I stood in Jesse's bedroom looking down at his sleeping face and trying to talk myself into going back to my own bed. He'd been avoiding me the past couple days, but not in a mean way. I think he was having trouble coming to terms with the idea that he had performed oral sex on his own mother. And, I must say, it was a hell of a performance. It wasn't fair of me to take advantage of him the way I was. He was eighteen and full of hormones. Boys that age have sex on their minds around the clock, and with me all but putting my pussy on a platter made it nearly impossible for him not to give in to his teen urges.
I knelt next to his bed. It was the same bed I'd tucked him into almost every night when he was little. That is, the nights I wasn't out at a bar or some party. There'd be a bedtime story, or a quick tickle game, then a kiss and a goodnight. Those days were most certainly gone. I reached through the flap in the front of his boxers and took out his cock. It was soft and warm. It was my son's cock. I was his mother, and he was all I had.
Leaning forward, I took his flaccid penis into my mouth. I shouldn't have done that. Tingles flowed over me. I should have been in bed sleeping, not obsessing over my boy's irresistible prick. I suckled him softly, using my tongue to explore his most sensitive areas. I needed to stop what I was doing and leave before he woke up. He stiffened in my mouth and I reveled in the glorious sense of fulfillment that gave me. I continued to gently mouth his growing member, helpless to resist it.
Just when he was at his fullest, he stirred. I stayed still, holding his cock in my mouth, breathing shallowly through my nose. I braced myself for the stream of angry, abusive words, but instead his hand settled lightly on my head. I resumed sucking him and heard a drowsy noise of appreciation from him. I carefully sought out his balls and maneuvered them into the open through the slit of his boxers. I massaged them lovingly as I sucked his cockhead.
He wanted this, and I wanted it. Maybe it was more honest to say I needed it. The important thing was that it made us both feel good. Sure, we each had our share of guilt afterward, but in the moment there was nothing better. And no matter how hard Jesse tried to fight it, he needed it just as much as I did. I understood how ashamed he must feel for having the kind of sexual desires he had for me, his own mother. Suddenly having an opportunity to act on those desires was a lot for him to deal with. There was also his fear of humiliation if anyone ever found out what we were doing. But there was no way anyone could know about this. This quiet moment in the dead of night. My son's stiff cock prodding at the back of my throat. My hand tenderly cupping his balls.
Jesse tensed and silently pumped his semen into my mouth. There were no words between us. Nothing needed to be said. I gratefully swallowed his offering. I sucked until nothing more came, then I sucked just a little more. I kissed his loose balls, and nuzzled my nose in his pubic hair while his cock softened against my cheek. He patted my head like I was a good little puppy.
My heart ached, and I didn't want to leave. I hated myself for being so needy, but I gave in to my desperate impulse. I climbed into Jesse's bed and cuddled against him. His body was hard and strong, even at rest. I wondered if his satisfaction was turning to hate as I lay there trying to calm the anxious beating in my chest.
He put his arm around me and pulled me tight against him. I refused to let any tears fall as all the tension left me in a calming breeze of relief. I fell asleep feeling completely safe for the first time in a very long while.
~ ~ ~ ~ ~ ~ ~ ~ ~ ~
I was naked except for a pair of high heels that were too uncomfortable to walk in but perfect to masturbate in. The webcam was pointed down low. I had my legs spread and was working a sparkly, multi-function dildo in and out of my pussy. It was loud; buzzing and churning as I worked it in and out. It felt good, but I wasn't in any real danger of cumming. That's when a pair of welcomed hands settled on my shoulders.
"Morning, Mom."
"Good afternoon, young man. Sleep well?"
I continued using my dildo on myself, enjoying the exhibitionist thrill of my son watching over my shoulder.
"Slept good. Had a nice dream." He kissed my neck from behind.
That made me feel warm all over. And just like that I was suddenly in danger of cumming.
Jesse watched the main shaft of the knobby sex toy slide in and out of my slick hole while one of the rubbery off-shoots bobbed and hummed against my clit.
"God, Mom, you are one horny bitch." It wasn't said as an insult this time.
After watching me fuck myself some more, he reached down and took a hold of one of my tits. I couldn't stop the moan that escaped my throat. I clicked the vibrations up to the next speed and worked my pussy a bit faster. Jesse fondled my tit with relaxed confidence. He knew I was his to do with as he pleased. I wondered if he fully understood just how far I would let him go with me.
His fingers found my nipple. His touch circled my areola lightly, as if reading the braille of my arousal. He pinched the stiff nub, twisting and tugging with just the right amount of pressure. His other arm came over my left shoulder, his hand easily finding my unattended breast. I was on the verge of sensation overload -- both physical and emotional. I didn't deserve to feel this good.
"Jesse...I'm going to cum..."
"Cody," he whispered into my ear, then took my lobe between his soft lips, "remember?"
"Yes...Cody...Mommy's going to cum. You like watching Mommy make herself cum, right?"
"Love it," he confirmed and squeezed my tits harder. "Do it, Mom. Fuck that hot pussy."
"I'm doing it, Cody. I'm fucking my pussy. Watch me fuck my dirty fuck hole for you!"
His lips settled on the side of my neck again as he pulled my nipples with perfect cruelty. That did it for me. I let out a keening cry and jammed the plastic cock forcefully into my cunt. Jesse gripped my tits tight and rode out my climax with me like a cowboy on a bucking bronc.
My body went slack in the chair as I laughed and panted in post-orgasmic joy. I heard a half-dozen rapid-fire cha-chings coming from the computer, but could barely wrap my dazed head around what that meant. I'd forgotten that this was all in front of the camera.
One of Jesse's hands reached further down, gliding over my tummy. He combed his fingers through my bush. His other hand held fast to my tit. I didn't want to move. I wanted to stay like that for at least another hour. I wasn't holding onto the dildo any longer, and it eventually vibrated its way out of my pussy, dropping to the floor with a loud thud. That got a chuckle out of the two of us. Once it started banging itself against one of the wheels of my chair I knew the moment had to come to an end.
Jesse released me, and I leaned down to retrieve the errant toy. By the time I had it switched off, he was already out the door.
~ ~ ~ ~ ~ ~ ~ ~ ~ ~
There were less than a dozen items in my grocery cart, and after a quick tally I was trying to decide which items I had to put back. I really needed to stop being too lazy to cut coupons.
"Well, hello there!" an unfamiliar but ridiculously cheery voice greeted me. I glanced up to see Cherie Sheppard smiling at me and looking like she'd just stepped out of a fashion magazine,. "Oh my gosh, I haven't seen you in ages. Our boys played baseball together. You remember me, don't you?"
Did I remember her? She was a freakin' local celebrity, how could I not remember her? Cherie's husband was the most successful lawyer around, and for the last five years was one of our town's leading selectmen. Cherie hosted a public access cable show for the Chamber of Commerce where she interviewed local business owners each week. Not to mention that she had a business of her own: a chi-chi boutique on Main Street. I went in there once a couple years back, but I fled as soon as I figured out that the cheapest thing in the place was more than I could earn in a month.
"Cherie, hi, how are you?" I chirped back, foolishly trying to match her obviously fake enthusiasm. I did my best to ignore the feeling that I looked like a complete schlep next to her.
Cherie was the only woman I'd ever seen in real life that could be described as statuesque. Even at her age, she retained the firm skin and natural beauty of a much younger woman. I wanted to sneer and chalk it up to her having had work done, but there was none of that "something's not right" look women get when they have plastic surgery. Her boobs were another matter. Those fantastic double-Ds had to be store bought, probably at the insistence of her obnoxiously rich husband.
I hated to admit how jealous I was of her hair. She was a natural brunette with expertly applied highlights in just the right places. It was done up in a sophisticated, businesslike style that most women only ever managed after an hour in the salon, but I wouldn't be surprised if Cherie woke up in the morning looking like that. Her cosmetics were professionally applied with a light hand; just enough to enhance her already lovely features, but not enough to look like she was trying to hide something. Her straight-off-the-runway silk blouse and couture skirt seemed out of place for the grocery store, but they looked so good on her that I couldn't imagine her wearing anything else.
