Librarian Finds Long Overdue Love Ch. 31

Story Info
Angelina and Lisa's Girls' Night Out.
7k words
4.38
2.1k
1

Part 31 of the 31 part series

Updated 01/02/2024
Created 04/10/2013
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
RVon
RVon
42 Followers

Middle-aged and bespectacled Angelina Lione may look the part of the prim, proper and sexually repressed, buttoned-up bibliotheca, but she's most definitely NOT your father's librarian -- at least not while in a lover's company. Blessed with a ravenous and unquenchable sexual appetite, Angelina's orgasms are so intense that she frequently faints during the throes of passion.

While never mistaken for a perfect 10 with her large brown eyes, tucked behind oversized, Diana Prince-style eyeglass lenses, Angelina still cuts quite the desirable figure, with a fetching face always perfectly and tastefully made up, and a sleek and shapely body. Her short, black hair, speckled with gray, was cut in a chic, wedge/pixie-style, puffed and piled on the top and curled forward around the ears. Angelina's attractive physical traits, however, always paled in comparison to her overwhelming sex appeal. Using her vast store of feminine wiles, Angelina negotiates about her lovers' hearts, minds and bodies as deftly as she navigates the Dewey Decimal System, manipulating infatuated men for her monetary and personal gain.

High maintenance and even higher fashion, Angelina always models the latest designer threads -- oftentimes accentuated by any one of her dozen pairs of high-heeled dress boots. Her sophisticated look even extends to smoking accessories. The haughty diva wouldn't dream of smoking a cigarette if it wasn't filtered through her long, black holder. More of a cigarette holder sucker and stroker than a smoker, Angelina seductively works the black shaft with her mouth, tongue and fingers as if it was a penis proxy; the effect that playing with the long, stiff holder has on would-be lovers is like snake charming. Under the sexy siren's magic spell, they're entirely at her mercy; powerless to resist the temptation to pleasure her -- as if they really would.

Angelina spent her 20s and 30s as a fully-committed member of the sexual revolution of the 1960s and '70s -- bedding dozens upon dozens of men. Only when she reached age 40 did her love life settle down -- for her anyway -- when the lusty librarian entered into a long term, nearly exclusive, torrid affair with the principal at her school, Harry Seymour, an older man who fed her fetish for cigar-smoking lovers. After the forbidden relationship unceremoniously ended six years later, Angelina found herself alone at a time when many of her peers had long since settled down into blissful domestic life. A prolonged romantic dry spell followed, until a former student unexpectedly burst into her life.

Twenty-two year old Tom Bailey had been in lust with Angelina for years, drawn in classic fetish fashion to the sexy librarian's stylish, high-heeled boots, seductive smoking and even her pretentious and snobbish personality. Over time, his feelings -- like his fetishes -- for the femme fatale only grew stronger, until he could no longer keep them to himself. The pair had just launched an intense, physical relationship when Harry re-entered her life. Unable to decide between the two romantic suitors, Angelina proposed a date-off -- or "fuck-off" -- as Tom bitterly described the arrangement.

Now, with her love life once again in full bloom, the amorous woman was in sex heaven -- reliving her youth, when men practically lined up around the block to date her. Preying on the men's sexual addiction to her, Angelina gleefully bounced between their beds for nearly a month, until Tom finally prevailed.

The love triangle finally broken, Angelina and Tom were finally free to embark on a committed, loving relationship. But the couple's path to long-term romantic harmony was lined with a phalanx of challenges -- not the least of which was familial. During their first fortnight together, Tom met Angelina's family -- and had been unnerved by her brutish and overprotective brother-in-law.

It was a couple months into their relationship before Tom worked up the nerve to introduce Angelina to his folks. The encounter set off a tremor that was bound to trigger aftershocks along the fault line of their courtship. The meeting with what turned out to be an old work adversary so unnerved Tom's mother, in fact, that she subsequently resumed a long dormant smoking habit.

That introduction went poorly enough, but how would Tom's college friends react to seeing him with a much older woman? What would be their impression of her? What would he see in her? Sure Angelina was attractive enough -- but she was an attractive older woman. Why would young Tom be interested in a 50 year old, when there were plenty of lovely ladies his own age available? And when they got a whiff of her pompous and bitchy personality, they'd really question what was in this relationship for Tom, and the age difference would be even more pronounced. The very real possibility existed that they'd disapprove of this affair, judging Tom a weirdo and mere boy toy to Angelina's dirty old woman.

