Lyle knew better than accept a date with his mom's friend. It's not that he was unattractive, he just knew very few women. That's what comes of years of attending all boys schools. Until he got to college he could count the number of dates he'd had on one hand.
He'd gone out with Tabitha, mostly to appease his mom who gave too much attention to his private life even though he had moved out almost two years ago. Nightly she would call and talk about everything, from television shows he watched to the fictional dates he told her about. He agreed to meet Tabitha for dinner came during a drawn out conversation where he would have said anything to get her off the phone so he could get dinner started.
She was his mother's oldest friend. In fact she had been close to the entire family at one point, having met his mother when she was hired as her tutor in college. The two had hit it off immediately and grown a bond of friendship neither experienced elsewhere. She was her bridegroom at her wedding and his babysitter when his parents went out. As his mother settled into the complacency of marriage and all that came with it, she was busy getting her Masters, starting her own company and building her investments. She was a very intelligent woman, with a keen sense of herself. She never married, nor did it seem she ever wanted to.
Though she drifted apart from them while she built her own life, she was never far from them. Phone calls, letters and postcards kept her a constant in their home. As Lyle entered college, she moved to the city and dropped in on them most every weekend. He began to date and Tabitha showed an increased amount of concern about the women he chose to spend his time with. When he was out she'd discuss his choice of women with his mother, who trust him to show good judgement.
"But don't you think that's learned, not something you want to experiment with?" Tabitha asked his mother.
She answered as best she could with a series of clichés. Lessons learned the hard way are the most remembered, she said.
"Darleen," she groaned. "This is not something that should be learned the hard way. Look at all the men growing up that don't have a clue about women or," she added, her eyebrows rising, "the men that get women pregnant that don't have a clue about raising children."
Her friend nodded her head. How else does a boy learn?
Aware of her background and liberating view of sex, Tabitha suggested something most women would never dream of, especially with the son of their best friend. His mother turned to listen, her mouth held slightly open, unsure of what to say.
"Think of it Darleen, you know me, you trust me. I love him and you know he loves me. What could be so wrong with that?"
She was dumbfounded. Everything told her it was wrong yet her friend was right. Intelligent reasoning proved it to be a worthwhile idea.
"I'm not talking marriage," She added. "God knows there's time for that later and it's not what I'm looking for at this stage. I'm just talking about an intimate relationship, with me more of a mentor than anything. We go out, share evenings together and I coach him on being a man. I teach him how to treat women."
They discussed it further though it was obvious both women felt the same way. Darleen's love for her son made her cautious and though she trusted her friend with him, she couldn't shake the concern that a mother has for her offspring.
"He's mine too," Tabitha offered. "Yes, you carried him and nursed him but I raised him as well. I bathed him, fed him, kept him in my bed when he was too young and you were away. No doubt the boy thinks of me as his second mother- perhaps more than that."
Darleen looked out the window. A grove of trees where together they'd played Hide and Seek with him still loomed larger and denser than she remembered from his childhood. The Boy- It was a long time since she thought of him that way. It was a cute term they used together as they raised him without a father. "Did you put the boy down for his nap?" "Has the boy been behaving himself?" Such thoughts filled her heart and caused a warmth to flow through her chest. She missed her boy and there was no doubt her friend cared for him as much as his biological mother.
She assented to the idea though she kept her reservations silent. If anyone would hurt him it would more than likely be a strange girl than her best friend that practically raised him.
That night, as he returned home she met him before he turned in. He was glad to see her but acted guilty, as if he had done something. She was just turning in but before she did she told him Tabitha was coming to pick him up the next night.
"Ms. Smith?"
"Tabitha. You're old enough not to use such a term anymore. You may call her Tabitha." A thought passed through her mind. "You're not going out tomorrow night, are you?"
He said he wasn't but seemed confused by her idea. He enjoyed having her around and he couldn't say he wasn't attracted to her yet his mother's declaration surprised him.
