The yearly Halloween Party rotates from partner to partner at my Dad's insurance company. There are five partners in all, and the last time we had it, my sister Katrina was 14 and I was 13 -- my name is Caleb.
It's back at our place again!
We'd been looking for just the right costume since 2007 knowing that this day would come.
At 19 years old, Katrina, or Katy as she lets me call her, has become magnificently curvaceous -- both up front and behind her. At 18, I've finally gotten taller than her, filling out myself -- I don't quite have a six-pack, but maybe a four-pack instead!
She went from being 'Hermione Granger' when she was 15 -- and now she could be a sexy witch, or Wonder Woman.
Back in 2007 I was shorter and gangly, so I went as 'Michael Myers' from 'Halloween' -- hey it was 2007!
I was seriously thinking of going as Superman -- I already had the costume, it was made for someone a bit smaller, but that would make it real tight on me. I put it on to see how it would fit -- it stretched just fine except in the groin area. It showed 'everything' so I got Katy to sew in a codpiece. After she was done, she insisted I put it back on to make sure it was in the correct position.
"Whoa -- little brother -- I didn't realize how 'grown up' you've become -- but the suit looks good, doesn't it?"
"Yeah it does, Sis -- I have a Supergirl outfit, if you'd like -- we're brother and sister... they were cousins?"
"Let me see it first, OK Caleb?"
"Sure," I got up and showed it to her.
"Where'd did you get these anyway?" she asked.
"A couple of years ago -- I was in the store and they were on sale. I didn't realize they weren't really the right size. If mine looks this good, I can't wait to see yours on you, try it on?"
"OK, be right back?" she said flashing me that smile of hers.
She walked back in, looking great, but she'd kept her bra on and it looked like she kept her panties on as well.
"Katie, it looks awesome, but your bra is really obvious -- try it without it on?"
"Yeah, you'd like that, wouldn't you? I see you looking at me, looking down my shirts, perving on me when I have a bikini..."
"Well, I can't help it -- you're really pretty, and guys like to look at pretty girls... even if they are his sister."
"OK, I understand a little -- but I'm not wearing this without a bra on -- despite what you say. If you were the only guy there, I might have a little fun with it, but Daddy's partners will be there and his daughter showing her nipples to everyone would be the hit of the party," she said sarcastically.
"Don't you mean the 'tit' of the party?" I said laughing at my own joke. She just rolled her eyes at me.
"If I can figure something secure to go under the outfit, I'll wear it that way, OK -- Hey, I can try a running bra?" she said jogging back into her room.
To no one, I said, "Works for me!"
A couple of minutes later, she came back out and it was a solution, no nipples were showing.
"How do I look?" she asked turning in a circle showing her idea and her nice ass.
"Great -- don't hit me, but if you got turned on, would it still be enough to hide those... tasty looking, spine tingling, mouth watering chesticles that you have -- oops, I don't think so -- there they go again, 'Tweedle-dee and Tweedle-dee,' up close and personal."
"I can't believe you just did that Caleb -- are boobs all men can see and think of?"
"Is that a trick question?" I asked sincerely.
"Yes, as a matter of fact -- why do my breasts mean so much to you?"
Another trick question -- I'm sure of it?
"Are you really asking me, because I think I can actually answer that, Katy -- only let's change back into regular stuff first, OK?"
"Sure," she said walking out of my room. I pulled off my suit and underneath the codpiece I had a really big erection. I changed into some shorts and a t-shirt, she rapped on my door and came in, in a halter-top and tight jeans.
She saw my eyes go straight to her chest, "Really -- I walk in and you actually can't not look at my breasts -- Caleb, they're just breasts -- nothing more!" she said sitting down.
"I'm sorry Katy -- I'm not real sure why I do, I think I look the same way at all women... wait that sounds shallow. Mom... Mom's breasts are half the size of yours, but I notice her face first."
"Is that because they're smaller than mine, or despite that they're smaller than mine?"
"Excellent question, Sis -- thinking about it, it may be Freudian, you know 'the breast gave us sustenance as an infant, so us men always go back to the teat!'"
"That sounds possible, but what would happen if I did this?" she said taking off her halter and showing me her breasts. "Yeah, just like I thought -- you can talk about them all you want, but show a guy your tits - they always go 'stupid.'"
Finding my voice, "Katrina -- jesus lord -- those are the prettiest, roundest, softest looking, lip smacking titties I've ever seen in my entire life. Are they real?"
