First Time Femme

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First Time Femme Page 17

by D. L. Savage


  She shook her head in admiration.

  “You look fucking hot, Nate! Or ... should I call you something else now?”

  “Nate is fine,” I replied quietly, my head spinning, still unable to compute how chill she was being about all this, considering she’d just caught me red handed, trying shit on in her room.

  Then I heard another familiar voice and my horror welled up all over again.

  Thanks for helping me carry all your shit up from the taxi, Kels,” I heard Brandon calling sarcastically from the hall. “Seriously, did you need to pack quite so many goddamn headdresses?”

  “Please, Kelsey,” I gasped, “don’t tell Brandon ...”

  To my relief she nodded, quickly racing towards the door and pushing it shut just as Brandon approached from the other side.

  “What the fuck?” I heard him say, trying the handle. “Let me in!”

  And a second later he managed to overpower her and push the door open.

  “Brandon, wait,” Kelsey called out as he came storming into the room, looking first to then to me.

  I waited for his expression to change from confusion to pure horror and disgust at seeing his male roommate dressed up this way. After all, Brandon was just the kind of guy who’d kick my ass for being into something like crossdressing.

  But to my total surprise, he just turned back to Kelsey and said, “Hey, it’s cool. You can have your girlfriends come and stay …”

  The silence hung in the air for a moment, before he added:

  “What? Did you think I was gonna freak out or something?”

  I shot a nervous glance at Kelsey, as it both dawned on us at the same time: he thought I was a real girl. And I felt my blood quicken as Kelsey mouthed, “Play along,” to me.

  “Yeah, I guess I thought you’d freak out or something,” she said to Brandon a moment later. “Anyway, this is my friend Nat. Nat, this is Brandon.”

  “Hey, how’s it going?” he grinned, offering me his hand.

  By now I could barely even talk. I felt sure that he’d twig at any moment. All I could do was venture a timid smile back at him and hope that as I shared his hand my own didn’t feel to clammy … or too big.

  “I don’t know if Kelsey told you,” he continued obliviously, “but our weekend was a total fucking bust. Turns out we’d bought fake goddamn tickets. So yeah, here we are, back early. But we do have a whole shit ton of tequila if you fancy some? I know I need a goddamn drink after that ordeal ...”

  I smiled and nodded, while inside every atom of me was screaming, terrified that he’d suddenly twig.

  “Well, why don’t you girls get comfy on the bed and I’ll be right back,” he grinned, shooting Kelsey a suggestive smile before turning and heading out of her room.

  I felt her taking my hand, leading me over, and as we reached the bed, she coaxed me down onto it with her.

  Am I dreaming? I thought. Because the whole thing felt so strange, so unreal, that I was questioning if it was even happening.

  Just then Brandon reappeared, now with an added bottle of tequila in his hand. He cracked the top and took a huge noisy gulp before striding towards us and then sitting down on the edge of the bed as he passed the bottle towards me.

  “You look so familiar,” he murmured thoughtfully, his blue eyes narrowing. “You sure we haven’t met before somewhere?”

  I shrugged as I took the bottle from him, taking a big gulp, savoring the sharp strong taste of the liquor, my whole body pulsing with nerves as I heard Kelsey begin to giggle.

  “What?” Brandon asked, confused. “What’s so funny?”

  And just as I passed the bottle across to her, that’s when it finally seemed to dawn on him, my heart leaping into my throat as he gasped and blurted out, “Nate? Is that … you?”

  8

  “Yeah, it’s me,” I admitted in barely more than a whisper, waiting for him to freak out.

  But instead, just like Kelsey, all he did was smile.

  “Wow,” he chuckled, shaking his head in what seemed to be admiration. “You look so much better as a chick!”

  “Doesn’t he?” Kelsey chipped in excitedly. “Seriously, Nate, you should dress like this all the time.”

  “You really should,” Brandon agreed. “Although having two hot chicks in the apartment might make it kinda hard for me to concentrate.”

  WTF? Had Brandon just called me hot?

  “What?” he laughed, obviously able to read my confusion. “If you hadn’t guessed, I’m totally into this.”

