Big Fat Cock: Eight Orgasms

BIG FAT COCK: EIGHT ORGASMS

Summary: A wild night with mom and cheerleader Cherry.

Note 1: This is dedicated to the real Jeni who told me about this BIG FAT COCK... although her story wasn't told in the prior installments, and it isn't in this one either... but perhaps in a few more chapters. (This series is already very long, but I ain't done yet!)

Note 2: This is the tenth part in a lengthy series about a nerd's discovery of the power from having a BIG, FAT COCK can have.

Note 3: Thanks to Tex Beethoven for editing, and for his illustrations. Also, thank to Shuj for one last proofread.

Note 4: Unfortunately, Tex passed away at the end of October 2024. As such, the many suggestions at the end of this story mostly won't be illustrated (although even pics were made for a few chapters to have between 4-12 pics... so we will see).

Note 5: This was supposed to be a special 700^th story release, but was replaced with the illustrated Trans School. That said, this chapter will highlight the hottest conquests and moments of Kevin's sex life so far, tell a wild story of his mom and him having a wild night with a couple wicked surprises and then showcase all the potential future chapters.

Part 1 of the story, BIG FAT COCK: A Hot Mommy Seduced is a lengthy tale where Kevin learns from his divorced father, who has often been out of the family picture, that having a BIG FAT COCK makes a man irresistible to women. Kevin begins using this power on a few MILFs, and then he experiments more widely with his newfound power while he gears up to using it to seduce his ultimate fantasy conquest: his own mother.

Kevin's first-ever blowjob is from his dad's much younger girlfriend Portia while they're at a cabin next to a lake. Dad joins in, making it a spit-roast.

Kevin wants to keep his virginity, so for now he'll only fuck assholes. So his dad's girlfriend Portia is also his first ass fuck.

The Tuesday after arriving home (he got home on Sunday), Kevin pays an after-school visit to his neighbour who lives two doors down, Ms. Chan. She's confined to a wheelchair, and he's had a friendly relationship with her for years, bringing her groceries every Tuesday (including this time), and he's often done yard work for her. She's always struck him as being very insightful and wise, even though sex has never been a topic in their numerous conversations, which he's always found fascinating. She's one of the few people in his life who can not only keep up with him intellectually, but she frequently comes up with observations that he's never thought of, and she's the only person in the world he allows to call him 'Kevy'. But his dad has told him she loves giving blowjobs and drinking his cum in her coffee. When Kevin mentions this to Ms. Chan and asks whether she'd be inclined to perform such services for him, she's delighted to "help him become a man." And she somehow manages to suck his enormous dick and swallow his load without losing a shred of her innate dignity. Her status in his life soon expands from being his wise Life Coach, to now include the office of his hands-and-mouth-on Sexual Guru. And unlike Portia, who'd sucked his dick like a slut, her approach is far more dignified and worshipful.

A day or two later, following Ms. Chan's advice and her tip that his dad used to fuck his next-door neighbor regularly, during his lunchtime break from school Kevin approaches Mrs. Dieks while she's sunbathing in her backyard. Having far less respect for her than he does for Ms. Chan, Kevin has a few words with her, then whips out his dick and rudely offers it to her, threatening to offer it to someone else if she doesn't take advantage of his "generous" offer. She immediately gobbles it down. Their trite pillow talk boils down to Kevin bragging that his cock is even bigger than his dad's, and she agreeing that it's enormous.

After the blowjob, Mrs. Dieks asks Kevin to fuck her. Kevin has now decided to save his virginity for his mom, so he'll offer her anal, and she eagerly agrees. Still having absolutely no respect for the woman, he makes her beg for it. She strips naked, offers him her ass, and he sticks it in, planning to humiliate her regularly going forward.

After school one afternoon Kevin is feeling horny, so he drops by Ms. Chan's house for a blowjob. But when he lets himself in with his key, he finds a Muslim woman... naked except for her hijab and stockings... sitting on the kitchen table, with Ms. Chan between her legs. Introductions are made... and the woman is delighted to meet Kevin, since Ms. Chan has already told her about his huge dick. She tells him to whip it out, he does, and soon she's sucking it, while Ms. Chan watches delightedly.

Kevin learns that he should call the woman his sharmuta (which is Arabic for slut), but her female pets call her Mistress Aaleyah, and at the local university where ironically, she teaches Feminine Studies, she's addressed as Professor. When Ms. Chan informs Kevin his sharmuta's ass is ready for him, the woman fetches a small prayer rug, which she always uses whenever she's worshipping or being worshipped. He fucks her ass, while Ms. Chan films the action on her phone.

