Baiting My Brother

I was recently asked a question that really got me thinking. If I were to seduce my brother today, how would I go about it?

Not to be a spoil-sport, but I need to say right off the top that I have no intention of attempting to have sex with my brother. I say this in a futile effort to avoid a rash of messages telling me I should put this plan into action. As I’ve said before, I’m not willing to put my marriage, or his, in jeopardy in exchange for the sake of a kinky thrill. Between my husband and my writing, my pussy is already getting all the action she needs to be content. Now, if it should happen that we both somehow end up single at some point in the near future, I’ll reconsider. If, however, I had no regard for my wedding vows or the stability of Nick’s family, here’s what I’m thinking I’d do…

For starters, being the kind of person I am, I’d have to take things slow. If real life were a porno, I could just show up at his house one day, drop my panties, and say, “Wanna fuck?” Of course his answer would be, “Hell, yeah!” and we’d merrily go to pound town together on his kitchen floor without a second thought. While that’s certainly an option, the risk factor is well beyond what I’m willing to chance, and I’m more than certain I don’t have the balls to attempt anything even close to that.

The way I’d start it would be to test the waters in very gradual stages. I’d want to know with some confidence that he would respond positively to any advances I might make. I would be devastated if he rejected me, and probably too embarrassed to face him after coming on to him sexually only to be shot down. First I’d start dressing sexier when I knew I was going to see him. Nothing too overt, but I’d choose my wardrobe such that it would allow me the option to show off to him whenever the opportunity allowed, but remain otherwise conservative when anyone was around. For example, a short skirt that might ride up by accident, or a loose blouse that could hang open if I happened to lean over in front of him. I’d carefully watch to see what his reaction was to these incidental flashes of sister-flesh was. If he was happy to help himself to a peek rather than avert his eyes, this would prompt me to move to phase 2.

The next thing I’d have to do is find a way to spend time with him alone. This would be tricky. One idea is that I would have to use one of Nick’s hobbies that doesn’t involve his wife. What I came up with was golf. I could tell him that I want to learn to play. I’d ask if he could teach me, but not tell anyone because it was going to surprise my husband if I got good at it (which I wouldn’t). We could meet up at a local course once every week or two after he got out of work. I’d tell Dave I had joined some new club or was going to a women-only gym. I’d use the time on the course to get a little flirty with my brother, and do a bit more showing off in tight shorts and tops. Maybe even forget my bra on occasion.

After the driving range or a quick 9 holes, I’d do my best to maneuver him into the club house for a beer or two where we could talk. Over time I would carefully introduce topics that were more and more intimate. Again, I’d be careful to gauge his reaction to these conversational gambits. Does he try to change the subject, fidget and clam up, or engage with me and encourage further discussion along such provocative lines? I wouldn’t try anything too explicit out of the gate. Maybe get him to swap stories about any wild college experiences. Perhaps ask about girlfriends he had before getting married. And probably mention something I saw in the news or on Facebook that has a sexual element to it.

If he went along with this, I’d loosen up the joking and sexual innuendo. We can be fairly open around each other now, but sexy banter between us is very much the exception, not the rule – especially one-on-one. Assuming he plays along, I would work in more personal things. I might fill him in on how and when I lost my virginity, or tell him about the time I walked in on my roommate masturbating (I didn’t), or confess how my sex drive seems to be getting stronger as I get older (it is).

My hope would be that he’d respond in kind, and talk with me about similarly private aspects of his life. If nothing else, having Nick talk about his sexual experiences with me would be enough to fuel my masturbation fantasies for a couple decades. When I felt it was safe, I’d go even deeper. I’d admit to finding our father’s porn stash and maybe mention how I’d sneak out to the garage on occasion and spend some “alone time” looking at his dirty magazines and books. I’d hint around about sometimes looking at porn online, working it into the conversation in the form of a little joke here and there. I’d also be sure to look for any excuse to touch him. A lingering pat on the shoulder, helping him get the ketchup off his lip, or fixing his mussed up hair for him. Of course, I’d only say and do these sorts of things after a beer or two, allowing me to blame the alcohol if I got myself into trouble.

