Double Dare: A Fake Fiancee MMF Romance

by Cassandra Dee

  “No bra again?” he asked, eyebrows quirked, taking in my big Double Ds, creamy and luscious, the nipples like bullets already.

  “No bra,” I said in a breathy voice. “I find them so confining and uncomfortable.”

  And the big man merely chuckled.

  “Come here,” he commanded. And slowly I made my way over to him until I was standing between his legs. He looked at me closely, studying my white flesh, the blue veins marbling my huge tits, my tiny waist, my little cunt totally visible through sopping panties. But Mr. Martin didn’t say anything. Instead, he bent forward and licked a nipple, laughing as I gasped, a throaty moan emanating from my throat.

  “You like, don’t you little girl?”

  And with that, he began alternately sucking and licking my nips, loving the flesh, trailing his tongue in circles around my tits, laving them with the flat of his tongue.

  “Fuck, I love big boobs and you’re such a slutty slut, yours are the best,” he rasped into my skin. His fingers had found the edge of my panties now and were playing along the lace, tracing the seam between my thigh and pussy until slowly shifting the fabric away, sweeping it aside so that my cunt was bare.

  “Beautiful, just beautiful,” he rasped, breaking from a breast for a moment to stare at my gleaming pussy, a smear of female cream already on my thighs, my clit poking out through my engorged lips.

  And gently, his fingers traced my labia, massaging the flesh, playing with my clit, making me moan, my legs spreading on their own, inviting him in to touch, taste, feel me anywhere he wanted. Caressing at first, the big man’s fingers slowly, oh so slowly, made their way into my hole, sliding into the tightness, my walls pulsing around him, grabbing him like a suction.

  “Fuck you’re so small,” he rasped. “Fuck.”

  But suddenly he stopped moving, his mouth still at my breast, his fingers stopped inside my pussy.

  “Is this what I think it is?” he rumbled, eyes seizing mine, never looking away.

  And slowly, I nodded, my chest flushing with shame, my boobs and cunt quivering wetly still.

  “Yes, I … I’m a virgin,” I confessed.

  Because Nick’s fingers were in deep enough such that he’d pushed against my hymen, the little shield of skin testament to my untouched status, the fact that my body had never harbored a penis, never felt a man deep inside to bring me to pleasure, make sparks shoot through my cunt.

  “How is this possible?” he rasped again, never breaking eye contact. “You’re such a slut, but you’ve never put out?” he asked, his expression incredulous, his fingers still buried inside me.

  I flushed again, even more embarrassed. How to explain it?

  “Well,” I said slowly. “I’m technically a virgin but I have a dirty mind. I love watching porn as you know,” I said, blushing fire engine red at that, “and I play with myself all the time, using vibrators, magic wands, rabbits, all sorts of stuff. I’ve just never put anything in me,” I admitted shyly. “I stay up top for my pleasure.”

  “Shit,” he rasped again, his fingers still buried in my twat, still pushed up against the last remainder of my innocence. “This is fucking unbelievable but so amazing. What man would let this go unbroken, wouldn’t bury his dick in your steaming pussy? I have to taste it,” he ground out.

  And just like that, he slipped his fingers out, the big digits soaking wet, and held my pussy lips apart, gazing at my dripping hole before touching his tongue to it.

  I cried out then, the sensation so fantastic, so dirty that I almost fell over, unsteady in my high heels.

  But Nick wasn’t done, not by a long shot. Instead, he pulled my pussy lips apart even further, exposing my interior channel and slowly lapped at my pink folds, the walls pulsing, glistening with female nectar. I moaned throatily, thrashing my head this way and that, boobs heaving as my pussy leaked. The big man then niggled my clit a bit with his tongue before pushing that sensuous muscle into my hole, deep into my cunt, tasting all of me, licking my hymen, eating me up as I screamed and shrieked his name.

  “Oh Nick!” I cried, eyes closed, body shaking with pleasure. Electricity ran from my clit throughout my form and I really was going to fall over now, the sensations overwhelming, trembles running up and down my spine.

  But Nick clamped a firm arm around my waist, holding me up, and dove back into my pussy. He lapped again and again, stopping to push his tongue into my hole, running that muscle against my hymen, tasting my virginity, savoring where no man had ever been.

