tagMatureRed Heart Diary

Red Heart Diary


It was a shitty way to spend Valentine's Day Jeff reflected as he tapped impatiently on the steering wheel, waiting for the traffic lights to change. The meeting had gone as well as could be expected under the circumstances but still, it was about as much fun as having all his teeth pulled with a pair of rusty pliers. It kind of gave a whole new meaning to the idea of the 'Valentine's Day Massacre.'

He glanced over at his soon-to-be ex-wife who was resting her head against the leather headrest, with her eyes closed. They had just endured the first of their meetings with the arbitrator and Jeff recalled the way Sharon's icy blue eyes had glittered as she argued about some of the financial details. The settlement she was contemplating made him wince, but it could've been a hell of a lot worse if he were dealing with some barracuda divorce lawyer. Those bastards would be looking to clean him out for good. Thank God they had decided to end their 15 year mistake of a marriage as amicably as possible, he thought gratefully. The most important thing was that Sharon had finally agreed to joint custody of their seven year old daughter, Allison.

Kate, their regular babysitter uncurled herself off the couch as they walked into the house. She tugged at her close fitting shirt which had ridden high up her back while she was sleeping. Jeff caught a quick glimpse of her flat tanned belly before she smoothed it down and straightened her short denim skirt. She rubbed her dark eyes and smiled sleepily at them.

"Jeez I must have dozed off."

"Sorry we're this late," Sharon said, "The arbitrator was caught up in another case and our meeting was delayed."

"Oh, it's not a problem. I didn't have plans for tonight anyway," Kate said running her fingers through the tousled raven curls that tumbled down her back "I'll just get my stuff together, I won't be long."

"No plans?" Sharon said reaching into her purse to retrieve her car keys. "Well I hope you got a couple of Valentine cards at least." She flashed Jeff a cold look. She couldn't recall the last time they had exchanged romantic cards or gifts. God, how did people stay together so long when all the excitement and adventure of love was dead?

"Yeah a few cards, no one special though..." Kate said as she hastily gathered her study materials together in a haphazard fashion and pushed them into a faded denim bag.

Jeff tried not to pay too much attention to Kate but he was sure she'd gotten plenty of cards from horny college boys. Christ, they'd have to be blind not to notice how cute she was with her hard young body. He didn't remember girls looking as good as Kate did when he was at college. Perhaps there was some kind of contrary phenomenon at work here; where he got older and the women who caught his attention got younger. Whatever the explanation, one thing was sure: Kate was one of his top-ten fantasy distractions and he'd 'had' her many times, in many different ways, even if only in his mind's eye.

"Oh I mustn't forget to give you these," Kate said handing Sharon and Jeff each a colorfully decorated heart with the words, 'I love you' emblazoned across them in a childish scrawl. "Allie made them while you were out and I had strict instructions to give them to you the minute you got home."


Jeff stood in the doorway of Allison's room and watched her sleep. She was the one thing that turned out right between Sharon and him, and the love heart she had made for him had brought home the aching reality of how much he was going to miss being with her as she grew up. Joint custody would mean that she would live with Sharon and he would only spend time with her on weekends and holidays. His heart sank as he considered how quickly she would change in the coming years, how much of her life he would not be a part of and the time they would lose together in between.

"Shit, that's enough depression for one day," he muttered to himself as he made his way to the kitchen and grabbed himself a beer from the refrigerator. His muscles ached from tension and he decided that an orgasm would relax him and help him to sleep better. His sex life had been solo for the past eight months but he'd become adept at figuring out new and interesting imaginary situations to fill the void. His mind drifted to Kate. She had left a couple of minutes before with Sharon who was taking her back to her dorm, but the scent of her perfume still lingered in the air, and the memory of her narrow tapered waist and firm round ass were still etched in his mind. She filled out her clothes in a way that made Jeff rage with lust and for a petite girl, she had sizeable tits. They would probably lose the battle with gravity someday, Jeff thought fleetingly, but tonight they had stood firm and proud beneath the close fitting blue shirt that seemed pasted to her flat belly.

