Late Bloomer 6

Mrs. Gehres had set out to raise a perfectionist. Theirs was a humble, working-class household, and she had no illusions about being able to send little Gabriele to college, but she believed in hard work and perseverance, and it brought her joy when Gabriele embraced this philosophy. Her daughter excelled in high school, showed no interest in dating or any other questionable teenage pastimes, and expressed no regrets about not going to college. Instead, immediately upon getting her high school diploma, Gabriele sought an entry-level job as a clerk in a Fortune 500 corporation, and concentrated on doing that job with single-minded devotion. It did not take long for management to recognize, and then reward, that devotion.

25 years later, Gabriele Gehres was the administrative assistant to one of the top executives in the firm, a tall, striking woman with long raven-black hair named Carolyn Ransom. For Carolyn, Gabriele was indispensable. She knew everything about how the company operated, she didn't make mistakes, and she would work overtime without hesitation. Carolyn trusted Gabriele implicitly, which was why it was such a heartbreaking moment, after the crash of 2008, when she had to inform her that the firm was bankrupt.

Carolyn wasn't worried about Gabriele's livelihood -- she had personally stepped in to ensure that Gabriele was paid every penny she was worth, and that was quite substantial. Plus, Gabriele seemed to have no interest in a life outside the firm, so it was likely that her salary had been piling up in a bank account somewhere and she was probably set for life. Carolyn was more worried that Gabriele, who had given so much to the firm, would be terribly depressed, now that the firm was gone.

As it turned out, her fears were unjustified. Gabriele had succeeded in her life because of talent combined with remarkable self-discipline, and she had no intention of wallowing in self-pity over matters she did not control. Gabriele, upon receiving the news of the firm's insolvency, decided that this would be a good time to take a vacation, something that she had never done during her 25 years with the company.

Now Gabriele was sitting in her comfortable mid-town apartment, trying to decide what to do on her vacation. She had never felt the need to make such a decision before; when all she thought about was her job, life was simple and uncomplicated. It was just work, work, work, then grab some take-out and go home to watch some old sitcoms on TV before heading to bed and repeating the process the next day.

And here it was, the middle of the day, no work to be done. Gabriele sat on her couch in front of the big-screen TV, and she decided to watch a movie on one of the streaming channels, something which she normally would never take the time to do. She used the remote to browse the complicated menu of movie options, reading the descriptions and viewing some of the trailers. None of them really appealed to her, but she chose one anyway, then paused it and made herself some popcorn.

She returned to the couch with the popcorn, put her feet up on a settee, and hit "play." The description of the film was confusing, but it appeared to be some sort of combination of romance and adventure. Gabriele was in no way prepared for the scene which arrived ten minutes into the movie, where suddenly a man was passionately licking a woman's vagina.

Gabriele was vaguely aware that such practices existed, as "oral sex." She had always dismissed the idea in her mind as something useless; you don't make a baby that way. But Gabriele, in her zeal to be successful at her job, had never taken a strong interest in sex, which is why she was still a virgin. Her friends at work sometimes spoke of sex, and to her mind, that's why they were less effective at their jobs than she -- they were distracted. She was not.

But now that she was confronted by this rather graphic display in the movie, she found it oddly compelling. The woman seemed to be enjoying it a lot, but surprisingly, the man seemed to like it even more, and his groans of pleasure as he devoured the woman's genitals were quite affecting. At first Gabriele was ready to switch to a different movie, but the more she watched, the more fascinating it became for her, the groaning, the feverish licking and sucking -- why was this such an intense experience for the people on the screen? And it seemed be getting steadily more intense, until the woman convulsed and cried out in a frightening way, presumably having an orgasm, after which she smiled beatifically and seemed tremendously happy. This was a puzzling thing.

And the other puzzling thing was the way Gabriele's body reacted to the scene. Her pulse rate had quickened, her nipples had stiffened and her own vagina was wet. Gabriele realized that she had become sexually aroused. How could that happen when no one was touching her? Gabriele had received high marks in her high school Sex Education class, as with every other class, and she had thought that she understood these things, which is why she had no particular desire to experience them herself.

