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I Dare You Too

I Dare You Too

by nii_2021
19 min read
4.79 (90800 views)
adultfiction
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I Dare You Too

Edited by Tex Beethoven

~~~~~~~

All sexually active characters depicted in this work of fiction are 18 years or older.

~~~~~~~

A note from Nikki

Firstly, if you haven't ready

I Dare You

then I suggest you go and do that before you continue.

Secondly, I hope that you'll enjoy the craziness of this second instalment of

I Dare You

. I know it won't be everyone's cup of tea. After all, if I've learned one thing publishing on Literotica, its that everyone has their own taste. I know for some they'll think I should have quit after the first tale. Others won't like the direction it takes. Hell I'm pretty sure others will complain there's too much sex, not enough character development or that its simply too long.

Regardless of that, here it is... the second part. I enjoyed writing it and hopefully even if it isn't exactly what you like or wanted, you take some pleasure from reading it. Hell, if you don't like it, I'm not forcing you to finish!

Licks and kisses, nikki.

~~~~~~~

I watched my brother carefully, waiting for my moment, the gold-painted peg held ready. When the moment came, I clipped it onto the back of his shirt and slipped away, satisfied. It wasn't until an hour later it was discovered, but Brandon wasn't the one to find it.

"What's this?" Becky asked him, pulling it from the back of his shirt and showing it to him.

"Aww crap!" Brandon exclaimed.

"What's up?" I asked, feigning innocence as I rejoined them. We were having a BBQ with my parents, and Becky was over, as both my closest friend and Brandon's girlfriend. My boyfriend Mike wasn't able to make it. While that was disappointing, his absence had given me the focus I needed to attach the peg to Brandon's shirt, while he was distracted by Becky.

"That little gold peg is the continuation of a game we've been playing since we were kids," Brandon laughed.

"What does it mean?" Becky asked, laughing.

"That now he has to try and peg me with it, without my noticing," I explained.

"There's got to be more to it than that, though. I know you two," Becky declared. "There's something going on, and you can't hide it from me."

"Nothing more than a silly game," Brandon assured her, lying through his teeth. Becky looked at him thoughtfully, seemingly on the verge of pursuing the point, but she let it drop. I watched her carefully and didn't think she'd actually given up, but I wouldn't be the one to bring it up again.

As it turned out, I was right. Becky didn't let it drop, and she waited until she and Brandon were alone before she reopened the subject with him. The way Brandon tells it, she waited until they were fucking, and he was highly distracted, before she started pestering him to tell her more about the peg and what the game was

really

about.

Fortunately, he only half confessed. He told her about our original dares when we were kids, and about how we'd made each other do chores and other silly things over the years, but he didn't mention there was anything sexual about it.

She then insisted on being in on the game.

"Come on, it sounds like fun, why don't you let me play too?" she asked us both, while we were watching television about a week later.

"I dunno, it just doesn't really seem right," Brandon said. "It's weird, it's like this childish thing we still do, and it's really embarrassing even to talk about it, and it really only has any meaning because of our history, and because Sarah always refuses to lose."

"

I

refuse to lose?" I protested. "

You're

the one who's too bloody minded to ever give in!"

"'I can be competitive, too," Becky pouted.

"Yeah, but I just don't know how it could really work with a new person," Brandon said.

"Yeah, like I'd probably just end up always getting picked on, because you two would look out for each other all the time," I complained.

"I'm pretty sure I could get just as much fun out of making Brandon do dumb shit as you do," Becky insisted. "Maybe he'd be the one that gets picked on."

"I just don't know, Becky," Brandon replied.

We argued back and forth for a while without coming to a resolution. I was pretty sure Brandon would be subjected to ongoing harassment about it. It certainly distracted me from coming up with my next dare. The only good part was that throughout our wrangling nobody mentioned sex, which of course was the main sticking point.

--- +++ ---

"So Sah's, what are we going to do about Becky?" Brandon asked me one night when we were alone.

"What do you mean?"

"She won't drop the peg game. She's convinced it would be amazing fun, and she keeps insisting we let her play."

"Well, why don't you two just play your own version then?"

"Because it wouldn't be the same."