The next evening he chose his clothes more carefully than he would for any date. She would expect him to wear something better, having laid out his clothes for him on numerous occasions. He selected a pair of faded blue chinos and a starched white shirt. With his hair finely combed and cleaned he looked much more respectful than he did sneaking in the night before.
Tabitha too, had primped and dressed appropriately. She wore a tight dress that stopped at mid thigh, where he could see her legs covered in light gold pantyhose.
"Wow...hi Ms, I mean Tabitha."
"Hello dear. Ready for our night out?"
He got in the passenger side and sat quietly, not sure what to say. She drove off and together they shared a wonderful dinner. Afterwards they walked together along the beach and when she reached for his hand she found it shaking slightly. He did not resist however, and thought the feel of her skin was very comforting. She took him home that first night though rather than move too fast, she took the spare bedroom after wrapping him tightly in a thick down comforter.
The next two weekends were similar. Saturdays they would get together and he would end up sleeping at her home. On the third date she slipped in beside him as he slept. Dressed in only a thin pair of panties she was shocked to feel bare skin beside her when she pressed into him. The boy slept naked?
She awoke before he did and stroked him in the crook of her arm until he came to. He feigned sleep for some time, content with just feeling her attentions. He opened his eyes slowly and instinctively went for her breast. She made no move to stop him, instead pulled down the sheet to reveal her swollen, puffy nipple. His lips connected and she felt the surge of comfort flow out of him as his skin met hers. He closed his eyes once more, exalting in the complete tranquility of suckling at the breast of a woman that loves him. No milk came from her though she fervently wished it would. He didn't seem to mind, only hummed happily as he sucked.
His lips were soft and moist and the gentle sucking motion soothed her. She found herself warming to him. Her eyes closed, her mouth opened slightly and slowly her legs parted. Between her legs her pussy warmed. The heat turned to a steady dampness as her cream soaked her panties.
He was a man and most likely not a virgin. So long she had wondered how he lay with his women. Was he a gentle, kind lover or clumsy and oafish as most his age were? She was certain it was the former.
The stiff eagerness of his full cock pressed against her bare thigh and she squealed with lust. With a harried movement, she reached to her hips, lifted her legs and pulled the skin of panties down and off, tossing them casually on the floor. She felt open now and she parted her legs farther. The full bush of her mound glistened and the slick lips of her vulva breathed hungrily. Her canal was open, begging for his touch. She threw the covers off, hoping for his attentions but his lips never left her breast.
So taken was she in the moment that she couldn't look at him. She winced in pleasure, feeling the heat of his body beside her. Her thigh rested between his legs where she gently pressed against his soft, full testicles.
Boldly she reached and allowed her hand to travel the length of his body. He was young, strong and tight just as she'd imagined. Her hand found his cock and she gripped it though she was barely able to fit her tiny hand around its shaft.
He was excitedly mouthing her. No longer sucking, his tongue flicked over the sensitive nipple, stirring a buzz within her that traveled straight to her pussy, speeding her flow.
She was careful against him. Her strong thigh was gentle against his tender balls but each time she pressed she was rewarded with a slight sound of hopefulness within him. Soft hairs tickled the bare flesh of her knee.
Her lips found his ear where she placed several loving kisses. The time she fantasized about, that sped her to orgasms one after another as her fingers stroked her sex, was finally here and she couldn't believe it. This beautiful young man, once the child she helped raise from birth, the same boy that once called her "nana" and "auntie" when she pushed him on the swingset, the same one that cried pitifully as she washed his scraped knee and squealed playfully when she kissed away the hurt, was beside her. Now a grown, virile man, she had waited for this day for years.
She would make love to him as a woman should for a man. He was bred to be hers, his smooth skin, tousled hair and still boyish looks were hers. She had loved him as a mother, bathed him, nurtured him and now she would guide him properly in the ways of love. If any man was made for any woman, he was to her.
His cock was hot against her and she pulled at it slowly. He didn't fight but allowed her to jack him. With a gentle nudge, she removed him from her willing breast and moved to take him between her lips.
