Double Dare: A Fake Fiancee MMF Romance

by Cassandra Dee

  I enveloped her small hand in a big, warm one.

  “Are you sure baby?” I reasoned gently. “Sometimes it’s better to consider it a lost cause, there’s no sense in throwing good money after bad.”

  That made her shake her head even more.

  “That’s it exactly,” she sighed again. “If Jim and Brenda heard the words ‘lost cause,’ they’d go ballistic. They’d be devastated and I can’t do that to them, I can’t do that to people I love.”

  And I understood. Lindy was a good girl, she wanted to like school, wanted to do her best, but was caught in a conundrum because what her parents wanted for her was different from what she wanted for herself. I got it. Sometimes you’re caught between a rock and a hard place and there aren’t any good ways out, there are only okay or bad solutions, but that was part of being an adult and learning how to navigate the waters as well as possible.

  “Honey,” I said slowly, “Just think about it more. You have plenty of time, the clock’s not ticking, you’re young.”

  “I’m young,” she agreed with a rueful smile, “but the clock’s definitely ticking. I calculated that every day I spend at school costs my parents about a hundred bucks,” she said sadly. “Can you believe it? Imagine what I could do with a hundred bucks per day.”

  And I knew exactly what I’d do with that money. I’d give Lindy anything she wanted, hell, one hundred was nothing. I’d open an unlimited account for her, let her use it as she saw fit, I knew my girl wasn’t the type to go crazy and buy a fire truck or anything. She’d use it to find her dreams, to make other people happy, her sweetness and innate goodness overwhelming.

  And suddenly I wanted to make it right. Wanted to show this girl how much I appreciated her and with my heart thundering in my throat, I reached into my pocket, clasping my fingers over the velvet box before pulling it out.

  “Honey,” I rasped, “I have something for you.”

  And slowly, I snapped open the lid to reveal a huge emerald pendant hanging off of a delicate gold chain.

  Lindy paused, eyes open in shock.

  “Wh-what is this?” she gasped, eyes wide. “What? Why?”

  “It’s for you,” I said simply. “I want you to have it.”

  And it was true. Usually when I end a relationship, I provide the woman with a consolation prize, expensive jewelry in most cases. Everything just goes down easier, makes the crying stop, the hysterical screaming comes to a halt a lot faster when you’ve got a fifty thousand dollar bracelet on your wrist. So yeah, I’d been planning on sending Lindy off with an extravagant parting gift, but somehow everything had gotten screwed up.

  Because when I’d passed the jewelry store, my feet had magnetically been drawn to the door, and pretty soon I was picking things out. Not one item. Not two, but actually five things, I made a giant six figure purchase that day, much to the glee of the salesperson. And when I stepped outside, I was a little dazed because yeah, I’d had Lindy on my mind the entire time, imagining how the precious gems would look draped around that elegant white throat, clasping her wrist, on her finger, or wrapped around an ankle.

  But I shook my head, trying to bring myself back to reality. I wasn’t gonna give her all of it, one was enough, and it was a fucking parting gift for crying out loud, something I’d hand her at week’s end. But while dressing for tonight’s dinner, I’d found myself spinning the lock to the vault, my fingers moving of their own volition.

  And pulling out the emerald pendant, the green gem lit with an internal fire, I knew it was right. I wasn’t going to wait, it’d look beautiful on her now, compliment that shining fall of brown curls, look amazing against her creamy throat. And god no, I wasn’t gonna unpack my emotions now, figure out what was causing me to behave this way. So shaking my head, I slipped the gem into my pocket, promising myself to give it to Lindy only if everything went right, if I had absolutely no doubts.

  And fuck, but everything was more than right. It was a hundred, a thousand percent right. Lindy’s humbleness, her giving nature, the way she wanted her parents to be happy, cared more about them than herself, spoke well of the girl. Plus, school. I liked what she had to say, about her classmates being juvenile, the dudes mere ants, nothing compared to a mature man. So “right” wasn’t the word to describe the brunette, it was more along lines of “perfect.” And I wanted to make her happy.

  “Here,” I said, pushing the box towards her. “Put it on.”