Private by nature -- and especially embarrassed to confide in anyone about his smoking and boot fetishes -- how could Tom possibly explain to them that Angelina embodied all that he found physically alluring in a woman? How every time he saw the bitchy diva smoking from a cigarette holder or strutting about in a pair of delicious, high-heeled, knee-high leather boots it made his dick dance and pulsate with delight. Or that when he and this MILF-before-the-term-was-coined made love it brought him to heights of pleasure he never dreamed possible.

Finally after a year of "dating," the two became engaged. Six months later the improbably couple married. Still, their future seemed as romantically dysfunctional and clouded as their present. In part due to questions surrounding whether or not Angelina was capable of curbing her sexual enthusiasm.

For even while dating her confessed greatest lover, Harry, Angelina engaged in several dalliances with other men. Would the mere presence of a wedding ring on her finger be enough to stop a lifetime of promiscuity. It certainly didn't deter her at her bachelorette party. Certainly if she were to sustain a long and healthy marriage, such party-girl misbehavior would not be permissible. At long last, can this cougar finally change her stripes and commit to a monogamous relationship with someone, ideally, her young husband, Tom?

In the meantime, with Tom free to indulge in his lifelong fixation for women who smoked and wore high-heeled fashion boots, and Angelina able to satisfy her lust for sexual partners who smoked cigars, the May-December couple enjoyed a marriage made in fetish heaven.

-------------------------------------------------------------------------------------------------------------------------

April 30, 1989

"Phhuuwwweeeeet-Phheew!" wolf whistled Tom Bailey from the couch in his living room, as he spotted his wife descending the second-floor staircase of their modest home. "It's a good thing we're married, or I don't know that I'd let you leave the house dressed in that outfit. Actually, I'm not so crazy about this anyway."

Angelina Lione-Bailey flashed a toothy smile at her husband before pausing in front of the foyer's mirror to apply a fresh coat of red lipstick to her plump pouty mouth.

"Hey, isn't that the same dress you wore to the bar that night you came to see my band perform for the first time (see chapter 15)?" he asked.

"Close," Angelina said, down-screwing the cosmetic until the crimson shade disappeared into its tube. "That was Lisa's. I borrowed it from her for that occasion. But I liked it so much, I bought my own."

Angelina looked back into the mirror to re-check her stunning face, while Tom checked out her shapely body, adorned by a spaghetti strap, low-cut, tan tank top, hip-hugging blouse with frilly tassels that extended to just past a hemline that already rode exceedingly high up her waist. Further south, a pair of black leather knee-high, high-heeled boots covered her nylon-encased bare legs as if they were painted on.

"Hey, I noticed one of your favorite movies, 'Auntie Mame,' is on TV tonight," Tom said. "Why don't we stay in and watch it."

"No, thanks," Angelina said, nonchalantly, now brushing a translucent shade of powder on her cheeks.

"But I've never seen it and you're always trying to get me interested in classic flicks. This will be the perfect time."

"Not tonight, darrhhling."

"But..."

"No, darrhhling. I see what you're trying to do and it's not going to work. Besides, it's too late. Lisa will be here any minute to pick me up. Also, you have that new song to learn with your band tonight. C'mon, you didn't expect me to go out on girls' night like I'm dressed for Sunday services, did you?"

"No, but, I was just hoping you'd be a little more... you know, understated an conservative, that's all."

"You want me to feel beautiful and sexy, don't you?"

"Yeah, but I don't want you to advertise it to other guys. Could you at least wear your wedding and engagement rings?"

"I would, darrhhling, but I'm cleaning them tonight. Now, relax. I'm not going out to fool around. I'm going out to have fun. There's a difference."

"Well, at least promise me you won't talk to any strange men."

"We're going to a nightclub, darrhhlling. I can't make that promise. But who's to say any gentlemen would even want to approach me."

Fat chance of that, Tom thought, as he watched from behind as the MILF bent over at the waist to retrieve her handbag from the floor, the movement forcing the back of her already-short skirt halfway up her tight ass to expose her toned butt cheeks.

Angelina was being falsely modest to the point of absurdity. She knew very well that her outfit was designed to attract male attention. Even at 53, Angelina still turned heads. And in that dress and those boots, male heads may rotate a full 360 degrees.

"Tell you what, darrhhling," the sexpot said, lovingly wrapping her arms around her husband's neck and gazing with her smoky brown eyes into his sad-puppy face. "Tonight, after I come home, I'll give you the best fellatio ever. How's that sound?"

