0 comments/ 12293 views/ 0 favorites Windy City Summer Fling Ch. 02 By: AngelPoet "Hey sexy mamas!" Justine greeted her girlfriends as they arrived at her condo, margaritas in her hands. "I thought we'd have a few girl moments before we head up north to see the boys. We need to talk." "Mmmm," Delilah uttered as she took the stemmed glass full of margarita. "Ritas on the rocks? Don't mind if I do." "There's something different," Simone commented suspiciously as they settled in the cozy living room together. "You. There's something... You're glowing." Justine scooped up her fluffy gray and white cat Thistle and removed her from the loveseat on which she was going to sit. She tried not to smile, and in order to stifle it, she sipped her margarita, but her friends continued to coerce her. "Spill it, girlfriend," Delilah demanded. "You know you don't keep me waiting with gossip." She swung her hair over her shoulder and waved her sassy, teal painted finger at her. "You're about to force Delilah to whip out her sista side," Simone giggled. "Really, my friend. Do tell us. Because I'm kinda getting the vibe that you got laid or something to that affect." "Not just once, but, like, three times," she gushed, setting her stemware down on the cocktail table. She relayed all of the dirty details to her girlfriends, who oohed and ahhed over her amazing afternoon. "I've always wondered what it would be like to fuck a silver fox," Simone mused. "I mean, like a hot, sexy, well kept older man." "Girl," Delilah said, elongating the word. "You're crazy, you know that? Crazy good and crazy bad. Mmm. You sure he ain't got a wife or something? I've had some experiences before. Little did I know." She shook her head emphatically and popped her sensuously full lips together. Her friends eyed her speculatively and waited for her response. What was Justine supposed to say? She decided that right now probably wasn't the time to tell them about the text message from the elusive "Evie". The voice inside her head told her it was a red flag, but she knew she was too blinded by her lust right now to care. Wife? No. His kids lived with her north of Chicago- there's no way he'd be married still, plus there was no ring... But then not all married men wore a ring... Ugh! She'd worry about it later. The internet was a great tool for finding dirt as needed. Tonight she needed to bask in the afterglow of an amazing afternoon. "It's casual, girls," she reassured them. "I'm going to enjoy the fact that my four month drought is over, and I'm also going to tell you that I'm going to ride that cock nice and hard again Sunday night as well. So for tonight, let's put all worries aside and rest assured that Justine's a big girl and can take care of drama if and when." Simone and Delilah looked at one another, shrugged, and raised their glasses with Justine when she raised it in a toast. "To friends, to good times, and to... the penis!" They laughed as they headed out the door and into Simone's car to head from one end of the city to the other to visit their friends in Boystown. Todd greeted them at the door looking nothing less than gorgeous. He'd gelled his black hair into a trendy, but subtle faux-hawk. He wore a casual pair of jeans and a white button downed collar shirt with the sleeves rolled up. He accessorized with his silver watch, tiny silver hoops in both ears, and a chunky thumb ring. She'd always found him exceptionally handsome, and even more so when he lined his crystalline blue eyes with a tiny bit of guy liner. His partner Braxton was clearly just as handsome in a less dramatic way. Tall and lanky just like Todd, Braxton's cherubic face was adorned with dimples, light brown eyes, and shaggy blonde hair. Both men hugged their girls affectionately as they guided them to a delicious spread of Italian appetizers that were the perfect start to a decadent meal. "Justine got laid," Delilah announced as they all sipped on Cosmos. "She did it, y'all! She got naked with the sexy older gentleman!" "You gave into your lust," Todd teased. "Hussy." Justine laughed and tossed her head back, but couldn't prevent the barrage of questions on her first experience with Alex. She had to admit having to retell it and relive it got her a bit excited. She hoped she'd hear from him via a text or something. "I slept with an older man once," Braxton dished, setting his Cosmo down to talk with his hands. "Come to find out he was on the down low, so to speak." He looked at Delilah who nodded and uttered "Uh huh... Down low brotherss. They come in all shapes, sizes and colors. I knew it!" "A house in the suburbs, twin girls, a dog and a cat," he announced. "When he finally grew the cajones to tell me, I'd already figured it out. Just be careful, Sweetheart. Men are dogs." "Hey!" Todd interjected, slapping him playfully on the thigh. "Not all of us are bad. Look at me- just your average gay dude with no drama. You fell in love with me, right?" Braxton rolled his eyes and kissed him gently on the forehead. "Of course, Todd, but I'm just saying. For the most part, gay or straight- men can be dogs. But enough of this. Justine, we're dying to hear more details, but my fettucine is ready and I'm famished. Let's eat!" While Justine was kicking back and enjoying good times with her closest friends, Alex played dad and, well, he tried to play husband, too, but not all of him responded to his wife as she'd hoped. After the kids had gone to bed, and while Alex laid reading in bed, Evelyn showed off for him her new purchases from Victoria's Secret. She had just turned forty five, and was still trim and in shape. Her new purchase had been a flimsy black lace and satin number that hugged her breasts and accentuated her in all the right places. He admitted she looked gorgeous. She'd brushed out her blonde highlighted hair and lathered on scented lotion for her husband. He'd smiled and admired her, complimented her with all the sincerity he could find, but as she'd reached under the covers to caress and lick his cock, he just couldn't find it in himself to respond. "But we've not made love in months, honey," Evelyn cried, frustration mounting in her alto voice. "We used to be