Hello. My name is Dean. In 1983, I was a typical 16 year old kid living near a small town in Minnesota on a farm, standing 5’ 7”, weighing about 150 pounds. I had a farmer’s tan from working on the family farm baling hay and working for all the neighbors helping them out trying to make some money to buy my first car.
Anyways, it was a Friday evening in July. The sun was going down, turning everything beautiful shades of red and brown. I had finished up with the evening chores in the dairy barn and got cleaned up to go out for the evening with my friends to play some basketball on the outdoor courts at the city park; at least that’s what I told my mother when I asked to borrow the car for the evening. She said it was all right as long as I put some gas in before I brought it home.
I got to the park just in time to watch the high school marching band go marching by; practicing for the next parade they were competing in. I got out of the car and stood to watch them. I noticed the drum majorette as she marched by. I had never seen her at school before, and she was breathtaking to look at, standing about the same height as me. She had long blonde hair in the style of Farah Fawcett, a killer tan and long legs that seemed to go on forever. Her face had an almost elf-like quality that looked to me like the face of an angel. She was wearing a tight white T-shirt that showed off her small breasts that had no need for a bra, and she wasn’t wearing one. The tight dark blue shorts she was wearing showed off the most perfect ass I had ever seen in my short life. She smiled at me as she marched by, then spun around, put her whistle in her mouth and raised her right hand holding a baton, high above her head, then whistled the band to a halt.
I smiled back at her, and then turned to the trunk of the car to get the basketball out. I walked to the court where my friends were. Tom, who was 16 and stood at 6’1” and 180 said,
“It’s about time you got here; we were thinking you weren’t going to show up.”
I said,
“Yeah, yeah. Got a late start in the barn tonight, trying to finish up the last field before the Fair.”
The county fair was next week, and my whole family basically lived at the fairgrounds during that week.
Chuck, who was the star quarterback for the football team, a year older than I was and my best friend said,
“Hells bells, Tom. Just because you live in town and can loaf around all day doesn’t mean you can bust his balls ‘cause he’s a hard workin’ man, aren’t you, Dean-o?”
“Eat me, Chuck, you swingin’ dick!”
I laughed.
“Who’s the first to get their ass handed to them in a game of Horse?”
Tom said with a laugh,
“You are, Dean. I promise to not completely wipe you all over the court.”
I said,
“As if you could, Tommy,”
as I took a shot from the free throw line. The ball went through the net with a swish.
“Yeah, nothing but net!!”
Chuck passed the ball to Tom and said,
“Well, look at that; looks like the country boy’s been practicing.”
I laughed and said,
“Hey, Chuck. Who’s the blonde majorette over there?”
Chuck looked over to the street and saw who I was talking about.
“Her name is Sherry Wilson. Her dad is the new doctor at the hospital. She wouldn’t give me the time of day, Dean.”
I said,
“Well, Mister Star of the Football Field, she just smiled at me. She’s quite the honey.”
“Oh bullshit, Dean!! You’re yanking my chain.”
“I kid you not, Charles. She smiled at me when she blew her whistle and stopped the band there.”
Tom said, “He’s telling the truth, Chuck. I saw it happen. Shows she has shitty taste in men.”
“Asshole!!”
I laughed.
August came and school started. I had a study hall for my second class period of the day. I took a seat at the back of the room; pulled out my Algebra book to work on the homework assigned the class before. I was trying to work out the intricacies of working an equation in three variables when I heard a sweet melodic voice say,
“It’s unbelievable, the first day of school and getting hit with homework. Do you understand how to do the work?”
I looked up and saw Sherry standing there with a smile on her beautiful face, wearing a yellow polo shirt with the collar popped up and a tight pair of jeans. I smiled back and said,
“I sure hope I understand it. Gotta get good grades to get into college.”
“Well, I’m having a hard time understanding it. Could you show me how to do these problems?”
“Sure, that’s not a problem. Pull up a seat there and let’s see what we can do with them.”
Sherry sat down in the desk next to mine and we worked the problems the whole period. When the bell rang at the end of the period, Sherry said,
“Thank you for helping me. I really appreciate it.”
“Hey, it was my pleasure. So, what’s your next class?”
“20 th Century American History, what’s yours?”
“The same; shall we walk together?”
As we walked to our next class, she asked,
“Are you going to the football game Friday night?”
“Yes I am. Are you?”
“I have to; I’m a cheerleader. I was wondering if you could take me to the dance after the game.”
“I’d like that.”