"Really?" Tom said, his mood perking like a dog who was expecting a treat.

"Really."

"Sure you won't be too tired?"

"Promise. And you better not be either because I won't be taking "no" for an answer."

"Cool. Verryy cool."

An instant later the doorbell rang. A suddenly-sunny Tom answered it. There on the front stoop stood Lisa, Angelina's niece. Practically a twin of her sexy aunt, the 25-year-old was dressed in the same skimpy outfit, complete with her own black stiletto boots. The only differences between the two were about 30 years and Lisa's puffed and teased '80s-style big hair -- a marked contrast to Angelina's short, pixie look.

"Ready for girls' night out, Aunt Ang?" Lisa asked, stepping her booted feet onto the welcome mat.

"Ready, darrhhling," Angelina answered excitedly, dropping the powder brush into her thin handbag before walking to the door.

"Just the two of you are going?" Tom asked Lisa, picking up his guitar case, as he followed the women out of the house.

"Yeah, mom's out of town with dad, and grandma's staying overnight at friends," said the Marisa Tomei lookalike.

"Oh, yeah, that's right. So, where're you going tonight?"

"I thought we'd try Scully's. That's pretty hot."

"That's what I'm worried about," Tom said under his breath. "Well, have fun."

"Bye, darrhling," Angelina said before blowing her husband a kiss, as she climbed into Lisa's orange Toyota Camry.

"No real kiss goodnight?" Tom asked forlornly, as the car sped off, leaving him alone in the driveway.

Ten minutes later, the glamour girls had settled into a table facing the dancefloor and were about to take their first sips of Cosmopolitan cocktails.

"Unless you have some cash on you, Aunt Ang, you'd better nurse that Cosmo," Lisa warned. "Thought I had more money on me, but Richie musta taken cash from my purse without telling me."

"Fear not, darrhhling," Angelina said with a sly smile, raising her glass as if to toast. "Drink up. You can have as many Cosmos as you want. For tonight, I'll teach you how to drink for free. Cheers."

Halfway across the crowded nightclub, her nephew, and Lisa's brother, Tony, and his colleague, Kenny, were standing and surveying the action.

"Hey, my sister's here?" Tony said, spotting Lisa sitting at her table.

"Where?" asked Kenny.

Tony pointed his index finger at the table.

"Your sister's like 50?" Kenny asked, before taking a swig from his longneck bottle of Budweiser.

"What? Who?" Tony asked.

"THAT woman is a year older than you?!"

"What the fuck are you talking about?"

Kenny grabbed his coworker by the shoulder and pulled him close to him, where Tony could now see his aunt, who -- from his previous vantage point -- had been obscured by two patrons who were standing in front of her.

"That's not my sister, that's my aunt, Angelina," said Tony, taking only a cursory look at the woman's face before moving back to his original spot on the floor.

"She's hot, man," Kenny said. "I really dig older chicks."

"Forget it. She's married. Besides, Aunt Ang is well-educated, sophisticated and classy. She's not your type."

"Well, what's she doing at a nightclub, looking like she wants to party?"

"What, married women can't go clubbing once in a while without looking for sex? Give it up. She's the most elegant, ladylike woman I know. She's not looking for a one-night-stand pick up."

"Not even dressed like that?"

"Dressed like what?"

"Didn't you see what she's wearing? Doesn't look very ladylike to me."

Craning his neck to the right allowed Tony to discover what Kenny meant. His aunt had shifted in her chair and was now facing them while sitting with her legs open, crotch exposed.

"Man, I'd love to get behind those tassels," Kenny said leeringly, referring to the fabric slits separating Angelina's racy G-string from the outside world.

Tony stood with his mouth open, experiencing a hot flash as his mind flashed back 10 years prior when he got an unexpected eyeful (Chapter X) of his sexy aunt's privates -- an experience that led to a prolonged case of puppy love. That love had periodically been rekindled over the years, as recently as the week before when Angelina had mistakenly fondled his genitals in the dark. But for as many times as he'd been turned on by her, this was different. Never before had he seen his attractive aunt in such an overtly provocative outfit, and his dick reacted accordingly. Thankfully for the smitten young man, Angelina subsequently crossed her booted legs, ending the peepshow and aborting what could have been a terribly embarrassing public moment for him.

"C'mon, introduce me," Kenny said.

The horny man began weaving his way through the crowd over to Angelina and Lisa's table, with Tony on his heels.

"What are you two doing here?" Tony asked, after they'd arrived at the table.