like rabbits! Jesus, is it me? I realize we've been doing this long distance marriage for the past two years, but recently you've just been so distant." "It was your idea to move the kids out of the city like this," he said firmly, ignoring the fact that he didn't respond sexually to her. "We had our home, we had our life." "Right," she replied angrily. "And what kind of life were we allowing for Sam and Piper? The city is no place to raise kids." "Says who?" He asked pointedly. "I've seen it done." "But explain to me why you can't make love to me?" She sat on the edge of the bed, tears forming at her eyes. He felt his heart tug, remembering all the ups and downs they'd faced together. He looked at her sad form, face in hands, shoulders slumped. What had happened to them? He felt numb, sad even. He couldn't explain to her what was missing. "I... I'm not sure, Evie," he replied, closing his eyes to the guilt that had risen within him. It was later, much later, as Evelyn slept soundly next to him, he glanced over at the clock and it read 3 am. Justine. He wondered what she was doing. Was she in bed? Still out partying? He felt his cock harden. He heard his wife sleeping soundly, grabbed his cell phone, and went downstairs to his office where he locked the door and settled into his comfortable office chair. "Hello?" A sleepy voice answered, sounded confused. "Justine.... Hello, my angel," he said softly, feeling his cock harden as he imagined her sleeping form, probably wearing just a little t-shirt, or maybe nothing at all. He liked that vision better. "Alex? Mmm.... It's late. Are you ok?" She sat up in her bed, looked at the time, and yawned. "Better now that I heard your voice," he told her. He scooted down in his chair a bit, pulled his hardened cock out from the opening in his boxers, and began to stroke it gently. "Do something for me baby. Tell when what you have on." "Alex!" She cried. "Where are you? Jesus, what are you thinking? Where are you?" "Shhhh," he uttered. "I have my cock out, stroking it. I'm achy for you, angel. Tell me so I can feel better, ok?" "Well, in that case," she replied, relaxing. She settled in and felt herself go moist. She'd done phone sex before. She'd actually enjoyed it thoroughly. "A black tank top. And that's it." "Take it off for me," he instructed. "I bet you're good and wet." She slid her hand down and inspected for him. "Drenched." "Excellent," he whispered. He stroked gently now, imagining her wetness. "Feel me finger your honey. Get your finger nice and wet for me, and lick it. Tell me how it tastes." "Just like you prefer- nice and tangy," she replied, getting wetter and more excited by the second. "Are you hard, Alex? Tell me what you're doing." "I'm rock solid, angel," he uttered. "I have my boxers pulled down a little and I'm stroking him. He likes the sound of your voice." She moaned a little as she entwined her fingers in her wetness. She contemplated grabbing her vibrator, but thought she'd just stick to her fingers. "I know you're fingering your pussy, baby, but I don't want you to finish, ok?" "Mmmm, Alex," she purred sadly. "But why?" "Because when you cum... when you cry out and die a little death right then and there, I want to see your face. I want to hold you, I want to feel your pussy contract around me when it happens." "But I want you now, Alex," she moaned, thrusting her hips upward as she continued her assault on her clit. "I'm fingering my clit now baby. Just let me finish. Please, Alex." "How can I say no to you?" He said gently. "Alright then. Imagine my tongue. Imagine my fingers inside your twat, I'm licking you, teasing you..." "MMM, yes, baby, yes," she moaned. "I'm sucking furiously on your hard, juicy, pink little clit," he said as he started stroking again. He felt his balls contract. It wouldn't be long. "I'm stroking now." "Oh, God, YES!" she cried as she reached her peak. "YES! Oh Alex, I wish you were here to fuck me." "Ugh, yes, my angel, oh FUCK yes," he grunted as he milked his cock. Hot cum shot into his palm and he panted furiously. "Ohhh fuck." "Mmmm," she sighed contentedly. "The only thing better than this is you right here with me." "You'll get your wish tomorrow night, sweetheart," he promised, wiping up his mess with a tissue he'd found lying on the desk. "I better go for now, angel. I'll call you tomorrow." "Good night, Alex," she sighed, hanging up her phone. Sunday night, after he'd kissed his wife chastely, hugged his kids, and threw the Frisbee for his dog Ozzie, Alex greeted Justine at the door where he took her in his arms, and kissed her passionately. He then slid her yoga pants to the floor, sunk to his knees and took her panties down with his teeth right before he nuzzled her open, sniffed, and smiled, his tongue grazing her stiff pink button. After a few moments, he unleashed his cock, placed her on the edge of the sofa, and drove it home inside her till she cried tears of joy and release. He made love to her several times that night, not giving the life he'd left behind a second thought. Justine sat at her makeshift desk grading papers when she realized she was in dire need of a Diet Coke. She glanced at the time and realized she had thirty minutes or so before Alex returned, and then they were headed to lunch at English, a pub on State Street. She giggled to herself, wondering how long it would take before they would have enough and just head back to one of their places for another round or four of sex. As she stood and walked past his desk, she paused. She picked up the framed photo of his kids and smiled, wondering what they were like. Did they have his laugh? His intellect? What had caused him and his wife to split? He had certainly never offered up any personal information about himself- in fact, she noted, she knew very little about him. It unsettled her a little, but she shrugged it off and made a beeline to the pop machine for her dose of caffeine. "Oh, uh, Justine! Hey there!" She turned with her little can of heaven and smiled up into the familiar face of Rob Gleason. "Hey, stranger! It's great to see you again! "Great to see you too," he said gently, his eyes shy, but his voice smooth. He glanced