Samantha's Triple Threat Bet

by Ironbuddah

Chapter 1

"Samantha, you can't be serious! I can't give you my high school class ring to wear around your neck. If I had known that's why you wanted it, I wouldn't have fished it out of stuff I had packed away."

"Why not?" My secret teenage girlfriend asked.

"Look at the date on the side of the ring. How old were you in the spring of that year?"

Samantha answered, "Three."

"Crap! Really? I totally feel like a pervert now."

"You shouldn't feel bad. I was almost four."

"Not helping." I commented. "Why aren't we putting everything on hold until you turn eighteen?"

"This." Samantha answered. The girl stepped toward me and held my face in her hands. Standing on her tip toes, she firmly locked her lips to mine. Then her tongue darted into my mouth for a red hot lingering French kiss. I was breathless when my under aged girlfriend released me.

I panted in response, "Oh yeah, I remember why now."

"I don't see why you're so worried Aaron. I'll wrap the base of the ring in string so no one will ever see the date. Besides, we could have sex right under my mom's nose, and if she were on the computer. She would never notice."

"I wouldn't be so sure about that I cautioned the teen."

"Hell, we could have sex three times, in the house, tonight without my mom noticing. I'll bet you!" Samantha challenged.

"Um, what do I get out of that other than, busted, busted, and really busted?" I asked Samantha.

"Duh! You get sex, sex, and more sex!"

I had to admit to myself that it had been over a week since Samantha and I had been able to hook up, and I did carry condoms around with me. The condoms were as much self defense as anything. Samantha could be very aggressive when trying to get what she wanted, so it paid to be prepared with some emergency protection. "OK, I'm in, if we can have sex three times without your mother noticing, I'll let you carry my old ring around with you. However, I get some conditions of my own."

Striking her best sassy pose, Samantha asked. "Like what?"

"Well, I get to pick the location of the rooms we use. We're starting in the basement." I demanded.

Samantha countered "OK. But you can't use the same room more than once."

"And, I'll be wearing condoms. End of story."

"Fair enough, but you have to cum while you're inside me for it to count as having sex."

I couldn't argue with that, but I did have another concern that needed addressing. "If you start moaning and screaming, I get to shove a sock or a towel in your mouth to keep you from giving us away."

Samantha frowned, but agreed to my final demand. "Well, I guess that's OK. The goal is to have sex without being caught." She didn't waste any time and was already undoing the fly of her jeans.

It always surprised me how eager Samantha was, even going back to our first time together. Her parents had left her at my house while they ran errands one day because she was grounded and they didn't trust her to honor the terms of her grounding unobserved. While she was at my house, she asked if she could show me something, and of course I agreed. I had no idea that she would lift up her skirt to show me her dripping wet pussy. She told me it got that way whenever she was around me. I should have told her that she shouldn't be showing me things like that, but instead I asked if she had been rubbing it. Her reply was that she hadn't laid a finger on it.

I was fascinated by her plump slit, which was just beginning to be covered in hair at the time. I did lay a finger on it, in it in fact. She was warm and wet and slick. I told her to stay right there and that I would be right back. I must have set a record for my trip to the nearby grocery store to return with a pack of condoms. Samantha squealed with delight when she saw what I held in my hands. Now I know the law would take a dim view of what we did next, twice, but her body was more than ready and I don't see how I could have resisted her that day. In the four months and change that followed, we had sex three other times at my house, and a dozen times at hers, mostly in the basement. We were averaging about once a week even though it had been longer than that since our last time together.

"Hurry up Aaron. I'm about to explode with frustration over here." Samantha had settled onto a dusty old papasan with her thighs spread wide where she urged me to join her. I pulled a condom out of my pocket as I moved to stand between her legs. Impatiently, she started undoing my fly before I could get started on the task. As soon as my hard cock came into view, I rolled that rubber over my boner. It was a good thing too. The horny teen had her legs wrapped around me before I knew it and was urging me to fuck her.

My latex covered shaft slid easily into the girl's slick belly. It felt wonderful as always, but after a longer than usual break between sexual encounters between us, it felt especially good to be inside my young lover again. Samantha was working nearly as hard as I was, rocking her hips at the edge of the papasan as I continued to saw my dick back and forth inside her. It was hard to believe that if all went well, I would be doing this twice again tonight. It felt so good to be doing just what I had done so far.

"Mmmm, it's just like a key that fits perfectly into a lock." Samantha said contentedly as we fucked. Something about her comment struck me as particularly erotic, and I suddenly found myself filling the latex sleeve around my cock with cum. "Hey, what's up with that?" The teen wanted to know as she felt me releasing inside of her.

"You weren't the only person about to explode it appears." I stated. "Well, that's one."

"No way, you didn't get me off!" Samantha protested.

"I don't have to. The deal was that it counted as soon as I came inside you."

"Shit! I was dumbass for agreeing to that." Panting with unfulfilled lust, Samantha demanded, "Pick your next room."