"I know I'm not as young and pretty as Sherry and her friends." Judy said looking away momentarily.
"Mom, that's not it. I think you are... beautiful. I mean, all my friends think you're hot... I mean... It's just..."
"Shh-sshh. Just relax. It's not going to be so bad." Judy said.
Judy smiled at the stammered compliment from her son. She couldn't be sure whether it was born of pity or was heartfelt, but such compliments were far too rare these days - so she took it at face value. She got checked out every now and then at work, particularly on her more cleavage-revealing days, but in the litigious sexual-harassment-conscious world, she seldom got explicit compliments on her looks anymore now that she was no longer in a low level position. She worked too hard, and didn't have much time for dating.
She turned to sit sidesaddle on the bed's edge facing the headboard and her son's face. She unbuttoned her blouse one button at a time, and then shrugged it off. Rod was transfixed by her cleavage. She then reached around and unhooked her bra, letting her straining orbs roll forward and down to freedom. She noticed that Rod's member was again vertical, and tenting the boxer shorts, just from the visual stimulation. She picked up his hand that rested beside her, and placed it lightly on her breast. He fumbled with her nipple self-consciously, but it nevertheless became engorged and purple.
As Rod was furtively and anxiously playing with Judy's nipple, Judy unbuttoned the solitary button across the fly of his boxer shorts, and then pulled the straining member out. It was not huge, but nor was it tiny. It was perhaps slightly smaller than average, but certainly adequate to pleasure a woman, if he learned how to put it to good use.
Judy noticed that, not even having stroked it yet, a clear drop of pre-cum had already developed at the tip of the cockhead.
"Do you feel like you're going to cum if I touch you?" Judy asked.
"Yes." Rod said, looking away, embarrassed.
"It's OK." Judy said, splaying the boy's knees apart against no resistance. "I want you to tense here." Judy said, putting the hard sharp polished nails of one hand gently on the boy's perineum, between his scrotum and anus.
That stimulus alone almost caused the young man to jizm. Judy said, "I want you to practice tensing that spot if you feel like you're going to climax too soon. You'll develop those muscles, and it will help you last longer."
"Alright." Rod said, and he practiced.
At first he practiced without a pressing need, but then, when his mother raked her nails gently over his scrotum and then began to lightly stroke him, he got to practice for real. He really did find his mother attractive. He didn't consciously pick Sherry because she was a bosomy blond like his mom, but, at a subconscious level, it might have been for that reason. He couldn't imagine a more beautiful look. Rod was soon about to lose his composure. He tried to not look at his mother's pretty face or glorious breasts, and also to not think about the pleasure, but it worked less successfully the more stimulation she applied.
As if sensing her boy's predicament, Judy encircled the base of the boy's balls between the thumb and index finger of her free hand. The pressure she applied helped keep the young man from prematurely blowing his load. When this method was nearing the end of its usefulness, Judy took her hands off her son altogether.
Rod managed to squeeze and prevent himself from climaxing onto his boxers.
"Good job." Judy said. "Another way to keep from coming too soon is to devote some attention to your girl. Boys your age tend to want to get there dicks inside a girl as quick as they can, and it sometimes makes it unpleasant for the girl. A lot of girls have bad early experiences. You want to take your time, and get her so wet that she can't stand not having you inside her. If you can do this, you'll be way ahead of the other boys. Do you know what I mean?" Judy asked.
"I think so. I need to rub her down there." Rod said in an unconfident almost-questioning tone.
"No. You want to get her excited before you ever touch her there. Here is what I want you to do..." Judy said, whispering in her son's ear.
Rod took up position kneeling behind his mother, and began to rub her shoulders, and then to kiss her neck and shoulders. He took his time, at first, but occasionally got wound up. Every time he got overzealous, his mother would give him a gentle reminder. He reached around and cupped both her breasts, and gently massaged them as he continued to softly kiss her neck. Judy gradually began to revel in the pleasure being delivered, and succumbed to events as more than a teaching exercise. She put one of her hands under Rod's hand as it cupped and rubbed her breast, and she reached the other over her shoulder to run her fingers through his hair. Rod was intoxicated by his mother's scent and took the guidance patiently.
