We try harder by Karen Blayne

Oh by the way red tape first.

Be warned these short stories contain mature content or naughty bits and as such may corrupt you if you’re under 12, 16, 18, 21 or 25 depending where you live thus if they are not suitable for you put them back on the shelf and let them age for a year or two.

They were sort of scribbled for fun. They were first posted on asstr.org. If you’ve paid money for this book just be aware the author has not received any payment. In fact no one has permission to charge money for this book and copyright is retained by the author. Asstr.org accepts donations if you’re feeling rich or even if you’re not.

All copies must be of the complete document.

Luv Karen

Tiffany was with the crowd around Chelsea, she wasn’t her favourite person as she played one guy off against another but let’s face it where Chelsea was was where the boys were and you never know your luck one might turn her way. David maybe, well when hell froze over but she could dream. There he was dashing up waving something in his hand, “Chelsea, I’ve got tickets for the big concert Friday night.” Tiffany could have told him that wasn’t the way to approach Chelsea but he’d learn the hard way, action time for Chelsea to turn to the richest boy in class, mygod she was as well. Tiffany chanted the words to herself as Chelsea predictably said them. “I’m so sorry but I’ve already accepted Michael’s invitation, perhaps another time?” smiling up at Michael.

Tiffany slipped her arm in David’s and drew him away before he exposed himself any more. He had that sort of stunned look on his face as if the scales had dropped from his eyes. He turned to her and asked “Are you free Friday evening?” In front of the group so she just smiled and said “Of course.” She might be second choice but at least he’d asked. She led him off from the group. “You don’t especially like the band, neither do I, why not give me the tickets and I can sell them and we can do something else we’d both prefer?” David nodded and handed them over. Tiffany slid up to Michael “So you need a pair of tickets for Friday and I just happen to have some.” Michael smiled “You guessed?” “Well Chelsea is fairly predictable.” Michael pulled out his smart phone and looked up the price of the tickets that Tiffany held in her hand. “Looks like taking Chelsea out isn’t cheap, if I give you $50 more than the price on the ticket that’s half the difference between the ticket price and the current price.” Tiffany held out her hand for the money. “Whom would you suggest I date if I decide that Chelsea is too expensive for my tastes, present company excepted?” Tiffany looked at him to see how serious he was. “I’ve always thought that Veronica and you would suit, but don’t try to impress her with money. Try asking her about Contra Dancing and get to know her slowly. It’s similar to square dancing but somewhat more formal.” Michael nodded “A little quiet, intelligent and not so flashy you could be right.”

She handed the money over to David. “The ticket price and $50 besides.” “Thanks I’d spent a month’s allowance on those tickets and I would have hated to see them wasted. Now what would you like to do on Friday, I suggest a meal and a movie, your choice but there’s a new Italian restaurant on Queen’s I thought we might try.” Tiffany knew David’s parents were bridge fanatics and there was a major tournament on Friday night. “Your place, I’ll bring the food then pick out a DVD from your collection.” “Are you sure?” He looked at her in disbelief that it could be so simple. “Well you asked me what I’d like.” “OK done.” David mentally gave a sigh of relief thinking he’d got off lightly.

Tiffany couldn’t believe it she’d actually got a date with David and not just any date but one where he’d almost certainly have to talk to her and they’d be together alone. She mentally scanned her wardrobe, nothing suitable at least nothing knockout that appeared demure and made the most of her. She had started to mentally scan her sister’s wardrobe and then her friends searching for the perfect dress when the phone rang. “Why would Michael drop hints about Contra Dancing when everyone knows he’s dating Chelsea on Friday night?” “Did he ask or was he volunteered?” “You mean he hadn’t really asked Chelsea out at all to that over priced concert?” “Well keep it to yourself but I did sell him a pair of tickets to the concert shortly afterwards.” “Oh but what does it all mean? I asked him along to the dance on Saturday but I’d hate it if he turned up with Chelsea.” “I don’t think he will.” “But how should I behave?” “Well if he’s had to put up with Chelsea’s posturing all Friday evening I’d say just be your natural self and it’ll be no contest.” “I won’t be brought.” “No but on the other hand he might be quite nice once you get to know him if you can look past his family’s money.” Veronica was faltering “He’ll have to take me as I am.” “Relax and enjoy the dance. Now on another topic altogether can I borrow your silk turquoise dress I tried on last week on Friday?” “Oh my great colour mistake as mother calls it, no problem.”