"So, how's Jesse doing?" she asked as if we were old friends. "What's he up to?"
"Oh, you know, just sort of doing odd jobs right now." My mind was struggling to figure out a graceful way to escape from this. "He's going to be going to school soon," I lied.
"Isn't that the worst? My Jeremy is away at Princeton, and I miss him more and more every day. They grow up so fast, don't they? It seems like just yesterday they were making double plays together. I miss that, don't you, Darlene -- it is Darlene, right?"
"Darlene, yes." I must have looked like a deer in the headlights. What was Cherie Sheppard doing getting her own groceries, anyway? Didn't she have a maid or a cook to do that sort of thing for her?
"I'm sorry, I meet so many people that sometimes I get everyone's name all mixed up." She twirled her fingers around her head to indicate how crazy it made her. Somehow she even made that gesture seem elegant. "What are you doing now? You're not busy, are you? Let's pop across the street to that cute little café and have a cup of coffee together. That sounds fun, doesn't it? We can catch up." She leaned in and lowered her voice to a stage whisper. "Did you hear about what Danny Tate's mom did?"
All I could do was shake my head dumbly as the Cherie steamroller relentlessly plowed over me.
"It's settled then." She looked around until she spotted someone in a store uniform. "Arthur, could you be a dear and have these bagged up for us?" Cherie asked, motioning to our carts. "We'll be back to pick them up in a jiffy."
"Sure thing, Mrs. Sheppard, I'll take care of that for you right away."
Wow, I didn't even know that was a thing.
"Thank you, Arthur." Cherie hooked her arm in mine and led me toward the exit. "Such a beautiful day, we don't want to waste it in a dingy old grocery story, do we?"
As we took our seats at a little table on the café's outdoor patio, I couldn't help feeling underdressed and under make-upped. My hair was a mess, my clothes weren't decent enough to put in a Goodwill box, and my eau d'Ivory Soap definitely didn't stand up to the top shelf perfume that Cherie was wearing in the middle of the goddamn day. It's not like I had anything against the woman, I actually had always admired her in a way, but we hadn't ever exchanged much more than passing pleasantries at the kids' baseball games.
I left the chit-chat mainly up to her, chiming in with an occasional "uh huh," or "really?" I felt like an idiot for having nothing to contribute, even after getting the story of Danny Tate's mother's affair while she was on a trip to Key West with "the girls." When the other couple on the patio finished their scones and left, Cherie fixed me with a curious look. She took a sip of her coffee, set it down carefully, and cleared her throat.
"I suppose you're wondering why I really wanted to talk to you alone."
"Um...I guess I am, if it's not catching up about the boys."
"Well, it is in a way, Darlene. Or should I say...Monique."
That name was like a cold knife stabbing straight into my chest. My stomach knotted, then knotted again. She didn't just use my fake webcam name, did she? No, impossible.
"My stars, you're pale as a ghost." She smiled, clearly enjoying the effect the grenade she just dropped in my lap was having. She reached over and put her hand on mine. "Yes, darling, I'm afraid I know your little 'secret.'"
My mind raced but went nowhere. How did she know? What did she know? Did she hear a rumor from someone? Was Jesse telling people what we were doing? All it would take is one slip while he was drunk and angry. Oh God, I was on my way to prison. This was it. This is what I get for being an idiot. How could I have been so stupid? Stupid, stupid, stupid!
"Cherie...I...I don't know..."
"Relax, Darlene. Breathe." Cherie signaled the waitress. "Can we get a glass of ice water, please?" She waited for the girl to leave, then squeezed my hand. "Does PowerCouple69 mean anything to you?"
Her words sounded like they were coming to me from a long way off. I tried to grasp at what she was saying. Yes. PowerCouple69. I recognized that.
"It...it's a screen name."
"Yes it is."
"I've seen it before," I struggled to think. "In my private shows...recently"
Cherie nodded with a knowing smirk. "My husband and I were both born in '69, and it also happens to be one of our favorite sex positions. Darlene, we're PowerCouple69." She leaned back in her chair and let that sink in.
The waitress arrived with the ice water, and I grabbed for it. My mouth had never been so dry. After a few gulps I was feeling only slightly more grounded.
"This can't be happening," I muttered.
"Oh, don't be like that. I find it to be a rather fortunate situation." Her voice was no longer a cheery chirp, but had taken on a more sensual tone. "Keith is a big fan of yours. Or, more accurately, of you and your son."
"Oh, God," I moaned. I was already making plans in my head for me and Jesse to flee the state.
"Keith and I have watched several of your shows together, and I found them extremely arousing. I have to confess that it's led to some amazing sex with my husband. I don't mind telling you that he hasn't fucked me that good in over a year. I wanted to thank you in person."
"Thank...me?" This was too much. The classiest, most successful woman in town was telling me she not only watched me committing incest with my son online, but that she got off on it? This was everything I had dreaded and convinced myself could never happen. There were thousands of cam sites, and millions of cam girls -- what were the chances that someone I knew would ever stumble on mine? Obviously better than I'd thought.
"Yes, I owe you a big thanks. I'm a very sexual woman, Darlene. As much as I love my husband, he simply hasn't been able to keep up with my level of desire lately. I need a lot of sex to satisfy me. I thought things would pick up between us when Jeremy went away to college, but it was just the opposite. At least until we found your webcam."
"I only started doing it for the money," I tried to explain. "I never meant for Jesse to get involved, but...I don't know how I let that happen." Was it my imagination, or were Cherie's nipples hard under her blouse? Yes, they definitely were.
"Don't feel like you have to apologize to me, dear. I understand." She put her hand on my knee and gave it a reassuring squeeze. "Trust me, I understand."
"I'm sorry if I'm not making much sense," I said, looking around for my purse. "I guess I'm kind of in shock, and I...I don't know what. I should probably go."
"That's fine, but before you do let me ask you something. You said you're doing this for money. What's the money for?"
"Our house. The mortgage...so we don't get foreclosed on. We're still two months behind." I was babbling.
"What's your monthly payment?"
"Nine-hundred dollars. A little under nine-hundred, actually."
Cherie took out her checkbook, wrote out a check, ripped it neatly away from the rest and slid it in front of me. It was made out for a thousand dollars, but there was no signature. The words "consulting fee" were written on the comment line.
"As I said, my husband is a big fan, and his birthday is coming up. If you and Jesse come to our house this Saturday night and put on a private show for us, I'll sign that for you."
I didn't dare touch the check, but I couldn't take my eyes off it. A whole month's mortgage payment for one show. I shouldn't even have been considering it, but how could I not?
"I...I don't think Jesse would do it. I mean, I'm almost sure he won't."
"I suspect you have ways of convincing him." She leaned in close and patted my thigh suggestively. And, damn, did she smell good. "All mothers know how to get their sons to do what they want."
"I can try, but..."
"Perfect." She took out a twenty and tucked it under her saucer before standing up and slinging her Louis Vuitton over her shoulder with practiced grace. "We'll see you Saturday night."
And just like that I was watching her shapely ass, sheathed in a designer skirt, swaying out of sight through the café I picked up the check before the wind could take it, folded it, folded it once more, and tucked it away. Taking this offer would put me one step closer to truly being the whore that Jesse always accused me of being. But not taking this deal could also lead to me being the homeless person I always feared I might become.
I knew I'd made my decision when I realized I was already trying to figure out the best way to convince my son to perform a live sex show for the richest people in town...PowerCouple69.
~ ~ ~ ~ ~ ~ ~ ~ ~ ~
Jesse came home through the kitchen door and caught me masturbating for the second time that day. I was leaned against the counter, surrounded by grocery bags, my hand working fast between my legs. It wasn't because I was doing a cam show, or because I was horny, but only because I needed to work off some stress. Jesse shook his head with amusement when he saw me.
"Fuck, Mom, you know you're going to go blind if you keep that up."