After about ten minutes of this tender activity, Judy stood and turned to face her boy. She unzipped her skirt, and, hooking her thumbs into her panties and pantyhose, she swiftly shed the remainder of her clothes. She then took one of Rod's hands, and placed it between her legs. Judy was drenched from arousal.
"See what you did? You do know how to satisfy a woman." Judy said, as she enjoyed his unpracticed hand.
Judy then ushered Rod from a position kneeling on the bed to one standing beside it. She then went down to her knees. His cock was still fully engorged, and she gave it a few playful hand strokes. She then leaned in and took him in her mouth. From that instant, she felt Rod's body stiffen. She could see the tension in the flat youthful muscles of his lower abdomen and waistline. When she rested her hand upon his thigh, it was like steel. She knew he could not hold out long. She rubbed his leg soothingly in a manner that was meant to be reassuring.
Rod suddenly managed to tense still more and, despite his attempts to hold back, he shot his seed into his mother's mouth. Judy swallowed the heaping spoonful of his slippery man-pudding, and continued to suck him against his feeble protestations.
Judy turned her eyes up to see her son's dejected look.
After removing her son's cock from her mouth, but continuing to stroke it, she asked, "What's the matter?"
"I couldn't hold it." He said.
"Maybe so, but, look, you're still hard as a rock." Judy pointed out. "Now you'll have plenty of stamina."
Rod seemed reassured. Judy lay back on his bed, and spread her legs to let the young man, who crawled onto the bed, enter her. Rod took her enthusiastically, and it was true that his stamina was vastly extended by having cum. He was becoming much more confident, even given his extremely limited experience. While there was awkwardness resulting from the taboo situation, it was also true that there was no one on Earth he was more comfortable being with and trusting than his mother. Her pussy felt exquisite wrapped around his engorged member. After about ten to twelve minutes of missionary-style sex, they began to switch it up both to break up the monotony, and so Rod could get a more wide-ranging experience. He next took his mom for several minutes doggy-style, until he felt he might cum yet again. However, he regained composure while Judy mounted him and rode his cock, letting him rest for a few moments and focus on control.
After bouncing up and down on her son's shaft for as long as she was able, Judy climbed off.
She kissed him on the forehead, and said, "Hold that thought, I'll be right back."
Rod lightly stroked himself as he watched his mother's gracefully rounded backside recede into the hallway. Judy returned in no time with a box that appeared to contain condoms in one hand and a tube of some sort in the other.
"Are you ready for something different?" Judy asked.
Rod nodded.
Judy extracted a condom, and took her time putting it on her boy's handsome chubby. She did it seductively so as to not lose any of the momentum that had developed. After she got the condom on, she generously coated his condom-wrapped stiffy with lubricant. She then guided him to a standing position as she laid on her back on the bed with her ass at the edge and held her knees splayed and back with her hands.
It was clear to Rod that the formality of the lube meant that he was to take his mom in the ass. Her pussy, after all, was certainly in no need of external lubrication. He aligned his bulbous cockhead with her tight rosebud, and pushed with increasing pressure until a few inches breached more rapidly than planned. His mom took a sudden deep heavy inhalation, and he thought he might have hurt her until he saw ecstasy in her face. Rod was naturally gentle, and took his time working his member gradually deeper into Judy's ass. She moaned as his shaft sank deeper. She then let go of the crook of one of her knees and reached down between her own legs and began to massage her clit.
"Touch me here while you fuck my ass." Judy said, directing her son to massage the swollen nub of sensitive flesh.
Rod used his thumb to do as directed, and gradually experimented until Judy told him what he was doing was perfect. Rod then dutifully kept his clitoral massage going as he continued to penetrate his mother. Judy's tight ass would clearly result in Rod's second nut of the session. He managed, with great effort, to both multi-task by manually and anally servicing his mom while still occasionally clenching to delay his own gratification. However, when Judy's body began to spasm and writhe in an intense wave of orgasm, Rod could hold out no longer and he filled the condom with his seed as the familial moans of the two twisted together in the small lonely house.
