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The Unexpected Truth or Dare

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Bro & sis roleplaying leads to that game that leads to more.
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MrIllusion
MrIllusion
4,829 Followers

Edited by: Pope1944. Thanks!

***

I sighed as I saw my sister sprawled on the couch. As usual. I was back from my morning half hour run, a run that always followed my daily swimming practice. Olivia barely replied to my hello, her eyes glued to the TV. She was wearing a baggy shirt and a pair of baggy pants. I thought that my sister looked like a fat potato right now. Yet after seeing her in a bathing suit, the few times she had dared to wear one this summer, I knew for a fact that my sister was not fat. Sure she wasn't as fit as I was, nor nearly as fit as my girlfriends had all been. Of course, I had to admit, most of my girlfriends had been swimmers on my team and were remarkably lean and tight. I grinned, thinking about my last girlfriend, Amy. Oh, the feeling of her hard ass in my hands... I still missed that ass!

Shaking my head, I looked at my sister again. She had rather large breasts and I knew she was embarrassed by them. So by trying to hide them under baggy clothes, she ended up looking fat most of the time. I was sure that if she dressed appropriately and went out, she'd find guys easily. She wasn't a beauty queen, and except for her large breasts, her body was ordinary. But she wasn't bad looking either.

As I went up to my room and logged on Facebook, I read a message from my friend Alex. I grinned. Although the message had nothing to do with my sister, I thought about how Alex really liked Olivia. Really liked her. Come to think of it, I suddenly realized that most of my friends had made at least one remark about how hot she was. "Horny males, all of them..." I thought. I just couldn't see it. At the beginning of summer, Alex had said to me that it was because she was my sister. "Nah..." I had replied. "She's just ordinary, and you find her hot just because you hadn't had any girlfriend in months!" Alex had hit me on the shoulder and dropped the subject.

Later, coming back down to fix myself a snack, I looked at my sister again. She was still sprawled on the couch, but had at least changed position. I wondered why she wasn't actually fat. With my shake in hand, I decided to sit down in the couch opposite to hers and really look at her. Olivia was surprised at first, but soon she was staring at the TV again, ignoring me. I smiled into my shake: I just couldn't see it. All I could see was an OK girl with a huge mop of long brown hair. And that's it.

Right now her body was cloaked by the baggy clothes despite the fact that it was a hot late summer morning. Thinking about those times when I had seen her in her one piece bathing suit, I had to admit that Olivia had a decent body. If you liked curves. I liked swimmers' bodies: tall, thin, lean and tight. Small breasts and rounded but firm asses. That wasn't, by any stretch of the imagination, a description of Olivia's body.

But thinking about the bodies of my lean swimmer friends had an impact on my cock. When I felt it beginning to stir, I looked at Olivia to see if I could get up and leave safely. She was still looking at the TV, but as I was about to get up, Olivia stirred, moved around on the couch and stretched her arms above her head. The thin material of her shirt ended up stuck between her thighs and was forced taut by her breasts as we were thrust forward. They really were quite big. Some blood already in my cock and my mind fired up by the memories of the girls on the swim team, I surprised myself by reacting to the sight of my sister's breasts.

When she was done, she looked at me and asked what I wanted. Shaking my head, I said nothing. A minute later I got up and went back to my room. I closed the door and locked it as well. Both our parents were gone for the day, and it wouldn't be the first time that I would masturbate with my sister in the house. I had laughed at my friend Alex's lack of girlfriend earlier this summer, but I realized that it has been six months since I broke up with Amy. Alex had in fact hooked up with a new girl last month, and I was the only one of my friends still single. An entire summer being single! Well, single except for that one night during a competition, with a glorious girl from another state. One night, amazing memories, and nothing more.

As I began searching a for a good porn clip online, I faced the fact that I was in a state of nearly constant arousal. It had even caused a few near misses at the pool. Speedos were perfect for fast swimming, but awful at hiding erections. Even semis. That constant arousal is probably why I had found myself staring at Olivia's stretch... Nothing more. I settled on a clip of one of my favourite pornstars, this time in a threesome. At first, I barely noticed the other girl in the scene, but when she pulled her shirt above her head, just about the same move that Olivia had just made, I clicked. She really looked like Olivia. Not her face, not at all, but the rest of her body... I grinned, still pumping my cock at the sight of the other girl being pumped by the large cock.

