Page 83 of Dates & Mistakes


Font Size:

I made a choked noise, and Leo’s brow creased with concern before smoothing into a smug expression — or, at least, the closest someone like Leo could get to smug. Now, with more confidence than before, he slid his hand up my erection. “Is that okay?”

“You can tighten your grip,” I said.

He did, although his expression flickered like he was afraid he was strangling my poor cock. “Like that?”

I nodded. “That’s perfect.”

“Really?”

“Mm-hmm.”

He shifted his hand up and down, still slow and careful, but as my cock hardened to fullness, his shoulders relaxed.

“It feels good like that,” I said when he upped his speed. The first pearl of clear pre-cum spilled from the tip. “Look at that. You’re doing such a good job.”

Leo looked away, flustered and pink.

“What’s wrong?” I asked. “Don’t you like being told how good you are?”

“Winnie,” he whined. His head was bowed, but he peeked a glance at me. “I can’t be that good. It’s my first time.”

“Sometimes I can’t tell whether you’re genuinely unsure or whether you’re just fishing for compliments.”

“I’m notfishing.” He sounded plaintive.

“You are good,” I said. “My body’s not lying.”

When he didn’t say anything, I added, “Although, to be fair, just the sight of you lying between my legs is enough to make me hard.”

“Right, so my technique’s shit.”

“No! No, it’s —” I paused, then gave him a look. “You’re fishing again.”

He blushed. “Would it feel even better if I used my tongue?”

“You don’t have to.”

“I want to,” he said.

So I nodded, and Leo shuffled back. His legs were so long he had to bend them, feet in the air, otherwise they’d hang uncomfortably over the edge of the bed. I inched my thighs further apart to give him more space as he flattened his torso against the bed, elbows against the inside of my thighs, headlowered, and breath misting against my heavy erection, which twitched in anticipation.

Very slowly, he leaned forward, his pink tongue slipping out from between his lips and flicking against my flushed cockhead.

I’d received a lot of blowjobs during my year of sleeping around, so the barest touch of a tongue shouldn’t have made my stomach clench the way it did. It’s not like it felt particularly amazing — I mean, it did feel nice, but it was the tip of a tongue, not a warm throat. It must’ve been the way Leo was looking at it like it was the only thing that existed. Maybe it was the fact that I knew this was his first time, which made me feel honoured. Or maybe it was simply because it was Leo.

Slowly, he began lapping at the tip. I watched his face carefully because I knew cock and pre-cum didn’t taste especially amazing unless under the ultra-specific circumstance of being horny as hell. Leo must’ve been under those circumstances because he didn’t flinch. In fact, he pressed his tongue against the slit as if trying to coax more pre-cum out.

I cursed under my breath.

Leo paused and looked up at me. “What?”

“Nothing. I just said fuck because” — I exhaled shakily — “because it feels nice.”

“Don’t be quiet. I want to hear you.”

After soaking the tip in warm spit, he dragged his tongue down the length. Then, to my complete surprise, he opened his mouth wide and swallowed half of me down.

I yelped, and he pulled out with a wet noise.