The Cheating App

By college guy just a

Published on May 17, 2024

Gay

Two weeks had passed since the night I took my cheating fantasy too far. Fourteen days since I'd driven to my old college campus, slipped into a dark dorm room, and fucked a tight, anonymous, college boy ass.

Guilt and horniness alternated as my primary feelings about that night, switching places frequently. Every time I looked at my boyfriend Brad, I was wracked with guilt, hating myself for betraying him and what we had together.

When I was at work, or the gym, or alone in our apartment, the memory of that night hit differently. It turned me on like crazy and I wanted nothing more than to download the app and do it all again.

This had turned into a daily struggle for me, but so far I hadn't given in to the temptation.

I walked through the door after another long Friday at work, my mind automatically going back exactly two weeks to the night Brad went out with his friends, leaving me alone to make my biggest/hottest mistake.

"I'm home! Brad?" I called out. The apartment seemed too quiet.

There was no answer. I popped my head into the empty kitchen and then went back to our room. Brad wasn't there either. I pulled out my phone.

"Hi, Babe," he answered on the first ring.

"Hi! Where are you? I just got home."

"Sorry, I haven't had a chance to call you. I got called back into work. It's a mess. I'm not sure when I'll be home."

"Damn. Do you need me to bring you some dinner or anything?"

"That's so sweet. I'll just grab a bite here, though. Hopefully I'll be home before you go to sleep."

"You're going to be that late?" I asked, my heart beginning to pound faster.

"Most likely. I'm sorry. I'll make it up to you all weekend long, I promise."

I laughed. "I'm going to hold you to that promise! Okay, let me know if you change your mind about dinner."

"Thanks, Babe. Love you."

"Love you, too." I hung up, my dick already getting hard. I knew it was wrong, but as soon as we hung up, I downloaded the app.

I told myself that I wouldn't do anything real this time, that I could just go back to using the app as fuel for fantasy and nothing else. After all, the only reason I felt able to cheat last time was that it was completely anonymous and there was no way Brad could ever find out. What were the odds of finding the same scenario available this time?

I opened the app. The photos I'd added two weeks earlier will still on my profile and messages started coming in right away from guys nearby. I settled in to chat and stroke. Nothing more.


Is there a support group for guys who accidentally got fucked by their own brother? Guys who hate that it happened but can't stop thinking about how good it was?

Two weeks had passed and I still didn't know how to feel about the fact that the best sex of my life so far was with my older brother Nick.

I've jerked off to the memory of how it felt while trying to push away the revelation that came minutes afterward, when I caught sight of my brother's face in the light from the hall as he slipped out of the room.

I've tried not to look too often at the screen shots I took of the nudes on his profile, but I haven't been able to bring myself to delete them.

The truth is, I got what was coming to me. I'd set out to sleep with my brother's boyfriend behind his back, and this twist of fate was my cosmic punishment. The only saving grace was that Nick had no idea it was me he'd fucked that night.

I hadn't hooked up with anyone since, but with my roommate, Zeke, gone for the weekend it was a good time to get down with someone new and start putting the memory of that night behind me.

I logged in to the app. I hadn't seen Nick's profile in the last two weeks, not that I'd been looking that often. Just once or twice a day.

Even if he was on, and wanted to hook up with me again, it wouldn't be possible. The empty private room on the fourth floor had been filled earlier in the week. How would I explain suddenly living in a double up on six?

I started messaging with a few different guys who were on campus. One claimed to be a 'discreet frat boy' looking to 'experiment' and unable to host because, well, he lived in a frat house.

I was going back and forth with him when Nick's profile came online. My heart skipped a beat or two. Did I want it to happen again? I had felt so weirded out for the last two weeks, but the one thing I couldn't quite let go of was how great a fuck Nick had delivered.

Still, it was so wrong! I decided to ignore him and keep chatting with my closeted frat boy, see if he wanted to come over and expirement on my ass.

"Hey! You looking to get fucked in your dorm room again? Had a great time before." Nick messaged me. Fuck, fuck, fuck! Ignore him, Noah, I told myself. He's your brother. The first time was an accident. A second time would be just plain fucked up.

"Hey! I did too. Would love to take that dick again. I had to move out of that room. Long story. I'm in a double on the sixth floor now, but my roommate is gone for the weekend."