  “Me too,” Kelsey agreed emphatically.

  I couldn’t tell if they were being totally serious or not. But as she reached out and actually turned my face towards hers, her brown eyes locking onto mine, I felt a shiver run down my spine, the breath catching in my throat as she leant toward me, pushing her plump lips against mine in a delicate girly kiss, her tongue pushing into my mouth.

  Was this really happening? I wondered. Or was this some crazy new dream?

  I kissed her back, growing more and more turned on by the second. All of a sudden I felt her taking my hands and actually guiding them to her breasts, my stomach swirling with pure excitement as I took hold of their small firm weight, my palms registering the hardness of her nipples as they pressed in prominent points through the flimsy fabric of her vest.

  My excitement and nerves grew even stronger as Kelsey began to move her kisses away from my mouth and down to my neck, then my collar bone, my senses filling with her candy scent, my whole body shivering in anticipation. I let her take control, rolling onto my back as she positioned herself over me, her hands parting my thighs with surprising strength as her head moved between my legs.

  I let out a girly gasp of surprise as I felt her tug down my g-string and a moment later her lips wrapped around my cock. Holy shit. That felt amazing.

  I gripped the sheets tightly in both hands, all my muscles braced, willing myself not to accidentally blow my load immediately, as Kelsey’s plump lips slid up and down my swollen shaft while I could feel her tongue dancing around my cock head too, flicking and licking in expert strokes. Her hands began to join in on the action, one stroking my shaft while the other teased my balls, her long nails raking them tantalizingly until I was shuddering and shivering beneath her with pleasure.

  “You’ve got such a pretty cock,” she murmured as she came up for air, before diving in for more.

  There was something super hot about hearing Kelsey describe my cock as pretty, like I was still girly and sexy.

  “Hey, gimme some of that,” Brandon chuckled.

  In the moment, I’d kind of forgotten he was even there, but all of a sudden he’d taken his place next to Kelsey, right there between my legs. No way. Was Brandon really about to ...

  I let out another gasp of surprise as he dove in, quickly taking my cock in his mouth and bobbing his head, his motions faster and rougher, more manly and eager than Kelsey’s slow sensuous technique.

  Again I felt on the brink of cumming, wincing and screwing my eyes closed, gripping the sheets with both hands as I did my best to hold off, definitely not wanting to blow my load unannounced in Brandon’s mouth. But to my relief he finally pulled away, moving back onto his haunches, as he began to undress.

  I felt the moisture leave my mouth, unable to tear my eyes away from him as he pulled off his vest, then began to ease down his shorts, his thick hard cock jutting enticingly into view. It looked so thick, long and curved, a slightly darker skin than the rest of his tanned frame, the head a glistening purple color and as he sat back at the head of the bed, I felt myself moving almost outside of my own control, shifting onto all fours as I prowled toward him.

  Before I could chicken out, lowered my face into his lap, feeling the musky heat of his crotch bathe my face as I took his thick hot cock gingerly in my hand and giving it a few exploratory strokes. It felt so much bigger and harder than my own, and I parted my lips, closing my eyes as I began to lower my mouth towards it, my back arched and
my ass thrust out in the air as I finally took Brandon’s cock deep into my mouth, feeling his hot meat glide deliciously against my tongue.

  And even though I’d never done this before, dressed like this it felt so right somehow. I felt so sexy and slutty, there on my hands and knees, worshipping the big hard cock of my hunky roommate, loving the low grunts and moans he made as I worked his cock in my mouth, letting my lips slide up and down its throbbing length, the salty musky taste quickly filling my mouth as I bobbed my head faster and faster, eager for more.

  In that moment, I didn’t care about anything else except pleasing him. In my slutty state I felt desperate for him blow his load in my mouth. But my mission was interrupted, and I let out a gasp of surprise around Brandon’s thick meaty shaft as I felt my panties being eased down around my thighs and then a moment later the soft wet flick of a tongue.

  Sure enough, while I’d got down on all fours, my face buried in Brandon’s crotch, it seemed as if Kelsey had taken this as her cue to bury her face in my ass! I felt her hands take hold of my buttocks, spreading them wide apart as her tongue began to dance nimbly all around the sensitive button of my asshole, before actually pushing inside me there.

