You Only Have to Ask Ch. 03byJunichiro©
The rest of that day was magical. We didn't do anything that special, just went grocery shopping, watched a movie, and cooked dinner... but it was special because we did it together. Then at dinner, Matt's phone rang and he excused himself to answer it. When he returned he was wearing a frown.
"Bad news," he said. "That was work. I have to go to some conference."
"Oof," I said. "When?"
"Tomorrow morning. The guy they were going to send got sick so they're sending me instead."
"On such short notice? That sucks!"
"Yeah. Well, it's only for a few days, but still..."
"Poor thing," I pouted, standing up and crossing the room to him. "I'm gonna miss you."
"Yeah, I'll miss you too," he said. "Anyway I'd better get going... I still have some stuff at mom and dad's place and I have to get packed up and then get to bed. My flight is pretty early tomorrow."
"Wait," I said. "Before you go, let me give you something to remember me by."
I dropped to my knees and undid Matt's belt. I pulled down his pants and immediately starting licking and sucking on his balls. Within seconds I felt his dick get hard against the side of my face. Mmm. I licked up and down his shaft a few times and then wrapped my lips around his head. I sucked hard as I started to move my head up and down on his cock, first slowly, then faster and faster until I was blowing my brother hard and fast.
"Oh fuck..." he said. "That's so good..." He ran his fingers through my hair and put a small amount of pressure on my head, guiding me up and down his cock. I felt myself getting wet as I sucked him. His cock was so hard, and I loved the way it filled my mouth. I slipped one hand into my panties and started rubbing my clit as I sucked him harder and harder. I was so horny.
"I'm getting close..." he said.
I pulled away suddenly. "Uh-uh!" I said. "Not yet. I need this cock in my pussy first." I quickly whisked off my shirt and pants and got on my hands and knees, wiggling my butt at my brother. He took the hint. I felt him bumble around a little bit, this being our first time in this position, before rubbing the head of his cock against my clit (which felt really hot) and then sliding it up until he found my hole. He sunk his dick into me all the way, deeper than I'd ever felt. "Ooooooh yeah," I moaned. "That feels really good, Matt!" I reached down and rubbed my clit hard and fast. I knew he wouldn't last that long and I really wanted to come with his cock inside me.
"Oh god, it feels go for me too," he cried out as he put his hands on my hips and started pumping into me. "It's really intense. I can get so deep this way, it's like your pussy is massaging the head of my cock."
"Mmm, you like my pussy, huh?"
"Yeah, I love it," he grunted, picking up speed. "And you seem to like my cock."
"I looooooove your cock!" I squealed. To show him just how much I gave it a squeeze with my pussy and I started rocking back against him hard and fast. "I love it so much I'm gonna come all over it pretty soon!"
"Mmm, yeah? Do it, baby. Come for me. Come on your brother's hard dick!"
"Mmm, fuck baby, keep fucking me. Harder, baby, here it comes.. I'm coming! Oooooooh fuck!" I came hard, my pussy spasming around my brother's cock. It felt so good. God I loved fucking him. His cock just fit into my pussy so perfectly. As my orgasm started to subside and I regained my senses, I could hear Matt's breathing get faster and I knew he was close too. "Oooh god Matt I came so hard. Are you gonna come too, baby? I know you're getting close. Mmm, I want it. I want that hot come so fucking bad, baby. Where do you want to come?"
"Oh, uh... on... mmm on your ass!"
"Oooh, that's so hot Matt! Come for me baby! Cover my ass with that hot come!"
With a groan he pulled out of my pussy and a few seconds later I felt his come splash across my body in big thick gobs. The first hit me in my upper back and hair. The second and third streaked up my back, and the rest--which was a lot--landed on my ass as intended, coating my butt cheeks and running down onto my legs, asshole, and pussy. It felt so good. I was starting to get obsessed with my brother's come. I love tasting it in my mouth and swallowing it, I loved feeling it fill up my hungry cunt, and I loved the feeling of it on my skin as he covered me with it.
"Mmm, fuck that's hot," I sighed. "You're so fucking hot! I hate that you have to go!"
"Me too. I wish I didn't, but I do, and I'd better get moving."
"Ugh. I'll miss you," I sighed. Then we both got dressed and I kissed him softly goodbye.
This conference was, frankly speaking, bullshit. It was only one day, but it was across the country and my company cheaped out and didn't put me on direct flights, so I'd have to spend a whole day getting there and a whole day getting back. Ugh. Three days on this stupid trip to a stupid conference where I'd have nothing to do but listen to boring speakers talk about things I have no interest in. What a waste of time.
