Go For a Walk with Kaylee

“Want to take a walk?” I asked, gesturing back to the door.

She quirked an eyebrow. “In this weather?”

“It’s not that cold.”

Thinking for a moment, she nodded. “A walk does sound nice.” I waited for her to switch out of her heels into a pair of flats and grabbed her jacket to cover her exposed shoulders. Together, we headed back outside. The neighborhood was well lit, even if it got dark earlier now.

We walked in silence, an obvious distance between us as we set out at a gentle pace. We made it to the first turn before she let out a long breath, rubbing her arms. Even with her jacket, it was still chilly. Shrugging out of my jacket, I laid it over her shoulders. She looked surprised.

“I’m the one who suggested this. Can’t have you freezing on me halfway through.”

She smiled, pulling my jacket tighter around herself. “You know, back in the olden days, I’d be flogged for taking a man’s coat in this cold.”

“Good thing we don’t live like barbarians.”

“Too bad it does nothing for my legs.” I glanced down at her exposed legs.

“Well, I’d offer you my pants, but no one wants to see my hairy ass legs prancing through the neighborhood.”

Kaylee let out a soft snort before laughing. “I would,” she said between breaths. “You’d have to let me film the prancing part though. Might come in handy in the future.”

“****?”

She shrugged. “You never know.”

We settled into silence once more. Rubbing my arms, I did my best to ignore the chilly air as we walked. Beside me, Kaylee looked like she was deciding on something. She kept casting furtive glances at me. I thought she was just concerned about her having my jacket, but it was something more than that. I said nothing, simply enjoying our time together. We were about halfway through our journey around the block when it appeared she made a decision.

“Scott,” she started softly, breaking the silence. “About the other day…”

I knew immediately which day she was talking about. It was hard to think about anything else. Here I thought I was the only one obsessing over it. It seemed the day had been on Kaylee’s mind as well.

“Yeah?” It felt like I was holding my breath. No matter how large a breath I took, I still felt lightheaded.

“I think we need to talk about it.”

I pulled my eyes away. No way I could look at her like this. Not without giving away my own conflicting emotions. “It’s fine,” I managed to say, tilting my head back to look up into the night sky.

“No, it’s not. Things have been weird between us ever since.”

“A temporary thing,” I said quickly. “I wasn’t expecting to see one of my best friends naked. Seeing you… It’s hard to not think about… what I saw.”

Seeing her naked was probably the best thing that happened this year. Watching her get fucked was on the exact opposite of the spectrum.

“Did you like it?”

The question shocked me. Looking over at her, I found her staring at me. I didn’t answer, continuing to walk as I struggled to find an answer to that. I felt her hand against my arm, gently pulling me to a stop. I turned to face her.

“Did you like watching?” she asked again. In the dim streetlights, I could see her eyes boring into mine.

Guiltily, I broke eye contact. “I… don’t know, “ I finally said. “I haven’t really thought about it.” That was a lie. It was pretty much all I could think about. Fuck, I even masturbated to it. The moment my mind wasn’t busy with something else, it immediately put me back in her room. Imagination was blending with memory, twisting and morphing it into something more.

“Please, Scott.”

Confused, I looked back to find pleading eyes. “Is there a reason why you want to know so badly?”

She crossed her arms. It was because of the cold, not because she was trying to convey something with the move. “That night… It was the best sex I’d had. Ever. Three massive orgasms, almost back to back.” Her arms tightened against her chest and she gave them a little rub. I could see thin wisps of white as she spoke. “Of course, I thought it was Sean. He’s the only guy who has been able to give me multiple orgasms after all. Last night, I invited him to stay over.” I felt my throat tighten as I fought to keep my emotions off my face. She continued, oblivious to my inner turmoil. “We fucked almost all night. The moment he could get hard again, we were back at it. Again and again.” She let out a long breath. “It was great, but it wasn’t any better than great sex I’d had before. The entire time, I wondered what was missing. Why that time was so much better. Then I had it.”

Her eyes focused on me. “You weren’t there.”

“Me?”

She nodded. “It’s the only thing that makes sense.”

“I didn’t do anything.”

Rolling her bottom lip in, she pressed her teeth against it. “You watched,” she said quietly.

It took a lot to calm myself down to a level where I trusted myself to speak. “I did,” I managed to **** out. “Sorry.”

“Don’t apologize,” she said with a shake of her head. “I was the one who chose to do it there, but I want to know if you enjoyed watching.”

How could I answer that? I got to see the girl I cared about, maybe even loved, naked. I got to see her at her most intimate. Yet she was being taken by another man. Kaylee orgasmed calling my name. She stared at me while she came. I still had a faint bruise on my arm from where she grabbed me.

It was all sorts of confusing.

“Why does it matter? Wouldn’t it be better to just leave it in the past?”

“I need to know,” she said with a determined look.

“Why?”

She hesitated, biting her lip again. With a deep breath, she made sure she was looking me in the eye. “Because I want to do it again.” Kaylee’s statement stunned me. Flabbergasted, my mouth worked as it struggled to produce words that weren’t there. Seeing me in that state, she continued. “I need to confirm something.”

I took a step back. I couldn’t believe what she was asking. Once was bad enough, but twice?

When I opened my mouth to give her my answer, she interrupted with a single word. “Please?”

I couldn’t. There was no way. It wasn’t fair.

I could never say no to her. Not with that **** look in her eyes.

A single nod granted me the biggest, most radiant smile I’d seen in a long time. With a squeal of joy, she wrapped me in a hug. I even got a chaste peck on the cheek.

Yet even then, I felt nothing but pain inside.