Jack and Jill - Cover

Jack and Jill

Copyright© 2005 by Old Fart

Chapter 3

Erotica Sex Story: Chapter 3 - A High School boy gets knocked over and knocked out at a Friday night football game, only to wake up in an angel's lap. This is their story. Things happen throughout, but what's consistent is it's a love story between two teenagers. Winner of the 2006 Clitoridesawards, 2nd place, Best Heterosexual Story.

Caution: This Erotica Sex Story contains strong sexual content, including mt/ft   Teenagers   Romantic   First  



I'd asked Mom if I could use her car and she just smiled and handed me the keys. "Don't mess up the back seat."

Like I would with a 15 year old kid. Jailbait.

For some reason I didn't tell Jill that I wanted to drop her like a burning piece of charcoal. That I knew I'd never hear the end of it if my friends found out how old she was. That she was just a little kid like my sister.

I just told her that my mom said yes and I could come over and pick her up. I did mention that my mom's car was a seven year old Chevy, hoping that she would decide she didn't want to be seen with me in an old Chevy. She just said "I'm interested in the driver, not the car."

I got directions to her house. Not quite a gated community, but the private cops that patrolled the place would at least keep an eye on me and my mother's car even if they didn't pull me over and check my license and registration if I drove in there at night.

By the time I got dressed and drove over to her house it was about 25 minutes later. I parked on the street and walked up the long pathway made out of cobblestones to her front door. When I pressed the doorbell it sounded like someone playing chimes inside a cathedral. The door opened to reveal Dr. O'Hara. He smiled at me.

"Jack. My favorite male patient. How's the chin?"

"Hi, Dr. O'Hara. To tell you the truth, I haven't even noticed it today. I've been thinking about other things."

"Speaking of which, my daughter is putting the final touches on an outfit she hopes will bring you to your knees. You know, Jack, I think the world of Jillian. She's my only child. Her mother ran off when she was two, so it's just been the two of us. She surprised me the way she went for you last night. She's always been a shy girl and it's good to see her relate to someone. I don't know you but I can usually size people up pretty quick. From our time together last night, I'd guess you're a pretty decent guy. And not too unlike Jillian. Sometimes when two shy people find each other and realize they can communicate with somebody else they go a little too quickly. You're a senior, right? That would make you about 17?"

"Yes, Sir."

"Well, that's fine. You're the older one, supposedly the wiser one. The one with the head on his shoulders. Just make sure you take care of her, Jack. She means the world to me and I couldn't stand to see her hurt. I don't think I could do anything physical to you if you hurt my baby, but I know I could make things difficult for you.

"I don't expect Jillian to remain a virgin forever. I do expect her to be able to feel comfortable saying 'No' and for that 'No' to be respected. And if and when she does say yes, I don't want her to be sorry about it 15 minutes later. Do you get what I'm saying, Jack?"

"Yes, Sir. I'd never do anything to hurt her, Sir. You can believe that." I didn't tell him that the only reason I hadn't dumped her on the phone was I felt she deserved to be let down in person.

He smiled, shook my hand and clapped me on the back. "Good, Jack. I expect good things from the two of you. Just do me a favor and think before you act. I'll tell you, most of the things I regret doing in my life were done because I didn't take a couple of seconds to look at how my action would affect others. That's probably the best advice I could give you. Or anybody else, for that matter."

"Yes, Sir. Thank you, Sir." Shit. What had I gotten myself into.

We were in a room that had the front door at one end, hallways at the two sides and what I assumed was the door to the kitchen at the far end. And it acted as the landing for a big staircase that had what I assumed were bedrooms at the top.

The door just to the left of the top landing opened and a goddess came out. She had blond hair gathered somehow on the back and top of her head. It looked both casual and elegant. She had very tiny, very tight white shorts that contrasted with her very tan legs. She had a shirt that reminded me of the tablecloths from the restaurant only the squares were smaller. The top two buttons were open, the next two were buttoned, then the rest of the shirt was tied in a knot just below her bust. A pair of gold, almost not there sandals completed the package.

She smiled when she saw me and turned to walk to the stairs. I could see her beautiful butt in profile as she walked with her side to me. It was rounded and made me want to touch it, to make love to it somehow. I was both disturbed and turned on to see the bottom of her right cheek below the bottom of the too short shorts.

She glided down the stairs, her eyes on me, her left hand sliding over the banister. The closer she got, the more beautiful she got.

She got to the bottom of the stairs and walked up to me. God, that smile melted my heart. Her skin was perfect. I couldn't see any makeup other than some light pink lipstick. Not a blemish. I couldn't help myself, I reached up and felt her cheek with the backs of the fingers or my right hand. So smooth. She purred and seemed to shiver as I touched her face.

She put her hands on my shoulders and leaned into me, kissing me gently. A little moist. I definitely knew I'd been kissed. The lipstick had a slight cherry taste. I was going to have trouble walking if she did much more of that. I hoped my dick wasn't too obvious.

She kissed her father on the cheek. "Bye, Daddy. Wish me luck."

"Good luck, Princess."

I wondered what she needed luck for.

I took her hand and led her out to the street. She got in the car gracefully and daintily as I held the door open for her. By the time I got around to the driver's side she'd slid across the bench seat so there was barely enough room for me to sit down. She wrapped both arms around my right arm, shoving her tits into me. I couldn't hurt this poor kid. We'd go shopping and I'd find a way to let her down easy. Or maybe when I got her home. I had to be careful. I didn't want to hurt her feelings. And I didn't want her father mad at me because I dumped his darling daughter. Let her down easy.

I put on my seat belt and told Jill she needed to buckle up. She pouted and let go of my arm, moving over an inch or two so she could fit the center belt around her waist. She moved her right arm out and above the shoulder strap, leaving it across her breasts, highlighting her bust.

She was just a kid. She didn't know what she was doing.

I turned the key and fired up the engine. "I'm sorry we have to drive such an old car."

"I like this car. I especially like this seat. I bet there's even enough room to lay out on this. She looked in the back. I know there's enough room in the back."

She was probably used to sleeping when her father took her for rides in the car.

We got to the mall and I parked the car. I turned off the ignition.

"Jack?"

As soon as I turned around she was on top of me. Her arms were around my neck, her tongue seemed to be forcing its way down my throat and her right thigh was in my lap. I could feel it pushing against my cock, her knee on the seat between my legs, just below my balls. Her leg was bent all the way back, her heel touching her butt.

She pulled back and looked at me curiously. "What's the matter, Jack? Don't you want to kiss me?"

I looked at the beautiful woman in front of me. Who was I kidding? Maybe she was just 15. She was also ripe for the picking. And it was pretty obvious she wanted me to do that picking. I was crazy if I thought she was going to go away quietly just because I thought 15 was too young for a lover.

"Yes, I do. More than I've ever wanted to do anything."

I wrapped my arms around her and pulled her up to me. Our tongues dueled, my cock got hard against her thigh, she pressed closer to me. I knew that whether it was me putting my hand in her pants, her checking me out or us going for the whole enchilada that we'd figure it out somehow. And with her, it would be good. It would be fantastic. I pulled away from the kiss. I couldn't figure out why but I felt disturbed by the kiss.

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