I had a troubled childhood. My mom had me when she was barely 20 years old and married my dad, who wasn't much older, in a shotgun wedding. They were both too young and immature to start a family, although they both tried their best. However, their best wasn't good enough and they split up when I was just a young boy. My dad wasn't around much when I was growing up but my mom was close with his sister, Brooke, and she was around much more than my dad. I got used to Aunt Brooke being around seeing she became my mom's best friend and she would babysit me at times. I think she tried to make up for her brother being such a jerk and just about abandoning his young family. She's the only family I remember being around as I was growing up.
My mom dated a lot when I was young, but once the guys found out she had a kid, they often quickly disappeared. She got married and divorced a couple of times over the years but none of her husbands showed much interest in me. It was Aunt Brooke that signed me up for Little League, took me to all the practices and was cheering for me during the games. My mom was too busy, or so she said, to make any of my games. Baseball became an escape from my home life. I was a decent player and I enjoyed the physical activity and companionship of other boys.
I went through an early growth spurt and was a tall, lanky kid as I got into my teens. The other kids made fun of me, which made me self-conscious. If it wasn't for me a decent ball player, I probably would have been picked on even more. The one person who was always there for me was Aunt Brooke. She knew I was being made fun of, but she would always tell me how handsome I was and how the girls would be all over me when it came time to start dating. I think it was her efforts to boost my confidence that was the start of the crush I would develop for her that would last for years.
When I was in my teen years, Aunt Brooke was still in her mid-30's. She was about 5'5", had a few extra pounds on her but wasn't fat. The extra pounds gave her nice full breasts and a nice round ass which would attract the attention of any young man. Add in her light brown hair and big brown eyes and I could only hope I would someday find a woman as beautiful as her. I think she knew I had a crush on her and found it cute.
Throughout my high school years, I was still that tall, skinny kid and didn't date much even though I was on the baseball team and was still a decent athlete. There were too many other guys that had cars or were better at talking to girls than I was. Don't get me wrong, I still dated a little and even managed to lose my virginity but I was never one of the more popular guys around. I was a nerd, concerned about my grades and didn't fit in with the athletes and I was an athlete that didn't fit in with the nerds. Aunt Brooke was still the most important person in my life and was always in the bleachers watching every game. She made sure I had a decent glove or bat and even paid for a tutor when my grades almost kept me from being eligible to play ball. She was more of a mother to me than my own mother.
I was 18 when I graduated high school and my mother left right after the ceremony because she had a date but my Aunt Brooke treated me to a nice dinner at a fancy restaurant to celebrate. Even though she was now in her late 30's, I still had that school boy crush on her. All through dinner, I couldn't help but stare at her cleavage in her low cut blouse that showed off her ample breasts. I got excited looking at the lace of her bra that was showing through the opaque material of her top. She wore just the right amount of makeup, her hair was styled in curls and her perfume made her smell fantastic. I kept staring at her full lips covered in red lipstick. She wore off-white dress pants and I could clearly see her pink bikini panties underneath. As a young man, I couldn't control my raging erection.
My hormones were out of control at that age and I felt guilty for what I was wishing I could do to my aunt. I kept undressing her with my eyes, imagining what her tits looked like or what they tasted like. I wanted to see her naked and squeeze her ass with my hands. She surprised me with my graduation gift after dinner. She had started a modest college fund for me when I was younger and it now had enough money in the account to partially pay for my tuition. Between the small scholarship I had and my part-time job, I would be able to go to a small public college to earn my degree.
Before we left the restaurant, my aunt excused herself to use the restroom and my eyes stared at her round butt and the outline of her panties through her slacks. I swear she unbuttoned her blouse a little more while in the restroom and I watched as her breasts jiggled as she approached our table on the way back. The smell of her sweet perfume filled the car as she drove me home. She pulled in our driveway and leaned over to kiss me goodbye. I took a quick glimpse at her chest again before leaning in myself, thinking she would kiss me on the cheek. I felt her tits rub up against me as she gave me a short kiss on the lips. As she pulled back, I could see her nipples poking through her blouse. I wanted to invite her inside and see if I could fuck her but I didn't have the courage. I was still a self-conscious, scared young man.
When I got inside, I made a beeline for my bedroom and stroked myself while dreaming of fucking my aunt. I wondered what her red lips would feel like on my dick and I desperately wanted to see and feel her tits. I dreamed of sinking my dick into her pussy as I came. I felt a little guilty thinking of my aunt in this manner but not enough to keep me from jerking off again that night before I went to bed.
I worked two jobs that summer to take the financial pressure off of me during my first semester at college. A new boyfriend had just moved in with my mom and it was clear he didn't like me around at all. The feeling was mutual and the only thing that made it bearable is that I was only there to sleep. That summer went by quickly and I even managed to get laid a few times by a girl at work. We were young and horny and would sometimes screw around in my car in the parking lot after our shift ended. I guess we were friends with benefits before anyone used that term to describe casual sex.
My first semester in college was pretty busy, between getting adjusted to living in the dorms with people I had never met before and being away from home for the first time, even if I came from a dysfunctional family. I even became a walk-on to the baseball team. The coach must have seen some potential in this tall, skinny kid who could throw a strike with a nice curveball and change-up. I was too skinny to have much speed on my fastball but he put me on a workout and nutrition routine. By the end of the semester, I kept up a decent grade point average and even put on a few pounds and added some muscle to my lanky frame.
When I went home for winter break, I spent most of my time working as many hours as I could squeeze in, especially for the Christmas rush. My mom, her new boyfriend and I actually had a nice Christmas Day celebration along with my Aunt Brooke. She got me a brand new baseball glove, a pretty expensive model too. I was very appreciative but I was more appreciative at how she looked. She was wearing a sheer white blouse with a lace camisole underneath. I kept watching her breasts bounce freely when she walked which meant she probably wasn't wearing a bra. It was her short red skirt that kept attracting my attention. I sat across from her in the living room as we had some holiday cheer. The more she drank, the less concerned she was about sitting in a lady-like manner.
I kept glancing over at her as her legs spread a little more until I could see completely up her skirt to her white panties. I especially like checking out her bare feet and legs in her suntan stockings. There was something about seeing her legs encased in nylon that made me want to touch them and run my hands along them until I reached the bare skin of her thighs and her white satin panties. Her feet and painted toes looked so pretty under the nylon material. That was the start of my nylon fetish as I stared at my aunt's legs all evening long. I swore she intentionally gave me a long look up her skirt after she was sitting on the floor helping to pass presents to us. When she was done, she went to get up, looked me dead in the eye, opened her legs wide and slowly got up. I swallowed hard, my heart began to race and my dick began to get hard as I got an even better view at her panties. I could see her dark bush through the white satin material.