6 Times a Day

An hour after their time together in the tub, Katherine came up to Alan in his room, and said, “I really want to thank you for all you did to help me today, Bro. I really mean it. Even though I got into a lot of trouble, it would have been ten times worse without you. I don’t want to just tease you either; I’m sorry if I went too far. You know what Mom says about boundaries. What if I treat you to a movie tonight, as a small way of saying thanks and to beg forgiveness for being so over the top?”

“That sounds nice, Sis, but I already have plans with Christine tonight. How about tomorrow night? I imagine we’ll be having dinner with Mom and Ron, and then after that I’m sure we could get away for a late movie.” (Because his father was seldom present and didn’t interact with him like a dad, Alan made it a point to just refer to him as “Father” rather than “Dad.” But now that he was competing with Ron for Susan’s sexual favors, he preferred not to acknowledge that relationship, so instead had started to call him “Ron” as if he were just a competing boyfriend.)

“Tomorrow sounds great!” said Katherine enthusiastically. But, in a much more subdued and concerned tone, she added, “But what’s this about you and Christine? I thought that went down in flames.”

“It did. But we went from the game to get some ice cream together and things were okay. It was very awkward the first time that we talked at school after it happened, but we overcame that once we started talking about homework and school stuff.”

“I see.” Her face was lined with worry, but he was oblivious to it. “So does that mean you might get together with her in a more serious way?”

“Nah. Are you kidding? Asking her out was a complete nightmare; I think I’d rather have root canal surgery than try that again. I think she knows that I’m not thinking of her in, you know, that way, anymore.”

“At least you’re trying not to think like that.”

“True. I’m trying. I must admit it’s a lot easier to get her off my mind with everything else that’s been going on around here! Anyways, she’s just trying to show that she has no hard feelings and that she still wants to be friends. Maybe that’ll allow us to become even closer friends than we were before.”

“Cool. That’s great,” said Katherine. She was very relieved to hear that. However, she was still very jealous that Alan was seeing Christine, no matter what the reason.

Katherine knew that she wanted to go all the way with her brother. For her, helping him with his “problem” would just be a step on the road leading to sex with him. She wasn’t sure exactly when she had crossed over from unlikely fantasy to what had become an urgent need, but certainly by the time he drove her insensate with desire with the Brillo-like brush, she knew absolutely that she wanted him to fuck her, and soon.

So she went back to her room and wrote in her diary.

Dear Diary, 𝙚𝙤𝙫𝙚𝒍.𝒐𝙧𝙜

Today was so GREAT! Sure, what happened with Kim and Heather wasn’t good, but I’m not THAT worried about it. True, Kim acted pretty weird, but I think she’s basically a nice person and just got carried away by all her sudden power. I bet she’ll go back to normal before long. At least, I hope so! Heather is a much tougher problem – she’s SUCH a BITCH! But Brother says he’s gonna help. He can be my knight in shining armor, saving me from the evil queen! Hee-hee!

All things considered, I’d have to say I’d totally make all those mistakes again, ‘cos it totally brought Brother and me way closer! He got soooo intimate with my pussy today that I can’t even believe it! He spent, like, HOURS painting my pussy and even playing with it! Diary, I know you can’t see it, but I’m getting REALLY horny right now! There’s a lot of one-handed writing going on, if you know what I mean!

I know I’m a freak, because I’m head over heels in love with my own brother and I want him to fuck me, but I don’t care! He’s the nicest, best-est guy I’ve ever met, and I can’t help that we’re related!

Diary, you know how long I’ve dreamed and fantasized, but today it’s all really coming true! I don’t know if he’s in love with me more than the really close sibling love we already have, but he obviously lusts for me, and that’s a way good start! Hee! This whole painting thing can be my foot in the door to even more sexy fun with him!