“Erin sister dear.” “I’m broke until the end of the month.” “I could lend you $20.” “Since it’s not money what can I do for you.” “I have a date with David on Friday.” “Dreamy Dave?” “The same but its only one date at the moment and I want more, I was his second choice.” “And you want to move up the rankings, so feel confident and smile at him.” “How?” “How do you smile at him or how do you feel inner confidence?” “The confidence bit.” “Well a smart dress can help.” “I’m borrowing Veronica’s silk turquoise one that clings just a little bit.” “I could lend you my heels?” “I’d be scared I’d fall over.” “Come over and we’ll raid my underwear drawer of Luke’s favourite things. You don’t need to show any but just wearing something special can really help the confidence bit.” “And I’m supposed to be taking something over to eat. I thought about a chicken casserole in the slow pot.” “When I want to soften up Luke I find something with beef and onions works best.” “Really?” “Really guys are a bit odd sometimes, but make one of your Dundee cakes and take a couple of slices with you for a sweet. Better still make two, Luke adores them.”

Tiffany had fun trying on various garments from Erin’s magical bottom drawer. “I didn’t know you had some many?” “You should see the night gowns my dear.” “Why?” “Well you can buy three night gowns for the same price as going out for a restaurant meal and Luke finds them much more enjoyable plus I like to indulge him. Besides eating in a restaurant when you’re trying to watch your figure isn’t much fun, whilst making out for thirty minutes is worth 230 weight reducing calories.” “Erin I’m shocked that you even know about such things, where did you find out Cosmopolitan?” “I think it was Woman’s Weekly next to the chocolate cake recipe. I don’t think a respectable unmarried young lady you should be wearing crotchless knickers, at least on her first date.” “Oh is that what they are I wondered why they had three leg holes.” “You could wear my wedding dress?” “On a first date you don’t think that’s a bit forward?” “At least he’d know you were serious or had a sense of humour.”

Eventually they settled on something enticing that set off Tiffany’s body to its best advantage but had a hint of respectability about it. Certainly Tiffany felt confident enough to be knocked over and taken to the ER department with a handsome doctor on duty. As luck would have it her bicycle ride over to David’s house on Friday evening with the front basket full of supper was uneventful, other than two confidence building male glances as she cycled along trying to pretend she hadn’t noticed them as she mused about her handsome doctor who would fall instantly in love with her only to be rejected as her true love David arrived dashing to be at her bedside. When she got there she pulled down her yoga pants from under her dress and folded them away in her bag.

Well at least she could smile at him as he opened the door to her. She did her social chat act to hide her nervousness as she organised things in the kitchen just reheating the dish in the microwave before serving it up on the china plates that David brought in from the dresser. “If I wash them by hand afterwards mother won’t notice. I thought I’d contribute a bottle of Mosel wine it’s German and quite light so hopefully you’ll like it. I’ll get the glasses from the dresser.” He did the male thing of taking a sip then pouring the two glasses out. “Have you ever come across a bad wine?” Tiffany asked curiously? “Well my uncle once took a sip then pronounced it bad.” She looked at him expectantly “It wasn’t really he admitted afterwards when I asked for a sip so I’d know what it tasted like. It was a bottle of vintage Port he’d been given as a gift that he opened in front of the family. It was so good he decided he’d keep it all for himself so diverted attention onto something else.”

