It had all started for Ron the day after Thanksgiving, just about a month earlier. On that day Ron had climbed the stairs up to his room without thinking about much of anything at all. As he reached the top of the stairs a noise coming from the guest bedroom caught his attention. He knew that Pam was staying in that room as she and her daughter, Sandy, visited Ron and his mother for the holiday. She had gone upstairs a little while ago and Ron hadn't thought anything about it, but something about the noise seemed out of place.
He crept down the hall and peeked in through the cracked door. His jaw nearly hit the floor in shock at what he saw. Pam was lying naked with her legs spread wide apart. In her right hand she held a good sized dildo that she was in the process of using to wildly fuck herself. Her hips were rocking up and down as she drove the dildo in and out of her pussy.
The noise he had heard had been one of the low, sensual moans that she was emitting periodically. Her eyes were closed tightly and her head turned to the side, so Ron felt there was little danger of his getting caught spying. Besides, his cock was already rock hard and he doubted he could convince his feet to move even if he wanted to.
He stared lustily at Pam's tits as they bobbed and swayed on her chest as she kept fucking herself. For a woman of 49 years of age, her body was still in amazing shape. She had the small amount of extra weight that women her age tended to get in their hips, ass, and stomach, but otherwise she was in great shape and her body revealed little of her true age. Her hair was shoulder length and a brownish blonde color with just a hint of gray mixed in.
Ron watched closely as Pam's hand started pumping the dildo even faster. Pam's other hand now reached down to her clit and he could see her fingers playing back and forth on it. Pam started to groan and shortly after he saw her body tense as she started to cum. He only watched the first part of her orgasm before he forced himself to move away from the door and return to the basement living room. He went downstairs completely forgetting why he had even gone up to his room in the first place.
Ron was a 20 year old junior in college home for Thanksgiving break. He had seen and even done a few wild things in college, but nothing compared to the thrill he felt after seeing his mom's friend fuck herself with that dildo. The rest of their visit at Thanksgiving had been completely normal except that Ron had to fight his rising cock whenever Pam was around. On Sunday he had returned to college and the images of Pam's naked body had fueled many jerk off sessions for him over the following few weeks.
Now it was time for him to go home for Christmas break. Ron and his mom, Nancy, were again hosting Pam and Sandy, Pam's 19-year-old daughter, for Christmas. The previous January Pam's husband had suddenly collapsed and died of a heart attack while shoveling snow. The loss had been very hard on both Pam and Sandy, so Nancy had invited them over for Thanksgiving and Christmas to keep them from getting depressed about it being their first time through these holidays without him.
Nancy and Ron could also offer some advice, as Ron's dad had died suddenly about 4 years previous. They knew that Thanksgiving and Christmas, two big times for family gatherings, were a hard time for them and they wanted to make sure their friends were OK. Ever since Pam's family had moved to town about 10 years earlier the two families had been good friends. Nancy and Pam's husbands had worked together and the families became fast friends after meeting at a company picnic. Ron and Sandy always seemed to hang with different crowds at school, but they were still friendly toward each other. Nancy and Pam had developed a close friendship that later helped both of them during their times of crisis.
Ron and his mom had a few days alone upon his return from college. Pam and Sandy were coming over two days before Christmas and staying for a day or two after the holiday. They made the 40 minute drive over to Nancy and Ron's house early in the morning two days before Christmas. As he and his mom greeted them Ron felt that familiar tingling in his cock as he helped Pam inside with her bags.
They all chatted and caught up on things that had happened in the last month. Later in the day Nancy went out to run some last minute errands for Christmas and Sandy was pulling an extra shift at the mall making some extra Christmas money. That left Ron and Pam home alone, which Ron didn't think twice about. On some level he knew Pam was an attractive woman and he often fantasized about her, but he never really took it too seriously since she was over twice his age and his mom's closest friend.
Still he felt a little tinge of excitement whenever she came into the room with him and this time was no exception. As she sat down on the couch with her magazine his mind was racing with thoughts of her naked body and the dildo slipping into and out of her pussy.
He watched her settle into the couch and felt a surge of lust and excitement well up within him. He shifted his position and hoped she wouldn't notice his hard cock poking against his pants.
She was definitely great looking for her age. She was tall at just a hair under 6' and he knew she was still quite athletic. Despite the fact that Sandy was her youngest kid she still continued to coach youth soccer and basketball. She wasn't any slouch while playing either, but she spent most of her time coaching those sports now. She only worked part time as her husband had left behind a lot of money that mostly supported her and Sandy.
They sat reading for many minutes. The truth was that Ron was really only pretending to read and that he was actually watching Pam out of the corner of his eye. She just looked so damn sexy now and he felt like he was finally seeing her for the beautiful older woman that she was rather than just as his mom's friend. Her face had the usual wrinkles that came with her age, but Ron thought that only added to her femininity somehow. He found himself getting lost in her blue eyes and in the beautiful small wrinkles that formed around her eyes when she smiled. He also spent some time looking at her beautiful hands. She always kept her nails long, but not so long that they interfered with her normal activities. They were currently painted a maroon color and the combination of the color and the delicate wrinkles that had formed on the backs of her hands made them look extremely soft and sensual. He desperately wanted to excuse himself and go up to his room so he could jerk off to visions of Pam, but he was afraid to move because his hard on was still raging in his pants.
He eventually managed to get control over himself and the day and evening passed pleasantly. He had offered to sleep on the downstairs couch so Sandy could have his room and Pam could have the guestroom, but Pam had protested and said there was no need for him to sleep on the couch. She proposed that Sandy take the guest room, Ron stay in his room, and she and Nancy would share the big kind sized bed in Nancy's room. Ron was a little surprised when his mom agreed, but she had and that is how everyone went off to bed.
He waited his turn outside the one upstairs bathroom and stepped out of Pam's way as she exited the bathroom wrapped in a big robe. Sandy and Nancy had already gone off to bed. Pam stopped right in front of Ron and leaned in close as she whispered, "I appreciate your offering to sleep on the couch. You really are a fine young man." With that she leaned forward further and softly kissed him on the lips. There was nothing overtly sexual about the kiss as it was just a simple peck between friends, but Ron still felt an electric charge move through him as she said goodnight and walked away.
The next day was Christmas Eve and Sandy again left early for another long day working at the mall. Nancy and Pam spent the day putting final touches on the decorations and doing some Christmas baking. Ron could hear them chatting away happily all day as he mostly read and watched TV.