When I finally got to my hotel the night before the conference I had a text message from Kelly: "Call me when you get to your room." So I did.
"Hey Kelly, it's Matt. I got your message. Is something wrong?"
"I'll say something's wrong! I've been horny as hell all day and my sexy little brother isn't here to shove his cock into me and fuck me til I scream!"
"I miss you too."
"I'm serious! What are you doing right now?"
"Nothing much, I just got here. How about you?"
"Rubbing my pussy. I tried to wait until I could talk to you but I started a little early..."
"Listen Matt, I want to float something by you but I want you to do me a favor first, ok? I want you to pull out that big cock of yours and start stroking it. It's not fair that I'm the only one doing myself on this phone call, right?"
"Uh... right. Ok."
"Are you doing it?"
I undid my pants, lay down on the bed, and started stroking myself gently. "Yeah, I'm doing it."
"Mmm, good. Slow or fast?"
"Slow for now."
"Me too. Do whatever feels good but don't come until I say, ok?"
"Ok good. So Matt I've been really horny like I think I said. I've been thinking a lot about you..."
"I've been thinking about you too."
"Oh yeah? What have you been thinking about?" She was breathing more heavily now, and I could tell she'd intensified her masturbatory efforts. I did the same, stroking my cock at a steady pace.
"Everything. All the sexy things we can do together."
"Uhhh, like what?"
"Like you sucking my dick. Me eating your wet, juicy pussy. Us fucking each others' brains out until we both come like crazy."
"Oooh, sounds good! Anyway, I was thinking about what we've been doing. I think we both know that we're past the point where I'm just helping you out, right? I mean... this is as much for me as it is for you at this point."
"Yeah, I... I kind of figured."
"It's no problem, Matt. I love you more and more, and I love everything we do together. I love making you feel good and fuck knows I love the way you make me feel. But I mean... I feel a little bad."
I was confused. If my sister was having second thoughts about all this, why was she telling me while we jerked off together? I waited for her to go on.
"I started this with a purpose, you know? To help you get more assertive. And I think you've come a long way, don't you?"
"But only with me. And I was thinking, that can't be the only goal, right? So here's what I decided, you have to--oooh, what I'm doing feels really good, Matt, I hope you're making yourself feel good too."
"I am." I sped up. I was actually getting pretty close to coming.
"Ooooh, good. You sound like you're having a good time. Anyway, I've decided that you have to fuck someone else."
My dick throbbed in my hand. "What? Wh-who?"
"I don't care, silly! But you have to fuck someone else to prove that you've learned how to be assertive. And what else is... oooh god I'm getting close, Matt. Are you getting close too?"
"Not yet, baby. We both have to hold off a little longer. So the other thing is you're going to fuck someone there. Tomorrow night."
"I know you can do this, Matt. Those conferences are full of lonely people looking for some action. So what I want you to do is spend tomorrow shopping around for some hot slut at the conference that you can take back to your room and fuck the shit out of."
"Kelly, I don't... I don't know..."
"It can be anyone you want, Matt. And you can do anything with her, but you have to fuck her. Think about it. Think about taking a hot stranger back and just having your way with her. Ooooh god it's turning me on so much. I'm getting so close, Matt. Oh fuck I'm right there. Get there too, baby. Bring yourself right to the edge, right with me, but don't come yet ok?"
"Oooh fuck," I moaned as I jerked off hard and fast. "I'm almost there..."
"Mmm, good baby. So you know what you need to do, and as long as you do that we can keep doing whatever you want. You want that, right baby?"
"Ha, good, me too. I don't know what I'd do if I couldn't fuck you anymore. So there's only one rule. Are you ready to hear it?"
"Yes..." I moaned. It was torture keeping myself on the edge of orgasm like this.
"Wow, you're really close to coming, huh? Really close to shooting that hot load? I can hear it in your voice."
"Yeah, I'm really close, Kel."
"Stop touching yourself."
"Stop touching yourself right now!"
I stopped. What the hell? "Kelly, I--"
"The rule is, you don't get to come until you come with her."
"Aw come on..."
"No, I'm serious. Call it extra motivation. But don't worry, I won't either. Hear my voice? Calm. Relaxed. I stopped too, Matt. I'm right there with you, and I'm not going to get myself off either. Not until you call me tomorrow night, as soon as she leaves your room, and tell me every last detail about it."
. . . .
