It had all begun for Lenny the day after Easter, just about a month earlier. On that day Lenny 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 Bisi was staying in that room as she and her daughter Janet, during their visit to Lenny and his mother for the Easter holiday. She had gone upstairs a little while ago and he hadn't thought anything about it, but something about the noise seemed out of place.
He tiptoed down the stairs and peeped in through the cracked door. His jaw nearly hit the floor in shock at what he saw. Bisi was lying naked with her legs spread wide apart. In her right hand she held a 9-inches 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 sound he had heard had been one of the low, carnal moans that she was emitting periodically. Her eyes were closed tightly and her head turned to the side, so Lenny felt there was little danger of him getting caught spying. Besides, his dick was already rock hard and he doubted he could convince his feet to move even if he wanted to.
He ogled lustily at Bisi's boobs as they move up and down and swayed on her chest as she kept fucking herself. For a woman of 45 years of age, her body was still in incredible shape. She had the small amount of additional 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 black hair was shoulder length and with a just a hint of grey mixed in.
He watched closely as her hand started pumping the dildo even faster. Her other hand now reached down to her clit and he could see her fingers playing back and forth on it. She started to growl and shortly after he saw her body edgy 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 living room. He went downstairs completely forgetting why he had even gone up to his room in the first place.
Lenny was a 19 years old first-year in a university, home for Easter break. He had seen and even done a few wild things in the university, but nothing compared to the excitement he felt after seeing his mom's friend fuck herself with that dildo. The rest of their visit at Easter had been completely normal except that Lenny had to fight his hardening dick whenever Bisi was around. On Sunday he had returned to the university and the images of Bisi's naked body had powered many wanking sessions for him over the following months.
Now it was time for him to go home for Christmas break. Lenny and his mom, Ijeoma, were again hosting Bisi and Janet, Bisi's 18-year-old daughter, for Christmas. The earlier February, Bisi’s husband had suddenly collapsed and died of a heart attack while at work. The loss had been very hard on both Bisi and Janet, so his mum had invited them over for Easter and Christmas to keep them from getting dejected about it being their first time through these holidays without him.
Lenny and his mum could also offer some advice, as Lenny's dad had died suddenly about 4 years ago. They knew that Easter and Christmas, two big times for family get-togethers, were a hard time for them and they wanted to make sure their friends were great. Ever since Bisi's family had moved to their area about 10 years earlier the two families had been good friends.
Ijeoma and Bisi's husbands had worked together and the families became fast friends after meeting at a business luncheon. Lenny and Janet always seemed to hang with different group at school, but they were still friendly toward each other. Ijeoma and Bisi had developed a close friendship that later helped both of them during their times of crisis.
Lenny and his mom had a few days alone upon his return from the university. Bisi and Janet 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 Bisi and Janet’s house early in the morning two days before Christmas. As he and his mom greeted them Lenny felt that familiar tingling in his cock as he helped Madam Bisi inside with her bags.
They all chatted and caught up on things that had happened in the last month. Later in the day, His mother went out for a last minute shopping for Christmas and Janet was working extra shift at the shopping mall making some extra Christmas money. That left Lenny and Bisi home alone, which he didn't think twice about. On some level he knew Bisi was a beautiful 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 shade 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 relax into the couch and felt a swell of lust and excitement well up within him. He shifted his position and hoped she wouldn't notice his hard dick poking against his trousers.
She was definitely great looking for her age. She was tall and he knew she was still quite athletic. Despite the fact that Janet was her youngest child, she still continued to coach the female youth soccer and volleyball team in the area. She wasn't a novice 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 Janet.
They sat reading for several minutes. The truth was that Lenny was really only pretending to read and that he was actually watching Bisi out of the corner of his eye. She just looked so sexy now and he felt like he was finally seeing her for the beautiful older woman that she was rather than just his mom's friend. Her face had the usual lines that came with her age, but Lenny thought that only added to her femininity in some way. He found himself getting lost in her sparkling 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 dark red colour and the combination of the colour 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 images of Bisi, but he was afraid to move because his hard on was still intense 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 sofa so Janet could have his room and Bisi could have the guest-room, but Bisi had protested and said there was no need for him to sleep on the sofa. She suggested that Janet take the guest room, Lenny stay in his room, and she and his mum would share the big king- sized bed in his mum's room. Lenny was a little startled when his mom agreed, but she had and that is how everyone went off to bed.
He waited for his turn outside the only bathroom upstairs and stepped out of Bisi's way as she exited the bathroom wrapped in a big towel. Janet and Ijeoma had already gone off to bed. Bisi stopped right in front of Lenny and leaned in close as she whispered, "I appreciate your offering to sleep on the chair. You really are a fine young man."
With that she leaned forward further and softly kissed him on the lips. There was nothing explicitly erotic about the kiss as it was just a simple peck between friends, but Lenny still felt an electric charge move through him as she said goodnight and walked away.
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