"Bragging rights?" she said.
"Vacation of their choice," I suggested.
"Any place?"
"Where it is warm," I said. "Jamaica?"
"Deal," she said. "Winner picks."
The bet was on, the competition was set, and the summer just got a lot more interesting. Whichever of us bedded one of the cuties first, won. The other would go where the winner picked, not that there could be a loser. Especially if both bedded a lovely or handsome beauty.
Right away I began making my plans, ways to get things started. I thought of the beauty pageant coming up, where I was a judge. Maybe that would give me an edge. Perhaps even apply some unfair pressure. Well, whatever it takes. Who said you have to play fair?
"You're not going to try to use being a judge for the pageant are you?" she asked.
"Banish the thought," I said.
"So you are? Of all the lowdown sneaking... "
"So you wouldn't?" I said.
"Of course I would," she said. "I may have to help those girls learn to strut. Who knows. I mean even teach them to give massages. Sensual massages," she said. "Any of you girls like a sexual massage?" she said laughing. "Jessica, would you like that sexy little ass attended to?"
I kissed her. "Whatever works," I said. "You are on, bitch."
"Bitch yourself," she replied. "See you in Jamaica, bitch."
It was one of the things we did. If it called for sarcasm, we would call each other bitch. It was like private slang. A language of our own. Neither of us minded, unless it was said by someone else. Let another man call her bitch and I would rip his head off.
Just like I thought, or hoped, Jessica came by the cabin to ask me questions about the beauty contest. Just my thoughts. Maybe we could have lunch and talk about it, she suggested. "Of course," I said. "Any time. I would be glad to help." I would be glad to help you have a grand time in my bed, I thought.
Two days later she put a note in my mailbox and asked if we could 'chat'. I will chat you up, my dear, I thought. Then later that day I saw my wife 'chatting' with Martin by the pool. Well you old tigress, I thought as I watched her purr as she listened and gazed at him behind her dark glasses.
Also there was Andreas, the volleyball player who she had asked for some 'instruction' about her game: personal, private instruction I was certain. If she could fuck a hunky volleyball player more power to her, I thought. You go, girl. Give it the old college try.
She got personal and private volleyball lessons three times a week from the camp hunk and I saw my lead vanishing quickly. One day, a week later, I saw him standing on our rooftop deck, nude and muscled, and well-tanned. I could not see my wife, but I knew she was up there and horny as a a hyena in heat.
Then he disappeared and I figured they were both laying down, close to one another, perhaps stacked like cordwood, and I saw my win looking rather hopeless.
Maybe they were only having lunch, although I knew the odds were that she was his dessert and he was her main course. Oral was a win, and I knew she was in the lead.
Jessica was waiting to "chat" and I still had an outside chance. I suggested as she question me I give her a friendly massage, and she accepted gratefully. I started on her feet, moving quickly up her thighs. As I answered questions about the judging impartiality I moved from knees to upper thighs.
She was on her back and the top prize was looking at me, making my mouth water and other organs to stir. She casually moved her legs apart and I gasped groaned and moved just a bit higher. With my fingers now just inches from the prize, and moved my digits in tiny circles, coming terribly close to home.
"Could you do my shoulders?" she asked as she rolled to the other side, her bottom now in view. I gulped and moved to her shoulders, eager to get back down to lower parts. We chatted more about contest judges and ways to win their vote, but I avoided the obvious ploy, to win a judge's favor.
"You need to give one of 'us' a reason to vote for you," I said.
"Oh, I'd do just about anything to win this," she said.
"Then roll back over," I wanted to say, but I held my tongue and worked down her back. Her bottom was a worthy prize, and I knew it held some compensation for my time. When I started on her buttocks she moaned and caused my heart to beat.
"That feels so good," she sighed. "You have great hands. You make me feel... well, wonderful," she said quietly. If she only knew how wonderful I wanted to make her feel she would be forever grateful, I thought, trying to keep my hands in check.
As I kneaded her muscular buns with my hands I could feel the heat of her anus on my finger tips and my heart began to race. I wondered if my wife was choosing her vacation spot that very moment and celebrating her win. I could picture her on her back with hunky Andreas between her thighs and satisfied winning smile on her face. If things didn't pick up with Jessica soon, I would be accepting the agony of defeat real soon.
The massage didn't get any sexier, and after about forty minutes she raised up and excused herself and thank me for the chat and the massage. I accepted her thanks and made my way to the door.
When I got home, I saw no action on our rooftop patio and went into our house trailer. Inside, sitting by the kitchen table was my wife. Instead of a look of victory, there was a blank look on her face that said she was no more successful than I was.
"Where's Andreas?" I said.
"He had a volleyball game to make. He was here, we had lunch, but he gave me some literature and left," she said with a defeated look on her face.
"So, you didn't win a vacation?" I asked, more than a little happy that I hadn't lost after all.
"Well, it's only June," she said. "Nobody has lost yet. September is a long way off," she added, trying for optimistic but sounding less confident than I knew she wanted. I figured she felt too old for young, hunky Andreas. I think we both knew he would be most likely fucking one of the hotties who were playing at the pool that day we made the bet.
The same thing applied to Jessica, I knew, Three later I was sunning by the pool when Sally walked by and then stopped and came over to me. "Good morning Mr. Wilson," she said. It is not a good sign when someone you have lusted after calls you Mister. She is also in the beauty competition and someone my wife and I had both had the hots for. It was her scrumptious pussy we both had cherished earlier that summer. She had it shaved with just a small patch above her slit. I had a hard time not gazing at it as she stood before me. I had dark glasses on, so I was pretty sure she couldn't see where I was looking, but I couldn't be sure.
"Aren't you a judge in the pageant?" she asked. By contest rules, I wasn't suppose to talk to contestants, but like Jessica I was making an exception for a 'friend'. I told her I was and she asked if she could asked me some questions. I avoided telling I shouldn't talk to her and asked what she had in mind. "Could you drop by my trailer, cause I have a few questions," she said.
Of course, I can come by your trailer and ravish that sweet little body, I wanted to say, but I said, "Sure, I can come over now." We went right to her house trailer and sat inside a six foot fence that surrounded her patio, the perfect place to "discus" the contest.
"I wanted to ask you if there were any hints you could give me about how to appeal to the judges," she asked. That was exactly what I wasn't supposed to tell her, but I said I would do my best. "Oh, thank you. I'll do anything to reciprocate, to pay you back," she said bringing a smile to my face.
"Oh, you don't have to thank me," I said, thinking of all the things she could do to thank me. I sat across from her and gazed at her nakedness, so sexy, so appealing, so grateful. I tried hard to find things to say, things that would be encouraging, things that would make grateful, and all the things I would like to do with her.
"One of the judges," I said, "loves chocolates. A box of chocolates to his room would help." What I didn't say was that it was me. "Just write 'autumn leaves' on the box," I said. She jumped up, threw her arms around me and kissed me.
"What could I do for you?" she asked.
"You may think of something," I said. "We are alone, right?" She gazed at me, obviously thinking.