Chapter 2: Steve Takes Me to the Fair

Needless to say, I was more than a little surprised but way more thrilled when later the next week Steve called. My mom answered the phone and when she handed it to me she gave me a wink and a sly smile. I’d told her when I’d come home how we’d teased him and my suspicion that he peeked and masturbated about us. My hands were shaking and I was barely even able to say hello. He was so sweet, telling me how he thought I was the prettiest girl at the camp. Then he asked me out! My mom was watching me and she silently clapped as I nodded - she knew exactly what I was agreeing to by the glow of my face.

Like wow, talk about the LAST thing I’d ever expected to happen. Oh sure in my masturbation-driven fantasies Steve would call and plead with me to let him take me out, telling me I was the sexiest girl in school ... but in reality??? The 4th of July weekend was coming and Steve said that he wanted to take me to a carnival in a nearby town. It really didn’t matter where he wanted to take me - he could have asked me out to the library and I’d have accepted! This sounded like a lot more fun than the library so I blurted out yes without even letting him finish. After hanging up I turned to my mom with the biggest grin and we just hugged. I couldn’t wait for my dad to get home so I could tell him his little girl finally had a date ... and with the foxiest boy at school!

While at sixteen Steve was old enough to drive, he didn’t have his own car yet. Since it was too far to walk or ride our bikes Steve’s mom offered to drive us to the public park where the carnival had set up. After literally hours of changing my mind I’d finally settled on a pair of my skimpiest torn cutoffs and a super-tight peach cami with spaghetti straps and a bare torso, trying to look as old as I could for Steve. The peach color highlighted my tan and the cami made the most of whatever figure I had at that age. Needless to say I wasn’t wearing a bra even if it was more because I really didn’t need one than trying to look sexy. As tight and short as my shorts were, the lack of panties should have been an obvious to anyone looking closely - and hopefully he would quickly realize that there was nothing between the shorts and my little fourteen year-old bare bottom. Although I still pretty much had a little girl figure, signs of future hips were definitely starting to show and my legs weren’t the scrawny pony legs anymore. I mean like really, what more could I do to signal to him that I was available?

As I approached the car Steve’s mother took just one look at me and I could see her lips purse a bit as my ass was barely covered and the cami was WAY too tight and short but she didn’t say anything at first. Still, I could see from her expression that at least SHE was catching my signals. My first thoughts were that she had to have seen the outfits that the sluts Steve dated wore so why pick on me? Later as she drove us she casually asked me if my mom knew what I was wearing today - a little TOO casually. It was like she assumed no mother would knowingly allow her daughter to venture out in public dressed like me. Well, she didn’t know my mom! I calmly replied that my mom did - and I was being perfectly honest. Indeed, my mom had been one to suggest the cami! I’d originally chosen a T-shirt that fit me but she shook her head when she saw it and led me back to my bedroom where she found the cami.

“If you want to make a good impression on your first date you need to show more of the goods,” she told me with a twinkle in her eye as she watched me change tops. “And let’s be honest, you need all the help you can get for now.”

Well, sometimes moms can be a little TOO honest!

I hadn’t worn the cami in ages, mostly because it didn’t fit me. Nonetheless I pulled it down as far as it would stretch - which wasn’t very far below my barely noticeable bust but she just frowned saying, “Don’t try to cover up - you look sexy.”

I think that was one of the first times my mom had ever straight out told me I looked sexy and I felt so proud. Sitting in the back seat with Steve and seeing how he was looking down at my chest, I was so happy now my mom had suggested this outfit.

Once at the park, before Steve’s mom left us she told Steve that Sharon and her would be attending her company picnic so if we needed anything before our scheduled pick-up time that we should go to his grandparents who lived only a few blocks away from the park. I’d never met his grandparents but at the time it didn’t seem likely we’d need that option. It was a mom though to make sure all the bases were covered.

For the next hour or so it was just your typical teenage carnival date. We went on several of the rides and on most of them we were pressed tightly against one another. Each time I kept waiting for him to make some sort of move on me, even if it just an “accidental” brush against my boobs or a hand on my bare thigh. Alas, for whatever reason he was the perfect gentlemen - NOT at all what I was hoping for! About the farthest he went was on the Ferris wheel where he put his arm on the seat back behind me. It was ALMOST around my shoulder and I kept waiting for him to drop his arm down around me but it never happened and I was feeling pretty frustrated. Dang it, why wouldn’t he touch me? From the way I’d dressed for him he certainly should’ve gotten the hint that I wouldn’t have resisted! Wha did I have to do, put on a sign that said “open for business”?

The one good sign was there were a few times when I would look over at him and notice a distinct bulge in his tight white jean shorts. Mmmmmmm, I couldn’t help but imagine his sixteen year-old cock underneath and wondered what he would’ve done if I’d put my hand over his crotch. Indeed, I might’ve done it if he had made ANY sort of move but he was playing the choir boy with me. This was certainly NOT what I’d expected based on the way he reacted during the camping trip. Worse yet, it was nothing like what Beth claimed had happened on their first date where she proudly described how he couldn’t keep his hands off her boobs the entire time! Ok, so hers were melons compared to my clementines but still...

In addition to the rides we also played some games. Steve won me a silly little teddy bear which I thought was just adorable. Then tragedy struck, or at least something unexpected. We were watching a group of guys trying to ring this bell by swinging a big hammer. It had rained the night before and there were still a few puddles around. Wouldn’t you know it but one guy missed the mark entirely and slammed the hammer right into a puddle. Poor Steve was directly in the line of fire as mud and water squirted out! His pure white jean shorts were covered with mud and he was soooooo mad. I had to cover my mouth because I wanted to giggle yet I felt so sorry for him because I knew he was terribly embarrassed.

Given the circumstances, we didn’t have much choice but to go back to his house so he could change clothes. Following his mom’s instructions, we walked a few blocks over to his grandparent’s house where he explained his predicament. Thankfully his grandpa was pretty cool about it and offered to drive us back to his house. Steve and I rode together in the back seat with his grandparents in the front seat. I caught his grandpa eyeing us in the rear view mirror a few times, obviously keeping an eye on us to be sure we were behaving. Much to my chagrin he didn’t need to bother as we each sat in our own seats; more like a brother and sister than boyfriend and girlfriend. Glancing over at Steve, I would’ve given anything to touch and kiss him but neither of us had the courage to start anything, especially with his grandfather keeping such a close eye on us.