"Well, if she was playing with us both, it wouldn't be the same either. I mean if she was part of it, it's not like I could dare you to masturbate into a salad and eat it, is it?"

"Please tell me that's not your next dare!" Brandon laughed.

I didn't answer that, saying instead, "Now you mention it, I could probably dare Becky to eat a salad with cum dressing, if you'd be willing to supply the dressing. From our conversations, she tends to be a bit kinky like that. Maybe we should let her play?"

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"See? I'm sure there are things we could do to make it work," he laughed.

"Yeah, but it still wouldn't be the same. How would it even work?"

"Maybe there could be two pegs," Brandon suggested, which told me he'd been giving it some thought.

"Two pegs? How would that work?"

"Well... say there's the snitch, and maybe also a silver peg; whoever gets pegged with the snitch has to do the dare, and whoever gets pegged with the silver one has to participate, if the dare involves two people. Whoever doesn't end up with a peg is the one to come up with the dare."

"That could work I guess, but like, what sort of dares would we be doing? Like I was enjoying the fun we were having with it."

"Me too, but I'm sure we'll have plenty of fun, Sarah. How about this? We give it a try for a couple of weeks, and if it isn't working, we'll tell Becky we decided to end the game, and quietly go back to it being just the two of us, and not do any pegging she might find out about."

"I guess that's reasonable," I agreed. If Mike wasn't abroad with his parents for the summer, I probably wouldn't have even considered it, let alone agreed, but that's what I did. Brandon grinned and promised to come up with a silver peg.

"But who starts with the silver, given you already have the gold one? And what happens if someone gets pegged with both of them?"

"I don't know, I haven't though that far through it," he admitted.

"Well, maybe they would need to do a dare for each person that pegged them?" I suggested.

"Sounds good," he grinned. He was about to leave, but I stopped him. "Hang on, I haven't given you your outstanding dare yet. "I dare you... to give yourself a facial!"

"Oh man, that's so gross," he complained.

"Fun to watch, though," I grinned at him. I suggested he could of course give up the game and declare himself the loser, but I knew he was unlikely to. My assessment was correct. As much as he may have found it distasteful, he was prepared to go through with it, clearly considering the possibilities beyond that immediate dare. I stipulated he had to be naked when he did it, but didn't go so far as to insist he keep his mouth open.

When the time came, I sat down beside Brandon's bed, where he'd elected to complete the dare. He laid himself out naked, and began stroking his massive cock.

"I love watching you play with your salami," I purred, as he swelled to full hardness.

"Feel free to give me some inspiration to work with," he suggested, his eyes dropping to my breasts. My nipples hardened, and began to ache. I would have loved to play with them, but that wasn't in the spirit of the game. I wasn't horny enough to give up something for nothing.

"Do you think Becky would like to watch you doing this?" I suggested instead. "I think she really would. I reckon she's kinky enough she'd love to watch you cum all over your face, even with me here. She'd probably volunteer to lick it off your face afterward, too. That, or she'd try fingering your bum while you came on yourself."

I could tell he was enjoying my dirty talk. I moved very close to him, watching intently, blowing on the tip of his cock and teasing him as if I was about to suck it. He groaned and moaned, and I could tell he was getting close to exploding. When he was ready, he contorted himself into position, his cock impressively only an inch from his mouth. I knew from previous dares that if he wanted to, he could easily take himself in his mouth, but that wasn't the intent this time. He stroked his engorged shaft, and when I saw him clamp his eyes and mouth closed, I knew it was time.

Cum spurted from the head of his cock in a gorgeous jet of warm, sticky white goo. It splashed against his nose and over his lips, before a second spurt joined the first and sprayed his forehead. The rest ran back down over his shaft and fist.

"That was so hot," I moaned, leaving him to clean up. "When you've gotten the silver peg, give it to me, and we can see who manages to peg whom next."

--- +++ ---

Becky came over after school the following day, and Brandon and I sat down to explain how we'd decided she could join the revised peg game, and how we'd decided it would work. She was way more excited than I thought she had any right to be, but I didn't know at the time what she was capable of, or just

how

kinky she could be.

