When my wife, Kathy, and I were dating there was a thing going on called 'One Upmanship.' The idea was that if you could outsmart or embarrass someone, you were 'one up' on them. I haven't heard the term in a long time, but back then Kathy and I made a game of it and even kept score. At first I was way ahead...
"I went on a date last night."
"What?" No way Kathy had said what I thought she said. I looked at her but kept walking. Lunch was over and I needed to get her back to class.
"It was with Wolf."
Her neighbor. We had gossiped about him a couple of times. Kathy had told me he was real popular with the girls. A real hunk, she called him.
"But..." I stopped walking, school could wait. "...but I though we were going to get married."
We were. It was all set. But there were problems. Her folks didn't like me. They were threatening to send her away to live with an aunt if she kept dating me, so we had to keep everything low key, pretend we weren't that serious. That's why we were sneaking visits during her lunch periods, just so we could see each other. But we had made up our minds: in two months, when she turned 18, we were going to get married.
"We are," Kathy said. "But my folks were sitting right there when he asked me. I could hardly tell him I was engaged, could I?"
Oh. "Well... I suppose..."
"Anyway, I don't think I will go out with him again."
Whew. One thing I didn't need is competition from some good looking stud. Kathy was a real looker and I was anything but. If her folks didn't keep her practically locked up, I wouldn't stand a chance.
But sometimes I don't know when to shut up. "How come?" I asked. "Did your folks give you a hard time about him too?"
"No, it isn't that. It's just that, well, he was all hands."
Oh. Oh. I hardly dared to ask. "What do you mean?"
"Well, he kept trying to touch me." She made a little motion with her hands towards her crotch. "Down there."
"What did you do?" What did he do?
"I kept my legs closed, of course. Tight."
Thank God. She had used that defense with me so I knew it worked. But there were other things she had let me do. "Well that's good. But what else? Didn't he... you know... try to touch your breasts?"
"Oh, I didn't mind that. Except when he got my bra off and starting pinching my nipples."
"Didn't mind?" How could she. "How could you?"
Kathy frowned. "Well, it's not fair. You always win."
"Huh?" What did that have to do with it?
"When we play cards, you always beat me..."
Well yes. You can't depend on blind luck. You need to think out your plays.
"...and when we have an argument, I'm always the one that has to give in..."
Well yes again, but we only argued when she took positions that defied all sense of logic.
"...Besides, it's not fair that you're so far up on me. You've been out with other girls. And you told me, remember, how you and Martha used to make out. I should get to do some stuff too."
I opened my mouth to tell her how, once again, her logic was all wrong: I hadn't even known Kathy when I was dating Martha; the cases didn't compare. But then I noticed the defiance in Kathy's eyes and stubborn stance. A rush of panic accompanied the sudden realization that I might be losing her.
I closed my mouth and dropped my eyes to the ground. What to do? I needed to think, but my head was filled with images of Wolf's hands roaming over Kathy's body. One thing I did know: it didn't matter if I was right, not if proving it cost me my girl.
I must have been staring at the ground for some time because it took a persistent tugging at my shirt sleeve to get my attention. When I looked up, Kathy was looking more anxious than defiant. "What are you thinking?" she asked.
"I'm thinking," I said, "that we should get married right away."
"Okay," she said.
We both laughed with excitement. We were going to do it.
But then Kathy looked into my eyes and said, "So its okay with you that I let Wolf feel me up? You still love me?"
"Yes, I love you."
"And we deduct a point? You're now only five up on me?"
This was twisted. But I had to concede, she had won the point. "Okay. Five up."
We kissed and hugged, but the look in her eyes, a certain smug amusement, warned me that she had at last found a way to stay up on me.
I needed time to think of a defense, but it had to wait. We skipped school for the afternoon and went down to the courthouse to apply for the marriage license. They didn't even ask for our IDs to check our ages, just told us to get blood tests with a doctor's signature. Afterwards, we had just enough time to go to the doctor's office to have blood drawn, stop at the jewelry store to pick out rings, and get her back to school to catch the bus home.
I went home and laid down on my bed intending to take a nap. But I couldn't sleep. When I closed my eyes, the images of Wolf fondling Kathy's breasts and pinching her nipples returned. When I realized that I was rubbing my stiff cock through my pants, I unzipped and began jacking off. Soon the image of Wolf started sucking on her nipples and I had the most intense climax of my life.
