What the Night Hides... Pt1

Jack takes me back to his place. On the ride, I can’t help myself and I give him road head all the way home. He pulls to a stop but I’m too into his cock being down my throat that I don’t quit. Being soft, it’s really fun to swallow him up. The stretch isn’t so severe and I feel like he’s enjoying it, so it’s a win-win.

“We’re here.” He half laughs, half moans. “Abigale. Come on, if you don’t want the kids to see, we need to go now.”

I’d asked about how many kids he has before I took his cock out. It turns out that while Rachel still lives here, she’s only one of four girls, all of various ages.

I sit up, letting his long shlong slip from my throat. “I thought you said they wouldn’t have a chance of seeing me.”

“That is not what I said.” He smiles and leans forward to kiss me. “I said they won’t see you in my bedroom. Getting you there is a touch tricky, but doable. Here in the garage, this is their best chance. This is the touch tricky part. That door.” He points to a door just outside my door. “That leads to a stairwell. Go through that.” He hands me his keys and holds one in particular. “Use that key to get into my room. I’ll go through the main house so I can do a head count and make sure everyone is where they should be. Anything you need, you’ll find it in my room.” He smiles at me and slides a finger under my chin. “You’re gorgeous.”

I kiss him before he can kiss me, then jump out of his car and head through the door. The stairwell looks like an addition. Bare drywall surround what looks like a deck staircase. I go up the stairs as quiet as I can even though I’m excited enough to be bouncing off the walls. I unlock the door on the third floor and step into the room.

It’s a massive master bedroom. The room is bigger than my house’s kitchen and family room combo. One wall is all windows with a double door to a veranda. I can’t see the view given how dark it is, but given that we drove into the country, I’m guessing it’s nice.

The wall across from me is one-hundred percent bookshelves. Across from the window are three doors. On the wall I entered on is a massive tv along with a full entertainment center and sectional couch facing it. And then there’s the bed. I can’t help myself. I run over to it and jump in. It’s so big. Ten of me could fit in it. Oh, god! It smells like him. I rub my nose in his pillows and sheets like a fucking crack addict.

My phone lights up my purse so I check it. He texted me a while ago with a few messages. I read the last one saying he was getting in my car but I would have been too busy gobbling Jack’s big cock. The phone shows an alert that makes my blood boil.

Alert: Jack’s Phone: Pussybusters.com

Me: Get off that, right now!

Jack: But you got off earlier. What about me?

Got off? That didn’t make any sense. I didn’t… Well, I did get off, like fucking crazy, but what the fuck would he know about it?

Me: What are you talking about?

Jack: Your call??? Don’t you remember? You were asking me to cum inside you?

Holy. Fucking. Fuck!

I swipe through my phone to see that I called him at eight-ten for a minute and three seconds. I was fucking Jack at eight. Oh fuck! I touched something on the table right when we were cumming!

What do I do? What do I do?

I text back that I don’t know what he’s talking about and to go to bed. I know that’s not good enough. I need to figure something out. Another alert comes up that says he’s still on the website. Pussy busters, huh? I bet they have big cocks that the new Jack would put to shame. My pussy was certainly busted.

A heat rose between my thighs thinking of the new Jack busting me. Maybe my Jack wants to see that. Maybe he wants to see pussies getting fucked by cocks he would never compare to.

I shut down his computer through the app and then search for the perfect video. After just a quick search, I find it. An hour-long video of a cucky beta bitch sucking the cum out of a woman’s freshly pounded cunt by a big cock that new Jack dwarfed.

I send it to him with a challenge. My heart kicks up a notch in anticipation. If he bites, I’ll grab him by the balls with it.

Another warning shows that Jack is trying to delete the monitoring app.

My new, big Jack comes into the room. “Hey there.”

“Hey, baby. I’m um… texting my roomie.”

Me: Jack. You’re pissing me off!!! I want to go to sleep and if you keep trying shit I won’t be able to. One more fuck up I’m turning the phone off!! Use the link I gave you. I’m giving you permission. Now cut it the fuck out!!!

Jack smiles and opens one of the other doors. “Come on. I think we should shower.”

Fuck yeah! “Okay.”

Jack: What the fuck is this?

“Give me one sec. My roomie just wants to make sure I’m okay.”

Jack’s kind smile turns devious. “Sounds good. I’ll get the water warm.”

He flicks on the light and walks in. I can see a nice white and black tile going up the wall.

I want in that room so bad. If it’s half as impressive as this room, it will have a built-in spa.

This little shit needs to know his place!

Me: It’s going to be you if you don’t get your shit together Jack! Is that what you want? To watch me, and all the other women you could have had a shot with in life get fucked by better men?

