by D. L. Savage
No, James is just sweet and kind, a real boy next door – literally in my case, I guess. But right now, that’s exactly what I want. If I’m going to lose my virginity all over again as a girl, my mind is made up. I want it to be with him.
“I brought the ... uh ...” he mumbles, holding up the package of condoms.
“Cool,” I reply, feeling my own confidence increase the more nervous he shows himself to be. “Why don’t you bring them over here?” I add.
And with that, I flip open the sheets, revealing my toned body – showing him just how little I’m wearing.
He audibly gulps, his eyes roving my body, and I find myself enjoying it, my heart quickening and that now familiar hardening of my nipples and throb of my clit that tells me I’m getting turned on.
He shuffles around to the side of the bed, and is about to get in, when I call out, “Why don’t you take off a few layers first?”
“Oh, sure,” he says, his hands visibly shaking as he starts to strip off.
And actually, as he uncovers his body, I have to admit, he is in pretty good shape. I’d never really paid attention to him in this way before, but he’s lean and toned, which is kind of a surprise considering how little exercise he does! And over all, while not the dashing alpha male that Logan is, I do think James is pretty cute.
Once he’s pushed off his jeans and pulled off his shirt, he comes to join me in bed, and we lie facing each other, both a little nervous, our eyes locking.
“I figured I’d need some practice,” I whisper, and he nods.
And then he leans into kiss me, and I close my eyes, as our lips touch, gently at first, but then quickly becoming more passionate. Wow, I think, as a shiver of pleasure runs right through me, making a beeline for my now-throbbing clit, James is actually a pretty great kisser!
As we continue to make out, I feel his hands start to explore my body, tentatively at first, but as I moan encouragingly into his mouth, his movements become more full on – first cupping my ass in his hands, and then sliding up to my bra, fumbling with it until he has it unhooked. And when his hands finally reach my breasts, I moan again, as he teases my rock hard little nipples.
A second later, one of his hands has slipped right into my panties, his fingers working my clit until I’m almost coming.
And in return, I push my hand into his shorts, my fingers grazing past the fuzz of his pubic hair and then curling around his ...
Oh.
I pause. Because his dick is kinda ... small.
I know I shouldn’t be disappointed, after all, this is supposed to be gentle – my first time and all that. And I certainly didn’t want something as big as Logan Michael’s huge fucking cock. But even so, average would have been nice, while this thing is ... tiny. There’s no other word for it.
I stroke it tentatively, using just two fingers and my thumb, as James starts to groan. But I can already feel my horniness slipping away. I feel so bad. Fuck, turns out I’m actually a size queen!
“What’s the matter?” James murmurs, sensing my changing mood.
“Nothing,” I reply.
But he pulls his hands away from my body and starts to look wounded.
“It’s me, isn’t it,” he says quietly. “It’s my dick.”
“No!” I reply, trying to sound convincing, but I’m obviously not a good enough liar to pull it off.
“This always fucking happens,” he groans, sounding like he’s on the brink of tears, and now it’s my turn to comfort him, pulling him into me in a warm hug. “Hey,” I murmur, “it’s okay ...”
“It’s not though, is it?” he shoots back, sounding wounded and hurt. “You want to know the truth? I’m a virgin. I’ve never done it. Any time I’ve got close to it happening, a girl will take one look at my tiny little dick and laugh in my fucking face.”
“Oh man,” I reply, my heart rushing with sympathy for him. “I had no idea, that’s awful. Why didn’t you tell me before?”
“What, so you could tease the shit out of me?” he replies.
“I wouldn’t!” I say, but I know that the truth is, back when I was Aaron, I wouldn’t have been half as sensitive to his feelings as I am right now. Our relationship when we were both guys was based mostly on teasing each other, playing pranks, horsing around – the usual kind of brainless stupid shit two guys get up to as roommates – and he has a point. That wasn’t really the kind of environment to actually talk about anything serious. But now? Well, now it feels different between us.
