After toweling off, they headed into her bedroom. Heather had just purchased a butt plug with a pink jewel. She told Brian to lie on the bed on all fours. She then lubed up the butt plug and gently slid it into his sweet little asshole. He shivered a little but didn’t fight it. Heather thought her son looked so cute with that little pink jewel between his cheeks. She had laid a pair of her pinkest, frilliest panties.
“Put these on, babe.”
Heather enjoyed watching Brian model her panties. He looked adorable! She told him to spin around, to shake his butt,
Heather sat down on her bed. “Lie across my lap, you little bitch.” Brian lay on her lap, exposing his naked, vulnerable butt to her. “Even good boys need to be taught how to behave,” she told him.
“Count them off, son.”
Her hand landed on his ass with an audible slap. He yelped. “One.”
She hit him again. “Two.”
Heather smiled. She realized that she was enjoying her son’s suffering. “Three.”
She noticed that tears were starting to well up in his eyes. Tears of pain or tears of humiliation, she did not know. “Four.”
Heather felt herself getting wet. She was really enjoying this! “Five.”
Finally, she let him go after twenty whacks. His beautiful little butt was bright red. She massaged it gently. He really was sobbing in pain. “There, there, that’s a good boy. Don’t you want to be a good boy for Mommy? Show Mommy how much you love her.”
He lay at her feet and took off her shoes. He massaged her feet and sucked her toes.
“Good boy. That’s a start.”
He unbuttoned her jeans and pulled them down. Then he dragged off her panties.
He ran his tongue over her labia and then vigorously tongue-fucked her. Heather was sopping wet and her juices were running over her son’s pretty face. “Ohhhhh yeah, fuck yeah. Do it, baby,” she told her son.
Brian further buried his face in his mother’s snatch. He began sucking her clit vigorously as if he was seeking nutrition from her crotch. Heather was so turned on from disciplining her son that she came easily. Brian then tried humming while still working her clit. It was a new sensation, but she liked it. She came again, this time covering her son’s face in her nectar.
Heather stood up and took off her blouse and her bra. She turned to Brian and told him, “Fuck me, my son. Bend me over.”
Brian did as he was told, sliding his dick into his mother’s wet pussy. He thrust into her repeatedly, holding her sides, but occasionally using his hands to rub her clit or fondle her tits. He shot his load into her, so turned on by the morning’s events that he didn’t last as long as he usually did.
“I hope you’ve learned your lesson,” Heather said to her son. They embraced and kissed passionately.
Later that day, Heather was poking around her closet when she came across an old hairbrush. She realized that she had plans for that hairbrush.
***
Juliet and Mario were getting high in his backyard, watching the sun set. Mario managed the Mount Ranger Estates branch of Massage Ecstacy, the spa chain Juliet had founded. He was still the branch’s best masseur, especially popular with the ladies for his “happy endings.”
They were great friends and enjoyed sharing tales of their conquests. She teased Mario about being the town’s “cross-gender champion in getting tail.” Mario’s erotic massages sometimes led to invitations by women (sometimes married women — really especially married women) to share a deeper connection. They quickly learned that his capacity to please was not limited to his hands.
Since the dumber husbands usually assumed Mario was totally gay, he could get away with a lot. If such a husband saw Mario with his wife, he would usually assume they were shopping, not fucking. Occasionally, one of the wiser husbands would figure it out, but decide that since Mario was making his wife happy, why interfere?
But Mario had another side. For all his metrosexuality, he was also a jock, who played multiple sports and worked out regularly. He had a side gig of working with the local dads who overextended themselves on the tennis court or the jogging path. Often that translated into time spent on the massage table, talk of how “a man knows how to touch another man,” and before long, some of those dads got “curious.”
After a hard workout, Mario liked to take a hot shower. A long. hot shower that revealed Mario’s natural gift. More than one dad in the locker room, usually already impressed by Mario’s feats on the gym floor, found themselves staring at it, wondering what it would be like to touch it, suck it, even feel it inside them. Mario was happy to oblige. He always loved “straight” ass (Mario was a definite top).
So Mario could shop at Costco and look at a husband and a wife, and laugh to himself that he had both of them, sometimes without the other’s knowledge, sometimes with, and sometimes together. He would check out the husband’s cute little butt and the wife’s big ole butt, and think about how he had been inside both.
Juliet and Mario had fucked around before — she especially appreciated his anal skills. But they also loved talking about who they had banged. Juliet had told him that she had a thing going with a cute young guy who could really fuck. She had insinuated that he was someone she had known for a long time.
As they both got increasingly stoned, Mario pushed Juliet to tell him more.
“C’mon, tell me, Juliet. We’re friends!”
“Well…..you know Heather Manning?”
“Yeah.” She was one of Mario’s best clients. He had fucked her a few years back and it had been great.
“It’s, it’s, um, her son.”
“Fuck yeah! You go, Juliet!”
“You know him?”
“Yeah, for years. Cute kid.” He smirked. “Yeah, reaaaal cute kid.”
“Shit, you’re thinking about his ass, aren’t you, Mario?”
“Sure I am. I’d tap that.”
“Oh my God….”
“You think he’d be up for that? Love to do you both.”
“I think Brian is up for anything if it pleases me.”
“Good boy.”
After one of their sessions, Juliet was lying next to Brian, stroking his dark blond hair. She casually mentioned that she had sex with women over the years, but was definitely not a lesbian. “Lots of people color outside the lines. I’ve known gay guys who’ve enjoyed having sex with women and straight guys who’ve enjoyed having sex with men.” Brian said that he understood what she meant. She added, “Labels, schmabels. What matters is that you enjoy yourself and please the people you’re with.” Brian nodded.
“Do you know Mario?”
“Sure I do. Everyone knows Mario.”
“He thinks you’re cute.”
“Well, that’s nice.”
“Would you like to have sex with me and Mario?”
“Hmmmm.”
“I know I would like it,” interjected Juliet.
“Well, sure. I’ll bet I would enjoy it.”
“Terrific. I’ll talk to your mother.”
Heather had no objection.
The three of them met at Mario’s house. They had a couple of glasses of wine and a few gummies to loosen up. Then they adjourned to Mario’s bedroom, where all three to them stripped. The low lighting, soft music, and scented candles really set the mood.
Mario always loved to show off his ample endowment. Of course, he did so this time and poor Brian looked a little intimidated. Juliet smiled and kissed him, gently stroking his member. “You have a beautiful cock, baby,” she whispered in his ear.