Millie sometimes felt that she was born too late, being extremely prudish and Victorian in her thinking—very much out of sync with the modern world she lived in—until she discovered adult dating and leaped into the 21st century with a bang!
This is the story of how Millie, so modest that she had detested and dreaded gym class in school because she didn’t like to undress in front of the other girls and never went swimming because she felt over-exposed in even a one piece bathing suit, found a new world on an adult dating site.
Millie was an attractive young lady. Nothing spectacular, she would never have been chosen as Playmate of the month by Hugh Hefner even if she had consented to have her photo taken in her birthday suit. Still, she was easy enough to look at with big brown eyes, a pert little nose, a nice smile and dimples. Her body was good, too. While she didn’t have huge bosoms like a centrefold for Playboy or Penthouse, she was endowed with an adequate set of breasts, a small waist, curvy hips and a cute little tush. She had a great job as Personal Assistant to the president of a large, international corporation and met quite a few eligible bachelors in the course of her duties.
With all of this going for her, one would naturally assume that Millie was living the good life. Actually, Millie was living the good life in almost all areas of her life between her great job, nice apartment, new car, pleasing looks, intelligence and several close and good friends to go out to dinner and a movie with in her spare time. What was notably absent from Millie’s life was male companionship. Of that, she had none. Zero. She simply could not seem to find anybody that was interested in her. If she went out on a date once with a man, he never asked her again.
Millie knew that this was a direct result of her overly modest and old-fashioned attitudes. She would go out with some guy only to discourage his interest by allowing him to see how she cringed away from even the slightest physical contact; not to mention her clothes. Millie had an aversion to showing much of her shapely body and wore high necked, long sleeved tops or dresses with long, voluminous skirts year round. Her bras were intentionally too small so that they flattened her breasts and hid her female charms in that area. None of the men who saw Millie would have suspected that she was hiding a curvaceous, sexy body under all of those layers of clothing. Besides being modest about what she wore, Millie refused to wear any makeup at all. Her lips would have looked much more kissable with a little shine of lip gloss, but she had never chosen to wear any. Her hair, also, was as plain and drab as she could make it. Light brown, it was long and thick, hanging all the way to her waist with golden highlights. Unfortunately, she wore it skewered tightly into an Olive Oyl type bun at the nape of her neck and all of its beauty was hidden.
Now, you might be wondering why Millie was so extremely modest and loath to display her womanly attributes or enhance her looks as the majority of females love to do. In a nutshell, she was a product of her environment. Orphaned at an early age, she had been raised by a strict, grim, no nonsense spinster aunt who abhorred modern fashions and continually lamented the lack of morals in modern youths. Millie had lived on with this aunt long after she reached an age of consent—right up until the old lady’s death, in fact. After her aunt’s death, Millie briefly considered trying to venture out of her shell a little, but the very thought of it brought on a panic attack, so she abandoned the idea of breaking out of her drab, dull routine and simply went on living the way she had been.
Now, at the age of 35, Millie remained a virgin. She wasn’t entirely happy with this state of affairs but couldn’t seem to take any steps to remedy her condition.
Then one day, a well meaning friend told Millie about an adult dating site she had joined and all of the great dates she had met there. She said she was having fantastic sex with great guys several nights a week and was ecstatic with the way she was living. The friend said that she deliberately chose men who lived in a different town because she didn’t want any awkwardness if she ran into any of them again after they stopped dating.
“You should try the adult dating site, Millie,” her friend told her. “If you knew you would never have to see the man again, you could probably lay those tired old inhibitions down at least for the night and get laid like a normal person!”
Millie pondered this sage advice for a moment. It made sense. After all, one reason she was always so hung up on modesty & no sex is that she didn’t want to have a man see her naked & then have to see him at the office. So, why not give it a try?
“Okay,” she replied. “I’ll try it. What have I got to lose?”
“Your virginity,” replied her friend tartly. “And it’s long overdue!”
