The next time she dipped onto his rod, Leroy did not need to press her face down onto him, or jerk her around roughly by her shoulder-length hair. She slurped the girth and length of his monster herself, her head springing from top to bottom enthusiastically of her own accord. Between the moments she was vigorously sucking on his cock, she would pull away for a second, grabbing his shaft in one of her hands and dragging her tongue against his length slowly. Leroy groaned in pleasure, losing himself in the moment each time she teased him so purposefully. Ben saw her twist her head back in his direction. She reached back to him and scratched his chin gently.
"Baby, you're doing a good job okay? Just a little more," she said, smiling a little this time.
Ben only nodded, and pressed his tongue against her ass slightly harder. He noticed that he had quelled the red swelling that Leroy's indiscriminate prodding had caused with his gentle swirls, and congratulated himself on this small victory. He continued, circling his tongue and his natural lubricant on his mother's small ring. As the minutes bore on, Ben found himself slowly becoming more inquisitive. His tongue prodded a little harder into Helen's rosebud, and he felt his tongue push past her sphincter. He felt his mother's butt clench up instinctively, before it slowly loosened and welcomed his intrusion gracefully.
Slowly, he began lubricating inside her, his tongue negotiating for more space inside this incredibly tight space. Suddenly, felt a hand on his head again. He opened his eyes, expecting to see Leroy or Reggie harassing him again, but it was neither of them. Helen's hand had reached around, and embedded its fingers in his thick hair. He felt her tug at him, pulling him in closer and harder. Surprised, Ben acquiesced and his nose pressed into her rear as his tongue slowly slid into her ass.
"Damn Leroy, kid's really into it," Reggie exclaimed, noticing them.
Ben instinctively retracted his tongue, blushing. Immediately, Helen pulled off Leroy's cock and turned around.
"Don't stop now baby, you were doing real good. Forget them, just think about me, okay Ben?" she said, as softly as she could.
In her hand, Helen continue stroking Leroy's girth until she saw and felt her son's tongue snake slowly back into her. She closed her eyes, and exhaled, relaxing her ass and feeling Ben penetrate her even deeper with his tongue.
"Good boy," she whispered to herself.
Her head spun with thoughts – thoughts about how depravedly selfish she had to be to ask her son to loosen her asshole so a gangster could fuck her in it, but she tried not to linger on it. Each time she turned around to give her son a caring look, she wondered what was going through his head – did he hate her, or was he secretly enjoying himself? As much as she wanted their ordeal to come to an end, a side of her, a darker side was slowly beginning to find a taboo sense of arousal from the novelty of the situation she found herself in. After all, she wasn't the one who put her son in this situation – not directly anyway.
~
Leroy and Reggie continued taking turns having their cocks sucked off by Helen, as Ben tongue-fucked his mother and slicked her tight ass the best he could. After some minutes, Leroy stood up, and lifted Helen to her feet. A line of saliva from Ben's mouth to Helen's ass trailed off for a considerable length before it broke.
He bent Helen over the table, her pussy just inches from Ben's face and positioned his cock at her asshole.
"Hope for your Momma's sake you did a good job kid," he said.
He placed the head of his cock onto her asshole, and then pressed the first inch into her. Helen's fingers scratched at the table at first, but the head of his cock slid quite easily this time. Ben watched as slowly, inch by inch the thick, veiny black snake was swallowed into the tight little asshole of his mother. How could anything so large fit in such an incredibly confined space, much less feel good for the receiv-
"Oh fuck yes," Helen moaned.
Ben closed his eyes. For the next few minutes, Leroy pumped his thick black cock into Helen's small ass inches from his face, thrusting and heaving as the table shuddered underneath her. When Leroy began plunging into her with all the force he could muster, Helen began crying and moaning in ecstasy. Suddenly, Ben felt a warm hand reach down and tug at his hair.
From above, he heard his mother trying to whisper between her moans.
"Baby, lick me, please – lick me, eat me," she began begging, her finger pulling him toward her sex.
Ben's cock began throbbing as he listened to his mother begging for his tongue again, while her ass was being pounded hard and fast by Leroy, just inches away. Quickly, Ben arched his back and pressed his lips onto her glistening, dripping cunt. Her taste, mixed with the men's pre-cum and her sweat overwhelmed him at first, but she held him firmly in place.
"P-please, mmmgh, oh, please baby," she quivered, her legs shuddering.