at her can of pop and laughed. "Good thing that isn't opened. I'd hate to have it all over my new shirt!" She giggled, clutching it carefully. "No worries. I'll open it up back in my office." Think fast, man. "So, yeah, um, how are things going here for you? Are you liking your summer gig here?" Stay calm. Don't screw this up. "So far, so good," she replied, noticing how pretty his blue eyes are. "I'm liking the change of pace from teenagers to adults. I'm normally a teacher for Chicago Public." "No kidding?" His eyes widened and he casually put his hands in his pocket. Relax, he told himself. Just ask her. It's just a question. "Say, um, I was wondering if maybe you'd... you'd like to maybe have lunch sometime?" Awkward. You're fucking awkward, man. "Well," she smiled, flattered. She had no claims on Alex, and vice versa. Rob was a sweet guy. He was asking her out on a date. What did she have to lose? "I think it would be nice to do that. Maybe getting together on Tuesday or Thursday would be better for me since I try to do most of my work here so I don't have to take it home." Perfect. Then she wouldn't have to explain anything to Alex. "Really?" He asked surprised, fully expecting her to say no. "I mean, really, you'll have lunch? That's solid! Does tomorrow work then?" She exchanged phone numbers with him as he promised to call later that night. She walked away and smiled, Alex far from her mind at the moment. "I have a date," she spoke into the phone to Todd later that afternoon while Alex stepped out to make a phone call outside of the restaurant. "What am I getting myself into here?" "You're a hot mess," he sighed. "Is this with the silver fox or the computer geek?" "He's not a geek," she sighed. "He's cute. A bit... unpolished, I'd say. He might be good for me. I've got reservations on Silver Fox." She went on to describe the text message from the elusive Evie. She hadn't found the guts to google her yet. She was afraid of what she'd find. "Are you still going to fuck him?" he queried, grabbing a pen and paper from his desk. "Say, what's his last name again?" "Probably later on this afternoon," she sighed. "His last name is Flynn. Please tell me you don't know a man on the DL named Alex Flynn. That would be a hoot, wouldn't it? But just my luck." She thought back to Delilah's story, laughing a little. "No, princess, I don't know anyone by that name. Curious minds wanted to know is all." His fingers ached to get onto his laptop. As her best friend and closest thing to her brother, he was going to do what she was obviously not. "I gotta bounce now, babe. I'll call you later, ok?" Alex returned, his smile sly as he bound back to the table. "That was my son. He wanted to brag about the two homeruns he made today. Chip off the old block, I tell ya." "Awesome," she smiled. "You don't really talk about your kids much. Do you see them often?" He felt himself tense. Careful. Be very careful. "I try to see them, oh, at least every other weekend or so." "They're how old?" She took a sip of her water and saw that his body language had changed a bit. "Sam is thirteen and Piper is twelve," he said quickly. "So, you ready to rock and roll, sexy?" "Well, I just had one more question," she said sharply. "You're so elusive about your personal life. I don't even think I know your favorite color, or... or, where you went to college? How long have you been divorced?" "Divorced?" He asked with confusion. He looked at her, his eyes like spinning saucers. Then, it dawned on him that he'd told her the kids lived in Rockford with their mom. She'd assumed they were divorced. "Oh, um, yeah. A... a few years. And, I like the color green and I went to Northwestern. Anything else?" He winked, rubbed her ass subtly, and whispered into his ear that he wanted her very badly. "There's a lot, actually," she said as they walked out into the city. "I guess when I get naked with someone, it's not just physically." He stopped, sighed heavily, and bent to her, putting his hands on her shoulders. "I made it clear after the first time we were together that this would be casual. I like you a lot. You're young, vibrant, exciting, sexy... everything that could possibly turn me on. Let's just do this day by day, minute by minute. I know this minute, I want you. I want to take you in my arms and make love you to, laugh with you. Haven't you ever just thrown caution to the wind and followed your heart every so often?" She met his eyes and watched them search hers carefully. He made a point- a very interesting one. She longed to ask him about Evie, but that would spoil things fully and completely. She had to admit this... this fling... had been like nothing she'd experienced. She'd been swept off her feet by a sexy older man who could turn her knees to pudding. He was not only a magnificent lover, but smart and dedicated to his craft. She admired him just as much as she lusted after him. They had switched things up a little and had gone back to her condo for a few hours of unbridled pleasure. She bent before him as he sat down on her couch. She caressed his knees and thighs before slowly undoing the fly on his jeans. Her eyes not leaving his, she undid her black blouse, undid her bra, and took his hands and placed them on her naked breasts. He sighed, murmuring words she barely heard as she pulled his jeans down, exposing his fully erected hardened flesh. She licked her lips, anxious to put his warm flesh into her mouth. She moistened it with her tongue, then pulled him towards her. She took his cock and rubbed it against her breasts. She moistened the tip again and rubbed his cockhead against her nipples- exciting them to little nubs of marble. With her free hand, she reached for his balls, rubbing them gently. He moaned, closing his eyes and just giving over to his senses. He turned his mind off and just zeroed in on her mouth, her breasts... all of her. Later, he mounted her from behind, dominating her. He thrust into her wickedly as she cried out. She moaned in ecstasy when he rubbed her clit in unison with the thrusting of his bold cock. When he exploded inside of her, he pulled her hair and cried out her name as she fell off the precipice