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."
Ann's face scrunched up a little when he said that. "Older women? Why are you attracted to older women? Older women don't have bodies as nice as college girls."
"There are plenty of older women with great bodies and they are more mature and carry themselves better. And I don't want to embarrass you, but from what I've heard they are much better in bed than younger women."
Danny went on to describe his perfect older woman, in terms of looks and personality. She wasn't sure if she was imagining it, but it seemed like he was describing someone exactly like her.
She laughed nervously, "Danny it sounds like you want a woman who looks and acts just like me!"
He looked at her sheepishly. "Yeah Mrs. R, but no offense, you are very prim and proper. I would want an older woman who is a little more on the wild side than you."
Ann looked relieved that Danny didn't suspect her wild ways. "No offense taken Danny. I date sometimes but I am a boring date, and they are usually older men who are also very conservative like me."
A couple of days later Danny didn't have any classes and decided to spy on Ann to see if she was wearing his favorite thong bikini. He took out his camera, peered through an opening in the hedge and zoomed in as she was laying on her lounge chair by the pool facing him. It looked like it would be a boring day watching her take a nap.
Suddenly he saw her hand dip under the waist band of her bikini bottoms, and she started rubbing her mound vigorously, alternating between fingering herself and circling her clit with her finger. With her other hand she started pinching her nipple through the bathing suit.
Danny couldn't believe his luck. Ann was not so innocent after all. He started video recording the scene, capturing her as she grew more and more excited. This was going to make great jerkoff material for him to watch over and over.
He wondered what she was fantasizing about while she was playing with herself. Maybe him? He didn't care though as he was now jerking off in unison to her pleasuring herself and they both came at the same time.
The next day he tried to catch her again as he spied through the hedge, but to no avail. He would find excuses to go over to her house to 'check in' on her, and they would drink coffee and talk about their lives. She didn't have any idea he was spying on her.
One day he hit the jackpot. He spied through the hedge with his camera and saw a young good looking guy enter her yard. They started drinking beers together and soon he whipped out a joint that they both eagerly smoked. Then it was on to them snorting coke off the glass table.
He was shocked that Ann wasn't so innocent after all. The bigger shock came when he pulled down his swim trunks as he sat on a lounge chair and his massive erection popped out. She eagerly started bobbing her head up and down on his member until eventually he exploded in her mouth. As Danny was recording he could see globs of cum running down the sides of her mouth.
It was her turn now as he pulled down her swim trunks and he went down on her as she pulled his head closer and closer to her eager snatch. Danny got a closeup of her face as she moaned through a mind shattering orgasm. They then both got up and went into the house to have sex in her bedroom. He realized that he knew the guy, who was a fellow student at his college.
Danny now became upset that another young guy was getting sex from his dream woman. Even though he loved his mom, Mrs. R was also his idea of a dream mother, waiting on him hand and foot, paying a lot of attention to him, and nurturing him.
He was hatching a plan in his head to not only have sex with Ann, but to own her.
Danny texted her the next morning that he wanted to meet with her to discuss something. She couldn't imagine what it was but invited him over. They sat at her kitchen table.
