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Falling for My Son's Best Friend: A Billionaire Bad Boy Romance
Falling for My Son's Best Friend: A Billionaire Bad Boy Romance
Falling for My Son's Best Friend: A Billionaire Bad Boy Romance
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Falling for My Son's Best Friend: A Billionaire Bad Boy Romance

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MILFs have the all the fun.

I'm a mom. A responsible, attractive woman with a good job. I have a curvy figure, and get my share of male attention.

But I never thought Trent Markham was the answer. A pro athlete, my son’s childhood friend is ripped and muscled, with females buzzing around like desperate honeybees.

But one day, Trent comes over when my son isn't home and catches me using the Inseminator. I swear, I thought I was alone before pulling out the naughty toy. I thought I shut the door, and had 100% complete privacy.

Evidently not because Trent caught me on the bed, enjoying myself.

The buzz was so loud.

My moans were even louder.

And suddenly, the pro athlete wants in on the action.

This is wrong, but we have a lot of fun together. And we make use of of every surface in the apartment, including my son's childhood bed.

The Darth Vader comforter got soaked and sticky.

His model airplanes practically fell off the shelves.

And there's a huge wet spot on the carpet as evidence of our love.

But Trent's also devastatingly virile, and now I'm pregnant with the football player's baby. Will my MILF fantasies come true? Do we have a future together? Or was this just a temporary good time?

Hey Readers -- Have you ever wanted to play sexy cougar? This story gives into those naughty dreams. Our heroine is a good girl who dives into a double life as a MILF with a sexy man on the side, and then gets pregnant with his baby. She finds herself in a conundrum, but as always, gets her HEA in the end. Enjoy! Xoxo, Cassie
LanguageEnglish
Release dateDec 24, 2019
Falling for My Son's Best Friend: A Billionaire Bad Boy Romance

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    Falling for My Son's Best Friend - Cassandra Dee

    Cheers!

    1

    Marie

    Seriously Marie, lighten up, scolded my friend Angie. Guys are going to think you have the shakes because you’re so wound up.

    I bit my lip as the elevator zoomed to the top of the tower.

    I don’t know Ang, I said nervously, heart fluttering. It’s been a long time since I was out.

    That’s it exactly, huffed my friend. It’s been a long time since Marie Sands was out, way too long in fact. What, were you going to join a nunnery next? Seriously Marie, you’re divorced, not dead.

    And I bit my lip again because Ang had a point. I’ve been divorced for five years now and haven’t found it in me to date yet. I guess I got burned hard when Rob, my high school sweetheart, left me for a woman ten years younger, a bouncy bright blonde that made me feel old and washed out in comparison. But Ang had all the answers.

    Stop tugging at your skirt, girl, she scolded. You look fine, if I had a body like yours, trust me, I’d be showing a lot more skin.

    And I laughed then because the outfit I was wearing was totally out of character. Angie had coaxed me into a wine-colored cocktail dress with a shockingly daring décolletage and a skirt up to there, skimming the tops of my thighs, showing off creamy flesh. And to top it all off, I had on four inch heels, elongating my legs and making me feel positively willowy.

    Well, as willowy as a curvy girl can be because I’m round all around. It was part of what stung so bad about the break up. Rob had told me he wanted petite, tiny and neat, and I was none of that. I was juicy, with boobs out to there and a behind out to here. I can’t help it, I’ve been this way since I was fifteen and started developing, and it was a slap in the face when my ex said I wasn’t desirable, that I wasn’t sexy, and he wasn’t attracted to me anymore.

    But all that was in the past. Even though it felt like it happened yesterday sometimes, making me gasp with pain, five years was five years, and I made myself take a deep breath and summon my courage.

    Come on girl, chirped Angie as the door slid open. Let’s meet some men and have a good time! she yelped, sashaying into the cocktail lounge like she owned it.

    Tentatively, I stepped forward, a little disoriented by the dark interior, lit only with flashing strobe lights and some dim wall sconces. Figures milled about in shadow, drinks in hand, the men in suits and the women in tiny cocktail dresses, everyone elegant and suave, like they belonged here.

    I gulped, feeling like the odd man out. I hadn’t been social like this in years. Because sure, I have my women’s book club, I play tennis, swim, I even crochet sometimes with the local ladies, but dating? No, my heart had been torn to shreds five years ago and it’d taken that long to recover. If I was even recovered. So yeah, I hadn’t dated in ages, since I was eighteen in fact, and the rules had definitely changed.

