Chapter Text
That first night Lorelai came back, Richard’s cock throbbed through all of dinner, bouncing every time his rebellious daughter opened that infamous little spitting mouth of hers to speak. God how he missed ramming his cock so far up her asshole he sometimes wondered if she could taste it in her throat.
When Emily declared dessert was to be served, Lorelai instantly locked fearful eyes with him - remembering their long held ritual and knowing exactly what would happen next. Richard licked his creme brulee spoon suggestively and waited for his Whore daughter to serve her duty.
“Thanks for dinner and dessert Mom. Dad and I need to go talk in his study for a while. Rory, please keep your grandmother company.” Lorelai said matter of factly. Only Richard could see her nipples hardening through her plunging silk top. He smiled wickedly. He loved seeing that her body had remembered his commands so well, all these years later.
“Everything ok?” Rory asked, her beautiful angelic face furrowed into a frown.
“I’m fine, kid! Just boring adult stuff we need to talk about.” Lorelai said, dancing a little and nervously shaking her hand away. Richard loved watching her squirm. She’d aged nicely. She looked much younger than his sister Catherine did at this age. Not wearing a bra like the Declared Whore that she is, he was delighted to note that her small but perfect breasts were still really perky.
“Oh Rory, these two have been taking off to their secret study talks after dinner for as long as I can remember. They won’t ever tell you what they talk about, I’ve learned to just let it be a Gilmore Mystery” Emily said, winking at their granddaughter.
Richard chuckled “Nothing either of you would enjoy, I’m sure.” Richard said, standing and adjusting his pants to hide his growing erection. He gestured for Lorelai to lead the way to his study and followed behind her.
Lorelai entered his study as he closed the door behind them. With practiced ease, she immediately flipped the center area rug up over itself to reveal a trap door in the floor. She pulled it open and stepped down inside, climbing down the small ladder to the basement below. Richard locked his study door, casually removed his jacket and tie, and tossed them on his study chair. He followed where Lorelai had climbed down onto the ladder, pulling the trap door closed over their heads and pulling on a string that would pull the area rug up top back over the trap door, hiding it just in case Emily found herself in the room looking for them. He turned toward his dungeon to take in the sight.
His beautiful 32 year old daughter was completely nude, kneeling on a red carpet with her legs wide apart, her head bowed down and her hands held tightly behind her back. Her breasts had not sagged much with time - they were still perky and high on her chest. Just as he had thought from his view in the dining room. Her nipples were a little larger and darker than he’d last seen them during the end of her teenage pregnancy. But her stomach was as flat as it was before she’d disobeyed Society’s orders and stopped her birth control. And he was delighted to see it wasn’t marked with a single stretch mark. Her thighs were still tight and small, her skin still ivory and well moisturized. After a long while of him admiring the similarities and changes since he’d last seen Lorelai, she broke protocol and lifted her rebellious gaze to him.
There’s where he most recognized his daughter. That familiar fire in her sea blue eyes, which burned like the hottest part of a searing flame.
Richard quickly reared back and backhanded her with a fierce slap across the face, his cock twitching with enjoyment.
“You know better, Lorelai.” He scolded, his voice booming in the small room. Lorelai returned her gaze to the floor and nodded, tears leaking out of her eyes onto her breasts. The moisture slowly lined itself down her cheek and neck toward her right nipple, hardening it even more in the cool damp air of the basement dungeon. Richard reached out and gently tugged it, twisting his daughter’s rigid areola in his fingers.
Lorelai moaned ever so slightly and Richard smiled. Although he had never been able to tame the rebelliousness out of her - he had trained her quite well with edging torture to the point that his gorgeous little teen girl regularly begged for her daddy to fuck her harder and deeper with his thick cock, or to suck it. She may have a genetic evil in her that doesn’t allow her to permanently stay his sex slave in exchange for proximity to his wealth and privilege, but he doubted she had ever been able to replicate the amount of pleasure her father had given to her pussy all those years ago. It was natural, according to the Society, that Society Whores never came harder than they did at the hands of their own fathers. They were biologically wired that way.