Ben opened his mouth and let her taste engulf his senses. He tasted every inch of her dripping cunt as it jerked violently against his tongue, Leroy still thumping into her asshole at an incredible rate. As Ben's tongue and lips made out with her slit, his mother's grip on his head tightened and pulled him in more aggressively onto her cunt. His nose smothered her clit as he hungrily lapped at her vagina, his cock throbbing so hard now that it began to hurt.
Each time he reached down to massage it a little, his handcuffs clanked and he was reminded of his powerlessness. Reggie switched places with Leroy, and as he began pressing his enormous girth into her, Ben could feel Helen tense up. Her hand reached down to Ben's cheek and caressed it gently as he continued to dutifully tongue her lips, pressing his tongue into her between swirling motions and tasting the insides of her cunt.
"Mmh, mmh, that's it," she moaned softly as Reggie finally fit the length of his thick shaft into her.
~
Ben couldn't tell how much time had passed, but he could tell his neck was beginning to ache – craned backwards trying to please his mother's pussy as she serviced the two thugs non-stop, each of them taking their turns pumping and groaning with their shafts in her asshole.
"Mmh, girl I hope you're ready for this fuckin load," Reggie announced, his thrusts slowing into hard, singular thrusts.
Helen let out a moan when Reggie's first spurt of cum filled her asshole. He kept thrusting into her, and jolt after jolt of his pent-up semen filled her ass. Dribbles began to slowly leak out of it as he continued to slowly thrust into her, his cock sliding easily, now lubricated with his own cum. When he finally pulled out, Helen's gaping hole spilled a torrent of his cum onto the ground, splattering on both her and her son's legs. Ben recoiled instinctively, but watched as cum continued to drip from his mother's asshole like a never-ending fountain.
"I'm fucking beat, that was the best ass I've ever been in Leroy," Reggie exclaimed, and fell into the living room sofa, spent.
Leroy who was standing nearby, stroking his cock as he watched Helen's drip the last of Reggie's seed onto the ground, dipped his head under the table and gave Ben a sly smile.
"Well, well – you seen this Helen? We've all given your kid a fucking massive hard-on – he's packing a pretty decent cock too isn't he?" he smiled.
Helen was too exhausted to answer, her gaping asshole still breathing as she lay on the dining table, heaving.
"Aching to fuck, are you kid? I could give you something to fuck, y'know."
Ben's eyes widened, but without response. Unfortunately, his cock twitched visibly, giving Leroy the response he needed.
"Reggie, undo them handcuffs – I gotta' feeling our boy's gonna behave now," Leroy smiled.
"Leroy, you sure about that? What the fuck is going on here?" Reggie asked, worried.
"Nigga, just undo the damn handcuffs," Leroy muttered.
Reggie grabbed his handgun, and undid the handcuffs on Ben's wrists. Ben shifted away from under his mother, and slowly stood up. Helen woke from her stupor, and got off the table.
"W-what's going on – Ben, are you alright? What are they doing? Leroy he's been nothing but a good boy today, don't hurt him, please," she rattled off, still slightly disoriented.
"I ain't gonna hurt him, but you might wanna' just stay bent-over on that table," Leroy smiled.
"W-what's going on?"
Leroy placed his hand on Ben's shoulder, and pointed to his mother's ass.
"See that kid, is that what you want to fuck?"
Ben stood silent, his lips pursed but his cock throbbing as he watched his mother's eyes widen.
"LEROY, Leroy, that's my son – that's my f-"
"Yeah your son, your son – weren't you just begging him to eat your cunt out, you fucking slut?" Leroy spat.
"B-Ben, d-d'you really want this? I-It wouldn't be right," Helen whispered, turning to her son.
Ben sputtered something incoherent, but he saw his mother's eyes focus on his cock, and how hard it had become.
"Enough bullshit, the kid clearly wants it," Leroy said, nudging Ben towards his mother, "Don't make me have to stick his dick in you Helen."
"Baby, w-why – are you sure about this? I-I'm your mother, all that before... All that w-wasn't – it wasn't this," she said, concernedly shooting a look at his cock standing at attention, "I'm your mother, please."
Ashamed, Ben began to back away, but Leroy blocked his path.
"I don't give a fuck – I wanna see this shit," Leroy snickered.
"C'mon man, bust yo' nut and lets bounce, what the fuck is up with you?" Reggie asked, concerned.