He took a long sip from the bottle and closed his eyes, letting the image of Kate nude from the waist down play in his head. Yeah, he'd have her tonight, still in that shirt, but with her bra gone, her heavy breasts jiggling above him as she rode his cock like a runaway train. Afterwards he'd take her on all fours, that firm ass sticking up in the air as he plunged into her sweet young pussy. His cock stirred in his pants and he made his way to the spare bedroom when something caught his attention.

A small charcoal book, with a tiny red heart that shimmered in the center of the cover, rested on the table in the dining room.

Curious, he made a detour and picked it up, thinking it was Sharon's. But as soon as he flipped open the cover and saw the unfamiliar writing with long cursive strokes forming each letter, he knew it wasn't hers. Each page was meticulously dated and neatly written in bright pink ink. It was the handwriting of a young girl. Damn, this was Kate's diary, he thought as a small ripple of excitement raced through his belly. But why would she leave it here? Then he remembered how her school papers were spread across the table and floor when they came in and the haphazard way she had packed them away. The diary must have accidentally been left behind.

The stirring in his cock had intensified at his discovery and at what might be described within. He'd heard stories of wild dorm sex that took place and perhaps there was some undercurrent girl-girl curiosity that she'd finally found the courage to explore. Christ how lucky could he get on the crappiest Valentine's night of his life. Considering his masturbation plans and her starring role in them, this was potentially better than the latest copy of Playboy. His conscience pricked momentarily; he knew that there were few things more personal than a diary, but his mind and body were already into heated overdrive, and anyway how the hell would she know that he had indulged his curiosity. Sooner or later she would miss the book, but by then he'd figure a way for Sharon to discover it, taking him out of the picture entirely.

The anticipation was burning as Jeff dropped down onto the nearest couch and inched open the cover. Entries spanning the first few pages were recaps of her first weeks away from home and how much she missed her family; the stress and excitement of being away at college and how much she hoped her studies would land her a career in the theatre. A few entries later she mentioned a drama professor who was 'so damn hot'. A couple more ordinary happenings and then Jeff hit pay dirt:

16 January

I couldn't help myself. Spending that brief time talking to him really got me worked up. It was difficult holding off touching myself until I got home. And when I did it was explosive. I used the lipstick vibrator. God what a handy and discreet thing that is, so compact, but the intensity of the orgasms, when I place it against my clit are mind blowing! I really would have liked to have got fucked though. Nothing beats the feeling of hot cock throbbing inside me.

Jeff gaped wide-eyed at the entry, the bulge in his pants threatening to burst through the tightly stretched fabric across his groin. He ran his hand over it and conjured up an image of Kate playing with herself, her sweet pussy climaxing, juice spilling from between her legs. He turned the page anxious to read more. He wondered if it was the 'hot' drama professor who had worked her up like that. A professor for Christ sake. In his day all college professors were much older men, but who knew, perhaps nowadays they were under thirty and hunky. Either way it was damn intriguing.

Unfortunately, beyond that one mention of unbridled academic lust the rest of her recorded events were pretty mundane, until he reached the last page. It was recorded with today's date:

14 February,

Well, here it is, Valentine's day and I am working another babysitting gig. Actually Allison is such a cute kid that it's hard to call it work. We baked some sweetheart sandwich cookies together and then she spent the rest of the time drawing hearts, coloring them in and writing love messages to her parents. She even drew me a bright red heart with cupid's arrow piercing the center and asked me what it's like to be in love. I told her that I didn't really know for sure, but I thought that it must be a wonderful feeling. Then she wanted a story so I gave her a very edited and child-friendly version of Romeo and Juliet. Shakespeare was probably turning in his grave since I had love conquering all and the families coming together instead of the real tragic ending. She's seven years old for God's sake and it is Valentine's Day. I figured I was entitled to make some minor modifications. Eventually she fell asleep with a smile on her face.

Best of all, my car is still broken and I got to spend some time alone with Jeff. He picked me up at the dorm on his way back from his office. I tried to stay calm and make conversation during the drive but my heart was beating at a million miles an hour. I kept thinking to myself that he's almost single and wondering if he is as attracted to me as I am to him. Sometimes I catch him looking but I doubt we have much in common. He seems more of the business type while I am probably destined to be a struggling artist.

