So this took place about 10 years ago, but I still think about it to this day, as it was my first experience with an older woman.
At the time I was 18 years old and a senior in high school. My buddy was having a party at his Mom’s house (parents were divorced) while she was out partying with friends. It was a fun night but nothing too out of the ordinary – random hook ups, people passing out, coming and going throughout the house etc… well around 2:30am the crowd is thinning out and by now I’m one of the only people still awake.
I’m sitting on the couch watching tv, next to my past out friend who’s house I’m at, when his mom opens the door. She says hello, and begins to walk up the stairs, wearing a tight black dress, and nice heels. She turns around, catches me eye-fucking her from head to toe, and smiles. She then takes a couple more steps up the stairs, pauses and whispers my name. We make eye contact and she motions me to follow her up to her room with her finger – nervously I follow.