  Meanwhile, Brandon had given up waiting for me to pay attention to his cock, and I felt his hot rough hands taking hold of my head, gripping me firmly in place as he began to pump his cock roughly in and out of my mouth while Kelsey began to plunder my hole with her tongue in earnest, my two roommates taking me from either end simultaneously as I quaked and quivered between them, right on the brink of ecstasy.

  “Think she’s ready, Brandon?” Kelsey asked just then, her warm breath on my buttocks.

  Ready? I thought. Ready for what?

  “What d’you think, slut?” Brandon growled, his blue eyes burning into me now as he pulled his thick glistening cock from my mouth and lay back on the bed, nodding down at it. “Think you can take this in your tight little hole?”

  I shook my head. “It’s so … big,” I muttered, my voice barely more than breath as it shivered past my lips. “I don’t know if I can …”

  “Sure you can, baby,” Kelsey purred in my ear just then, as if able to read my thoughts. “You just need to relax your ass ... watch.”

  With that, she headed over to him, stepping out of her panties then quickly and effortlessly straddling him, her mini skirt riding up around her waist, exposing her totally shaved pussy. I watched on, rapt, as she spat in her fingers then worked it between her butt cheeks, before lowering her ass down onto Brandon’s thick hard cock, her plump swollen pussy lips gooey with her juices.

  I watched her pretty face contort in what looked like ecstasy as her ass slid further down Brandon’s cock and a girly sigh fell from her plump lips. And in that moment I knew that I wanted to try too - wanted to feel the same thing Kelsey had. Just at that moment her big brown eyes flashed open, locking onto mine as a naughty smile flickered at the corners of her lips.

  “It feels sooo good,” she teased. “C’mon … give it a try ...”

  I nodded shyly, my skinny body shivering with anticipation, watching as she climbed off him again. My whole body was quaking with nerves as I came up to join her, timidly placing my knees either side of Brandon’s waist, straddling him, while Kelsey guided his hot glistening cock between my cheeks.

  I let out a soft moan as I felt his cock head touch against my butthole, and for a moment I didn’t know if I could relax enough to let even an inch of him slip inside me. But I tried my hardest to relax and slowly but surely be began to ease his thick hardness inside me, causing the strangest mix of pleasure and pain as that huge curved cock stretched my hole so wide I thought it might tear.

  Yet at the same time, it felt so fucking good too, to feel Brandon’s meat easing further and deeper inside me, my own untouched cock throbbing and aching, as I took more and more of Brandon’s dick until I realized that my butt was actually resting against his balls, his whole cock buried to the hilt inside me.

  “Oh my god, that’s so fucking hot,” Kelsey murmured, moving her pretty tanned face right up close to my cock, which was jutting, hard as rock, from between my skinny pale thighs. And as I began to ride Brandon, rocking my hips in a slow steady motion, letting his cock slide in and out of my ass, I watched as my slit began to seep out big clear globs of precum.

  I let out a fresh moan as Kelsey took hold of my cock, stroking it, then leant forward, taking the glistening head once more between her plump lips.

  But this time the sensation was just too much — with Brandon in my ass and Kelsey sucking my cock all at once — and I felt myself finally letting go, a girly moan escaping from my lips as I unloaded what felt like a monster load into Kelsey’s mouth. I heard her loudly gulp it back, a soft sigh of pleasure rising up from the back of her throat afterwards as she kept her lips wrapped tightly around my pulsing cock until she’d swallowed every last drop of my cum, before finally pulling her lips from my dick, a slutty smile on her face.

  “Mmm,” she grinned, licking her lips. “Delicious.”

  Just then Brandon let out a cry like he might come too, and I felt Kelsey suddenly grabbing my shoulders, urging me to climb off him. I followed her lead, my legs shaking like jello as I lifted myself up and off his huge cock. And practically the moment it was free from my ass, she’d fallen between his legs, licking and lapping it, bathing it with kisses.

  “Damn, your ass tastes so fucking good,” she murmured, as I came to join her.