They carried their plates and glasses of wine to the dining table. “Candles, does this mean we’re having a romantic candle lit dinner?” “No mom left them out after talking to my Grandfather, his leg is playing up which is usually indicative of a storm to come.” Tiffany felt a trifle let down but enjoyed chatting to David over the meal anyway. She only pouted slightly when David said the meal was good where did she buy it from, which made David suddenly realised his mistake and fortunately for him the lights went out before he could put his foot in it again. David struck a match and lit the candles. “Granddad’s leg is a much more reliable predictor of bad weather than the weather reports.” He remarked changing the subject. Tiffany took one of the candles out to the kitchen and returned with two slices of Dundee cake which they ate by candle light as the storm lashed against the windows and the air chilled. “I wonder if they cancelled the concert or all the audience got soaked?” David shivered at the idea, a soaked Chelsea’s tee shirt, might be interesting to look at but somehow he didn’t think he’d like to be her escort on such a night.

“You’re shivering, I’ll turn the heating up.” David stepped across to the new thermostat on the wall that allowed the hydro company to adjust the temperature in times of high demand before realising that since the power was off so so was the heating. “I suppose we can’t watch a DVD now with the power off?” said Tiffany as she carried the empty plates back to the kitchen and washed them up by hand in the candle light. “Well we could watch them in my room.” “OK.” Tiffany was curious to see David’s room if nothing else.

“You’ve got a double bed!” “It was mom’s idea so that when my Aunt and Uncle come to visit they get my room and I get a sleeping bag downstairs. I don’t think it was one of mom’s greatest ideas, I mean why couldn’t we have a sofa that folds out to a double bed like normal folk?” “I think it’s cool.” Tiffany sat on the edge and had a little bounce whilst David played around with plugs and things so eventually his lap top was displaying on the monitor on the wall at the end of the bed which was powered by a UPS. “Right ready come and choose your movie.” Tiffany put in her thumb at random and pulled out a Hong Kong adventure film and handed it over. “Now turn your back.” She commanded before she slipped out of the silk turquoise dress placing it carefully over the back of the chair where it wouldn’t get creased and sliding under the duvet to keep warm. “You can turn round now.” David looked at Tiffany’s eyes peeping at him from under the duvet “I guess there’s room for you too if you’re cold.” She shyly said.

She snuggled a little closer to him in the scary bits and he put his arm round her shoulders. It seemed natural to rest her hand on his chest. As the speed boat raced across the harbour her nimble fingers eased open one of his shirt buttons and she slipped her fingers through the gap to caress the hairs on his chest. The lights came on “I could go and sort the heating out?” “I’m comfy snug at the moment.” She daringly kissed him lightly on the lips to encourage him.

Twenty minutes later when David’s mother tapped on the door to say they were back Tiffany and David were heavily petting and barely heard the tap. “Hi there guys, since it’s so wet I’ll call your mother Tiffany and tell her we’re having a sleep over.” Tiffany murmured her agreement from under the duvet cover. “I like the dress.” Tiffany blushed and buried into David’s shoulder. “Normally when we have guests David sleeps downstairs but if you’re feeling kind you could share the bed with him. Mind you if he hogs all the duvet just kick him downstairs on my say so.” David’s mother left Tiffany’s bag just inside the door before closing it. “Sorry about that mom’s doing her I’m so cool about everything act. I wish she wouldn’t she’s so embarrassing sometimes.” “Parents just are embarrassing but mom doesn’t normally do the I’m cool with everything act. She just understands when you don’t want her to or there isn’t anything to understand.” “Want one of my shirts to sleep in?” “Guess so, eyes closed.”