"I wanna see them fuck Reg. I don't want no cop-calling, snitch-ass shit when we leave – they gonna' seal the deal and they ain't never gonna' want to tell nobody what the fuck happened here tonight, ain't that right Helen?" Leroy said, grabbing her chin and lowering his face an inch from hers.
Helen nodded her head slowly. Pleased, Leroy gave her a kiss and then looked at Ben.
Ben's head spun as he contemplated what he was about to do, but he knew he had little choice. Once Leroy had made his mind up, he saw little reason in arguing with the tall, hulking man who seemed ready to resort to violence every time things didn't go his way. What confused Ben was his eagerness, and his concurrent lack of it – he knew what he was about to do was wrong – the thought of it made him sick, but it was almost like the cock between his legs had its own agenda, its own way of making everything feel right. Another voice in his head, far stronger than his moral compass begged him to bury his cock inside his mother. Fucking her, wouldn't that be the hottest thing in the world? He spent the last hour or more, watching strangers fuck her silly, and she loved it – she loved every inch of their cocks, as much as she pretended to resist them. She was an escort, she would love his cock too – she was trained to love cocks. She'd love her son's cock.
Ben slowly approached his mother. As Ben came up to her she sat on the table, and hoisted her legs up onto it, spreading them wide open. She caressed her pussy slowly and couldn't help but smile shyly as her son approached her tentatively. Ben, gripping his shaft and positioned it just an inch from his mother's cunt. Even then, he could already feel her heat emanating from it, burning against the head of his cock.
"Don't be scared baby, just push it in me," Helen whispered, and placed her hands on his shoulders.
Ben nodded, and taking a deep breath pressed the head of his cock onto her pussy. For Ben, it felt like a jolt of electricity – it shot down his spine, and his stomach turned with excitement when he felt their skin touch. Helen closed her eyes, and threw her head back as Ben gently began pushing into her.
In the background, he heard Leroy cheering, mumbling some 'gangsta shit' and possibly even filming them on his camera phone, but in that moment all Ben could focus on was his mother. Everything around them turned into a hollow drum, and just for a while, it felt like time had slowed to a near-standstill. It was just him, and his mother, sharing the most intimate of moments as he pressed his throbbing, erect cock past her swollen, used lips and deep into her cunt.
"Ugh, oh yes baby, just like that," Helen moaned, her tits beginning to dance as Ben thrust into her.
His thrusts were interspersed, but they were forceful, and meaningful. With each thrust, Ben savoured the unbelievably erotic sensation of his mother's wet, burning mound closing in on him, taking him in, and then reluctantly letting him out before he repeated the process again, and again.
"I want you to ride your kid," Leroy interrupted.
"Ride him?"
"Yeah, like you ain't never ridden no one before – ride him bitch, because I've got some unfinished business with that ass of yours," Leroy said motioning them onto the dining table.
Helen watched as Ben pulled out, and then motioned for him to lie on the sturdy, wooden table. She climbed onto him, her ass facing Leroy. As she began bouncing on her son's cock, she felt Leroy' spread her cheeks and finger her asshole. Soon, he was pushing his cock back into her stretched, gaping asshole that didn't put up as much of a resistance as it did the first time, accommodating his shaft with ease. She felt a slight burn as he filled himself up to the hilt, and then began humping her buttocks like a sex-starved animal.
Helen moaned as she was filled completely, stuffed to the hilt in her ass, while her son's cock was driving through her pussy each time she thumped back down onto him. Ben's senses drank the scene in, watching his mother's tits bouncing wildly each time she jumped on his cock, as he listened to her continuous, erotic whine as Leroy violated her anally. She threw a lustful look over her shoulder occasionally, biting her bottom lip as she watched Leroy's pile-driving black cock plough her ass mercilessly, after which her eyes would return to Ben, shifting shyly but then smiling giddily to herself in utter ecstasy.
Leroy grabbed her by the hair, and began thumping into her harder and faster. Pulling her back roughly, he licked the side of her cheek as he pounded her, and she couldn't bounce on her son's cock anymore. She stayed in place, paralysed by his grip as he impaled her vigorously, his hips thrusting into her rear.
"You ready baby, you ready for this shit?" Leroy heaved in her ear, between pants.
"Mmh, give it to me Leroy, cum in my ass," she whispered back, her tongue dancing with his in a lustful, sideway kiss.