Still, there's something to be said for physical attraction and good ole lust. Who knows, maybe I'll get lucky and he'll be the one to take me home tonight. Nah, that's never going to happen, who am I kidding? He picks me up and Sharon drives me home. Too bad I can't figure out a way to change that arrangement.

Maybe honesty is the best policy. "Hey Sharon, mind if Jeff drives me home tonight? That way I can take him up to my dorm and fuck his brains out. That'll be a valentine he won't soon forget. Didn't think you'd mind, since you two are almost divorced and all."

Oh shit. Wait, strike that! I sound like a slut. Thank God nobody can hear my thoughts, but that's why they make diaries, right? So a person can get to say whatever is going on in their heads and give vent to their desires without having to justify anything, or worry about what people will think. The truth is I'd never do the things I fantasize about with Jeff, but its fun to imagine.

It's getting late and I have school work to finish. I'm convinced I'm going insane, maybe it's just this pent up desire. More tomorrow.

Jeff sat with his eyes agape as he reread the last page. No! It couldn't be him she was talking about, fantasizing about, who she wanted to drag back to her dorm and fuck! But it clearly was. There was no denying that; it was there in black and white, or rather pink and white. He shook his head trying to deal with the barrage of thoughts that were racing through his mind. Damn yes, he was flattered and excited by her words but Jesus, imagine how differently this could have worked out had he taken Kate home and Sharon found the diary. For that matter, how would it work out when he staged it so Sharon would be the one to 'find' it? It was doubtful that any wife, even a soon-to-be-ex-wife would find humor in the babysitter's revelation about wanting to fuck her husband.

Suddenly there were all kinds of complications, questions that needed to be solved but Jeff didn't have the time to consider them. From outside came the unexpected sound of Sharon's car pulling into the driveway. She hadn't been gone more that fifteen minutes and Jeff knew from personal experience that the college dormitory where Kate lived was at least twenty five minutes away if traffic was flowing well. His heart beat rapidly in his chest as he hurriedly replaced the book where he had found it before grabbing his beer and racing to the kitchen. He was almost there when the front door opened.

"Kate!" He said, trying to compose himself, "I thought you'd left."

Her face snapped to attention when she saw Jeff. Her dark eyes were filled with panic. They darted all over the room "I did," she said in a breathless voice, "But I forgot something." She frantically scanned the floor where her school materials were first situated. "Did you find a book lying around here?"

Jeff watched her. She was out of breath and her cleavage rose and fell, lifting the bottom of her shirt in a way that teased him with glimpses of her pierced navel and her shiny belly ring.

"A book?" He asked innocently, raising his beer bottle to hide his half smile.

Kate ignored his question and continued searching, tossing the cushions on the sofa aside and looking under the coffee table. A small sound tore from her throat when she spotted the book on the dining room table next to the vase of flowers. With an unmistakable look of relief she grabbed it and held it to her heaving chest with both hands.

"Don't worry, "she said her breathing returning to normal. "I found it."

"Something important?" Jeff asked casually. His eyes locked with hers.

"You could say that," she said softly, looking away from him.

Sharon appeared at the doorway, one hand resting firmly on her hip. She tried to hide her annoyance but it came through in the curt tone of her voice. "Find what you were looking for Kate?"

"Yeah thanks I've got it. I'm so sorry that we had to come all the way back. It must have slipped out when I was packing my bag..."

Jeff tipped back the rest of his beer. "Sharon, you look tired. It's been a long day. Let me drive Kate back to the dorm." He tried to detect a reaction from Kate. There was none, but Sharon didn't hesitate.

'Well if it's okay with you to take her home, I'll be grateful. I have a splitting headache."

Jeff nodded. "You ready Kate? Got everything?"

"Yeah," she said, a small smile playing around her lips. "I have everything now, we can go."