Richard undid his belt and let his pants drop to the floor. He gently tapped once on Lorelai’s right shoulder and she eagerly, immediately, lifted her face and opened her mouth wide for her father’s famously enormous Gilmore cock. His cock was something of a legend around Society circles. Of all the local Society members, only he and the current Chairman, Mitchum Huntzberger, had cocks certified as measuring the girth of a 5th of cognac.
Richard prodded his daughter’s face with the head of his giant cock around the opening of her Whore mouth, letting the thick tip push into her cheeks and lips, and smearing his hot precum onto her upper lip. Lorelai’s tongue jutted out and he smacked his wide cock head several times onto her wet waiting tongue. He shifted away and reached down to feel her small cunt with his large fingers. Sure enough, Lorelai’s pussy was already dripping in anticipation for a return to their daddy-daughter time.
“Mmmm” Richard moaned, feeling his daughters sticky thick vaginal juices. His cock jumped and he stood again, shoving it into his daughter’s waiting mouth. Lorelai held her frame rigid and her mouth wide open as her father roughly grabbed her head and forced his cock deep into her hungry throat. Lorelei submitted her mouth to her father as he reached down to pinch her nose, slowly inching his cock deeper and deeper into her gagging throat. Richard began to pick up speed, and face fucked his beautiful daughter, hard. He groaned at the returned feeling of a hot familial throat tightening around his massive cock and reached down to grip her by the throat, marveling at the sensation under his fingers of his cock moving inside the depths of her long and lovely Gilmore neck. The Society Whores just weren’t the same. He wasn’t sure if it was psychological and it was the taboo of the incestual practice that was such a turn on for him, or if the rebellious ladies of his family truly did have throats designed for their fathers, uncles, brothers and cousins exceptionally long and thick barrel cocks. His thoughts drifted back to the dining room upstairs as he wondered if he’d ever learn what it’s like to fuck a rebellious grandaughter’s angelic throat the way he was fucking her mother's right now.
Lorelai’s mouth leaked thick ropes of saliva down her chest as she gasped and gagged on her daddy's thick monster dick, her tits bounced with how hard her father was relentlessly pounding his cock into her face. She gagged and choked but never allowed her throat to close any more than her father’s cock allowed. She wanted to hate doing this, but honestly - a part of her, buried, and one she would NEVER admit to - did actually enjoy her father's enormous elephant cock compared with any other man she had been with. It tasted better than anyone else's. It hit parts of her inside no other cock ever could. She hated that in this respect, the Society might actually be right. Her holes did seem to be perfectly designed for her father’s monstrous cock.
Richard pulled his giant dick out of Loreleis mouth and slapped her with its length several times on her face, smearing saliva into her makeup and causing her mascara to run more than it already had from the tears she had shed gagging on her daddy's cock.
“You aren’t going to spit at me, my darling?” Richard asked, smearing the tip of his monster cock into her eye socket.
“No daddy.” Lorelai said, her tone childlike and sweet. Her pussy was so fucking wet. God how she missed all the perfect ways he fucked her. If it was only him she'd ever had to fuck, she would never have even dreamed of leaving Society. She could have sucked this perfect cock to the end of her days. It was all those others she couldn’t stand and had to get away from.
“Mmm, that’s a good girl.” Richard said, lifting his dick to slap her forehead again with it. “Stand up for daddy.” Richard said, moving a step back. Lorelai stood up, keeping her head bowed and her hands clasped behind her back. Richard slapped her perfect little breasts playfully, and tugged at her reddened nipples which were still dripping with ropes of her saliva and loads of his precum. Lorelai flushed red and shook a little. “Good girl” Richard praised, twisting them between his fat thumb and forefinger. Lorelai whimpered sweetly and Richard smiled, full of love for his spunky and tiresome but oh so fuckable long lost daughter.
Richard slowly reached out his hand to finger at the wet folds of his daughters slit. She moaned softly and he abruptly shoved 2 giant fingers into her pussy. Lorelai gasped, but otherwise did not move. Richard slowly finger fucked her, watching her face and enjoying seeing the pleasure she had missed of her father's touch, and then he lifted his hand to her mouth. Lorelai dutifully sucked her own juices off her fathers fingers as she had been taught years ago.
