The Night I Taught My Friend’s Brother

I should have stayed home that Friday night. I had five straight days of piled-up work, my boss breathing down my neck, and an unresolved argument with my ex that had my stomach in knots. When Daniela called and said we were just going to dinner, something light, I trusted her. Big mistake.

The place was exactly the opposite of what I needed. Music at a volume that made thinking impossible, people shoving their way to the bar, drinks taking twenty minutes to arrive. I stayed in the balcony area because it was the only corner where I could at least hear my own thoughts. Daniela was dancing inside with someone I didn’t know and I was counting the minutes until I could leave.

Nicolás showed up around eleven. I’d known him for years: his mother used to send him as Daniela’s escort when she went out at night, even though Daniela was already twenty-eight and had no idea why she needed a babysitter. Nico was three years younger than me, quiet, with that shy sweetness of handsome guys who don’t know they’re handsome. He appeared out of the crowd, spotted his sister, and then came straight toward me.

—You look like this was a bad idea —he said, leaning toward my ear so he wouldn’t have to shout.

His breath brushed my earlobe and something sparked in my body before I’d even planned it. I’d gone days without any contact from anyone, my nerves raw, and that made me more sensitive than usual. I felt a direct pull between my legs, so clear I had to squeeze my thighs together.

—Hi, Nico. Is it that obvious?

—A mile away. You always show up smiling and tonight you look like you want to kill someone.

I paused. Exhaustion and months of ease with him loosened my tongue more than I expected.

—Your sister dragged me here and what I wanted was to eat something and go to sleep. —Another pause—. Or get fucked. Whichever came first.

The word hung between us. I watched him process it.

He didn’t answer right away. He turned his head from side to side as if looking for permission from someone who wasn’t there, then looked back at me.

—I think I can help you with both things.

The first genuine laugh of the night escaped me. I took his chin between two fingers so he’d look at me straight on, because he kept avoiding my eyes with his usual shyness.

—With which two things, exactly, Nico?

The color drained from his face before he could stop it. He took a deep breath.

—With the two you said, Val. Probably.

—With dinner and with fucking me? —I asked, lowering my voice so only he could hear—. Say it, Nico. I want to hear it from your mouth.

—With dinner and with… that too —he murmured.

—With fucking me —I corrected him, smiling—. That’s how you say it.

He nodded without looking at me.

I slid my arm around his waist without giving him time to think twice. On the way out, we passed Daniela, who was dancing pressed against the wall with someone. I waved: we’re going to eat, see you later. She gave me a thumbs-up without asking questions. What she couldn’t see was her younger brother intertwining his fingers with mine as we stepped out into the street.

It was my idea that we share a burger. I don’t like eating heavy when I’ve got plans afterward. Anticipation was already doing its work and I was thinking about other things while we ate. Nico barely spoke. He kept his eyes on the plate longer than necessary and every so often he seemed short of breath, as if something were squeezing his chest from the inside.

I moved my chair closer to his and slid one leg between his. Under the table I brushed my knee against the bulge already outlined in his jeans, and he jerked so visibly he almost knocked over his glass.

—Is this your first time?

He tucked his chin to his chest.

—Yeah —he said without looking up.

—How is that possible if you’re such a pretty boy?

I heard myself and thought: you sound exactly like his aunt.

—I never knew how to talk to girls my age. I feel like they’re not interested in me.

—And yet you talk to me just fine.

—With you it’s easier. With Daniela too. With my mom.

The confirmation I wasn’t expecting, but there it was.

—Nico, listen to me. There’s nothing to worry about tonight. Don’t get nervous thinking you have to do everything right, because that doesn’t exist the first time. I ordered two sports drinks at the register, because we’re going to need them later.

We went to one of those hotels with a discreet drive-up entrance. Nico got flustered with the receptionist, who was all efficiency and no conversation. I nudged him lightly and she looked up at me with a tiny smile that said: I know this situation all too well.

The room had warm lighting and a double bed with clean-smelling white sheets. A small armchair sat by the window. Nico went in first and stayed standing in the middle of the room with his hands at his sides, like a newly delivered piece of furniture that didn’t yet know where it was supposed to go.

I stopped in front of him. He tried to say something. I put a finger to his lips.

—Breathe. Easy.

I started kissing him slowly. At first his lips were tense, cautious, not quite knowing how to respond. I guided him with my tongue until his mouth opened and something in his shoulders gave way. I bit his lower lip, tugged gently, and felt a gasp escape him against my mouth. I took his hand and brought it straight to my breast over my blouse. He squeezed it only a little, as if asking permission, and I showed him with my own hand how he was supposed to hold me: firmly, without fear.