Next morning Tiffany woke up and realised there was someone in bed with her. He smelt nice and she snuggled up to him “Good morning.” kissing him on the nose before sliding out of bed in his shirt. She quietly opened his top drawer and sneaked a pair of his cotton underpants then picking up her underwear and yoga pants from her bag she sneaked down to the bathroom where she got dressed. She was still wearing David’s shirt over the top when she met his mother. “I’d just borrow another of his shirts then come down to breakfast.” So carefully keeping her back towards David she had a look through his wardrobe to find a shirt. As she pulled one out he remarked “Oh is that for me?” She whirled round to face him “I like the bra.” She blushed and held the shirt up in front of her and turned her back on him pulling the borrowed shirt on and rolling up the sleeves. “A gentleman won’t make such a personal comment.” “Really, you look very good in it.” Tiffany didn’t quite know how to answer this so thought she’d go down stairs and get a coffee.

Outside it was still pouring down with rain and there was obviously a dad sat at the head of the breakfast table who looked at her with interest. “You’re not Chelsea are you?” “No I’m Tiffany, David asked Chelsea out to the concert but she turned him down and went with Michael.” “Oh dear.” This came from David’s mother who came in behind Tiffany, “I’d better warn Angela.” She scurried off to the phone. “Well in that case I’m delighted to meet you. Have you anything to do with that delicious looking fruit cake on the side in the kitchen?” David crawled downstairs “Hi mom, dad.” He stepped up to Tiffany and slipping his arm around her waist gave her a small hug. “You’ll have to forgive dad he’s obsessed with food. Mind you it’s great cake.”

“Now then that’s done what does every one want to eat? Tiffany are you OK with sitting on David’s lap or should I send him upstairs to get another chair from the sewing room?” Tiffany blushed, “My lap is free as well.” Remarked dad from the end of the table, Tiffany sat down on David’s lap very rapidly. “So eggs and bacon OK?” Everyone nodded their agreement. Whilst they were eating David’s mom asked “Do you need to rinse anything out?” “I’m OK, I borrowed some of David’s underwear.” Tiffany speared another slice of bacon with her fork. “Doomed my boy doomed. Once they start borrowing your clothes there’s no chance for you.” David’s mother glared at his dad from the end of the table. Tiffany turned to David who was bright red with embarrassment, “It’s OK, it’s a phase that all parents go through.” She hopped off David’s lap and whispered in his dad’s ear, “Stop trying to embarrass David or I’ll take my cake home.” He gave her a reproachful look but returned to his breakfast and Tiffany returned to David’s lap to finish her coffee.

David’s dad put down his cup of coffee and looked as if he was about to pronounce and the rest of the table looked his way expectantly. “I’m not sure I approve of these one night stands, I think Tiffany should stay the full weekend.” David cringed, his mother interjected “Well I wouldn’t have put it in quite those words but I when I spoke to her mother last night she was quite happy about a weekend sleep over and since its still raining I think it would be easier on the bike tomorrow afternoon.” She turned to Tiffany and quietly said, “Don’t mind Adam he just fancies a slice of fruit cake and if you stay he thinks his chances will be higher. Now I have to go to the mall this morning for a few things and I’ll take Adam with me is there anything he could pick up for you?” Tiffany wasn’t quite sure what to say, on the one hand she liked the idea of being with David all weekend but on the other his dad’s outrageous comments deserved some reprisal, then she had it, she turned to him and sweetly said “If you could just pick me up some textured condoms and lubricant that would be so helpful.” David’s dad blushed a deep red colour and Tiffany knew she’d scored a hit. “That sounds an interesting idea perhaps we’ll try some as well.” David’s mother hustled his dad out before he managed to get out another word.

David turned to Tiffany “Textured condoms? Lubricant?” “Oh your dad was playing up this morning so I just tried to think of the most embarrassing thing I could to get him to buy. I mean can you imagine him at the checkout with a teenager on the till?” “Wicked.”

