Shes A Keeper Mac And Cheese

She's A Keeper is an ongoing story about Penny, who's working on fucking all of her ex-boyfriend's friends for reasons that are explained both in the first part of the story and in the recap text messages below. It's best to read part 1 first, but again, there are recap text messages below.

This story will feature non-monogamous relationships and characters experimenting with multiple partners. If that's not your particular brand of enjoyment, that's cool. Life's too short to read stories you know you won't like and there's buttloads more on this site to check out.

***

Harris

Pookie

Are you touching your cock

Me

WTF Nola

How do you always know?

Pookie

You know the rules

No coming

Me

Babe

Please

Pookie

I'll be home soon

Me

Oh. Penny was looking for a shoulder to rest her head on, not her legs?

Pookie

Yes and no

I'm sure I'd be tongue deep in a hot girl's lips right now if that unmashed potato hadn't gotten into her head so much

Me

Dane? What did he do?

Pookie

You sure you want to know? It's going to piss you off

Me

Enough to make me go soft?

Pookie

If it does, I'll suck you til you're hard again once I get home

Me

Deal. Tell me

Pookie

They broke up because of you

Me

What?

Me??

I didn't do anything

Did he think I slept with her or something?

Babe, you know I wouldn't do something like that without letting you know. And yeah, you know I'm fucking obsessed with Penny but I would never do something like that without you knowing

Pookie

Calm down big boy

I know

Long story short, Dane told her you weren't coming to drinks tonight, Penny said she was sad about that, Dane took it personally. He kept pushing trying to get her to admit she wanted to sleep with you and she finally snapped that maybe she should, or maybe she should go and sleep with all of his friends

Me

He couldn't have actually believed she'd cheat on him with any of us

Pookie

Except they were in an "open" relationship. Dane asked her for one a few months ago and she agreed. So theoretically, she could've slept with all of us and he wouldn't be able to say shit except he clearly only wanted it open one way

Me

He wanted to fuck around without her getting mad but wouldn't let her do the same. What a piece of shit.

Pookie

More that he wanted to fuck around with someone he was attracted to, since apparently he was only dating Penny because we all would've been pissed if they broke up. So instead he's been a shitty boyfriend to her for a year hoping she'd break up with him.

Me

You're fucking joking

Pookie

I wish

So anyway, I made a suggestion for her to get revenge

Me

Which was...?

Pookie

Why don't you save your questions for after I get home

Me

I'm already saving this boner for when you get home. I don't think it's gonna wanna wait much longer

Pookie

Then stop texting me and let me drive

***

Harris

I swear on Nola's perfect little cunt, that woman was a witch.

Not in a bad way. Or in the magical way. I mean, she was magical, and stunning, and perfect, and all of those other good things, but she wasn't boiling frogs and stewing clams or whatever it is witches do when they're casting spells.

No, my pookie-bear-princess--which I only called her because she fuckin' hated it--was a witch in that she always seemed to know when I was touching my cock without her.

And I don't mean when it was obvious. I'm not talking about telling her I was taking a shower and her accusing me of wrestling an eel in there.

I mean that after she texted me after saying she was going to Penny's intending to comfort her with that exceptionally long and talented tongue of hers, there was absolutely no reason to expect she'd send me a text asking if I was making some beef strokenoff.

Yet there I was, sitting on our bed with my jeans and boxers around my knees, my cock hard as a fuckin' New York Times Super Saturday crossword, and the second I wrapped my hand around it, my phone went off.

Which meant Nola's special rule about catching me touching myself went into effect.

I did what she said. I always did what Nola said. I liked doing what Nola said, even when I didn't. So I didn't come, but she didn't say I had to stop touching. So when the door opened a while later, I paused. Partly because it seemed like the polite thing to do and mostly because my cock was coated in pre-cum and I didn't want to risk busting when she walked into the room.

"Pookie bear? That you?" I called.

"Who else would it be, shithead?" Nola replied.

She sounded cheerful--otherwise she wouldn't've called me that when I called her Pookie--which was surprising, all things considered.

But I wasn't complaining. Cheerful Nola was far less obsessed with edging than Grumpy Nola.

"Just makin' sure." I moved my hand in a long, slow stroke. "You're in a good mood."