“Mmmm yes. I’m so proud of you for finally coming home where you belong.” Richard said, and returned his hand to her slippery little cunt and cupped his palm under it while swirling his thumb over her swollen clit.
Lorelai’s legs began shaking as her breath quickened. Richard pleasured his daughter's cunt with tempo and direction changing circles around her swollen nub until her eyes rolled back into her head. Then he lifted his hand to her mouth and Lorelai opened her lips and put out her tongue. Richard poured his daughter’s thick pussy juices that had collected in his palm into her mouth and then closed it by pressing up on her chin.
As she had been trained, Lorelai held the warm salty liquid in her mouth without swallowing. Her cheeks were bulging with the amount of musky sex liquid they were carrying. Richard had a sudden urge to claim every inch of her again and licked her jawline and tongued her ear and neck, licking along her hairline and onto her forehead. Lorelai moaned, her untouched cunt burning to be fucked by her daddy. Richard continued licking her face and began twisting her breasts and nipples in his free hand. She could feel his hard cock still slick with her saliva, pressing against her thigh and twitching.
Finally Richard moved his mouth to Lorelai’s lips and playfully licked them. He tapped her right shoulder and Lorelai opened her mouth, which was still full of her sex juices. Richard hungrily clamped his mouth over hers, tonguing his way into it and sucking her juices into his own mouth. The taste of his daughter was still so intoxicating. Lorelai’s tongue danced with her fathers as they tongue fucked inside her beautiful wet mouth. He swallowed their spit and sex juices and bit down on her bottom lip - hard. Lorelai cried out and lightly slapped his chest on reflex, and then immediately clamped her mouth shut, eyes wide with fear. Richard grinned darkly.
“Turn around” Richard commanded. Lorelai trembled with fear, eyes wide at her egregious mistake, but quickly turned, her hands finding the familiar old sex horse handles in front of her. She spread her legs wide and tried to solidify her stance, shaking a little but trying not to move.
Richard swiftly and without warning rammed his throbbing ogre cock directly into his daughter’s dry unready asshole. He shoved his entire girth and length deep inside without bothering to be gentle, one hand reaching around to grip her throat tightly while his other hand wrapped into the hair at the nape of her neck. Richard held his ordained whore of a daughter firmly, punishingly, fiercely, by the throat and pulled on her hair as he rammed his enormously thick cock in and out of her tight little dry asshole. Lorelai screamed from the pain of it, which only made him ram her ivory peach of an ass harder. She had no idea how much her acts of rebellion made his cock want to impale her, knowing it was righteous in whatever punishment it took to get her to submit.
They were both performing some of the most important duties they could to retain High Society. Lorelei was indeed fulfilling her highest aspiration, right this very moment. With her father's salami sized cock slamming the depths of her asshole, she was serving her highest purpose and contributing to their legacy of success. While Richard's most important life order was wealth acquisition, and he was quite skilled at it, he subscribed to the work hard play hard philosophy in life. He worked his ass off at the office, and here at home he enjoyed as God intended, his glorious daughter's fine specimen of a rebellious asshole, mouth, cunt, tits, face, you name it.
He had fucked every inch of her 13, 14, 15 & 16 year old body and although he missed some extremely prime fucking years, Loreleis tight body had stayed well maintained at 32. He would enjoy making her pay for each of those years. Maybe he would take her to the club and have her take one cock for each year he missed fucking her, to be serviced by her in unison. Let's see. That would be 16 cocks. He knew she could easily fit 2 in her cunt if it was him, or 3 other cocks if he wasn't inside it, maybe another 2 in her ass. 2 in her mouth if it wasn't Richard, 2 in each hand, 2 fucking her armpits with lube, 2 fucking her knee pits, 1 fucking her tits, and 1 fucking her pretty feet. Oh the sight that would be. Like a tentacle monster of the richest cocks in the world fucking every part of his daughter that a hard cock could fit.
Richard lunged his dry member higher inside her tight ass, feeling her organs slush and move around from his invasion. He let her neck and hair go and Lorelai immediately fell forward onto her stomach, coughing and gasping for breath. He waited a moment, enjoying the way her asshole tightened on his cock when she coughed. He lived having his dick up her ass when she puked too. So many sensations he missed enjoying with her that they could now enjoy again on nostalgic strolls down memory lane.
