I was wholly unprepared for the events that transpired that evening.
The workday was over. I went home, showered, and called my girlfriend/fuck-buddy, Penny. We had planned to go see a movie, but when I called her to see when she was picking me up, she apologized and confessed that she had other plans. She had forgotten that she'd already promised to go to a party with her roommate, Kendra. Apparently one of Kendra's old boyfriends was going to be there, and Penny was supposed to help make sure her roommate didn't "make the same mistake twice".
Penny was great, but when she was busy, I was pretty much out of luck. All of my friends had left town after high school graduation at the start of the summer. With my time divided mostly between work, college summer classes, and Penny, I never made any other new friends.
As I decided what to do with my Friday night, I went out to run a few errands. Upon returning home, I saw that Alana's car was gone. This wasn't unusual anymore, as lately she was spending a lot of time with her best friend and business partner, Renee. But I found that her continued absence was actually bothering me now.
Alana was my 26-year-old roommate, though I'd known her all of my life. Actually, to call her my roommate is an understatement. Our parents were best friends and neighbors long before I was born, and we were raised so closely that we were practically siblings. It turned out that Alana's mom had battled cancer for many years after Alana was born, and since Alana's dad was never part of her life to begin with and she had no other close family, my parents were chosen to take Alana in when her mom finally passed away. I guess she was kind of a substitute sister.
My parents died a several years later in a car accident. By that time, Alana was the closest family I had, and as an adult became my caregiver for the next few years until I turned 18.
With our parents gone, all we had was each other. We worked hard to keep the house we had grown up in, and now we shared it very comfortably as roommates. I had the main level, while she took the basement. It was a great arrangement that provided more privacy than the typical roommate situation. Even though we also worked together, we never had the problem of seeing too much of each other. But now I was hardly seeing her at all. We used to be so close. Now we barely talked, consumed with our different lives and schedules. I honestly missed her.
Looking back, it's ironic that those were the thoughts running through my head as I entered the house that night. I moved past the kitchen, and a light shining from down the basement caught my attention. All roommates have their little bad habits and annoyances, and leaving lights on was one of Alana's. I went down the steps and into her bedroom, where, in the far corner, a halogen lamp was on.
I rounded the bed and crossed the room, but just as I was about to switch off the light, something caught my attention. At first it was just the brightness of the yellow tracksuit hanging over the back of Alana's desk chair that drew my eyes. But I did a double take when the realization of what I was looking at finally hit me. It was a yellow... fucking... tracksuit.
If this isn't making any sense, allow me to explain. At the start of the summer, Autumn, a sexy, 18 year-old exhibitionist, moved in next door. We had never met, and never spoken. Instead, we played "window games", which basically consisted of her masturbating or stripping for me through her bedroom window as I jerked off to orgasm, and vice versa. Once she even fucked a guy as Penny and I mimicked them. But the last time I enjoyed Autumn's playfulness was in the beginning of the week, when I spied her having a glorious sixty-nine session with a young blonde woman who, prior to them fucking, had been wearing a yellow tracksuit.
This exciting event had issued a couple of firsts in my relationship with Autumn. One, I learned of her now obvious bi-sexuality. Second, this was the first time that Autumn gave no indication that she knew I was watching her. But it appeared now that I was learning way more than I had ever anticipated.
My mind raced, unable to fully comprehend the possibilities. The girl Autumn had been with had long, blonde hair, just like Alana (although it was, I acknowledged, put in a ponytail, which Alana rarely did). The girl had the same athletic body type as Alana, with an equally large chest. I never got to see the girl's face—she was always facing away or blocked by Autumn's thigh, but now that I had a suspect, the pieces were falling right into place.
It had to be. It was Alana.
I was in shock. I had no idea that Alana was gay, or bi, or whatever she was. I didn't even know that she knew Autumn existed, and yet they had been going at it like a pair of old lovers. Was this where she was spending all of her time lately? Eating that delicious pussy at the neighbor's?
But then something horrifying came to mind. I remembered how much seeing Autumn and the blonde had turned me on. I had jerked off and came all over myself as I watched Autumn lick and fuck that blonde with a vibrator until she reached orgasm. For the days since, I had fantasized about meeting that blonde myself. I wanted to fuck that juicy cunt, slap that tight ass, and cum all over those big tits. And this whole time it had been Alana's body in my dreams. Yes, technically there was nothing wrong with that, but I'd grown up with Alana as closely as if she were a true sibling. I'd never thought of her in a sexual way before, and didn't want to.
I moved to exit Alana's room, passing a large window well that doubled as an emergency exit to the yard above. I had a suspicion, and so I stopped and pressed up close to the window to look up and see whatever its view would allow. First there was the night sky. Below that was the top of Autumn's house. And sure enough, below that was Autumn's window. At this angle, I couldn't see far into Autumn's room, but if Autumn got close enough to her window when she performed for me, there was no question that Alana could have seen her, too.
And that, I decided, was how they must have met.
I went to bed early that night, consumed with a million thoughts, questions, and fears. Had Alana been watching all of Autumn's little shows? Was Autumn doing them for me, or Alana, or both of us? Had Alana and I been masturbating to her at the same time, with just a floor between us? And then there were the screams. Sometime I could hear faint sounds of a woman screaming in pleasure, but they didn't always quite match up with Autumn's facial expressions. I blamed the window for distorting the noise. But now there was another possibility. Had I been jerking off to the sound of Alana's orgasms?
All of this should have appalled me, and yet I found myself getting increasingly excited. I couldn't deny that Alana's body was to die for. I couldn't forget all those nasty things I had wanted to do to that blonde before I knew her name. And I couldn't help but cater to my hardening cock as I visualized Alana, naked, staring out her little window and fingering her cunt as I came all over my window just a few feet above.
I gave in, stroking my dick hard and fast. First I did it to the memory of seeing Alana burying her face in Autumn's pussy. I recalled her body shaking as she climaxed from Autumn licking her clit. Then memory became fantasy, and I visualized Alana rubbing her big tits in my face, then around my cock, and then taking me into her mouth...