The sex scene ended quickly, and Gabriele felt relieved. She tried to concentrate on the somewhat convoluted plot of the film, which took some effort, because it kept flashing back to scenes from the male character's childhood. Gabriele was about ready to pause the movie again and take a nap, when suddenly the girl was back, and she had brought another girl with her. Gabriele felt tense and uncomfortable, wondering whether there was going to be more sex.

The two women were standing close to the man, and he looked anxious. This was clearly building up to something. Then the second woman, the new one, dropped to her knees and began to undo the trousers of the man, while the first woman smiled at him, somewhat wickedly, or so it seemed to Gabriele. Then the woman on her knees took the man's penis in her mouth. He let out a deep moan of pleasure.

Gabriele was conscious of her pulse racing again, and swampy feeling in her panties. She felt very disturbed, and slid her hand down the front of her panties to see what the trouble was. Her fingers just barely grazed her clitoris, and she felt a sudden shock of pleasurable excitement. Gingerly, she touched it again, and gasped.

This must be masturbation, she thought to herself. On the video screen, the man is lying on his back, his hips moving rhythmically up and down, while the second woman crouches between his legs and continues to suck his penis, and the first woman straddles his face. He must be licking her vagina again, because she is talking to him in a low, guttural voice and rubbing her crotch against his face.

Gabriele realizes now that she is watching pornography, which she always thought of as something disgusting. And it seems like it ought to be disgusting. These people in the film don't have a normal, healthy relationship. They are simply indulging in perverted sex to get a thrill, but Gabriele feels conflicted because somehow she is sharing in the thrill, and her fingers continue to make contact with her clitoris, which feels extremely exciting, almost irresistible. She has touched it before, while bathing, but it never felt like this. Seeing the people have sex in the movie must be doing this to her.

Then, abruptly, the sex scene ended, and was followed by some complicated business where the three of them were driving up the coast in a Plymouth with some bad guys in pursuit. Gabriele felt a pang of disappointment because she wanted that excitement between her legs to continue. OMG, she thought, Am I a pervert?

Gabriele spent the next several hours doing research on the internet. This was something she knew how do to. It was like working, it calmed her, and by the time she closed her laptop and sat down to dinner, she was much better informed about human sexuality. She realized now that technically, the movie she had watched was not porn, but rather an "erotic thriller." And she now believed that if she were to watch real porn and masturbate, she might have an orgasm. The temptation to try this was undeniable.

Gabriele finished her beer-battered cod and peas, put the dishes in the dishwasher, and went back to her laptop in the living room. She suspected that what she was about to do was either wrong or unhealthy, but she had crossed the threshold of yielding to temptation. She stopped just before opening her computer, and on impulse, went into her bedroom and changed into a nightgown. She thought this might make it more exciting, and the garment was certainly less restrictive.

Now more suitably attired, she returned to the couch and did an internet search for "free online porn." As an afterthought, she bunched the hem of her nightgown up around her waist, exposing her vagina.

Gabriele found a site that seemed to have the best selection of porn. Now she was confronted with a decision: what kind did she want to watch? There were so many. Based on her research, she wanted to try to experience an orgasm, and the scene with the three people having oral sex seemed like it was taking her in that direction. It was so wanton and perverse, and although it pained her to admit it, Gabriele was tremendously excited by it.

She entered "threesome" into the search field, This turned up many possibilities, but Gabriele quickly realized that she must choose between either two women and one man, or two men and one woman. She decided that she wanted to see two men, their penises erect, doing sexual things to one woman. She wanted to imagine what that would be like to be that woman.

The first video she sampled did not excite her. The participants were clearly professional porn actors, going through the motions according to a script, and their lust was unconvincing, artificial. However, on her second try, she hit the jackpot. This video was clearly made by amateurs who were extremely excited to be showing off for the camera, knowing that others would see them. The camera was stationary and the production values were nothing to write home about, but the sexual excitement was the real McCoy.

