I woke up with her still in my arms, still amazed at what had happened. The night had started out like any other weekday night during the summer. I was lounging around waiting to hear from my friends about what party to head out to, or if we'd just hang out around my pool and watch movies on the big screen in the basement. I walked down stairs from my room and saw my parents with their friend Terry, having some wine in the living room.
I had forgotten that she was coming over for dinner and when they saw me come down the stairs they called out to me before I had even reached the landing. I turned into the living room and was surprised to see Terry get up from her chair and give me a big hug and a kiss on the cheek. Then she had me sit down next to her on the living room sofa and proceeded to play catch up with me. I knew Terry through her youngest daughter Alex who was a friend of my sister. Alex is a year older then my eighteen and the most beautiful girl in the entire school. Seeing Terry this night, I could tell that Terry definitely gave Alex all of her looks.
Terry had to be about 48 then and she still turned many heads, and definitely caught my attention when she asked if I was going to be her "date" for dinner that night. I didn't even think before my mouth responded yes. We then got up and headed out to the patio for dinner and some more wine and conversation. Dinner was fantastic and my parents and Terry kept drinking their wine as I drank my soda. By the end of dinner, they had finished off a third bottle of wine and were quite giddy at that time. My parents started to clear the table and when I offered to help, they told me to keep Terry company while they did all the dishes. I tried not staring at Terry, but I was so taken by her beauty that I couldn't stop looking at her.
She was wearing a low cut blouse that perfectly showed the cleavage of her ample breasts and the flowing skirt she wore, kept blowing against my leg and it was driving me crazy. When Terry started to talk about how sore her shoulders were from playing tennis earlier that day, my mouth had already started to tell her about how good I was at massages, before I even realized what she had said. Then, in an act of unknown boldness, I stood up behind her and began to massage her shoulders.
From that vantage point I was staring straight down her blouse and was becoming more and more turned on as I could clearly see the black lace bra she was wearing. My hard on was killing me at that time, and when she bent her head back to stretch, her hair brushed against my shorts and I nearly came instantly. I started to back away and before I had even taken one step back, she told me not to stop. I started to slowly massage her shoulders again and started to work my hands around her neck and slowly started to rub the exposed part of her chest and then slowly worked my way back to her shoulders, that was when she let out her first slow moan.
It caught me by surprise and turned me on even more. I would have stayed there all night, if the flash of lightning and the loud crash of thunder hadn't startled me. With that interruption, we headed inside just before the rain started. My parents had just finished the dishes and suggested that we go upstairs to their living room and finish off the last bottle of wine and watch the storm pass over the skylights in their living room. Upstairs, we sat on the u-shaped sofa; Terry and myself on one side while my parents took the other side. It was a bit chilly and we shared a blanket, with Terry's head nearer to my feet and my head nearer to her feet.