right along with him. Later, after they'd enjoyed each other's bodies for over four hours, they lay snuggled in her bed, lying in silence, till at last he broke it. "I wish we could stop time- just for a week or so. I would stay right in this condo with you- making love, reading Shakespeare, sipping wine. No worries, no obligations whatsoever. I know it's hardly possible, but I imagine what it would be like." His voice was weary, distant even. She ran her hands up and down his bicep, kissing it, feeling its strength. "You sounded sad just then." "Sad? No, not sad, really," he sighed, turning and holding her close to his body. "You're young, Justine. You have so much ahead of you. Myself? I'm old. At that age, I guess, where I wish I'd done a few things differently. Not that I have regrets- I don't regret my children. They're amazing. I just look at my life now, and wonder where it all went." "Tell me about their mom," she blurted, finding the guts to finally ask. He stiffened at first, then sighed. He was quiet for a long time, as though gathering the courage. "I... I don't mean to pry..." "No, no," he said uncomfortably, then she felt him relax. "It took us... awhile... to conceive. Before she became a mom, she was a workaholic- you know the kind. Type A kinda gal- had a high stress job at a Wall Street based company. She was up all hours of the night trading. High sex drive. I wanted kids earlier than what we did, but she was very career minded. Sam came along and she fell in love with being a mom. She quit her job, and Piper came soon after. We had a nice little three flat on the north side, but she didn't want a life in the city anymore. It hurt like hell that she wanted to go, but she had it in her mind that it would be better for the kids in the suburbs. I couldn't argue... So she left." Windy City Summer Fling Ch. 02 "You still love her?" Justine knew she was treading on very thin ice, but he seemed vulnerable now. "Love is complicated, Justine," he sighed, playing with her breasts in spite of himself. God, such beautiful pieces of art. He nuzzled them, trying to get away from the talk about his family. "I suppose I fell out of love with her at some point. Just not sure when." To silence her, he kissed her deeply, reaching his hands to the pliant folds below. He felt her stiffen and move a little. "I'm a little spent, Alex," she sighed, feeling full well just how much he wanted her then. "You want to call it a night? I'm feeling a little rough right now. Allergies." That, and she was expecting a phone call from Rob. She didn't want Alex to be there. "I guess I did fuck you about three times today," he laughed, nuzzling her neck. "I just can't get enough of you, angel. I think about you all the time." He rose out of bed behind her and watched her slip into a pink cotton robe. She ambled out into the kitchen as he dressed. "Is it possible I can sneak over tomorrow afternoon? Just for an hour or two? I'm getting spoiled here." He put his arms around her from behind and kissed her, but she walked away. "I have plans tomorrow," she replied elusively. "I don't think it's gonna be possible." She popped a Claritin and chased it with bottled water. The smile left his face. "What kinda plans?" He asked as he popped some grapes into his mouth. He had no claim on her, but he really hoped there was no one else in her life. Jealousy snuck into his heart and he guessed it showed in his eyes. "Lunch with a friend," she answered, not really feeling the need to reveal anymore. She glanced at the clock hanging near the fridge and wondered if she'd hear from Rob sometime soon. "Fair enough," he said curtly, then felt his pockets for his keys. He leaned in to kiss her and saw her glance at the clock once again. "I guess I shall see you bright and early Wednesday morning then!" As he drove back to his condo, he tried his hardest to focus and not be upset or angry. For Christ's Sake! How could he be jealous? Reality check, my friend. You have a wife, two kids, and a dog. She has every right to pursue her own happiness. It didn't hurt any less- the thought of her with someone else.... It could just be with one of the girlfriends of whom she'd spoken before. That's right. Simone and Delilah. Or the gay guy. Tim? Todd. He tried to put it from his mind, but he was hardly able to. The green eyed monster had taken hold. At last, eight o'clock on the dot, Justine's phone rang. She recognized the number on caller ID as the one Rob had given her earlier. A smile spread across her face. "Hey you," she said, curling up on the couch with Thistle, who began to purr. "Oh, hey you... yourself!" Rob laughed nervously, then cleared his throat. "It's Rob, by the way. How are you this evening?" "I'm great, Rob," she said, picturing him shuffling his feet or otherwise fidgeting. "I'm looking forward to hanging out tomorrow. Are we still on?" "Absolutely! I actually have to take a personal day tomorrow- I have a dentist appointment, but after that I was thinking lunch, and, if you want, maybe we could find something cool to do... if you're not busy." "Are you up for the beach maybe? There's a great little place on North Avenue Beach called Castaways. I know I'd love a day in the sun." "Uhh, sure! I can dig out the swim trunks. Maybe we can get into someone's beach volleyball game or something. I oughta be out of the dentist by eleven or so. Do you want me to come pick you up or do you want to meet there?" "Call me when you're done and we'll go from there," she told him, feeling the effects of the allergy meds kicking in and making her tired. "I'm looking forward to it, Rob." "Me, too," he said. "Good night!" He hung up and gave the fist pump. The date was set! It was later, a few hours after she'd gone to bed, that Justine's cell phone began to ring. Normally a night owl, she was spent from various activities- namely, sex. Mix that up with meds that made her tired, and it was lights out for Justine. "Sweetheart, it's Todd. Normally I'd just text you, but I thought I'd leave a VM instead. I found something I think you'd really like to see, so if you can, call me back as soon as possible, ok? I hope all is well on Planet Justine. I'll chat