What am I doing?! I'm fucked in the head, but honestly my head was no longer in control of the situation. My dick was in the driver's seat now.

Nick didn't respond. A few minutes passed with nothing from him, though my closet case was still eagerly sending messages and was definitely willing to join me in my dorm room as long as I promised discretion.

"I can't do the sixth floor, I know someone there. Can't risk a run in," Nick finally answered. He meant me, of course. I didn't remember telling him what floor I was on, but I must have, or maybe our parents mentioned it to him.

"That sucks." It was for the best. I can't believe I was even considering doing it again now that I knew the truth.

"Can you get a room at the Crestview? I can give you cash for it. Same scenario though, you ready in the dark, I come in, fuck you, and go."

Fuck! My cluless big brother wanted me to get a room in the motel right off campus so he could pound my ass again.

No way. Noah, message the frat boy, tell him to come over, my head said.

"Sounds good, I will text you the room number," my dick messaged Nick back.

I'm so messed up.


As soon as I saw that the freshman's profile was online, I knew I was kidding myself about fantasy only. I wanted that ass again.

Even after he threw me a curve ball about living on the same floor as my brother, I found a way. Plus, it was such a turn on that this guy must know Noah. It made it feel all the more elicit.

I showered and threw on sweatpants and a t-shirt and then headed to the convenience store down the street to buy some condoms and hit an ATM while I waited for him to text me the room number.

I sat in my car for a few minutes after that, wondering if he'd changed his mind. I knew that part of me would be relieved if this all fell through, because once it was over I'd feel terrible for cheating on Brad again. Once is a mistake. Twice seals the deal, makes you a bona fide cheating asshole.

The app chimed with a new message. It was a picture of a motel room door, the number 11 on it. It was quickly followed by a shot of that ass, spread open and waiting for me on the bed

"Be there in ten minutes."


I sent my own brother a picture of my asshole and now I'm laying here in the dark in a motel room, waiting for him. This is beyond messed up but my dick is leaking precum like a faucet, I'm so excited.

I heard the door click open. I raised my ass, knowing the light from outside would fall on it. The sound of a slight groan reached my ears before the door closed. My cock throbbed at the sound, knowing that it meant that Nick thought I had a nice ass.

"Hey, slut," he whispered as his hands found my skin in the dark. "You ready for this big dick again?" He slapped it against my hole.

I moaned. "Yes..... can I taste it first?" I hadn't planned on asking that, but I suddenly wanted to taste him, to have him in my mouth.

"Go for it, bitch," Nick said. I spun around on the bed and reached for him, touching my brother for the first time. I wrapped my lips around the head and was rewarded with a flood of precum on my tongue. He was just as excited as I was.

As I started to suck him, I touched him everywhere I could, running my hands up his chest to feel his pecs and tweak his nipples, reaching behind him to squeeze his ass, fondling his balls. Knowing it was him made this whole experience so much more intense than the last time.

How was my brother packing this tool between his legs, when I only had five inches? So unfair.

Nick slid his hand back to my ass and started to finger my hole, which I had lubed up before he arrived. "You're ready for me, aren't you boy?" His voice was a low growl.

I pulled my mouth off his dick. "God, yes. I need it." I spun around again. "Fuck me!"

I heard the sounds of him opening and putting on a condom and then I felt the head of Nick's cock against my ass. I cried out as he pushed inside.

It was so good! Better than the first time. Nick started slowly and built up a rhythm while I went out of my mind, making noises I was certain I'd never made before.

"You slutty little bitch, you really love my dick, don't you?" Nick grunted.

"Yes! God, yes!" I cried. "No one has ever fucked me this good!"

As Nick pounded me, he reached under me and started stroking my dick. I gasped at the touch, feeling both turned on and embarrassed that I didn't have as many inches to offer as he did.

A few minutes later I shot all over his stroking hand. He pulled it away and then brought it to the side of my face. "Clean up your mess," he ordered.

I pulled his hand to my mouth and began licking and sucking Nick's fingers, tasting my own cum. This seemed to send him over the edge.

"I'm cumming," he grunted.

