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Chapter 5 Should I?

Author: SIA_
last update Last Updated: 2025-07-16 23:56:27

I could feel my breath growing heavier when Max’s fingers brushed against the edge of my panties beneath my skirt.

His lips were still on my neck, making it even harder to breathe, because all I wanted was to grab his mouth and kiss him hard.

The more I closed my eyes, the more insane I felt as his fingers crept closer to the apex of my thighs.

What if he actually used his fingers to release my frustration?

What if he used his tongue and lips too?

Shit. I could already feel the dampness in my underwear, and I knew exactly what I wanted.

My mind kept telling me I should stop this before it went too far, and I regretted it, but how could I say no when my lips were still kissing him back?

“What the hell!” Max cursed when I suddenly shoved him away.

I quickly reached for my phone and closed my eyes briefly when I saw Jack’s name on the screen.

Hell—he just saved me from something I’d regret.

“Go to hell!” I snapped, glaring at Max for a second before jumping out of the car and walking as fast as I could, without looking back to see his reaction or waiting for him to drive off from the school parking lot.

My mind was a complete mess, and I felt like I was going insane.

The worst part? I could still feel the wetness of his saliva lingering on my lips, tempting me to lose control of my own sanity.

The only thing I could think to do was to rush toward Jack, who was already waiting for me near my locker.

God, I needed him right now.

“Zoe, you—”

Jack’s words were cut off as I kissed him hard enough to slam his back against the locker door. I knew he was shocked, but Jack quickly adjusted and kissed me back just as intensely.

The frustration in my head was wild. I knew I was kissing my boyfriend, but my mind kept replaying the moment when Max’s lips touched mine.

Dear God... did I just cheat?

“Zoe, what’s going on?” Jack pulled away from our kiss and cupped my face in his hands.

I couldn’t say anything. I kissed him again, and once more, Jack responded—even though I knew he was confused by what was happening.

“Can we meet again after school?” I asked once our second kiss ended.

Jack furrowed his brows, gently brushing my lips with his thumb, wiping away the remnants of our kiss.

“Of course,” he smiled softly. “Where do you want me to meet you, baby?”

“At your apartment.” I looked at him with clear desperation, and I knew Jack could see it.

He smiled again, then leaned down and gave me a soft peck.

“I’ll come after my bio class. I’ll skip social studies this afternoon so we can have the whole afternoon at my place. Sound good?”

I nodded quickly. “Yes, please.”

***

As planned, Jack skipped his last class.

I didn’t have to skip anything since I had no classes in the afternoon.

I told Zach I’d be staying late, and he agreed to pick me up from school later. Thankfully, he listened to my complaint this morning and didn’t send Max to pick me up like he originally intended.

“Oh…” I arched my body as I felt Jack’s tongue between my thighs—teasing me in just the right places, because he always knew my weak spots.

He was the only man who had touched me this way. Jack—only Jack—was the one I allowed to see all of my desires and vulnerabilities.

Stupidly, I had almost let a man I barely knew for two days touch me this morning.

“You like that, Zoe?” Jack murmured near my core, his breath fanning over my sensitive skin.

“Yes! I love it, Jack. Please... use your fingers!”

I had been craving this touch since yesterday. I wanted his fingers, his tongue—everything he could give me. Only he could make me feel like this.

“You really like that?” Jack pushed his fingers in deeper, making my body squirm with pleasure.

Shit. I couldn’t even imagine what it would be like if we actually had sex. I was already going insane just from his fingers—who knows what would happen if we went further.

“Yes! Yes, Jack!” I moaned loudly.

There was no one else in the apartment—Jack lived here alone. I could scream as loudly as I wanted without worrying about anyone hearing me.

“Shit, you’re so beautiful,” Jack whispered as he watched me cup my own breasts, trying to amplify the pleasure coursing through my body.

When the climax hit, I grabbed his head between my thighs, gasping as I released onto his lips. Jack licked me clean, even giving my clit a gentle bite that made my vision blur as my eyes fluttered shut.

I’d been waiting for that release since all the chaos crashed into my life yesterday.

