The Yellow Sundress

[Note to readers: This story starts out with some sexy stuff, but then I had to get busy with really boring things like character development, mood, plot, etc., before I could actually get you to the yellow sundress, and all of the sexual situations that it was involved in. It’s the first story I’ve written where I tried to present the events from the point of view of a female protagonist, and as I think I’d like to write my next story in the third person, giving both male and female points of view, any constructive criticisms about her thoughts or reactions to her experiences would be most helpful – PS]

Sandy was awakened by a knock on her bedroom door. She heard her mother’s voice coming from the hallway:

“Wake up Sandra; your date will be here soon. Do you know it’s almost eleven?”

Her mother always called her by her formal name, but everyone else used Sandy, which she preferred.

“OK, Mom … thanks!”

She heard her mother talking sarcastically in a loud voice as she descended the stairs:

“Nineteen and can’t even get out of bed on time for a date … God only knows what will happen when she has to get herself up for university classes!”

Sandy ignored these remarks. Things had been a bit difficult between the two of them since the incident after the senior prom.

As she lay there she recalled the source of the friction, her first real boyfriend, Jim, who she met at a party that was held for his eighteenth birthday. They had dated for almost a year. However, Sandy was very cautious so the sexual side of their relationship had advanced very slowly for a long time; but as high school came to a close they had started to go farther and farther, progressing to a point where she was allowing him to undo her bra so he could caress her breasts more easily, and on one momentous night letting him touch her pussy through her panties. On their next date she had timidly unzipped his fly so she could feel his erect penis beneath his underwear, while he enthusiastically kneaded the silky material of her panties between her legs, sending, for the second time, a series of delicious sensations running through her body. Sensations that were so much more tantalizing than what she did to herself in bed many nights, hiking up her short nightgown and using her fingers to tease her tiny clitoris and probe her moist vagina. On more than one occasion this nocturnal activity had resulted in her reaching an orgasm, which forced her to bury her head in her pillow to avoid making any noise. But fondling oneself, while providing pleasure and release, did not produce the same yearning electricity that being aroused by Jim did; however unsatisfactory his lack of experience and the silken barrier made things.

Sandy remembered vividly the discussion she had had with her best friend Sherie, who was a few months older than her, the day following this second encounter of increasing boldness, as she blushingly blurted out some of the lurid details and asked in a halting whisper what she should do about birth control in case things with Jim went even further.

“You, my innocent little friend,” Sherie had said with a giggle, “are what they call ‘a virgin on the verge”’

“And no matter what the old timid Sandy is telling you not to do,” she continued with a smirk, “certain others parts of your anatomy are sending you some very different instructions!”

“That’s why I have my dating rules,” she said in a more serious tone of voice, “because once you let a boy get to a certain point, nature has a way of taking over; so you need to be pretty sure that you not only want him to ‘have his way with you’, as the saying goes, but that you are prepared for the consequences.”

Sandy certainly remembered Sherie’s dating rules, she had first heard them at a hilarious and highly educational “girls night in” at Sherie’s house just before Jim took her out for the first time. The party included some of their mutual friends and the conversation and laughter was enhanced by several jugs of inexpensive wine conveniently acquired on Sherie’s behalf by her older brother, who was four years senior to her.

The other girls, except for Sandy, were all a little envious of Sherie, with her beautiful long red hair, green eyes and almost perfect complexion. These looks were packaged on top of a trim body which curved nicely in the appropriate places. Sandy had suggested to Sherie on more than one occasion that she should consider modeling, but Sherie wasn’t interested.

“I know what goes on in that industry,” she had exclaimed once in a very forthright way, “I’m not going to sleep with a bunch of perverts so I can get paid modeling assignments. If I want to get paid for sex, I’ll become a hooker!”

Sandy, like the other girls, had watched Sherie with a procession of highly sought after boyfriends, but only two had lasted more than a few dates.

“So Sandy has a date with Jim,” Sherie said in a conspiratorial tone of voice to the rest of the group, “I think we better go over a few dating rules so I’m not out buying her a pregnancy test a few weeks from now!”

Sandy remembered turning scarlet as the other girls keeled over with semi-drunken laughter.

