I was 18 years old, the summer had just begun before my first year of college, and it was the best time of year. Since I attended a private prep school, I finished my school year about three weeks before any of the local public schools concluded. Thus, all of my younger brothers were off at school and both of my parents were at work for a majority of every weekday, and I essentially had the house to myself. I was 6'2", about 190 pounds, and was in good shape as having just finished my spring sports season.
The one person who was around 2-3 days per week was the maid/babysitter named Linda, who had been helping out my family and working for my parents for several years. When she first started she was more of a babysitter, but now that my brothers and I were old enough to essentially take care of ourselves, she had transitioned into more of a maid.
At this time Linda must have been in her later forties or early fifties. I'm typically not very "into" older women, but she was one of the few exceptions. She is about 5'4", slightly over 100 pounds, blue eyes, black hair which is dyed blond, and has one of the best combinations of curves and legs I have ever seen.
She was noticeably older than anyone else I wanted to fuck at the time, but in my early high school years I began to realize how hot she was. There was just something about her that got my juices flowing whenever she was around. This was magnified by the fact that I attended an all-boys high school, so there weren't nearly as many girls around for me to fantasize about as there normally would be for a boy my age. The girls/women that I interacted with on a regular basis really caught my attention and were objects of infatuation in my mind. Oftentimes when I would come home from school and see her hot blond hair, her beautiful tits, and nice round ass, I could not help but rush upstairs to my room and jerk off to mental images of me ravaging her mature body.
I knew that if the opportunity presented itself where I thought that I could get with her, I would in pounce on it a heartbeat. However, I figured that such a situation would never realistically arise due to her age and connection to my family. Trying to score a hot mature lady is a lot more complicated than asking out some high school girl around your own age. If I made a pass at her and things did not go right, I know that my parents would find out and I would be screwed.
A few days after my summer vacation had begun, I was still in the process of taking things easy as I de-stressed from my final exams. I had slept in until about 9:00, so that by the time I had woken up my brothers and my parents had already left the house. I was not sure if Linda was coming over on that particular day, but the thought didn't even cross my mind at the time. I just casually walked over to the bathroom to brush my teeth and take a shower like I normally do.
My bedroom is up on the third floor of my house, and I am the only member of my family who sleeps up in that part of the house. Other than my room, a storage area, and the bathroom, there is not a whole lot else up there. So over the years it has become habitual for me to not take a change of clothes to the bathroom in the morning, but rather just walk back naked to my room and pick out some clothes there. Since no one else really has a reason to be up there in the morning, it has never been a big deal.
After I stepped out of the shower on this particular morning, I dried off for a few moments and proceeded to casually walk towards my room and "air dry" along the way. As I stepped into my room, I stumbled upon Linda kneeling over the dresser in a pink tank top and red skirt while putting some folded laundry away. We instantly turned towards each other, locked eyes, and froze for a moment in shock. Clearly startled, she quickly averted her eyes and began to apologize. "I'm so sorry Marc, excuse me, I'll just get out of here and I won't even look. I didn't mean to, I'm so sorry," she rambled on as she started to move towards the door while glancing off to the side.
As she profusely apologized, I quickly realized that this was my golden opportunity. I was already naked and in my room, we were home alone, and in my eyes she owed me something for being in my room and seeing me in the nude. My mind then reversed course and began to weigh the huge risk, as if anyone found out I would be in more trouble than I had ever been in before and could even wind up in jail for sexual assault. However, my raging teenage hormones quickly took over and decided to go for it.
Having made up my mind, I closed the door behind me and stood tall in front of it before she could make her way out. "You're not going anywhere," I announced to her.
"What do you mean Marc? Please just let me out, and I'll pretend that this never happened and I won't say anything about this to anybody," she nervously petitioned.
"You just saw me naked, and I can't let you get away with that scuff free. You have to make up for what you did. You owe me," I explained to her. "I've wanted you for years, so now I'm going to have you."
Nervous as all hell, but also realizing that it was too late to turn back at this point, I reached out to grab her and pull her towards my freshly made bed. I grasped hold of her wrists, causing her to quickly recoiled and bring them close to her chest. "Marc, NO! You can't do this! I'm married; PLEASE STOP!" She eagerly pleaded as she began to struggle with me.
"Shut up you little tease. Nobody sees me naked and gets away with it. You owe me, and I'm going to collect," I sternly grunted at her. Still holding her wrists, I spun her around so that I was now behind her and had her wrapped up and in complete control.
"Please Marc, just let me go and I won't tell anyone about this. You can't do this, please," she begged me as she began to realize that she was no match for my superior size and strength.
"I've wanted you for way to long baby. There's no stopping it now. Just shut up and take it." As I shuffled my way over towards my bed, I tossed her onto it just as we reached the foot. I quickly followed suit, straddling her body as I found her wrists once again and pinned them to the sheets so that I was now in complete control of her and there was no getting away. "What are my parents paying you for anyway? And you like your job, don't you?" I asked rhetorically.
If she didn't know what my intentions were already, she clearly knew now, as my young cock was as hard as can be and was now grinding all over her as I pressed my body against hers in order to further corral her efforts to escape. Already leaking pre-cum, my teenage rod could not wait to get inside of her. While still holding her wrists and now encaging her writhing body with mine, I leaned down and began to passionately kiss and lick her neck as grinded my erection on her midsection. Helpless to stop me, all she could do was turn away and beg, "Please Marc, please, stop, don't do this," which only tuned me on even more.
Eager to fuck the woman I had fantasized about on so many occasions, I needed to get her clothes off so that my cock could find its' warm home. Wrapping my legs around hers and pressing my hips even harder down onto her body, I lifted my torso and pulled both of her hands up about her head. Now that I could hold both of her wrists together with one hand, I pulled up her pink tank top up above her breasts with the other. With her white bra now exposed, I undid the snap and threw it off to the side while she continued to struggle underneath me. I paused for a moment and took in her beauty, as her breasts, while not huge, were even bigger and firmer than I had imagined them to be. Not able to resist their magnificence, I kneaded her right boob with my free hand while I licked and sucked on her left.