  Soon we were both smothering Brandon’s thick hard cock and swollen balls with our lips and tongues, knowing he’d blow his load at any moment.

  Sure enough, he let out another low, many groan and I felt his legs tense beneath me as his shaft began to pulse, his cock spurting out thick ropes of warm silky cum that Kelsey and I both swallowed up eagerly, our lips meeting in a slutty, salty kiss as we passed his creamy load back and forth.

  Just as we finally broke the kiss, pushing ourselves up again into a sitting position, I heard that familiar bell-chime sound effect, coming from my cellphone, over by Kelsey’s dresser, and I pictured the reminder flashing up on the screen: Am I dreaming?

  And for once I knew for sure that real life was definitely better than dreams …

  Free Pass

  1

  This whole thing started because I couldn't keep my damn mouth shut.

  It was a Friday night and Alice and I were curled up in front of the TV watching some second-rate Jennifer Lawrence movie, and during a lull in the action I thought I'd annoy her with a stupid off-the-cuff remark.

  “Hey,” I said, “you know that thing that couples do, where they give each other a free pass to sleep with a celebrity?”

  “Uh huh,” Alice replied in a lazy drawl, rolling her big blue eyes like she knew exactly what I was about to say next.

  “Well, I think I’d like mine to be Jennifer Lawrence,” I announced proudly. When her pretty face wrinkled up and it looked like she was struggling not to spray her mouthful of white wine with laughter, I added, “What’s so funny?”

  “Nothing,” she replied, setting down her wineglass on the coffee table then holding out her slim hand toward me like we were conducting a million dollar business deal.

  “It’s agreed,” she announced as we shook hands. “Jennifer Lawrence is your free pass.”

  But I could tell from the way she was trying her best to fight back a smile that she thought the idea of me actually getting with a celebrity like that was totally absurd. After all, I was just some boring average dude in his late twenties – why the hell would Jennifer Lawrence want to sleep with me? Yet at the same time, I knew I was still in pretty good shape; I worked out a few times a week, watched what I ate (at least for the most part), and the last time I’d been out on the dating scene, I’d had my fair share of pussy.

  “Let me guess,” I added, “Yours would be that singer dude. What’s his name? The one with the cheesy lyrics?”

  “His name is Bradley Stark,
” Alice replied, punching me on the arm, “and for the record, his lyrics aren’t in the least bit cheesy. They’re awesome.”

  “Whatever,” I chuckled, reaching out for my can of craft IPA on the coffee table and taking a long pull, figuring we’d probably just go back to watching the movie again. But it seemed like all this talk of free passes had gotten her pretty distracted.

  “So it’s a deal?” she persisted, thrusting her hand out again for me to shake. “Bradley Stark is officially my free pass?”

  I felt myself pausing for a brief moment. I mean, I knew it was all a joke and we were just fooling around, but even so I was under no illusion that back in college Alice had been a pretty wild party girl too; she’d had more than her fair share of dick before we got married and settled down, and the idea of my wife hooking up with another guy and enjoying it stirred something up inside me in a way I didn’t fully understand.

  But hell, I knew I’d started this whole stupid joke, so I forced a smile onto my face and pumped her hand, saying, “Sure, sure, it’s a deal. If Bradley Stark and Jennifer Lawrence somehow turn up in our city, we’re free to go wild.”

  At my words, Alice closed her eyes and let out a soft purr, like she was imagining herself doing something naughty – and without warning an image popped into my head, of her and that sleazy Bradley Stark dude. He had that whole bad boy thing going on that I knew she loved: dark brooding eyes, strong jaw flecked in stubble, ripped body, the works, and in my imagination he had his hands all over Alice.

  “Now you got me kinda turned on!” she giggled, opening her eyes and crossing her long tanned legs like she was trying to get comfortable in her freshly-soaked panties.

  “What d’you mean?” I replied, hearing a twinge of discomfort in my own voice, wishing I’d never started in on this stupid joke in the first place, yet at the same time unable to get those images of her and him out of my head.

  “Well, I was just thinking,” she began, a naughty smile creeping across her plump lips, “about how hot it would be to suck Bradley Stark’s dick ...”

 

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