  Her hands trembled a little, her eyes welling up.

  “But Chris, I don’t get it,” she said, her voice quavering. “Why? What is this for?”

  And I leaned forward and pressed a swift kiss against her lips.

  “For being you,” I whispered against that peachy pink pout. “For nothing else but being you.”

  And Lindy positively melted against me then, her mouth opening under mine, her arms going around my neck to hold me tight, the sweetest, softest restraints. And fuck, but I’d never felt a better prison, feeling her latch onto me like that, her curvy form warm, willing, so generous and sweet.

  “Thank you,” she murmured, “Thank you, thank you, thank you, you don’t understand how that makes me feel.”

  But I knew all too well because I was feeling it too. Somehow, the physical had become intertwined with the emotional and I knew, fucking knew, that I was in real danger. Well it’s only ten days, I growled to myself. Ten days and then the danger’s gone, the fairy tale’s over.

  So I went took advantage of the time left. Taking a couple bills from my wallet and throwing them onto the table, I swept the brunette into my arms, growling into her mouth.

  “I need you baby,” I whispered rawly against that slim white throat, nuzzling the sensitive flesh. “I need you now.”

  And she was so responsive, her breathing hitched, hard nipples pressed against my chest that I knew she needed it just as badly, wanted to ravish me and be ravished, now and not later.

  “But Chris,” she panted, her voice trembly and soft. “What about the food? We haven’t finished our meal yet.”

  I growled, not giving a shit.

  “I know the chef, he’s not gonna be offended if we take off … especially since I left a giant tip for the staff.” And it was true, money paves the way for everything, and I’d be welcomed back at Osteria with open arms based on the tip alone and not the way we were rudely leaving our food half-eaten. So I spirited her away, racing back in my Lamborghini to the house, rushing up the stairs with Lindy in my arms before depositing her on the big master bed.

  “Take off your clothes,” I commanded. “Let me see all of you.”

  And the girl smiled shyly. Really, still shy after everything we’d done, my cock in her pussy countless times, my thumb in her ass?

  But my brunette is no worldly woman, her movements still hesitant, slowly peeling away the lavender cocktail dress, letting the high heels drop softly to the ground before sensuously rolling off her thigh highs, leaving her clad in nothing but a black g-string.

  “This too?” she asked softly, fingering the lace, her eyes melted pools of caramel.

  I nodded sharply, my blue gaze pure fire on that sassy form.

  “That too,” I commanded, and in a sweet second, it was off, her cunny bare to my gaze.

  But I wasn’t finished yet because my mind moves in mysterious ways and Lindy’s body was just the ticket for release, to find my dreams.

  “Baby,” I said, taking the emerald necklace out of my pocket. “Run this through your cunt, get it all lubed up, and then put it on your neck.”

  She flushed then, head to toe, I could see the beautiful pink making her nips turn red, stand out all the more, her pussy grow more swollen before my eyes.

  “But it’s priceless,” she gasped. “That emerald is worth so much, I can’t just …” her voice trailed off.

  “Put it in your pussy?” I growled, finishing her sentence. “Believe me, you can. And believe me, you’re going to,” I said with finality.

 
; Because I wanted to see Lindy draped in jewels, items that I’d given her, marking her as mine. And to have each and every one christened in her pussy first? That was the cherry on top.

  So with trembling, obedient hands, the girl did as told. She took the emerald pendant, rubbing it between her fingers, feeling the hard facets. It was gorgeous, a deep, sparkling green, huge at about ten carats. I’m no cheap bastard, and I certainly wasn’t holding back when it came to my best girl.

  “It’s big, isn’t it?” I grinned at her. “It’ll feel good in your cunt.”

  The girl gasped at my nasty words, her eyes going wide with shock, but also with desire. Because oh yeah, she wanted it. Lindy is perfect for me, and the nasty words turned her on. So sitting back on the bed, the brunette spread those creamy white thighs, opening herself to me, and leaned back slightly so that her honey hole winked a bit, pink and gleaming in the low lights.

