Growing up in a small town can be tough at times. I was a jock but not a popular one. I played football where I started as middle line backer, I wrestled, and I participated in track to stay in shape for football and wrestling.
I was the biggest kid in my school. My freshman year I was 6' and weighed about 240. Of course I wasn't a muscle head but I was in good shape and was strong from working summers for my neighbor on his farm.
I also wasn't very popular because I liked to keep to myself. I was friends with everyone but was never the guy that the high school girls would pine for. I got invited to all of the parties but never really went because I always felt out of place. In my town everyone knew who you were and who your family was.
My father was an asshole and he beat me until I turned 17 and then I ended up kicking his ass and from then on the beatings stopped. The repercussions from that were I was kicked out of my house. I ended up homeless for a few days until my grandparents said I could stay in their fishing cabin.
Of course word got around quickly about what had happened and I was looked at differently. People stopped talking to me. I wasn't popular to begin with so it became much worse after that. Small town life sucked for me then.
I was determined to stay in school and graduate. I loved playing sports since they were a big part of my life so I devoted as much of my time as possible to them but I had to eat so I needed to find a job.
As I said my town was small. Thirty miles away was a much bigger town with many job opportunities. I ended up getting a job at a farm store in the bigger town. The store was open until 10pm and then after the store closed select few were scheduled to stay and restock shelves. Everyone that stayed usually finished up around 1am and then went home.
I spoke to the manager and told him my situation and asked if I could stay with the late crew and restock because I really needed the money. He felt bad for me so he said yes which was good for me.
One of the people that worked the late shift was a woman named Michelle. Her and I always seemed to work the same days so we became very friendly. We talked everyday about life and what we wanted out of it.
Michelle was married and had 2 children. She was 29 and extremely good looking with long blonde hair always pulled into a ponytail and deep blue eyes. From the first time I saw her I imagined what she looked like under her clothes. She always wore tight jeans and tight t-shirts to work. She looked like she weighed about 125. I guessed she was around 5'7. I guessed her breasts were maybe 34C but I wasn't sure and her ass was very well rounded and looked really tight in her jeans.
As I said before I looked older than I was because of my size so Michelle thought I was at least 18 since I was working the restocking shift with her. After the store closed and the restocking began her and I always made sure we were paired together because we had become good friends over the months that we worked well together.
One night after we had been working together for a few months the night shift supervisor pulled everyone together and told us that we were done for the night. It was only 11pm so we were all surprised. We all went to the time clock to punch out.
"Are you heading home Michelle?" I asked.
"I don't know. Everyone will be asleep and I am not tired since we are normally here until one. I think I am going to drive a round a little and see what is going on." she replied.
"What are you going to do?" she asked.
"I'm probably going to head home and get some sleep." I replied.
"How about we get some beer and go over to the park and hang out for a little while?" she asked.
"Sounds good to me." I replied.
We walked outside to our vehicles. Michelle knew I wasn't old enough to buy beer so she said she would get the beer and meet me at the park pavilion in 20 minutes.
"See you there." I replied.
As I got in my truck and watched her drive off I was nervous but extremely turned on thinking that Michelle and I would be hanging out together having a beer and talking. I didn't think it would go anywhere except for friendly conversation but I was hoping.
I had been at the pavilion for about 15 minutes when Michelle pulled in beside me. As she got out of her car I noticed two things. First was she had changed her clothes from jeans and a t-shirt to a pair of pink spandex work out booty shorts and a white sports bra which accentuated her beautiful breasts.
Michelle walked over to my truck and crawled up inside handing me the beer. I grabbed two beers and set the rest of them in the back seat of my truck.
I couldn't stop staring at her. She was beautiful and it turned me on very much. Seeing her wearing such revealing clothing started making my cock hard.
"I had to change out of my work clothes. It is such a nice night and I was so hot in them. I hope you don't mind." she said.
"Not at all. You look amazing!" I replied.
"Thank you. That is the nicest thing anyone has said to me in a long time." she said.
"I doubt that Michelle, you are gorgeous!"
Michelle blushed a little but said thank you as we started drinking our beer. We talked about different things. I asked about her married life and about her kids. She asked me about my family and about what my plans were for the future. The whole time I kept staring at her amazing body. The way the sports bra lifted her breasts and how I could see her nipples sticking out hard. I could also see that her spandex shorts were pulled up tight against her pussy lips and I could see there outline through them.
