The Band Geek

A father discovers his daughter's best friend's secret.

My daughter Kayla was in marching band in high school, and after a game one night, she and her BFF Sydney, another band geek, rode back home with my wife and I for pizza and whatever high school girls do when they're not terrorizing boys.

The girls took their pizza to Kay's room, and my wife jumped in the shower, before going in to work. When she finished, I took a quick shower, then turned on Netflix.

A couple of hours later, Kayla came up and asked if we could give Sydney a ride home, she wasn't going to stay over because she wasn't feeling well. I agreed, and told Kay to help Sydney bring her stuff up. She did, and helped Syd take her stuff to the truck. Kayla then informed me she was tired, and wanted to go to bed. They said bye, and we pulled out of the driveway.

Sydney lived about 25 miles from us, out in the country, off the main roads. She was texting most of the way until we lost cell service. Then she asked me if she could have a cigarette. Normally, I would say "Not on your life," but I didn't want to seem like the "uncool dad", and she WAS my daughter's best friend, so I said sure, and handed her one.

Another reason I said ok, is because I find most girls who smoke to be incredibly sexy. I'm talking about raging hard-on kind of sexy, so I was NOT about to pass up the opportunity to let this very cute girl smoke while sitting 12 inches from me for the next 15 minutes. I cracked her window for her, and lit one up myself.

Thinking how much Sydney looked like Avril Lavigne, I watched her smoke out of the corner of my eye, when trying to concentrate on the road, which by this time was completely dark, and curvy as hell, forcing me to drive slowly. Believe me, I didn't mind at all. Syd then asked if I thought she was as pretty as Kayla.

I said "Of course, sweetheart. Prettier, in certain ways." This seemed to satisfy her, because she didn't ask which ways I meant. (I was glad she didn't, because I would have had to pull something out of my ass. Don't get me wrong, she's a pretty girl, but Kay is prettier, I think.)

When we got to her long-ass driveway, she asked me to pull over so she could have another smoke before going up to the house. No problem at all! I pulled in next to the barn at the end of the driveway, where we couldn't be seen from her house, and I turned off the lights. I left the engine running for the heater, since it was late October.

Sydney exhaled a sexy stream of smoke, and leaned closer to me and asked how she was prettier than Kayla. Oh fuck. I told her quickly that it was the way she carried herself, she seemed more confident and sexy that way. She was quiet for a couple of minutes, and I realized she was crying.

She said she wasn't, at all. She said she didn't have a boyfriend, and Kayla didn't either because the guy she (Kay) wanted was already taken (another subject we wont get into here). I told Sydney that she was incredibly pretty, and smart, and that any guy would be lucky to have her for a girlfriend. She asked if I meant that, to which I replied "Of course."

She then leaned over and kissed me on the cheek. When she pulled back, she asked if that was ok, and of course I said yes. I didn't want to make her feel badly. She leaned in again, this time kissing me on my lips. I kissed her back, then opened her mouth, allowing my tongue to find hers. We sat like that for a minute, tongues intertwined, kissing madly, when she leaned back, took a last drag off her cigarette, and tossed it out the window.

She then leaned back over, and began unzipping my pants. I thought I should definitely stop her, but so help me God I didn't want to. Before I could do anything, she had my cock out and in her mouth, sucking hungrily. Since I was already mostly hard, it didn't take long for me to become fully erect, at which point she gagged and backed off of me. She didn't realize I was that big, or thick. She took the head in her mouth again, and slowly took as much of me in her throat as she could without choking.

Goddamn this child was so good. Maybe it was her tongue swirling around the head of my cock, or maybe it was because I was being sucked by someone at least 22 years my junior, I became so rock hard, and I could feel myself building up to flood her throat. I begged her to stop or I would cum in her mouth, to which she replied that was ok. I asked her if she wanted to sit on my lap, to which she just nodded.

She leaned up, and reached over, placing my hand between her thighs, watching my reaction carefully as I realized my daughters best friend was transgendered. God, my heart broke for her, remembering all the problems I had heard she was having at school. No one ever mentioned that it was this.

I pulled Sydney close, and kissed her again, for what seemed like ages. She then straddled my lap with some difficulty, her silky erection brushing my stomach, as mine nestled against her panty-clad cleft.

I helped her into position, moving her panties aside, the head of my cock finding its way between her shapely cheeks. She slowly let her weight pull her down, and suddenly I was inside my daughter's best friend.

Sydney buried her face in my neck, crying out a little. I was so worried I was hurting her until she looked up and kissed me harder than before.

Try to remember your first time. Now combine that with the fact that the world would end if you were caught...but not wanting to stop, or even caring. That's the feeling I had as Sydney slowly took more of me inside her, squeezing my cock so tightly it almost hurt, as her erection rubbed against my stomach, teasing me with precum.

This beautiful little girl slowly rode me for at least five minutes, looking me in the eyes the entire time. I was quickly developing strong feelings for her, and couldn't begin to stop was what about to happen.

I pulled her to me and kissed her passionately as I unloaded several days worth of cum deep inside this gorgeous teenager. We continued to kiss as my cock continued throbbing inside her, and I wondered what would happen next.

She then whispered to me could she have another cigarette. God, this was a girl after my own heart. As she lit up, she asked if Kayla and I were "doing it."

What the fuck do I say to that? Does she already know? Did Kayla tell her?