My sister's boyfriend invited me to go with him on Omegle and it went a different way

About two months back, would call it Omegle since people are more familiar with that. Sorry if this ends up being lengthy.

It was a regular evening in my room. I’m (19F), my older sister (23F) and her boyfriend (25M) live with our parents too. He’s been staying with us since August because of some family drama that forced him to move in. My sister’s a traffic controller and often pulls night shifts, while he’s a carpenter (we call him a “chippy” around here), so he works days. We’re all pretty tight and chat a lot.

That night, around midnight, she was at work. I was just lounging, watching Love Island, when I got a text from him “I’m bored, wanna do something?” Normally that means a late-night drive, gaming, or a movie, but this time he said he had something else in mind. I was too comfy to move, so I told him to come in and explain.

He walked into my room, sat on my bed, and asked if I’d ever heard of Omegle. I said yeah, and he suggested we hop on and chat with strangers to kill time. Sounded fun, so we went to my sister’s room where he has his gaming setup. He pulled it up on the computer, and we started talking to random people.

We were messing around, and he jokingly warned, “Don’t get turned on by any random dicks.” I shot back, “I’ll try,” and we both cracked up. Then we matched with a cute couple, both 26, from Sydney, Australia. They were really nice. We chatted for a bit, and when they asked if we were together, I explained he was dating my sister and we were just bored and messing around on here.

After a while, they suggested Truth or Dare. We said sure started off totally safe and innocent. But soon they wanted to “heat things up,” adding that refusing meant a punishment. I was like, whatever, let’s go.

It was my turn to ask them: Truth or Dare? She picked Truth. I asked when they last had sex, she said about two hours earlier.

Their turn: Truth or Dare? I picked Dare (no idea why lol). They dared me to flash them. I hesitated for a second, told him to turn around and he did. I lifted my top and showed my breasts. They were impressed. I said he could look back… but my top was still up. He turned, saw everything while I scrambled to cover up. They were cracking up, saying “He just saw her tits!” I felt a mix of embarrassment and… not really minding. He’s honestly hot. He looked surprised but had this small smirk.

We kept going, mostly sex-related questions. Then it was his turn "Dare". They told him to pull his dick out. No hesitation he just did it. And holy crap, it was massive. My jaw literally dropped I couldn’t look away. The couple noticed and teased, “Looks like she’s into it.” He glanced over and caught me staring, mouth open. I snapped out of it and blurted, “Sorry, but how big is that thing??” He casually said, “A bit over 8 inches.” He was fully hard, and I realized he’d gotten that way after seeing my tits. He even lingered a few seconds, stroking it lightly before tucking it away.

A few more rounds, punishments included me slapping him once when he refused a question. I stupidly said, “I’ll answer or do anything, no more punishments for me.” Huge mistake.

My turn again "Dare". They said, “Leave your shirt off for the rest of the game.” So I took it off completely. He stepped out to the bathroom quick. Alone with the couple, I started teasing my nipples a bit. The guy there was stroking himself through his shorts, which I secretly loved.

I got a text from him: “You okay with this? We can stop if it’s too much.” I replied, “I’m actually fine, just can’t tell my sister.” He said, “Never. As long as you’re good.”

He came back, game continued.

Questions like Biggest dick I’ve taken? “6 inches.” Shaved or trimmed? Etc.

They asked him his biggest regret “Sleeping with one of my ex’s ugly friends.” I was like, okay what lol.

Things escalated fast.

My dare “Let him touch your boobs.” I said sure if he wants. He grabbed them instantly like he’d been waiting forever. He pinched my nipple (super sensitive), I moaned softly. I could see him getting harder.

I was so worked up I decided to go for it. Their turn "Dare". I dared the woman to suck his cock for a couple minutes. While they did, I propped one leg up on the chair (grey pajama shorts, obvious wet spot), and started rubbing myself. He didn’t notice at first, but then he started stroking himself too.

Our turn: He picked Dare. They said, “Taste her pussy.” He asked if fingers or mouth they said eat her out. He got on his knees, I slid my shorts off, he spread me open and dove in. That first lick on my clit was insane pure electricity the whole time. What was supposed to be a quick taste turned into him devouring me. I pushed his head deeper. The couple cheered us on, saying my sister would never know, to just “take it like a good girl.”

I glanced up the couple was now fucking doggy-style right on cam, her face close to the lens. So hot. He stood, played with my tits again, then positioned himself so his dick was right in my face. I pulled his shorts down it swung out huge. I chased it with my mouth like I was in a trance, caught the tip, started sucking. He began thrusting into my throat. I’m not great at blowjobs (only done it twice, nothing this size), but he kept praising me, calling me a good girl.

His hands roamed down my body breasts to pussy, fingering me while I sucked him and watched the couple go at it. I was moaning around his cock, grinding on his fingers, feeling completely used in the best way. Like all my dirty porn fantasies were happening.

I was close. I pulled off to beg him not to stop I was about to cum. He fingered harder, then pinched my nose shut while his cock was still deep. I exploded harder than ever legs shaking uncontrollably. Maybe the combo of throat + no air + the buildup.

After, he guided me: faster, slower, focus on the head. A minute later he warned he was close, pulled out, and came all over my tits, stomach, even my hair. Huge load. He scooped some with his fingers, fed it to me, and asked how he tasted. I looked up (mascara streaked) and said “Good, daddy” (slipped out lol).

The couple finished, we swapped contacts, he shut everything down, helped me clean up. We swore never to tell my sister.

It’s been a while no repeat, no mentions. But lately when I touch myself, I obsess over his cock inside me. I even bought a dildo matching his size and girth to fantasize it’s him. I might be more fixated on my sister’s boyfriend’s dick than she is…