"Why wouldn't I be?"

"Because Penny wasn't into getting laid tonight," I said.

"Oh, she was." I heard the thump of the closet door closing and Nola walking around the kitchen. "I turned her down."

Okay, that was confusing enough that I stopped stroking my cock again. "You did what now?"

Her throaty chuckle floated down the hallway, but she didn't say anything else until a moment later, when she appeared in our bedroom door. One dark-painted lip curled between her teeth, a slow smile spreading as her eyes fixed themselves to my cock. After a moment, she strolled into the bedroom, hips moving from side to side as she made her way to the foot of our bed and sat on it, facing me.

"Keep going," she said.

"Yes, Pookie."

She grabbed one of the throw pillows I'd shoved to the end of the bed and chucked it at me, but I was ready and batted it away, chuckling.

"You're sassy for someone who doesn't get to come until I say so," she said.

"Figured it'd be worth the risk since chances are you'd be desperate to go after you didn't get any action from Penny."

"We kissed. And I can almost guarantee Penny's in her bedroom doing the same thing you are."

"You got her going and left her hanging?"

"Yep."

"Mean of you."

"Maybe, but it'll be worth it."

"For who?"

"All of us." She nodded towards my dick. "Faster."

I bit back a groan but did as she said. "Us, like you and me?"

"And the rest of our friends. Except Dane, of course."

"What do you mean?"

Nola's smile widened. "You don't wanna guess?"

I tightened my hand on my shaft. "My darling dear scrumptiously perfect pookie princess, I've spent most of the night thinking about Penny's thick-and-juicy thighs squeezing around your ears and wondering if she'd let me in that perfect round ass of hers while you fucked her pussy with our strap-on, and the rest of it wondering what the hell you talked Penny into doing because said you wouldn't tell me 'til you got home. The fact I have enough blood left in my head to manage any sort of conversation is a goddamn miracle, but there's nowhere near enough left for me to play guessing games. Please indulge me here and tell me what the fuck you're talkin' about."

Now, normally Nola would tell me to take a guess anyway. She was mean like that, in the best way. She'd make me sit there like we were chatting over a pot of coffee instead of my hard cock, like she was telling me how much sugar she wanted stirred into her cup instead of directing my hand faster or slower based on if she thought I was too close to busting.

But oh my, that kiss with Penny seemed to have gotten to her. Enough that she pulled both legs onto the bed and got on her knees, facing me as she reached down to unbuckle her belt.

"Well, you know how I said Dane and Penny fought because he thought she might have a thing for you?"

My throat went dry as she unbuttoned her jeans, a flash of red fabric peaking out from behind her fly. "Uh-huh."

"He wasn't wrong."

My cock throbbed beneath my palm. "Yeah? She wants to fuck me?"

"Mm-hmm." She peeled the waistband of her jeans down her legs. "You and all of our little group of friends, actually. Which works out great, since I suggested she should fuck all of us to get back at Dane."

"And is she?"

A mischievous twinkle appeared in her eyes as she flicked her gaze up to mine. "Grip your cock tighter."

"If that's a yes, why didn't you want the honours of being the first?" I asked.

Nola pushed her jeans to her knees, but didn't take them the rest of the way off. Nor did she take anything else off; she paused to trail a finger up her thigh and cup it over the red fabric covering her mound, but that was it. "Of I course I wanted them. But she said needed to think about it. And you know I'm never going to pressure someone into doing something they don't want to."

"There's a strap-on in our nightstand drawer that begs to fuckin' differ," I muttered.

She burst out laughing. "Well, something they truly don't want to. You and I both know you wanted that as much as I did."

Secretly, that was true. "So you left so she could think it over?"

"Mm-hmm."

I nodded, then frowned. "Wait. But you said you kissed--"

Nola lifted her tank top. My breath hitched as she pulled it above her breasts. No matter how many times I saw her in various states of undress, the sight of her body took away my breath, my thoughts, and my heart every goddamn time. Those tits wiped every thought from my mind and even though she wasn't even touching me, the action of her lifting a hand to her nipple and pinching it between her thumb and forefinger made my hand move faster on my cock, even though I knew damn well Nola wasn't gonna let me come when I wanted to.