    Excuse me, harrumphed one elderly gentleman, bumping into us. Pardon me, lovely ladies.

    No worries, chirped Ang, a smile lighting up her striking features. Nice to meet you, I’m Angela.

    I was furtively making eyes at her, signaling No, no! Because the gentleman, while nice looking, was far too old. He had to be at least seventy, with snow white hair and deep grooves around the corners of his mouth, jaw slack with age. But Angie completely ignored me, instead allowing the man to take her hand and press a kiss to the back, like she was a princess.

    You two are so beautiful, he purred. What brings you here tonight? he asked.

    And Angela, ever the big blabbermouth, immediately spilled the beans.

    My friend Marie here hasn’t been on a date since her divorce, she said promptly. You got any friends for her?

    I turned beet red at that, ears going hot, cheeks flaming pink. Oh god hopefully they couldn’t see, hopefully it was so dark in here that no one could tell that I was currently the color of a tomato, flashing hot and then ice cold within seconds, a sweat breaking on my brow.

    No, Ang, that’s not it, I protested. I’m just, you know, getting to know myself, I said helplessly, smiling at the old man. Stepping back into the world after a couple years of self-imposed exile.

    But the gentleman was kind, if a little old-fashioned.

    A woman as beautiful as you isn’t going to have any trouble, he said with a bow, even waving his hand with a flourish. You’re a breath of fresh air, a breeze amid these shadows, and men will be throwing flowers at your feet, dying to escort a femme fatale.

    I had to giggle at the flowery phrases, exchanging a glance with my friend. Was this guy Sir Lancelot, courting a lovely lady in waiting? Maybe I hadn’t dated in a long time, but still, I knew cheesy when I saw it. And thankfully, Ang agreed.

    Thank you kind sir, said my friend, shooting him a smile. We’re gonna get ourselves drinks, we’ll catch up with you later.

    And with a quick smile, we moved on, losing ourselves in the crowd.

    Ang, I said, shaking my head, grabbing her elbow for a moment. I don’t know if this is a good idea, that wasn’t exactly what I expected.

    But my blonde friend was unperturbed.

    No worries, you’ve got to kiss a lot of frogs before you get to a prince, and besides, that wasn’t exactly frog-like, she said. He was nice in his own way, you know, old at all.

    I snorted.

    Old? That’s it? More like he was super-cheesy and super-old. Please Ang, I said. I haven’t dated in a while, but I’m only thirty-nine. Like you said, I’m not dead and I’d still love someone who has a heartbeat and lives in this century.

    Oh you! pshawed Angela. So picky, and it’s only your first night out! No worries, a heartbeat it is then, she smiled wickedly. But let me get you a drink, mojito okay? she asked before turning away. And just like that, my friend started burrowing into the crowd at the bar, pushing her way through reams of well-dressed people, determined to get to the front.

    I sighed. Ang was always going to be Ang, the good and the bad mixed into one. On the one hand, my friend was a lifesaver. She was the one who’d convinced me to come out, who’d harangued me during multiple phone calls, cajoled me into this outfit, and built up my confidence so that I could wear something sexy, something revealing, giving up my nurse’s scrubs. But on the other, Ang was so bold, so brave and socially confident that she’d left me alone at the party. She was now deep into the thicket, her blonde head shining amid a sea of others, authoritatively ordering drinks, clasping her purse tight as elbows jostled, drinks sloshed, and talk rang out, loud and raucous.

    I could never do that. I’ve always been shy and parties have never been my thing, even when I was young. Besides, it’s always been Rob for me. Or was, past tense. We’d met when I was fifteen and he was sixteen, getting married as soon as we were legal. Back then, I thought it’d be a forever thing, that the handsome boy would morph the man of my dreams, that he’d be everything and anything I needed. But after fifteen years together and one beautiful baby boy, it all went to shit. Rob found his teenage slut, and over the course of one year, managed to divorce me, marry her, and get her pregnant, three for three.