I was entranced with how hot she was which started to make my cock grow. My cock is big. It is a little over 9" long and it is almost 3" around. It was expanding down the right leg of my pants the more I looked at her. I was afraid she would be able to see it if she looked. I was still a virgin. I had had a few hand jobs in school from younger girls. They made me cum by jacking me off but wouldn't let me fuck them because they were afraid I would hurt them.
Michelle asked me about my home life in which I explained what had happened to me. She was listening intently and as I finished she reached her hand over to pat my right leg and tell me how sorry she was. At that moment when she touched my leg she felt my hard cock. She pulled her hand back quickly and looked at me.
"What was that?" she asked.
I didn't know what to say. I just looked at her more embarrassed than I had ever been.
"Is that your cock?" she asked.
"Yyess, I stammered. I'm sorry. Seeing you in your sports bra and booty shorts made me hard and I was hoping you wouldn't notice." I replied.
"Oh my god John, your cock is huge!" she replied. "I want to see it!"
I was so nervous and embarrassed that I couldn't speak. I didn't know what to do. Here was this gorgeous MILF sitting next to me and she wanted to see my cock.
Michelle reached over and laid her hand on my cock again and slowly slid up and down the length of it while she looked in my eyes.
"I have never felt a cock this big. Take it out John, I want to see it." she said.
I started to unbuckle my pants and slide them down. Once I got them down to my feet I kicked them off. My boxer briefs were white and she could clearly see the outline of my cock laying on my right leg. There was a wet spot at the end where the head was from the pre-cum I had been leaking.
Michelle reached over and laid her hand on my cock again. She kept staring at it with her lips slightly parted and her tongue licking her upper and lower lips. She moved her hand to the head of my cock and squeezed it which caused more pre-cum to come out. She pinched her thumb and finger together and got them wet and brought them to her lips. Looking me in the eye she licked her thumb and finger.
I groaned as I watched her do this. My cock was harder than it had ever been.
"Take off your underwear!" she said.
I reached up and started sliding my underwear down and as the shaft started appearing Michelle reached out and touched it.
"You are so hard and thick. My god you have a beautiful cock!" she said.
I slide them down until my cock was free and it sprang up surprising her. Michelle reached out and grabbed the shaft but realized she couldn't get her hand all the way around my cock.
She started jacking my cock up and down. On every stroke more pre-cum came out of the head and Michelle used her thumb to rub the pre-cum around my head.
Michelle continued to slowly stroke my cock as she looked me in the eyes. Leaning down she licked the head of my cock taking a big string of pre-cum onto her tongue. As she pulled away I could see a string of my pre-cum stretching from the head of my cock to her tongue. Pulling her tongue into her mouth she swallowed what she had got.
As she jacked my cock she leaned over and kissed me. Sliding her tongue into my mouth passionately. I could taste my pre-cum on her lips as we continued to kiss and she jacked my cock slowly.
"Your cock is amazing John! I want you to fuck me with it. I have never had a cock this big. I want to feel it deep inside of me." she said.
"Lets get in the back seat where there is more room." I replied.
I opened the door of the truck and hopped out getting in the back. Michelle did the same. As she was getting in the back she removed her sports bra and booty shorts and threw them into the front seat of the truck. Her body was amazing. Her breasts had a little sag from having children but her nipples stood up and out. Her pubic hair was shaved into a tiny landing strip and her pussy lips were distended and hanging down about a half inch. From the light in the truck I could see that she was wet as it shown across her lips and on the inside of her leg.
I sat down in the middle of the bench seat and slowly stroked my cock up and down as she climbed in and threw her leg over mine. She sat down on my legs and I could see her pussy open up as her legs spread. She watched me jack my cock and brought her hands to her breasts and lifted them slowly rubbing her nipples with her thumb and fingers.
I leaned forward and took one of her nipples into my mouth as she let out a low growl and grabbed the back of my head. I sucked and bit one of her nipples as she worked the other other one with her fingers. I sucked on her nipple for what seemed like an hour but was only a few minutes when she said she need to feel me inside her.
Michelle raised her ass up and grabbed my cock. Sliding the head through her wet lips she slowly positioned it at her entrance. Slowly she started lowering herself onto my cock. As the head started to slide into her she gasped.
"FUCK you are huge!" she hissed. "I don't know if it will fit inside me!"