The following is a true story of my first sexual experiences. It happened many years ago, but most of the details are still vivid in my mind, the names however have been changed to protect the "not so innocent"...
It was late August when Joan arrived at our old farmhouse. She was a newly graduated teacher and had gotten her first teaching job at the elementary school just down the road. My mother and father had been approached by the principal to see if they would offer Joan room and board and they had agreed, knowing the little bit of extra money would come in handy.
At eighteen I had graduated high school and was working a part time job to save for college and wasn't too keen on sharing the upstairs of our old house with someone, having had it all to myself for quite awhile. The big bedroom that I used as my music room was to be Anna's bedroom, so I had to move my stuff out to a common area between my bedroom and hers. I was still grumbling about it the day Joan arrived.
Joan came from a small town in Northern Ontario and her parents drove her down and helped her get settled in.
Now I have to say that I had hoped that at least if I was going to be inconvenienced that Joan could be a hottie, but when she stepped out of the car, I was disappointed to say the least. She was tall and thin, wore little or no makeup and had frizzy hair. She was dressed like my mom, in a Plain Jane dress.
I had been hoping for someone with big tits that I could oogle, but Joan didn't seem to have much in that department. She did have nice legs of what I could see and maybe a nice ass, but her dress really didn't do much to show it off.
"Oh well," I thought, "At least the extra money will help get me to college."
The first week Joan was there she was busy going back and forth to the school to set up her classroom. I was busy enjoying the end of summer with my friends and we really didn't see much of each other. I had gotten used to having someone else living upstairs with me and really didn't pay much attention to her comings and goings.
On the rainy Saturday afternoon, I was home alone. My parents had gone to see my aunt who was in hospital in Toronto. They said they would probably be home late and had left some TV dinners for Joan and I. Joan had gone to the school again so I figured I had some time to enjoy myself. I went to my drawer and pulled out one of my men's magazines that I kept for my amusement. I lay on my bed and got aroused looking at the pictures of the naked women and reading some of the smutty stories. Having pretty much no sexual experience, masturbation was my release. Soon I was lost in my own little fantasy world with my hand on my cock slowly jerking off while enjoying the hot T & A in the magazine. It wasn't long before my eyes were closed and I was shooting hot spunk onto the towel that I had brought for the occasion.
I guess I had been so engrossed in my pleasure that I had not heard Joan come home. I was startled by a knock on my door and her voice calling, "Mike, are you alright?"
"I'm fine, I'm fine." I stammered, praying that she didn't open the door and find me with my cock in hand.
"OK," she said, "I thought I heard you crying or something."
"No," I replied, "I'm fine, I'll be out in a minute."
I realized that I must have made a loud groan or something when I came and Joan had heard me.
I quickly cleaned up and tried to compose myself. I stashed the magazine and hiding the towel before opening the door and going out to face her.
Joan was sitting in the old rocking chair in the common area between our two bedrooms, with a book in her hand.
She looked up when I came out of the bedroom and asked, "Are you sure you are OK, you look awfully flushed or something?"
"No, " I mumbled, "I'm fine, just a bit stuffy in my room is all."
I saw the little smirk on her face and wondered if she knew what I had been doing? I quickly averted my eyes, which probably confirmed her suspicions.
"You boys are all the same," she said, "You're just like my little brother...but don't worry, I won't tell your parents."
"What do you mean," I protested weakly, knowing I had been caught.
"Look," she explained, "My brother John plays with himself all the time.
Now at that point I am sure my face must have been beet red cause I had never felt this embarrassed.
"It's OK Mike," she said, "It is just normal."
"What do you mean?" I asked trying to be indignant.
"Oh come on," she laughed, "I'm not that much older than you and I do have two brothers, so I know all about how they like to masturbate, and it is nothing to be ashamed of. I do it too you know."
My head was spinning at this point and I couldn't believe that this young woman was talking to me so casually about jerking off. "You do?" I blurted out without thinking.
Joan smiled and replied, "Of course, everyone does it, it is a normal part of life, and it makes you feel good doesn't it?"
"Well, uhhh, yes, I guess?" I said in almost a whisper.
"Good," she said, "and don't worry, I won't tell your parents. I never told my parents about my brothers, matter a fact, I used to spy on my older brother Ted when he was doing it."
I was pretty much speechless at this point, but just having her talking to me about it was making me a bit aroused and I am sure she could tell because of the way the front of my sweat pants were protruding.
"Mike," she asked, "have you ever messed around with any girls?"
I said nothing for a moment, and then not knowing why, responded, "Well, I have done some kissing and copped a feel or two, but not much else."
I didn't know where this conversation was going, or why it was happening, but the whole scenario was making me hot.
"You're a cute young guy and I am sure the girls at school are all over you, aren't they?" she asked.
"Well, not really," I told her, "I'm pretty shy and always screw up when I go on a date."
"How do you mean?" she asked,
"Well, I just don't know what to do, or when and feel awkward." I told her.
"Maybe I can help you get over that awkwardness," she said with a smile, "would you like my help?"
"Uhhhhh, I guess!" I blurted out.
"This will just be between us," she said, "our little secret."
I just nodded and watched as she put her book down, got out of the chair and came over to me.
Before I knew what was happening, I felt her soft lips on mine, giving me a kiss. I responded and put my arms around her and felt her press into me, her small hard little breasts pushing against my chest.
