We drove through the darkness in silence, both lost in our own thoughts. It was late enough that there were no other cars on the road. I stared out the side window at the passing shadows, thinking of nothing more profound than the semen of two different men that was slowly leaking out of my pussy and soaking my panties. I had no idea what was on Jesse's mind.
Something was bothering him, but I wasn't sure what. We'd gotten paid more than twice as much as we had expected for putting on a mother/son sex show in front of two of our town's leading citizens. Jesse got to fuck me for the first time - something I discovered he'd been wanting to do for a longer time than I would have guessed. And, if that wasn't enough, he also fucked Cherie, the mother of a former high school teammate and certified MILF. He had every reason to be happy, but I could feel his mood without having to look at him. I ran through the events of the night to see if I could find some clue to why he was upset.
I sat next to Keith on the luxurious entertainment loungers, the leather still warm from Cherie's body. Cherie was on her back on the carpeted floor beneath my son as he prepared to mount her. All of us were naked by that point. Keith slowly stroked his stiff cock as he watched his wife about to be taken by my virile young man. I perfectly understood his perverse anticipation. I, too, stroked myself as I looked on. My son's shoulders and triceps bulged enticingly as he held himself over his mature partner. I could only just see the thick length of his shaft for a moment as it descended between them and found its way into the wet embrace of another woman.
The burning jealousy I had expected didn't materialize. I knew Jesse wanted this, had fantasized about it, and so I wanted him to have it. His body rose and his hips plunged. Cherie cried out in sublime agony. Yes, my son was making love to another woman right in front of me, but he was still all mine. I was secure in knowing that I would have him again, and what he had with me was more than what he could possibly have with anyone else. I slipped two fingers into my pussy, matching my strokes with Jesse's thrusts and tricking myself into feeling like it was me he was fucking. God, he looked good.
"Your boy really knows how to handle a woman," Keith said, reminding me he was there. "But I guess he had a good teacher." He patted me on the knee and let his hand rest there.
"Was Cherie a good teacher for your son?" I leaned against him, wanting to feel naked skin against mine.
"She was at that. It's a strange thing to admit, but I loved seeing my son fuck his mother. They tried to hide it from me at first, but I figured out something was going on pretty quick." He chuckled. "Once it was out in the open, I'd find the two of them going at it all over the house just about any time of the day."
Cherie was already changing position. Jesse had pulled out and she was turning over to get on her hands and knees. I met his eyes and he gave me a sheepish grin before plugging his cock back into Mrs. Sheppard's voracious cunt.
"And all you ever did was watch them?" I asked, bringing my hand up to fondle one of my tits.
"At first." His sweaty palm moved from my knee and up along my thigh. "Cherie wanted us both at the same time one night, and so we started having threesomes together after that." I spread my legs a little wider as his hand got close. He recognized the invitation and gently caressed my moistened pussy lips with one of his baby-soft, well-manicured fingers. "The old girl liked that a lot."
"I'm sure she did."
Cherie was looking at us with a salacious grin as Jesse pounded her from behind. Each time he slammed himself home, her whole body jolted. Cherie's boobs looked even bigger as they dangled beneath her, swaying lewdly with each shock of my son's cock forcefully penetrating her.
"You and your son must have liked it, too," I continued, hoping he would put his finger inside me soon.
"We did." I could almost see his memories playing across his face. "We sure did." His finger entered me and a happy shiver raced up my spine. "I also learned a thing or two."
"Like what?" I was only half listening to him as I pushed myself down, taking his finger in deeper while I watched his wife drop to her elbows to better brace herself against the vigorous fucking she was being treated to by my boy."
"For one, I learned that Jeremy is what they call bisexual." He withdrew his finger much to my disappointment. "One night we were all going at it like any other night, and next thing I know my son is sucking away on my pecker. I'd never seen his mother so fired up before, and it felt alright to me, so I let him go ahead with it." He gave me a measuring glance. "I hope that doesn't put you off."
Cherie was switching it up again. She got Jesse on his back, then squatted over his face. He didn't hesitate for a moment and went right at her pussy with gusto, licking and sucking her up, down, and sideways.
"Put me off? Just the opposite. I find it very arousing when a man is secure enough to enjoy sexual pleasure from another man. It was very open-minded of you to let your son suck your cock like that."
"I never did anything with a guy before that, but once it was happening it suddenly wasn't a big deal for me anymore." His finger moved lower, wiggled into the crease of my butt, and found my asshole. Very nice. "After a time, I gave it a try myself."
"You gave your son a blowjob?"
"I did." Keith's finger, wet with pussy juice, circled my anus, teasing me. "It wasn't my thing at first, but I got to where I liked it pretty good. Jeremy's prick isn't as big as your boy's there, so I got to where I could just about swallow the whole thing down."
"Cherie must have loved watching her men suck each other off."
"Drove her wild every time." He pushed the tip of his finger into my asshole. "We even got so we did it sometimes when she wasn't around."