"We did kiss," she said, slipping her other hand into her panties. I bit back a noise as the outline of her fingers began to move beneath the fabric. "Then I left. She probably had just enough time to think to herself, 'What the hell am I thinking?' before bursting out the door and chasing me down the street."

Oh, God yes. "So she agreed to... to whatever your plan was?"

"Yes and no." Nola tugged on her nipple as she touched herself. "She said maybe not everyone. Maybe just me. And I asked her"--her voice started to take on a familiar, breathy tone--"if it was because she really doesn't want to fuck everyone else or if it was because she didn't want to hurt Dane's feelings."

"And?"

"Even after what he did, she doesn't want to--in her words--'hurt' Dane. Because we were his friends first, and she feels bad that we all like her better than we like him."

"If Dane wanted us to like him more, he should be a better person," I said.

"That's what I said." Her hand moved faster. I couldn't look away. "After I kissed her again."

"Mmm," I said.

"It was so good, Harris," she whispered. "She kisses like a dream. And she made this little noise, kind of like a sigh, and that gorgeous fucking body of hers was just melting against me. I had half a mind to pull her on top of me and make her ride my tongue right there in the middle of the street." She tilted her chin towards me. "Match my pace."

"Nola..." I murmured, but started moving my hand at the same fast speed she was fingering herself. "Why didn't you fuck her, baby?"

"For you." She smirked, patches of red on her cheeks. "For all of you. Because I'm her prize."

"Her prize," I repeated.

"Once she hooks up with all of you, then I'll fuck her."

Fucking hell. "And if she changes her mind?"

"I'm a benevolent challenger," she said. "But she won't. She's excited about this, even if she's never done anything like it before. She just needed a little nudge. An incentive not to overthink it and back out."

"At the cost of you having to wait to fuck her."

"It'll be worth the wait. Her mouth, babe? Mmm." She let out a heavy sigh. "I've never really wanted a cock before, but I am a little sad I'll never get to look down and see her pretty pink lips wrapped around me like that. You'll have to describe it to me very, very thoroughly."

"I will," I whispered.

"And I wanna know how deep she can take you," she said. "Something tells me our sweet little Penny will be able to take that big dick of yours all the way down her throat. She just seems like the kind of girl without a gag reflex, you know?"

My cock was throbbing, pressure building way faster than I could handle. "You gonna tell the others about your little challenge?"

"Nah. It's more fun this way."

"So you might not get to fuck her for a while." My balls were tightening and I slowed my hand down as much as I could without Nola noticing. "You don't know how long it's gonna take her to fuck her way through everyone."

She scoffed. "With how horny our friends are and how into Penny everyone is? Two weeks, max."

"No way you're waiting two weeks. I bet you give in and fuck her long before that."

"I can wait two weeks for her," she said. "You know how patient I can be. Don't you, sweetheart?"

Fuck.

Fuck.

All the talk, the watching her finger herself, the pace I was fucking my fist... I was gonna come.

Which was a problem.

Because Nola had a rule. It was a great rule, except when it sucked, like it did right then.

Because Nola's rule was that if she caught me touching my cock without her, I couldn't stop.

And the only place I was allowed to come was inside her.

"Baby, please," I whispered, my voice hoarse. "I need--"

"What would you bet?"

I bit the inside of my cheek, but it did absolutely fucking nothing to stop the tingling sensation in my cock. "Honey, I'm about to come."

"Tell me first."

God fucking damn-- "I'd bet, uh, you... you getting to peg me again."

She rolled her eyes. "I don't need a bet to do that. Now, maybe if you said you'd finally admit you love it when I call you a good boy while I peg you, I'd consider it."

"Fine. I'd admit it in front of all our friends. That's how sure I am about this."

She laughed but shook her head. "Yeah, because you'd rig it."

"What?"

"You'd just wait to take your turn for a few weeks."

"My turn?"

She laughed breathlessly. "You gotta fuck her on your own, big boy. We can take her together after the challenge is done. But you get her on your own first, and I get her on my own first. Then, maybe if you're lucky, I'll bring our strap on along and let Penny watch me turn you into a whimpering little mess when I make you come hands-free all over the sheets again."

Shit.