Brandon had possession of the snitch, which meant he'd be the one to come up with the next dare. I needed to decide which of them I'd try to peg. If I pegged Becky, she'd have to double up (unless I was the one ending up with the snitch), or if I pegged Brandon, he'd be daring Becky to do something with him while I watched. I wondered what Brandon might dare Becky to do if he was the other participant. I couldn't imagine it'd be something I'd take particular delight in, so I decided to target Becky; after all, she was the newbie to the game.

Pegging her turned out to be way too easy. Unlike Brandon and me, she wasn't accustomed to keeping herself paranoid all the time. And it turned out Brandon found her just as easy. So Becky now had both pegs, and thus had to fulfill two dares, one from each of us. I had no idea what Brandon might ask her to do. Given they were already fucking, I couldn't imagine something as simple as flashing her tits or underwear would be a starting point, like it had been when he'd first turned our dares sexual.

We gathered in Brandon's room.

"Okay, what's my first dare?" Becky asked way too eagerly. It made me wonder if allowing her to join had been the right thing.

"I dare you to take your panties off and masturbate with them until you cum, while Sarah and I watch," Brandon stated.

"What makes you think I'd want to watch that?" I protested, surprised Brandon had gone with something sexual right off the bat.

"It's not about whether you want to watch, it's about making her do it in front of you," he laughed.

"Sounds like fun to me," Becky laughed, not at all scandalised by the dare. In retrospect it wasn't so surprising; she was banging Brandon regularly of course, and she and I fooled around from time to time, kissing and groping each other through our clothes, so the ice had already been broken so to speak. She quickly shimmied out of the red thong she'd been wearing under her short denim skirt. She hitched her skirt up out of the way and spread her legs, lying back on Brandon's bed. Moments later she was rubbing the thong enthusiastically against her bald pussy, not trying to hide anything, and clearly enjoying herself. I glanced up from what she was doing to Brandon, noting he was rock hard. He glanced at me and grinned before returning his gaze to Becky's performance.

By the time Becky came with a squeal of delight a few minutes later, my panties were wet and sticking to my pussy.

"Now it's my turn to dare you," I announced as Becky sorted herself out.

Becky looked at me expectantly.

"I dare you to put on my panties, and wear them for the rest of the night."

"Kinky!" Becky laughed. Brandon looked surprised at the tame idea. I excused myself for a moment, telling Brandon and Becky I'd be taking them off where I wouldn't be stripping in front of my brother (as if that were an actual issue between us), and went into the bathroom. I slid my shorts down, and then rubbed my already wet pale pink cotton panties furiously against my wet pussy, making sure they were about as wet as they could possibly be. I slid them off, pulled my shorts back on, and went back to Brandon's room, dangling my soggy underwear from a fingertip.

"Here you go," I said to Becky, holding them out for her. She took them with a smile, and pulled the soiled underwear into place. She raised an eyebrow at me as they settled in place.

"Someone was more excited about my show than they were letting on," Becky said, but didn't expand to Brandon on how she knew. I'm pretty sure he knew exactly what was going on, though.

--- +++ ---

It took Becky two weeks to manage to peg Brandon with the gold snitch, and another week for her to get me with the silver one. Which meant Brandon would have to perform the dare, and I'd have to participate in some way. I wondered just how dirty Becky was going to be. After all, she was the one who'd first suggested we kiss each other in front of him back before they were dating, just so he'd get an erection she could size up.

--- +++ ---

"You know you two don't make it easy to pin pegs on you," Becky complained, once she had us alone in Brandon's room.

"Well that's the whole idea," I told her. "If it isn't a challenge, it's just a game of dare going back and forth, perhaps even every few minutes. There's no thrill of anticipation, or the satisfaction of a successful stalk."

"Well, at least I finally managed it," she said. "Which means you, my sexy boyfriend, have to do something I dare you to, and your sister has to participate."

"Nothing illegal though, remember," I reminded her. The twinkle of mischief in her eye should have warned me she was about to be a lot more forward than I'd expected.

"Brandon, I dare you to take your cock out, and show your sister what it looks like when it's all fat and erect. Show her the python!" she announced happily.

"Becky!" I protested.