Sherry took my hand and squeezed it tightly.
Chuck threw for two touchdowns and ran in a third as our team crushed our cross-county rivals. I was torn between watching the game and watching Sherry on the sideline. She looked damned good in her cheerleader uniform as she jumped and clapped there. After the game, Sherry found me and said,
“Give me a few minutes to change and I’ll meet you outside the gym, okay?”
“Okay. Hey, did I tell you you’re the prettiest cheerleader on the field?”
With a blushing smile, she kissed my cheek and said,
“You always say the nicest things, Dean Michaels.”
Chuck and his girlfriend Josie came up to me. I gave him a high-five and said,
“Good game, Chuck. Hi, Josie, how are you doing this evening?”
“I’m all right, Dean, how are you?”
“Doing well; care to join me while we wait for our dates for the dance?”
“Sure!!”
While we waited Josie asked me,
“Are you waiting for Sherry?”
“Yes, I am.”
“Good. I’m going to tell you something. Sherry is a nice girl, so don’t hurt her, okay? She really likes you, a lot. Treat her right, or I’ll get Chuck to beat your sorry ass.”
I smiled at her and said,
“I will, Josie, this I promise you.”
Josie hugged me and said,
“Sherry is a lucky girl. If Chuck wasn’t your best friend…………”
I kissed Josie’s forehead and said,
“I know, babe. I know.”
I had had a crush on her since 7 th grade, but Chuck made the move first, and I wasn’t going to interfere at all. She had a crush on me, but now she was Chuck’s girlfriend.
Sherry emerged from the girl’s locker room. God, she was beautiful, and I told her so. She gave Josie a hug and said,
“Would you like some company waiting for our star quarterback?”
“No, I’ll be all right, and Chuck won’t be but a few minutes, anyway. But thanks for asking, Sherry. Dean, take your date and have a good time. And remember what I said, okay?”
“I will, Josie.”
As we walked to the gym holding hands, Sherry asked me,
“So, what did Josie tell you?”
“She told me to treat you nice. I told her that I would, because I like you a lot.”
She stopped and said,
“Oh Dean. I like you a lot, too.”
I took her in my arms, her face turned up and I moved to her sweet lips and kissed her. I felt the electricity flow between us as her arms circled my neck. I broke the kiss and mouthed
“Wow!!”
She smiled and said,
“Whoa. That was…..”
I cut her off as I kissed her again.
“Break it up, you two. Take it somewhere else,”
came the voice of Mr. Karl, the history teacher. As we walked by, he whispered to me,
“Way to go, Michaels. She’s a keeper.”
The months flew by. The football team made it to the state playoffs. I attended every game, but not to watch the game, I was watching Sherry. We helped each other with homework; she was better at History than I was, but I could do Algebra better than she could. Every Friday and Saturday evening we were spending time together, going to movies or just hanging out. Our make-out sessions progressed from just kissing to touching each other above our clothes, to under the clothes.
I loved to hear her moan as I would finger her pussy and rub her clit to an orgasm, and she was good with her hands on my six inch cock.
Christmas time came, and I bought her a pair of diamond earrings. She invited me to her home on Christmas Eve, where I met her family. I drove up to the house and knocked on the front door. The door opened and holding the knob was an older but still very beautiful version of Sherry.
“Hi!! You must be Dean; I’m Fran, Sherry’s mom. Come in, come and meet the rest of the family,”
She said as she gave me a hug. We walked into the living room. Fran said,
“Sherry, your Dean is here.”
Sherry came up and kissed me and whispered,
“Just relax, they’re not going to kill you, babe.”
I kissed her back and said,
“Merry Christmas, sweet thing. I’m as relaxed as can be.”
She smiled and took my hand to lead me farther into the room.
Her dad stood up and said,
“Hi Dean, I’m Richard, but everybody calls me Doc.”
I shook his extended hand and said,
“Hi, Doc; nice to meet you.”
I turned to see a larger than me man standing there.
“Dean, I’m Frank, Sherry’s brother. I’ve heard nothing but good things about you. It’s nice to meet you finally.”
He wrapped me up in a bear hug and said,
“Welcome to the family.”
Fran took me by the hand and led me to an old woman sitting by the fireplace.
“Momma, questo è decano, Sherry' ragazzo di s.” (“ Momma, this is Dean, Sherry 's boyfriend.”)
Fran turned to me and said,
“Dean, this is my grandmother. She doesn’t speak any English, just Italian.”
Momma beckoned me with open arms.