with you soon. Ciao." He ended the call and stared at the sight before him on the screen of his laptop. Shaking his head, he lit a cigarette and tried to fight off the urge to punch something. Fucking bastard asshole from hell. "Your ruse is about up, Douchebag," Todd uttered to himself as he exhaled. "Fuck with Justine, fuck with me. It's on." Windy City Summer Fling Ch. 03 "Ugh, kitty, come on," Justine groaned as her cat jumped onto her bed, began purring, and adjusted herself, plopping right above Justine's head on her pillow. "Really, Thistle? This is my morning to sleep a little." She glanced over at the clock as it read 8:30. Thistle purred, meowed and laid her head on the pillow. Justine caressed her satiny gray coat and smiled as her feline companion closed her eyes in contentment. She let her mind wander a little. She enjoyed these precious moments where she could linger in bed without having to race off to work. Alex came to her mind as she imagined him in this bed next to her. No doubt he would've awakened her with his hands, his mouth.... She felt herself go moist and in spite of herself, she let her hands wander to her excited womanhood... With her finger she toyed with her clit, imagining Alex's tongue there. She moaned a little, feeling herself go wetter. She alternated between her clit and her soaked slit, pressing her middle finger up into herself. She closed her eyes, her mind's eye replaying the image of her riding Alex's hardened cock to ecstasy. With her pointer finger, she jiggled her precious pearl, sending herself into waves of passion. She sighed gently, bit her lip, and stretched. Alex was a tremendous lover- handsome, experienced, with a delicious hard cock and a willing tongue. She tried with all that was in her to ignore the fluttering pangs that all was not right with this situation. Evie. It still bothered her. While her body yearned for him, her heart was trying to warn her, all the while her head was siding with the body for now. She sighed, wishing things didn't have to be so damn complicated. She smiled then, thinking about how later this day she would be hanging out with Rob Gleason. If anything, he would be a gentle distraction from her lust for Alex. She arose from her bed, sauntered into her kitchen and glanced at the flashing red light on her phone, alerting her that she either had a missed call, a voice mail, or a text. "Missed call from Todd," she said to herself. "I'll check his message after I shower." She yawned as she opened a cold diet Coke. She glanced out of her window again, admiring the clear blue skies and sunshine that lingered in the city. After her shower, she slipped into her cotton robe, not quite sure yet what to wear as the decision for her date with Rob had yet to be determined. As if on cue, her phone rang. "Hey there," Rob spoke. "Dentist appointment cancelled. What do you want to do today?" "It's a beautiful day in Chicago," she grinned. "How about we meet at North Avenue Beach around 11:30? Castaways is there. We can grab lunch, walk on the beach- just kinda play it by ear. Sound like a plan?" He grinned, loving the sound of her sweet, yet sexy voice. He imagined her greenish brown eyes. He loved how they sparkled a little. He had such a huge crush on her. He just didn't want to screw anything up. "Sounds great," he said. "See ya soon." "Absolutely!" She chose her one piece black swimming suit- the one that cut down low and showed off her cleavage. Over the top of that she threw on a hot pink cover up that looked like a sundress. She shoveled out a beach bag from the back of her closet and filled it with a few necessities, along with panties and a bra, and shorts and t-shirt in case they wanted to go anyplace else besides the beach. She spritzed her hair with a little hairspray, slipped into black flip flops, and headed out the door to her date with Rob. She hailed a cab and jetted up along Lake Shore Drive. Sunshine illuminated the skyline, and as traffic slowed in front of Grant Park, she saw families and tourists snapping shots of Buckingham fountain. To her right, people jogged, walked, and biked along the path in front of Lake Michigan, which was calm and a perfect shade of blue. She watched boats bobbing along, their passengers decked out in bikinis, swim trunks, and shades. She wished she was on one of them. At long last, traffic moved, and the cab driver made his way the beach where North Avenue ended by the lake. She handed him the fare, and as she got out, she marveled again at the beauty of the city behind her. Slinging her beach bag onto her shoulder, she saw that others had had the same idea as her today. She scanned the crowd near the outside beach bar. Leaning against a table was none other than Rob. She marveled to herself at just how good looking he really was. He was tall and nicely built- at least 6'5 or so. He wore black swim shorts, a gray Chicago Blackhawks t-shirt, and flip flops. There was something so endearing and welcoming about him. She smiled in spite of herself as she made her way to him in the crowd. "Hey stranger," she smiled. His dark brown hair was gelled and he had a little bit of a scruff on his gentle face. "Ready to be a beach bum?" He leaned down and hugged her. She smelled so sweet- like oranges. He tried not to be nervous, but oh shit, he was! "Is it too early for a cocktail?" "It's our day off," she giggled. "How about a margarita?" He returned with two tall plastic cups filled with icy cold liquid. She commented on his t-shirt. "I was never much into hockey till this year when I watched all the championship games and we won the Stanley Cup," she explained. "I didn't realize it was so fast paced!" "Hockey is my family's sport of choice," he explained as he felt the calming effects of the tequila. "I used to play when I was little." "No kidding?" She later learned that he'd grown up on the south side of the city, and later one of the southern suburbs. When he'd landed the job in the city, it only made sense for him to move downtown to be closer. "I hate commuting," he explained. "I'd much rather hop on the El and be done with it. I hate driving in all that shit. I have a nice condo in the Lincoln