The woman in particular seemed to be enjoying the sex to astonishing degree. She was on her hands and knees, with one man entering her vagina from behind, and the other thrusting his penis into her mouth, to which she responded with great enthusiasm. She was groaning loudly and reaching for the man's hips to suck him deeper. As she watched, Gabriele's fingers were exploring her clitoris and the neighborhood around it, and making exciting discoveries. And unlike in the movie, the sex in this video kept going on and on. Now one man was squatting and thrusting his penis between her breasts as she straddled the other man, with his penis penetrating her vagina. Who knew there were so many ways to have sex?

And then, without warning, it hit her, her first orgasm. She cried out and convulsed, her whole body trembling. And just like that, in one long afternoon, Gabriele Gehres became a sex demon.

Gabriele approached her new sexual awaking with the same relentless, methodical focus that she applied to other things in her life. She systematically reviewed videos on the porn sites of women masturbating, in order to improve her technique. When she learned about sex toys, she immediately ordered a large selection of them online. In her own mind, she dispensed with biological terms like "penis" and "vagina", bypassing the cute names like "dick" and "pussy" in favor of the more earthy and raunchy "cock" and "cunt."

Before long, she discovered Literotica, and became very well read. She also joined a number of porn-oriented chatting sites, which became her new social life to fill the vacuum left by the demise of her job. She took intimate photos and videos of herself and posted them, taking care not to expose her face, but showing everything else.

It now seemed unfortunate to her that for so many years she had worn modest, professional clothing that obscured her rather attractive body. Gabriele now took a bit of pride in her full breasts and hips, and the luxurious growth of hair around her big clit and plump cunt lips.

This is what kept Gabriele occupied during the first weeks of her vacation. One afternoon she received a call, and the person on the other end of the line was Carolyn Ransom.

"Hi, Gabriele. I'm just calling to check in. Are you OK?"

"I'm fine, Carolyn, thanks for asking. I've been keeping busy with some... new projects."

"You have a new job already?"

"No, I decided to take some time off from working. I've got some new stuff I'm interested in... you know, research."

"Well, that sounds interesting. I'm sure you'll be very successful. You always are."

Gabriele thanked her and signed off. But just at that moment, a disquieting realization came over her. She needed to find a way to have sex, in person, not just at home with her fingers and toys. And she was 44 years old! Who would want to have sex with a 44-year old virgin?

But Gabriele was not in the habit of throwing up her hands in the face of a difficult problem. She began by visiting her gynecologist, who told her that her hymen had naturally worn down and the loss of her virginity should be painless (confirming what Gabriele had already concluded, after conducting many experiments with dildos). She also prescribed contraceptives.

So, next Gabriele considered what sort of person she might look for, for her first sexual encounter. Before her recent erotic revelation, she had accepted the old-school notion that sex was inextricably bound to love, and that therefore the ideal situation was for a woman to "save herself for marriage." This notion she now rejected out of hand; she was quite satisfied with being single, it had worked well for her all her life, but she was now fiercely committed to experiencing all the erotic excitement that sex had to offer. In searching for a suitable partner, her inexperience was an obvious liability.

She pondered how to get around this. She knew that there were online personals ads where you could search for a compatible person. She could roll the dice with one of those. But what if the moment of truth came, and she made some clumsy, embarrassing mistake? That would be normal for teenagers, but for a woman her age, it could be a ghastly humiliation. Still, what choice did she have? She could try to pick up a man in a nightclub; she knew that that sort of thing does happen. But she would be running the same risk of embarrassment.

So, Gabriele decided to register with an "adult dating" site and hope for the best. She paid the fee, and posted some provocative photos of herself. She was rewarded with a flood of inquiries and propositions, all of which she considered carefully. Some of them, in her estimation, were obvious fakes. She did a reverse image search on some of the hunkier photos and found that they had been lifted from porn sites. Finally she sent responses to two of her suitors who seemed convincingly real. One of them, who called himself "Justin", promised her a good time and made a date to meet at a hotel that Friday night.