But as the scene unfolded, I couldn't help but stare at the other girl, with her generous curves and dancing breasts. When that girl enfolded the guy's cock between her breasts and tittyfucked him, it pushed me over the edge. I exploded and came all over my chest, pumping my own cock for a long time as I stretched my pleasure as much as possible. As I was cleaning myself up, I had to admit that I had never personally felt such a pleasure in my life. None of my girlfriends had had breasts remotely large enough to give me a proper tittyfuck. But that girl had. So did Olivia. Plenty. Shaking my head again, wondering at the intensity of my sexual need, I got up and headed to the shower.

I had hoped that my intense climax and warm shower would take my mind off sex. It didn't. Soon enough my cock was hardening again and as I washed it, it was fully hard mere minutes after my last climax. Being 21, it wasn't the first time such a rapid turnaround happened, but it usually happened while in bed with a girl. Now, just thinking about that other girl's massive breasts around a cock... Damn! I found myself masturbating again, imagining that girl kneeling in front of me, her huge breasts around my cock. To my surprise and horror, in my mind's eye I saw Olivia's face replacing the pornstar's. I could see her large breasts moulding themselves around my cock, her large pink aureolas and stiff nipples moving around and squashed between her guiding hands.

I let go of my cock. Despite my arousal, I was not about to jerk off to my sister's face! Focusing my mind on the pornstar, I grabbed my cock again and felt the surge of pleasure. But seconds later, it was my sister's tits that I was fucking and I let go of my cock again. "Fuck!" I swore out loud. I was laughing at myself despite my frustration when I heard Olivia's voice calling me from the other side of the door. I nearly jumped out of my skin in surprise. In a matter of a single second, I felt surprise, shock, fear, shame and guilt. "What?" I called, seeing my cock still turgid and twitching with every heartbeat.

"That's what I said!" was Olivia's reply. "I heard you swearing and wanted to make sure you were alright."

"Oh... Sorry about that. I'm alright. Never mind..." I replied.

"Did you pull a muscle?" she asked, a playful tone in her voice.

I grinned. Olivia was thinking about an incident that happened two weeks ago, when she herself pulled a muscle in her calf. I had helped her and had even massaged her leg to ease the pain, but all the while I had teased her about not being in shape.

"Never worry about that... I'm in very good shape!" I called back. And it was true. One could do an anatomy lecture using my body.

"Well ok... But remember that you can't work out every muscle at the gym..." was Olivia's intriguing answer.

Looking down at my cock, I grabbed it against and squeezed it hard, feeling it resist the pressure as well as my other muscles. Wait! Was she talking about that? Confused, I asked "What?"

"You know what I mean..." she said. "Every time you come back from your swimming practices, you head to your room and lock the door. It doesn't take a detective to know what you're up to..."

I was stunned. Olivia had never been a shy or prude girl, never afraid to speak up if she had something to say, but this was new. A high pitched "What?" was all I could manage.

"Hahaha! Didn't think I knew about that little pre-shower ritual, did you?" Olivia was laughing, but it was clear that she wasn't laughing at me. She just thought the situation was funny.

I, with my hard cock still in hand, took a chance and said "Oh... So you think I'm done?"

I grinned at the few seconds of silence as I now pumped my cock waiting for I answer. "Well... I did think so, yes. So you're... Right now? Oh Gods!" Olivia cried out before laughing loudly. Again, Olivia wasn't a prude. And while it was the first time such a peculiar exchange had happened between them, it wasn't out of character. "Pervert!" she said, still laughing. I was laughing as well, but my body demanded another form of release. So, for the first time in my life, I masturbated while fantasizing about my sister.

I came hard. Very hard. I imagined her standing right here, naked in her own shower, and looked around the shower trying to find something that she... The shower head! I grabbed it with one hand, thinking that she may have rubbed it against her breasts or even her pussy. Despite having just climaxed minutes ago, I still sent a few jets of sperm on the shower curtain, whispering Olivia's name.

Now spent, I didn't know exactly how I felt about all of this. A towel wrapped around my waist, I got out of the bathroom and saw Olivia in her room. She looked at me with a genial smile, which I returned. We were cool. But as I turned and walked to my room, I heard her say "Naughty boy...". I grinned again.

