Let me start off by telling you all that this is a true story and happened about 3 years ago when I was 18 years old.
From a very young age I had always found older women very sexy and were usually the centre of my fantasies during my daily masturbating sessions. It wasn't just any type of older women, it was always my teachers at high school.
At school, I never had any problems finding girlfriends, in fact I was kind of a ladies man, something I was quite proud of. During high school I screwed a lot of girls, but that wasn't enough to satisfy my needs, I needed to fuck a teacher.
This teacher that I lusted after was called Mrs. Stern, my economics teacher. She was in her late forties, stood about 5'6 tall, slightly over weight, not particular good looking, but she had the most amazing breasts I had ever seen. I knew the first time I saw those breasts that I had to have them wrapped around my young cock.
Every time that I had a lesson with her, I would always go to class a couple minutes earlier, knowing that she would be there waiting at her desk. "Good morning Mrs. Stern, you're looking well today." I would always tell her that she looked well, nothing more, didn't want to sound inappropriate. She would smile and thank me for my comment, returning my compliment by telling me "you're real sweetie," as she would put it. This wasn't the usual student-teacher relationship, but I think it excited her as much as it did me and continued almost every time we saw each other.
On 1 occasion, I had just finished lunch earlier than usual and thought that it would be a good idea to go to the library to start on 1 of my many overdue assignments, when I heard what sounded like someone crying coming from Mrs. Stern's office.
The door was slightly open, I could see the woman of my desires sitting by the window, her back facing me, unaware of my presence. I looked around to make sure no one else was around, then gentle knocked on the door and entered without being asked, closing the door shut behind me. "Alex, what are you doing in here?." Her voice was filled with shock and anger at the same time. "I heard you crying from the hallway and came to see what had happened, sorry if I startled you." This time she just looked down at the floor, still with tears filling up in her eyes.
Moving closer to her, I reached into my pocket searching for a tissue to give to this sweet teacher of mine, wanting to wipe away her tears and the pain that was showing on her face. As she took the tissue she told me that it was not right me being there, alone with her with the door closed. While she was talking, as I stood over her, I couldn't help but stare down at her blouse, a couple of the buttons unfastened allowing me to get the best view of those monster breasts. A bulge was starting to show in my trousers, so I decided to get out of this situation now before things started to get too sticky. "I'll leave you alone now Mrs. Stern, see you tomorrow in lesson."
"Thank you Alex for your kindness."
When I went home that night I couldn't get Mrs. Stern out of my mind, thinking about me and her in that office together all alone made me want her even more. I had to fuck her soon and decided that I would make my big move on her tomorrow.