Man to Woman

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Man to Woman Page 61

by Jane Futa


  “So…” Jessica said with a smile, mimicking me.

  “You’re good,” I said with a small laugh as I shook my head in disbelief.

  The tall, buxom blonde woman standing before me in my own kitchen had been playing me all along and I had only just now found her out.

  “What can I say? I like to be sneaky,” Jessica giggled back as she leant over the tile island counter and eyed me. As her emerald green eyes sparkled against the low-lighting, I tried to place any hint of remorse or guilt on her part – there was none. She had probably planned everything from the moment she’d moved in.

  And even though I then knew the truth, I couldn’t help but wander my eyes down below her pretty little face. How could I help it? Jessica was gifting me an immaculate view of her incredible cleavage, made possible by the two giant breasts pressed together in her little pink halter top.

  “You’re so naughty!” She squeaked, catching me in the act.

  “What? I wasn’t doing anything,” I said with a touch of defense.

  Wait a second; what the hell am I doing? She’s the one who should be defending herself. She’s lucky I don’t press her up against the fridge and fuck her brains out for what she’s tried to pull, I thought to myself. I wondered if she could read my sentiments in my wandering blue eyes.

  “How did you arrange all of this?” I asked.

  “Well, you really shouldn’t use the same email you use for your cam-site account as you do for your rental-listing-site account. When I looked you up, I was hooked. I had no idea you would be so much hotter in real life, though.”

  “Listen, this isn’t going anywhere,” I said with a stern expression. “We can’t.”

  “Why not?” Jessica asked.

  “Because I’m not into… I’m not actually attracted to… you’re not a real…” I struggled. I didn’t have a leg to stand on. We both knew that I was more ready than ever in my life, to grab her hips and fuck every last gasping scream out of her throat. My cock was ready to pound her until she was begging for mercy. I couldn’t even admit it to myself, but I wanted to suck her cock until she was on the brink of explosion and pull back at the last second. I wanted to make her cum by fucking her harder than she had ever been fucked in her entire life.

  “I know you are,” she said. “Maybe you won’t admit to it, but loveboy2389 certainly enjoys it.”

  “So, what do we do now?” Jessica asked, shifting her eyes curiously and coupling it with a mischievous smirk. She teased her blonde curls and I swallowed hard. My heart sped just a bit, along with my breath, as I came slowly around the island and stepped beside her.

  “I think you know exactly what we do,” I growled, inching closer to this tall, drop-dead gorgeous woman in my kitchen. “You’ve got some explaining to do; but that can all be forgiven, I suppose,” I hinted.

  “Oh?” Jessica asked, feigning innocence.

  Am I seriously about to do this? I thought to myself. But I couldn’t help it. She’d teased me long enough, and drawn me into her sexy web. I couldn’t escape even if I wanted, and as conflicted as it had made me, I wasn’t sure that I even wanted to escape at that point.

  Just as I’d fantasized more than a few times before, I grabbed Jessica’s lithe arms and pushed her back against the counter. She gasped in surprise, but her eyes grew wild with life as she squeaked a mousy laugh and grinned.

  “Yeah, you like that, don’t you sneaky little slut,” I growled.

  “This isn’t about what I want anymore; it’s about making things right and settling the score,” I explained as I felt her fingers climbing up my forearm.

  “Let’s not kid ourselves, Jack. You want to know what it’s like, don’t you? Don’t tell me you aren’t the least bit curious.”

  Jessica whispered toward my ear as she grabbed my hand and pulled it down over her tight denim shorts. As she set my hand on her, I felt the firm bulge and inhaled, ready to take the dive.

  I looked into her cool, icy glare and without any more warning, pressed my lips against hers, tasting her sweet mouth before it could emit another giggle or squeak of surprise.

  I tasted the flavor of her tongue on mine and pulled back before giving her a playful slap across the cheek. She was going to get it rough, exactly how she had shown me that she wanted it.

  I pressed my muscular chest against her breasts and when Jessica gave a slight moan of surprise, it made me wild with hunger. I drove my fingers down her body and grabbed her perky little ass, biting my lip with sheer satisfaction as I finally felt the perky little butt in my greedy fingers.