Park area. You're in the south Loop, right?" "Yup," she nodded as they found a patch of sand on which to park themselves. He unfolded a blanket onto which she threw her bag. She stripped off her cover up dress and tried not to notice or giggle when Rob's eyes grew big. On cue, he shed his t-shirt, and she saw the tattoo that graced his left shoulder. She bit her lip, and his appeal just grew tenfold. She was a sucker for men with ink. "Awesome tattoo!" "Oh, thanks," he said bashfully. "A lot of people say I'm not really the tattoo kinda guy being a computer geek and all." "I think tattoos are very sexy," she flirted, sipping her margarita and winking as he looked over. "I kinda like that whole good guy with a bad side thing." Rob turned to her and grinned as she rolled onto her tummy and looked up at him. He leaned back onto his hands and looked down at her. He had formed a crush on her the first time he'd ever seen her. Now, as she lay in front of him in a very sexy black swim suit that enhanced her very feminine, very ample curves, he nearly felt himself go hard. She had that classy, old film from the 40s or 50s kind of appeal. She was a real woman- not some skin and bones type that nearly every shallow man desired. He could almost see her as one of those retro pin up girls that had ample bosoms and scarlet lips. "Why did you get so quiet?" She pondered, raising her sunglasses to look at him. She bit her bottom lip in admiration of him in his mirrored aviator sunglasses. She saw a totally different guy here on this beach. Not the quiet, absent minded shy guy she'd bumped into one day. "Oh," he said quietly. "I was just thinking that maybe... I'd just do... this!" He flicked the remainder of ice from the cup of margarita, and it sloshed her on her shoulder. With that, he got up and ran as she chased him to the shore of the water. Once they were there, she splashed him playfully, and truth be told, she loved the feel of him- his skin, his hair- and his hands on her body were quite pleasant, as well. "You're such a cutie," she giggled, wiping water from her face and they both stood, breathless from their silliness. He laughed softly, a tiny blush coloring his handsome face. He took his sunglasses off, and she saw his gentle blue eyes glisten. "I have a huge crush on you, Justine," he said softly. "You're so pretty, and you're so nice. I really like you." She stood with her hands in his, totally unable to speak as a warmth spread across her heart and made it skip a beat. It was that feeling that she'd forgotten existed- like that feeling when you're a teenager and your crush turns around and smiles at you, making your knees go weak and mushy. This was the feeling every woman thrived on, longed for. She'd been so used to jerks and men ready to take her to bed- none of them willing to actually take the time to make her feel special. With that, she caressed Rob's stubbly cheek, looked into his eyes and smiled a genuine smile. "I really like you, too," she replied softly. She let him pull her to him and kiss her gently on the lips, nose, and forehead. He smiled, kissed her again gently, and then splashed her playfully, taking her fully by surprise. "That's, it, mister!" She chased him out deeper into the lake only to have him turn and hold her closely to him. It was a feeling she didn't want to have go away. Later on, after a quick lunch from Castaway's of a cheeseburger and fries, she slipped into the women's locker room to change into a soft pink tank top and gray shorts. She quickly powdered her face, applied a tiny bit of blush and lip gloss, and walked out only to find Rob waiting for her in khaki shorts and a black t-shirt. His hair was still wet, and she smiled hugely when she saw him. "You look real nice," he said sincerely. "Even though your hair probably smells a little like Lake Michigan." "No thanks you," she laughed wickedly. " I thought maybe we could head down by the museums. Take your pick- we can do the Field Museum, the Adler Planetarium, the Shedd Aquarium, or even just walk around by Soldier Field. Please tell me you're a Bears fan?" "Do fish like water?" She giggled. He let out a sigh of relief as he opened the door for her to his silver Toyota. They chatted away like it was an old habit of the two of them being together like this. Justine felt comfortable and relaxed. Although she found him sexy and attractive, the urge to jump his bones was not at the forefront. She was certain it would be there later, but for now, it was more pleasurable to enjoy his company than anything else. They parked in a lot a few blocks from the lake behind the Bears stadium and decided to enjoy the gorgeous weather with a long walk by the lake, and then they would decide what to do with their time. "My friend Joe has a boat he has parked at one of the marinas around here," he told her. "He's going to take it out with a big group of our friends this Saturday. Would you like to come?" "Oh, would I!" She said excitedly. "I think that sounds amazing!" "Awesome," he said excitedly, then more gently, he added. "Justine, I meant what I said about really liking you. I'm not one of those jerks, ya know. I'm not just looking for a quick roll in the hay." "That's good to hear," she said sincerely. "I'm thirty two now, and I'm exhausted with men my age acting like they're twenty one." "Well, I just turned thirty," he replied. "I can't promise you I don't act a little juvenile at times, but not in a way that would ever hurt you." "Oh, do tell," she asked curiously. "Oh, just the usual stuff," he said, laughing. "Video games, Cartoon Network, bright shiny objects that catch my attention... pretty girls like you who make my heart skip a beat." She batted her eye lashes and flirted shamelessly, fully enjoying this kind of attention. As she walked on, chatting with him and using her hands animatedly, she truly didn't see that she was walking towards the edge of the sidewalk. As she turned to face him, her flip flop caught on the edge of the concrete, causing her to twist her angle as she fell downward. "Oh, shit!" she cursed as she rubbed her leg. "You must really think I'm a klutz." Rob quickly helped her up and held her