"Sorry, I didn't hear you pull in." I turned away from him and drew my pants up from around my knees.
"Hey, don't stop on my account." He got a beer out of the fridge. "I don't mind the smell of hot pussy first thing when I walk through the door." He grinned at me as he popped his beer and sat down.
I went back to putting away the groceries. "Any luck finding a job?"
"No one's hiring anywhere in this shitty town." He was keeping a close eye on my ass as he drank his beer. "Where'd you get the money for all this?" he asked, meaning the groceries.
"You're not the only one who can hit the lottery." The truth was that when I returned to the store they had bagged up what was in Cherie's cart along with what I had. Apparently she'd phoned them, put it all on her account and told them I would be picking up everything. I hated to take her charity, but I'd given up my right to stand on pride the day I accepted money from strangers to jack my son off all over my face.
"We doing a show tonight?" he asked casually. "I'm dead broke again. Could use some cash."
"We could," I said, knowing he wanted to do a show for more than just the money. "But there's something I need to talk to you about."
"Here it comes," he grumbled and took a swig. He was probably expecting some sort of guilt-laden lecture. I pulled out the check, unfolded it and put it on the table in front of him. "Cherie Sheppard? Jeremy's mom?"
"I ran into her at the store."
"Is she still a stone-cold MILF?" He looked up at me with a lewd grin. "You know, a mom I'd like to--"
"I know what it means. And, yes, she's as much of a MILF as she ever was."
He looked at the check again. "Why the fuck did she give you a check for a thousand bucks?"
"Here's the thing," I sat down, "she knows."
"Knows what?"
"What we're doing on the webcam."
"Oh shit." The wheels churned in his head. "She only heard about it, or seen it?"
"Seen it. Along with her husband."
"The big shot mayor guy?"
"Selectman, but yeah."
"If she's trying to blackmail you, shouldn't you be giving her the check?"
"Cherie didn't want to blackmail us, she wanted something else."
"Like what?"
"She wants us to do a show for them. A live show...at their house."
"Bullshit."
"I swear. She said they're fans, and it's her husband's birthday, and they're going to pay us that thousand to go over there Saturday and, I don't know, do what we do on camera."
"Jeremy's mom? No way, that is too fucked up."
"You were friends with Jeremy, right?"
"Not really. We were on the same team, but I always thought he was some kind of queerbait."
"Anyway, she was serious about the offer."
"And you told her to shove it up her cunt, right?"
"No. I didn't exactly give her an answer. I said I'd check with you."
"Mom, don't tell me you're actually thinking about doing this."
I heard the anger building in his voice. "It's a thousand bucks," I argued. "A full house payment. We could make more with this one show than we could doing three or four online."
"You are fucking unreal." With a backhanded swipe he brushed the check off the table onto the floor. "You would humiliate yourself, both of us, in front of those rich fucks just for that?"
"We wouldn't be doing anything we hadn't already done in front of the camera for who knows how many strangers."
"You don't get it, do you?" He stood up and threw his beer violently at the kitchen sink. "Just when I was starting to think that maybe your weren't the pathetic pig of a whore I thought you were, you pull something like this!"
Before I knew what I was doing, I bolted out of my seat and smacked him hard across the face. "I'm not trying to pull anything! I'm trying to do the best I can for you!"
"More like for yourself!" he yelled. "You can't get anyone to fuck that stretched out old cunt of yours, and you get so hard up that you go after your son's cock like some kind of psycho slut!"
My hand flew again, but this time he caught my wrist. His grip was so tight it made me cry out in pain. He balled up his fist and I knew this time he was going to use it.
"Go ahead! Hit me if you think you're man enough! But it won't change how much you like getting sucked off by your mom! Or how bad you wanted to eat my pussy last night! Go ahead, do it!"
His hand came up fast and clamped around my throat. He squeezed hard and I couldn't breathe. Jesse's jaw muscles bulged, and he wanted to say something. He wanted to deny what I said was true. But he couldn't, and he knew it. He pushed me away, letting go of my throat and wrist.
"Fuck you. Fuck this house. Fuck Cherie Sheppard and the rest of your perverted shitbags."
With that he was back out the door. His spinning tires kicked up a hail of stones that pelted the side of the house. I sunk down onto the floor and cried. I knew he wouldn't like the idea of doing a live show, but I didn't think he'd get violent over it.
Once I was cried out, I crawled to the refrigerator, fumbled for a beer, and downed it all at once. I then went to my bedroom and searched through my drawers until I found my last Oxy that I'd been saving for a special occasion. I swallowed the pill dry and waited for the pain to go away. It never really did.
~ ~ ~ ~ ~ ~ ~ ~ ~ ~
The night was cool and strangely quiet. Wispy clouds slipped across the dark backdrop of the sky high overhead. I was nervous, but also full of eager anticipation.
I rang Cherie Sheppard's doorbell. Saturday night. Show time.
Her house was huge; a mansion compared to the shack I called home. Their monthly landscaping bill was probably more than my mortgage payment. It must have been nothing for her to write me that thousand dollar check. I dipped my finger into my back pocket for the third time to make sure I had remembered to bring it.
I took Jesse's hand and held it tight. He didn't react, but it was enough for me that he was there at my side. The last three days had been rough, but I'd managed to get him to come along. He pulled the same routine he usually did that night after I'd told him about the offer and didn't come home. I would have been worried, but I had been too out of it to think straight. When he came home the next day he didn't speak to me. What he did do was slam a lot of doors to let me know he was still mad at me.
The next day I tried to draw him out. I was avoiding going on cam because I wasn't sure how I felt about the possibility of Cherie or her husband watching me. I did, however, set it up to look like I was doing a show and began using one of my toys (one of the bigger ones). I made a lot of noise, moaning and saying all sorts of dirty things out loud. I wanted Jesse to hear me and know what he was missing out on. It only took a few minutes before I spotted him in the reflection of my dresser mirror, lurking at my doorway. He massaged his hard-on through his underwear while he watched me make myself cum, then skulked back to his bedroom. At least he shut his door without slamming it.
Later, I waited until he was in the bathroom shaving, then went in wearing nothing but a bra, thong, and high heels. I dropped my skimpy panties, sat down, and had a nice long pee. He pretended he was ignoring me, but the bleeding nick on his chin told a different story. When I finished, I wiped my pussy, flushed, checked my make-up in the mirror over his shoulder, adjusted my boobs, and left him standing there with a chubby in his shorts. I wanted to just smack him and telling him to stop being a little bitch about it all, but I knew I had to work slowly and let him come back to me.
That evening I was on the sofa watching TV. I still had the thong on, but no bra or heels. I was wearing my robe, but hadn't bothered to tie it closed. On his way to the kitchen, Jesse noticed me sitting there with my tits hanging out. He made himself a sandwich, came into the living room and sat down. He never hangs out and watches TV with me unless he wants something. I noticed his eyes flicking toward my naked boobs every few minutes. I let my hand drift down and casually tickled my pussy through the fabric of my neon pink panties. I knew he was hard, and I could feel him wanting to yank my thong aside and shove his tongue in me. Instead, he pushed himself up out of his chair suddenly and headed out, unable to stand the teasing any longer.
"I'm going to head to bed in about ten minutes," I said before he was out of the room. "Leave your door open if you want a blowjob before you go to sleep."
He paused. Then without looking at me shook his head and disappeared down the hallway. His door slammed. Ten minutes later I turned the TV off and headed to my bedroom. I was only slightly surprised to see Jesse's door standing open. My heart did its little pitter-patter thing, and I went in quietly. By the cloud-shrouded moonlight I could see he was naked. His erection stood out prominently in the pale light. I dropped my robe and climbed onto his bed.
"Does this mean you're not mad at me anymore?" I asked softly.
"Mom," he growled with exasperation, "if you want to suck my cock, then shut up and do it."
"You want me to suck your balls first?"
"Do whatever the fuck you want." He threw his arm over his eyes like a petulant child and waited.