  And oh fuck, the insertion. I growled as I watched, it was so fucking dirty, so fucking incredible, watching those swollen, wet pussy lips suck the giant green gem in, watching them close over the sparkling facets, her pink flesh enclose the emerald until it could no longer be seen. I almost came right then, my dick so hard that I was sure I was going to unload right there on the floor of my bedroom, let loose with a spray of cream, hit everything and anything in sight.

  “Push it in deep,” I commanded, my eyes never leaving that curvy form as I fisted my pole, the shaft slick with pre-cum. “Deep, baby, deep.”

  With a mewling cry, the girl leaned back more, tossing her hair and closing her eyes as her fingers inserted the gem up into her pussy, sliding up that internal channel, her hole creaming as I watched, juices spilling until her thighs were positively coated, a sweet trickle running down her crack. And the brunette was so sensuous, pushing the gem all the way in until only an inch of the golden chain still showed, a bit of metal dangling out between her lips.

  And I was so fucking turned on, fisting myself, my hand a vise around my fat cock, that I was about to burst. But I wanted this to be about her, and not me. So I ignored the insistent pulsing in my balls, the ache in my cock, and pinched my dickhead, forcing myself into line. Down boy, I commanded. Down, this is about her.

  And striding over to the beautiful girl, I positioned myself between her legs. Lindy’s eyes flew open for a moment, languid, almost dazed, the sensuousness of the situation overwhelming, her breasts soft and huge, yet capped with stiff pink tips, her thighs spread while her pussy pulsed.

  “Put it in me, Chris?” she murmured, writhing a bit, begging for my touch. “Please?” she asked.

  But I had something much dirtier in mind.

  “Oh yeah, little girl,” I rasped. “But first, I’m gonna do this.”

  And grasping that bit of gold chain in my finger, I began to pull. Oh fuck yeah, I began to pull the ten carat emerald out of her pussy, letting the precious stone drag against her internal channel, stimulating her like a giant ben wa ball exiting her tight cavern. And at the same time, my other hand played with her clit, rubbing the sensitive nub in circles, up and down, stimulating it, feeling it grow bigger and harder beneath my hand, pulsing with her heartbeat as I stimulated her vag.

  “Oh god!” she gasped breathily, looking down between her legs, eyes wide at the dirty sight, both my hands working her. “Oh god!”

  “Yeah,” I grunted, still dragging that chain out slowly, letting her pussy feel every inch of the emerald as it made its descent down her internal canal. “Jewelry’s so much better once it’s been in your cunt, isn’t that right?”

  And the little girl creamed then, creamed hard as I popped the emerald out.

  “Fuuck!” she shrieked. “Oh god, oh god!”

  And with one last yank, I got the green giant out, the stone exiting with a satisfying wet sucking sound, spattering me with her juice. And sure enough, Lindy’s pussy went wild then, clamping and spasming at the sensation, shivers running through her entire form as I continued to stimulate her clit, pinching it, giving her a good rub all over, the cream gushing from her hole now, covering my hand with that sweet, tangy goodness.

  And fuck, but my dick. I’m not sure how this happened because this has never happened before, not even when I was a gangly adolescent with raging hormones. Because I came then, with no physical stimulation. Oh sure, my hands were on her body, I was touching those sweet curves all over, but she wasn’t touching any part of me. My dick was there one second, hanging in the air, and the next it was spurting wildly, like it’d been in her hand, her mouth, or her pussy, some curvy part of her rubbing on me.

  Because she was so exciting, so responsive that I couldn’t help it, and I came straight onto the little girl’s puss as I massaged her clit, exploding with blast after blast of hot white, spraying that sweet cunt with everything I had to give, spurt after spurt landing in gooey, wet lashes all over her pulsing slit.

  And Lindy loved it. While thrashing in the throes of her orgasm, she reached one hand down and opened up her nether lips so that my semen went inside, the white bubbly inching up into that sweet hole as her fingers caressed the sperm into her folds, pushing it up into herself, moaning and gasping the entire time.

  And fuck, fuck, fuck. But it was so good, so satisfying, so fucking amazing that I could hardly believe a nineteen year-old nymphet had done this to me, a forty-five year old man of the world, turned me into mush. And that was the problem. Lindy hadn’t broken a single rule of mine, she’d played my game fair and square. It was me, I was the one who’d lost my heart and fuck, but I had no idea what was going to happen next.