“You know that if we do do it,” I murmur, “it’ll be my first time too. As a girl.”
“I’d never thought of it like that,” he says, his voice changing.
“And I’ve already decided, James,” I reply in a whisper. “I want my first time to be with someone I trust ... I want it to be with you.”
“Even with my ... you know,” he says, still a little embarrassed.
“If anything,” I smile back, “that’s probably better for my first time. I mean, I don’t want it to hurt too much, and for all I know, it’s gonna. I mean, what if I still have a hymen?”
“So ... you still want to do it?” he asks, his voice shaking a little, his eyes full of hope.
And I answer him with a kiss, feeling my body once more charging with electricity as our lips crush together, my nipples hardening and his hand once more moving between my legs and into my panties, toying gently with my clit until I’m moaning and writhing once again.
“Get a condom,” I murmur between kisses, wanting to do it, before the moment passes.
He breaks the kiss and turns away to fumble one onto his dick, and in the meantime I push off my panties, leaving me totally naked.
“Now get on your back,” I say, taking control once again. It’s so strange, with Logan, I was totally at his mercy but with James – the cute boy next door – I feel myself enjoying being a sexy temptress, the one in charge.
To my delight he does just as I say, laying on his back, his body actually looking pretty hot – toned and lean – his handsome face watching me with anticipation as I climb up and over him, straddling him.
“You’re so fucking ... hot,” he murmurs, his eyes once again taking in my perfect body, there in front of him.
I reach down and take his dick, guiding it between my thighs. First I tease my clit and pussy lips with it, moaning and sighing a little from the stimulation. And then with a deep, shaky breath, I guide him right inside me, feeling him stretching me a little wider than my fingers.
He groans, closing his eyes with pleasure as I begin to ride him, arching my back, grinding my pussy on his dick.
Okay, so it’s not the most intense sensation – he is pretty small – but it’s way better than my fingers, and I start to ride him harder, working my pussy up and down on his cock now, my breasts softly bouncing as I do so, feeling the first soft fluttering sensations of an orgasm rising up inside me.
I ride him harder, chasing the sensation, glad that I’m feeling no pain – nothing but more and more intense waves of pleasure. If I can just ride him a little longer like this, I think I might ...
But before I can come, I feel James tense underneath me, letting out a soft groan of his own, shuddering and then I feel his cock start to pulse inside my pussy, as he blows his load.
“Oh my god,” he groans, as I slip off him, my almost-orgasm fading away, replaced by a slight frustration. “That was amazing.”
“Yeah, wow,” I say quietly, hoping my true feelings don’t show.
I am glad that my first time was with James. And I’m glad that I’ve hopefully given him a little more confidence. But at the same time, it’s made me realize that what I really want – what I fucking need, in fact – is to be taken hard and rough my a real man.
A man like Logan Hunter.
The next morning, I’m a bundle of nerves. I shower quickly, then choose my outfit: a professional looking black skirt and a white silk blouse, both of them hugging my figure in all the right places. A
nd underneath, I’ve chosen my sexiest underwear: a skimpy little black g-string and matching black push-up bra. Okay, part of me is being practical here. I don’t want any visible panty lines, right? But also ... I guess I’m kind of suspecting that Logan Hunter is gonna see them.
As I race out of my room and towards the door to the apartment, I pause. Because there is James, sitting at the table, eating breakfast. He’s never normally up this early, and I suspect that maybe he heard me getting ready.
“Hey!” I say, trying to stay upbeat, too awkward to mention last night.
“Hey,” he replies, a strange expression on his face. “So you’re going back, even after what he did to you?”
“I guess so,” I admit, wondering how the hell I can explain that I actually liked what he did. “I’m going to give it a chance at least ...”
“Will you be back tonight?” James says, still with that odd expression.
“Sure,” I smile. “Don’t worry about me. I’m a big girl. I can handle myself!”
And then before he can say anything else, I quickly turn and rush out of the apartment, glad to be out of that awkward atmosphere.