I sucked his balls for him, licked his taint a little, then swallowed his cock. I was in no hurry and made it last as long as I could. I rubbed my bare tits against his naked thighs. I was tempted to turn and get into a 69-position with him, but I didn't dare push my luck. After making love to my son's cock with my mouth for about fifteen minutes, the blowjob turned into a face fuck.
Jesse firmly held my head and thrust himself angrily into my mouth. He was being too rough for my liking, but I let him get out his frustrations. His fit of brutality was forgiven the moment his thick gouts of cum began filling my mouth. His warm essence slid down my throat, and I knew he'd be ready to hear me out in the morning. I settled in alongside his sweaty body and let him play with my tits until he drifted off to sleep.
The following day was a stressful series of discussions, arguments, bribes, insults, threats and compromises. It helped my case that I never bothered getting dressed, which gave me the advantage of making my points while wearing nothing but an open robe. The constant distraction of my tits and pussy put him at an unfair disadvantage, but I wasn't in the mood to play fair. When he finally caved in and agreed to do the show, I rewarded him by spreading my legs right there in the kitchen and letting him go to town on me with his mouth. Admittedly, it was a reward for me as well, but I had earned it after winning my hard-fought campaign. We ended up in my bed that night, and there was nothing stopping me from mounting his face and enjoying my first 69 in several years. So, after all that, why was I standing there on that porch having second thoughts?
Cherie opened the door and could barely contain her excitement at finding me and Jesse on her doorstep. She was wearing her hair up in a different style, but she still looked like she just stepped out of the salon. Her Chanel suit was white with red accents. It was conservative enough, but failed to completely hide that rack and those long, silky legs of hers. She must have noticed me gawping at her outfit.
"Sorry, about this," she apologized as she ushered us in. "We were shooting a segment today and things ran long. I'm so happy you two decided to come!" She kissed me on the cheek. "Hello, Jesse." Her eyes devoured my son with hungry lust. "So good to see you again."
"Hey, Mrs. Sheppard," he mumbled uncomfortably.
"Oh, please, you're not a little boy anymore." She couldn't resist glancing at his crotch when she said this. "Call me Cherie."
She led us through the marbled foyer, past a showcase living room that looked like it had never been used, through a kitchen that probably had more square footage than my entire house, and into a media room that looked out over a perfectly manicured lawn surrounding a swimming pool in the shape of a tropical lagoon with several wooded acres beyond. If I didn't feel like poor white trash before, I sure did after that.
"Keith, our guests have arrived," she announced as we entered the sparsely furnished room. There was what must have been at least an 80" screen on one wall flanked by an array of speakers. An open expanse of floor space ended in a set of four wide seats of black leather with cup holders set in the arms. Behind that was a raised platform with six smaller but equally luxurious seats. Keith looked up from the bright screen of his latest-model smartphone and smiled.
"Ah, welcome," he stood and held out his hand. "Monique and Cody."
"Darlene and Jesse, actually," I corrected with more than a little embarrassment and shook the hand he had offered. I'd seen him once or twice at the kids' baseball games, but we'd never spoken.
"Yes, of course." He held his hand out to my son. "Jesse."
"Sir." They shook hands.
"Good grip you got there, Jesse. One thing my son never managed to get right." This wasn't said with any sort of malice, but Cherie clearly didn't like hearing anything remotely negative being said about her Jeremy. "You played a helluva second base," Keith said with boisterous charm as he settled back into his seat.
He was in dress slacks and a crisp white shirt. His tie was loose, but hadn't been taken off even though he was home. His hair was a little thinner on top than it was the last time I'd seen him, but he was still a handsome man. He wasn't in the kind of physical shape that Jesse was, though he was quite fit for a guy his age. Keith had clearly been an athlete at one time himself.
"I'm going to go change," Cherie announced. "Why don't you offer our guests a drink while I'm gone?" She flashed me a lascivious look before turning to go. Her perfume decided to remain behind to see what happened next.
Keith was back up out of his seat. "You look like a scotch man to me, Jesse."
"Just a beer...if you have it." I'd never seen him this polite. I could get used to it.
"I'll take you up on that scotch," I chimed in.
Keith wagged an approving finger at me. "A woman who knows how to live."
He pressed a spot on the wall and a hidden panel sprung open to reveal a small bar. He took a fancy bottle of beer out of a mini-fridge and tossed it to Jesse. I didn't recognize the label. Keith got down two tumblers from a glass shelf, dropped three cubes of clear ice into the glasses, and filled each halfway from a bottle of Glenlivet 21. He handed one to me and I took a sip. I never knew that alcohol could feel like velvet going down. It seemed strange drinking without the burn, but this was something else I could easily get used to.
"Jeremy playing college ball?" Jesse asked, taking a swig of his beer.
"Naw. He tried out, but it was a no go. He was a decent first baseman, but he never put in the work to elevate his game. He just wanted to play, never wanted to practice. Natural talent can only get you so far."
I couldn't help thinking about how different life would be for me and Jesse if I had married a man like Keith. Sure there was the money, but with a guy like him for a father Jesse could be at Princeton now instead of competing for jobs with illegal immigrants. We spent the next little while talking about nothing in particular. I found a new way to feel like more of a failure with each passing minute. I was feeling about as unsexy as I thought was possible, then Cherie returned and it got even worse.
Her long chestnut hair was no longer up in a tight knot. It spilled over her bare shoulders in a cascade of perfect curls. She was decked out in a black gown that was lace across the bodice and sheer everywhere else. The lace was delicate enough for us to make out the impressively large disks of her dark areolas. The flowing folds of her gown did nothing to hide that she was wearing a tiny black thong underneath. She did a spin as three pairs of awe-struck eyes leered at her.
"Someone's been out shopping," Keith commented with mock displeasure.
"You like?"
"I haven't seen you looking that hot since last Tuesday," her husband joked as she went to his arms. With his drink in one hand he grabbed her ass with the other and gave it a hearty shake. "What do you think of your friend's mom, Jesse? Not bad for an old lady, eh?"
"Not bad at all," he said with a stunned look on his face.
Okay, I was officially feeling like a cheap gutter whore at that point. I'd gotten my share of lustful looks from Jesse, but nothing quite like the one he was giving her. Although, seeing Cherie in that exquisite lingerie had started something stirring in my own nether areas, and I wasn't even into women, so I couldn't really blame my son. I slugged back the rest of my drink and wondered if I'd get a chance to see those huge nipples without the lace in the way before the end of the night.
"What do you two need to get started?" Cherie asked, clearly eager to get things moving. "Some pillows? A chair?"
"Pillows, maybe," I answered with a shrug. I hadn't thought this through. The nerves in my stomach were kicking up. Was I actually going to go through with this? Performing a live sex show with my son in front of these people?
Cherie sent Keith off to fetch some pillows and arranged herself in one of the big leather seats. I took the unsigned check out of my back pocket and held it out to her. She had to have noticed how much my hand was shaking.
"A wise man once told me to always get paid up front." I tried to make it sound casual, but I don't think I pulled it off.
"Of course. Business first, then pleasure, right?" She opened a compartment in the arm of the seat and rooted around until she found a pen. She signed the check and gave it back to me with a smile just as Keith returned with three fat throw pillows from the living room that looked like they could have been brought home from the store that afternoon. He dropped them on the floor in front of where his wife was sitting and took the seat next to her.
"Okay, so..." My heart rate was climbing steadily as I tucked the check away. "Should we just get started, or...?"
"We're ready whenever you are," Cherie said in a sensually soothing voice that could have melted chocolate on a cold day.
I motioned for Jesse to come next to me. "You okay?" I whispered.
"I shouldn't have let you talk me into this."
At least he was keeping his voice low enough that they couldn't hear. I undid his belt buckle.
"There's a thousand bucks in my pocket right now."
"This is way beyond fucked up, Mom. Seriously. Jeremy's mom and dad are right there."
I kissed his cheek, then lowered his zipper. "As soon as you put your big cock in Mommy's mouth, you'll forget all about them." I went down on my knees and tried to pretend we were at home just like it was any other show.