“Oh shit…” I muttered softly, covering my face with my arm.

“You’re always the sweetest like this,” Jack kissed me tenderly.

He lay down on top of me—his bare chest pressing into mine—and I could feel his hardened arousal even though he was still wearing his pants.

I reached down for him, gripping him slowly, like I’d done before.

“Are you ready to go all the way?” Jack asked, pulling away from our kiss slightly.

I nodded, my eyes hazy as I stared back at him.

This man had put his ego aside and given me my climax first. Of course, I would do the same for him as soon as I got what I needed.

“Let me do it,” I flipped our positions and made Jack lie beneath me.

The 69 position is my favorite—it makes me feel like we’re really making love because we can touch each other at the same time.

The moans Jack was making made me even more eager to take his dick into my mouth, giving him the same sensation and pleasure he gave me.

When I felt his penis growing larger inside my mouth, Jack pulled away and flipped us over.

“Give it to me, please,” he said, spreading my legs wide, and I knew exactly what he wanted.

“Jack,” I tried to pull away.

I knew that we often lost control at certain moments, but we always found a way to regain it.

“Please, Zoe. This time, I really want it,” he positioned his dick in front of my pussy, and I felt a bit panicked by it.

“I can’t,” I quickly pulled away and gave him a quick kiss. Then I knelt back down in front of him and took his dick into my mouth, kissing it and squeezing it gently.

“Why?” He closed his eyes as he felt my tongue swirl around the tip of his dick, “I really want you, Zoe.”

To be honest, I wanted the same thing.

However, I have principles, and I want Jack to respect that.

“Yes, I know. But you promised to wait until we graduate.” I followed Jack’s pace by gently pulling my hair. “This will be the perfect graduation gift.”

I knew Jack was struggling to hold back, but he always managed to do it for me.

“Shit,” he groaned in a deep voice. “Tell me that my waiting won’t disappoint me. Tell me that you’ll only be mine, Zoe.”

I sucked his dick deeply, then said, “Yes, I’ll only be yours, Jack.”

***

“In case you’re going to be surprised, I wanted to let you know that Sophia is visiting the apartment.”

I turned my head and looked at Zach, who was driving beside me.

After Jack and I had satisfied our needs, we stayed in his apartment for a few hours. Then he drove me back to school about thirty minutes before dismissal time so Zach wouldn’t suspect anything. And now I was on my way home with my brother.

“I won’t bother you guys,” I said casually.

“Yeah, I know.” Zach nodded. “I’m not going to force you to get along with people around me, but Sophie is my girlfriend.”

“Jack is my boyfriend, and you don’t like him,” I replied, bringing up the one thing that had always bothered me.

Why did my whole family dislike Jack? What’s wrong with him? He’s good-looking, comes from a respected family, is the football team captain, and his academic scores aren’t too bad. Then what made them disapprove of Jack?

“I’m not going to comment on that. The fact is, I’m a grown man, thirty-two years old, and you’re a seventeen-year-old girl. There’s a big age gap that makes my relationship with Sophie and your relationship with Jack very different, Zoe.”

“Yeah, yeah. Whatever.”

I wasn’t in the mood to argue because I needed to prepare myself to go back to the apartment. Well, that meant I was going to face Max again.

I didn’t care about Sophie. My parents never approved of Zach and Sophie’s relationship anyway, but I didn’t want to get involved in their problems. I had no issue with Zach being with Sophie. But sometimes I ended up acting hostile toward her because I was annoyed by how Zach always seemed to think his relationship was far more mature and legitimate than mine with Jack.

But the real problem was the jerk who kissed me this morning.

“And I also don’t want to catch you off guard, so I’ll let you know that Max is bringing his girl over, too.”

Shit.

This time, I couldn’t stop myself from turning my head sharply with a surprised look.

Hell, how was I supposed to face the girl I caught having sex in the bathroom last night?

***

Just like I planned, I wanted to stay in my room once I got to the apartment. Unfortunately, that plan didn’t work out because Zach and Sophie asked me to join them in the living room to watch a movie.