  “Fuck, I have to have you,” he ground out into my steaming flesh. Pausing for a moment, he looked up at me, his chin and mouth wet from my juices. “Can you take me, baby girl? Are you ready?”

  And I descended from heaven long enough to nod at him, my face flushed and serious.

  “I can do it,” I breathed. “I want to.”

  And with that the billionaire had his cock out in an instant, the ten inch shaft erect and standing straight up, massive and intimidating. The head was purple with need, swollen like a giant helmet, leaking dribbles of cum. The big man licked his hand before rubbing it up and down his pole, lubing the massive rod up with a mixture of saliva and semen.

  “Come sit,” he invited silkily, moving me closer to him, my legs on either side of his lap. “Sit on my dick, wrap your little pussy around my cock.”

  And oh god, but I was scared. It was going to hurt, I knew, and this wasn’t exactly my idea of the easiest way to pop a cherry. But I wanted to, so badly, and so slowly I lowered myself until my cunt lips kissed the tip of his head, our juices mixing, my soft flesh parting ever so slightly to take him in just a bit.

  “That’s right,” he breathed, his hands on my waist now, holding me steady as I impaled myself. “That’s right, you’re in control. Take your time,” he encouraged, his eyes half-lidded and sensuous.

  And with a deep moan, I put both my hands on his shoulders and ground a little further onto that huge shaft. My cunny stretched, the feeling so full, so tight, as he slid in a few more inches, breaching me, my first time with something in my cunt.

  “Oh god Mr. Martin, I’m not sure if I can,” I moaned, pausing for a moment, half-way down his shaft, my pussy sizzling as it was fucked. “You’re just so big!”

  The big man rumbled deeply in his throat at that, dark slashes across his cheeks as a muscle ticked in his jaw, his blue eyes ravenous on my body, eating up the sight of a nude virgin straddling her first dick.

  “You can do it baby girl,” he encouraged, his voice catching with need, hitching slightly. “Fuck yourself onto my dick, you can do it.”

  And that’s all that I needed to hear. With a mighty thrust downwards, I impaled myself on his shaft fully, sitting down all the way until my butt was pressed against his balls, that huge cock embedded all the way in, my steamy folds squeezing him.

  “Ohhhh!” I squealed, party in shock, partly in pain. “Ohhhh!”

  Because it felt so good, so right to have a dick in my private parts, my soft flesh holding him tight, that massive pole reaching so far up me that I thought it might burst out of my throat. And it did hurt, a little bit, a sharp pain had torn through my cunt on that last heave, making me jerk even harder, seize slightly as the fuckpole pushed through my final barrier, made me into a woman.

  “Oh baby girl, you’re so fucking tight, you’re so fucking small,” the big man rumbled against my breasts, his hands stroking up and down my waist, kneading my ass, moving up and down my back. “You did so well, let the boss take over now.”

  And with that, he began shifting his hips a bit, rocking back and forth, moving slightly within my needy cunt.

  “Oh oh oh!” I squeaked. “Oh fuck!”

  And the big man just grunted, moving a little more now, shifting my butt back and forth, letting the sensations build.

  “That’s right,” he panted against my skin, catching a nipple in his mouth. “Ride it, ride it, use my dick to make yourself feel good.”

  And despite the lin
gering pain, I began to lean into it. Clutching his shoulders, I began moving slowly myself, undulating my hips, cradling his dick in my sweet cunt, letting the pole slide in and out, more and more violently each time, his veiny length dropping out wetly only to push back inside. It was so fucking dirty, there was so much cream, so much jism, that both my ass and his balls and thighs were soaked, the natural lube making our flesh slap together as we moved in tandem.

  And soon the pain began to fade and I began to savor the ride, bucking and twisting like a real cowgirl. My nails dug into his shoulders and I screamed as his dick pushed into me, the base of his cock rubbing against my clit.

  “Oh oh oh!” I shrieked, tossing my head back. “Oh FUUUUCK!”

  And with that, I spasmed hard, my pussy clamping down on the cock inside, coming again and again on his massive pole, milking it for all it was worth. The big man couldn’t hang on any longer either and he too lost it, spurting his semen into my hot depths, stream after stream of hot jism spraying my cunt, coating my walls with his man milk, his balls shaking, trembling as my pussy jerked again and again on his dick, making sure to take every last drop.

