The Secretary [Bigby Wolf x Fem!Reader]

Desperation

nsfw content ahead, please skip this chapter if you do not wish to read.

I giggle as we try to sneak to my apartment as quietly as possible, Jack making sexual innuendos and playfully grabbing my butt as we get in the elevator. I fumble around in my purse before finding my keys, struggling to unlock my door in my current state. It opens after a minute and we both step in. I realize it's the first time he's been to my place and I catch him looking around. "Sorry for the mess, I didn't expect to bring anyone home." He laughs and takes off his shoes. "I like it." He simply responds, waiting for me to take off my own shoes. Once I do, he picks me up like before, I yelp in surprise as he carries me while finding my bedroom.

He throws me on the bed and grins down at me. "Can I eat you out finally?" I nod and he mumbles a 'hell yeah..' before reaching and stripping off his shirt. My eyes wander towards his abs and I rub my thighs together subconsciously, removing my cardigan. He crawls down onto the mattress, a hungry look I recognized in his eyes. I whimper at the sight and resist the urge to crawl back. His hands come to my sides, pulling at the hem of my tank top, and pulls it off me, revealing my light pink lacy bra I had been wearing. Jack groans at the sight and unceremoniously throws my top on the floor, reaching back and groping my breasts with both hands.

I moan lightly at his ministrations and reach back to unhook my bra. Once I do, he peels it off me and smirks as they spill out. He squeezes one and brings his mouth down to my nipple and begins sucking on it. I whimper softly, trying to hold myself up on shaky elbows. Jack smiles and bites down lightly, soon making hickeys on my breasts. I felt myself breathing more heavily as he continues his assault on my chest and I snake a hand down to my skirt to relieve some of my tension. I reach underneath and press two fingers to my soaked panties, rubbing a certain spot. I wiggle my hips in tandem and start moaning softly.

Jack notices and laughs at the sight. "Look at you. You want my tongue on your pussy, don't you?" I moan at his filthy words and nod my head. "Mm-nm. Use your words." He orders, peeling my skirt down off my legs, biting his lip at the sight of my wet panties. He pushes me back, leveling his head to my dripping core. "Yes, Jack... please." I say in a meek plea. He grins and brings his mouth towards my underwear, catching me off guard as he suddenly begins licking me through them. I whine at the feeling, not used to it. Jack moans into me as he finds my clit, sucking it obscenely loud.

My head falls back as he does and soon i'm irritated enough with the barrier of fabric and pull my panties off for him. He chuckles and settles back to licking my clit, bringing his hand up to my cunt, he slides two fingers in. I can't repress the urge to hump into him and he greedily laps at me like a thirsty animal, scissoring his fingers into my gushing pussy. "Fuck, yes..." I whine, riding his hungry mouth. He adds another finger and presses them in with more vigour, not slowing his pace. His lips are wrapped around my clit, sucking harshly. An orgasm begins building, and I start crying out loudly as I feel myself letting go. "You're going to make me cum..! Jack!" I grab his hair and moan like a pornstar as my hips gyrate while I ride out my orgasm on his tongue, watching as he licks all of my juices up. The orgasm subsides, my legs still shaking as Jack pulls away, licking his lips. "Fuck, that was hot. Can I still fuck you though?" He asks, kissing my thighs as he starts to unbutton his jeans.

"Mhm, gimme a few minutes..." I pant, pulling myself off my bed to get some water. I ask Jack if he wants any and he declines, instead asking me if I had any condoms. I tell him to look in the left nightstand for any. I decide to grab a cigarette and lighter as I step outside onto my balcony, naked as the day I was born. I'm sweaty and not sober enough to care is what I tell myself. My mind soon feels clearer as I inhale, an expensive brand that costs more than it should. It doesn't last long. I put it out and head back to my bedroom. Round two.