  CHAPTER THIRTEEN

  Lindy

  “Hey,” I said softly, wheeling my rollerboard behind me. “I’m off.”

  Chris looked up from his desk, blue eyes calm, taking me in, the jacket, the bag, the keys in my hand. There was something in his eyes that made my heart jump for a moment, made me think that he might say something, ask me to stay, but I was wrong.

  Instead the big man got up, coming around the desk to give me a hug, enveloping me in those strong arms.

  “Thank you honey,” he rasped against my temple. “These ten days have been magnificent.”

  Magnificent didn’t even describe it. Mind-blowing, out of this world, a dream come true were more like it, but I couldn’t say those words, they were stuck in my throat. So I just let out a little squeak and forced myself to throw him a smile.

  “Yeah, it was great wasn’t it?” I said lightly, trying to act casual, act like I wasn’t devastated our ten days had come to an end. “I better get going, my manager at Little Mo’s wants me to be there for the late shift tonight. You know, waitressing and all,” I said. I didn’t want to go back to that greasy spoon, didn’t want to go back to my classes, I wanted to stay here with Chris and live in his mansion, spend my days and nights wrapped around him, but that wasn’t my life. My real life was back at campus, going through the motions even if it didn’t fulfill me anymore.

  And Chris frowned at me for a moment.

  “Little Mo’s?” he growled in his throat. “Seriously honey, are you really going back to that place? You could sell any of the gems I gave you and it’d be enough for a year’s tuition,” he said with a wry smile.

  Sell that beautiful emerald? The sapphire necklace he’d given me with the matching earrings? Or the diamond tennis bracelet? They were so precious to me that I’d rather starve before I sold one, they were from him after all, they were the only reminder that we’d had this illicit week together, this time of getting to know one another, exploring each other’s minds, bodies, and souls.

  So tears filled my eyes and I choked, but I couldn’t let him know.

  “Oh Chris,” I said playfully. “I like to work,” I lied through my teeth. “And I get free meals working at Little Mo’s, it’s not so bad.”

  Oops that was the wrong thing to say because it only made the big man frown more. He strode behind his desk and banged open a drawer, pulling out his checkbook befor
e scrawling out a check and handing it to me.

  “Take this,” he growled. “I can’t stand the thought of my girl not getting enough food.”

  Oh god, was I his girl? Did I belong to him, were we something more than a drive-by romance? But his gaze remained elusive, so my fingers just closed numbly around the check.

  “Thanks,” I said, head down, taking a long time to put it in my purse so that he couldn’t see the tears welling. Get with it! I scolded myself. You knew this day was coming, you knew this was going to happen. Don’t be a weakling now that it’s over.

  And I was right. I had to be strong, I’d done this for my dad, for my family, so that we’d have a place to live, food to put on the table, and I was being released from the shackles now, my chains were broken, and I was free to go. So why was I so sad? Why had I been dreading this moment in the back of my mind?

  But it was really time to go now so I steeled myself before pasting a bright smile on my face.

  “Thanks Chris,” I said merrily, not quite meeting his eyes. “I really, really appreciate it and come visit me on campus sometime, okay? I don’t think I’m gonna be back until winter break and you know that’s seven months from now, so you come to see me, alright?”

  Chris’s eyes darkened momentarily for a moment, but I guess he could tell that my invitation was just words, there was no place for a forty-five year old man among undergrads.

  “Of course,” he said smoothly. “I’ll miss you Lindy. And I mean it, I’ll miss you.”

  “Not as much as I’ll miss you,” I said merrily, again with that fake smile pasted on my face. I probably looked like a mannequin, my lips pulled into a grimace while my eyes were filled with pain, but it was the best I could do. I couldn’t break down, not here, not with my bags packed and everything ready to go.

  I turned, taking a deep breath, my hand already on the doorknob when suddenly Chris’s big hand landed on my waist, warm, almost hot through my sweater, pulling me back to him, spinning me around so that I was pressed against his chest, the breath gone from my lungs.