The time passed quickly as they had so much to discuss that it seemed as if before they could even blink David’s parents were back from the mall. “Three pharmacies didn’t even stock textured condoms and eventually two girls who seemed to have put their purple eye makeup on with a trowel took pity on me and led me to what I thought was a poster store but inside they had a wide range of textured condoms amongst the vibrators. I don’t think I’ve been so embarrassed in my life and I think they knew it. They helped me pick out three different types, giving me a running commentary on each and which ones they preferred. I tried to say I was buying them for my son’s girlfriend” David and Tiffany exchanged significant glances “so one said Really in a disbelieving way so why didn’t I buy her a few other things as well?” “So they picked out a few other things that are in the gift bag. One was a skirt but I’m not sure what else ended up in there.” He handed the carrier over with red tissue fluffed up on top. Tiffany moved the condoms to the side and pulled out a tiny pleated skirt, visible below were cobwebs of black and white which she was a bit shy about examining further in mixed company. “I said you were about the same size as one of them.” “You don’t think it’s a bit short do you?” She held the skirt up against her waist. “I’m sure you have the legs for it.” David’s mother put in. David and his dad looked on with lecherous expressions on their faces. Well after the run in this morning she wasn’t going to let his dad get the better of her so she took the bag up to David’s room slipped out of David’s underwear, pulled out the garter belt and stockings she’d worn the previous evening and put them on. She pulled on the tiny scrap of white cobweb lace knickers over the top then the clinging tank top before stepping into the tiny skirt. She looked in the mirror, well only three inches of thigh showing above the stocking tops, that should do nicely.

She waltzed downstairs “Can I help with lunch?” the two dropped jaws were especially satisfying. “If you could set the table.” David’s mother voice drifted in from the kitchen. Tiffany turned and dipped, wiggled and generally kept her hem line jiggling with two male pairs of eyes glued to her every movement. Eventually the table was laid and she sat back on David’s lap where she could pull her skirt down over her stocking tops. “How do you manage to keep your skirt from riding any higher when you move?” He whispered to her. “It’s all in the hip movements.” She answered “I’ll show you next time.” She pecked him on the cheek and scooted off to the kitchen to help.

“It does look a bit short doesn’t it?” “Especially when I didn’t like to go bare legged.” “I pity Adam, the poor lamb daren’t say a word since he brought it for you. Oh I do enjoy having you around. If you look in the cupboard behind you there are some Avon perfumes in there. You might as well help yourself if you find one you fancy.” Tiffany delved in the cupboard and found one she knew and dabbed a little on her wrists and behind her ears. “Why are you being so nice to me?” “Met Chelsea have you?” “Yes.” “Well David has been a bit infatuated with her recently and as a parent you daren’t say avoid her like the plague you just have to grin and bear it and wait to pick up the pieces. We can however welcome anyone else and just encourage David to spend time with them. Besides I happen to like you, you’re good for Adam as well he needs shaking up from time to time and the skirt well if I know Adam he’ll be fancying a lie down this afternoon especially if you flash him with your underwear. I take it you haven’t still got David’s underwear on? Pass me the bottle on the far right I think it might even be worth putting a dab of perfume on myself.” Tiffany thought she never would understand parents.

She went back into the dining room, and spent some time bending forward rearranging the knives and forks to be in exactly the right place on the table. This time though she leant a little further forward, helping her skirt ride up once or twice by brushing her hand against it before coming back to sit on David’s lap. “See what I mean in all in the hip movement.” She felt his hardness under her bum so gave a little wiggle to get it to a more comfortable position.

No one really noticed what was placed in front of them for lunch. David’s dad looked rather flushed and with a meaningful look at his wife announced “I think I fancy a nap this afternoon.” David’s mother turned to Tiffany “It’s a sign of age you know they can’t stand the pace any more without their afternoon naps.” She slipped easily past dad who reached out to tap her on the bottom as she led the way up the stairs.

“I’ve never known dad to take an afternoon nap before.” He looked at Tiffany wide eyed. “I mean parents don’t do that sort of thing do they?” “Perhaps we could try that sort of thing.” Tiffany asked innocently, “After all your dad did mention the words my son’s girl friend didn’t he?” “I suppose you are my girl friend aren’t you?” Tiffany felt a little thrill run through her at the words.

