Heidi frowned with a playful intensity. “Yeah. Seems that way.” She paused. “I think what Cherry would really want is for Richard to just kind of, you know, do what he wanted with her. Cherry would probably be really nervous. Like, really nervous. But she wouldn’t want Richard to stop. She’d want him to take control. Do his thing, and pop that cherry real good.”
Now I laughed, prompting her to burst out giggling again too.
After a few seconds, once she had herself under control again, I continued. “So let’s talk about Richard then. What kind of Richard does Cherry want?”
Now she looked at me in confusion.
I quickly clarified. “Like, do you think Cherry is interested in a ‘really sweet and take it slow’ Richard? Or more of a demanding one. How would you describe the kind of Richard that Cherry wants?”
She didn’t laugh this time, and I suspected that she was beginning to think too much about it again. About us being these hypothetical people. She still answered though.
“Umm. Well, I think, umm, Cherry would probably like really demanding, but also gentle. If that makes sense.”
“Yeah,” I agreed, keeping my tone super lighthearted. “I think it makes sense. Sounds like Cherry wants Richard to take control, and even be a little controlling, but not in an unsafe way. Like, be demanding, but not mean. Maybe a little aggressive, but not rough. Think that’s right?”
Heidi gulped, struggling to respond. “Umm, yeah. T-That’s exactly right.”
Dammit, I was really trying to figure out a way to keep this less personal, and more lighthearted, but I couldn’t think of how for the life of me, and I still had one more question.
“What about location?” I wondered, again trying to keep my tone as lighthearted as possible. “Like, you think Cherry wants to be in the jar, or on some ice cream, or does it even matter? Is random better? Or is there a good spot?”
Heidi finally cracked a small smile again. “Random. Definitely. More random, the better.”
I smirked again. “Well that was fun,” I said in a playful tone. “So what do you want to do for our date? Or did you want to talk about Cherry and Richard more? I mean, we can’t expect Richard to know what Cherry wants, so probably important if Cherry makes it clear what she wants.”
Heidi shook her head, seeming more at ease now since I’d mentioned the more casual topic of our date. “Nah, that’s pretty much it. Don’t think Cherry will ever feel ready. Probably best if Richard just decides he’s going to do it, and do it. Cherry will be super nervous, but she still wants it. She also won’t really know what to do, so best if he tells her what to do.”
“Demanding, controlling, but also gentle, right?” I clarified.
Heidi nodded once, her hands tight between her thighs.
I changed subjects again. “So, you never did say if you had dinner or not.”
“I’m not really hungry,” she admitted. “Though I could do dessert.” She looked up at me, her lavender eyes endearing. “I really like random, so it’s more fun if you just decide what we’re going to do.”
“Sure you won’t be bored?” I teased. “I’m not sure I’m very creative.”
Heidi grinned. “I don’t care. Boring is fine. But the suspense of not knowing what we’re going to do is really fun. Even if it’s something we’ve done before. Just a walk is fine too, as long as I don’t know what we’re doing beforehand.”
I nodded, already having a destination in mind at this point. We were both silent for a few minutes, until I made a turn.
“So, where we going?” she asked.
I grinned at her. “I can’t tell you, silly. You just said you wanted random.”
“Still fun to ask,” she teased.
I nodded in response, smiling just a little. “Well, we’re almost there, so you’ll see soon.”
I didn’t want to ruin the date, in case she didn’t like what I had in mind, so I actually had two separate ideas planned out. Both of them required me driving to the same location. Once I pulled onto a road completely shaded by trees on both sides, she started getting confused.
“There’s a trail down this way,” I reassured her. “No official parking lot though. People usually pull off on the sides of the road to unload their bikes, or just to stop so they can walk on one of the trails.”
Heidi nodded, focusing on one of the gravel spots off the side of the road where a couple of cars could park. “It’s not too rough of a trail, is it? Not sure I’m dressed the best for some serious hiking.”
“Nah, it’ll be okay,” I replied, finally slowing down to pull into a lone spot where only one car could fit. I then put it in Park, and turned toward her. “However, I wasn’t really planning on leaving the car to begin with.”
Heidi’s lavender eyes widened in shock, her face flushing again, her arms trembling, all while she continued to hold my gaze. “Y-You mean…” She suddenly wasn’t able to speak, as she tried to swallow, her breathing picking up more.
I reached over then, gently resting my hand on her shoulder as I cupped her face with the other, pulling her towards me. She sucked in a sharp breath through her nose as our lips touched, before slowly working up the courage to slip her tongue into my mouth.
After all, this wasn’t the first time we’d kissed, though she was still really nervous.
However, this time I began exploring with my hands more, wrapping my right arm around her while using my left to feel her leather pants taut over her thighs. I then reached higher to feel her silky smooth skin on her belly. When her body only became more tense, the trembling picking up, I grabbed for
