My sitter over the summer
When I was in my early teens I was certainly old enough to stay home alone but I think my parents considered it insurance to have a sitter to watch the house. She was really hot so I did not mind at all, she was college age and the summer started out really great. She came to my bedroom after like two hours of me just playing games, she told me that she hoped it was going to be a good summer and that she really wanted me to stay out of trouble. I just about creamed in my shorts at her next comment. She told me if I did not cause any problems that every Friday would be a naked day, I looked up at her with what was a complete look of disbelief. I asked her what she was talking about because I could have sworn that she said naked day. She looked down at me and told me that every Friday if nothing has happened all week she would take off her clothes and be naked until around 3 pm at the latest. But no friends can come over and we needed to watch out for my parents coming home.
I thought I was in a movie or being tricked beyond belief, I laughed at her and said something like
"yeah, right your going to take off all your clothes for me to see you naked for hours."
I was staring at my screen gaming away when I heard some noise behind me. I turned my head to look at her just in time to see her stepping out of her sweats bottoms, she did not even have any underwear on. I stared at her magnificent body as my game went to total crap. She walked right up to and my face was just about breast level with her, she told me to go ahead and touch them. I slowly raised my hand and was bursting in my shorts when my hand actually landed on her breast, I slid my fingers over her nipple and she just stared down at me with a smile on her face.
"Do you still think I am not going to do it?" she said to me.
I uttered out something unintelligent I am sure because my cock was now getting harder by the second. She turned around and slide on the three pieces of clothes she was wearing, bra, sweat shorts and a t-shirt. She told me again be a good boy all week and you get to play on Friday.
Friday came that first week and I was up at 6 am and still had two hours to go before my parents were both gone. She had been showing up right as or just after my mom was taking off for the day but today I heard her car door close like ten minutes before Mom was suppose to leave. I heard them talking in the kitchen then it took forever but the garage door finally went up and back down. I sat there in my room and felt like I had a buzz going in my brain, I could not believe it was Friday and I just knew that she was pulling my leg but after the first day and she removing all her clothes I had no way of knowing if she was serious. I kept on gaming and just waited.
It had been about twenty minutes and I heard a knock on my door, it was open a little bit and I turned around telling her to come in. She walked in and my mouth went dry, she was nude and holding a clothes basket.
"Do you have any dirty clothes in here?" she said, "Your mom is paying me extra to do the laundry today and guess what?"
I sat there still trying to focus and finally said, "What"
"Your parents are going from work to a dinner party and will not be home until around 9 pm." she said.
The only reason I remember this is because it happened on the first Friday of naked Friday's. I asked her what was going to happen then are you staying until they get home and she just nodded at me and said,
"Yes"
I spent the whole morning just watching her and then she asked me if I wanted to touch anything she was okay with it. She then told me two things that were not going to happen for naked Friday's. No friends are ever coming over and we are not going to have intercourse. I looked at her and nodded my head up and down then I asked her.
"So I can touch you where I want and what else can I do?"
"You can touch anything you want, you can use your fingers and your tongue."
I have no idea why this came to mind but I asked her if I could put baby oil all over her and look at her body. She laughed and said "yes" but how about I get all the laundry done first."
She called out to me about an hour after lunch and asked if I was ready to do the baby oil. I jumped up and ran down to where she was at, she laughed again and told me to go back up to my bedroom. She had rounded up a bottle probably from my parents bathroom and then she spread a towel out on the floor and stood on it. She told me she was ready.
I started putting it all over her breasts the worked my way all around her body, her ass was amazing all shiny and lubed up. I ran my hands between her legs and she actually spread her feet out to give me more access.
"Do not put your fingers into me, the oil does not feel good inside me." I just told her "okay". I then told her something like this was going to be the best summer of my life. She let me rub her body for a long time and then came the most amazing thing that had ever happened so far to me. She kneeled down and told me to come over in front of her. She reached up without a word and pulled my shorts down slowly, my cock sprang out of it sticking straight out. She opened her mouth and sucked me for about ten seconds, I kid you not, like ten seconds and I was having an orgasm. The absolute best orgasm of my life. She swallowed and kept sucking until I was about to fall down. She stood up and told me she was going to take a shower now and get all this oil off of her. I watched her walk out of my room with my cock still sticking out.
So that is how my whole summer went, I learned an amazing amount of things from her, I licked her pussy just about every Friday and one time she was in her cycle so she just went topless. I know that most of you if you are still readying this are thinking absolutely now way that this happened. Well I do not know how to make you believe it but I really do not care because it was by far the best time of my life.
Tell us about making her orgasm