Kevin visits his across-the-street neighbour Mrs. Grady, while her minister husband is preaching in another city. His dad has told him that she and her daughter are two more of his sluts. Her daughter is currently away at college, but the mother confirms that they're both addicted to Mr. Walsh's big, fat cock, and mentions she's also having sex with Kevin's mother, and that his mom says she tastes particularly good. She was hoping he'd visit her, so she dressed for the occasion. Kevin decides to try some pussy eating for the first time (this early in the story he's still almost totally inexperienced sexually), so he strips and gets to it.

Then he decides to ass fuck her. "Just so you know," she says, "I'm a screamer, and I like it rough."

Another time when Kevin visits Ms. Chan, he arrives to find her fucking a woman named Mrs. Sinclair with a dildo she's wearing on her head. The elderly woman bluntly asks Kevin why he hasn't come to see her yet, now that he's "in the game." Soon she too is sucking his dick.

On the evening of Halloween, while Kevin and his mom are at home dressed as Superman and Supergirl, once they've finished answering the door to throngs of trick-or-treaters, it doesn't take Kevin much convincing to talk his mom into happily satisfying his week-long goal of having sex with her. They begin with a blowjob in the living room.

Then Kevin's mom takes him upstairs to her... no, now their bedroom going forward... where she takes his virginity (since oral and anal don't count)... although she changes into some crotchless pantyhose for this special event, knowing his fetish for nylons.

Part 2, BIG FAT COCK: Anal Mommy has Kevin taking his mother's last forbidden hole the next morning, while having some fun with some kinky roleplaying. Kevin also learns more about his mother's slutty past, which sets up Kevin's plan to give his sexual mentor and talented cock sucker Ms. Chan a special gift... his cock in her other two holes... aided and abetted by his mom.

Ignoring that it's no longer Halloween, they use whatever clothes are on hand to roleplay slutty versions of Harry Potter and Hermione, while Kevin fucks his mom in the ass for the first time.

Kevin's mom takes him to an adult store across town, introduces him to her Mistress from back when they were in high school Katie, who now owns four adult stores, and makes even more money than his mom does as a successful attorney. Katie takes them into a cum-stained room with a glory hole on each of two opposite walls, a large TV screen on another wall, and a bench near the fourth. The two women regale Kevin with tales of their previous sexcapades, then Katie... who has enormous boobs... even bigger than Kevin's head... strips and rides him cowgirl.

Kevin orders his newest slut to stand up, bend over, and offer him her ass. Resting her hands on the bench, she complies willingly, and he fucks his sixth ass.

Part 3, BIG FAT COCK: Double Penetration Fun has Kevin, with the help of his submissive mother, giving his paraplegic sexual advisor an amazing sex-filled birthday.

First he gives his mom a cream pie for his sex mentor to eat.

Then after Kevin cums inside his mom before pulling out and giving her clit one last squirt, he backs away, giving Ms. Chan enough clearance to wolf down her birthday breakfast... his cream pie.

In school that day, Kevin is fascinated by the pretty and super-brainy Heather. But in spite of the confidence... and even occasional arrogance... he's been exercising during the past couple of weeks, there's something about this girl that's incredibly attractive but also formidable somehow, and he's too shy even to speak to her.

Early that evening Kevin and his mom pay another visit to Ms. Chan, and this time they take her into her bedroom and spend some serious naked time with her. Best birthday of her life!

Kevin fucks Ms. Chan, while his mom cheers them on.

Then wearing a strap-on, Mrs. Walsh watches the Asian sex-and-life guru get ass fucked by Kevin before she eventually joins in and they double penetrate the beauty.

Part 4, BIG FAT COCK: Dumb Cheerleader has Kevin feeling a little insecure about scoring a girl on his own (meaning someone his dad hasn't fucked first). After a lengthy discussion with his guru Ms. Chan, he summons enough confidence to use his BFC to seduce and dominate a hot ash blonde.

Cheerleader Amber comes to the Walsh home so Kevin can tutor her in Geometry. But the tutoring is set aside when Kevin brags about the size of his cock, and she demands that he prove he's not lying. Once she sees the evidence, he arrogantly demands to see her tits, and then topless, she starts sucking Exhibit A.

