Dating A Tomboy by Bill Knell


What is a Tomboy? It's a girl who acts more like a boy in terms of her interests and mannerisms. The misconception is that Tomboys are lesbians. They are not in most cases. I have known a few and dated one.

Becky was fifteen and I was seventeen when we dated in 1973. When I first spotted her walking down the hall of our high school, I was instantly interested. She had long light brown hair, an attractive body and a smattering of freckles on her cute face.

She moved purposely down the hallway, walking a little more like a boy than a girl. That should have told me she was different, but I ignored it in favor of her good looks. As she walked past me, Becky gave me a brief look and a slight smile.

I thought to stop her and introduce myself. Instead, I decided to wait for a more opportune time. I was headed to my next class and was already close to being late. My instincts were spot on. 

I spotted her again while sitting down at my usual lunch table in the school cafeteria. My friend Dave always sat next to me. He saw that I was Lazer focussed on a girl and laughed.

Dave said, "That's Becky. She's a friend of my sis. I guess you like them different." I replied, "Ugh, what do you mean?" Dave explained that she was kind of a "Tomboy". 

If you made her laugh she would smile, then punch you on the arm. She had a nice girl’s voice, but talked more like a guy. She was a star on the girl’s softball team and ran track as well. She liked walking fast and when we dated I often had to slow her down.

Despite all this, Becky was a pretty girl who knew how to sell it. She wore nice clothes, rarely dresses, but always stylish outfits. There was no way I was going to let this opportunity pass me by. As I got up from my chair, Dave said, "Go get her dude!"

When I got close to Becky I smelled the unmistakable odor of 'Ambush', a pheromone perfume designed to attract guys. In my case it worked really well. I was already sold on her and the perfume sealed the deal.

I said, "Hi Becky. I'm Bill. You don't know me. My friend Dave told me that his sister, Caroline, is one of your friends.I wanted to meet you. I saw you earlier in the hallway, but I was almost late for a class."

I said all that to put her at ease and it worked. I'm sure she was a little shocked to find a Senior boy interested in a Sophomore girl. No more shocked than I was. 

My sister was a model and I sometimes went on dates with models. There was just something different and cool about Becky. I often wonder if we are genetically coded to seek out certain types of people?

Seeing that she was done with her lunch, I asked if she might like to go to the outside sitting area next to the cafeteria so we could talk more privately? She said ,”Sure” and popped up out of her seat, seamlessly grabbing her handbag in the process. There was no way I was going to ask her out in front of people in the cafeteria.

Once outside and seated, I asked Becky if she might like to go out on a date with me? She said she would, but Becky was understandably curious about why I chose her? I put it in simple terms.

It was true that there were lots of good looking Senior girls. Most were already in some sort of a relationship, while others were so involved in cliques and student government that there was no time for anything else.

As an example, I sat next to a pretty Senior girl in Science Class. We shared a table. As it happened, some of the students (including us) arrived twenty minutes early due to modular scheduling. 

Jenny was nice and sometimes shared stories about horses with me. It was very casual conversation and she did most of the talking. She was entitled and knew it. I soon found out how much.

While she was telling me about a recent equestrian event, a guy came in to the classroom and interrupted her. That was his first mistake. His second was asking her to go out on a date with him.

Although he was involved in the same Senior clique as her, he had an odd head deformity. I got the impression that he wanted to take her out so that other pretty Senior girls might be shamed into dating him.

Jenny immediately shut him down. She was seriously dating a first year college dude and said, "I can't. I'm practically married." Sadly, he repeatedly begged her for a date. It was really a disgusting display. I finally told him, "No means NO!" Then, he left.

I made plans to pick Becky up at five so I could take her to dinner. I met her family. Her parents were very welcoming. She had a younger brother and a sister two years older than her. I could see that they were all curious about why I asked her out?

At fifteen, Becky hadn't had a regular boyfriend or serious relationship. I was certain that most guys she met were probably scared off due to her Tomboy behavior.

Becky was well dressed and acted like any normal fifteen year
old girl for the most part. After dinner, we went to a quiet pier along the Intracoastal Waterway where we could talk and enjoy the evening. 

Both our families moved to St Petersburg, Florida, from New York. We both had slight accents. Although we missed New York, the West Coast of Florida had a lot to offer.

After about an hour I asked Becky if she wanted to go play miniature golf? Dave told me that Lynn and his sis often went to the miniature golf course on Treasure Island. I took her there and we had fun.

After stopping for some ice cream on the way home, I dropped her at her house. Before getting out of the car she leaned over and gave me a kiss on the cheek.

The next day I picked up Becky from softball practice and brought her home. Later that day I took her over to my house to meet my sister and some of the models that worked and lived with us. My parents lived elsewhere.

The three models that lived with us were ages fifteen to eighteen. My sister was nineteen. They made Becky feel welcomed. We all went out to dinner, then came back to my house. 

My sister had a surprise for Becky. We asked her to join us in the built in pool we had in our backyard. Almost immediately, my sister presented Becky with one of the beautiful swimsuits she had designed.

Our pool party included current hit music played over outdoor speakers. Models love to dance and did so in and out of the pool. They included Becky in their fun and she quickly became one of the girls.

We began going out as a group. That's what we did before Becky came along. I got the impression that she felt more comfortable dating me that way because she was so young. Not Lolita young, but two years younger than me and new to dating.

A couple of the models would bring along male dates from time to time. We were also occasionally joined by a couple of the male models that worked with us. Most were gay, but enjoyed our company. We didn't judge.

A week after meeting her, Becky and I began making out in my pool. It became our favorite thing to do with.swimsuits on or off. Not surprisingly, Becky made the first move by suddenly slipping out of her suit.

By that time she had undergone a transformation of sorts. My sister and the models liked to fawn over her showing Becky make up tips, dressing her up in Ingrid's designer clothes and styling her hair. I joked that she had become their Barbie doll.

Before things could go further, my relationship with Becky morphed into a casual dating situation and friendship with benefits. I felt like it was for the best. Thanks to peer pressure, It was harder to date a younger girl than I thought it would be.

We still made out a lot and skinny dipped in the pool together at night. We often stayed in the pool making out so long that our skin wrinkled.

Her Tomboy behavior remained. Every once in a while she would say “race me" to the girls and me, then she would take off. There were also some embarrassing moments.

Once, while we were all sitting and eating lunch at a restaurant, a big young guy from school came along. He was a well known bully and made a few rude comments to one of the models. I called him out on it and he laughed. 

He was about to get in my face when Becky popped up out of her seat without saying a word and threw the contents of her soda glass in his face. He started cursing her out. 

As he was about to grab her, Becky kicked him really hard in his family jewels, then picked up a chair and smashed him with it. At that point we got outta Dodge leaving him laying on the floor in pain.

When summer break came,  Becky and her family went back to New York for the summer. When she came back we remained friends, but nothing more. I was working full time with my sister in her clothing design business before serving in the military and going to college.

Being around girls who took their looks and behavior seriously made a difference in Becky's life. She eventually became a Cosmetologist. She specialized in make up for models and brides.

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