Saving Hailey: Dark Academia, Enemies To Lovers, Mafia Romance (Shadows of Obsession Book 2)

Saving Hailey: Chapter 25



It’s past two in the morning when Hailey stirs. I’ve monitored the live feed of her sleeping a dozen times since we arrived, and learned she doesn’t move much unless she’s had a bit to drink the night before. Mostly, she wakes up in the same position she falls asleep in, so I know she’s awake the moment the sheets ruffle and she turns to stare at the clock on the bedside table, probably too sleepy to comprehend the time.

If she were caught by sleep paralysis, she wouldn’t move her head, so my heartrate stays level and my ass stays in the control room’s leather desk chair, a half-empty glass of Bourbon by the keyboard.

Hailey glides away from the clock, the dim orange hue of the nightlamp painting shadows across her pretty face. The paralysis doesn’t happen half as often with the nightlamp on, and even though it takes her longer to fall asleep, she doesn’t fight me over keeping it lit anymore.

I click a button, enlarging and centering the view from her room, the others rearranging themselves in smaller rectangles around the edge. I still have a magnified view of the front and back road on the other monitors, but directly in front of me is now mostly Hailey.

I zoom in on the bed, watching her shift position, those big eyes scanning the room slowly until she pinpoints the camera mounted in the corner of the room.

She stares into it without smiling, not giving me any facial expression, but she knows I’m manning the control room: the only reason why the bedroom camera is switched on. If I’m not close enough to hear if she wakes up paralyzed, I keep her onscreen so I can get upstairs as fast as possible if she needs me to calm her down.

It won’t be the case tonight, though. She’s fully awake… and flushed. Her cheeks grow pink while she holds my gaze—or rather stares into the camera—edging the sheets down her body.

My cock turns hard in no seconds flat.

God, I hope she’s not about to do what I think or I can’t promise I’ll stay in this seat.

My heartrate picks up rhythm when the comforter falls away and it’s just Hailey on the bare mattress. Inhaling deeply, her boobs rising and falling in sync, she props herself against the pillow. My mouth turns dry when she slides one spaghetti strap of her night dress off until her right breast pops out, the candy-hard peak of her nipple clear as fucking day through the 4K resolution camera.

Blood shooshes in my ears when she pinches her nipple between two fingers, then rolls it slowly, her lips parting on cue. My cock hardens more, swelling behind the fabric of my pants and boxers, pushing against the zipper, begging me to haul ass upstairs and let it sink inside Hailey’s warm, pink pussy.

But I don’t, because I know what she’s doing.

She’s testing me like she did in the shower. It’s fucking unnerving that she dares to question my feelings, but, at the same time, I understand why she’s pushing.

She’s only ever had feelings for two men. Alex and me. I doubt what she felt for that fucker was anywhere close to what she feels for me, but it doesn’t change the fact she’s been burned twice and expects it to happen again.

She’s fucking breathtaking, lying on that bed. Eyes on the camera, she plays with her breasts, squeezing and kneading, her excitement accelerating the rise and fall of her surging chest.

I stop fucking breathing when she squirms, clearly in the moment, hell-bent on driving me crazy.

It’s definitely an invitation to join her when she brings her knees a little higher and the night dress pools on her abdomen.

Maybe not an invitation. Maybe a punishment.

Her sweet pussy comes into view, those perfect glistening lips, the strip of hair at the apex of her thighs… fuck. My cock twitches hard enough to crack fucking concrete.

She skims her right hand down her stomach, the left still toying with her nipple. Her knees fall apart, not much, not all the way, but enough that she can easily access her clit. My heart almost bursts when she drags two fingers between her pussy lips and… sucks them into her mouth.

A low groan tears from my chest. I adjust myself in the seat, leaning back and flexing my fingers into the armrests.

This is the most erotic show I’ve ever witnessed. The cruelest form of torture when she shamelessly stares into the camera, knowing damn well I’m watching every second.

With deliberate moves, she dives her hand back between her legs, covering two fingers in her wetness, then slowly slides up to her clit, pinching that little button the same way she’s pinching her nipple.

God, she’s fucking beautiful.

My fingers drill into the leather armrests so hard I’m not far from ripping them off the chair. It takes every ounce of self-control I have not to unleash my cock and stroke in sync with the glistening fingers slowly rolling her clit.

Heat detonates inside my body when her legs fall further apart. She cocks an eyebrow at the camera, holding my gaze captive as she licks her lips. Her fingers circle a little faster, and her hips start to buck.

Fuck. She can’t do this and expect I’ll just sit and watch. It’s been weeks since I had her. Weeks since I felt her. Weeks since I saw her… she can’t expect me not to get off on this.

Losing my last shred of control, I unbutton my pants, pull my shirt out, then yank the zipper and free my cock. There’s not enough room to get a good grip like this…

I slide my pants halfway down my ass and palm the base. Pleasant tremors roll through me, starting at the tip of my scalp and cascading all the way down. Eyes on the screen, on Hailey’s gorgeous, pink-painted face and the hand covering those parted lips to keep herself quiet, I start pumping.

Up and down, up and down, adjusting my tempo to match the fingers working her clit. I could kill the fucker who chose a camera system with no audio feed from the bedroom. I’d give my right arm to hear a single moan falling from Hailey’s lips.

It’d probably tip me over the edge, but fuck if I haven’t missed her sweet, uncontrollable little noises.

But there’s no sound.

All that soundtracks my efforts are the hum of the computers and my heavy breathing as I palm my cock, getting off on the most erotic porn clip I’ve ever seen. Hailey’s more titillating than any woman I ever fucked. Prettier than all of them put together. She knows I lose my goddamn mind when I see her naked, and even more when I can swallow her moans.

Her hips work faster, in time with her fingers, bringing her close to a spectacular orgasm. My head smacks the back of the chair, eyes idling between her pretty face and her perfect, pink pussy. The faster she works, the faster I jerk off. Every angry stroke coaxes my release closer to the surface. It builds at the base of my spine when Hailey bites her hand, muffling her moans and gasps.

It’ll be better for Koby, Ryder, and Broadway if they’re in very deep REM sleep right now. If I get any indication tomorrow that they heard her, they’ll sleep outside for the rest of our stay.

I twist my hand around my straining tip, precum pooling in the crook of my thumb when her eyes finally leave the screen, completely giving in to the pleasure rippling across her nerve endings.

She throws her head back, exposing the porcelain column of her throat, still missing the red marks from my lips, and I sense the moment the orgasm runs through her as if she’s right beside me.

Her body stills for a second just like it always does when she comes and then her thighs shake, toes curl, lips part, and…

I come, too.

Fisting the head of my cock so my cum won’t spatter my shirt, pants, or the screens, I sink my teeth in my bottom lip, shuddering all over. Warm cum hits my palm, dripping down my shaft, the orgasm so potent my vision blurs.

Hailey echoes every erratic breath I take. Her chest heaves while she draws lazy circles between her legs the way I always do. She throws a hand over her face, calming down slowly and I watch, calming down in time with her.

It takes a minute, maybe two, before she combs her hair back, staring straight into the camera like she knows I’ve just jacked off while watching her play with my pussy.

A tiny, triumphant smile twists her lips.

Bad fucking drug.

She readjusts the straps of her night dress and pulls the covers back up, flipping onto her side. It’d be alright if she stayed like this, but she’s not done driving me fucking crazy. Pulling one leg from under the covers, she moves it to rest above, her knee by her chest, the perfect curve of her ass… and just a tiny bit of her pussy… on display.

This is going to be a long night.


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