And of course, Max and… his girl were there too.

What surprised me was that Max wasn’t with the same girl from last night.

I had seen her very clearly—the face, the body, the voice, even the shape of her breasts. I could tell that the girl I saw tonight differed from the one last night.

Fucking playboy!

I knew Max was a damn playboy.

So instead of joining them, I made up an excuse that I was hungry and wanted to cook some pasta.

“Your face looks so sour.” I turned my head when I heard the sound of footsteps and that annoying voice that had become far too familiar in my ears, “Is it because your boyfriend’s call ruined our game this morning?”

Damn it. I was trying to avoid this guy, and now he showed up in the kitchen.

“Shut up, asshole!” I wasn’t in the mood to respond, but of course I had to do something to shut him up or he’d say whatever he wanted. “Or I’ll tell your girlfriend that you were with someone else last night!”

“And make her ask how you knew that when I closed the bathroom door?”

Checkmate.

It seems like I made the wrong move when trying to fight him. This guy was seriously insufferable, and I had no idea how to deal with him.

“Don’t be so serious,” Max chuckled casually. He leaned against the fridge and stood there like he was waiting for me to finish cooking. “I was just kidding. Besides, they’re not my girlfriends, sweetheart.”

“I don’t want to hear any clarification.” I shot him an annoyed glare.

If I could, I’d kick him out of the kitchen. But of course, I couldn’t do that while Zach was home. I had to act like I didn’t care about Max and that we weren’t talking at all.

So the only thing I did was stay quiet and let this crazy man stay.

At first, I thought he’d only be there for a minute or two, but if I counted from our first words, he’d been in the kitchen for over fifteen minutes.

“Don’t you have a job?” I couldn’t hold my tongue. “You’ve been here since morning and stayed the whole night. And now you choose to be in the kitchen while your girl is out front. Are you an unemployed guy freeloading off my brother?”

“I work from home, sweetheart. If you’re willing, you could do a job with me too.”

Shit.

This guy always knew how to throw my words back in the most irritating way.

And stupidly, I didn’t realize that this man did have a job—a good job. How could he afford an expensive car if he didn’t have a job?

“You know what? You have a nice ass,” he raised his glass of alcohol and stared at my butt openly.

“Thanks, but you’re not the only one who says that.” I smiled triumphantly, “Many people say I have nice breasts, too.”

“I don’t doubt it, I’ve seen them twice.”

Double shit.

“Yeah, thanks for remembering.”

“I’ll never forget,” he smiled mischievously. “Want to give me another chance to see them?”

Damn it. I could have thrown the pot of pasta I was boiling at his face. But what would I get out of it? How would I explain it to Zach and the two other women in this apartment? Should I tell them that Max was trying to flirt with me?

Hell, can all this even be called flirting?

The answer is yes.

I wasn’t really aware of how many sentences we were exchanging. It seemed like I was already crazy for responding to every one of his playful remarks.

Then… without realizing it, the man wasn’t near the fridge anymore; he was beside me, so close to my body that if I turned my head, his lips would land on mine.

And damn it, I still remember the sensation of those lips on mine this morning.

Shit. Should I turn my head and feel it again?

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  • Sex With My Brother's Bestfriend   Chapter 5 Should I?

    I could feel my breath growing heavier when Max’s fingers brushed against the edge of my panties beneath my skirt.His lips were still on my neck, making it even harder to breathe, because all I wanted was to grab his mouth and kiss him hard.The more I closed my eyes, the more insane I felt as his fingers crept closer to the apex of my thighs.What if he actually used his fingers to release my frustration?What if he used his tongue and lips too?Shit. I could already feel the dampness in my underwear, and I knew exactly what I wanted.My mind kept telling me I should stop this before it went too far, and I regretted it, but how could I say no when my lips were still kissing him back?“What the hell!” Max cursed when I suddenly shoved him away.I quickly reached for my phone and closed my eyes briefly when I saw Jack’s name on the screen.Hell—he just saved me from something I’d regret.“Go to hell!” I snapped, glaring at Max for a second before jumping out of the car and walking as

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