closely. He noticed tears forming at her eyes as she began to laugh ironically. He wiped her tears away, but didn't let go. "Can you walk?" He held her by the waist with one hand, and her arm with the other. "You're hardly a klutz. I just want to make sure you didn't break anything." She tried to move forward, but a vicious pain shot through her foot and ankle. She was able to hobble with his aid, and she was grateful that the car wasn't far. "I'm afraid I've made a mess of our afternoon," she said dejectedly. "Look, if we go back to my place, I can get this thing wrapped and we could order some food if you want." "You sure you don't want to go to an emergency room?" Rob asked cautiously, noticing that her ankle was starting to swell. "I just want to make sure you're ok, but if you don't, I'm totally fine by hanging out with you at your place." After what seemed like ages, Rob helped her up to her second floor condo, sat her in her comfy lounge chair, and went to her freezer. All he could find was a bag of peas, but as he held it at her swollen ankle, it definitely took away the pain. "You're an angel," she said softly as she swallowed down a few Ibuprofen to help take down the swelling. "I'm so sorry I ruined our first date." Rob laughed as he checked her foot once more before coming to sit with her. "Justine, I never thought someone as pretty as you would ever give me a chance. I'd turn myself into a mosquito and fly across a pond of hungry frogs if it meant I could spend some time with you!" Justine bit her lip and smiled at his comment. She motioned with her finger for him to sit next to her in the big, over stuffed chair. It was the perfect opportunity for the two of them to be close. He wrapped his arm around her as she looked up and motioned him closer to her upturned face. She caressed his face before he kissed her gently, and then the kiss became more heated. "It's kinda hard to kiss you on this chair," he said breathlessly. "Then let's go to my bedroom," she suggested. "Help me up, please?" Rob sighed, ran his hand through his hair, and shook his head. "Are you sure you want to do this, Justine? I mean, it's our first date- I don't want you to think—" "There's no pressure," she sighed as she longed for him to kiss her again. "And I wouldn't think you were just trying to get in my pants. Trust me, I know how that particular event goes." "I'm not that kind of guy," he said gently as he kissed her neck and began to caress her breasts through her very thin tank top and bra. "My God, you taste so good..." Their kisses became more intense as hands began to find places best explored on a bed. Together. She entwined her hands through his thick, dark hair as his hands crept up her shirt, under her bra. Her breasts were tender, yet hard as jewels as he tweaked them and teased them. She dared to put her hands between his legs. He was hard. "You sure you don't want to go to my bedroom?" she said between kisses on his neck which she knew was driving him crazy. "Point me in that direction," he smiled a wide smile, his large white teeth sparkling. "I'll help you up." He helped her hobble into her bedroom where she flipped back and pulled him on top of her. He kissed her chest and laid his head between her breasts. He looked up at her, his magnificent blue eyes pulsing with admiration. With his eyes never leaving hers, he carefully undid her shorts, pulled them down deliciously, torturously slow. "You're so wet," he said incredulously as he carefully bobbed his finger down into her. He cocked one eyebrow and sampled her only to have her moan pleasurably. Seeing how much she liked it, he put his finger back in that sweet place, found her hardened clit, and began to move upon it quickly. "Oh, my," she inhaled sharply, digging her fingers into his upper arms. "So wonderful." "You feel so wonderful," he whispered as he bent to kiss her. He continued his delicious torture on her hardened clit only to have her erupt in cries of ecstacy mere seconds later. "I... I've never cum so quickly before," she exhaled, pulling him down to kiss her. "Maybe you should get undressed?" He lay next to her, held her close to him, brushed her hair away from her contented face. "I want to wait," he said gently. "When I make love to you the first time, I want it to be special- something you'll never forget. I'm old-fashioned, I guess. I wasn't lying when I said I really like you." She smiled, feeling that sensation in her stomach again- one she'd forgotten she'd loved experiencing. She'd been hurt so often by men who were simply after one thing. It was few and far between to find someone like Rob. Later, after having polished off a pizza and a few bottles of beer a piece, and several episodes of South Park, Rob glanced at the time and realized he needed to head back to his own place. "You know, Justine, you're every man's wet dream come true," he said as he stood and reached in his pocket for his keys. "How so?" she giggled as she stood carefully on both feet. Earlier, Rob used his trusty Boy Scout techniques and wrapped her sprained ankle in an Ace bandage they'd found in her vanity. It was already feeling better. "Not only are you fucking sexy as hell, but you drink beer, you laugh your ass off at South Park, and you dig sports." He shook his head incredulously. "I'm one of a kind," she said seriously. "They broke the mold after me." He reached for her waist, gathered her into him, and kissed her gently, sweetly, his tongue lingering. "I'll be working at a different location for the next week or so, but I'll call you tomorrow. Definitely this Saturday for boating, right?" "Yes," she said, feeling almost a tad bit relieved hearing he'd be working elsewhere. Alex. Things were about to get complicated. She wanted Rob. She wanted to eat more pizza, drink more beer, watch more silly cartoons, and go to Bears games and Blackhawks games with him. He made her feel beautiful, admired, and best of all, he reminded her of what she'd always wanted before others had jaded her. "I can't wait to see you again." "Me, either," he said as he kissed her once more and headed out the door. She glanced at the clock and was surprised to see that it was already