What does it all mean?

It was like a bucket of cold water waking me up from a blissful sleep.

Had I heard her right? Hang out on Saturday? As in… a date? Did she just ask me out on a date? As in the two of us going out with… romantic implications? I can’t emphasize how much I wanted to scream yes. It was a dream come true, after all! Grace, the girl I’d had such a big crush on, was asking me out on a date. And yet I couldn’t smile nor answer. My face froze and my eyes carefully looked to the other side of the room, to Sarah and Mila. Both girls were frowning, clearly upset at what they’d just heard. I almost flinched when Mila aggressively stood up from her seat.

“Grace!” she called out, her voice a few decibels away from yelling. “You promised I’d get to ask him first!”

Eh?

“No, I promised you could go first,” Grace corrected, giving her upset friend an easy smile. “You have the entire week before Saturday.”

Sarah shrugged. “I have to help out at the store on Saturday, anyway. I’ll take Sunday, so keep your weekend free, Oliver.”

Again. Eh?

“Alright, fine.” Mila sighed. “Then tomorrow. Let’s go out tomorrow after school, Oliver. Are you free?”

“A-Ah. Um… Y-Yes,” I stammered before trying to pull myself together. “…I’m free on the weekend as well.” Of course I was. Last weekend’s party was a very rare exception to my usual, busy schedule of being cooped up in my room. “I… I’d love to go.”

“Perfect.” Grace kissed my cheek again. She got off of me and caught the packet of tissues Sarah threw at her. She started wiping the cum leaking from her pussy, and before I could ask for a tissue to clean my dick, Grace leaned down between my legs and started sucking me clean. Regrettably, I was a little too out of it to enjoy it fully.

“Hurry up,” Mila said. “There’s like five minutes left of lunch break.”

“I’m gonna need those,” Grace said, laughing. “My legs are still shaking.”

“That good?” Sarah asked.

“Even better than last time. It’s wild. I’m still feeling it a little.”

Grace fixed herself as best she could. Having her hair on a braid helped her, thankfully. I also tried to fix myself and managed to look presentable, if a little disheveled. It didn’t matter much, really. Not like anyone would think I’d just had sex in school. They wouldn't believe me even if I shouted it to the world. Still, I would need a quick trip to the restroom.

Sarah and Mila left the room, sure we’d be right behind them. But before I could follow them, Grace stood in front of me with a mischievous smile.

“Give me your hand,” she said.

Curious, I did as she asked. She put her closed fist over my palm and left there the red silk panties she was wearing a half hour ago. My heart jumped to my throat.

“Keep them, alright?” she winked at me.

My lip quivered and, like always, I struggled to get the words out. “…I can’t!”

“Hm? Why not?” Grace asked, her smile fading and sounding disappointed.

Goddammit. I didn’t want to be a killjoy. I understood she was doing it for us to be naughty, to tease me and get us both excited about the thrill of knowing she was going around without underwear. But with my head now clearer post-coitus, I just…!

“I don’t want you to get caught,” I told her. I grimaced and tried as hard as I could to get my feelings across. “I… I want to keep these, but if it means you risking it…”

Her smile returned, though it was faint this time. She chuckled and shook her head. “How can you fuck me so hard in school yet still be so innocent and prude?”

“T-That’s not…” I closed my fist around the delicate fabric, and though my heart sank at her disappointment, I decided to push it. I had to be clear. I had to speak, even if my face burned and my head spun for entirely different reasons than minutes before. I felt sick. “I don’t want you to get caught. This is exciting and… flattering, but if you get in trouble because of me, then…” Dammit. Why couldn’t I find the words to say what I wanted?

Grace let out a drawn out sigh. “Alright. You have a point, sadly,” she grumbled. She took her hand to her shirt’s breast pocket and… took out some plain white panties I hadn’t even noticed were there. Since they were white they blended in perfectly. “I wanted to try doing this for once, but the risk isn’t worth it if I’m gonna have you worried instead of excited.”

She… had spares? “A-And these?” I asked, showing my hand.

“I might not be going commando, but I still want you to keep those,” she said, grinning and putting the spares on. “Don’t worry. I have other red lingerie I can wear for you. You said it suited me, right?”

I swallowed. My emotions were all a mess. I was happy Grace had accepted wearing something, I was happy she still wanted me to keep her panties… But at the same time I could hear voices in my head. They called me pathetic, a coward, a loser. How many couples did stuff like this to keep the excitement high? How many men did stuff like this with girls and had them eating out of the palm of their hand? If she wanted to do it, I should’ve just said yes. What was the difference if we were already having sex in school? Why was I contradicting myself? Grace was clearly disappointed by my answer. Why couldn’t I be…?

“Hey,” she spoke, breaking me out of my thoughts. She pinched my cheek, but not hard enough to hurt. “It’s not a big deal. You’re concerned about me, and I like that. I’m not gonna stop hanging out with you just because you said no to a dumb idea I had, so relax.”

I blinked. How did she know what I was thinking!?

“It’s funny,” she chuckled. “At first it seems like you have a perfect poker face, but the longer I’m with you the more I start noticing the cracks. I think I’m starting to get you, and it’s exciting.” She got close and planted a soft kiss on my lips. “I can’t wait for Saturday. Leave it to me, okay? We’ll have an amazing time. And make no mistake. You’re gonna fuck me again.”