Danny was just your typical nineteen year old college student. He had just finished his freshman year and was adventurous, always looking for a party and always horny. He was a handsome young man and the girls swooned over his good looks and natural charisma. He was a good student in a pre-law program, and was attending a local ivy league school, so he could help his mom Julie, by keeping costs down.
Julie married Danny's father when they were just out of high school, after Julie got pregnant with Danny unexpectedly. They both worked long hours to stay afloat, but it caused them to neglect Danny. They eventually drifted apart and divorced.
Danny's father made some effort to spend time with Danny, but as time went on the visits diminished in time and frequency. Julie continued to work long hours to save for put Danny to go to through college, and was traveling extensively for work. Her company was opening an office in another city and asked Julie to spend the summer there to help with the startup.
Julie's best friend, Ann, lived next door. Her husband was best friends with Julie's husband in high school. Ann and her husband also made the mistake of having a child young, so they struggled too. Ann's husband eventually made it big in financial services though and was able to provide a comfortable life for Ann and their son Frank.
Ann's husband tragically died in a plane crash on a company business trip, and Ann and Frank inherited a large life insurance policy and a settlement from the crash, so Ann was able to become a stay at home mom and dote on Frank as he was growing up.
Danny and Frank became best friends, so it was always the four of them visiting each other's houses and hanging around laughing and talking.
Julie was short and kind of frumpy looking, and the stress of her job, along with drinking a little too much, made her look a little worse for the wear. Ann on the other hand was always very glamorous looking; tall with a trim figure and washboard abs you could bounce a quarter off.
In public Ann was a little bit of a flirt, but also tried to come across as a somewhat innocent church going woman, who volunteered for many charities and provided a good home and upstanding moral values for Frank.
While Danny was taking a couple of summer courses nearby, Frank was doing a study abroad program and attending an out of state college.
The four of them got together to talk about what the summer would bring. "Ann, you must be sad that Frank is going to be away all summer, then going away to college again in the fall," Julie said with a look of concern for her friend.
"Yeah Julie, I never thought I would be an 'empty nester' at thirty eight. But it is probably for the best. Frank needs to have some independence from me. He says I spoil him but am overbearing at the same time."
As Danny listened to the conversation, Frank replied, "I know you mean well, but it will probably be good for you to develop some interests besides waiting on me!"
Danny chimed in, "I'm going to miss you too this summer Frank. We both have other friends, but we grew up together and there's no one I'd rather hang around with."
Ann added, "Julie I'm going to miss you too. None of us has been apart from each other for so long."
"But Ann, you'll have Danny to keep you company."
Ann blushed a little. "I guess I can just pretend Danny is Frank, and mother him and overprotect him until he can't stand it anymore!"
Everyone laughed but then Frank looked at Danny seriously. "Danny, please look after my mom for me. She's never been alone and there's been some burglaries in the neighborhood."
Julie looked at Danny with concern. "Yes, Danny, Ann might need some protection."
What only Danny knew is that since he turned eighteen Danny had developed a crush on Ann that had escalated to the point that it was now an obsession. All the kids in school always called Ann 'Mrs. R' as a nickname, and the thought of being alone with Mrs. R for a whole summer was making his teenage cock tingle.
He looked at his mom and his best friend, and with a poker face he replied, "I'll take really good care of Mrs. R." In his mind he thought, "this could be a porn movie. The mother's hot best friend, who is your best friend's mother, and who lives next door. It is like the perfect MILF trifecta."
Danny realized that nothing would ever happen between him and Mrs. R, but that didn't stop him from constantly masturbating while thinking about her naked body and what he would like to do to it. One day when he was over Frank's house he even stole a pair of Ann's panties which he masturbated into.
Living in Florida both families had backyard pools, and Julie and Ann would wear skimpy bikinis while sunbathing, but only when Danny and Frank were not around.
The previous owner of Danny's house had planted a hedge with Viburnum bushes, which grow very thick. But there were a few spots in the hedge where Danny could see through into Ann's yard.
As his obsession with Ann grew, he would sometimes spy through the hedge and take pictures of Ann with his telephoto lens camera when she was sunbathing. She never sunbathed topless though, which was very frustrating to Danny. He would just catch glimpses of her putting on suntan lotion or would see her butt cheeks in her thong bikini.
Ann had secrets of her own though. She acted like an innocent mother and young widow who attended church every Sunday. She was a cheerleading coach, girl scout leader and a PTA organizer.
But she had a hidden wild side. She had a very high libido and liked to party. Through other wild thirty something female friends, and members of her gym, she met up with young muscular guys who wanted that 'MILF experience.'
They were amazed at her stamina in being able to keep up with them and were attracted to her self-confidence and sophistication. Like her son, she tended to emotionally dominate them, which they found to be very exciting.
Her drinking and sometime drug taking got her into trouble. She had a couple of DUI charges and even a charge for possession of cocaine. She had confided to Julie about her legal issues and Julie had mentioned it to Danny. If she were to be arrested again she might even go to jail.
Julie left to manage the new office and Frank left a few days later for his study abroad program. The next day Danny went to visit Ann as she was sitting outside by the pool. Unfortunately she was wearing modest shorts and a tee shirt, not her thong bikini.
"Hi Mrs. R, how are things going now that my mom and Frank are gone for the summer?"
"Things are going well. I miss them but at least I have you to talk to. Me and your mom always hung out, or you and Frank, or the four of us. But you and I never have had much time to be alone.
He didn't know if she meant anything by that, but he thought to himself, "boy, I'd like some time to be alone with you."
She asked him with a laugh, "so Danny do you have any hot girlfriends these days? Frank is always with a different girl each month, but I don't see you dating that much."
"I've had a few girlfriends but no one that I am that attracted to. They are just not my type and besides I like older women."