"Yes!" I moaned. Nick finished shooting and fell forward, his sweaty chest pressed tightly against my damp back. The weight of his body on mine felt amazing as we lay there, breathing heavily in the dark.

This felt so much more intimate than the first time, when he'd left immediately. I found myself wishing, in a weird way, that Nick knew it was me he'd just fucked, even though the thought terrified me.

Nick sighed and pulled out. I heard him remove and tie off the condom. "Thanks."

"Thank you! That was a great fuck." I kept my voice to a whisper.

"Yeah. Hope we can do it again soon. Bye."

"Bye."

The door opened and Nick slipped through it. I was left in the darkness, guilt and regret mixing potently with the bliss of sexual satisfaction. One thing was for sure: my brother was very good in bed.


I got back in my car. The first time around, guilt had immediately taken over, canceling out everything else. This time, I was enjoying that relaxed and loose limned feeling that follows really good sex.

The thought of Brad did bring some twinges of regret, but they were more in the background. My primary thought was that I had to see this slutty freshman again sometime soon.

If we were going to do this, the motel was a far safer place to meet him than the dorm, where I could run into Noah.

Shit! I realized that I hadn't left him the money for the room I'd promised him.

Grabbing my phone, I sent him a message on the app. "I have the money for the room. Can I bring it back in? No lights please."

I waited a few minutes but there was no response. Maybe he was in the shower? I jumped out of the car and headed back toward room 11.


I was still lying in bed in the dark when I got Nick's message. I was feeling like this all had to stop. He'd said he hoped we could do this again soon. God, I wanted more! I knew I would succumb to temptation again. But I couldn't keep getting fucked by my brother. It was just so wrong.

When I read the message, a thought occurred to me: if Nick knew it was me, it would stop for sure. I wouldn't be tempted anymore because Nick would run the other way if he saw me on the app again. It might fuck up our relationship but... maybe not. If he thought he was the only one who knew the truth, he'd keep quiet so I wouldn't figure things out.

I turned around on the bed, so that when the door opened, the light would hit my face. Then I closed my eyes and pretended to be asleep, even though my heart was pounding and a big part of me was screaming for me to move before Nick saw me.


I opened the door just a crack. The light was still out. I could slip inside and leave the cash on the bed.

I pushed the door wider and my whole world froze. My brother Noah was lying on the bed, naked and asleep.

I stared for what felt like hours, and then I dropped the money on the floor and closed the door before turning and running for my car. I pulled out of the parking lot like a demon was chasing me.

Noah. The slutty freshman was Noah. My kid brother. Noah was gay? I had sex with Noah. Twice. Really good sex. With Noah!

My thoughts ran in circles all the way home.

Brad was still at work. I jumped in the shower again, still feeling numb with shock.

I was just drying off when I heard my phone chime. It was Noah, on the app.

"Thanks, you didn't have to do that."

I ignored him. I should just delete the app again, for good this time. Look what it had lead to!

I fell back on the bed and opened up Instagram. I started scrolling through Noah's pics, unable to reconcile my baby brother with the slutty bottom I'd just fucked in the motel.

I'd walked out of that room fully intending to fuck him again in the near future, but now... of course, Noah had no idea it was me. Thank God for the dark room.

Which had been Noah's idea, what he'd been looking for two weeks before: anonymous sex in a dark room. Jesus, how often did the little slut do that sort of thing?

I came to those Spring Break photos, Noah's bubble butt in that wet suit. I remembered looking at them after his graduation party and acknowledging to myself that my baby brother was hot.

Now, I'd fucked that bubble butt. Twice. Noah had loved it. The noises he'd made tonight... just remembering them got me hard.

I scrolled through our conversations, stopping to look at the pics he'd sent me tonight and two weeks ago, that beautiful bubble butt bare, those cheeks pulled open to expose his hole as he waited for me.

If we only met up in dark rooms, Noah didn't have to know who was pounding him. That's what the slut wanted, after all, a naughty little voice whispered in my head.

"No problem, I said I would." I responded to his message. "You free tomorrow night?"


I'd just finished showering and was about to head back to my dorm when the message came through. I sat down on the bed with a thud.

Nick knew. He'd seen my face, he knew it was his brother he'd been fucking. He knew, and he wanted to do it again tomorrow.


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