, but still not great. After we had sex a few more times, I realized maybe I just wasn't into him, so we broke up shortly after"
Vi got up out of the bed, pulling Caitlyn with her.
"What are you doing?"
"I need a shower, and you're going to join me" Vi said as she pulled Caitlyn along with her. "I think its time we make more of our own memories, don't you think?" Vi then pulled Caitlyn in for a long deep passionate kiss, before turning the shower on, and pulling them both underneath the warm water, as they both enjoyed the feel of the other.