As I walk to the subway, I can’t help but pick over the events of last night. I am glad I did what I did with James – it was good that my first time was with someone I trusted, and it made me realize what I really want. But at the same time, I’m worried it’s ruined our friendship. I mean, it’s totally obvious that he’s developing a thing for me. And the truth is, I do kinda like him too. Only ... Well, would it ever work? I think I need something bigger to please me in that respect, awful and shallow as that makes me sound.
If only I could meet a guy with the body of Logan Hunter, I think to myself sadly as I race down the steps to the subway, but with the sweet personality of James ..
* * *
“Ah, Abbie,” Logan growls, the very moment I set foot in his office, immediately charging the air once again with his animal intensity, “so very glad to see you. Did Claire show you around the office and get you all set up with HR?”
“Yep,” I croak, feeling hard to concentrate on what he’s saying, as he pins me once again with those big black eyes of his.
“Excellent. So, I don’t mean to throw you in at the deep end here, but I’m going to be attending a conference later and I want you to come with me.”
“A conference?” I repeat.
“That’s what I just said,” he shoots back. “Do you have a problem with that?”
“No, not at all,” I say, feeling the drumming of my heart and his eyes undressing me.
“Very good,” he replies. And then, after a wry pause, he adds, “We’ll be leaving on my private jet in an hour.”
Conference? I think. Private jet? What the hell am I letting myself in for ...
“Holy shit,” gasp a short while later, as I step into the plush interior of Logan’s private jet. “This is insane!”
“She’s all ours, so get comfortable,” Logan replies, stepping up behind me, just as the doors close, sealing us inside. “It’s a long flight ...”
I quickly pull away, striding over to one of the tan leather seats, feeling my panties starting to dampen and my nipples start to harden, the way they always seem to whenever I’m in the same room as this bastard. But even so, I’m going to at least try to avoid his advances for as long as I can, even though I’m pretty sure what’s about to happen.
I flop down into the seat, and of course, he comes and sits right next to me even though this whole damn plane is just for us.
“So,” I say, trying to stay professional. “This conference. You’ve not given me much information about it ...”
“There’s plenty of time for that,” he shoots back, his black eyes gleaming. “Why don’t we have a little fun first?”
He reaches out and cups my chin, turning my face to his, his eyes locking onto mine, and I feel a deep shiver of anticipation run though me, at odds with the fact that I know this isn’t at all professional. After all, it was a job I wanted, wasn’t it? Despite how much I secretly want this ...
“That isn’t very professional,” I say, taking a deep breath and pushing his hand away. “I’m supposed to be your assistant, Logan, not your whore.”
“I know exactly what you are,” he growls back. “And right now, I need some assistance with this.”
He takes my hand and pushes it into his lap, so that my fingers touch against the hot hard bulk that’s straining against his suit pants, and I feel my clit throb hard and my panties soak a little more, despite myself. Damn him. It’s like he can see into my head – like he knows how much I want this too.
Just then, the pilot’s voice reverberates through the cabin, and I quickly pull my hand away from Logan’s lap in total embarrassment.
“All clear for departure sir?”
“Excellent,” Logan calls back. “We’re ready when you are, Michael.”
I sit back in my seat and buckle my belt, trying to stay calm, trying to ignore the pulsing waves of anticipation as, with a final rumble, the plane taxis down the private landing strip and makes a smooth take off.
But once we’re in the air, he turns to me, reaching over and unbuckling the seatbelt again, and whispering in my ear, “Naughty girl. You know you want what I’ve got.”
I turn to face him, unable to resist.
“Tell me, Abbie,” he growls. “Tell me to my face that you haven’t been dreaming about this big cock of mine?”
I look him in the eyes, feeling powerless now.
“Tell me,” he repeats, his voice low and taut.
“Okay,” I reply in barely more than a whisper, my voice trembling and all the nerves in my body crackling with fire now. “It’s true, okay. Happy now?”
