Thanks so much to Parrasia for editing this story for me. His structure and content suggestions were a great help.
Chapter One -- There Goes the Summer
I could not believe my bad luck. Not only had my girlfriend dumped me right before my summer holidays, my mother had just informed me that I had to go up north for the whole summer to stay with my aunt. What a complete fuck up.
I hadn't been that upset when Marcy told me that she didn't want to see me anymore. She was fun to be with but hadn't let me do more than cop a feel of her small breasts.
I got over it quickly and had started planning for a summer of hanging out at the beach with my buddies, and hopefully getting lucky with one of the babes that frequented our favorite location. That plan was immediately blown when I came home and mom told me that Aunt Elaine had asked if my sister Cindy and I could go up to her place to help out over the summer.
Elaine had a ranch up in Oregon and a husband that had left her as soon as she told him she was pregnant a year or so ago. Unfortunately she had lost the baby during that pregnancy. The good news was that she had done really well with the divorce settlement. Her ex was very well off and had taken off to Europe to "find himself", leaving Aunt Elaine with a giant ranch house, a swimming pool, a monthly allowance plus a sizable chunk of cash from him buying out the internet business they had both started five years earlier. Although I had not seen her in four years, both my mom and my sister had been up visiting several times, helping her through the divorce and loss of her baby.
I'm 18 and had just graduated from high school. My sister Cindy is two years older than I am and had been going to a local community college since leaving high school. Although she still lives with mom and me, her life was pretty much consumed with college and parties, so we hardly ever saw her.
My dad had passed away suddenly more than 10 years ago. He had been fairly successful. His pension and life insurance has left us in pretty good financial shape. At least mom hasn't had to worry about that aspect of her life; she does have a day job at an advertising firm. Sometimes I wonder what it's like for her without a husband, or even an occasional lover. Mom is still attractive, even from my point of view, and although she dates sometimes she never has men stay over and always gets home before midnight. She jokes about having enough men in her life right now with looking after me.
Cindy is a knockout babe, if it's okay for a brother to say. Like our mom, her tits are great and huge compared to most of her friends. I have to admit that I've jacked off many times imagining what it would be like to rub my cock up and down her cleavage. It wouldn't be so bad if she showed the least amount of modesty, but she dresses to be provocative, and I've caught numerous glances of her running between the bathroom and her bedroom in just a bra and panties. Many a morning I've woken with a woody that is relieved solely at the thought of her boobs swaying before my face.
The plan was for Cindy and me to drive up to Aunt Elaine's on Tuesday. It was about a ten-hour trip so mom made arrangements for us to stay over at a motel on the way so we wouldn't have to drive for too long. I still had a few days to hang out with my friends and make plans to see them all in the fall. I had already enrolled in a local technical college and so my entire summer was now arranged for me.
The five days from when mom laid this bomb on me until the following Tuesday went by quickly. One thing my dad had taught me was to just go with the flow as far as my mom and sister were concerned. I had learned a long time ago that arguing was futile and just put everyone in a bad mood. Besides I was getting use to the idea for a couple of reasons, one of them being that I would have my sister pretty much to myself for the next three months.
Actually, although it had been four years since the last time I had seen my Aunt, I was kind of looking forward to it. Especially seeing that her spoiled loser husband had taken a hike, and she could probably use some help around the place. I had met him at their wedding and he had treated me like a gnat. I couldn't figure out what Elaine had seen in him, maybe she had married him for his family's money after all. Anyway, the asshole had proven to be scum when he left Elaine as soon as any sign of responsibility showed up.
Cindy and I loaded up the car Tuesday morning and were on the road by ten-thirty. Mom had stayed home to see us off and had promised to be up visiting in a few weeks, as soon as her current project at work was done. I got the feeling she was looking forward to some time without the responsibility of my sister and me. Maybe she'd even have someone over now that the risk of me or my sister being in the way was gone.
Of course Cindy insisted on driving which was one of her methods of control over me. I had learned to accept the fact that my sister still treated me like a little kid. Although she loved me and we were close, she still saw me as her little brother even though I was over six feet and had been going out with girls for a couple of years.
Anyway, we were finally on the road, and Cindy kept up a steady stream of chatter about Aunt Elaine and how great it was to be spending the summer with her. Cindy had flown up to stay with Elaine during her Christmas holidays and school spring break. Mom had taken time off work when she lost the baby to help Elaine out as well. I had felt kind of left out, not having seen her for so long, and being the only one in the family that hadn't been able to support her.
We stopped for lunch around one o'clock and Cindy insisted on driving the rest of the way to the motel. Unfortunately we had a flat out on the highway which held us up for a long time while I changed it and had it repaired at a tire shop. This frustrated Cindy a lot which I couldn't figure out seeing that I was the one that had to do all the work. That's her typical behavior when things don't go her way.