  And after it was over, I dropped my forehead onto his shoulder, exhausted, limp, like I’d just run a marathon, my body covered in a light coat of perspiration, my huge boobs heaving up and down, pressed against the front of his shirt.

  The big man struggled as well, catching his breath, his dick still embedded inside me.

  “Fuck,” he growled. “How the fuck were you a virgin still? I can’t believe I popped your cherry, fuck it felt so good.”

  And I merely lifted my head to shoot him a lazy smile, my lips brushing lightly against his.

  “I’ve never actually used the dildo,” I whispered into his mouth. “I was too scared. But now,” I intimated, wiggling my hips with his cock still inside, “now, I guess I could do it.”

  And a low growl rang out in his throat.

  “So soon?” he asked. Throwing back his head, he laughed which morphed into a low growl. “Baby girl, you have no idea what you’re getting into. You’re gonna be sore after your first time, my dick is big and your cunt’s small, you’re gonna have trouble walking tomorrow.”

  I stretched languorously, arching my back, testing my muscles. It was true, I was already a little achy, pleasantly so right where it counted, my lower body suffused with a slow burn. But I loved it and wanted more.

  “How are we going to use my toy then? How are we going to use Mr. Stiffie?”

  Nick arched an eyebrow at me.

  “Is that what you call him?” he asked amused. “Fuck, you’re a dirty girl, a virgin begging me to fuck her with a dildo. Fuck, how’d I get so lucky?”

  And with that his big hands lifted me up, pulling me up and off his cock. It slipped out wetly, making me gasp, the huge shaft stiff coated in our mixed cum, a smear of red on the rod.

  “I’m gonna savor that,” he whispered in my ear. “I’m gonna remember the proof of your virginity on my dick forever.”

  And I shivered and sighed a little more, the words so deliciously arousing, locking them into my heart.

  But Nick wasn’t done with me yet.

  “On your hands and knees,” he said, gesturing for me to get down.

  “Now?” I asked, my face flaming, the flush running all over my luscious bod, my breasts quivering with shock. “Here?” I’d at least thought he’d give me a few minutes to clean up, maybe sponge myself off in his bathroom. But the big man had other plans.

  “You heard me,” he grunted. “Right here, right now.”

  And with that, he picked up Mr. Stiffie, wielding the life-like dildo in his hand, testing the rubbery softness, the way it bounced back when he slapped the rubber against his palm.

  “I never thought I’d be jealous of a toy, but you know, I kinda am,” he said reflectively. Then he swung his eyes towards me, his blue eyes staking me in the heart. “Down,” he commanded.

  And obediently, I dropped to my knees.

  “Head down, ass in the air,” he barked.

  And quivering, I did as told, pressing my cheek against the carpet, my big boobs mashed against the soft pile, a cold waft of air drifting over my rump.

  The billionaire did nothing for a moment other than look. Although I could only see the tips of his shoes, I could feel that scorching gaze all over my body, running up and down the sinuous curve of my waist, over the generous span of my ass and into the slit between my legs. Wantonly, without even thinking, I parted my knees slightly, showing off my pink slit, the lips swollen and wet from our loving just seconds before.

  I felt his breath warm and hot on my pussy, the moist exhale of his mouth as he traced his lips delicately over my inner flesh. But just when I thought he was going to push the dildo in, he backed off for moment and barked, “Hold yourself open.”

  My eyes flew open.

  “Wha?” I asked dazedly. “Wha-what do you mean?”

  “Grab a butt cheek in each hand and hold your ass open for me. I want no obstructions, nothing blocking my gaze.”

  And slowly, my small hands crept back to my tush, seizing a soft orb in each hand and slowly spreading them. If I’d been exposed before, then I was ten times more now. Everything was visible from my wetly dripping cunt to my asshole, peeping and winking at the billionaire.

  “Fuck, this amazing,” he rasped, his mouth dangerously close to my pussy again. “Fuck, I’m jealous of this dildo.”

  Because then I felt the toy press up against my entrance. It was so big, so hard, so filling that I moaned as it breached me, slightly uncomfortable as a recent virgin.