She picked up my pillow and started to hit me with it while saying, "How dare you ask me that? Come over here -- get real close, look at 'em -- do you see any stich marks?"
I did as she asked, and got real close; she even put her hand on them and raised them up for me to see underneath.
"Katy, can i..."
"What? You want to touch them, hold them, maybe even suck on them a little?" she said sounding like she might just be turning herself on.
"If All of the Above were possible, I would!" I answered now looking into her face and her eyes.
"Mom's out shopping -- Dad's at work, I'll let you play with them for thirty minutes, but no 'other touching,' got that?"
She backed up on my bed as I crawled up and first looked at her and said, "You know how long I've wanted to touch them?"
"No - Tell me?" she whispered.
I carefully and lightly moved my left hand to her right breast, touching the side of it -- she recoiled a bit, but her smile came back, "Caleb to tell the truth, I've been wondering what it would be like if you touched them. I see how you look at me, at them -- go ahead, touch me some more!"
My left hand went under her breast, wrapping my fingers around the underside, feeling the wonderfully soft skin -- my right hand did the mirror opposite. I heard Katy moan a little.
"Are you OK?" I asked.
"Yeah, I usually have guys mauling at them, groping at them -- it's nice to feel someone who cares so much to be so tender to them and to me, will you suck on my nipples please?" her breathing had changed.
I leaned up and just barely touched the tip of her nipple with the tip of my tongue. She buckled under me a little; it might've been an orgasm. I moved my entire mouth on her now heaving bosom, while I touched the other one very softly.
"Caleb, why don't you have a girlfriend? You have mad skills at this?" she said taking in a big breath.
"They all want to fuck, but I want to fall in love before I make love," I said between licks.
"Is that your way of saying that you love me Caleb?"
I stopped in place, got up on my knees and thought deeply for a moment. Katy wondered what had happened and was putting her hands up gesturing for me to get back to what I was doing.
It became clear to me in that instant -- She must've seen the look of epiphany on my face and pulled me to her and we kissed. Boy, did we kiss -- both of us were openmouthed and feverishly exchanging tongues in a fury as we heard the front door open.
Mom! It must be Mom, home already?
"Hey kids, I'm home and need help getting all of the goodies brought in for the party -- it's only two days away!"
Katy put her halter back on, while I was trying to push my erection down.
She yelled back, "Be right there, Mom" as we both splashed water in our faces. Katy looked in the mirror, fixing her hair, while I combed mine. "You do look like Clark Kent a little, don't you?" she said, patting me on the butt and walking to the kitchen. I counted to a quick twenty then walked in, giving Mom a kiss as she pushed me out of the kitchen to the garage. It took us both four trips to bring everything in -- there was liquor, dip mix, streamers and all kinds of party crap.
"Have you two got an outfit for the party yet?" Mom asked as we all emptied the paper sacks onto the counter.
"Yeah," Katy said, "Caleb and I are going as Superman and Supergirl -- Super Cousins!"
"Oh, where did you get the outfits from? I tried and had to special order my and your father's outfits. I'm going as Princess Leia, wearing the tiny bikini top -- I'm not as stacked as my daughter, but I'll get some looks."
"If I wore it, I'd get propositioned?" Katy blurted.
"If you wore it, I'd proposition you," I said, with Mom slapping at me saying, "Behave yourselves."
"Mom, you've been saying that to both of us since as long ago as I can remember, has it ever helped?" I questioned.
"It did when you two were smaller, but not lately -- what where you two doing when I got home?" Mom asked.
"You want the truth, or a well crafted lie?" I replied snarkily.
"Let's hear the lie first, Caleb?" Mom said looking over at Katy.
"Well, I was on top of my sister, sucking on her big tits, for about 20 minutes just before you opened the door!" I said, with Katy looking at me wondering what I was up to, but still managed to blush, as did Mom.
"Caleb, what a stupid thing to say -- what's the truth, Katy?"
"Well, I don't really know what Caleb was doing, I was on the phone with Kara, a girl I met recently, pretty and stacked, just like Caleb likes them," she said giving me a cute smile.
"Well, it looks like we're done here -- Caleb, fold up all of the bags to use for candy later," mom requested.
"Sure thing Princess Leia -- My the Force be with You! Oh what is Dad dressing up as this year?"
