Jill’s Answer

This was a tough question to answer.  There are several activities that I think I would like to try sexually but haven’t yet.  I say “I think” because while I am aroused by the thought of these activities, and while I am relatively sure that are scenarios that I would really enjoy participating in, I can’t say for certain how I would react until I am actually in the situation.  Both activities would involve at least one person who is not Jack or I, and while all of our non-monogamous (or “monogamish”) sexual activities up to this point have been emotionless and drama-free, I can’t say with total certainty that there would be no emotion or insecurity involved were these things to take place.

The first thing I would like to try is a threesome with two men.  It’s no secret that this is a major fantasy of mine, and has been for years.  There’s something about the thought of two mouths and four hands traveling over my body that drives me wild, to say nothing of having two hard cocks to play with.  In my fantasy I am usually on my hands and knees, with one guy fucking my pussy while the other one fucks my throat.  However, it is increasingly common for this fantasy to feature double penetration.  I’m not sure that I’d ever actually attempt that, but it’s really hot to imagine both men moving rhythmically inside me, one in my pussy and one in my asshole, driving me to one orgasm after another.  I acknowledge that the failure of this fantasy to come true is partially because I am worried that the experience would fall short of the fantasy I’ve created.

Another thing I think I would like to try is a soft swap with another couple.  For those not in the know, soft swap differs from full swap in that the former does not involve vaginal or anal penetration.  Everything else is fair game, from making out to manual stimulation to oral sex.  I’m not necessarily saying that I wouldn’t consider full swap, but as we are relatively new to this I imagine we’d start slow.  I’ve already watched Jack interact with another woman, and while I was directly involved here I would not only not be involved, I would be doing my own thing at the same time.  As we are big fans of simultaneously watching and being watched, I imagine that sucking someone’s cock while watching Jack have his cock sucked by someone else would be a great thrill.  This fantasy has yet to come true due to a lack of nearby couples willing to indulge us.  However, I can admit to feelings of jealousy.  I’m not sure why I have them, but I am aware that what turns me on in a fantasy might make me feel differently in real life.

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