Jeff walked behind Kate and watched the swing of her tight little ass under her denim skirt. It took her a minute or two to gather the rest of her things from Sharon's car and load them into his car. He pulled out of the driveway and took a quick glance at her profile. His initial rush of confidence at grabbing the opportunity to drive her home was fading fast. The words in her diary kept taunting him and he wondered how he might respond if they arrived at her dorm and she invited him inside. The macho part of him that was connected directly to his cock screamed that he'd jump at the chance, but he knew that in reality it would probably be quite different. Fantasizing about crawling between those delicious thighs during solo masturbation fantasies was quite different to having to perform with someone half his age. Christ, he thought, he was feeling more than a little anxious. What the hell was wrong with him?

"So, how did the arbitration meeting go?" Kate asked, finally breaking the silence.

"Ok, I guess. It was actually surreal at times. Sharon was so stiff, so...professional, like a total stranger, weighing all her options, slow to give up anything. It was like she was a completely different person from the one I thought I knew..."

Kate was quiet, then finally asked, "So you still think it's all for the best?"

"Oh yeah, that part I'm sure of but it's still not great going through this. Hell, I'm no sappy romantic but having to spend Valentine's Day bartering for personal belongings and shared custody with the same person I thought I'd spend the rest of my life with, was about as unromantic as it gets."

Kate shot him a sideways glance. His whole upper body was taut like the string of a bow. Broad shoulders formed the platform for his neck, which in turn supported a fiercely intelligent face. She had been attracted to him from the first time she'd laid eyes on him, but there was more to this man than his craggy good looks, his sensuous mouth and the jutting angle of his jaw. He had a keen mind and she wondered what was going through that mind right now.

"I wonder what's happening up ahead," Jeff said breaking into her thoughts.

The traffic had slowed to a snails pace and as they approached the traffic light they saw a large white banner strung between two light posts in a nearby parking lot. 'Lover's Lane Classic and Vintage Car Show,' was emblazoned on it in silvery red paint, and big red heart-shaped balloons billowed in the breeze alongside it. Some of the local car clubs had got together to display the 'love of their lives' on Valentine's night and permission had been granted to use the large floodlit lot. Rows of vehicles lined the area, many of which had their hoods open to display modified engines that were showroom clean. Most were older makes that had been restored; Rods and Customs with spectacular paint jobs and Vintage cars represented vehicles of the 1920's through '50's while Muscle Cars, Classics and Sports Cars from the 1960's onwards were also on show.

"Oh wow, that car looks like it came straight out of The Great Gatsby," Kate said pointing excitedly at an antique car in pristine condition that gleamed on the far side of the lot. "And the lilac one is really cool too."

"Yeah, that's a 57 Chevy," Jeff laughed. "You want to stop and check them out?"

Kate's eyes glittered with excitement. She wanted to spend more time with Jeff and if it meant ogling over cars then she would do it. "Yeah, sure let's take a look."

Jeff smiled as he pulled into a partially empty lot about a half block away. Kate certainly wasn't in any hurry to get home and he was feeling a lot more comfortable as his earlier awkwardness began to fade. They made their way to the show and strolled along the makeshift aisles mingling with the gathering crowd. Love songs from the different decades drifted from the loudspeakers above, reminiscent of romance and passion through the century.

"Wow, this is like walking onto the set of American Graffiti with all these candy-colored cars," Kate enthused grabbing Jeff's arm. The heat of her touch sent a thrill though him as he tried to shrug off the feeling of eyes watching them. He was certain that they were drawing some attention. The difference in their ages would have been noticed but Jeff smiled indulgently at the obvious male envy that would also be following them. The atmosphere was electric, with no restricted access, people were able to get up close to the cars and see the beauties right in front of their eyes.

They stopped to look at the interior of a Corvette and Jeff leaned into Kate until their shoulders touched. As innocent as it was, when she didn't pull away it felt like a first step confirmation. They moved from car to car, smiling as the flirtation built between them. Little touches, lingering looks and playful swats. While checking out one of the antique cars, Jeff casually pressed up against her body and brushed her thigh with his finger. She returned the pressure briefly before moving aside.

The vivid descriptions in the diary began to race through his mind again. He glanced at his watch. "I guess we should get you home, it's getting kind of late." Home, to her dorm, where they'd finally be alone Jeff thought, with a quiver of anticipation.

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