Plot development #1

Left alone with his hard erection made Jack think about what he learned today:

1) Sex is a pleasant physical activity involving a loving couple

2) Sex makes you ejaculate and this is pleasant (judging from prior experience)

3) Sex involves penises and vaginas

4) His moms are keeping a secret from him!

Despite the pressing issue of not calming erection it was the last point that was on Jack's mind. What are they hiding from me? he thought. The answer did not come to him as his mom rushed down the stairs caring a box in her hands. She was so concentrated the the look of her son naked frame and hard dick still clad in the condom almost made her trip, "Jack, can you like... Calm it down?" she asked shyly.

Jack's mind was still on the secret his mother was keeping from him, but now it seems he needed to deal with more pressing issues, "Well, I would love to but how?" he asked, noticing her mother's nervousness. His hard cock was still there, as if daring them to ignore it.

His mother, Kira, took a deep breath and suddenly looked relieved, "Of course! I should have started there!" She placed the box on the coffee table and then sat down next to Jack again. "Jack, there's a... special way men can pleasure themselves, and I think you're old enough to learn it now." She smiled nervously, her hands fidgeting in her lap. "It's called masturbation, and it will help you feel good, and..." she gave a long look to his erection, " calm, will make you calm!"

Jack nodded, his curiosity piqued. He trusted his mom and was more than willing to learn from her. "Okay, Mom. I'm ready." Kira blushed even deeper, but gathered her courage and moved her both hands to his throbbing member. "This is soooo weird." she mumbled to herself, "but it's important that you know this."

She began by wrapping her fingers around his shaft, slowly stroking up and down. The sensation was incredible, and Jack let out a soft moan. "Jack, you know you are the first man I've done this with?" she said, evicting another moan from her son, "So please, tell me if I'm doing it right." Her other hand went to the top of his cock, gently massaging it through the condom.

As Kira continued to stroke and massage Jack's aching member, he began to feel a familiar tightening in his abdomen. "Ohhh, Mom..." he groaned, arching his back. He could feel the pressure building, and with each thrust of his hips against Kira's hand, the sensation grew more intense. "It is like when mom practiced kissing with me!" he thought, a smile spreading across his face.

Kira looked up at her son, her eyes filled with awkwardness and affection. "Good son, remember your mom's soft plump lips, remember the pulpy breasts, her large ass!" With each word her movement became more urgent as she closed her eyes and bit her lower lip, "Yes, her strong hands hold you in place while she lick all over you, your face, your cheeks, your neck, and she goes lower, making sure every part of your breasts is covered in her kisses before she..." Her voice trailed off as her own arousal grew, and she realized that Jack was now cumming inside the condom, his back arching, his head thrown back.

Jack's hips bucked wildly against his mother's hand as the orgasm took hold of him, his cock pulsing with release. Kira watched in awe as her son's seed filled the condom, and her own arousal slowly leaving her. "Well, that is how you jerk off!" She put a large smile on and messed his hair.

Jack still being somewhere else from his mom's incredible performance, as only able to produce, "Thanks mom, I will make sure to ask you again when I am pent up!" Her face frowned a bit, "That is not what I... ghm" She sat straight on the couch before reaching out to the box on the coffee table.

"Anyway, I should not have started by teaching you about vaginal sex, that is like teaching calculus before multiplication!" She smiled at her own joke and looked at her son who was still leaning back against the couch, breathing heavily. "But seriously, Jack, there are other ways to be close with another person, and I want you to know that it's important to find someone who makes you feel comfortable and loved, someone who will accept you for who you are."

Jack nodded, still a little dazed from the orgasm. "I will, Mom. And I'm glad you were the one who taught me about this." He looked at her with gratitude, then glanced down at the condom she was holding. "What do you do with this?"

Kira smiled warmly and took the condom from his hand. "Well, this condom is now used and, we will just throw it away. I'll make sure to put it in the trash for us." She stood up and walked over to the trash can, carefully disposing of the used condom.

As she returned to the couch Jack was already nose deep in the box. His face flushed with excitement and curiosity as he examined each item. "Mom, there's a strap-on!" he exclaimed, holding up a black dildo attached to a harness. Kira smiled and nodded, "Yes, Jack. This one is actually Lara's, she uses it when..." The rest of the sentence was too quite to hear, instead she got enthusiastic about taking the first thing out of the box and holding it to Jack, "Try to use this!"

That was a small dildo with a back-side harness. "And what do I suppose to do with this?" Jack was clearly confused. "Well," Kira swallowed loudly, "This is another piece of your mom's toys, that she uses when..." Jack sensed where this was going and put it in his mom's hands, "Mom, show me how to use it!"

Kira took the harness and dildo, and furiously blushing placed the dildo in her mouth. "So this is like an advanced mouth gag!" Kira nodded to confirm her son's guess, not taking her eyes off of him. Her mouth was open her teeth were held in place by the gag's thick band, and her lips hugged the base of the toy. The view of his mom dropping saliva from her mouth, gagged right in front of him was too much for Jack. He felt his cock stir again, but he wasn't quite sure what he should do with it. He reached in the bag, and pulled out a moderately sized pink dildo.

"This one looks like it is yours, right mom?" Jack asked, his voice barely audible over the sound of his racing heart. He held up the pink dildo, not quite meeting her gaze as he spoke. Kira nodded, her cheeks flushed red with embarrassment and arousal. She moved her hand to take the gag out but was stopped by Jack's hand. "Wait mom, I want to lean about pleasuring a woman. Can I try to make you ejaculate with this dildo while you are gagged like that? Only if you like it, please remove it if you are uncomfortable!"

Kira sighed heavily and put her hand to the forehead before submitting to her son's wishes. She lay down on the couch and slowly moved her legs apart showing her son the dampness between them.