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.
After the tire was fixed, I drove the rest of the way to the motel. It was hot outside and after the work of changing the tire the air conditioning in the car was a welcome relief. Cindy dozed off in the seat beside me after awhile which was fine by me because then I didn't have to listen to her endless bitching about the flat tire and the guy at the garage that fixed it.
I glanced over at her sleeping figure and noticed that the cool air was blowing across her chest, making her nipples stand out against the material of her top and bra. I had noticed her hard nipples before but this was the first time I had a good hard look instead of a fleeting glance.
Cindy always wore a bra because her tits were so large. I remember when she was younger she sometimes went bra-less but she had grown pretty fast and that only lasted for awhile. I kept looking back and forth between her magnificent boobs and the road. After a few good looks, I felt my dick starting to get hard.
I love the warm feeling it gives me when it is pressed against the inside of my thigh, so I reached down to the crotch of my shorts and maneuvered it down the leg so it would have a bit of freedom to grow. My cock was a fairly good size compared to the rest of the guys I knew. Even those who will never admit it, guys are always comparing the size of their cocks. You can't help stealing a peek in the locker room at school or the change room at the pool, I think it's natural.
Mine was longer and thicker than most but not the biggest by any stretch. There was one guy in gym that was larger; he quickly was nicknamed Hammerhead. His cock was longer than mine by a couple of inches, but not as thick. The amazing part was the bulbous head on it, which looked huge compared to his skinny shaft. This guy had a thing though and walked around the locker room swinging his dick around showing off to the rest of the guys. It wasn't a gay thing; just his ego and, I guess, bragging rights. When my dad had told me about the facts of life he even talked about penis size and said that I had nothing to be ashamed of in that department.
I still hadn't been laid, even though I had convinced a couple of the girls I dated to jerk me off. Most of them had never touched a penis before and insisted that they didn't want to fuck, but were very curious about cocks. One girl, Suzy, had a bunch of brothers and had seen all of them naked at different times. She said mine was bigger than any of theirs, and in her opinion a lot nicer. Our petting sessions were long and furious, and she gave me my first blowjob. I thought I was in heaven. She still refused to screw me though because she was afraid of what her brothers would do to any guy that got her pregnant. Oh well.
So here I was, driving down the road looking at my sister's tits, thinking about my first BJ and my cock was snaking its way down the leg of my shorts. I reached down and gave it a squeeze and almost blew my load. Luckily, I spotted the sign for our motel up the road and pulled into the parking lot. Cindy woke up as soon as I slowed down and smiled at me while she put her hands behind her head and stretched. Of course her tits were pushed out against the fabric of her top leaving me with more stimulation for my already hard cock.
I pulled up to the office and Cindy got out to check in. Cindy returned and directed me to follow her to the room, which was towards the back. I slowly drove behind her as we passed the pool with kids splashing in the water. Her ass wiggled provocatively during the stroll, and for the first time in my life I realized that her body was a lot more that a great set of tits. Her legs were slim and taut. And her backside was perfect. Her waist was narrow and provided a perfect pedestal for her upper body.
She went into the room. I got out of the car and went to the trunk to get our bags. The room was typical of most motels, only this one had two double beds. Cindy was looking at the closet and bathroom so I just threw her bag on one of the beds and laid down on the other. I heard her going to the bathroom and was kind of drifting off when she came back to the room and announced that she was going for a quick swim to cool off. She opened her bag and pulled out a one-piece bathing suit, (I was secretly hoping for a bikini), and went back into the bathroom to change.