  “The only thing you’re good for after a stunt like this is a nice, hard fuck,” I growled. She had tried to make a fool of me, but I was not a man to be made weak. I might have been slow to action, but when I put my foot down, people knew it, and Jessica was about to know once and for all.

  “Oh,” Jessica sighed as I shut her up with another harsh kiss.

  “Is your name really Jessica, or did you lie about that, too? Is it Jess, or Justin or something?”

  “No, that’s my name,” she said.

  I grabbed Jessica’s side and yanked her shorts down her legs, revealing the same little white thong she’d worn on cam before. The thong barely contained the half-hard cock inside it, jutting out like an anaconda. I ran my hand over the hardening shaft and grabbed it, along with her balls, tightly in my fist until she gasped.

  “You’re such a little slut, hiding this cock from me all along. I don’t know why; you knew I would enjoy it, didn’t you?” I growled, reaching inside the thong and pulling out her cock. The cock rose to rock-hard and I started to stroke, watching as Jessica’s eyes lowered and her lips hung open with each gasp of pleasure.

  “That’s it,” I whispered, biting her ear.

  “You’re going to get what you’ve been after. You’ve already seen all of me, so you know what you’re in for. I just hope you can handle my thick cock. It’s a far cry from those skinny dildos you’ve been fucking around with.”

  I grabbed her ass once more with my other hand, before sucking on my finger and sliding it back down toward her ass. I teased at her opening, watching as Jessica moaned in delight. I wasted little time – she didn’t deserve anything soft and slow. Jessica had wanted it for some time, and she was going to get rush-delivery.

  She reached down, grabbing my cock, before I slapped her hand away.

  “You’ll get that when I say you can, you little slut,” I growled.

  I grabbed Jessica’s top and pulled it up, as she finished the job for me and her giant tits hung back out in the cool air of the kitchen. I wasted no time kissing each and massaging them in my free hand, before sucking on each nipple and watching in delight as she nearly collapsed.

  I beat her to that, though, and lowered to my knees until her cock was hanging hard just in front of my mouth. I couldn’t believe what I was about to do, but at that point, I couldn’t stop myself. I craved it more than anything in my life. I wanted all of her; I had to have her. And I was going to have her right then.

  “Fuck!” Jessica cried out as I sank my mouth on her cockhead. I drove her shaft down my mouth, tasting her cock-skin on my tongue as she filled my mouth. I barely stopped before I gagged, and pulled back as I fondled her balls and slipped my finger back toward her ass.

  “Oh!” Jessica cried, bracing against the counter top as I continued, hungrier than ever. I sucked and sucked, before pulling off and grabbing Jessica’s hips. I motioned for her to sit atop my counter, and spread her legs open, so I could see her tight little asshole and her cock perfectly displayed for me.

  As soon as she did, I grinned and sank my tongue against her tart ass, spinning my tongue and watching her legs buckle from the tease. I slid my tongue up her balls and back to her cock, finally sinking my finger into her ass as I did.

  “Oh!” She groaned. I pulled back and replied, “If you can barely handle my finger than you’re in trouble, you naughty little whore.”

  I drove
my finger deeper inside her and sank my mouth down over her shaft, before pulling up and off just as her hips braced, undoubtedly nearing her climax. Her ass pulsed on my finger, and I could only imagine the sensation it would give around my cock.

  “On your belly,” I told her, until Jessica was lying across the tile counter on her stomach, with her head hanging off the edge. I pulled my cock out and it stood up in its hardness, ready to plunge into her open, waiting wet mouth.

  She wasn’t going to be the one in control, though. Rather, I fucked her sweet little mouth with my massive cock, watching as my cockhead disappeared into the tight, red lips and back toward her throat.

  I grabbed Jessica’s blonde hair and thrust my hips, watching as she took my cock, tightening around my girth and bringing me dangerously close to orgasm. I spanked her ass a few times, watching in delight as the welts formed, and thrust my cock one last time, before pulling back.

