Intel on Sarah

“Oh my god, Scott,” Kaylee cried out. I could hear the mattress strain below me as Kaylee impaled herself on me. I was thankful for the give the mattress had or I’d be walking around with a bruised pelvis tomorrow. She was aggressive today, more than she normally was. Every time she lifted herself off me, it was like she was squeezing me before reversing direction and shoving me as deep as I could reach. I’d seen her naked body countless times by now, but I could never get enough of its splendor. Her small breasts moved with her, drawing my eyes to watch their magnificence. As much as I wanted to reach up and grab those wonderful firm things, I didn’t dare release my grip on her hips. Most guys used that to get that extra bit of umph out of things. Me, I was doing all I could to fight against her. It was a losing battle, but I slowed her down as best I could.

“Shh,” I hissed. It was a mistake bringing Kaylee to my place for this, but she didn’t want to risk it over at hers. She was as paranoid of her mom finding a used condom as I was of the damn things breaking under her relentless **** of my poor cock. I don’t know why I was so motivated to keep things on the quiet side. Paige certainly wasn’t quiet with the guys she brought over and Mom and Dad knew Kaylee and I were having sex. Maybe it was because there was a difference between knowing and knowing. Kaylee’s cries of passion were unmistakable, and while Paige was vocal when she was having a good time, Kaylee wouldn’t be happy unless the entire world knew what she was doing.

Leaning forward, she gave me a kiss. Even if I was buried inside her surrounded by the pressure and warmth, this was a rare moment to catch my breath. Brushing hair from her face, she was all grins. “I can’t help it,” she whispered softly. I groaned as she slowly rolled her hips. Her eyes studied mine, a knowing smile on her face. The damn succubus was feeding off my pleasure. She knew I was getting close and struggling to hold back. She moved closer to me, her nipples running across my chest as I felt her hot breath against my ear. “Not with this wonderful cock of yours so deep inside me.”

Pushing against my chest, she rose up to tower above me. Slowly, she raised herself up and down, fingers trailing down my chest. “Kaylee,” I groaned.

“Slow enough for you?” she teased. Buried inside her again, she made a quick forward and back movement as she tightened her legs. I damn near lost it right then. She went back to moving up and down. “Going to cum without me?” Blue eyes studied me, reading me like an open book. She knew I was close and was gradually speeding up. “You’re going to leave your poor girlfriend hanging again, aren’t you?”

I could only groan, driving my head back into the pillow as I toed the edge. I ground my teeth together, fighting for each additional second.

“That’s it,” she cooed. “Cum for me, Scott. Give me everything you have.” My mind disappeared for a moment as I lost my mental battle. My hips thrust up automatically as instinct drove me as deep into her as I could get. Kaylee’s smiling face filled my vision as my hips jerked against hers. Body melting against the bed, I gasped for breath as I lazily stared up at her. I felt her lips against mine before she lifted herself off me.

She made a show of removing the condom, careful to keep the contents from leaking out. “Let’s see how things are today,” she said with a teasing smile before tipping the contents into her mouth. Swallowing that, she held onto the condom and began licking at my softening cock. Sensitive, I scrunched my face and gasped. The sensation wasn’t overwhelming, but it held my body on edge. Her goal wasn’t to get me hard again, but to clean up what had remained from the condom.

Satisfied, she shot the condom over to the garbage can. She made a cheering noise when it went in. Giggling, she sensually crawled up my body before gently flopping down beside me. My arm automatically curled around her, pulling her against me.

“Just what I needed,” she said with a content sigh, snuggling her head against my chest.

“Did you…?” I asked hopefully.

Her smile vanished. “Scott.”

“I’m just—”

“You ask me that every time.”

Anxiety was already starting to brush away the pleasant afterglow. “I can go d—”

She cut me off again, lifting her head to look down at me. “Your obsession with getting me to orgasm is becoming a problem.”

