The Hitchhiker_(1)

I wish this had happened to me. This is my first try. Let me know your thoughts. [email protected]



Hitchhiker
Story of older woman (55 y.o.) getting a ride from a 17 y.o. boy


My name is Tom. I am 17 and just got my license. My dad took his time taking me to the license branch so that is why I was a little late getting to drive legally. Most of my friends have been driving for almost a year already. Anyway this is the story about my first time.
Let me start by describing myself. I am 6’ tall, dark brown hair, hazel eyes and about 150lbs. Tall and skinny. I am not very good looking at all. Whenever I am out with my friends I am the one who the girls never look at. I have a good personality and I am always smiling, but he opposite sex is just not attracted to me. I have friends that are girls, but no girl friends. Anyway you can imagine how much I masturbate? A lot!!

So my story starts one Saturday about two weeks after I got my license and my Dad felt comfortable enough for me to drive by myself. I got up early and washed my car. It is a 1981 Cutlass Supreme. I love that car. I have worked very hard for it and I take very good care of it. Anyway after I finished washing my car I got a call from my friend Mike. Mike has been my best friend since the second grade. We do everything together. Swimming in his pool, hanging out in his basement and sleeping out in his tent on weekends. He is a great guy. I get a little jealous sometimes as he is very popular with the ladies. I remember one time I walked in on him and he had a girl lying with him on his bed. Her shirt and bra were off and he was playing with her creamy white titties. They were beautiful and I could not take my eyes off of them. They were the first set of real titties I had ever seen. Playboy was nice, but nothing like seeing a real pair of boobs. Anyway I stared a little too long and the girl started to scream. Mike told me to get the hell out of there! So back to my story. Mike called and said his car broke down and he needed me to pick him up. I got in my car and headed to him.

On the phone he told me he was on the west side of town. Not sure what he was doing there. We were from the east side and pretty much stuck to our own side. I hit the interstate and before long I was cruising the west sides back roads. I saw a few junk yards, some “mom & pop” convenient stores and a lot of pawn shops. I was supposed o meet Mike on the corner of 18th and Wabash. I sort of got lost, but eventually pulled up to the curve. Just as I was pulling in my phone rang. It was Mike. “Hey Dude its Mike. I hope I caught you before you got too far?” I responded that I had just pulled up to the corner where I was supposed to meet him. “Oh sorry Dude” said Mike. “My sister’s boyfriend was in the area and has already picked me up”! “Damn” I said. Mike apologized and said he would make it up to me later.
I checked my mirror, waited for a car to go by and then started to put my car into gear. “Hey Hon” I heard a raspy female voice say. Where did that come from I thought to myself? I looked over at my passenger side window and saw an older woman looking at me. She had short black hair, black eyes, a small nose, red lipstick, a shiny pink shirt and a black jacket on. From what I could tell is that she was tall and skinny like me. “Hello Mam” is all I could say. “Mam?” she responded “How old do you think I am Hon?” Before I could answer she extended her hand and introduced herself. “My name is Ronnie and you are?” I told her my name and just sat there. “Listen Baby doll my legs are tired and I need to get to my room, could you give me a lift?” I thought for a second and then asked “How far away is your room?” She told me it was only a few blocks away in a local motel. I said sure. She opened the door and as she got in I could see the lower portion of her body that was hidden by my car door previously. Just I suspected she was thin. She had a very small waist and long skinny legs. I tried not to stare and be rude. She got in and sat down. She was wearing a black skirt that matched her jacket and panty-hose that had lines in them. She also had very long black high heels.

As soon as she was settled she reached into her purse and pulled out a cigarette and lighter. I really did not want her smoking in the car, but I did not say anything. “Pull out and go straight Hon” she said as she lit her cigarette. I did as she said. As I pulled from the curb and started to pick up speed she turned to me and said “you don’t mind that I smoke do you?” I told her I did not mind at all. As we were driving she was giving me directions and making small talk. She asked how old I was and if I had a girlfriend. I told her I was seventeen and was not seeing anyone currently. She then commented “oh so you normally have a girlfriend just not right now right”? I admitted to her that I did not have a girlfriend now nor have I ever had one. She just smiled to herself and lit another cigarette. After a few minutes she told me to make a right and then to pull into a parking lot of an old dilapidated building. I did as I was told.

I pulled into a parking space and put the car in park. I did not turn off the engine because my plan was to complete my good deed and get the hell out of there!! “Thank you so much for the lift Hon.” Ronnie said. She grabbed her purse, opened the door and lifted herself out of the seat. I stared forward because I did not want to be tempted by looking at her back-side. Suddenly I heard a yelp and looked over at where Ronnie had just been seated. I was startled as I realized she had fallen and was lying on the pavement outside of my car.