Me: Seriously Jack. Watch the video, see if it’s something you like. If that’s what you want, don’t get a job, don’t get your life back on track. Just sit around and watch as I leave you for someone else, someone better.

Me: Am I clear?

I look to open bathroom and then back to my phone. I need him to agree. I don’t care if he agrees to only part of it but if I’m going to clamp my Jack, God I need a new way of differentiate between the two. Well, there’s a clear difference. One is a little bitch and the other is a real man. If I’m going to clamp down on little Jack, I need him to agree.

Me: Am I FUCKING CLEAR!!

Jack: Yes

Me: YES WHAT?

Jack: Yes Ma’am.

Got him. Part of me feels bad, not for cucking little Jack. That part I’m elated about. Can’t wait to see him suck the real Jack’s cum out of me. I feel bad that if I’d only held out three more months, I could have given my virginity to Jack. Then again, while it was just some hot sex talk, maybe there was something to what he said. Little Jack doesn’t have a real cock. We only ever had sex with a condom and I had him pull out on the few occasions that I wasn’t on top, all of which I pulled off him. Little Jack isn’t a man, he’s a toy, no better than a dildo. A smile creeps along my face. I did give my virginity to Jack. I’m his now, and little Jack is mine.

Abby: That’s fucking right. Now go jerk to being cucked. Text me again and I’m shutting your phone off.

I walk into the bathroom and my jaw drops. To my right is a two-sink vanity with granite bowls. I see my face in the large mirror. I nearly laugh at how plastered my face looks. I had no idea I had so much cum on my face still. My makeup is in disrepair and my hair is disheveled. Good thing I’m about to shower. At the end of the vanity are two doors. One looks like it’s probably a linen closet while the other looks like a smaller room. On my right is a stone shower that could hold my whole bathroom. A low rumbling hum draws me toward the shower. As I take off my clothes, I take in the rest of the magnificent room. A wood door with a glass window followed by the most incredible soaker tub I’ve seen in my life. It’s an absolute dream.

Hung next to the shower are two robes. One is super large, clearly for Jack, while the other is small, clearly for a woman.

I open the door into the shower and let the steam roll over me. “Who’s the robe for?”

The shower has three rainfall shower heads above with two detachable shower heads on each side of the massive space, though the side shower heads aren’t on. On the back wall, a bar spouts water down like a waterfall. Jack leans against the wall, letting the water pour over him. His cock his in his hand at half-mast.

I nearly slip when I run to him but he catches me.

“Calm down, tiger.” He kisses me before he puts me on my feet. “How’s your roomie?”

“Oh. Um, good. I might have to check in again to make sure. A worrier, that one. But um…” I stroke his cock as I press up against him making sure he feels the full weight of my chest. “Who’s the robe for?”

He gives a light moan and a grin as the water continues to pour over his incredible body. One hand slides up my body until he grabs one of my breasts and now it’s my turn to moan.

“It’s for you. Though, I’ll admit. It might not fit these massive melons.”

My skin heats up and not because of the water. My brain fogs over with lust but I push through. I need to know what I’m getting into with big Jack. “If it doesn’t fit these melons, then it’s not really for me, is it?”

Jack chuckles and grabs a bottle of shampoo from a tiled cubby in the wall. “Here.”

My eyes widen as I take the Pureology shampoo in hand.

“Get washed up. I have something to show you.” He gives me a kiss on the cheek and walks past me. He walks to the door and turns around. “Killer ass.”

I stick my tongue out at him as I lather the shampoo in my hands. After a rinse and repeat, making sure to let the water run over my face, I turn the shower off. Pride shoots through me when I get all the showers to turn off on my first attempt given the space-age panel I’m up against.

I come out the shower to find Jack standing there with a toothbrush in his mouth and one in his hand. His face is freshly shaven, moving him further from rugged tough man to charming billionaire. “Pu on tha wrob.” He pulls the toothbrush from his mouth and spits in one of the bowls. “Put on the robe. And this is a new brush, saved it just for you.”

I slip into the robe and it handles my chest well enough, the hem barely passes my ass and I smile thinking about giving big Jack easy access. “So, what makes this mine?” I ask as I take the brush. It’s just a cheap, dollar brush.

“Green, for your eyes.” He smiles as he sticks his brush back in his mouth.

“Is this what you wanted to show me?” I squirt some paste on my brush and start brushing.

“No. I wanted to tell you about the pajamas.”

“Pajamas?”

He rinses his mouth out and smiles at me through the mirror.

