All characters in this story are 18 or older. The names have been changed to keep their secrets.
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Part 1 - Growing Curiosity
Jack's mom died when he was 13, and his dad was already in prison after being convicted of embezzlement. Jack never really knew him and didn't really want to, but Jack did love his mom. Jack was lucky that his mom's best friend loved her too, so she took him in. It was a no questions asked thing. Jack pretty much went straight from his mom's funeral to his new home in a new small suburb. That's when Jack first met Katherine, or Kate, as he would start calling her immediately.
Kate couldn't come to the funeral, but she knew what had happened. When Jack first arrived she walked over to him and said "Everything is going to be alright. Let me save you from the grown-ups and show you your new room." Jack was ready to get away from Kate's mom after the long trip. Kate was like a new bit of hope in Jack's destroyed world. She held his hand as they walked up the stairs. The upstairs had two bedrooms, a bathroom, and a large rec room over the garage.
"Here's your bedroom" she said, waving her arm around. "And here's the bathroom", she said as she pulled him along further. It had two sinks on a single counter with a separate room with the toilet, a shower, and a bath tub inside. They kept going through the door at the other end of the bathroom. "And this is my room. So we're connected, so you have nothing to worry about." Kate really did have a way of making Jack feel at ease from the very beginning.
It didn't take long for Jack to realize what a shared bathroom meant. On the very first night, he got up to pee, and when he was done he turned to see Kate standing by her sink in her pajamas. Jack had a somewhat shocked look on his face and she said, "Don't worry. I already knew that guys peed too." And that was how Jack started sharing a bathroom with Kate.
Kate's parents started treating Jack like a member of the family right away, and by extension, that meant that they thought of Kate and Jack as brother and sister. Jack and Kate really never put that much thought into it, but they did like being around each other. They didn't fight, and Kate helped Jack to fit in to his new surroundings. Those first years were hard sometimes, but Kate made things better for Jack and they continued to grow close. With the shared bathroom, there was some innocent walking in on each other, and a little curious catching peeks of each other in the shower. But the shower door and walls were made of a material that obscured everything inside anyway, so there wasn't much to be seen there. Kate would take bubble baths sometimes, but it was hard to see much there either.
When Jack got older he started receiving money from a trust that his mom had set up for his education. She had also instructed in her will that he should at least try a boarding school that she thought was the best. So when that school year started Jack moved away. He missed Kate terribly. He missed her morning smiles in the bathroom. He missed seeing her in her thrown together bedtime outfits. He missed their watching tv on the couch upstairs alone together on Saturday. He missed the way she moved and the ease at which she could make him smile.
They talked on the phone some, but emailed even more. This is the way that the two of them really grew to know each other. Sometimes a person finds it easier to write stuff that they couldn't ever say face to face. And as the emails continued, they became more and more personal. They talked about their future dreams, what they really thought of their parents, teachers, school, crushes, and pretty much anything that was going on.
When that school year was finally over, Jack planned on coming back and not leaving Kate again. At least for as long as he could manage. Jack feelings had grown for Kate during their time apart. He set the whole plan in motion by sending all of his info to a local school and asked to be enrolled. Jack slowly got Kate's parents on board by making up some stuff about where he currently was. It wasn't long before things were looking like they would go his way and he was ready to head back to living in the room next to his biggest crush ever.
Jack had only been home for a few hours and was still unpacking in his room when Kate came bursting in to give him a hug. It was the best welcome Jack could imagine. When they broke their embrace, she stepped back and he saw how she had grown up since he'd been gone. She had new curves and it was hard not to look, but he did his best. Kate began talking about how she had been at yoga and how great it was. That explained the leotard she was wearing that showed off her amazing body. Even though she had shorts on, the fact that she had a cute little butt was obvious.
Kate was very happy to have her best friend home. She wanted to tell Jack so much and show him so much. While a lot of stuff was the same, some things had definitely change. Kate pulled Jack into her room to show him her most recent decorating efforts. Her whole room was much less little girly now.
It wasn't long until they had settled back into their old rhythms around the house. Kate would have normally been too shy around a cute guy to wear the things she wore in the bathroom around Jack, but since it was him, and this was how it had always been, she would wear stuff that would drive Jack crazy. Tops so thin that he was always glancing at Kate's tits. Tiny shorts that seem to show more of her ass than they covered. And sometimes just big t-shirts and it was left to his imagination what else she was or wasn't wearing underneath. For his part, Jack was almost always in his boxers when getting ready in the morning and when getting ready for bed. He didn't even think about this being sexy to anyone, least of all Kate. Kate saw it far differently. To her, Jack's body had changed and he had muscles and body hair that he didn't have before. She even liked his butt, even if she didn't know what all her feelings meant.
The first problem arose one night when Kate came bursting into Jack's room one night with no warning. Jack was on his bed, but he wasn't asleep. As she came in he closed his laptop really fast and turned quickly away from Kate, pulling the covers over him.
"Kate, you can't just bust in here!" Jack said angrily.
"Why not? I always used to. What's the big deal?" Kate said, wondering what she had done.
"Well, things are different now. I need some privacy sometimes, ya know." Jack said trying to sound less angry so he didn't have to explain anymore.
"Well, I just wanted to tell you..."
"Kate! Tell me later." Jack said, losing his hidden erection as his embarrassment grew.
"Ok. Whatever." Kate said as she retreated out of his room.
Kate wondered what big secrets Jack had that demanded so much privacy all of a sudden. She was wondering why he didn't get up and push her out of his room. Then it hit her. Would he talk to her about stuff like that? They had emailed so many personal thoughts and she felt closer to him than to anyone else. And she knew that she could trust him and that they could keep each others' secrets. This wasn't going to be easy though. She couldn't just walk up to him and say "So what's jacking off all about?". Kate knew about sex, but she had lived a very sheltered life going to a religious private school since elementary school. It's not like her friends at schooled talked a lot about masturbation. Kate dozed off thinking about all of her questions and trying to come up with a plan to broach the subject of sex in general.
The next evening while both Kate and Jack were getting ready for bed Kate was dying to get Jack talking, but she still didn't know how. Jack was trying to pretend that he didn't care that his crush was right next to him in a tiny tank top and little pajama shorts that were cute as hell. He normally had pretty good control of things, but while he was brushing his teeth, he started thinking about what was under that top. His hard on popped up so fast, there was nothing he could do. Kate looked over to ask him something and saw the thing pointing straight out inside his boxers. Her eyes widened and she forgot her question, even though it was related to that. Jack's face reddened.
"Sorry. It just happens sometimes" he said as he rushed out of the bathroom.
Kate wanted to say something, but she wasn't fast enough. She guessed that he wanted some of his privacy now, so she went into her own room. But she really wanted to know a couple of things.