Leroy grunted, and buried his face in her hair as he began to cum, his hips quivering and thrusting as his balls began to empty themselves in her ass. His thick liquid shot up into her ass, painting her insides and filling her with a slushed cocktail of his cum. Helen whimpered, and then squealed as she felt his cock shoot its final bullets of seed deep inside her, before he pulled out. When he vacated, Helen could feel the incredible emptiness he left behind – and as sore as she was in her rear, she couldn't help but yearn to be filled again. As she slowly recovered, and returned to bouncing on her son's cock, she felt Leroy's cum begin to ooze slowly out of her swollen, gaping asshole, and trickle down her taint.
~
As his mother took back control, slowly returning to the bounce and thrust she had before Leroy stopped her, Ben felt Leroy's heated, oozing cum trickle down his shaft and balls. It mixed in with his sweat and his mother's wetness, and then pushed back into her cunt each time she enveloped his cock with her bounce. Her smile turned from a shy one to a sparkling one, her eyes filled with a naughty glitter as she worked his rod with the showmanship of an entertainer, grinding her hips and winding them from side to side each time she pulled him into her. Leaning down, and pressing her breasts into his chest she kissed him gently, first, and then enveloped his lips with hers, dragging her tongue across them.
As she kept working him with incredible stamina, she shared the most intimate of moments with Ben – gently caressing his hair as she looked dead into his eyes for the first time that night. She felt the shame of their encounter wash away slowly, and each time he filled her, she felt closer to her son than she ever had in her life. She felt Ben's hands slowly wrapped around her back, and he gently pushed her onto her side, and then onto her back as he climbed on top of her. Gently lifting her neck up towards him, he kissed her, hard – engulfing her lips in his as he took control, thrusting into her sex ardently and caressing her ample breasts with his other hand.
"I-I love you, Mom," he whispered in her ear, keeping his lips next to them, breathing into her hair as he kept thrusting into her, his cock now filling her to the hilt each time he pushed in.
Helen's eyes welled with emotion, and she quietly breathed in his ear.
"...I love you so much baby, I-I'm so sorry for everything that – that happened here tonight," she whispered back in his ear, scratching the back of his head.
Ben just kissed her cheek, his thrusts getting more spirited each time he felt her pussy throb with excitement.
"Finish in me darling, I want you to cum inside me," she whispered gently, her hands roaming his back desperately now as she felt his cock begin to churn with excitement.
"I-inside you? In your, uhm, your vagina?" Ben asked, still embarrassed to blurt that word out in front of his mother.
Her eyes smiled, "Yes silly, in my vagina."
Ben began thrusting quickly, and he watched, mesmerised as her beautiful bosom bounced in tandem with his thrusts. He pressed his face onto them, flicking his tongue around her erect tits as she kissed the top of his head over, and over again. As he began to peak, he latched his lips onto one of her tits and sucked on it, relishing the thin, salty taste of the sweat that glistened on her skin and made her look gloriously sensual.
"I'm, mmmgh, oh fuck," he groaned just before the first wave of cum spurt out of his pounding cock.
Helen squealed, reaching a sudden, unexpected climax on her own. She felt his cum fill her insides, and bathe her sopping cunt in his thick, sticky torrent of seed. In turn, her own body shook and her legs twisted over her son's hips and pulled him in, in an unexpectedly strong vice grip.
"Fuck, fuck, fuck, oh fuck," Helen panted, her head convulsing backwards as felt her pussy fill, and then throb against her son's cock, which itself churned and throbbed as it continued to spray her insides.
She grabbed him by his cheeks, and kissed him desperately again.
"I love you, I love you so much baby," she moaned, pressing her lips into a deep kiss, which he returned fervently.
Ben kissed her fully, tying tongue-knots with her as they slowly came to rest, his hips slowing to a complete stop, and her pussy now only gently ebbing against his slowly-deflating member. As their kiss came to an end, Ben rolled off onto the side of the table, exhausted. Helen looked around, and saw that Leroy and Reggie were gone.
~
When Ben woke up, he was still naked and drenched in sweat, but a white towel covered him from his hips to this thighs. He looked up, and saw his mother scrubbing at the floors and tidying the house. She had changed into a new nightgown, a partially sheer black one that dropped to her knees. She stood up, shifted some of the furniture back in place, and looked up to see Ben awake.
"Sweetie! You're up, finally," she smiled gently.
Ben tied the towel around his waist, swivelled off the table quickly and jumped to help her with the sofa she was about to shift back into place. She smiled gratefully.