It felt like something was lodged in my throat. No matter how many times I swallowed, it wouldn’t budge. “I want you to enjoy this too.” I watched her raise her hand. She flicked my forehead before I could react.

“Dumbass. I wouldn’t be here if I didn’t enjoy it. No, I didn’t cum, but I’m more than satisfied.” She pinched my cheek, giving me a gentle wiggle. “I got to see that cute face trying so hard to hold back.”

Growling, I pushed her hand away. “Kaylee—”

“Seriously, Scott. I appreciate the intent, but you ruin the moment when you keep asking that. Yes, I tease you about it now and again, but you know I don’t mean it, right?” She paused. “Right?” she repeated, growing serious.

“I know,” I finally answered. Her frown suggested she didn’t believe me. “Really. I do. I’m just worried, okay? I know in the past—”

She growled as she pulled away from me. Straddling me, she plopped herself down on my gut, winding me slightly in the process. “This again? I thought we were past this.”

“Can I finish?”

A corner of her lip twitched. “We both know you can.” She snorted, waving it away with her hand as I glared at her. “Sorry, sorry. I couldn’t resist.”

“Have there been guys who could consistently get you to cum?”

“Yeah,” she answered without pausing to think about it. “They are usually the ones I kept around.”

“Well, I want to be one of those guys.”

Slumping her shoulders, she tipped her head back and ran a hand over her face. “Scott,” she groaned softly.

“What? I can’t?”

She looked down at me. “You dolt. I get that this is eating at you, but you need to fucking correct this mindset of yours. I’m not sleeping with you because I want to get off twenty-four seven.” I narrowed my eyes, doubting her words. “Okay, most of the time I’m not. There are times I’m absolutely looking to get off.” She blew up, rustling her hair. “I get I can be a bit cranky when things don’t work out for me, but I’m not mad at you.”

“It makes me feel like shit.”

Her fingers trailed over my chest. “Sorry. It’s not my intention. This is still new and we are figuring things out. You’re getting better. I’m not bullshitting you.” Her blue eyes bored into mine. “For the sake of being honest, I have impossibly high standards. I know I do. A lot of guys have tried and failed to hit them. You are the only man on the planet where none of that matters. Being with you is my enjoyment. I just… I need to know you’ll be okay if you don’t hit some bar I hold others to.”

“You don’t think I can?”

“I don’t know.” Hearing her say that hurt, and she noticed it. With a kind expression, her eyes ran over my bare chest. Her fingers were still tracing shapes over it. “But you need to stop obsessing over that. I just want to enjoy our time together.” Biting her lower lip, she didn’t say anything for a moment. “And uh… speaking of enjoyment.” She looked nervous, her eyes flicking up to meet mine. “About the teasing…”

I lifted an eyebrow. “What about it?”

The smallest of smiles brushed her lips. “It’s kinda hot.”

“Oh?”

She nodded. “I know you’re sensitive to it but—”

“Kaylee.” Stopping at her name, she stared down at me. “If it’s something you want to do, I’m willing to give it a try.”

She brightened. “Really?”

I nodded. Before I could stop her, she had her lips against mine. Seconds later, she lurched back, holding a hand over her mouth. “Shit. Sorry.”

“You did that on purpose,” I teased, making a face at her.

“Swear I didn’t.”

I ran my hands along her warm skin. “So long as you start out light and we work our way up from there.”

“And this is why I love you,” she said with a smile.

“And I’m the only one you can tease.”

It looked like the thought had never crossed her mine. “Why would I tease someone else? The only one worth teasing is right…here…” she whispered as she leaned forward. For a moment, I thought she was going to kiss me again. At the last second, she pulled away. Sliding off me, she cuddled up against me again. We rested in silence, her hand running along my chest as my fingers ran through her hair.