Jack's already waiting, laying back on my bed with his legs spread and arms behind his head. I don't miss his large dick sticking up either, my heart racing at the sight. He smirks at me and beckons me closer. I can tell he couldn't find a condom, I wasn't too worried either way as i'm on birth control and knew he was clean. I find myself leaning down to his dick and licking it, getting it ready for me. He moans softly, his erection throbbing lightly as I grasp it, my lips wrapping around the tip of it. I slowly start to push his cock deeper in my mouth, struggling because of the thickness. I gag a little, opting to use my hands for the part I can't fit.

"Hell yeah... you look sexy sucking me off..." Jack groans, his left hand coming down to entangle itself in my hair. I keen at his words, and begin bobbing my mouth down on his length, hand working in tandem. He spreads his legs further, stroking my hair affectionately as he praises me in between soft whines of pleasure. "So good... fuck, you're so pretty, that face is gonna make me cum..." I whine around his dick as he rambles, his hand subtlety pushing me down further, before abruptly pulling me off all together.

I gulp in air heavily, not having noticed how out of breath that made me. Jack sits upright, and makes me lie down like before. He leans down and positions in between my legs, rubbing himself on my, once again, wet cunt. "You look fucking perfect like this. I was waiting for weeks to fuck you again, I can't get enough of you." I couldn't tell if it was the alcohol making him say this or not, but it makes me feel good hearing him praise me. He's like a puppy who wants all my affection. I'm wrecked by his neediness and he knows.

Jack leans down to kiss me, rubbing my side and starts peppering kisses down my face. I feel his dick poke at my gushing hole, and unwilling clench down in anticipation.
He slides in painfully slow, watching my face contort into pleasure attentively, my mouth gaping as he fills me. I'm whimpering soon enough, as he bottoms out, my legs splay around his waist. "J-Jack..." I whimper, never having gotten used to his above average size. "Mmmm yes, baby? Can I move now?" I nod, pulling my thighs back with both hands to give him more access. He kneads a hand in my hair again, making me whimper as he forcefully kisses me again. His hips pull back, almost pulling himself completely out, and slams back down into my pussy.

I cry out, and he starts pounding me with an unyielding grip. I wail loudly, not bothering to consider who could hear. "F-fuckkkk... biggg..." Jack huffs at me, leaning back to thrust himself into my cunt faster. "Yeah? You like my big dick? You wanna be fucked good, you want me to do that for you, beautiful?" He asks me, I can't form a coherent response and instead shake my head while gasping in between each thrust of his hips. "Shit, you're so sexy underneath me. Am I fucking you good?" I whimper loudly and avoid his eyes while crying out, "Yes... please touch me!" He grins and brings a hand down to my clit, rubbing with enthusiasm. My hands go to his shoulders and I feel another orgasm forming.

Jack seems to know and he halts his pace, instead doing deep, languid thrusts. This doesn't stop my imminent orgasm and I clench down on him rigidly, gasping out, "Cumming...Fuck, yesss... Jack~!" He groans, his own hips starting to stutter. "Good, fuck, I'm going to cum in you." He forces his weight on me as he fits his entire cock deep into my clenching pussy. "Mmphh!!" I cry, feeling my orgasm ride out on his whole cock as he fills me while making lewd comments I couldn't decipher. After a minute, I feel him pull out with an audible pop.

My eyes are heavy and I suddenly get the overwhelming urge to sleep, the alcohol and orgasms making me want to crash down all at once. I whimper in pain as the euphoric feeling simmers down into a dull ache. Jack sighs loudly, sweat glistening off his body and he stands up to put on his underwear. I expect him to say he's heading out, but he crawls next to me instead. "I hope you liked it." He jokes, running a hand down my arm.

"Yeah, I always enjoy sex with you." I say bluntly, pulling up my blanket that fell to the floor. "Do you mind if I stay? You can say no, if you do." Jack asks timidly, void of his usual confidence. I ignore it and yawn, "Sure. Wake me up when you leave." With that, I snuggle into my blanket and close my eyes. Jack hums in thanks and I feel his arm hesitantly wrap around my waist. I don't shy away and soon fall asleep next to his warm, comforting embrace.