Six months have passed since I lost the bet that resulted in us watching each other masturbate. We've played pool every Friday since then but very rarely has it been just the two of us. Now we're both single again. Your girlfriend has been transferred to a new job position in another country and my boyfriend made me choose between him and my friendship with you. That was really a no-brainer. Tonight it's just the two of us.
"Shall we wager on tonight's game?" I ask.
"Sure," you answer, getting bottles of water out of the bar fridge. "Your turn to make the bet."
"Thanks," I say, accepting the bottle of water you hand me. "Best three out of five tonight."
"Ok," you say, wondering what I'm up to.
"Remember the night we discussed fantasies?" I ask. You nod. "Well, if you win I will pose for you however you want me to." The night we'd talked about fantasies, I'd told you that I'd love to watch you masturbate and I'd love to have you watch me masturbate. You revealed that your fantasy was to take nude photos of me in various poses. Even though we'd both consumed some alcohol that night, both of us were sober enough to know what we were saying.
"And what do you get if you win?" you ask. I can tell you're both aroused and intrigued by the wager so far. I look away briefly as I feel myself blush. "Jen?"
I take a deep breath as I look at you. Never taking my eyes off yours, I answer, "If I win, I get one night with you." I wait to see what impact my words have on you.
"Do you mean what I think you mean?" you ask. I nod. "Jen, I need to hear the words, to make sure that we're on the same page."
"If I win three out of the five games we play, I get one night of hot sex with you," I say, somehow managing to maintain eye contact with you, even as I feel my face burning with embarrassment.
"Deal," you finally say and I let out the breath I didn't realise I was holding. "You break first." I take a drink of my water and our tournament begins. It doesn't take me long to win the first game.
"Your turn to break," I say after I rack the balls up. As you lean forward to take the shot, I take the time to study you. Tonight you're wearing a navy blue t-shirt and jeans. You've always been good looking to me with your sandy brown hair and brown eyes. Your arms are muscular from all the construction work you do. You play baseball on a co-ed team with me during the summer so I know your legs are well defined too. You sink a couple of shots and then miss so it's my turn. I feel your eyes on me as I prepare to take my first shot of this game. I am still wearing the clothes I wore to work today. I am a teacher and today was dress-down Friday so I'm wearing a pair of black jeans that I know hug my hips and ass and a white sleeveless blouse that accentuates my full breasts and shows off my well-toned arms. I removed my blazer when we began to play. My dark blonde hair is long and tied back in a ponytail. I make all but my last shot, so it's your turn again. You win the next two games. I take the fourth game.
"It all comes down to this game, Jen," you say with a big smile on your face.
"That it does, Jon," I say. "Good luck."