Friday Night at Grandma

Spending a weekend at my grandma’s was always fun, but one weekend in particular was unforgetable. My grandma lived in a 4 apartment building that she owned with her brother and his wife. They lived in the 2 downstairs apartments and rented the upper 2. This story occured when I was 16, I went and spent the weekend with her. I do not think I had ever spent the night at my grandma’s alone, always with my brother and sister there, but this time I was there alone. My parents had taken my brother and sister out of town, and for some reason I did not go, I can not remember now why.
After my parents dropped me off and I was settled into the spare bedroom, I quickly went to the ketchen. My grandma always had something good to eat. That is when she informed me that my cousin Sherry was staying with my great aunt and uncle next door. She was 16 also and was really my second cousin, but we always referred to each other as cousins. I had no idea she was going to be there, and really could care less. I was not very close with Sherry. She did not live near me. She went to another high school across town from me, and to be honest, I thought she was a spoiled brat. She was an only child. She use to tell on my brother and me, to get us in trouble. To me Sherry was always this short, fat, freckled girl cousin. She took all those dance and baton lessons that all girls use to take, and my parents were always being asked to come watch her at her recitals. I don’t know if my parents ever went. My mom probably went a few times, but thank goodness she never tried to drag us there. My brother and I use to say, we never saw her at our ball games. When my mom told us that Sherry was entering all those Lil Miss contests, my brother and I couldn’t believe it. No way did fat Sherry get on stage in front of a crowd! But, apparently she did. Even when Sherry reached puberty and started developing boobs, she was still just a short, fat girl with boobs, where belly stuck out further than her boobs, and when I saw her in a bikini, well, I still have nightmares.
I will admit though, I became interested when my mom informed me that Sherry had made her high school majoritte squad. Sherry’s high school was one of the largest schools in the state and they had so many hot girls that went to that school, and, I had seen their majorittes, they were hot! I just couldn’t see how Sherry could squeeze into a majoritte costume and appear in public.
I was in the ketchen when I heard my grandma yell and say Sherry had arrived. I went to the front of the house to meet her and see her mom and dad. We exchanged pleasantries and then I helped carry Sherry’s luggage to her grandparents apartment. I had to ask her how long she was staying, cause she had enough luggage for a month. She kind of laughed and said she was just staying Friday and Saturday. Sherry had changed some. First, she was actually pleasant to me and talked to me, instead of ignoring me. But, I could not tell that much about her physically, other than she was a little taller, but she was wearing baggy sweat pants and an oversized long sleeved white shirt, that she had the shirt tail tied, and she had her hair tied in two pigtails, and very little make up. I took her things to her room, told her we could get together later, and I went back to my grandma’s apartment and started watching TV.
About 4 o’clock my grandma came in to tell me that everyone was going to eat supper together. I said great, and asked her what time we were going to eat, because I did have to go for a run. I was wrestling and had to get in a run for my weight. She told me what time supper was, but also asked me if I could walk down to the grocery store and get a few things. I said sure, and then she suggested that I ask Sherry to go with me. I didn’t have to ask. Apparently the same thing had been suggested to Sherry. As I was getting up, she came into the room I was in and asked if I was ready to go grocery shopping. I said sure, and we set off.
Sherry had changed clothes into some jeans, shirt and was wearing a light jacket. She had also put on makeup and let her hair out of the pigtails and let her light brown hair loosely fall down to her shoulders. She had grown taller, to about 5’6″ and was not fat anymore. Her face was thinner and I have to admit, was actually pretty. I could still tell that her thighs were a little thick, but she had an awesome butt.
We left the apartment and started making small talk and just catching up with each others lives. She asked me how my wrestling was going, and that she kept up with me by reading the paper. I told her I was doing pretty good, and how was her year as majoritte. She told me it had completely changed her high school experience. She loved it and was having a great year, much different from last year. I half kidded her and said I guess she got asked out alot more this year than last, before I realized that might not have been nice. But she smiled and said “oh yeah, it is much better.” Then she asked me how Pam, my girlfriend, and I were doing. I told her we were great and then we arrived at the grocery store.
We walked around the store and got what was on our list. Sherry then said that she just loved this little grocery and asked if I had ever come down here before. I told her sure, that I had come with my grandma. But she wanted to know if I had come down by myself? Not being one to just shop, I told her no. She then told me that she and one of my other male cousins, who was also our age, came down here everytime they stayed with grandparents. Sherry then took me by the arm and said let’s get one more thing not on our list. I just followed and she led me to the liquor shelves. She pulled a pint bottle of vodka, looked in both directions and then stuck it in the front of her jeans and covered it with her jacket. She told me that she had done this several times. She also said that if this one girl was at the cash register she would sell liquor to you, but she did not see her today. We went through checkout and then headed back up the hill to grandma’s place. At first I expected at any time for someone to come running after us from the grocery store accusing us of stealing, but nothing happened. Sherry then said she should have asked me if vodka was ok, and I just said sure. I really did not drink. I had tried a few times, but especially during wrestling season I did not drink.
Sherry asked me if I wanted a swig now, and I told her, “no thank you,” and she said it was mostly for later after dinner, or maybe tomorrow.
When we got back to the apartment, Sherry and I helped with dinner and talked with our grandparents and then had a great meal. It was at the dinner table that I was now able to see another view of Sherry. She was not wearing the jacket any more and had on a button up shirt that I could now see her boobs had developed fully. In fact, the buttons on her shirt were being tested for their strength. I know I stared for most of the meal, but Sherry didn’t embarrass me, even if she did see me.
After dinner we helped clean up and then all went into my grandma’s TV room and watched for a little while. Sherry and I percervered as we knew they had their TV shows that the three of them watched. We also knew they would get sleepy early and then we could watch what we wanted to, and be alone to talk and probably drink.
Just as expected, after their last TV show my grandma and her grandparents headed for bed and told us to watch what we wanted to, and they also told us where some snacks were. Sherry said she was going to go change into her baggy sweats so she would stay warm, so she walked back to her grandparents apartment. I also knew, so she could get the vodka and better hide it from her grandma. She said she would be back before the next show started. I took the opportunity to go pee and brush my teeth and freshin up a little bit. I also made sure that my grandma went into her bedroom and turned out her lights, and then I went back into the TV room.
When I was channel surfing Sherry came back to the TV room. She had changed but not into what she had said. She was wearing a large robe and some house slippers, but I could see bare legs at the bottom of the robe, so she was not wearing her sweat pants. In her hands she had 2 glasses and some orange juice, and then she pulled the vodka from the pocket of her robe. She then asked me if I could go get some ice, so I went in the ketchen and got some. When I returned, Sherry was sitting on the couch, had the TV controls, and her robe had fallen open a little, just to show her knees and that she was not wearing anything long. When I put the glasses on the table in front of the couch, she leaned forward and poured the vodka and orange juice and as she did, the top of the robe opened more, and I could see that she had on her pj top and I could make out she was still wearing her bra. She offered me my glass and said, “cheers” and we took a drink.
I’ll have to admit here too, that it was strong and I almost choked and Sherry even asked if I wanted more orange juice. I manned up and said nah, but just sipped after that.
We cuddled up on the couch and started watching some movie, I have no idea what and we started talking again. Sherry told me that she just loved to come to her grandma’s house and wanted to know why I didn’t come as much as she and her other cousin? I told her that I had another grandmother and that I spent time at both, just never when she had been there. She told me that she could get away with murder with her grandparents and she told me some of the things she had done. She and my other cousin had gotten drunk several times, and had played truth or dare together and gotten pretty wild.