Richard popped his cock out of her dry and now slightly bloody asshole and plowed it straight into her tight dripping cunt. She groaned deep and low with pleasure at the return of the most glorious cock she had ever enjoyed. He pounded his daughter’s sopping wet pussy until his balls were dripping with her juices. He pulled out of her cunt and used his hand to scoop up her pussy juice and maneuvered a small handful of it into her still gaping asshole. Then he plowed his cock into her ass again, this time slick with her cunt juices.
Richard calmed himself and slowly fucked his daughter’s slick asshole, enjoying the different sensation of how it moved now that it was drenched in her vaginal fluids. He reached in front of her to paw at her little breasts, remembering how much he loved that they were just the right size for her father’s large hands to cover them completely.
Lorelai began flushing, as he remembered she did when she was about to cum, and Richard pulled his cock out of her ass and slapped her little whore cunt with his hand, hard. Lorelai moaned with pleasure and Richard slapped her cunt again before plowing his giant cock back into her asshole with a violent lurch. Richard pumped his fat rigid dick rhythmically, licking and kissing his baby girl's upper back as he reached around to thumb circles around her clit. Lorelai whimpered with pleasure and began shaking violently as she came again and again, four times in a row all over her daddy’s huge dick.
Richard was deep in his daughter’s slick little asshole and fucking her into oblivion through each and every long drawn out well trained wave of her cumming. After violently shaking with the last of her anal orgasms, his beautiful daughter went completely limp except for the occasional twitch. Richard slowly moved his cock in and out of her asshole for a few more minutes, it reminded him of when he had fucked her in her sleep in her elaborate canopy bed all those years ago. these fond family memories were really turning him on and he rammed his wine bottle cock inside her limp frame further, as deep inside her as he could, holding it there, watching her body do the thing it was biologically designed for - wrap around her daddy’s dick sucking it inside herself instinctively, until her father allows her body’s milking to be rewarded with his prestigious cum.
He reached down to where her face laid facing left, and pushed the dark silky hair away so he could gaze on her beautiful porcelain features. His gorgeous ivory skinned baby girl. Her asshole still tightened in orgasmic waves around his cock, as he kept it shoved as far into her colon as he could fit. The sensation of her contracting sphincter around his cock reminded him of the way her baby fist would wrap around his finger when she was an infant. It was a wonderfully soft but firm velvet grip. So adorable and lovely the bond they shared all their lives. His heart swelled with pride at the sight of his beautiful returned daughter, fucked into a stupor from the cock that created her and therefore, she was born to serve.
Richard gripped his only childs right ass cheek and Lorelai instinctively lifted her right leg onto the sex horse, giving her father a better angle to fuck the cunt he owned by birthright deeper. Richard thrust into his daughter’s tight little cum twitching ass harder and faster for a few minutes and finally pulled out quickly. Lorelai immediately got down and on her knees facing him as Richard slowly stroked his giant dick, keeping it cum ready.
As soon as she was in place, Richard shot his hot fatherly load onto his daughter’s face and into her open mouth, with drops of it going onto her eye. Lorelai waited until her father was finished cumming on her face and then quickly used her fingers to catch all of the cum and hungrily shovel it in her mouth. She swallowed and opened her mouth to show her daddy it was all gone. Richard smiled.
“Thank you daddy.” Lorelai said, smiling at him.
“You’re very welcome, sweetheart. I missed you.” Richard said. Lorelai smiled.
“I missed you too daddy.” She said,
“Oh I know you did.” Richard said, reaching down to violently grab at her still dripping cunt. Lorelai whimpered.
“R-Rory and Mom are waiting on us.” Lorelai said, whimpering at his touch. Richard chuckled.
“Ah yes, of course. Family duties.” Richard said, winking at her and reaching out to twist her hard nipple. “We can just resume next week. I had a wonderful time tonight, Lorelai.” He said, slapping her breast and moving away from her. “I'm very proud of what we accomplished tonight.”
“Me too daddy” Lorelai said.
They dressed and cleaned up in the small utility sink near the entrance and returned to say their goodnights to Rory and Emily before parting.