She pulled a Starfleet Uniform and a package of pointy ears out of her bag, causing us all to laugh out loud.
I put the bags up in the garage.
Later that night, after dinner, I told everyone I was tired and headed to bed early. About five minutes later there was a knock on my door, "It's Me, Katy!"
"Come in Kara -- that was one of your best lies ever, by the way," I said.
She came in and flopped on my bed, "If Mom hadn't come home, what would've happened between us?"
I disregarded that and kept reading the story on my phone.
"What are you reading?" she said ripping the phone from my hands. "Oooh, it's what -- oh it's one of those websites with sexy stories," she said.
"Yeah, this guy -- I assume it's a guy - writes about brothers and sisters hooking up -- I really like his stuff, I may even write a story myself eventually. I used to read stories on a different website, called Literotica, but their stuff never sounded real -- the site I read, you have to have an account to read stories. Literotica lets anybody read and then post comments Anonymously. Some of them are brutal, anybody can comment and be rude if you don't have to sign your name to it!"
"Wow - This story is pretty hot. Anyway; I came in and wondered if we might've ended up 'hooking up' like Shelley and her brother do in this story. I may have to get an account myself, I could see myself masturbating to one of these stories - yes indeedy do!"
"Are you through, Jees sis -- talking about masturbating like that -- makes you even hotter to me, and yes -- I would've thoroughly enjoyed going all of the way with you... I've been hot for you forever! Have Mom and Dad gone to bed yet?" I asked.
"No, they're watching some old horror movie on the TV together. Mom gets scared easily, so Dad can hold her tight and they can make out. Mom told me that a couple of times Dad wanted to 'be biblical with her' right on the sofa. How about I try back on that Supergirl outfit for you?"
Liking what may come from this, I said, "Sure -- you want me in mine too?"
"No, be back in a sec!"
She came back in, and had on her Supergirl outfit, with nothing underneath it. I was getting hard quickly, then "I know -- you danced for a while right?"
"What?" she said with her hands on her hips, and a pout on her face.
"Leotards, one... maybe two leotards underneath that would hide your nipples, wouldn't it?" I said.
"Yeah, that might work -- now, 'What do you think?'" she said striking a pose.
"Part of me is trying to fly right now," I said.
She came over and pulled my bed sheets down, and saw a tented pair of pajama bottoms.
I pulled them down.
"Caleb, Can I..."
"What? You want to touch it, hold it, maybe even suck on it a little?"
"You are a clever young man," she said, grabbing it and putting her mouth on me very softly trying to take all of me, but couldn't quite do it. She opened her mouth to take a breath as I said, "That's so much nicer than wrapping my own hand around it, while I was thinking of you and cumming in my own hand."
"I can tell you right now Kal-el, that your hand will become jealous of my mouth, if you'd like?"
We heard the parents coming down the hall, as Katy ran into my bathroom and started the shower.
"Is your sister in there with you, Caleb?" dad asked.
"Yeah, a spider scared her and she asked to use my shower," I yelled back.
"Good night," he said.
"Night Dad," I returned.
Katy came out of my bathroom, completely naked -- pulled a pair of my boxers out of my drawer and put them on, then grabbed my t-shirt that said, 'Guns Don't Kill People -- Dad's with Pretty Daughters Do' -- and asked, "Can I keep this one?"
"It looks SO MUCH BETTER on you, Katrina -- good night?"
"Sweet dreams, Caleb -- think of me!"
My hand was already on my dick as she turned off my light.
Not having any classes til the beginning of next week works well, especially since my sister and I seem to have gotten 'a whole lot closer' over the last day or so. I have a number of patently offensive t-shirts, I'm glad she took that one. Dad's seen my 'I'm Not a Gynecologist But I'll Take a Look' and laughed pretty hard, but Mom only likes my 'STOP Picturing Me Naked' shirt. Katy loves them all!
Dad went to work for a half day, Mom went looking for a couple things she still wanted for the party. After both Katy and I checked every room, we locked the front door, and the door from the garage to the kitchen. She took me by the hand and we went into her room.
"What're we doing Katy?" I asked.
"You still want to fuck me, don't you?"
"Does a bear shit in the woods? Hell Yes," taking off my clothes turning around and seeing her on her own bed -- naked!
I crawled towards her like I was going to eat her out, but she pulled me to her, "I said, I wanted to fuck!"
I got myself between her legs and slipped my hardness inside. "You must've warmed yourself up a little, didn't you?"