I rinse and give him my hard eyes. The eyes I give little Jack when he displeases me. Unfortunately, Jack doesn’t wilt like little Jack. If anything, the honey in his eyes swirl more as he stares back at me and I feel like the one who’s wilting.

“So… What about pajamas?” I ask.

He smiles and take me by the hand to lead me out of the bathroom.

“I have a portion of my closet that is reserved for a woman.” He opens the third and final door of his room to reveal a walk-in closet. Most of the clothes are suits but when he pulls one of the drawers out, the colorful pajama prints clash with the rest of his wardrobe.

“And this is so all the women you pass through your house have nice comfy clothes?”

His deep chuckle rumbles through me. He turns to me and pulls me close. “I don’t pass women through my house. I bought all these in case I ever found someone worth bringing home. There’s a few different sizes in there, so you should be able to find something.”

“You expect me to believe this?”

His eyes soften as he pulls me against him. “I know it’s a big ask, but I hope you believe me when I say, I’m never going to lie to you, Abigale. I know what lying does to relationships. Someone hurt me with lies, and I hurt them with mine. I don’t ever want to see your face with that kind of pain.”

He kisses me and I let his warmth wash over me. I barely know this man, but god damn it, I really think he’s being honest.

“Jack… I, um. I have a boyfriend.”

“Ah. Your roomie, I take it. Thanks for being honest, Abigale. I appreciate that.”

I’m not sure if he’s being serious or facetious.

He pats the pajamas and smiles. It’s warm but the confidence is subdued. “Go on. Pick something and we’ll talk about this boyfriend.”

Talk about my boyfriend? What does that mean?

“Are we… Um.” I feel weird asking if we’re going to have sex. I swish my hips hoping he gets the idea.

He tilts my head and gives me a knee bending kiss powerful enough to melt my thighs and flower as well.

“Maybe,” he answers. “Depends on what you pick.”

He unties his robe and lets it slide to the floor as he pulls another drawer out. His hard body fills my eyes. He slips on some blue and grey plaid pajama pants as well as a top but to my utter delight, he doesn’t button it so his stomach and chest stay exposed for me. He grips my ass as he kisses me before he walks out of the room. “I’ll be on the couch.”

I choose short, black pj bottoms with spiderweb print. They hug me just right and act as glorified panties so Jack will still have easy access. The tops are a little less inviting, so I sneak into his drawer and pull one of his darker tops. I roll back the sleeves so they’re not drooping over my hands and I leave it unbuttoned as well.

When I walk into the room, Jack is on his big couch getting Netflix or something on. “Your phone is blowing up.”

I run over to it to find multiple warnings that little Jack is watching the porn I sent him. Oh my god, he’s really doing it!

“Come over here,” Jack says, waving me over. “Let’s have that talk.”

My nerves jumble around in my belly. I’d never had a conversation like the one I’m about to be in.

I curl up next to him and he throws a blanket over us as a movie starts.

“Nice choice by the way, but you look a little cold.”

“Cold, how?” I ask.

His hand slips through the opening of my pj shirt and rubs against my hard nipple. I gasp a light moan.

“So, what are you telling your boyfriend?”

I take a moment to recover and let my hand slide down his pants to his cock and balls. Since his dick is too big to play with using only one hand, I go for his sack, massaging his balls.

“I told him the teachers got drunk and I’m at a friend’s.”

Jack nods and the fact that his arm around me doesn’t shift or completely retreat gives me hope. “And he’s not taking it well?”

“What?”

“All the messages. I came out and saw the phone go off like ten times a minute.”

“Oh! No. Those are alerts. I don’t like him using porn, but well, I’m letting him use a site now, but the app still alerts me ever thirty-seconds.”

“Is that because you feel guilty for having sex?”

“No! I don’t… well, I do feel guilty, I guess. It’s like this.” I fill him in on what’s been going on with little Jack. It takes him a minute to get past the fact my boyfriend’s name is Jack but he likes how I call him Jack and my old Jack is now little Jack. I explain the no sex, the unemployment, the ultimatum. I explain that I never in a million years thought I would ever cheat on little Jack, but now I can’t see myself with the very much improved Jack. I also tell him about the phone call which lead to the texts which lead to me sending him a porno.

“You sent him a cuck video?” Jack laughs. “And he’s using it.”

I look back at my phone and see that he’s still on the site. “Yeah, right now. I could even pull up the security cam. To see what he’s doing.”

Jack shrugs. “Might make for a more interesting movie than what HBO has.”

I tap my home security app and find little Jack in the bedroom jacking off.

“That’s him, huh?”

“Yeah.” I cuddle up closer to Jack, laying my head on his chest.