I thought about using text messages and/or email to supplement my flirtation, but there would be too much danger leaving evidence like that for either of our spouses to find. As tempting as it is, most of the people getting caught misbehaving are undone because of their phone or computer. With everything going to plan, I’d wait for just the right time and tell him that I wrote an erotic story that I posted online. If he wanted to see it, I’d direct him to some site where I had uploaded it under a new alias. I’d either write something new, or use a version of “Coming Out to Play.” Upon receiving a positive response, I’d tell him I’d also written a “taboo” story but was afraid to post it. Ideally, he’d encourage me to put it on the web (mostly because he’s secretly dying to read it). The story would be something fairly neutral to our situation so as not to be too blatant about what I was up to. Maybe a nice sister/sister story where the first initials of the girls’ names would be N and R (matching Nick and Rachael).

Once I’d gotten favorable feedback from him on the incest story, I’d probably teasingly ask him if he jerked off to it. Not sure if he’d confess to this, but I wouldn’t press him too hard on it knowing that he had most likely beat his dick like a rented mule while reading his little sister’s filthy story. I’d then let Nick know that I’d gotten a lot of requests from readers for a brother/sister story, but I’d feel weird about writing something like that and would want his blessing before attempting a story that hit that close to home. Hopefully he’d push for more details, and I’d explain that I had a weird crush on him when we were teens. My mission at that point would to be to get some sort of confirmation from him that he had any kind of sexual interest in me back then.

At this point, everything has all been slowly developing over the course of several months at the minimum. Maybe golf season is over by now and I’ve wormed my way onto his co-ed darts team. Whatever the case, if everything feels right, I’ll hit the fruity girl-drinks harder than usual during one of our get-togethers. While we’re saying our goodbyes in the parking lot, I’ll step up close to him and ask, “Can I try something?” Before he can answer, I’ll go up on my tippy-toes and kiss him on the lips. But not a sister kiss. A nice, long, sexy, “I want you” kiss.

If I need an explanation, I’ll tell him that I always wanted to know what it would feel like to kiss him like that, and that it was much better than I imagined. After that, I would pretty much leave it up to him to move things forward. If he hadn’t taken the lead by then, this would be the full steam ahead signal from me. I wouldn’t play any games with him. If he kept things between us at the level they were, I’d go along with that. If he tried to seduce me, I’d let him. If he shoved me in the backseat of his SUV and wanted to fuck me there on the spot, I’d spread my legs and hand my pussy over to him to do with as he pleased. Knowing my brother, he’d be more gentlemanly than that. Part of the thrill for me would be to see how he went about crossing that line with me. I could definitely go for a bit of seduction – something I don’t think I’ll be able to experience again in my romantic life.

I don’t believe I have a preference between a brief affair versus a prolonged siblings-with-benefits arrangement, but I’d be happy either way. Just being able to know what it’s like to fuck and suck my brother’s cock, to make him jerk off for me while I watch, and to taste his cum would more than satisfy me for years to come (and come, and come).

Okay, so it’s far from being the boldest plan, but with my personality it’s the best I can imagine myself doing in real life. Taking it slow would give me plenty of chances to bail if he wasn’t picking up what I was putting down. Also, using alcohol and humor would provide a cover to safely pull back from any comments or actions that he felt were inappropriate.

And, whether he went for me or not, I’d always have my fantasies and a fat dildo with his name on it!

~ ~ ~ ~ ~ ~ ~ ~ ~ ~

7 thoughts on “Baiting My Brother

  1. Golf is an excellent idea. Football, not so much – fewer occasions for him to reach around you from behind to help you adopt the correct stance. And, as we also know, the wiggle to settle the hips before the stroke is an essential part of the game. Pay attention to your heat-seeking buttocks during all this and you may find things moving along a deal more swiftly than you otherwise imagined.

  2. What a wonderful ‘fantasy plan’ you’ve shared with us. Thank you! I really enjoyed reading it.
    What if the scenario were different…what if you were both single again? How would your plan change? Would you be more aggressive? More blatant? More outlandish? I’d love to know.

  3. What an exquisitely written and erotic piece. Wow. I just love your description of your slow, steady, blow-by-blow seduction…. so very hot!

    Now. How about a time travel question… how would a teen Rachael seduce her dad? Mmmm?

  4. I greatly prefer the gradual approach. The seduction is just as big a turn-on as the actual event; akin to the journey being just as good as the destination – modern air travel excluded.

  5. prob the sexiest thing I’ve heard in awhile…knowing the topic of course. ““Can I try something?” Before he can answer, I’ll go up on my tippy-toes and kiss him on the lips.” I can see this happening! Well written.

  6. This was amazing. Great thought out plan. I wish my sister was thinking of doing this to me. I would also like the, drop the panties and let’s fuck, but either way would work. Keep up all the great writing.

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