“Not until I’ve fucked you good and hard,” he replies, his dirty words sending another flood of moisture to my already drenched panties. “Now come here and suck my fucking cock.”
It’s so weird, but despite everything – despite how wrong this is – I’m so fucking turned on right now, all I can do is give in to his order, getting up to my feet on shaky legs, then falling to my knees once more before him, my whole body quaking with anticipation as I unbuckle his belt and unzip his pants, once more freeing that magnificent cock of his, feeling a wave of heat radiate against my face as it springs free.
I curl my fingers around the smooth hard shaft, stroking it a few times, watching a glistening drop of pre-cum ooze from the tip before I guide it towards my mouth, parting my lips and then taking it in my mouth with a soft sigh, my eyes closing as I begin to stroke and suck him at the same time, first slowly and sensually then picking up speed, my other hand moving to his big full balls, teasing and kneading them as I continue to work his cock. I start swirling my tongue around the head, just the way I would like if it were me getting my cock sucked, and I even start to feel that familiar sharp tightening rush of pleasure in my stomach – the first distant flutterings of an orgasm, even though I’m not even touching myself.
And as I suck, Logan reaches down, cupping my aching breasts through my blouse, teasing my hard nipples through the silky fabric until I’m moaning and sighing on his cock, lost in the moment, like I could suck him forever.
But soon he wants more.
He reaches down and grips my hair tight, winding it around his fist so hard I gasp, as he eases my mouth away from his now-glistening cock.
“Now I want to feel how tight your pretty little pussy is,” he growls. “Did that big cock of mine get you nice and wet?”
I nod, my body trembling as I get to my feet. He guides me on top of him, his hands gripping my hips as I straddle him, one knee either side of him, my skirt bunching up around my waist.
His hand moves between my legs, working my clit through the g-string, before he tugs it roughly to the side, his fingers plunging between my gooey pussy lips for a moment, before he brings his hand to his mouth, sucking his fingers between his thick sensual lips, black eyes flashing as he says,
“You really did get wet, didn’t you, slut?”
I nod, unable to even speak anymore, my whole body quaking in anticipation, as he guides me down, down towards his dick.
I reach between my legs, taking hold of his hard thick shaft, guiding him towards my pussy, gasping as I touch the slick wet head of his cock to my opening, then ease down onto it, feeling his sheer thickness spreading me wide in such a delicious new sensation I’m already close to coming.
Holy shit. This is nothing like James’s cock, I think, as it slips deeper and deeper inside me, until I’m groaning with sheer pleasure.
His hands move to my ass, spreading my cheeks wide as I begin to ride him, grinding my clit against the base of his cock, feeling his pulsing thickness plundering me hard and deep.
“Come for me, Abbie,” he growls, his rough hands spreading my butt, one fingertip now dancing against my asshole. “Come on that big dick for me.”
I shudder with pleasure, as I feel his finger sliding into my ass, just as my body explodes with the sheer force of my orgasm – wave after wave of white hot intensity, so intense I almost can’t take it. I moan loudly, feeling my pussy clamping tight around his dick, my hips bucking involuntarily, my mind flashing blank for a moment.
“Good girl, good little slut,” he murmurs, easing me off him even as I’m still coming. “Now get on your fucking knees and take my load.”
I do as he says, giving in to him completely, still shivering and shuddering as I fall to my knees, gazing up at this powerful man, jacking his thick glistening cock in his fist, his dark eyes blazing down at me.
It’s so strange. In that moment I fucking hate him, yet at the same time, I want nothing more than to feel his gorgeous cock explode in my mouth, and I open my lips eagerly and extend my tongue, just as he lets out a low moan of his own, guiding the head of his cock towards my mouth.
I gasp, wrapping my lips tight around him just as he lets go, feeling his thick powerful cock pulsing jet after jet of hot cum deep into my mouth and throat, and I lick and lap and gulp it all back like the horny slut I am, feeling my pussy still throbbing between my legs as the last of my own orgasm flashes through me.