His hand around my waist slips down to my ass and his fingers begin to prowl, lower and lower. “Oh, looks like he finished. Does this have zoom? Can you see what’s actually on his phone?”

“I can’t zoom without it loosing video quality, but I can use the monitoring app to screen share.” I pull up the screen to show little Jack’s. It’s paused right after the big cock comes out of the woman’s pussy.

Jack’s fingers slide over my pussy and my need for him grows. Is this turning him on?

“Should I text him?”

“What would you say?”

I show him my text log and he laughs. “You like humiliation?”

“I don’t know if I’d call it that. More like degradation.”

“Close enough. Ask him if he liked it.”

I text him and switch over to the security camera to watch his reaction.

Jack: How did you know I came?

Me: Security camera, dummy. I watched the whole thing. You liked jacking off to the big dick.

Jack: No! I was jacking off to the pussy.

Me: That was full of big dick and cum. You liked it. It’s okay. Just say it. You like being a cuck.

“You are so mean.” Jack chuckles. “Why aren’t you mean with me?”

“Because you don’t allow it. I tried giving you the stare earlier, but you weren’t having it.” My hand slips down to his crotch again to find his dick thick and hard. He isn’t as hard as he’d been at the school, but maybe with a little more work he’d get back to that.

“Do you like it?”

He kisses me and his cock flexes. “Yeah. I like it.”

“Really? If I got little Jack to be my cuck, you’d be my bull?”

Jack frowns at that and kisses me again, a short kiss. “Abigale, if you want a pet, I’m perfectly fine with that, but let me make this clear. You will not have another man’s cock in you. Not in your soaking wet pussy, your firm peach ass, or your cock hungry throat. I will not be the other man. In public, you’re mine and I’m yours.” Hearing him say that I’m his and he’s mine gets me sopping wet and he slides three fingers in. “In private, you’re still mine and I’m still yours, but you can have others who belong to you, but you don’t belong to them. Does that make sense?”

“Yeah. I get that.” I’m just about to ask him to fuck me when little Jack texts back.

Jack: I wish you were here for all this cum I saved up for you.

He pulls me closer, his fingers slide in me earning him a gasp. He smiles in my ear. “Sounds like he’s trying to entice you. Is that his normal amount of cum?” His voice sounds concerned.

I scoff. “No, it’s actually more than normal.”

Me: Not impressed. Just admit it. You liked watching cuck porn.

“You think he’ll admit it?”

I think on that for a moment before I answer, “Yeah. I think he will. He’s fighting it right now. He just needs a little push.

Me: Admit it

“Does this get you really hot?” Jack asks. “Do you like the idea of cucking him?”

“Oh yeah. I’d feel really bad for leaving him since we’ve known each other for so long. But I found something that was tailor made.”

“Tailor made?” Jack smiles that cocky winner’s grin. “Yeah. I like the sound of that.”

Jack: Yeah, I liked it.

“And there it is,” I say. “Won’t be long now until he’s lapping up your cum from my beaten and broken pussy.”

“I better beat it and break it then.”

His fingers grip me as his thumb slides up my asshole.

“Oh, Jack.” I’ve never had anything in my ass bigger than my six-inch dildo. The idea of Jack’s anaconda slithering up my ass brings both fear to my heart and a smile to my face.

“Say good night to the cuck.”

Me: Good night, Cuck.

I click his phone off so he can’t respond to bother us any more as Jack moves over me.

“Jack, I want to set some ground rules, if that’s okay.”

He nods but when his hand slides out of me, he takes my pj bottoms off.

“I want little Jack as my beta bitch, but I want you as my alpha. I don’t want to dom you. Maybe sometime in the far future we can switch, but for now, I want you to top me, like really hard. I want you to call the shots. I want you to take it, like it’s yours to take.” I grab him by his face to make sure he’s looking at me when I say, “Because it is yours to take. If you want to fuck my throat until I pass out, do it. If you want to fuck my virgin ass, please. If you want to stretch my pussy, **** me with that cock. I want you to own me.”

“And if I want to deny you?” He lays his big cock on my burning mound.

My heart stops as my eyes shoot wide. “Jack. Please…”

“What if I like denial? What if that’s the best way to please me?” He lightly taps my mound with his cock.

He’s joking, right? There’s no way… But what if he’s serious? “Jack… I can’t. I need you. I need you in me.”

Jack nods and leans down over me. “Best be a good girl, and I won’t deny you this.” He lays his lips over mine as his cock slides into me.

I gasp and cover my mouth. He presses deeper and I grunt, holding in a scream of pleasure.

Jack laughs. “My room is soundproof. Be as loud as you want.”