Staring at the ceiling, I silently digested our conversation. I suppose I understood what she was saying, but she didn’t understand my position at all. I wanted to take care of all her needs whether it was emotional, mental, or physical. Being ‘enjoyable’ in bed was good, but I knew the real reason why she wasn’t concerned. Sooner or later, she would start prodding me about her maybe sleeping with other guys again. I entered this relationship knowing that there would be other guys, but this wasn’t going to be a repeat of before. Now that I was thinking with that frame of mind, I think I saw what she was moving towards. The foundation of our relationship moving forward once this honeymoon period ended. There were a lot of moments like tonight where I was the focus. This was our intimacy connection. Pleasure wasn’t the goal with the focus on emotion and enjoying each other’s company. An anchor point so to speak. The, “You are mine, and I am yours.”

Then there were ‘her’ moments. The times when she needed a good fuck and demanded satisfaction of another kind. These I failed more often than not, and I knew the moment I gave her permission to sleep with other guys she would replace me in a heartbeat. If I had to put a number on it, I was ninety-nine percent of Kaylee’s shared world. One percent. Such a small number. Insignificant compared to what I was receiving already. Yet I couldn’t get over what that one percent meant. It shouldn’t matter that other guys were getting such a small portion of her attention.

Accepting that would mean I wasn’t that guy though. The guy she thought about when the mood hit and couldn’t think of anything else. The guy she gossiped with her friends about. I found myself wondering if I would sacrifice some of that ninety-nine percent if it meant fulfilling that itch she got from time-to-time. It was driving me crazy because I didn’t know why that one percent was so god damn hard. What was it I was missing? Skill? I listened to what Kaylee told me. When she wanted it harder, I went harder. Rougher? That’s what I did. Sometimes I almost got her there, other times it wasn’t even close. The times I managed to get her there confirmed everything I was working for was necessary. Nothing beat the look she gave me when I pushed her over the edge. The feeling that I got her there.

She asked me if I would be okay if I didn’t meet her bar, and my feelings were saying no. I made my peace that I would be sharing a piece of Kaylee in the future, but Kaylee was all mine. The only way I would be comfortable with what she wanted was if that other guy was optional in her mind. One percent was too much to give away. One percent of one percent was too much. I needed to be that guy to her so that all other guys, even the ones like Sean, would be nothing special to her. So the guy who made her toes curl while shuddering through back-to-back orgasms that left her an exhausted wreck offered nothing more than the loving boyfriend waiting for her back home.

But there was still something about this situation that made me nervous. Maybe it was the reason why I was obsessing over getting her to orgasm. Towards the start of our 2.0 relationship, Kaylee had been demanding in bed and often frustrated when I fell short. She was a domineering presence in the bedroom, and she often took the lead. Now… I didn’t know what to think. There were times where that woman showed up, but more often than not, sex with Kaylee ended up like tonight.

Which all led back to the question. What was I lacking? My eyes trailed down to the limp member between my legs. It wasn’t dick size was it? She never complained about it, but I knew she wouldn’t answer me honestly even if I asked. Five and a quarter was only slightly below average and still in her favored dick size. Maybe that was the problem. It was basically normal, but Kaylee wasn’t normal. Sean was pretty big. Nothing monstrous of course, but it was an obvious difference. Adam’s was decently big too. Shit, what if it was the problem? It was fine for moments like this, but when she was in that special mood of hers, it just wasn’t up to the task?

Holy shit. What if she knew that too? Was that why she asked if I would be okay not hitting that bar?

“What are you thinking about?” she asked softly.

“N-nothing,” I said pumping the brakes. I was getting sucked into a negative feedback loop. I needed to calm down, but I couldn’t help but feel frustrated. My life would be so much easier if I could just let go of that one percent.

Her head shifted so she could look up at me. “Can I ask you something?”

“Sure.”

“What did Sean want to talk about?”

Shit. I’d forgotten all about that. Between the disastrous conversation with William, Paige hating my guts now, and now Kaylee, Sean’s request seemed so insignificant. I wondered if I should even involve myself. Getting involved with William and Paige had been disastrous. The last thing I wanted was to have things with Sean blow up in my face. I’d spent all of high school keeping my head down and focusing on my immediate surroundings. Trying to get involved with other things was only getting me riddled with bullets.