On the plus side, Kelly had given me something to do with my day. Instead of playing games on my laptop while the speakers droned on, I looked around at the women in attendance. There were some pretty attractive ones there, I had to admit, and given that I was still pretty wound up from last night I actually started to get hard a couple of times while fantasizing about them.
I didn't get really serious about it until lunchtime, though. A lot of the women I saw were there in groups, and I was just more comfortable approaching someone who was alone. After looking around for a few minutes I saw a woman sitting alone and went up to her. She was beautiful: long black hair, pretty brown eyes, and a great curvy figure with a more than ample bosom. She was the kind of woman I would never have even dreamt of talking to a couple of weeks ago.
I asked if the seat across from her was taken and she said no and gestured for me to sit. I sat. "So, how are you liking the conference?" She asked.
I opened my mouth to say "It's ok" or something similar, but I paused. That wasn't any good. This wasn't just about me getting laid, it was about me opening up and talking to someone, and I wasn't going to get either of those things done if I fell back on my old shy ways of avoiding conversations. I had to be funny and charming and engaging, and most of all I had to take chances.
So I made a thumbs-down gesture with my hand and a fart noise with my mouth.
She laughed, then I laughed. "I know, it's a real snoozefest, huh?" she said.
"God, right? The worst. I wasn't even supposed to be here, the guy my company was going to send managed to find a way out of it."
"Ugh, isn't that the worst? I come to these all the time and I just hate them."
"This is my first one, but if I ever come to another one it'll be too soon. Still, at least it's only for a few days."
"Yeah, that's true. And at least there's some decent company around for a change."
"Where?" I joked.
"Ha! Seriously, most of the people at these things are as boring as the presentations are." She checked her watch. "Shit, my breakout session is about to start. We should meet up later, though... are you staying here?"
"Yeah. Staying here tonight and flying out tomorrow."
"Great! Wanna meet in the hotel bar for a drink after the conference is over? Say... six-thirty?"
"Sure thing! See you there!"
"I'm Kat, by the way."
"Oh, ha! I'm Matt."
"Heh, Kat and Matt, what a pair. Funny. Anyway, nice to meet you, Matt. See you tonight."
"Well?!? Did you do it?!?" I practically screamed into the phone as soon as I picked it up.
"Geez, hello to you to," Matt said.
"Hello. How was your day? Mine was good. So did you do it or not?"
"Yeah, I did it."
"Oh my god! I knew you could, Matt. Tell me everything! Oh god, I've been so excited to hear about this... I almost couldn't wait to get myself off but now I'm so glad I did. I'm soooo fucking horny, Matt. Ok, you start telling me about it." I was already in bed, and I quickly shimmied out of my pajama pants and panties and started to slowly but firmly rub my dripping wet pussy. I was so horny that it was a struggle to not just attack my clit and make myself come as fast as I could, but I knew that if I drew it out and made it last through Matt's story it would be that much more amazing.
"Well, I met her at lunch. Her name was Kat..."
"What did she look like?"
"A little older than us. Long black hair, dark brown eyes, curvy with big tits."
"Bigger than mine?"
"Awww," I teased.
"Anyway, we ate lunch together and then we had a few drinks. We talked for a while actually, she--"
"Skip to the good part! I'm dying here!"
"Ok, ok, geez. So after the drinks I invited her up to my room and she accepted. Pretty much as soon as we got up here she was all over me. We kissed for a little bit, and I was taking it slow at first. She told me I was sweet, but she had an early flight the next day and really needed to get fucked."
"Wow, that's so hot! She really said that?"
"Yep, she said 'I need to get fucked, so let's move this along.' Then she tore off her clothes and I did the same. She pushed me down on the bed, straddled me, and sank right down onto my cock."
"Oooooh," I moaned. I slid a finger into my slick hole. "That's so hot! Keep going."
"She rode me for a while, just writhing and bucking on me. She obviously knew what she wanted. While she was on top of me I was mostly squeezing and kneading her tits--they felt different from yours, not as firm but still really nice."
"Mmm, what next?"
"Well after a little while she told me to start fucking her harder and she lifted up a little bit, and I grabbed her by the hips and started pounding her hard and fast."
"Oh, that sounds really fun! We should do that!" I added a second finger to my steamy pussy and starting fucking myself harder. I was getting close in spite of my intention to hold off. "Then what happened?"
"Well after a few minutes she said she was getting close and she slammed down hard on me and pulled one of my hands to her clit. I rubbed it hard and before long she started coming."
"Oh o-ooooooooh f-fuck! Al-already?"