Kevin guesses correctly that she's wondering what his monster would feel like inside her pussy... no, in her cunt... which is allowed now since he's fucked his mom, so she eagerly gets to her feet and bends over, and she gets stuffed like never before.

Part 5, BIG FAT COCK: Eating Asian has Kevin meeting Ms. Chan's niece who's visiting her from Japan, with whom he not only practices his oral skills, but he also takes her virginity after she begs him to. That night at the niece's hotel, he dines on three Japanese pussies, then he fucks the three Asian beauties, thus consummating his first foursome.

First in Ms. Chan's living room he offers to eat her pussy, which she finds amazing. According to her, Japanese men are normally even more piglike and entitled than American men. Ms. Chan instructs the two to strip completely, and then she gives 'Kevy' step-by-step instructions on how to be a first-rate cunnilinguist... including tips on artistically fingering the girl

Kevin is astounded when... right after she cums... the virginal Annie demands that he fuck her. When he questions her decision, Ms. Chan explains that until now she's likely only been with selfish, demanding men with tiny cocks, who've treated her badly. Annie agrees this is the case, so Kevin agrees to do her. As he climbs onto the couch (and onto Annie), Chan remonstrates, "And don't you dare come before she does!" Kevin replies that a lovely lady like Annie deserves the very best he has to offer.

Annie (her Japanese name is Ainu) invites Kevin to join her and her 'colleagues' that night at their hotel... they're all traveling companions 'with benefits' for some ultra-rich Japanese businessmen with tiny cocks and entitled attitudes, who all favour full bushes... and Kevin accepts with great pleasure. Early that evening she texts him the address to a room in the fanciest hotel in the Metropolitan area. When he arrives, Annie, Emi and Katana welcome him enthusiastically into their opulent suite.

Annie's colleagues/intimate friends are excited by what she's told them about Kevin's BFC, so they waste no time in stripping him below the waist, and soon Annie's companions are giving him a double blowjob.

Everyone strips, then after sitting on Kevin's face for a while, Katana hops back onto his cock and rides him till she has an orgasm. Meanwhile Emi licks Annie's pussy.

Once Katana and Annie both cum, Kevin requires the girls to get on their hands and knees, and he fucks all three of them for a while... ten strokes each before switching, then five for a while, and other variations subsequently. In short, the sex-filled night continues until daylight the next morning.

Part 6 BIG FAT COCK: Ebony Sinners. After a morning wake-up blowjob and fucking from his mom, Kevin engages in two wicked encounters while they're at church. First, a rendezvous as the service starts, with one of his pets in the preacher's office... the Minister's wife Mrs. Grady... and then after Mrs. Grady has revealed the identities of a few of her bisexual churchgoing pets, he's surprised to be called back into the same office for an anal encounter with the eighty-year-old black choir leader Mrs. Baker.

Part 7 BIG FAT COCK: Educating Mrs. Walker. Kevin seduces and fucks a teacher in her home when he's supposed to be there just to tutor her asshole son Ben. He also fucks the son's girlfriend Maggie, thus cucking him by fucking both Ben's mother and his girlfriend. (Mrs. Walker invites Kevin to call her Jasmine, so for now I will too, since in real life, she and I are very close.)

First, after the tutoring is done and Ben goes off to visit Maggie, Kevin checks out Jasmine's laptop and learns that she's his favourite writer silkstockingslover. Emboldened by his discovery, he then strolls into her laundry room almost naked, breaks the ice by telling her he knows she's Mrs. Grady's submissive pet and that she's silkstockingslover, but he also freely admits that he's fucking his own mom, and that her Mistress Mrs. Grady is his submissive pet. Perhaps surprisingly, they instantly agree they can now trust each other with all their secrets. They briefly discuss her stories... he tells her he's a big fan... and then she submissively drops to her knees and gives him a blowjob.

They next start fucking, but after a while Ben and his girlfriend Maggie come in and catch them. Ben gets upset and angry, but Maggie is delighted. At first Jasmine is startled, but Kevin just continues fucking her.

Jasmine interrogates Maggie and Ben, and learns to her horror that he's never gone down on his girlfriend, he's even called the taste of her pussy disgusting, and he's never... ever... even made her cum! She orders Ben to strip, then asks him why he's so hard. (He doesn't know.) She invites Maggie to give Kevin a blowjob. Maggie is happy to comply, and Jasmine coaches her, while Ben weeps.