My first time wit the old babysitter - Sex Stories

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My first time wit the old babysitter

Date: 8/15/2015, Categories: True Story, Author: Kevin1997, Rating: 81.8, Source: sexstories.com

and I can feel the heat coming from there. She tells me that when I feel resistance. Stop pushing for a second and then continue pushing. As I begin entering her it feels so warm and slick inside her I run into resistance a couple time but keep following her instructions until finally I am all the way in. We are completely one person now. Instinctively, I pull back a little and then push it in and I continue this thrusting back and forth. As I’m doing so I notice Cheryl breathing increasing and I can feel it getting wetter inside of her. She then wraps her legs around the back of my thighs which pulls me closer and I think even deeper inside of her. She wraps her arms around my back and we begin kissing. I then start feeling constriction around my penis. As I thrust back and forth inside her this constriction is undescibeable. I begin thrusting faster back and forth and she is now in sync with me thrusting back at me. She then give out a scream and pulls me as close to her as possible with her legs and arms and I feel her pussy start squeezing my penis as she screams. I can feel my orgasm building. I cant hold back any longer and I let loose. I try to keep thrusting as I am orgasming but her pussy is strangling my penis trying to pull every ounce of sperm out of it. I then collapse onto her. It was nothing like jerking off with your fist. A few minutes after ejaculating in her. I am still on top of her and still in her. Suddenly, my head on my shoulders takes over and I pull ... out of her and lay back down on the bed next to her. She could tell I was a little upset and asked me what was wrong. I told her that we didn’t use a condom so theres a chance you could get pregnant. That’s what they told us in health class. How could I be so stupid. She then calmed my worries and told me its alright and that she was on the pill and there was nothing to worry about. She then asks me if I enjoyed it. Of course, I told her I did because I DID. I then sheepishily ask her if we could do it again and she told me sure. We ended up fucking for most of the night. I must have come inside her like seven or eight times. With each one feeling better then the next. I learned a lot from Cheryl over the next few weeks. Things I was able to use that made my future girlfriends very satisfied. But towards the end of summer, our house sold and I moved away. My mom heard from some of our former neighbors that Mrs Kendall had died and that her daughter went back to California. Fast forward four years. I am on Spring Break of my Freshman year of college. I decided to spend the week at home. I wake up and come down into the kitchen to make some lunch and see my mother at the kitchen table crying. I asked her what was wrong. She slides an envelope over to me. I open the envelope and it has a picture of a little boy. I then start reading the letter and its from Cheryl. Apparently she had separated from her husband a few years ago and after her mother died she went back to her husband ...