"Yeah. She really went wild, bucking and screaming and everything. Her pussy also clamped down so hard on me that I thought I might come too, but I held off."
"Oh, I... I don't think I can..."
"Huh? You don't think you can what?"
"Hold off from coming... I'm... ooooooooh..." I thrust my fingers deep into my pussy and came hard on them. My hips shot off the bed and I moaned loudly into the phone. "Oh fuck! God fucking dammit, Matt, I just came so fucking hard."
"Heh, I know... it was really hot."
"Mmm, not as hot as your story. keep going?"
"Keep... are you sure?"
"Oh yeah. I can go again, trust me."
"Oh... ok, so where was I?"
"You brought a hot slut back to your hotel room and she rode you until she came on that big thick cock of yours." I started rubbing my pussy again, more gently this time.
"Oh... right. So uh... hold on a sec." I heard a rustling sound on the other end of the line. "Ok, so after that she leaned down and started sucking on my neck and ears. She said she wanted me to... hhhhuhh... she said she wanted me to fuck her from behind. Hard and fast, she said... ooh."
"Mmm, sounds like I'm not the only one that's w-worked up over this..." I said. I had a finger buried deep in my cunt again now and was grinding my pelvis against my hand. "Sounds like somebody might be stroking their big cock right now."
"Oooh, I couldn't help it. You just sound so hot when you come."
"Aww, that's sweet," I cooed. "Even after you fuck the shit out of a hot bitch, you can still get it up for your big sister."
"Uhhh... oh man."
"Keep telling me the story, Matt. You fucked her from behind?"
"Uh... yeah. So I got behind her and rammed my cock in deep and she screamed and urged me on."
"Oooh god that's so fucking hot, Matt!" I put a second finger in my cunt and started gently rubbing my g-spot.
"I grabbed her hips and fucked her as hard as I could. I was really turned on by that point so I knew I'd come soon, but she seemed to love it hard and fast so I was really giving it to her. She told to pull her hair, and when I did she went wild, bucking like crazy. I think she came again. Anyway that pushed me over the edge..."
"Mmm, fuck... then what?"
"So I told her I was about to come, and she told me to come in her mouth, so I pulled out and she immediately turned around and sucked me really hard. I came really hard, Kel... I just shot blast after blast into her mouth and she swallowed it all. After that, she got dressed, said goodbye and told me she'd had fun, and left. And then I called you."
"Mmm, so hot. So did you like it?"
"Yeah, it was fun... not as good as with you though."
"With you I just feel more comfortable... knowing that we can mess around and keep trying new things is a real turn-on, and I feel like I can let loose more with you."
"Mmm, well that's certainly true. Speaking of letting loose, are you..."
"Oooh yeah. I'm feeling pretty good over here."
"Tell me about it."
"Well, I'm jerking off..."
"Duh. What's it like? Are you using lube?
"Well, it's still kind of slick with Kat's come... she came a lot."
"Oh my god Matt, that's so fucking hot! You're jerking off on the phone with me and using that slut's pussy juice to do it?" My own pussy swelled and leaked fluid out onto my leg. I was pretty close to coming again already. "Fuck, I'm getting close again, Matt. Are you gonna come with me this time?"
"Uhhh... yeah Kelly, I'm getting pretty close too."
"I'm fingering myself so deep right now, Matt. I've got two fingers plunging in and--hhhhooooh fuck--out of my cunt, and... and..." I got a nasty idea. "...And you know what I'm going to do? I'm taking them out and putting the middle finger from my other hand in... now I'm s-swirling it around, getting it nice and wet... and now I've got the first two back and and I'm putting the one from my other hand in my tight, puckered little butthole. Mmmm, fuck it's really tight, Matt. You like it, right?"
"Oooh, fuck... yeah baby, I do..."
"You know I n-never had anything in my butt before you put your finger there, but I really liked it. It felt so dirty and so sexy. Mmm, so I'm plugging both my holes now baby, and it feels reeeeally fucking good. You like that, right Matt?
"You like hearing me while I--unh!--f-fuck my own asshole, right baby?"
"Fuck yes, Kelly, you sound so hot."
"S-so maybe when you get back you can fuck it for me?"
"You like the sound of that? You want to fuck my--ooooooh--fuck my tight asshole baby? You can do it, Matt. You can do anything you fucking want to me, you know that. Oh fuck! God baby, I'm so close, I'm... ooooooh god Matt, are you almost ready to come? I don't think I can hold off much longer..."