I slid Jesse's pants and boxers down. His cock was completely flaccid. Nerves. As much as I enjoyed his hard cock, I also kind of liked seeing him in this state. But, as cute as it was, this wasn't what we were being paid for. I kissed his drooping shaft and teased the tip of his cock with my tongue. I heard a playful giggle coming from the seats, but tried to ignore it. I ran my hands up my son's strong legs and took his soft penis in my mouth. On one level I was freaking out about doing this with people sitting ten feet away watching, but on a deeper level that illicit sense of indecent satisfaction reminded me that everything would be okay. I felt Jesse's cock begin to thicken, and I became sure that everything would be more than okay.
In no time I was giving my boy a proper blowjob. He was as hard as he could be, and I was eagerly sucking him off like it was any other day. When he began responding to my rhythm with slight movements of his hips, I knew he was starting to loosen up also. When he bent down to set his beer on the floor, I pulled away from his hard-on for a moment and took a breather.
"Mmm, you have a magnificent cock, Jesse," Cherie said.
"Ah, okay, thanks, I guess," Jesse sounded as unsettled as I felt getting feedback that way. We were used to reading messages from a text box, not hearing the voices of our audience.
"Maybe you could suck his balls a little bit, Darlene. That would be nice, wouldn't it?"
Neither of us answered. I was annoyed at being directed like that, but I was thinking of doing that next anyhow. A full month's house payment, and then some. I lifted Jesse's prick and went for his clean-shaven balls. I heard that lilting giggle again and knew our customer was getting her money's worth.
I licked my son's balls top to bottom. I then sucked the left one, taking it gently into my mouth, tugging lightly once I had it. I moved to the other and did the same. A dribble of pre-cum dripped onto my forehead, giving me horny chills all through my body. I needed to taste that.
As I took his dripping cockhead between my lips once again, Cherie spoke up.
"I hope we're going to get to see some of that sexy mommy-body of yours, Darlene."
I'd been naked in front of people on many occasions in my life, but none of those times were anything like this. I had been half-hoping I could get away with staying dressed for this show, but it didn't look like that was going to fly. I continued sucking cock while fumbling with the buttons of my blouse.
"Feel free to take off your shirt, too, Jesse," she added seductively.
Jesse pulled his t-shirt off over his head without any ceremony. Cherie made approving noises at the sight of my boy's well-toned physique. I tried to ignore the jealousy and focus on how proud I was of him. He might not have accomplished much with his life yet, but my boy had plenty of assets worth of admiring. Just because my lips were wrapped around one of those assets didn't take anything away how I felt.
I let my shirt fall away behind me, then unclasped my bra. I had made sure to wear my one matching bra and panty set, but I didn't suppose they cared much about that. My tits dropped as my bra came away. I'd never worried about my boobs not being big enough, but being in the same room with Cherie's bodacious set of fun bags had me somewhat self-conscious.
"You two make such a sexy pair," Cherie complimented with another one of her sexy giggles.
I risked a glance toward the row of theater seats and saw that the armrest between PowerCouple69 had been lifted out of the way. Cherie was leaning on her reclining husband's lap. She had his cock threaded through the fly of his pants, and it was hard. Long and hard. It stood up straighter than any dick I'd ever seen in my life. Keith's cock was pale, and smooth, and uncut. I hadn't encountered many intact foreskins over the years, but I always found uncircumcised cocks gave me a bit of an exotic thrill. I suddenly regretted having Jesse's penis snipped without giving any real thought to what I was actually doing. I just assumed that was what was supposed to be done.
Cherie's hand gripped her husband's shaft loosely and moved up and down with leisurely strokes. Keith still had his drink in one hand as he watched his own private incest show. I would have ungenerously described him as looking like a lecher if I wasn't the one performing the vulgar acts of debauchery that were casting him in such a light. Meanwhile, his wife was looking like a feline sex goddess lounging next to him in her sheer black gown with those gorgeous tits on the verge of falling out of their lacy cups.
I stopped looking at them and concentrated on sucking cock. I got into a steady rhythm, and soon Jesse was with me. His hand was on my head where it belonged, and I was able to feel like this was going better than I had feared. His cockhead tapped against the back of my palate. I took in a long breath through my nose, then went down on him. His cock slid into my throat as I took his entire length.
"Oh, shit, yes..." It was Keith's deep voice. "Look at that, hon, all the way down."
"I don't know how she does it," Cherie responded with wonder. "Such a talent."
I pulled back and felt excess saliva drooling down my chin and dripping onto my tits. I took my son's cock all the way again. I can't say it's the most pleasant experience for me, but I couldn't resist doing it knowing how much Jesse liked it. I also enjoyed impressing our patrons. At least there was one thing I could do that Cherie Sheppard couldn't.
After one more deep-throating plunge, I resumed sucking. I must have looked like a real pig, slobbering spit all down my front, but I guess some folks think that's sexy.
"Jesse," Cherie piped up again, "when you cum, can you do that thing where you jerk off into your mom's mouth? We love that, don't we, darling?"
"I do like it. Sexy as hell." He took a sip of his scotch. "Cherie won't let me cum on her face like that."
I heard a light slap. "Don't go telling on me like that," Cherie protested.
It struck me how relaxed the two of them seemed with all of this. It made me wonder if they'd done stuff like this before. Maybe they hired different people from town to put on a kinky show for them every weekend. Last Saturday it was three lesbians with strap-ons, the weekend before that was a midget orgy. You never can tell how perverted people are just by looking at them. Of course, not many people would guess that I was jerking and sucking my son's cock behind closed doors either, so I wasn't one to judge.
"Fuck, Mom, I'm gonna cum," Jesse hissed. I knew he was able to perform in front of a camera, but I hadn't been sure how he'd do in front of real people. Looks like I had nothing to worry about.
"Give me that cum, baby," I said, my voice raspy from having just been throat fucked. "Mommy wants all your cum."
I tipped my head back, grabbed my tits, and opened my mouth wide. Jesse gripped his spit-covered cock and began jacking it over my face. He looked straight down at me with focused intensity, and I held eye contact with him as his cockhead battered against my lips. His mouth tightened into a grim line and the first warm spurt landed on my tongue. The strong scent of his sex filled my nose and I wanted more of him. My boy jerked two more shots into my mouth, then lifted his cock enough to lay one across the bridge of my nose and up onto my forehead. The rest of his load was liberally distributed on my cheeks and chin.
"Fuck, yeah," Keith remarked with appreciation. "Look at that, babe. Don't you want to try that?"
"Settle down, cowboy," Cherie teased her husband, then spoke to me. "Show it to us, Darlene."
I turned, with mouth gaping wide, and tilted my head down so they could see the wad of Jesse's semen gathered on my tongue. Doing this on camera had been no big deal, but showing off in front of two people sitting so close was more humiliating than I had expected.
"Swallow it, Darlene," Cherie instructed delicately, stroking her husband's cock more firmly. "Swallow your son's cum nice and slow for us."
I did as I was told. It helped that I was able to lose myself for a moment with something that I truly loved doing. I tried to shrug off the humiliation by telling myself it was what I'd be doing anyway if Jesse and I were at home. I took down half his load, opened to show what was left, gulped down the remainder, then proved to everyone that my mouth was empty. My son's thinning jizz trickled down my face, some of it dripping on my tits and some on my pants.
"Very nice!" Cherie gave us an appreciative golf clap.
As she did this, Keith's hand slid over her shoulder, and grabbed a handful of tit. Cherie shrugged the strap off her shoulder and let the cup holding her left breast fall away. Jesse and I remained stock still, both mesmerized by the lovely sight we were being treated to. Cherie was clearly enjoying the attention as we marveled at the full roundness of her porcelain flesh. Her areola was everything it had promised to be. It was deep brown and as big around as the bottom of a 40-ounce beer bottle. Her nipple was a small rounded nub at the center that Keith was gently tugging between his thumb and forefinger. The way her boobs jiggled in his hand, I was forced to admit that they weren't store bought after all. Those babies were all natural. I never wanted to suck another woman's tit as much as I did right then.