Meeting her eyes, I found mostly curiosity there. But there was something else there too. Hope? Was she hoping Sean asked if he could borrow her for a night? Or maybe that was all in my head. A side-effect of my earlier thoughts. I was doing a lot better with this whole jealousy thing, but moments like this made it flair up again. Our relationship wasn’t like how it was in the past, and it never would be like that. But ignoring the scars didn’t mean they went away. I told her I was fine with her teasing, but I knew all too well what she was capable of. I would never forget how she looked at me in that hotel shower when she told me what she was going to do for me. I liked to think it was just the lust talking, but a part of me knew she meant every word.

“I actually need to talk to you about that.” There it was again. Curiosity mixed with hope. “Promise me you won’t say anything? I’ve already fucked things up with Paige trying to help. The last thing I want to do is get overly involved in someone else’s relationship again.”

Confusion spread across her face. “Uh, sure.”

I gave her a rundown of what Sean told me about him and Sarah. Pushing herself up, she hovered over me.“Wait, Sean was the guy they had a threesome with?”

“Wait, you knew?”

“Of course I did. Not who it was with, but they were asking Zoe for advice for a threesome.” I frowned at the name. “She has some experience with that.” I quirked an eyebrow at her and a smile spread. “What? Interested in who it was with?”

“Not really.”

She poked at me. “You wanna know, don’t you? If I had one or not.”

“I can just look it up in your Profile.”

“Are you?”

“No.”

She made a pouting face. “You’re no fun.” She kissed my cheek. “And the answer is, ‘not yet.’ What happened on the ski trip was close, but they took turns and I don't count that.”

I don’t know if she was hinting at her desire for one, or if she was already planning for me to be involved in that.

“Anyways,” I said, moving on. “It seems like Sean and Sarah really kicked it off.”

“No shit.”

I nodded. “He seems to think I’m some relationship whisperer because I’m dating you.”

Kaylee’s cheeks flushed slightly. “I seem to remember asking you out.” I remembered that too. Bit of a mixed bag, that one.

“So my job right now is figuring out if Sarah is single, and if so, is she interested in a relationship?”

“I don’t know how to feel about this,” she said, looking conflicted. “I mean… Sean and Sarah? They seem completely opposite of each other.”

“We are kinda like that.”

“Fair enough, but we were friends before… this,” she said with a gesture over my chest. "There was a good foundation to build up from.”

“I figure he should at least have a chance to find out. Who knows? Maybe things will go well for them.”

Kaylee sighed and nodded. “Anyways, I know for sure Sarah is single and would probably go for a relationship if one came along. She’s kinda quiet on that subject though, so I’m not a hundred percent.”

“So he has a shot?”

“Sean has more than a shot. If he wasn’t exaggerating, them having a long conversation is a good sign. Sarah can be slow to open up, even to us. She likes Sean too, at least in the bedroom side of things. She’s always been more than happy to snatch him up if no one else had dibs.”

“Well, that’s good news for him.”

“Still… Sean in a relationship. Never saw that coming.”

“It still could fall through.”

“True.”

I would tell Sean tomorrow and that would be that. This was going to be the depth of my involvement in this. Hopefully this would give him the encouragement and courage he needed to take the next steps himself.

“Oh, before I forget,” Kaylee said as she pressed herself against me. “Free this weekend?”

I thought for a moment. “Think so.”

“Not anymore.”

“Uh oh.”

“My aunt’s having a birthday party this weekend. Mom’s making me go and you’re going to be my plus one.”

“Sounds fun.”

“It’s horrible,” she said. “Dozens of people I barely know and every one of them has a stick up their ass.” She grinned, walking her fingers across my chest. “I’m sure we’ll find something to entertain us though.” I swallowed nervously, not liking the mischievous look she was giving me.

“Can’t wait…”