  I came around behind her and pulled her legs back down, until she was bent over the counter with her ass in full position for me to take her from behind. But then I decided I wanted something quite different. I wanted to fuck her like the little slut that she was. There was no need to fuck her like man; I wanted her spread eagle and taking my missionary cock.

  I grabbed Jessica by the hand.

  “Where are we going?” She asked with a giggle.

  “Just come with me,” I said, pulling her up the stairs until we were in my low-lit bedroom. There, I threw her atop my bed.

  “On your back, and spread those sweet little legs. I want to see that asshole and that cock ready for my taking,” I growled.

  I got atop the bed, on my knees, and grabbed my cock, lining it up against her tight asshole. The mere sensation of my cockhead pressing against the warm entry was enough to drive me wild; it unlocked the inner animal in me. I was hungrier than ever for her dirty backdoor pussy.

  I leant down and gave her one last little brush of my tongue, tasting her opening and smiling in delight as she gasped and grabbed the sheets in her fists.

  “Is this what you wanted?” I asked and pushed my cock just against her asshole and watched her body tighten in response.

  “Fuck,” Jessica breathed and bit her lip.

  I pushed harder and moaned as I felt the impossibly tight warmth break open around my cockhead. “Oh fuck,” I growled, thrusting my cock slowly as I watched her asshole happily take in my thick shaft, inch by inch.

  The tightness was other-worldly. I ran my hands over her balls, feeling each vulnerable testicle in my hands, before grabbing her cock and pulling it down toward me lightly. I knew the pressure would only make the pleasure stronger, and as I expected, Jessica heaved with breath and moaned.

  “Fuck,” she cried.

  I stroked her cock for a moment before pulling my cock out slowly and returning back inside, slightly faster than before. I wanted so bad to sink every last inch of my length into her tight little ass, but I was patient – ready to make the justice last all night.

  “That’s it,” I whispered. “This is what happens when you try to trick your landlord; when you don’t come clean and tell him what you’ve really got going on.”

  I thrust harder and deeper at that moment, smiling as she winced. I leant down over her and bit the curve of her neck lightly before Jessica reached up and pressed her mouth over mine.

  The sensation was intoxicating and I couldn’t help but sink my cock even deeper, motivated by the moans she bellowed out from her throat. I thrust harder and faster now, smooth but intent as I felt her warm body stretch open around me. The sensation of her ball-sack resting just against the top of my cock was the perfect addition to what was already such a taboo, forbidden affair for me.

  I felt as though I was cheating – getting it all with Jessica. She was all woman. But she had a little something extra, and I was enjoying the fuck out of it as I sank my cock deep inside her ass.

  “Fuck me,” she begged.

  “Well, why didn’t you say so,” I grinned, before pounding her tight little ass.

  Her screams of delight only drove me further, pounding her hard and relentless as I felt the fire building up in my body.

  “You like having your little ass rammed? Does it make you feel more like a little slut to get fucked by a big, powerful cock?”

  “I’ll bet you’ll feel even more like a little tart when I make you cum everywhere, too,” I growled into her ear. I fucked hard and smooth as I felt her body tighten around my cock. Jessica moaned out as I sucked her nipples, and at once I felt the hot streams of cum shoot over her chest. I pulled back and watched with delight as I fucked every last rope of cum out of her. Each time I felt her asshole contract uncontrollably around my cock, choking it and trying to drain me just as I was doing with her.

  “Fuck!” She cried out, lost in a mindless daze as her chest heaved and she gripped the sheets.

  “Fuck yeah,” I groaned, slamming my cock faster and faster.

  “You want some more?” I asked.

  “Fuck me,” she cried. “I want all of you inside me.”

  “All of me?” I asked with a mischievous grin.

  “Cum inside me,” she begged.

  “I hope you don’t get pregnant,” I said with an amused huff. I felt the heat and sweat on our bodies as we slapped against one another. I was more ready than ever to fill her tight little transsexual pussy with my virile seed.

  I fucked endlessly until my entire body tightened beyond belief and the climax of a lifetime swelled over me, leaving me completely powerless to the euphoria.