Keith leaned over and whispered something to his wife. She nodded.
"Jesse, is your mom as good a cocksucker as she looks?"
Jesse cleared his throat and shifted uncomfortably. "Yeah, she's real good, I guess."
"She looks real pretty with your cum all over her face, doesn't she?"
"Uh huh." He glanced over at me a bit sheepishly. "But she always looks pretty to me."
It was all I could do not to bust out in tears right there in front of everyone.
"Aww, now isn't that just the sweetest thing." Cherie leaned over and licked the tip of her husband's cock. "Now don't you think such a good son should return the favor?"
Jesse shrugged, looking at me again for an indication of what to do.
"Don't be shy, son," Keith pitched in. "We saw you eat your momma out on one of your shows the other night. You both seemed to like it just fine."
"At least get more comfortable and take your pants off, Darlene," Cherie suggested as casually as if she was telling me to have another cucumber sandwich at a ladies luncheon. "Maybe if you spread that hot pussy for all of us to see Jesse won't be able to resist."
I stood up and undid my jeans. I was very aware of the cum still on my face, but since no one had offered me a towel I assumed it was how they wanted me. I pulled my pants down and stepped out of them. Everyone was watching me and I noticed how quiet the room was. Shouldn't there be at least some music playing? I turned my back to PowerCouple69, and slid my panties down, bending over as I did. Might as well show off my best side while I had the chance.
"Your old lady has a grade-A caboose, son," Keith said polishing off his drink. "She ever let you tap that sweet ass?" He received another slap from Cherie for that, but she appeared just as curious to hear the answer.
"No," Jesse answered quickly. "We don't do that. Have sex, that is. Well, what I mean is, we don't fuck, just...you know, fool around a little."
"Oh, I don't believe that for a minute." Cherie sat up and pulled out her other boob, giving them both a squeeze and a shake. "That can't be true, Darlene. Please tell me you're not holding out on your poor son like that."
"No...it's true. We haven't had sex as far as actual intercourse goes." I sounded like an idiot. "Not just that we haven't, but that we're never going to. We just mess around enough to make what we need to pay the bills. It's all just for the camera," I lied.
"Okay, if you say so," Cherie conceded, sounding like she didn't believe me. "Now how about spreading that pussy like you do on your webcam?"
I sat down on the floor facing them and opened my legs. Cherie leaned forward with a leering sparkle in her eye. It made me suspect that this show was as much for her as it was for her husband's birthday. She was using both hands to tweak each of her nipples, alternately caressing and twisting them as she watched me. Keith was tending to his own hard-on and was managing to look surprisingly sexy doing so. I reached down and spread my lips apart, exposing myself to my audience.
"Look how wet she is," Cherie said nudging her husband. "And I can see how hard her clit is from all the way over here." Her legs rubbed together suggestively and I knew she was feeling almost as horny as I was. The image of Cherie's face between my thighs suddenly popped into my head, and I can't say it bothered me any.
"What do you think of your mom's pussy, Jesse?" Keith asked point blank.
"It's good." Jesse couldn't help looking down as me holding myself open on the floor. "Actually...it's pretty great. Not what I ever expected, but...yeah, it's really awesome."
"And you're telling me you have access to a piece like that and you haven't dipped your wick yet?" Keith's hand had found its way around behind Cherie and he was massaging his wife's crotch. "You gotta get on that, son."
"No," Jesse scoffed. "Messing around is one thing, but there's no way I'm fucking my own mom."
It was the right answer, but I didn't like hearing it.
"Jesse has girls lining up to fuck him, he doesn't need my old pussy for that," I added. "Plus, fucking my son is too far over the line, even for me." It was hard to make a convincing argument as I sat on the floor showing off my dripping cunt hole to everyone there.
"What if I made it worth your while?" Keith proposed.
I hesitated, but Jesse answered right away. "No. Sorry."
Keith whispered to Cherie. She looked surprised, but then nodded in assent. Keith stood, his long, hard cock bouncing enticingly, and headed out of the room. "Please excuse me a minute while I go slip into something more comfortable." With a sly wink he left.
"He's incorrigible, isn't he?" Cherie said as she stood.
I wasn't sure if she wanted me to keep holding my pussy open. I relaxed a little and began rubbing it lightly. She seemed to enjoy that.
"You have to forgive him, you see..." she shimmied out of her gown leaving her naked except for a pair of heels and that tiny black g-string, "it's been a while since he's seen a son fuck his own mother." She walked purposefully to Jesse, her spectacular tits swaying with each step. "It all started innocently enough." Cherie ran the tip of her index finger along the top of Jesse's hard-on. "Then one day Keith came home early and caught Jeremy humping me out by the pool."
She looked down at me to see my reaction. I was shocked, to say the least, but I was also beyond turned on by the idea that this sophisticated lady, who was such a pillar of the community, was having incest with her own son. Not only did it make me feel like less of a sick pervert, but also helped me see that Cherie wasn't the perfect role-model that everyone in town held her up to be. She was just as fucked up as the rest of us.
"I thought my husband was going to kill us both," she went on with her story, moving to stand in front of me where I sat. "But, instead, he pulled out his cock and told us to keep going. Jeremy and I had had a lot of good fucks before that, but having his father watch made us both cum harder than ever."
Cherie squatted down in front of me. As the tiny swatch of fabric over her crotch pulled tight against her pussy, it became evident to me that she was completely shaved down there. Jesse was still captivated by her sumptuous tits as I stared between her legs. She reached down, ran her fingers up the length my pussy lips from my hole to my clit. I wasn't expecting her to touch me like that, but I can't say I minded very much. She brought her fingers to her nose and sniffed. She smiled at my scent, then licked her fingers. Seeing her taste me sent goosebumps up my back.
"If you really haven't fucked your son yet, I would highly recommend it." She stood, turned and strode back to the plush seats. Her ass didn't show a single sign of her age. How many hours did she have to spend on the elliptical to keep it looking so tight?
Cherie curled up on the leather, eyeing the two of us like we were the prey to her horny cat. I continued to toy absently with my clit, while Jesse shifted uneasily next to me. No one spoke and the silence was becoming awkward. More semen dripped from the point of my chin and landed on my belly. What had I gotten myself into?
Keith returned in animated style, all smiles and gestures of greeting. He was wearing a short robe, and I assumed nothing else underneath.
"You let them in on our family secret?" he asked his wife as he sat down.
"They know all about how you like to watch your son fuck his mother."
"God help me, I do at that." He leaned over and kissed her passionately, feeling up one of her breasts as he did. He then turned his attention back to us. "My wife hasn't been the same since her boy went away to school. We were hoping you two could help us get by until Jeremy comes home for summer break. What do you say?"
Jesse looked at me, expecting me to take the lead this time.
"I...I wish we could, but...we never intended to have sex...not like that." I didn't sound the least bit confident in my convictions, and Keith knew it.
"I'll match what Cherie's already paid you."
I admit that sent a tingle through my clit. We could be caught up on the mortgage by tomorrow. But, from the look Jesse was giving me, I knew I couldn't take it.
"I'm sorry. Handjobs and blowjobs are one thing, but that..."
"I'm guessing you're behind on your electric bill, too, right? What if I sweetened the pot with enough to get you squared away with that as well?"
I bit my lip. It was more than tempting. But could I let myself sink that low? Was I really so desperate that I would fuck my own son for the entertainment of these two deviants just to pay a few bills?
"Tell you what," Keith said, "why don't you two step aside and discuss it privately. Another thousand dollars and whatever you're behind on your electric for you two to fuck while my wife and I watch."
I think he was getting off just as much on the negotiation as he was over the possibility of seeing me bang my son. I got up off the floor and went to the corner of the room with Jesse.
"Mom. Seriously?" Jesse began in a scolding whisper.
"I know, I know. It's just that it's a lot of money. We'd be almost all set."