    So I snorted a little. Life hasn’t been easy, and yeah, it’d taken five years for me to recover. I’d thrown myself into work, into being a mother, and fortunately my son Robbie has turned out okay despite his parents’ acrimonious divorce. In fact, Robbie was at State now, doing a double major in Environmental Science and Economics and I was never more proud of him. My handsome boy had grown up and was ten times the man his father was, responsible, hardworking, and a stellar athlete at that, it was his soccer scholarship paying his tuition. I’d gotten off light given that school fees now topped thirty thousand a year.

    But still, there was something missing in my life. Maybe it was the fact that Robbie was gone, maybe it was the fact that the house was empty without him, dark and silent when I came home at night, maybe it was the fact that I was hitting forty soon. But what would make me happy again, what would make me buzz with excitement and life, was another child. Yes, it was time for a second baby, and now at thirty-nine, my timeline was short, biological clock thumping like the beat of congo drums.

    So yeah, I was here hoping to meet a man, but realistically, was my baby daddy going to be here tonight, at this party? Probably not. What with meeting someone, dating for years, getting engaged, being engaged for years, and then finally a wedding, getting to baby the traditional way took forever and then some. So yeah, it was unlikely that Mr. Dad was milling about tonight, sipping a cocktail, making small talk.

    But no worries, modern technology is wonderful because it almost doesn’t take a man anymore. There’s a thing called sperm donation, guys who sell their swimmers to a bank and then you can literally buy the goods. It’s crazy if you think about it, a man selling his DNA, what makes him him. But I guess it makes sense given that there are so many reasons why a woman might need sperm. Maybe they’re a lesbian couple who wants to conceive, maybe they’re an infertile hetero couple who needs a little juice. Or maybe you’re like me, hitting forty with no man in sight but determined to have a baby, a cooing infant in my arms.

    So surreptitiously, without telling anyone, I’d researched the process and looked into the best donor banks. It made me a little nervous honestly, going to the fertility clinic and clicking through page after page of information about potential baby daddies, nothing but words, words, words, plus a childhood picture if you were lucky. And so far, I hadn’t found anyone I liked, despite spending hours studying each profile, reading each one carefully, weighing the pros and cons of each man. There was Donor 162, who was tall with blonde hair and blue eyes, but his hobbies were puzzles, crosswords, and Sudoku. Nothing against that, but it just sounded unbelievably nerdy to me, even if the guy’s IQ was sky high.

    And then there was Donor 1798, who was of mixed Greek, Latin, and Mediterranean heritage, and spoke six languages after living in thirty countries as a war photographer. But that was the thing. What if my child wanted to find his father one day? What were the chances that the war photographer would still be alive? So I shut the door on that donor too, sighing and exasperated. There were so many guys, but the descriptions didn’t do them justice, it was so difficult to describe a person via an application. And frankly, I was starting to give up. What seemed to be easy, plucking a resume from a stack, was actually turning out to be a huge chore, sobering and dispiriting.

    But I wasn’t here for that tonight. I was here to drink, dance, get out, and let loose a little after years with my nose to the grindstone, home alone with my cat most nights. So I glanced around, waiting for Ang, hoping I didn’t look too desperate.

    And whaddya know, but another senior citizen came up to me. Why was I attracting these ancient guys? This one looked like a fat cat, an investment banker with French cuffs and striped suspenders, his face red and glistening.

    Hey, Mr. Cat growled. What’s up?

    Was that all? Was that how he courted women, hoping to get laid? But maybe he was relying on his fancy Ferragamo loafers, the Hermes belt, the gold ring on a chubby pinky.

    Hi, I said politely. Nice to meet you.

    Yeah, I’m Patrick, he said peremptorily. Architect over at Hudson Bay. You heard of it? We did the World Trade Center, built that up after the planes took it down.

    I nodded, trying to look impressed. The city had been shaken after the attack, and the new Freedom Tower was a source of pride for us all, a hallmark of how far we’d come since the attacks. But the new WTC took ten years to build and had involved thousands, if not tens of thousands of people across two administrations. There was no way this guy had done it alone. But Patrick wasn’t waiting for an answer, nor was he exactly humble.

    Yeah, he boasted. Bloomberg was shit and Di Blasio wasn’t much better, without me there would be nothing, he said. Without me spearheading the effort, we’d still have a construction pit in the ground.

    That made me pause. In fact, I’d heard nothing but positive things about our two mayors with respect to the rebuilding effort, why was this guy denigrating them? It was hardly the way to introduce yourself to

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