I lay there feeling exhausted, but still I couldn't sleep. How could I both love Kathy and, at the same time, get excited by the thought of her with another man? Wasn't I supposed to be jealous and mad?
***
Later that night, Kathy called me as she always did before we went to bed. Only this time she seemed especially eager to tell me about her latest adventure. "I saw Wolf again."
"So, did you tell him we're getting married?"
"Well no. We agreed not to tell anyone. Remember? Besides he wasn't interested in talking."
Oh. Oh. Something was up. I felt a rush of emotion, but it was nothing like the panic caused by her earlier revelation. Instead I felt a sense of anticipation. And my cock began to harden again. "What do you mean?"
"Well... When I took out the garbage, he saw me and pulled me behind the garage. We didn't even talk. He just starting feeling me all over."
I started pulling on my cock, but then had an alarming thought. "But... But we're getting married. Right? You didn't change your mind? Did you?"
"No. I still want to. Don't be mad. It's just that I got overly excited. And anyway, when he first started, he wasn't doing anything we hadn't done before, just kissing me and squeezing my boobs. So I figured it would be okay. You did say earlier, that it was okay. Didn't you?"
Well no. I hadn't meant she could do it again. But she still wanted to get married, so I could live with it. I started pulling on my cock in earnest, but retained enough control to prompt her for details. "Well it's not him kissing you and playing with your breasts that worries me. I mean, I did accept it before, so I suppose I can accept it now. But you said, '...when he first started...' What else happened?"
"Well he put his hand inside my jeans and tried to put a finger in me."
Tried? "You didn't let him?"
"No. Well, I mean that I wasn't going to let him. Not at first. But then it came to me: you have so much more experience than me; this was a way to win another point back. So I had to let him. You see what I mean?"
"Well..." I paused. The sensation in my cock was saying it was okay, but pride made me protest. "How could you? You've never even let me do that."
Her voice softened and she sounded sympathetic as she explained. "I know. But that's the whole point. Don't you see? Now I have more experience than you. And now that I've discovered how good it feels, I'll be more willing to let you do it. Wouldn't you like that?"
"Well yeah. Sure I would."
"So you agree? I get another point. Right?"
It wasn't right. I knew that. But the softness of her voice was so soothing, and the image of Wolf's fingers slipping into her made my cock feel so good. "All right."
"So now you're only up four points. Do you still love me?"
"Of course."
"And it's okay with you that I let Wolf play with my tits and finger my pussy?"
In the back of my mind was the thought that I might feel differently after I came. But right then, I wanted to surrender. Wanted to cum. "Yes. It's okay. I accept it."
"You're wonderful," Kathy said. "I love you."
"I love you too." And I did.
"There is one more thing," she said.
I stopped pulling and squeezed hard on my cock to keep myself from cumming. If there was more, I wanted to be jacking off when I heard it. "More?"
"Yes. I agreed to go on a date with Wolf tomorrow night."
"A date? Tomorrow?" I relaxed my grip on my cock while the implications sank in. "But tomorrow's Friday. We always go out then. And besides, we're getting married."
"Not until the blood tests are in. And the court house is closed over the weekend. So we have until Monday. Besides this is important to me. You're still up on me. Don't you think we should start out our marriage all even?"
More points? But points, I knew, had somehow become sex -- sex with Wolf. Reason told me to put a stop to this. But Kathy, and my cock, were in charge now. I began stroking my cock with my fingertips, gripping it lightly and moving slowly to keep the sensation going. I didn't want to ever stop. "Well yes. I guess that would fair. But wouldn't you have to go further. I mean, let him do more?"
"Yes. I was thinking I need to let him have my cherry."
"What?"
"Well think about it. One more point isn't going to get us even, but if I get fucked first, in a certain sense I'll always be one up on you. This is really, really important to me. If you love me, you'll let me do it."
Fuck? I had never heard her say words like that. And she had said 'tits' and 'pussy' too. It was exciting to hear her talk dirty when I was jacking off. I wanted to squeeze my cock and pull hard, but even the light stroking with my finger tips was getting me too close. What would it be like, I wondered, having my girl, my fiancee, fuck another man? "I do love you," I said. "And I think I understand."
"So I can do it? It's okay if I let Wolf fuck me?"
"We're still going to get married, right? You promise?"
"Of course, silly. I love you. I'm doing this for us. So, is it okay?"
"Yes. It's okay if you let Wolf fuck you." As I said the words, my cock felt like it would burst.