With my steps I led him toward the armchair. I wanted to be on top and set the pace myself. It seemed like the best way to keep him from feeling pressure from everything all at once. He sat with his back straight and his hands on his knees, like someone had told him, “Sit there and don’t move.”

I lifted my skirt and climbed onto his lap. When I settled my hips over his and felt his hard cock pressing against my panties, he let out a moan I hadn’t expected so soon. I moved slightly on top of him, rubbing my cunt against the bulge, and felt the fabric get wetter than it already was. He closed his eyes and tipped his head back.

—Don’t come yet —I whispered in his ear, biting his lobe—. Don’t even think about it.

—Val, if you keep this up… —he swallowed.

—If I keep this up, what?

—I’m going to come in my pants.

—Then we’ll stop. —I halted my hips and took his face in both hands—. Help me with the blouse.

He unbuttoned it one button at a time, slowly, catching the fabric between his fingers a couple of times by accident. I gave him time. There was no rush.

When the blouse fell away, I slipped the bra off my arms and let it go. His hands took my breasts with more confidence than he’d had thirty seconds earlier. I felt my nipples harden against his palms. He smiled.

—Suck them —I ordered—. One first, then the other. Use your tongue, no rush.

He leaned down and closed his mouth over my right nipple. His tongue was hot and clumsy at first, circling around it. I grabbed his head and pressed him against me. He understood, sucked harder, and when he tried to graze it with his teeth very slowly, a moan escaped me that gave him confidence. He moved to the other nipple and repeated it, this time with less shame. I felt the jolt run through my belly and lodge between my legs.

—Pay attention —I said, pulling him back by the forehead—. What I’m about to show you now, you’re going to repeat later somewhere else.

I took his upper lip between mine, then the lower one. I showed him with my tongue, slowly, exactly what I wanted him to do when that moment came. Wide circles, then small and firm, then the tip focused right in one spot, then a gentle suction. The exercise had side effects of its own: when I pulled away from his mouth, both of us needed to breathe.

He took one of my nipples and squeezed too hard. Too pornographic, not enough attention.

—Softer —I told him—. Like you’ve got something fragile and you don’t want to hurt it.

He corrected himself right away, and this time he did.

I stood up and took his T-shirt with me. He was left sitting on the edge of the armchair with his torso bare, looking at me. I unzipped my skirt with a movement of my hips and let it fall to the floor. I was left only in my white panties, which had long since stopped being dry. The wet patch in the middle was dark, unmistakable.

—This part is on you now —I said, taking the elastic and handing it to him.

He pulled them down with somewhat awkward hands but with genuine eagerness. The underwear caught for a second on my hips before slipping to the floor. Nico was left staring at my shaved cunt, mouth slightly open, saying nothing.

—You can look all you want —I told him—. And then use your tongue.

—Time to practice that kiss —I added, arching my body and guiding his head between my legs while I braced myself against the wall.

The first two passes were hesitant. His tongue was timid, unsure of where to go in. I grabbed his head and repositioned it, pushing my cunt against his mouth.

—Here, up here. Feel this? This hard little spot. Circle it with your tongue like I showed you.

The third pass was much better. He found the clit and circled it slowly, then firmly, then with the suction I’d shown him on his mouth. I put a hand in his hair without pressing, just to guide him, and showed him with little tugs when to ease up and when to keep going.

—That’s it, Nico. Like that, don’t stop. Put it in a little, your tongue, yes, like that. Now back up again.

He found the rhythm sooner than I expected and I felt the tension built up over the whole week start to give way, muscle by muscle. I grabbed his hair harder without realizing it, grinding myself against his mouth, riding his face. He was sucking hungrily now, without the doubts he’d had two minutes earlier, and he slid in two fingers I’d only put there out of curiosity. He curled them exactly where they needed to go.

—There, there, there —I repeated—. Don’t move, keep doing that.

The first orgasm rose through my legs like a cramp and I had to lean harder against the wall so I wouldn’t fall. I pressed his face into my cunt as I shook, and he had the instinct not to stop until I loosened my hand on my own.

—Perfect. Now it’s your turn.

I knelt in front of him and opened his pants. He instinctively covered himself with his hands. I moved his arms aside without saying anything and freed him from his clothes while he stared at the ceiling as if he needed a fixed point to hold onto. I lowered his boxers and his cock sprang out hard, marked, with a clear drop already at the tip. Bigger than I’d calculated.

—Look at me —I told him—. I want you to watch me suck it.

He dropped his gaze and fixed his eyes on me. I brought my lips to the tip of his erection and heard his breathing catch. I ran my tongue over the head, caught the drop, and held his gaze while I did it. His fingers sank into the armchair upholstery.