Shit.

"

Illplayfair

," I said in a rush.

"What?"

"I'll play fair." My voice caught. "If she hits on me, I'll go with it."

Nola tilted her head like she was thinking. "I dunno. Can I really trust you on this?"

"I promise." Fuck, I was so goddamn-- "I fucking promise. Please. Take the bet."

Her voice was amused. "You sound desperate."

"I

am

desperate." I slammed my eyes shut, trying with everything in me to hold back. "Baby. Please."

For a moment, I thought she was going to deny me. That I'd either have to stop stroking and sit there with my balls aching because she hadn't told me I was allowed to stop, or that she'd order me to stop touching myself just as my orgasm started and ruin it.

But the bed shifted and a rustle of denim being pulled off later, Nola hooked her leg over my thigh, moved her red panties to the side, and sank down on my cock in one fluid movement.

"Get ready for all our friends to know you like it in the ass," she said, and I fucking came.

***

Penny

Nola

You're overthinking this, sweetheart.

She was right. I was overthinking this.

But in fairness, I was pretty sure Nola was underthinking it.

I mean, she wasn't the one who, in a moment of arousal-induced insanity, agreed to seduce five people for the final prize of sleeping with the sixth person.

Well, and to get revenge on Dane, but apparently fucking Nola was a prize I was really passionate about winning. And I wanted to make damn sure I was playing by the rules.

Me

I think it's a fair question.

Nola

What do you think is a fair answer?

Me

I don't know what you would say. That's why I'm asking.

Nola

Sweetheart.

What do YOU think a fair answer is?

Not me.

Me

I don't think sex has to include penetration to "count" otherwise technically I guess I've never had sex with a woman. But I also gave a lot of blowjobs and said I was still a virgin before my first time, so...

Nola

Mmm. Give me a sec. You put the picture in my head of you sucking a bunch of dicks and it's really doing it for me.

She wasn't the only one.

Not that picturing myself sucking dicks was doing it for me specifically. It was the whole thing in general. It was walking back into my house after agreeing to Nola's challenge, tasting her lips lingering on mine as I dug out the dildo I'd told Dane I definitely didn't own anymore because apparently the fact that it was slightly bigger than he was made him insecure.

It was spending the dark hours of the night with that dildo inside me, pressing a vibrator to my clit as I pretended it was a piece of someone else, their faces morphing into each other each time I brought myself to the edge.

Evander.

Kellen.

Beau.

Tobin.

Harris.

And, of course, Nola.

It was spending my entire shift wishing I could sneak back to my phone and furtively text Nola, even though I usually adored my job helping brides find their perfect wedding dress.

It was wondering who I'd fuck first. And when. And where. And if I should tell them about the challenge. If I should tell them what Dane said. If they'd change their mind when I said I needed to fuck four of their other friends so I could win the opportunity to fuck the fifth.

Or if that would get them even more excited.

My phone went off again and I looked down, trying to ignore the heat in my cheeks.

Nola

I'm gonna say use your judgment. Like, let's say I walk into my living room one day and find you on your knees in front of Harris, letting him discover if that pretty throat of yours has a gag reflex. I would say the intent to swallow all his cum would count towards your challenge.

So.

That, um.

That answered that.

Before I could respond, another message came through.

Nola

That being said: you understand the worst that would happen if one of your encounters didn't "count" as sex is that you'd have to fuck them again... right?

Well.

Now that she said that, I did.

Me

I guess that wouldn't be the worst--

"Hi, Penny."

I jolted, gasping as my phone went crashing to the ground and skidded beneath the counter. On the other side of the store, a man with beige-white skin, auburn hair that nearly reached his shoulders, and blue eyes grimaced. He lifted his hands to face me palm out, shrinking back a step to give me space even though he was already twenty feet away from me with a register and multiple racks of sample wedding dresses between us.

"Sorry!" he said. "I didn't meant to scare you!"

I stared at him for a moment, then blinked. "Tobin?"

"Yeah?" he replied.

"What are you doing here?"

"It's not obvious?"

I stared at him. He was dressed in the uniform of the year-round Christmas store a few blocks away, though he'd taken off the vest so it looked like he was just wearing a t-shirt and jeans.