"What? You only have to look at it, and trust me, you're going to enjoy the sight." As far as Becky knew, I'd caught a glimpse of my brother's cock once in the past, and she'd of course sent me pictures of it (and of her fucking and sucking it), but she didn't know I'd not only seen it in the flesh, but had been totally intimate with it. To her, this would be the first time I'd be truly face to face with it.

"Isn't that a bit extreme though?" I asked. "Like why does the dare have to be sexual?"

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"Because first of all, you both dared me to do something sexual last time, and second, it's no secret that I've already played with each of you, and third, sexy dares are the best kind," Becky laughed.

I noted that Brandon hadn't objected to the dare at all. "And you're okay with this?" I asked him.

"I'm just taking my cock out and showing it off, it's not like you'll be touching it or anything," he replied with a shrug. "Or you could always concede defeat."

"Nuh uh, not that easily," I laughed. "Go on, show me this

python,

if it's so impressive."

"Let me help you out a bit," Becky said, clapping her hands, when she realised her dare was going to happen.

"No, you're not allowed to; it wasn't specified in the dare," I informed her. She wasn't yet aware of how technical we could get, but I was pretty sure that when I was first dared by her I'd find a loophole or two to confound her. And to me much more than to Brandon, exploiting loopholes was almost the best part of the game.

Brandon took off his pants and sat on the edge of his desk chair, his impressive cock hanging low and heavy between his legs.

"See?" Becky said excitedly.

"Becky, that's my

brother's

cock, I'm not going to get all giddy over it," I said, pretending to be put off by his being my brother. After all, Brandon probably didn't know Becky had been sending me pictures. So to her, this should be the first time I'd really looked at it with his knowledge.

"Huh! Wait until it's erect," Becky insisted. "Come on, wake up the python, Brandon!"

He took his cock in hand and started to stroke himself. I tried not to look like I was enjoying it too much, even though the sight of him becoming erect had me every bit as excited as it always did. I was conscious of Becky watching me carefully, to see how I reacted.

"Impressive, isn't it?" she cooed.

"Well it

is

big," I admitted, but I told them once he was fully erect, I'd leave them to it; it was obvious they were going to fuck, Becky was practically climbing on top of him before he'd even managed to get himself to full hardness. I went to my room and masturbated very quietly, my fingers dancing over my pussy as I listened to the boisterous sounds of them fucking.

--- +++ ---

"Tell me you weren't picturing your brother's cock all last night," Becky challenged me at school the following day.

"What?"

"I bet you were. I bet even though he's your brother, all you could think about was how good that massive cock would feel in your hand, or your mouth, or even your pussy. I know that was all

I

could think about the first time I saw it for real."

"Yeah, well, we're not all as kinky as you are. And I've seen it before, remember? You keep sending me pictures."

"Yeah, but it's more impressive in the flesh, isn't it?" she grinned.

"I may have thought about it a little," I conceded.

Becky just laughed at me. "Yeah right, a

little

."

"I don't see why you're so obsessed with my response to my brother's cock, Becky. Like he's your boyfriend,

and

my brother. That's like double the reason for my not needing to see it. Like, its bizarre! It's not normal."

"Well that's just me really, isn't it? Not normal, I mean. Anyway, so far I really like this game, it's fun."

"Well yeah, it's not been the worst thing," I admitted.

"Is it wrong to look forward to finding a peg on me?"

"Only if you deliberately make it easy to get yourself pegged," I advised. "We're supposed to make it as difficult as possible, and be like totally vigilant

all the time

."

"Oh trust me, after how easily you guys got me last time, I'm all over not giving you the chance to get me again."

"Is that right?"

"Yep, I'm going to be super hard to peg this time."

"Good," I replied, laughing to myself because she hadn't yet realised I'd already managed to clip the silver peg onto the hem of her skirt. She found it when she sat down for our next lesson. The stricken look on her face when she turned to me was priceless!

Brandon managed to peg me with the snitch four days later.

I wondered what I'd have to do.

"Hey Sarah, I dare you to kiss Becky for five minutes right here in the living room, with plenty of tongue," Brandon announced, when we were all alone itogether.

"Oooh goody!" Becky exclaimed.

"You

want

me to kiss your girlfriend?" I asked. I felt like it was my duty to act like doing these dares went against my desires, if only for the benefit of appearances.

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