Thanks to everybody who has voted and especially those of you that have commented. The amount of stories I churn out correlates roughly with how much feedback I get.
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After my mom left I looked through page after page on websites devoted to scrabble strategy. I read through lists of two letter words again and again. I read essays on tile placement and the best ways to place to minimize your opponents score.
I read until the early hours of the morning and my eyes were too tired to read anymore, then I crawled into bed.
I slept through my 8 AM alarm. It was 10:30 before I was awakened by the feeling of a hand wrapping around my dick.
I opened my eyes to find my grandma sitting on the edge of my bed, slowly stroking my cock. She was wearing a pair of blue jeans and a thin pastel-pink sweater, stretched tightly over her massive bosom, showing just a little cleavage. She had pulled the covers almost entirely off.
"I owe you a lot of points, and when I peeked under the covers I found that you were already erect . . . so I figured that we might as well get started," she said smiling at me.
She jerked me off and then I got dressed. Before long we were downstairs playing scrabble.
The previous night's research was definitely paying off. I wasn't always scoring a lot more than before but I was definitely getting the hang of blocking her opportunities to keep her score lower.
I won the first game by 34 and the second by 63.
"Well," she said, "we better use up a few more of those points." She dragged me over to the couch in the living room.
"Take your shirt off," she said as she unbuckled my belt.
As she stroked me, my eyes were glued to her cleavage, which was amplified by her position on the couch. Her giant breasts shook a little with each stroke she delivered to my cock.
"Ah hell," she said. "Do you wanna touch them?"
"Really?" I asked in disbelief.
"Twenty extra points and you can squeeze them all you want . . . through the sweater."
I grabbed a massive breast in each hand. Their weight felt heavy in my hand. I squeezed and pushed at them as she stroked my cock swiftly.
"At the rate you've been earning points, we'd never get through them at 20 points a go," she said chuckling.
"God Grandma . . . Your tits are so massive." It hadn't even been a minute since my hands met her rack, but my cock started to twitch and then shot a blast of cum up onto my stomach and chest.
We played a lot more scrabble. The strategies I'd studied served me well. I even won two of the games by more than a hundred points. In the afternoon we stopped and I spent another 40 points out of the 342 my total was up to.
"Are you gonna want to spend points on your dad again tonight?" she asked me afterwards as I was cleaning myself off.
"Yeah," I said.
"20 or 40?" she asked.
"40," I said. She smiled and kissed me on the cheek.
When my mom came home she cornered me when my grandma was out of earshot and made me tell her everything that had happened.
"Your dad's head is gonna explode," she said with a grin.
"I think that's the whole point Mom," I said chuckling.
"Very funny," she said, " . . . What do you wanna do while they're busy?" she asked, rubbing her hand over my crotch. "Your dad and I talked today and decided it's only fair that you are reimbursed for all the points you spend on him."
"Really?" I asked.
"Yep. Which means you can add 60 points to your total . . . so what do you want tonight?"
I grabbed her ass and pulled her up against me. I kissed her. "I want you to jerk me off onto your tits," I groaned quietly.
After dinner my dad was obviously eager to head upstairs.
"Shall we?" he asked Grandma.
"Well I thought it might be nice if you guys took care of that first and then I could take your dad upstairs."