She led him by the hand up the stairs and put her finger to her lips to indicate he should remain quiet as she visited the bathroom and extracted a big fluffy towel. She spread it out on the bed and looked at him expectantly. “Last one to get their clothes off has to make the coffee later.” “But aren’t we supposed to go slowly and have lots of foreplay?” Tiffany took his finger and showed him how wet she was, “I’m wet, you’re hard let’s just do it.” She lay back on the bed still dressed in her garter belt and silk stockings and waited for David to lie down on top of her. “I’ve never actually done this before.” He admitted shyly “I haven’t either but the theory is your rod” she took him in hand “slides in here.” and guided him inside her. “Now I think you’re supposed to move back and forth.” He slid out, “Perhaps not quite so much back and perhaps a little more forth?” She guided him in again and held her breath as she felt him inside. She thought back to her sex manual now which set of muscles was she supposed to tighten? She squeezed and from David’s response she’d hit the jackpot as he shuddered on top of her. She held him luxuriating in being held in his arms and the pleasure she’d brought to him.

“I think I’m supposed to last longer than that.” “No matter.” “But what about your pleasure?” “Just being here in your arms is enough at the moment. We’ve got all weekend, we can try a few other things when you’ve rested.” She gave him a reassuring kiss on the lips, he was hers that was all that mattered.

“So which ribbed condom is your favourite?” Tiffany and David’s mother were in the kitchen preparing dinner “I’ve never used a condom.” David’s mother looked a bit taken back. “But I thought in this age of STDs everyone was supposed to use them?” “Mom insisted I went on the pill two years ago just in case, it was my first time this afternoon and from David’s comments his as well so we don’t have to worry about STDs. I just tried to think of the most embarrassing thing I could get your husband to buy since he was playing up this morning.” “I’m glad you did, I’d never had tried them if you hadn’t brought up the idea.”

She left all her new clothes behind in David’s wardrobe as a sort of way of laying claim to a bit of David’s bedroom when she returned home on Sunday evening, even the cobweb night gown that had immediately roused David as soon as he glimpsed it, impossible to explain away to her mother. Amy called to spread the gossip about Chelsea’s amazing freak out at the concert when the storm hit. Apparently it was one of her more spectacular ones but Michael had managed to calm her down and get her home though from the look he gave her when she wasn’t looking Amy thought that that budding romance was a non-starter.

Veronica rang and after the exchange of pleasantries she admitted she’d misjudged Michael. “He was much nicer than I expected he even danced with Shelby and Caitlin without even being nudged. He walked me home which was nice I mean it’s not so threatening as being alone with a guy in a car is it. It started to rain and he looked surprised when I just scooped my hair up and pushed it down inside my jacket. Even more so when I told him a bit of rain wasn’t going to hurt me. Anyway he’d been so nice I thought I’d kiss him on the door step so I did. You know he surprised me by asking me to lunch on Sunday with his family, so I agreed but only if he came to tea. Oh I can’t begin to describe his house, I mean it’s big, but pleasant and his parents weren’t at all snobbish. In fact his mother made a definite fuss of me which was quite unexpected and asked me to call her Angela. My mom liked him, the twins clambered all over him, well they’re getting to that age were they’re becoming aware of boys and all in all he fitted in quite well. Next weekend I’m going on a trip with him and his parents which should be interesting. Can you imagine his mom asked if I’d mind sharing a room with Michael if it had two beds? I agreed, I mean four of us shared a room last time we hit the big city but two of us all alone I’m surprised at her trusting us.” Tiffany somehow wasn’t.

“Now for this next project, which will take up the rest of the term, I’d like you to work in mixed teams of four, one objective is to work as a team with members of both sexes on the team and note the different styles of working of the sexes. So take a few moments to form your teams.” Tiffany glanced at David, Veronica, and finally Michael and they all started towards where she was sitting. Michael was delayed by Chelsea, “I thought we might work together?” “Unfortunately I’ve already accepted another invitation, perhaps another time?” He left her speechless.