During the last few weeks of summer, before we both had to go back to college, nothing else happened, nor did we talk about that incident. Instead, we reverted to more classic arguments about health and about how Olivia was not taking care of herself properly. During the same week we left the family house, Olivia for her second year of college and I for my third. While at college, we didn't see each other all that often. We were no more than a three hours drive apart, but very rarely made special trips just to see each other. We met a couple of times when we both happened to come back home for a week-end, but no more.

That was why I was really surprised when Olivia called me in early October. She began by making small talk, which was weird in itself, but soon I heard her voice cracking. Something was up. And despite the fact that we weren't all that close, my big brother instincts kicked in. I asked if a guy was responsible for her troubles. I was wrong. In fact, it was the very opposite.

Olivia hadn't had a steady boyfriend for a long while now, but for some reason had let her college friends believe that she'd had one back home all summer long. I was shaking my head, smiling slightly, wondering why Olivia hadn't simply told the truth. But I knew, being in a similar situation, that it wasn't all that easy for college students to admit that we were single. Olivia didn't completely fall apart on the phone, nor did she begin crying in earnest. But it was clear that she was feeling bad. Really bad.

Soon though, it became evident that her loneliness wasn't the real problem. There was a big party coming up next week and everybody would be accompanied. This was a really big thing in her faculty, and it would be strange if her boyfriend didn't show up. Olivia finally asked me if one of my friends would accept to play the role of her boyfriend for the night. My immediate reply was "Yes, of course!"

But then, as I thought about it, most of my friends were in steady relationships this semester. Alex would probably jump at the chance to play Olivia's boyfriend, but his jealous girlfriend would probably have a fit. Five minutes later, I could hear Olivia cracking up again at the thought of not even being able to have a fake boyfriend.

But then I spontaneously said what neither of us had even considered "Well, I could do it!"

"What? Play my boyfriend?"

"I'm sure it will be very weird, but we're not talking about a week-end in a motel, or share a bed... Just an evening of dancing in public. And judging by what you said earlier, it's going to be a rather formal thing, so nothing to worry about, right?"

Olivia paused, then said "Are you sure?"

"Why not? Isn't that what big brothers are for?" I asked.

"Playing at being their little sister's boyfriends?" Olivia replied, laughing.

"No silly! Helping their little sisters, whatever the reason!" I laughed with her.

A few minutes later we hung up, and I was still smiling. I was glad that I had found a way to avert a crisis for my sister, and it would probably do me good to spend an evening dancing. Even if it was with my sister. We both enjoyed dancing and I knew she was a pretty good dancer. It had been a while since I had, so I looked forward to it. We were past the age where Olivia's friends would force us to kiss or worse, so nothing could go wrong. Right?

Well, nothing did go wrong until Olivia and me moved outside with a group of her friends. And got slightly drunk. The simple plan of a nice and rare evening of dancing with my sister changed. Everything had gone smoothly until that point and nobody suspected a thing. Olivia's facebook profile didn't have a single picture of me, and she had never gone around showing my picture for no reason. So we were pretty safe. Sure we spent more time holding each other's hands and dancing very close during that night than during the last few years combined, but so what?

In fact, as the evening turned into night, I had to admit that this night of dancing with my sister was one of the best nights I'd had in months. Not only was it fun, it was great. Before college separated us, Olivia and I had danced together quite a lot, practicing the steps we had learned at our respective schools. But once I moved away during the fall and winter, we didn't have that connection and our relationship withered. But tonight, it seemed like all the habits and patterns we had developed as brother and sister through the years had evaporated. I was having fun just talking with my sister-girlfriend, was having a blast dancing with her and, I had to admit as well, looking at her.

When I had picked her up at her apartment she had already been wearing her evening gown. Two things became immediately evident. First, it was a dancing gown. I knew that for most people there, the dancing part was not important. But I was really glad to see that my sister intended to dance. But second, Olivia was hot. Raging hot. I was actually shocked. After a few minutes of looking at her and stealing unbrotherly glances, I couldn't detect any physical changes. It didn't look like she had lost weight or started going to the gym. But damn! I definitely felt lucky.