Nothing can stop us now. Well, except maybe for Christine. The fact that he would go on a date of sorts with her makes me REALLY worried! She’s beautiful and intelligent and she’s got those damn boy magnets – her gigantic boobs! Perhaps she doesn’t like how Bro’s not acting like a pathetic puppy dog around her, now that she’s turned him down? Maybe she’s changed her mind? If so, I’d better act fast before she makes a move. I don’t need any more tough competition! I’ll have to come up with some sort of plan to speed up Bro’s seduction!

Once he starts fucking me, he’ll still be getting handjobs and blowjobs from Mom and Aunt Suzy, and between the three of us we can keep him totally sexually satiated, if not completely exhausted! One guy with three sexy, busty women, living in the same house? He’ll be too tired to even THINK about Christine! I just need to milk this whole painting situation, and milk him too! I’d better use every opportunity this next week to wear down his resistance and get very close and personal with his cock! If all goes well, I’ll wear him down and overcome his resistance completely in the next few days, and then we’ll be fucking!

Aunt Suzy and Mom have both been giving him blowjobs, but nothing more. And now Mom at least seems to have even stopped that for the time being, so he must be frustrated and desperate to go all the way. This is my window, my chance to get an edge on those two. Anyway, if I don’t go all the way, I can’t compete with their extreme beauty, and then he’s gonna forget all about me.

It’s going all the way or bust!

— — —

Katherine didn’t waste any time. She put her diary away, put on some conservative clothes so she wouldn’t scare him off, and went across the hall to his bedroom. She came in just after Alan got up from his bed and went to his computer to do some homework. She said, “Hey, Bro. By the way, you know about teasing and boundaries. I realize we need to take it a bit easy. But don’t you think what we did in the bathroom earlier was okay? Can’t we do that again without Mom knowing?”

He swirled around in his desk chair to face her. “What, you mean when you…? With your hands…?” He was too embarrassed to talk about getting a handjob in front of his sister.

“Cat got your tongue?” Katherine asked, delighted by his bashfulness. “Or has Kat got something else of yours? I’m talking about this here – this thing in your shorts.” She put her hands on his hard-on through his shorts.

His only reaction was to get red in the face.

Emboldened, she knelt in front of him and undid his zipper.

His penis was already extremely stiff. All he could do was moan “This is wrong!” as she took his shaft in her hands. But he was unable to offer any more resistance than some worried whimpering.

She ignored his hesitancy, flashing a big smile at the long dick that sprang out of his shorts. She thought, I’m going to get to know this thing very, very well. Yes indeed! I can almost imagine what it would feel like to have it pushing in and out of me. What a dream come true! Even now, if he imagined how many times I fantasized about walking down the aisle of a church holding his hand, he’d freak.

But to Alan, she merely asked, “If I give your cock some relief from time to time, isn’t that just what the doctor ordered? Mom doesn’t need to know.”

“I don’t like going behind Mom’s back; I don’t think we should do that,” he said weakly, seeming to forget about everything else he’d secretly done with Katherine earlier in the day, including the fact that she’d just jacked him off a little while ago.

“Well, think about it. In the meantime, let me thank you for your help in another way. It’s not like I haven’t done this to you already, same as Mom and Aunt Suzy. Or have you forgotten what happened in the bathroom? We can just draw the line here…”

She opened his knees wider and squeezed in closer so his cockhead practically bumped against her nose.

He held his breath because he was so mesmerized by the sight of his erection framed by his sister’s beautiful face.

Then she began stroking. She held it so close to her mouth that she deliberately teased it with every breath she took.

Despite all her assertiveness and bravado, she was still incredibly nervous in a new situation like this. She was excited but scared, like parachuting out of an airplane for the first time. And she was worried that she wouldn’t please Alan as much as a more experienced woman like Suzanne could. But she did her best, and slowly relaxed as she received Alan’s silent encouragement and acceptance.

He was extremely nervous too. He was torn between lust and a lingering sense that their incestuous contact was wrong. He bargained with himself that a handjob was okay due to his medical problem, but a blowjob from his own sister was going too far. Since Katherine kept the tip of his erection so close to her mouth that she could have stuck her tongue out to lick it at any time, he focused his worries on that.

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