"Hey," Lisa said, pleasantly surprised to see her younger brother at the club. "We're having a ladies night."

Kenny cleared his throat in an obvious attempt to get his coworker's attention.

"Oh...ahh...this is Kenny," Tony announced without much enthusiasm. "We work together. Kenny, this is my sister, Lisa, and aunt, Angelina."

"Actually, I'm the senior electrician down at the shop," Kenny said, adding to his résumé while he immediately homed in on Angelina with all the subtlety of a power drill. "Mind if we join you?"

Kenny didn't wait for an answer, pulling up a chair between the two women.

"So, you're a senior electrician?!" Angelina said. "Really? That's FASCINATING."

"Yeah, I can fix about anything with my hands," Kenny boasted.

"Mmmm...I love a man who works with his hands. It's so sexy."

"Well, I can do a lotta other things with my hands, too."

Kenny reached into his wallet and pulled out a business card.

"The next time you need electrical work, you give me a call, okay?" he said, handing Angelina the card.

"Oh, I will. I will," she cooed. "I could definitely use a good man around the house."

"Tony never told me he had such a sexy aunt. So, what do you do for a living? No, wait...don't tell me. You're a fashion model, right? Yeah, you were in the recent swimsuit edition of Sports Illustrated."

"No, nothing quite that glamorous," Angelina said with a chuckle. "But aren't you the flatter? Anthony, darrhhling, and why didn't you tell me you had such a charming colleague?"

"So, what do you do, then?"

Angelina removed her six-inch black cigarette holder and silver-plated cigarette case from her pocketbook, then delicately pried open the case, withdrew a Misty 120 and screwed it into the holder's mouth, before placing the black tip of the shaft between her shiny red lips.

With Kenny scrambling frantically for the lighter in his jacket pocket, Tony beat him to the punch, pressed his cheap Bic and held it before his aunt. Angelina looked at him, took the holder out of her mouth, shook her head "no" and rejected her nephew's gesture by blowing out the light before it could connect with her long cigarette. Then she turned back to Kenny, who had now readied his lighter.

"Such a gentleman," she said, reinserting the mouthpiece between her lips.

Eyes locked on him, the femme fatale intimately touched her left hand to his holder hand and guided the holder toward the flame with her right. The fire burned the white paper of the Misty and the curling smoke began to softly float toward the ceiling. The vamp then released the mouthpiece from her lips and exhaled a reedy stream of smoke toward the lighter, extinguishing the flame.

"How about you buy Lisa and me two more Cosmos and I'll tell you everything you want to know about me?" the temptress said seductively, as tuffs of smoke slowly tumbled out of her luscious mouth.

"Tony was right," a spellbound Kenny said, erotically eyeing the woman's cigarette holder. "You really are sophisticated. Your wish is my command, my lady. C'mon, Tone. Give me a hand."

"Two cosmos and two buds," Kenny told the bartender when the two men reached the bar. "And make it quick."

"I think your aunt digs me," Kenny said to Tony, as the former took a comb to his slick-backed hair. "Did you see the way she looked at me and touched me when I lit her cigarette?"

Tony, still confused that his aunt rejected his light in favor of Kenny's -- and seemed to be ignoring him while paying an ordinate amount of attention to his smarmy colleague -- couldn't help but feel a pang of jealousy.

"Yeah, well I wouldn't get my hopes up, if I was you," Tony snapped.

"I thought you said she was married," Kenny said.

"She is."

"Then why ain't she wearing no wedding ring? And she's sure not putting out signs like she's married. I call bullshit. You're trying to discourage me and your foxy aunt from getting together. Don't worry, buddy. Ol' Kenny will treat her nice and good. She'll have noooo complaints when I'm done with her."

The bartender returned with their drinks. Tony slapped a $20 on the bar, grabbed Angelina's and Lisa's Cosmos, then turned to Tony.

"I'm going to fuck your aunt tonight," he said with a wink, before setting off for their table.

Meanwhile, aunt and niece discussed the sudden turn of events to their ladies night festivities.

"Aunt Ang, you're not seriously interested in this slimeball, are you?" Lisa asked, reaching a hand into Angelina's open cigarette case and pulling out a Misty.

"Of course not, darrhhling," her aunt said dismissively, igniting her gold cigarette lighter and holding it up to her niece. "You know my standards in men are much higher than that. I would never waste a marital indiscretion on someone like him."

The social smoker received the light, and without inhaling, blew a cone of smoke while slightly arching her neck, creating a funnel that rose in layers.

RVon
RVon
42 Followers