I took my time. I wanted him to enjoy it without feeling the urge to finish too quickly. I took his whole cock into my mouth little by little, until I felt the end at the back of my throat, and rose again slowly, lips tight. I lowered it again, this time a little farther, using my hand at the base. I massaged his thighs with my free hand to keep him relaxed but present. Every so often I looked up at him and saw him with half-closed eyes, fists clenched at his sides, holding himself in.

I let go of his cock and licked his balls, one by one, while I kept stroking him with my saliva-covered hand. He let out a long, broken moan that made me smile. I went back to the tip and played with my tongue only, quick circles just below the head.

—Val, Val, stop —he said through clenched teeth—. I’m going to come.

—I can’t hold on any longer —he repeated, voice rough when I let him go—. I want to feel you.

I stood up, took his hand, and led him to the bed. I lay down and spread my legs. He stayed standing for a second, looking, memorizing the scene. Then he settled between my thighs, grabbed his cock with his hand, and searched for the entrance. The first time he hit higher up, against my clit. I took him myself and guided him.

—Here. Push, easy.

When he entered me, I closed my eyes.

I felt him opening me little by little, millimeter by millimeter, until our hips were pressed together. He stayed still for a second, breathing hard, adjusting to the sensation.

—Move —I told him—. Don’t think. Move however it comes.

It was exactly what I needed. The whole week, the nerves, the bad mood, everything rearranged itself all at once into that concrete feeling of fullness and heat. At first he moved carefully, adjusting every little thing, with short, clumsy thrusts. I grabbed his ass with both hands and set the rhythm, pushing him deeper, farther in each time.

—Like that, all the way in. Don’t be afraid.

After the seventh or eighth thrust he found the exact angle. He fucked me hard, breathing heavily into my neck, and the release came from the inside out like a wave that gave no warning. I trembled beneath him, digging my nails into his back, clamping my pussy around his cock with a shudder I couldn’t control.

—Are you okay? —he asked, worried, when my body gave out, stopping abruptly.

I opened my eyes and laughed.

—Very okay. You just made a woman come for the first time, Nico.

He stayed still for a few seconds, not knowing what to do with that information.

—You keep going now —I told him—. Take your time. Let’s change positions. I want you to fuck me from behind.

He came out of me and I turned over, on my knees and elbows, arching my back to lift my ass. I heard his breathing catch again behind me. I felt his hands spreading my cheeks, timid at first, then firmer. He slid back in with a long thrust, all the way, and this time it was him who groaned.

—Fuck —he murmured.

—That’s the way to talk, Nico. Now fuck me hard.

He picked up the motion more easily. Getting this far had fixed something inside him: he wasn’t measuring anymore, wasn’t calculating. He grabbed my hips and started pounding me with a steady rhythm, faster and faster, the skin of his thighs slapping against my ass with a sound that filled the room. He clung to me, traced my curves with his hands, grabbed my breasts from behind and squeezed them with a confidence he hadn’t had twenty minutes earlier. He studied every part of my body with an attention that wasn’t invasive, just curious.

—Put it all the way in —I asked, pushing my ass back to take him—. All of it, don’t let up.

He gave my ass a clumsy slap that made me laugh and gasp at the same time. He did it again, more sure of himself, and I felt my orgasm building again. I lowered my hand and touched my clit while he fucked me, and a few seconds later I came again, clamping down from the inside with a series of contractions that made him let out a hoarse moan.

—Val, I’m coming, I’m coming —he warned me, panting.

—Inside —I said, turning my head to look at him—. Come inside me. All of it.

When he hit the edge, he drove his hands into my hips and buried himself to the hilt. I felt the spasms of his cock unloading inside me, shot after shot, while he let out a long moan he couldn’t hold back. He stayed holding me for a few seconds without pulling out, trembling slightly, until his legs gave out and he let himself fall onto his side.

I let him finish inside me: the app had confirmed that morning that I was far from my fertile window and I wasn’t worried. I felt the heat of him leaking down the inside of my thighs when I turned over, and then his weight, light, resting on my chest.

We lay there a while without talking. We opened the sports drinks we’d left on the nightstand. I was exhausted and satisfied at the same time. He was still processing.

—How was it? —I asked.

—Better than I thought it would be —he answered, and it sounded genuine, not like a compliment.

We agreed not to tell Daniela anything for now. I confessed that at certain moments he had reminded me of his sister, in a gesture, in the look in his eyes, in something I couldn’t quite name, and that I’d found that arousing in a way I hadn’t expected. He looked at me as if he didn’t know whether to take it as praise.

—It is —I clarified—. Don’t doubt it.

He drove me back to my apartment in silence. When I got out of the car, he stayed with the window down.

—Again sometime?

—Yeah —I said without thinking—. But next time you pick the place.