Mutual Benefits Ch. 06 – First Time – by BashfulScribe

If Taylor was dating someone, when was she planning on telling me?!

***

As usual, after school, I hung out in the hallways for a bit and waited for Taylor’s signal. As soon as it was given, I walked to her car, waving to her when I got close.

She gave me a chipper smile and unlocked her car door. “Ready? Let’s go.”

“Actually…” I began sharply, though immediately my voice softened. “I was wondering if I could ask you about something before we left. It’s kind of important.”

“Um, does it have to be here?” she asked, looking around. “We’ll have a lot of time and privacy at my place. Y’know, in between lessons of course. We don’t want to get distracted.”

She said that in such a straightforward voice. I didn’t know if she was playing the part in public or attempting to share an in-joke with me. “Okay, I guess. But I’ll want to ask about it before we study.”

Taylor shrugged and got in the car, with me following. I could have asked her in the car, but given it was a convertible that Taylor loved to have open, I would have had to shout for her to hear me anyways. Running my tongue over my teeth in thought, I just allowed the ride to go on silently until we were at our destination.

I wanted to ask as soon as the car was off, but before I knew it, Taylor was out of the car, bringing her stuff down to the basement before I so much as had my seatbelt undone. I knew I was just noticing this stuff now because I was paranoid about Joel, but something didn’t seem right here.

Maybe it was a misunderstanding though. Maybe they went on one date before our studying even turned sexual and it was a weird long-term on-off thing. It’s not like I was the foremost expert on high school relationships and how they played out.

When I got to the basement, Taylor was down there waiting for me, sitting in her beanbag chair, texting or something. She smiled slightly at the sight of me, and waited for me to close the door.

“So about the thing I wanted to ask…” I began.

Taylor smirked playfully. “Okay, no, it’s obviously not, like, all the way, but I thought of something fun we could do after the lesson. Or, like, before, if you wanted.” She finished her last remark with a wink.

I chuckled nervously. I think Taylor took that as incentive, but I held my hands in front of me. “Before we get to that… I have something important to talk about.”

Taylor gave me a weird look. “It’s not about that? What is it?”

“So today, I was walking around — I bumped into — I talked to Joel Lowry.”

Taylor’s face was unmoved, still giving me that look. Practically frozen.

“He — we were talking about you and — well, not really, we were just talking about helping people with schoolwork and — okay, this is off-topic. You were brought up, naturally, in conversation. And he referred to you as ‘his girl.’ So, I ask if you’re his gir-”

Taylor held up a hand to stop me. “I get where there is going. But you and me, we were never romantic. So I don’t get why you’re coming to me all jealous and like this.”

“Oh, no. No no, I don’t mean it like that!” I clarified myself.

“Well, that’s how you’re coming across,” Taylor replied. “So maybe we should just drop this topic entirely, okay? It’s just going to lead to more misunderstanding.”

It was my turn to give her a weird look. This was not at all how I thought this conversation was going to play out. “But… I didn’t even get to ask my question.”

“Quinn, why can’t we just drop this?” Taylor asked exasperatedly.

“Because I want to be able to communicate openly with you, and I’d really appreciate being able to ask my full question without you cutting me off and assuming I’m saying something else before you even heard me out.”

She stared at me for a few seconds, her lips tightening. “Fine, whatever,” she eventually bitterly huffed. “But try to word your, like, things a little better.”

“Okay,” I replied with a bit of confusion in my voice. “Anyway, yeah, he said you’re his girl, so I ask if you’re his girlfriend. Well, I don’t ask that, I ask if you’re dating. And he basically says yes.”

“Basically?” Taylor asked.

“Like, he said that you went on one date so far, I think, with another planned in the future. So I just wanted to ask… mainly because, y’know, this is new to me… Why are we doing stuff if you have a, you know, boyfriend?”

Taylor kept staring at me and eventually broke into a small smile. “Quinn, you really don’t know how high school works, do you?”

“Apparently not, but that’s why I’m asking,” I replied.

“Okay, so, yes, me and Joel did go on a date…”

Joel and I.

“…but that doesn’t mean anything yet. We’re not, like, boyfriend and girlfriend or anything. That’s why the words boyfriend and girlfriend exist. They’re there for the exclusivity. But we’re not a couple, so I can do whatever…” She walked over to me and boldly put her hand on my pants. “…or whoever I want. If me and Joel go exclusive, then we should talk about it. But we’re doing this in the first place so you get practice with girls, and I get to have some fun with a guy who doesn’t think he’s some master of orgasms when he can’t even give me one. Got it?”

I was nervous about her being so close to my face. I felt like I couldn’t even speak. I could only nod at her.

“Good boy,” she nearly sang, giving me a little kiss on the cheek (which made me blush profusely) and sliding her hand up and down the front of my pants, before letting her hand drift off. “Now, where were we?”

She certainly was a woman on a mission. I wasn’t sure she was going to open her textbook at all during this studying session, but all thoughts of data management flew out of my head as she took off her shirt and began to take her bra off. She smiled and never broke off her eye contact with me as the undid the hooks in the back, then slowly let her bra slide off of her chest. She slid her hands up her bare chest, grabbing her boobs and gently squeezing them, her smile growing. “Is there something you want, Quinn?”

It would have been fun to tease her back or even play coy, both of which I was physically incapable of doing. I nodded dumbly and walked forwards like a zombie, with both of us fully knowing just how ensnared by this girl I had become.

We ended up on the floor, with her giggling and panting with pleasure as I lay on top of her, my head buried in her chest, one hand on each boob. It took me a second to notice that my crotch was perfectly aligned with hers, with both of her legs spread open on either side of me. As I sucked and playfully squeezed her perfect boobs, I couldn’t help but begin to grind my painfully hard cock, confined inside my pants, over her pants.

I could feel her body tense up and hear her breathing change over this new contact, with her pussy slowly but surely beginning to grind right back against me. I lifted my head from her boobs to look in her eyes and saw an expression I hadn’t seen before — an almost timid expression in the face of Taylor’s lust. It was clear that our crotches making contact meant as much to her as it did to me, and it was having a similar effect on her. I knew that I was being driven crazy with my lust and that, in that moment, I wanted nothing more than to put it in her, but it made me twitch and surge to know she was likely thinking the exact same thing.

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