  “Oh fuck!” I cried out, gritting my teeth and clenching my jaw as my every muscle contracted.

  I pumped load after load inside her tight little hole, watching as she smiled with the sort of intoxication that can only come from an asshole full of hot seed.

  My mind was thoughtless, lost in an ocean of bliss as the dirtiest, most forbidden experience of my life peaked and finalized. Never in all my years, had I expected to fuck a girl with a cock. And now that I finally had, I couldn’t believe what I’d been depriving myself of.

  I collapsed atop Jessica, our bodies heaving as I pulsed and every last drop was sucked out of my cock and into her greedy little asshole.

  Her cock still pulsed weakly against my abs as I finally pulled out and lay beside her. She snuggled in my arms and smiled wide.

  “I knew you enjoy that,” she whispered. “From the moment I first saw you, I’d wanted to give you that.”

  My chest heaved as I tried to comprehend what I had just experienced. My cock twitched as I ran my hand over her breasts and laughed.

  I shook my head and said, “That was incredible.”

  “You’re a sneaky girl,” I laughed. “I wasn’t expecting you to bring this out of me.”

  “I hope you’re coming to accept it, at least,” Jessica smiled.

  “Hm. Maybe a few more doses of punishment, and I just might,” I said, trying to contain my amazement.

  Pop Star Trans

  “Here goes nothing.”

  I sighed and knocked on the large metal door, and waited for any sign of life from the inside. Listening closely, I heard somebody shuffling just on the other side of the door, before the dingy piece of metal swung open and a man appeared in the dim lighting. He was probably three times my size, which would be no easy size, since I was easily pushing six-foot-three and two hundred pounds of muscle.

  “Yeah?” He asked, stroking the stubble on his big round chin.

  At first I wasn’t sure what to say, but I put my shoulders back and stuck out my hand. “I’m John? I called about the ad.”

  The man’s guarded expression changed and he stuck his hand out, meeting mine and shaking it.

  “Come on in; you’re probably freezing your balls off, eh?” He said with a chuckle. He stepped aside and in one swift motion, the cold winter air of the rainy night disappeared and I found myself in a small, stuffy loading room.

  “You got the job,”
the man said. He was immediately distracted by a few sheets of paper on a clipboard and not to mention a toothpick in the corner of his mouth.

  “Really?” I asked in disbelief.

  “Yeah; you look good for the job. Ashley wanted somebody tall and well, you fit the description.” The man’s eyes flashed a hint of curiosity as he looked me up and down for a moment. “She’s got something about you tall boys,” the man smiled.

  “She’s looking for a bodyguard, right?” I asked, just double-checking. Not that I’d have been the least disappointed if I had mistook this gig and in reality I was agreeing to some sort of escort service for an eighteen year-old pop star.

  “Yeah, that’s right,” the man said. He shoved the papers against my chest and said, “sign these and get em’ back to me by the end of tonight. Let’s go see the crew.”

  I grabbed the papers, but quickly tossed them aside as the man took off down a dark corridor and I followed suit. The faint sound of a raucous sold-out auditorium was emanating throughout the rooms and bumping the walls with vibration. I wasn’t exactly sure who this Ashley pop-starlet was, but she was certainly popular indeed. I started to grabbed my phone and look up a picture or something to see who my new boss was. But the guy walking in front of me kept checking back over his shoulder, and besides, I’d be meeting her in person in a moment as it was.

  “Through here,” the man said, hobbling down some steps. I followed, brushing a hand through my dark hair and tightened my hazel eyes, trying to see where the hell I was being led. If I hadn’t known better, I’d have thought I was being led to some boiler room.

  We passed a large hydraulic machine which thundered with roars of operation, before we finally came to a more comforting area of the backstage. This was more what I’d come to expect. Granted, I’d never done cover for a national starlet. My gigs were always local musicians – sometimes regional. Their fame was never big enough to faze me, but as we got closer and closer to Ash’s dressing room, the endless groups of coordinators and caterers hinted at a higher priority job than I was used to.

 

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