"It must have been a nice bonding experience for the two of you." His fingertip felt good, but I had a fierce need for something bigger than one of my fingers in my pussy. My hand went back to my neglected clit, only intensifying rather than relieving my growing arousal. "Did you ever take it further?" I wrapped my free hand around his hard-on as I watched his wife lower herself onto my son's cock reverse-cowgirl style. "Did you and your son ever fuck?"
His finger was still in my asshole, and he didn't answer. I assumed he was distracted by the same lascivious sight as I was. Cherie rode Jesse's cock like a pro, his thickness stretching her pussy tight. He put his hands on her ass, spreading her full cheeks apart. Damn, that woman even had a classy looking asshole.
"In case you're wondering," Keith finally spoke up, "Cherie wouldn't mind if you wanted to come sit on my lap for a bit."
It wasn't a difficult decision for me. Seconds later I was straddling him and guiding his cock into my pussy. I was well lubricated with my own juices as well as Jesse's spunk, so he slid into me with almost no resistance. Cherie looked over her shoulder just in time to see Keith's hard prick disappear inside me. It had been a long while since I'd fucked another woman's husband while she watched. It felt just as good now as it did then.
"Does your wife let you fuck a lot of other women in front of her?"
"She's brought a few home for us to play with over the years." His hands settled firmly on my hips, pulling me down on his cock as far as I could go. "Anniversaries and birthdays, mostly. Her sister a few times."
"Your wife lets you fuck her sister?" I'd heard him well enough the first time, but it gave me a nasty thrill to hear about the depravity these pillars of the community indulged in on a seemingly regular basis.
"It was her idea from the start, but I never put up a fight. Her little sister is even hotter than Cherie if you can believe it." Her reached around and fondled one of my saggy tits, reminding me of how less-than-hot I was. "But don't tell her I said that."
His cock felt good as I worked myself up and down on it, but he couldn't fill me up the way that Jesse had when he was inside me. I was hoping that my boy wouldn't be too worn out after all this to fuck me again when we got home. I had the frightening sense that I was going to want him between my legs every day from now on. I hadn't become obsessive about a guy since I was a teenager, and I didn't like myself when I got like that. I didn't know how long this strange affair might last with my son, but as long as he wanted me, I was his.
Cherie spun around on Jesse's cock so that she was facing me. I leaned to the left, allowing Keith to get a good view of his wife impaling her cunt on my son's big cock. Cherie hungrily watched her husband's prick disappear again and again inside me as a mixed stew of sex juices drooled out of my pussy and ran down over his balls. From the immodest sounds she had been making throughout, I was sure she'd had at least two orgasms so far and was close to a third. I began rubbing my clit as I fucked Keith's uncut cock in an attempt to hasten my next climax.
"Come on, baby, make Mother cum," Cherie moaned, closing her eyes. I didn't like that she was calling herself mother while she fucked my boy, but at the same time I understood that she was thinking of Jeremy. "Mother's pussy loves you...Mother's pussy loves her baby's cock." She leaned down and smothered Jesse's face with one of her pillowy tits. "Suck my milk, baby."
Wow, she was into this mommy thing deeper than I would have guessed. I can't deny that the conflation of my maternal feelings for Jesse and my carnal desire for him was a potent aspect of what made sex with him more exciting than any other man I'd been with, but Cherie seemed to be embracing it on a whole other level. I was creeped out and a little bit envious at the same time. Even so, I was more than happy to enjoy the sight of my son suckling those gorgeous tits while I rode a hard cock and worked my stiff clit toward what promised to be a fantastic orgasm.
Jesse grabbed Mrs. Sheppard's ass with both hands and thrust upward, lifting her off the floor with him.
"Oh, yes, cum inside me! Fill me up, baby. There you go, give Mother all your nasty sperm. Empty yourself into Mother's loving cunt."
Seeing his wife orgasming yet again on Jesse's cock while begging him for his cum must have done it for Keith. His fingers dug into my hips and he grunted helplessly as he unloaded his cock into me. Cherie looked up at me and blew a stray hair out of her face. We exchanged knowing smiles, acknowledging that we each had a pussy full of cum that by society's rules shouldn't be there. She continued to watch as I brought myself off through a combination of rubbing my hard clit and riding her husband's prick.
After everyone had a chance to catch their breath, Cherie slowly lifted herself off of my son's spent but unflagging cock.
"Sweetheart," she purred, looking meaningfully at her husband. "I could use some help cleaning up." She then lounged back on the floor, opening her legs suggestively. Her tummy flexed and a small blog of Jesse's cum appeared at the threshold of her vagina.
"Of course, my dear." Keith moved me aside unceremoniously, slid off the chair onto his hands and knees and crawled to his wife's used cunt like an obedient hound. After sniffing between her legs for a moment, he began lapping at her cum-soiled pussy. I found the whole thing to be a somewhat pathetic display, but at the same time I couldn't deny that it was repulsively hot in its own way.
Jesse slowly made his way up next to me. He toyed with his cock absently while he watched another man suck his jizz out of the woman he'd just fucked. I was hoping he'd touch me, but he kept his hands to himself.