"Yeah, I was thinking about how you would feel inside me and I was wet instantly -- please give me all you got -- I'm on the pill, don't worry about anything except cumming inside me Caleb," my stunner of a sister said.
I was thrusting hard, fast and deep and she was enjoying all of it immensely, I was gnawing on those great tits while I was plowing here deep. To take my mind off cumming too soon I asked, "Have you tried my leotard idea yet?"
"Yeah -- oh god! -- it worked just like you thought -- great idea, how soon are you gonna blow?"
"Well, my last couple of girlfriends never bothered asking me that -- I can go just about anytime, just say the words I want to hear Sis," I said closing my eyes and concentrating.
A couple of minutes passed by as I heard Katy catch her breath to say, "I love you Caleb - now cum inside me?"
I was ready to blow, so I stopped and pushed my dick all of the way in and started to release my mighty load, I felt at least six strong spurts going deep inside her -- god she feels wonderful, her tits, her pussy. She's got the prettiest face of any girl I know.
We finally got through this without being interrupted -- I got up, peed and brought back a warm towel for her. She thanked me, as I kissed her deep on the mouth, then got dressed and left for my own room. "Caleb," she said, causing me to turn at the door, "I really do love you!" I blew her a kiss in return as I scooted out of her room.
Mom got home and yelled for us to come help again. We showed up together as Mom looked at us for a moment, then said, "I've got some stuff in the back seat of the car -- could you bring it please?"
"I'll get this," I said. I patted Mom on the butt on my way out -- "Caleb, what has got into you?"
"Just appreciating the ladies of the house, they are two of the sexiest ladies I know!" I said going to her car.
"Is your brother high, or something?" I heard Mom ask Katy. I waited a second to hear my sister's answer.
"If he is, he's not sharing," she said as I walked in and put the two bags down. I went behind Katy, wrapping my hands around her, and said, "The only thing I have to share is love" -- 'Love is a many splintered thing' I sang to my two girls.
"I don't think those are the right words honey," mom said. So I moved behind her and wrapped my arms around as well, "Have we got the best Mom in whole world or what?"
Mom jostled my hands loose and looked into my eyes, "His pupils aren't dilated, do you know what he's on, Katy?"
"I've heard him talk about a new girlfriend, maybe he's finally found one who puts out?" Katy said.
"Katy, that's rude -- if it is a girl, that can only help you!" mom said.
"How's that?" Katy remarked.
"Well, you two seem to spending all of your spare time together -- if he's got a girl -- that'll give you a chance to finally find the man of your dreams, won't it?"
"Mom, you know both of us too well. Do you need me for anything, I'm going outside?" Katy said.
"What for?" mom asked, surreptitiously putting the bags I brought in under the cupboard.
"Caleb told me about about a new website that has stories on it, they're interesting -- I find myself reading them a lot... Hey Caleb want to join me -- or do you need to call your girlfriend again?" Katy said.
"Sure, be right there -- anything else I can do to you Mom... er uh... do for you?"
"Caleb, what's this girls name?" she asked.
"Mom, it's new -- I don't want to jinx it by telling anybody anything yet -- OK?"
"All right, you seem to really like her -- I'm glad for you. Treat her like a lady -- the same way you've been raised."
"Bye beautiful," I said, running to my room to change into something more comfortable. I picked up my phone and went out to join my sister. "Hey beautiful, you're looking so fine today, possibly even Super!"
She chuckled and said, "Sorry about the girlfriend story -- it was all I could think of."
"It's all true, it's just that 'you' are my girlfriend -- what I wouldn't give to have been able to tell Steve, my best friend in high school that I had a hot chick like you as my girlfriend. Have you completed your Supergirl ensemble?"
"Yes, it looks great -- Maybe I'll model it for you later, lover?" she said.
I howled like a wolf -- causing Mom to come out, "What's going on -- did you actually howl Caleb?"
I think he might just be 'super horny' for this new girl of his," Katy said.
"I don't doubt that for a second, but not all girls like to be howled at -- How do 'you' feel about that Katrina?" mom asked.
"Well, if I found the right guy, a mix of Daddy and a mix of Caleb, with a bit of Clark Kent and a dash of Chris Hemsworth -- I could fall for that, just not too much of Caleb because that would be creepy."
"Hey, I'm right here -- what if he's just like me but he had brown hair and green eyes?" I said.