“Firstly,” Sherie said when the laughter had died down, “no kissing on the first date. Absolutely none! A little hand holding, fine. Unless you are at a party and there is dancing, there is no other body contact allowed. And if you are doing a slow dance with him, easy does it. Maybe, if he’s really nice, you can put your head on his shoulder; but no contact of any kind below the waist. Understood?”

“But what if you go out with a boy for the first time and you just really, really like him?” asked Laura, a diminutive blonde, who everyone there knew had been recently angling for the attention of one of Sherie’s many ex-boyfriends.

“I don’t care if you want to fuck his brains out,” Sherie commanded, with a glint in her eye, and a stern glance for Laura, “no kissing, no touching … until you’re sure he is interested in you for more than what’s hidden between your legs!”

There had been a few gasps around the room when Sherie made this statement. None of the girls, Sandy included, had ever heard her use any serious profanity, much less the f-word. Maybe the alcohol had something to do with it.

“If he truly likes you, he’ll keep coming around,” Sherie added with a very pointed stare at Laura, “but if you show him right off the bat that your chief goal in life is to get laid; then he’ll probably stick his dick in your pussy just to help you out, but don’t expect a real relationship. I know the individual that’s on your mind Laura, and I figured out pretty fast that his main interests in me were related to showing other people what a cute girlfriend he had, and removing my clothes in world record time.”

“OK, OK, I get it! You don’t have to be so crude.” a crestfallen Laura said, “What about the second date?”

“Now then, assuming that Jim hasn’t been too, too disappointed by his inability to score with Sandy on their very first evening together, and asks her out again, and she likes him enough to accept, then she might want to consider letting him kiss her, but only a little … I said ‘kiss’ ladies, not ‘neck’; understand? At this point in a potential relationship your tongue is for conversation only.”

Sandy recalled that she had drunk quite a bit of the wine by this point, but hadn’t even noticed how much, because she was so interested in Sherie’s instructions.

“Now on the third date it can go one of two ways; if you’re not sure about him, Sandy, but don’t want to dump him yet, just keep it to another simple kiss goodnight. If he asks you out again after that, he is definitely interested, even if you aren’t. So then you have to make a decision, either accept the date, or tell him that it’s over and try to let him down as gently as you can. On the other hand, if after the third date Sandy really likes Jim, she’ll want to give him a serious kiss goodnight. Once she does this, unfortunately, he has the upper hand because he knows she’s interested, and he might decide he’s not. And if he’s just thinking of stringing her along to see how far she’ll go, well that’s what my fourth, fifth and sometimes sixth date rules are for. Anyway the third date is the most important one, not only for girls, but for guys as well.”

“In my forthcoming book, “Sherie’s Rules For Gentlemen Callers’,” she giggled, “I suggest that decent, interesting young men, who like women for more than just sex, not like a certain person Laura finds attractive, might want to take the same approach on the third date … not interested, no serious kiss, break it off … interested, serious kiss, request for fourth date.”

“Now Sandy, you’ve let Jim give you a big time kiss at the end of the third date, and your head is just swimming with all sorts of things and you are really falling for him. Well listen up! The next two or three dates are really crucial to flush out those guys who are only in it for the sex, and have the time, money and patience to finesse sweet young things like you right into the sack!”

Sandy remembered all of the girls laughing at her. In fact she had spent a good portion of the evening either blushing, or feeling totally naïve.

“So next two, three dates, Sandy, you can let the kissing heat up, maybe even a session or two of heavy necking, but don’t let him touch anything else, no matter how much you want him to!”

“In my experience there aren’t many guys who will go through as many as six dates without trying for something more than kissing unless they have really fallen for you, in which case you can set the boundaries to happen as slow or as fast as you want and they’ll stay with it.”

“Yeah,” Meighan added at this point, while flushing furiously, “I let that bastard Ted touch my breasts on the fourth date, and when I wouldn’t let him go any farther he dumped me the next week for that slut Susan.”

“Exactly my point, ladies,” Sherie pontificated, “I’m not saying you shouldn’t let a guy touch your breasts … or even other things … after all you’re all over 18, and you can have a sex life, for heaven’s sake … just use my rules to find out if that’s all he is really interested in before you do.”