  “Ohhh,” I moaned, my face mashed into the carpet. “Ohhh,” I cried as I held my butt cheeks even wider, offering myself.

  “That’s it,” Nick ground out, sliding the dildo in even further. “You can take it, it’s smaller than me,” he smirked. And slowly, he began a slide in and out of my female channel. I was plenty lubed up already, both from his sperm and my own cream, and Mr. Stiffie slid in and out with no problem, rubbing up against me at the most delicious angle, stroking my g-spot.

  But Nick had plans.

  “Oh!” I squealed when he brushed against my asshole, stroking the tight pleats, making the pucker tingle. “Oh!” I sighed again when his digit popped in up to the first knuckle. “Ohhhhh fuuuck,” I moaned as he felt around that dark passage, fucking me in both holes.

  “I can feel the dildo through your ass wall,” he said roughly. “I can feel it moving in you, you’re so fucking tight.”

  And the dirty words sent me over the edge. It was just too much for my untested body. I was getting diddled two ways by a gorgeous man and my stamina, my ability to hold out was undeveloped. I exploded like a rocket all over Mr. Stiffie, my ass and cunt clamping down, spasming over and over again as I screamed into the rug, my body shaking with electric shock. I screamed again and again, not caring who heard, my ass jerking on his finger, almost popping it out as I bucked up and down on the fake penis.

  And after it was over, I was a mess, panting and heaving on the floor, my face pressed against the thousand dollar Persian rug, cream running heavily down my thighs as Nick pulled the dildo out with a long, slow slide.

  “Fuck, it’s wet,” he said, studying the rubber. “There’s so much nectar on this, it’s a shame to waste.”

  And with that he held it in front of my mouth to lick. Once again, I obediently opened and let my tongue trail up and down the plastic, tasting my own cream, the ambrosia that my pussy produced in such copious quantities around this man.

  “Oh god,” I moaned, completely sated, a total fuck doll for this man. “Oh god.”

  And Nick just chuckled evilly, gazing at my prone form, my curves white and luscious spread out before him, breasts heaving, ass and pussy just fucked.

  “This is exactly how I like my women,” he remarked. “Freshly fucked with more to go.”

  And with that I closed my eyes, knowing that my boss wasn’t done w
ith me yet … not by a long shot.

  CHAPTER TWELVE

  Tammy

  The next day, I popped out of bed at the appointed hour, eager to get to work. Of course it wasn’t because I was so devoted to my job as a typist. It was because I wanted to see Nick again, gaze at his massive form, feel it below me, above me, on me, in me.

  I skipped out of my apartment and headed to the bus stop when a voice interrupted my thoughts.

  “Miss? Miss? Miss Jones? Over here.”

  I turned suspiciously. Up in the Bronx, stranger danger is everywhere and you’ve got to keep your wits about you. Acknowledging a random male wasn’t good form for a woman who wanted to stay safe.

  But the guy who greeted me was wearing the most ridiculous costume, making me titter slightly. He had a chauffeur’s cap on complete with a three piece penguin suit and a twirly moustache like a circus barker.

  “I’m sorry, do I know you?” I asked, struggling to keep a straight face.

  The man merely bowed, immune to my repressed giggles. He probably got it all the time. Instead, he gestured with a white gloved hand to a black sedan at the curb, bowing at the waist.

  “I’m here to take you to work,” he said with a pseudo-British accent. “Mr. Martin’s requested that I escort you to and from Luxor Corp. every day here on out.”

  I frowned. Was this some sort of joke? I’ve never had a car pick me up before, it’s always public transportation for me. Besides, how did he pick me out of the morning rush crowd? I could have been any of the women walking by.

  “How do you know who I am?” I asked suspiciously.

  The chauffeur merely bowed again.

  “Mr. Martin asked me to look for a beautiful young woman and you’re the only possible candidate this morning,” he said graciously. “Mr. Martin described you as ‘ravishing,’” he added.

  I colored, my insides growing warm.

  “Oh my god, he did?” I said softly, eyes wide, heart beating a million miles a minute. And when the chauffeur nodded and smiled, I slid into the car then, letting the luxury surround me like a down blanket. Wow, it was so fancy inside, buttery leather upholstery, free bottled water and classical music playing in the background. But how had Nick known where I lived? How did he know about my heinous commute?