After graduating from college recently, I moved to a new city to get a job. My grandmother lived in a small apartment in the city and she let me stay there while I saved money for my own place. It was a small apartment and I was staying in her office/guest room.
My grandmother was always classy, but you wouldn't look at her twice. She dresses well and does her best to hide her typical grandmother arms and womanly stomach. She has a great personality and people enjoy her company.
I would always flirt with her to make her feel good since she had been widowed a number of years. I could tell she enjoyed the attention she got from her grandson.
I had only been in town a three weeks, and it was yet another Friday night that I had nothing to do. When I walked in the apartment after work, I was greeted by my grandmother in her panties bending over in the hall closet. When she heard me she straightened up and I could see that she was dressed in a nice white blouse and had floral print nylon panties on.
"Oh, hi, John," she said not at all embarrassed for being in her underwear. We had gotten relatively comfortable around the apartment with each other. I slept in my boxers so I was often in my underwear in front of her. "I was just looking for my skirt. I'm going out for dinner with some friends."
Now, many people would not have been pleased by the image of their grandmother's thick thighs and large butt staring them in their face, but for me it was hot. I've always found older women attractive and I having one in her underwear so near me was very hot.
She continued her search, this time up on the shelf. In doing so, she stood on her tip-toes and reached up, raising her shirt above her butt. I had a great view of her ass and could make out a faint shadow of her crack. My cock wakened as I thought of her sexually.
"Nice legs, grandma." I said with a smile.
She turned to face me like she had gotten caught and blushed. "Maybe you could reach that box for me instead of just standing there," she said.
I went to the closet to get the box and she stood behind me. As soon as I grabbed the box, she pinched my ass. "Nice butt, Johnny." She took advantage of my vulnerable position to play with me. I was happy she felt comfortable to touch me there.
She took the box and said, "Thanks, now if you'll excuse me, I have to get ready. What are your plans for the evening?"
In my mind I knew that I was planning on going through her underwear drawer and whacking myself silly. "Oh, I'm beat and I'll probably just watch some TV."
"Why don't you come to dinner with us? It's just me and some girlfriends. You know, Cathy and Monica, they'd love to have you." My grandmother played bridge once a week and Cathy and Monica were part of that group. I had met them a number of times, but I wasn't sure I could handle a full evening tagging along with them. They were the same as my grandmother, classy, but not really good-looking.
"No, that's alright, you go without me." I said.
"Nonsense," she said, "I don't know why I didn't think of it sooner. I guess I'm still getting used to having you here. Now, go get out of that suit and we'll go."
There wasn't much I could say at that point. I changed into some nice casual clothes, the ones I would rather be wearing to a nightclub, a tight shirt and pants. I went out to meet her in the living room and walked past her room. The door was open which gave me a full view into her room. Her back was to me and she was bending over stepping into a skirt. Again, a great shot of her ass. The sexy thing about it was that it was so casual. Her floral print panties were bright and seemed to be calling my name.