"You don't believe that shit about Mrs. Sheppard fucking Jeremy, do you?"
I thought about the look in her eye as she shared her confession. "Yeah, I do. Apparently rich folks can be just as messed up as anyone else.
"But we're still saying no."
"Hold on, let's make sure we've thought this through." I took a deep breath and glanced over at our customers.
Cherie had her husband's cock out of his robe, and he had his hand down the front of her g-string. I wondered if Jesse didn't agree would they be willing to at least fuck me? They wouldn't even need to pay me. God, I was too horny to be making any kind of rational decisions.
"Listen, here's the thing," I went on, knowing I could be about to send Jesse into a rage. "It's something that we're probably going to end up doing eventually anyway."
Jesse's mouth literally dropped open. I didn't wait for him to gather his wits before continuing.
"I mean, let's face it. I want to fuck you, and I'm pretty sure you want to fuck me. You do want to fuck me, don't you?"
He looked away, exasperated that he was being pinned down like that. "Okay, fine. Yes, I want to fuck you, Mom, but that doesn't mean I should do it. Or that I want to do it in front of these freaked up fuckers."
"Honey, I know this isn't the best time or place, but I really want you inside me. I've been thinking about you every night." I moved closer, my spit and cum spattered belly touching his. "I think about wrapping my wet pussy around your hard cock and making love to you. Making you feel so good. I want to cum on your cock, Jesse. I know that's not something a mother should ever say, but I can't help it."
"Fuck, Mom," he growled in frustration at my words and the closeness of my naked body. His stiff cock pressed against my hip. I sensed that he wanted to kiss me, but was holding back. "Can't we just do all that at home?"
"We could," I grazed an erect nipple over his chest, "but if we do what we both want to do here, we don't have to bother with that damned webcam anymore. We'd be practically all paid up, and we could get respectable jobs. We could suck and fuck each other just because we wanted to, not because we had to do it to make money. That sounds nice, doesn't it?"
His hand slid up my back. My son looked into my eyes, struggling with his dilemma. I knew better than to speak and instead pressed my body tighter against his.
"God, Mom, I want to fuck you so bad."
"And you can, honey. Right now. You can fuck me right here, if that's what you want. Mommy wants you deep inside her cunt."
That must have been the final straw. Jesse kissed me hard on the lips, not even caring that there was still some of his own cum lingering there. He took my hand and we walked back to our spot in front of PowerCouple69. Cherie stopped sucking Keith's cock and looked up with gleeful expectation.
Jesse cleared his throat. "Throw in our phone bill and you have a deal."
"Ha! You drive a hard bargain, son." He looked down at Cherie with her face in his lap. "I don't know, dear, this is getting expensive."
Instead of saying anything, she dipped her head down kissed his balls and looked up at him, her eyes shining with pure desire.
"Tell you what, stud, I'll meet your price, but for that much money you have fuck my wife when you're done with your mom."
Jesse looked at me with the hopeful expression he always got when he wanted something but was sure I'd say no.
"Would you like to fuck Mrs. Sheppard, Jesse?" I asked, doing all I could not to let the envy leak into my tone. I wrapped my hand around his hard shaft. "Do you want to put this in Jeremy's mom?" I knew Cherie would love hearing it phrased that way. "She misses her son's cock and needs yours inside that beautiful bald cunt of hers."
"Yeah, of course I want to," he said to me, trying to keep his voice low but I was sure they could easily hear him. "But what about you? Are you okay with that? I mean, right in front of you and all?"
I gave a little shrug that said it wouldn't bother me as much as I knew it probably would, and kissed him. "As long as I get you first, I'm okay with whatever you want to do." I squeezed his cock lovingly to reassure him. I had been telling the truth when I said I wanted to fuck him, but it was just as true that I really wanted that money.
He took one more look at those amazing breasts, those toned thighs, and the mystery of an unconquered pussy barely hidden by that tiny scrap of a g-string. He licked his lips nervously and nodded. "Fuck it. If you don't care, then I'll definitely hit that."
I knew it was nothing more than boyhood lust driving him. All I could do was hope that there was more behind his desire when it came to me. That little knot in my stomach was there because I was worried that once he'd had her, why would he want my broken down old ass? It wasn't like Cherie was a perfect Playboy model, but given the choice between the two of us any guy with at least one working eye would pick her. But, there was nothing I could do about it. I was what I was, in the body God gave me, and that's all there was to it.
"This is going to be so much fun!" Cherie squealed in her happier than thou way that she had. She pulled down her alleged panties, finally exposing that bald cunt I had alluded to earlier. As expected, it was as elegant as the rest of her. It looked like a team of specialists had been at work waxing, smoothing and primping her pussy to be camera ready at a moment's notice. Her vulva practically glowed. For the first time in my life I honestly regretted not having a cock.
"Ready for this?" I asked Jesse and gave him a couple strokes, once again impressed by his staying power.
"Only one way to find out." He had a hungry look about him that I was confident was all for me.
"I don't know which way I want you," Cherie chirped. She checked with Keith.
"Whatever you want, babe."
"Let's start with Darlene on her back, head up towards us...yes, just like that. Okay, Jesse you get down on top of your mom, but hold yourself up so we can see down between you and watch your cock going in and out of your mother's pussy."
I was hoping Cherie wouldn't spook Jesse talking like that, but he did as she instructed and laid his body atop mine, lifting himself and locking his arms. I loved the way his triceps bulged in that position. My strong, handsome boy. This was the moment I'd been fantasizing about for weeks. I made an effort to calm myself and make sure I was in the moment. I wanted to experience every bit of this and know it was real.
"I guess I've been wanting to do this for a long time," Jesse said, hovering over me, the tip of his cock brushing the inside of my thigh. "I hated that I kept thinking about fucking my own mom, but I couldn't stop. I'm sorry about the way I treated you because I was angry about how fucked up I thought I was. I know I treated you like shit, and--"
"Jesse," I interrupted, "it's okay. We don't have to apologize. Just stop talking and fuck me."
He hesitated for a moment longer, his eyes looking into mine.
"I love you, Mom." With that, and the slightest forward shift of his hips, he was inside me.
My son's cock was in my pussy. I was fucking my own son. My baby boy that I had raised, cared for, and worried over. The same little guy I had played Candy Land with, cooked for, and spanked for being naughty. He was all grown up now. He was a man. He was a man with a fantastic cock that was moving deeper inside me one slow agonizing inch at a time. He was a man who honestly loved me in a way that no one else ever could.
Nothing else existed. My entire world became nothing more than my son's body and my own. His cock and my pussy. His rock-hard cock inside my achingly wet pussy. I hooked my ankles around his legs and tightened my inner muscles, trying to draw him in faster. I wanted to possess the whole of him, take him in, envelope and absorb him. I'd never known this kind of sublime torture with any other man. Not even his daddy.
"All the way in, Jesse," I gasped despite myself. "I want it all. Everything."
He sadistically maintained his glacial pace, entering me by tiny degrees, feeling his way past every contour of my inner embrace. The carnal euphoria his cock evoked throughout my body threatened to overwhelm me. I reminded myself to breathe as I felt another inch of my son filling me. This was so wrong. So exquisitely, sinfully wrong. And so fucking incredible that I couldn't understand why all mothers didn't do it. Every mother deserved to know the supreme pleasure of taking her son inside her once again. Back into the place where his life in this world began. The first time it was pain and struggle, but now it was nothing but pleasure and adoring acceptance.
Jesse pushed himself into me as far as he could go. I grabbed his ass and held him tight between my legs.
"Oh, that's nice," I moaned, clutching at his manhood with my cunt muscles.
"This is so weird," Jesse whispered above me. "In a good way. I can't believe we're doing this." He pressed into me, flexing his cock within my intimate grip. "It's different from when I fucked other girls before. Your pussy feels amazing, Mom."
I wanted to cry and scream and laugh all at the same time. "It's your pussy now, Jesse. Whenever you want it. This is where your cock belongs. Here inside Mommy's pussy."
