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The next afternoon I picked up my Grandma Patterson from the airport. As much as I liked my grandma, I was a little depressed at the thought of not getting any action from my mom for the three weeks that Grandma was staying with us.
My grandma was just shy of sixty, but she looked a little younger than that. She had a full form, but was by no means fat. For someone her age she was in really good shape. She had light blonde hair, which I assume she dyed, that fell almost to her shoulders. When she hugged me she always smashed her massive breasts against me. I don't really know how bra sizes work, but they had to be at least F-cups. My mom's breast would be considered fairly large by most, but these were in a whole nother league.
On the ride home she asked all about my schooling, telling me she had heard that I had been getting great grades. I chuckled to myself, imagining if she only knew how those grades were achieved.
The next day my mom took the afternoon off and took Grandma out for coffee and to do some shopping.
When they got back my mom informed me that there was something we all needed to discuss, but that we had to wait until my dad got home. I tried to get her to give me some hint of what it might be, but she wouldn't let any clues slip.
My stomach was in knots for the next half an hour as I waited for my dad to finally arrive home from work.
We gathered in the living room. I stared at my mom, trying to will her to just blurt out what she had to say.
My mom looked at me and then over at my dad. "When we went to coffee today we had a little discussion. I ended up explaining to Grandma Patterson our arrangement. And she knows that we all know about the gift she gave you on your 18th birthday." My dad looked a little shocked that this was all out in the open. I was holding my breath, not quite sure what this all meant. "Caroline has assured me that she doesn't disapprove in any way. She says that she would feel terrible if we didn't go about our lives as normal while she is here." My mom looked over at her.
"I don't mind seeing a little sexual activity," Grandma assured us.
"I told her that we'd give her a little demonstration of how we do things," my mom said, turning to me. "Would you like to spend 20 points for a handjob tonight?"
I nodded my head. She motioned for me to come over and I sat down next to her on the ouch. My grandma sat on the other side of her and watched as my mom unbuttoned my pants.
"Can I spend more than 20?" I asked.
"Let's leave it at that for now," My mom said. She pulled my pants and boxers down to my knees, exposing my erect cock. My mom wrapped her hand around it and started to slowly stroke my cock. "Your welcome," she whispered in my ear.
I looked over at my dad who was staring wide eyed at his mom. My grandma just watched with interest as my mom built up speed. When I started to groan my mom pushed my shirt up and before long I started to cum.
Dinner was definitely somewhat strange, but I felt a huge sense of excitement that I wouldn't be cut off for all of Christmas break.
The next two nights, I tried to get my mom to let me spend more than 20 points, but I couldn't even convince her to take her shirt off. But even though I was only getting straight handjobs, the fact that my grandma was there watching made it new and exciting.
On the fifth night of her stay, after dinner, my grandma suggested we break out the scrabble board. My mom and dad and I exchanged looks and then broke out into laughter.
"I'm all for it," I said quickly.
"What's so funny?" she asked.
"Nothing Charlene," my mom said, "It's just that we usually play scrabble for points."
"Oh yeah?" She asked.
"But, it's totally fine," my mom said, "we'll just play a normal game."
"No," she said, "What did I say. I want life to continue exactly as if I wasn't here."
"Okay," my mom said, "We'll play boys vs girls. And if we end up losing, I'll work off any points that we owe."
"Does that mean if I win I could spend more than 20 points?" I asked.
"No," my mom said, not giving in.
"I'll work off any debt I rack up," my grandma said.
"Really," my mom said whipping her head around and eyeing her seriously.
"Sure. As long as I can set some ground rules."
"Okay," my mom nodded.
"I'll only give hand jobs, and I'm not really comfortable doing it in front of everyone."
"That's perfectly fine, Charlene," my mom said. My dad looked like he was about to explode with excitement.
So the game began. The boys scores would be compared to the girls. My dad was distracted and jittery the whole game. I could tell he was thinking back to his 18th birthday. I on the other hand have always done my best when focused by proper motivation. My mom played fairly well, but was hampered by some bad draws. My grandma had an outstanding vocabulary, and I thanked my lucky stars her tile placement strategy wasn't as good, otherwise none of us would stand a chance.
The game ended with my dad in last place, and both my mom and grandma telling him they wanted an extra present under the tree. My mom came in at 226 and my grandma came in at 301. I managed to get a number of triple word scores, and won the game with 344.
"Do you want to spend some of your 178 now, or do you want to go to the guest room with your grandma?" my mom asked.
I looked over at my grandma. "Is that alright?" I asked.
"Sure, honey," she answered. She took my hand and led me upstairs to the guest room.
She shut the door behind us and then sat me down on the bed. "Lay down on the bed," she said. I did as she said and she started to unbuckle my pants.
"I'm really glad you found out about the deal," I told her.
"Me too," she said smiling at me. She pulled my pants all the way off and told me to take more shirt off. When I was naked she sat on the edge of the bed. With her left hand she massaged my thigh. She rubbed her right hand over my stomach and then slowly wrapped it around my cock. I was breathing was heavy the moment she touched me. Her hand felt soft and smooth. She slowly started to stroke me. As she started to speed up, I watched her massive breasts shaking in their thin sweater, swaying just a little with each stroke. My orgasm built fast, and it wasn't long until I warned her that I was going to cum.
She kept stroking until I erupted, spilling cum all over her hand. She slowed, but kept stroking until well after I was drained.
"Oh, that was amazing," I groaned.
"Thank you, honey," she said, She grabbed some kleenex off the night stand and cleaned her hand off.
The next morning, before I awoke, my cell-phone rang. It was my dad. In a hushed tone he asked for all the details of what had happened the night before. About where I was and where she was. About what she had said during it.
I climbed down the stairs to find my grandma in the kitchen. She asked me if I wanted any eggs and I nodded.
I watched her as she cooked and thought about the previous night. This morning she was wearing a pair of black slacks and a silky white blouse.
When I finished my eggs and toast she asked, "So, do you want to redeem the other half of the points you earned last night?"
"Yeah," I said, nodding. We went into the living room and sat down on the couch.
"Nice to have the house to ourselves," she said, snuggling up next to me and rubbing my cock through my jeans. I could feel one of her heavy breasts smashing against my arm. I let out a deep breath as she unbuttoned my pants. I could feel a drop of precum on the tip of my cock.
"Wait!" I said.
"What's wrong?" she asked, surprised, freezing in motion.
"No," I said, "nothing's wrong . . . It's just that . . . Do you think maybe instead of spending my points on me, I could maybe spend them on my dad?"
"Really?" she said, intrigued.
"Yeah," I said, "It's just that I know it would mean a lot to him."
"Oh yeah?"
"Did you see him last night during the scrabble game?" I asked laughing. "And he called me this morning and made me tell him all about last night." She chuckled a little. "I mean the handjob you gave him on his eighteenth birthday is the whole reason I got one from mom on mine."
She smiled. "You sure you want to spend your points on him?" she asked coyly, starting to slowly rub my cock through my jeans again.
I closed my eyes and groaned at her touch. "Uh-huh," I said nodding. She took her hand off my groin.
