When I was 18, my family took a long weekend trip to California. Growing up having played tennis, we were going to watch the U.S. Davis Cup tennis competition. As a horned up 18 year old, I was more than thrilled when my mother shared the news that her best friend, and our good family friend “Nikki” was going to tag along for the weekend. Nikki was the mother of my good friend and a wonderful woman. But more importantly, incredibly attractive. My summers were generally filled getting to see her almost daily in a small bikini or tennis skirt, which then generally led to many fantasies I’d have of her. She was also incredible hospitable and kind, which at times, came across as flirtatious to me. Which I loved.
Nikki and my friends dad had divorced and he was with him that weekend so it was my mom, sister and Nikki making this weekend trip. Our original plan was two hotel rooms; my mom and Nikki in one and my sister and I in another however upon checking in, the hotel surprised us and offered a third room comped to us for free. Thank you loyalty points! So my mom allowed me to have my own room being the only guy on the trip. Awesome.