ten o'clock. Carefully she moved to her kitchen and found her purse to retrieve her cell phone, which she'd had on silent all afternoon. She was cautious, and hadn't wanted to be interrupted by Alex, who she was certain had called or texted. "Eight missed calls and ten text messages," she uttered to herself. All from Alex. As she began to read through her messages, the buzzer rang at her door. Thinking it may've been Rob, she limped to the intercom, fully expecting his sexy voice. "It's Alex, gorgeous, please, I need to see you." She sighed, bit her lip, and pressed the button to let him in. Within seconds, he was there. As she opened the door, he was a mixture of relief, annoyed, and lust. He grabbed her and kissed her passionately, caressing her breasts and moving her towards the couch. "I've been trying all fucking day, Justine. God, I just need to take you, feel you underneath me, taste you..." "Ouch!" She cried as she stepped wrong on her injured foot. "Did I hurt you?" he asked quickly as he began to undo her shorts. He was too quick for her. He was already fingering her and despite her earnest efforts to push him away, she couldn't. "I- I was jogging today and I hurt my ankle," she uttered, but he dimly heard her. He was already on top of her on the couch, kneeding her breasts and licking her exposed tits. "Mmm," he sighed. "I hope you're ok. Why didn't you answer my calls?" "Because," she sighed, trying to push him away, but her body was answering the call to his lust. "I- I was busy, and I... oh, Jesus... Alex..." It was too much. As her head said no, her thighs opened to his touch. Windy City Summer Fling Ch. 03 He had taken out his fully erect cock and was teasing her clit with it, quickly, expertly. "Tell me, Justine," he whispered. "Tell me you want my cock, that you missed me fucking you today. I was ready. So ready." "Alex, we should talk-" but her voice stopped as he fit just the tip of his hardness into her wetness. "Tell me, Justine, or I will take it away from you, I'll put it back," he whispered above her. "Tell me you want me." He pulled back, began to pull up his pants. "No!!" She cried, helpless to her own lust. "I- I'm sorry I didn't call you. I- I couldn't find my phone till just a bit ago... now, please... I need it. Fuck me...." "I'll let you have a little taste," he lightly rubbed the tip across her lips as his hands reached back and fingered her sopping wet pussy. She licked him furiously, wanting more. "Alex," she whimpered. "Please." "I can't say no to you," he uttered as he pulled her to the edge of the sofa. He bent to his knees and drove his cock home into her softness. He groaned as he slid it all the way in. He loved the way she craved his cock. He had a feeling she'd been on a date. People around the department talked. He'd seen the way the computer geek had looked at her. It only made sense, especially after he'd heard the secretaries gossiping about Rob and the summer English teacher. She moaned as he teased her tits, licked them and caressed them. "Oh, Alex, YES!" "Tell me, my angel," he cried as he rammed her. "Tell me you crave my cock." "Alex, no," she cried, squeezing his member as she got closer to her pinnacle. "I'll put him out of you, sweetness," he cried, teasing her as he did. "I crave it," she cried, tears forming. "God damn it, I crave it." With that he gave her everything, moved on her quickly and gloriously as she cried beneath him, her wetness drenching his cock. He met her thrust for thrust and fell off the mountainside with her. She wept as he pulled his clothes on. She put her hands over her face and felt ashamed, horrible. All she could picture was Rob's face, and she damned her own lust and humanity for giving in. "I know you were on a date today," he said softly, sitting next to her on the sofa. "People talk, ya know." "And I really like him," she cried. "I actually find a decent man, who is everything any sane girl would want, and I sleep with my employer." Alex inhaled sternly, feeling his heart shatter at her words. He knew there could never be anything real between them. She was young, sexy, vibrant... It wasn't fair to keep her from someone she could learn to truly care about... But the proverbial devil on his other shoulder poked him with his trident, laughed, and whispered in his ear, "keep her all to yourself, buddy! She's a hot lay, that's for damn sure!" "I... I hope I'm more to you than just your employer," he said dejectedly. "We've shared some amazing orgasms." "Yeah," she uttered as she stood and hobbled to the closet where she wrapped herself into her robe. "Mutual physical gratification. I can't wait to take you to visit my parents. 'Mom, dad, here's the guy I'm fucking.'" "The truth of the matter, Justine, is that I don't want to share you," he sighed. It was unfair, so totally unfair, that he couldn't have her like Rob could. Rob could give her what she deserved. He had no wife, no children. He damned his luck, shook his head, and felt tears dare to form at his eyes. "I think the best thing you can do right now is just go," she uttered, opening a bottle of water and taking a sip. "Please, don't say anything to Rob. I... I can't hurt him. And I won't let you, either." Without another word, he slipped out the door as she stood, stricken, a portrait of pain and beauty. He drove furiously back to his own home and was greeted by the pictures of his family. His wife. Sam. Piper. The pain in his chest grew to a giant beast that escaped as a giant roar as tears glistened his face. He ran to the bathroom and wretched. He was bound by responsibility to his wife and children, but he had fallen for Justine. Life was cruel. Justine dialed her phone, waited anxiously for Todd to answer. "I need you," she cried, tears falling down her face. "It's about goddamn time you called," he said angrily. "I have to talk to you. It's important." "I'll meet you for lunch tomorrow," she said. "I'll see you around twelve-thirty." "Perfect," he said. "I'm off work tomorrow anyway." She was audibly shaken, and he wondered if she already knew. He contemplated dialing her number again, but he would wait till lunch. This was one lunch date he was dreading.