His hips began moving in small circles. His cock shifted inside me. Even just those subtle motions would be enough to make me cum. But I wanted more. And so did my son.
"Fuck me, Jesse. Fuck me the way you always wanted to."
He pulled back and pushed himself softly back in. The next thrust was a little harder, and the third even more so. His body was urging him to take me with all the denied passion that had been building over the years.
"That's it, Jesse, fuck me. It's your pussy. Fuck it as hard as you want."
He took this to heart and stopped holding back. He pulled most of the way out and rammed himself deep. Oh God, it was too good to fully wrap my head around all at once. My boy's cock was better than anything I'd ever known. He pulled out in another long stroke, then rammed home again. My whole body jolted with the shock. I can't express how happy I was that my son knew how to fuck like a man. I was in no mood to make love, I wanted to be taken hard and ravaged. I dug my fingernails into the soft flesh of his ass, spurring him on.
"You like that, Mom?" He asked as he aggressively sunk himself into me again. "You like getting fucked like this?"
"Yes, Jesse. This is how I want you to fuck me. Don't stop..."
I knew there was no chance that he would stop, but I needed him to know how much I wanted this. I didn't want him thinking I was only doing this for the money. It was important for me that he understood that I would have been this way with him even if there was nothing else to be gained. I meant it when I said my pussy belonged to him. My whole body was his. My whole self. My son owned me.
"I always knew how much of a slut you were, Mom." His punishing thrusts came faster. "I knew how you went to bars. Fucked guys in back seats of cars. Sucked them off in the men's room or a back alley." He was hurting me with his angry thrusts, but no more than I deserved. "I knew that about you, and I hated you for it."
"I'm sorry, Jesse," I said through the pain. "No matter what bad things I did, I still loved you."
"You'd come home drunk...pass out somewhere...," he grabbed a fistful of my hair, "sometimes your tits would be falling out...or your pants were halfway down."
"I'm sorry..."
The sound of his flesh pounding against mine became louder as he went on.
"My cock would get so hard when I'd see you like that...you have no idea, Mom." His sweat dripped down onto my face and chest, mingling with the drying cum he'd covered me with earlier. "I'd jerk off to your tits...I would pull your panties down and look at your hairy pussy...sometimes I could see cum leaking out from the last guy you just fucked."
I didn't want to hear this, but I had to let him get it out. "I'm so, so sorry..."
"I put my fingers inside you, Mom. I did that...and I fucking got off on it. I came so fucking hard, Mom. What kind of sick fuck does that to his own mother?"
"It's okay, honey...it's not your fault...I'm sorry..."
I wanted to hug him and cry with him and make it all better for him.
"I hated myself for doing that." He was breathing hard, but he wasn't letting up fucking me rough and fast. "But then I started wanting you to come home drunk...I wanted you to pass out so I could touch your tits...and smell your pussy...and finger fuck you while I jacked off."
I didn't know how much more I could take. Despite the pain he was inflicting, I felt myself building toward orgasm. I wrapped my legs tighter around my son and held on.
"That doesn't matter now, Jesse." I was barely able to speak. "It's okay now..."
"I took pictures, Mom," he confessed, his voice tight and filled with self-loathing. "I spread you open and took pictures of your cunt while you were passed out. I jerk off to those pictures every fucking night."
"It's okay, I forgive you, Jesse. We both did a lot of bad things, but now we can forgive each other. I love you, Jesse. I love you so fucking much."
"I wanted to fuck you, Mom. I wanted to so bad, but I never did. I could have, but I didn't. I wanted it to be my cum inside you instead of some stranger's."
"But now you are fucking me, sweetheart. You're fucking me so hard. You're inside me and I can feel your cock."
"I'm sorry, Mom. I'm sorry for all the bad shit I did to you..."
I was going to have rug burns on my shoulder blades the next day, but I didn't care.
"I want you to cum inside me, Jesse. Is that what you want?"
He opened his eyes and looked down at me. I hoped he could see the love, and forgiveness and acceptance in my face. His jaw relaxed. His brow became smooth. He took a gasping breathe, as if coming up for air after being submerged for too long.
"Yes," he whispered.
My heart was full to bursting.
"Then do it. Cum inside me, Jesse. Cum in my pussy. Fill Mommy's cunt with your cum."
His face twisted in a sudden grimace of ecstasy. He slammed his cock into me and released all his frustration, anger, guilt and shame deep into my womb. I accepted all of this from him with the kind of unconditional love I could have for no other person in this world. Ours was a primal act of atonement more than it was one of sexual union. Nonetheless, there was no denying the orgasm I was having in that same moment was more powerful than any I'd ever experienced.
Jesse continued fucking me long after he had spent himself. I went on matching his thrusts, knowing I was only moments away from another crest. My second climax crashed over me, and I pushed on breathlessly toward a third.
"Make me cum again, Jesse," I pleaded, half because I wanted another and half because I wanted to make sure he knew how good he was making me feel with his cock.
He pushed all the way inside and fucked me without pulling back at all. It was phenomenal, and exactly what I needed in that moment. I came twice more like that, one directly on top of the other. I'd had multiple orgasms before, but never at the same time! I said a little prayer, asking that Jesse would want to keep fucking me after tonight was over.
I became aware of a panting series of screams building above my head. I twisted to see, only just remembering that we had an audience, and saw Cherie and Keith both slouched low in their leather seats. They were naked, sitting side by side, and masturbating wildly. Keith had a firm hold of his shaft with one hand, and was grasping his balls tightly in the other. He was beating off like a madman, his face bright red. Cherie's feet were planted flat on the floor, her legs spread wide, two fingers of one hand buried up her asshole, and three fingers of the other pounding away at her pussy.
Jesse kept his cock inside me -- it hadn't wilted in the least -- and we watched PowerCouple69 pleasure themselves in a reckless frenzy.
"Wow, look at her tits go," Jesse said.
"No kidding," I marveled along with him. "And it looks like Keith is going to crush his own balls to pulp."
Just as I said that, a jet of cum launched from the end of his cock and hit him in the face. He opened his mouth in hopes of catching the next spurt, but it fell short, landing in his graying chest hair. He licked his own semen from alongside his mouth as he pumped the rest of the cum from his balls, letting it spill down over his fist in a pearly stream. That's when Cherie hit her high point.
She was a screamer. Nothing was held back for modesty's sake. She fucked her fingers hard with both holes, humping her hips up into each downward thrust with vigorous energy. Her wailing cries filled the room, leaving no question that she was cumming. Cherie pulled her three fingers out and began rapidly slapping her pussy. She was aiming for her clit, and abused it mercilessly as she rode out the tail end of her intense orgasm. When she finally relaxed I was transfixed by how wet and swollen her pussy was. After everything I'd just done, how could I still be so fucking turned on?
"Jesse, I..." There was no need to finish what I was going to say. He felt me moving under him and began fucking me again. It only took a half a dozen long, slow strokes for me to cum again. This one felt different than the earlier ones; deep bass vibrations rumbling all through me. I pulled my son down against my chest, wanting his whole weight on top of me.
I'd just been through the most powerful experience of my life, and yet it didn't seem real. That house was a dream, those people were imagined, my boy's hard cock planted fast in my cum-filled cunt only a fantasy. I wasn't me. It wasn't my life. It couldn't be. Yes, I could be a slut at times, but this wasn't who I was. I wasn't the kind of person who would fuck my own son, my own flesh and blood, and do it in front of practical strangers for money. There was no way this was real. But somehow I knew it was. And I didn't want it any other way.
Jesse kissed my neck softly. "You okay, Mom?"
"More than okay." I kissed him back. "You?"
"I feel...light. Like we're floating." He found my lips with his. "I want to fuck you every day for the rest of my life."
Hearing that was even better than when he used to hold his arms wide and tell me he loved me "this" much. If I was being honest with myself, I was thinking the same thing as he was, even though I knew it couldn't last. He'd eventually grow tired of fucking his old mom and return to girls his own age. But, until then, getting fucked every day by my handsome son sounded just fine to me.