Author's note: This one is short. My second story ever, I'm just trying stuff out, so feedback is appreciated. This one is explicitly a cheating story, with a focus on anal. Be warned.
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Five minutes. I felt so bad, oh my God, but apparently it only took five minutes for me to cheat on my husband. With my brother. In my ass.
I'm Dana. I'm not a slut, I'm really not. I've been with my husband Sean for five years, and we love each other. I'd had a handful of boyfriends before Sean, but we had just clicked. He matched my sense of humor, we had an amazing time in bed, he was hot, and I was very much in love with him.
That Thursday, my brother Justin was coming over just to hang out. He'd been having a tough time at work, and needed to blow off some steam. He's a good guy, really. Only, I forgot he was coming over. It had been a busy month, and I was having trouble keeping dates straight in my head.
I guess I should tell you about myself. I'm a short, slender blonde with small boobs and a big butt. I like the way dresses make my legs look, so I wear them most days. I like to think I'm pretty, my husband calls me gorgeous, though that's his job. My eyes are blue and my lips look good wrapped around some dick.
So I'd been doing some research. Sean and I were adventurous in bed, but that usually meant stuff like being a little naughty in public, or seeing how athletically we could fuck, that kind of thing. He really liked that pile driver position, where I lay back on my shoulders with my pussy in the air, and he fucks down into my little hole. That position let him get super deep, and I was happy to cum on his dick, like, a bunch. So, anyway, I was doing research, to give my husband a naughty present, namely my ass.
I had picked up lube and a butt plug, and I set to getting that thing worked into my ass whenever my husband wasn't around. Sean was a huge fan of eating my ass, so I had to be careful not to let him catch on, or it would ruin the surprise. I had this idea that I'd get him all hard and hot, climb on top, and just guide him into the "wrong" hole, but smoothly and confidently. Just watch his brain melt out his dick. Y'know?
Not quite how it happened.
That Thursday was the day I'd decided I was ready. Sean had a bit of a late shift, and I worked from home, so I spent a lot of the day with the plug in, occasionally fucking my ass with it. I discovered I was a big fan of anal early on, and the wait to give it to Sean had made the anticipation just delicious.
So there I was, plugged up and horny, when my brother knocked on the door. "Dana, you home?" Came his deep voice through the door.
Shit! What? I didn't understand why he was here. "Justin? You okay?" I asked through the screen door.
He frowned, holding a case of beer and some hard seltzers, "Yeah, you guys told me to come over today. You forget? Oh there's Sean." We both waved as Sean's car approached, parking by the curb, as my car was in the driveway. He hopped out and gave me that smile and I just wanted to drag him to bed.
Since I'd had the plug in all day, I totally forgot about it in the ensuing chaos. Beers were opened, laughs were had, a movie was put on, and then I sat down. Oh right, butt plug. Hmmm.
I was wearing a floral print sundress, one of my favorites, and it was a tad short with my little thong on, but the only people who could see me here were either allowed to look or wouldn't look. Though maybe Justin was looking? He glanced at me often enough. I always thought my little brother was cute, and that hadn't changed as he neared his 30s. I had just turned 30 myself, and I was glad I still looked good enough to draw attention. My brother's attention, though? I found I really didn't mind too much. He was harmless.
Sean's phone rang. It was work. "Gimme five minutes, I was expecting this one. Shouldn't be too long."
Sure. This happened sometimes, no biggie.
Justin was sitting on an overstuffed armchair, working through his third or fourth beer, and was feeling no pain, as they say. "Hey, Dana. C'mere." He held his arms out for a hug. I'm a cuddle monster and cannot resist a pair of comfy man arms, and Justin's were my second favorite after Sean's.
This was just one hug out of thousands, but I was horny already. When his arms wrapped around me, I was painfully reminded of that fact. This wasn't a response to Justin, mind you, just a continuation of the torture I'd been putting myself through in preparation for a lovely night with my husband. I was NOT attracted to my brother. Not explicitly. Maybe just a little explicitly. Ugh, it's not my fault, he's just cute and kind to me.
So we spent the first minute snuggling on the armchair, his big arms wrapped around my little body, and I was happy. I felt safe and warm and nice.
Then he got hard. That's okay, that's what boys do, and I took it as a compliment. He flexed it against my butt a few times, but he was a tad tipsy and not thinking straight and I wouldn't hold it against him.
I stayed there for a few minutes, then went to get up. But one of the empty bottles had tipped over and my bare foot hit it weird. I sat down hard on his dick. Sounds innocent and sexy, right?
Nah. The butt plug punched his dick, hurting both of us.
"Ow holy fuck!" I shrieked. Meanwhile he just thrust his hands under my butt to cover his junk, groaning loudly.
"What the fuck is that, Dana?" Like I said, his hands were under my butt, and he could feel the plug pressing against the back of his hand.
I was kinda writhing around, my hand on my butt, and wasn't listening. Having just had my bowels punched by a lump of rounded steel, I wasn't firing on all cylinders, mentally speaking. I should've gotten up, but instead I reached back and hooked my thong to the side and pulled that plug out, breathing a big sigh of relief as the pain started easing.
"Sorry little brother. I had a butt plug in, y'know, for Sean." I held it up for him to see.
I don't think he was listening at first, busy feeling around for trauma, but his head snapped up when I said 'butt plug' and he gave me a look, somewhere between "that's crazy" and "that's so fucking hot". I found that the pain was gone, but the horny was back in full force under that stare.
Justin was wearing basketball shorts, and at some point he had pulled them down. Trying to inspect the damage of a dick punch is difficult without looking at the dick. I get it. But I was still on his lap, kinda leaning off to the side. Naughty little brother.
"That fucking hurt." Justin said. "Can dicks get bruised?"
"I don't know. Does it feel tender?" Why wasn't I moving?
"Hard to tell so soon. You know, I, uh, wasn't expecting to get punched in the dick by my sister's anal toy today. Weird day. So you like it in the butt, huh?" His eyes were intense, and I realized I could feel him against me. Throbbing.
"Never tried, actually. It was a surprise. Uh. That thing seems like it's working fine." I giggled as it flexed against me. It felt really nice, the warmth and the soft, silky hardness of dicks in general, and the thrill of a new dick touching me. And it was Justin's. Extra spicy.
"I dunno. I can't exactly look for bruising. I'll probably have to have someone, uh, look at it?"