Spending the entire night dancing with my sister in great dancing form and full feminine bloom was truly enjoyable. At one point I got lost in the moment and slapped her ass after she completed a great spin move. I froze immediately, but laughed as she shot me a brilliant grin. At the beginning of the evening, we wordlessly agreed to skip the slow dances, but by eleven, we actively sought each other out in the crowd if we weren't already side-by-side. For the past two weeks, I had thought about this evening as nothing but a generous, but boring, way to help my sister with her peculiar plan. By midnight, as I was leaving the great room with a bunch of Olivia's friends, I was extremely glad to have been wrong.

And that's when things changed. Sitting on the clean grass, well away from the hall, the group was finally finding some quiet to enjoy the night. Olivia and I had spent so much time dancing that we hadn't drunk too much. Not so for her friends. Most of them, Olivia's four friends and their dates, were already pretty drunk. Holding Olivia's hand in my own, I didn't think too much about it and joined the drinking. Following my lead, so did Olivia. The mere fact of being tipsy could have sparked some awkward situations for our fake couple, but probably nothing serious. A truth or dare game which began before either of us could even try to say no, well, that was an altogether different thing.

"Let's start easy. When was the first time you kissed?" asked Jenny to Christopher.

He replied "That's easy. Truth. Under the bridge right behind us, last year at Halloween. Now, Mark, are you and Ginger already having anal sex?"

At that question, six people burst into laughter, including Christopher, Mark and Ginger, two people froze with their mouths opened, and Olivia and I squeezed each other's hand hard. Clearly, this wasn't going to be a PG13 kind of game. And Mark made it pretty clear. "Fuck off! Dare!"

"Really?" asked Christopher. "Ok then. Kneel behind Ginger and grab both her breasts in front of us. I wanna see these puppies dance!" Most of the group laughed again, and I saw that even Olivia was laughing. Wasn't she aware that soon it would be our turn? Shit!

As Mark executed the dare, and Ginger didn't seem all that phased about it, I began to understand that Olivia's friends were quite open about sex. And maybe that was why her being single was an issue. In any case, it would not help us now. Then again, seeing Ginger's "puppies" dancing was quite a sight and it stirred my cock. High spirits, slightly drunk edge and great breasts dancing? More than enough for long-time abstinent guy.

The questions, answers and dares passed around and even though Olivia and I got a big share since nobody knew me, the siblings decided to play it safe and always give true answers. Well, false true answers, of course. We were making our stories up as we went along, and, of course, got teased about it. One of the girls had no top at this point and one of the guys had shown his erect cock to the group. Olivia and I, truth freaks, had been spared and the others had begun to notice. We probably could have endured the teasing and kept going though.

Sadly, at one point I forgot about one of our previous lies and told something that made it clear that I had been lying. Ginger and Jenny stood up and screamed "Liar!" pretty loudly. Olivia was laughing hard, probably a bit drunker than she had realized. Jenny, the pretty and small-boned blonde who had asked the question, said "It's now time for a dare!" Kneeling in front of me, she leaned in very close and said "Afraid of what aunty Jenny will ask you to do?"

"No, give it your best shot!" was my reply. It was what I would have said in any other truth or dare game, but I bit my tongue as I realized it may not have been the best option here and now.

"Oooh... Confident aren't we?" was Jenny's slightly slurred reply. "Well then, take that top off, I wanna see those pecks and abs of yours..."

I was glad. I was afraid she would have made Olivia and I kiss. Hopefully nobody had noticed that we hadn't. I got up and even made a little strip show out of it, and noticed that Olivia was clapping and laughing with the other girls.

"Damn Olivia!" still Jenny. "Lucky girl you! Wow! And look at that, em... hump there!" she said, looking at my crotch where my obvious erection was tenting my pants. While everybody laughed, Olivia got up and rubbed my chest and abs, even going slightly under my belt, which made everybody laugh even more. Jenny said "Wo there cowgirl, wait 'til you get him in bed!"

I was glad the focus of attention was shifted away from me again. But shit was I hard! Hard and excited. And with no prospect of relief tonight. A few minutes later, when asked about their first meeting, Olivia refused to reply. Later she would tell I that it was because she didn't want to say that it happened 20 years ago, not realizing that she could simply have lied. Christopher, whose busty girlfriend confirmed that he liked large breasts, began by asking Olivia to remove her top. But before she could, Ginger said "Hey! I haven't seen these two kiss all night long!" After everybody corroborated, Christopher reluctantly agreed to change my dare. "Kiss your boyfriend for God's sake!"

MrIllusion
MrIllusion
4,829 Followers


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