Gabriele, on pins and needles, arrived ten minutes early, and waited. She waited for an entire hour beyond the agreed-upon time, before finally giving up on Justin and returning to her apartment. She was in a dark mood when she sat down in her living room and opened her laptop, prepared to send an angry email to Justin, but she was heartened to see in her inbox an email from Bachelor #2, who called himself "Steve." He said he was eager to play with her and included photos of his rather impressive endowment.

A few emails were exchanged, and date was made for the following Friday. Steve said he could host, so Gabriele arrived punctually at his cozy suburban home at the agreed-upon time. Steve closed the door behind her, then kissed her. His kiss seemed a bit tentative, but Gabriele liked it. The feeling of a tongue moving against hers was new and exciting, and she felt her cunt getting wet. She didn't know that could happen just from kissing.

Steve was now lifting up her blouse to expose her tits. She had not worn a bra -- this was unprecedented for her, and on the drive over she was acutely aware of her breasts jigging and rubbing against her garment. Steve was now sucking her nipples, and that was making her cunt even wetter. She felt intoxicated by arousal, and she felt emboldened now to undo Steve's belt and pull down the zipper of his jeans. She couldn't wait to get his pants down and see the monster cock he had shown her in the photos.

What she saw was a tiny nubbin of a cock, barely visible in its neatly trimmed nest of pubic hair. Gabriele was suddenly very angry. It had nothing to do with sex, per se -- she hated dishonesty and fraud, it was a value that Momma Gehres had inculcated in her, along with her dedication to professional excellence. Gabriele was not a heartless person -- she also felt a twinge of sympathy for poor Steve, who must feel pretty inadequate if he had to engage in such egregious false advertising. But she kept both her anger and her sympathy to herself -- she made up an unconvincing excuse about having left something in her car, then hurried out of Steve's house and went home.

Well, two disappointing weeks had gone by, and Gabriele was still a virgin. She needed a different strategy -- she wasn't looking forward to a third strike in the dating game. She needed a situation where she was guaranteed to get fucked, and she now had an idea which she believed could work.

One of the raunchier websites which Gabriele was frequenting featured ads for gangbangs. They were typically held in a hotel room, there was an admission fee for the men, and they had to submit photos of themselves in advance. She knew, from the response to the photos that she had posted online, that men found her attractive and she would be more than welcome to participate. And with her now-extensive experience with porn and masturbation, she knew that sex with multiple men was a thrilling fantasy for her, one of her favorites.

She turned the idea over in her mind. With a lot of men handling her at once, her lack of experience would not be so obvious. And the thought of all those cocks! Gabriele suddenly felt an intense urge to masturbate. She hurried to get one of her toys, her purple rabbit, and reclined on her couch, opening her laptop where she had bookmarked her favorite raunchy videos. She selected one where a young woman was being defiled by a small army of swarthy men, and began to fuck herself with the rabbit until she brought herself to a shuddering climax. Then she began to send messages to some of the women who were listed as organizers for the events.

It didn't take long to line one up, after which Gabriele once again masturbated to orgasm, this time watching a man fuck a woman's mouth and cum all over her face. The date was only three days away, and she spent those three days in a constant state of arousal.

The event was scheduled for Friday at 6:00 PM at a hotel about 20 minutes from Gabriele's home. She had selected her apparel carefully, and even went shopping for a see-through blouse she felt would highlight her bra-less tits. She thought about wearing no panties, but it occurred to her that there might be men there with a panty fetish and she wanted to please them. She was confident that the panties would be very wet by the time she arrived. She tied her light brown hair in a ponytail, and put on heels, even though that might make her taller than some of the guys -- but she assumed it wouldn't matter, because she would be lying down anyway.

As the time approached, she got in the car and inserted her wearable egg vibrator, then set off on exciting drive that kept her too stimulated to be nervous. She let the thing continue to pleasure her as she parked her car. She came hard as she rode the elevator up to the second floor, where she found the right room, switched off her vibe, and knocked.