So, after Millie got settled in at home that evening, she got online and went to the adult dating site her friend had recommended. She completed the questionnaire for her profile and briefly described the type of dates she was looking for. Then she browsed through some of the members but her shyness and modesty was too deeply ingrained to allow her to be forward enough to approach one of the men first, so she was forced to sit back and hope that at least a couple of them would find her profile and photo sufficiently interesting to make the first move and contact her.
The next evening, back at home again after work, Millie logged in to the adult dating site and was stunned to see that she already had dozens of messages! She couldn’t believe it. She knew that her profile photo wasn’t at all alluring or even especially flattering. It was the one she had taken for the company yearbook and portrayed her in her usual sensible bun, glasses and high necked blouse. So, how to account for this improbable avalanche of email from interested males?
Millie decided to call her friend Audrey—who had advised her to join the adult dating site—apprise her of this unlikely situation and see what she thought about it.
“Hmmm….” Audrey mused aloud. “I don’t know, Millie, it really is rather odd. What kind of sex did you say you preferred?”
“Oh, well,” Millie replied. “I just told the truth and said that I didn’t know yet what kind of sex I liked best because I’ve never had sex.”
Audrey burst into laughter. “Oh, Millie, that explains it,” she said. “Getting on there and announcing you’re a virgin has definitely gotten their attention!”
“Is that a big deal?” Millie inquired. “I would have thought my virginity was a liability since it means I’m not experienced,” she said.
Audrey chuckled. “Millie my girl, you’ve got a lot to learn. Most men would jump at the chance to get with a virgin and believe me, there aren’t many around. Don’t tell me you’ve never heard that old joke about the announcement broadcast in a big hotel: All virgins are to meet in the phone booth in the lobby.”
Millie hung up the phone feeling a little foolish. She was so naive! But hopefully, the adult dating site would give her the courage to step forward into the modern world and leave her ridiculous, old fashioned modesty behind where it belonged.
The next evening, Millie had her first date through the adult dating site. Taking Audrey’s advice, she met the man named Alan in a neighbouring town where she was unlikely to encounter anyone she knew. He was good looking, she noted with approval and had a great looking body. When he came toward her and smiled, she felt the first flutter of a sexual thrill, just thinking about what would probably happen between them a little later in the evening.
After a light meal, they went up to the hotel room Alan had booked and Alan immediately began to disrobe. Millie’s eyes widened in shock as she saw his engorged member. She had seen men’s private parts in movies and even magazines occasionally but not when they had a giant erection! Her cheeks flamed as Alan caught her staring and he stepped close and began to undress Millie slowly. When she stood before him naked, Alan reached up and removed the hairpins confining her long hair in its unflattering bun. As her hair tumbled around her shoulders and down her back, Alan caught his breath.
“Millie, you’re beautiful,” he breathed.
She was so nervous her knees were weak and her hands trembling. She swallowed convulsively and Alan, realising how overwrought she was, nudged her gently onto the bed and lay beside her, caressing her body with his gentle hands. Slowly, Millie began to relax and even to enjoy herself. Alan continued to stroke her body, lingering to cup her breasts and tweak her rosebud nipples. Millie felt an unfamiliar stirring in her loins that she assumed was desire.
Soon, as Alan’s skilled hands and mouth had explored every inch of her body, Millie was past the point of feeling nervous or shame at being naked in front of someone. She wanted more and told him so. Alan, happy to comply, mounted Millie and finding her wet and ready, wasted no time in divesting Millie of her virginity.
As Alan thrust into her with strong, rhythmic strokes, Millie felt the waves of passion building and knew she was on the brink of something wonderful….something powerfully pleasurable and indescribably exciting. Suddenly, Millie’s orgasm began like a dam breaking and she almost fainted as wave after wave of ecstasy rolled over her. Alan finished right behind her and they both lay spent and panting on the bed.
Millie dozed off and when she awoke to find Alan’s hands playing her body with those fantastic sensations again, she wished she hadn’t wasted so much time not having sex.
But, better late than never, she decided, and gave herself over completely to the delightful things Alan was doing to her, even while she idly wondered what her next date from the adult dating site would be like.
