Dorsai - Taxi

She disappeared into one of the other rooms, then reappeared a few moments later with an envelope in her hand. When she was seated again, she handed it to me, saying "That is from me to you, person to person. There will be an additional sum with the payment you receive for driving me around today."

I thanked her, and simply folded the envelope in half and stuck it in my shirt pocket. She asked "Aren't you going to look to see how much it is?"

"Katherine, you have been nothing but kind and generous with me today. I know that whatever is in here is what you think is fair and reasonable, and what I have earned, for good or bad. I won't embarrass either of us by opening it in your presence."

I could see that she was pleased with my reply, and had to figure that however much was in that envelope, it was probably a fairly nice tip.

Each of us took another sip of our wine, and she started telling me about some of the things that she'd thought she might like to start doing when she got home. She also asked me a fair number of questions about different aspects of them, and sought my opinion on their relative merits; the resulting conversation lasted for well over an hour.

I thought we were pretty much done when she reminded me that there was still something else by saying "With that out of the way, all that's left is that one last thing I wanted you to do for me."

"What would that be?"

"This afternoon… when we were… intimate…"

I hastened to tell her "No one will ever hear about it from me, I assure you."

She waved her hand dismissively, saying "I'm not concerned about that. If you have the principles to say something that you thought needed saying, despite the risk that I might take offense, then I think that I can trust you not to speak out of turn, as well. No, what I was going to say was that what we did – and more to the point, what you said about it afterwards – made me face up to the fact that I am, as you said, a fairly passionate woman. I've always enjoyed sex when it has happened, but I've never been one to initiate it. At least, not before today!", the last with a wry grin.

Taking a breath, she went on "That you helped me have no less than three orgasms so closely together… well, it made me realize that I've been holding things in that I really didn't need to – and perhaps shouldn't have. But it's an area that I've held in for so long that I'm not entirely sure I can release control over it all on my own."

Seeing from the expression on my face that I really wasn't understanding where she was trying to go with all of that, she told me "What I'm trying to say is that as good as you made me feel earlier from that brief encounter, now I want to find out if you can help me learn to loosen my sexual restraints, too."

From the faint blush I could see on her, I knew that she was a bit embarrassed; but the expression on her face told me that her determination was even greater.

The idea of getting intimate with her again certainly had its appeal, but I wasn't sure that I understood just what it was that she wanted from me. The only thing I could figure to do to try and settle the matter was to say "Katherine, you're a lovely woman, and I'd consider myself fortunate to share your company. But I'm afraid that I'm not entirely sure how I can help you."

Realizing that I was generally agreeable, but that she hadn't really given me any indication of what she wanted, she told me "My upbringing was rather… conservative. While my parents weren't particularly religious, subjects like sex were only spoken of very infrequently. Similarly, the schools I went to weren't inclined toward liberal teachings, either, so the little bit of sex education that I got was pretty much limited to explaining what a menstrual cycle was, and how babies are made – using animations, no less. I was a virgin up until my wedding night; my husbands history wasn't all that different from mine, so neither of us was particularly experienced or adventurous. The entire time we were married, the only sex we had was either with him on top of me, or the way you and I did it. There wasn't a lot of foreplay, and only rarely did we ever see each other actually nude. The pleasure I had today… it made me realize that there is a lot that I've missed out on, for one reason or another. I know that I can't learn everything all at once; but as much help as you've been, and after how good you made me feel, I would like to start learning from you."

"Are you sure you really want to do this? And with me? You understand that there are going to be… challenges?"

After she'd taken a deep breath and released it slowly, I could hear the certainty in her voice when she said "Yes, to all of that. I'm nervous, and even a little bit afraid – but dammit, I want better!"

I scooted toward her, then reached out to take one of her hands in both of mine before telling her "If it helps any, Katherine, I'm not going to try and force or push you to do anything; and I'm not going to do anything that you really don't want me to. All I ask is that you be willing to at least try something before deciding whether or not you like it. The very definition of discovery is to go beyond what's already known, right?"

Somewhat reassured, she managed to smile at me as she nodded her head in understanding and agreement. Lifting her hand to my lips, I kissed it before telling her "There are a couple of things you've said that caught my attention: that you've held in your desires, and that you and your husband almost never saw each other nude. If you've been holding those desires in, then I'm taking that to mean that you haven't taken care of them yourself – or at least, not often, anyway."

Seeing the uncertainty on her face, I elaborated "You don't masturbate?"

The resulting blush was something to see before she got control of herself enough to answer "Uh, no, not… not really."

"That's okay, Katherine. You told me how you grew up, and I can understand that it would be a little embarrassing to talk about it."

"Try a lot embarrassing!", she declared, before I continued "What you need to understand is that not only is that a perfectly healthy and reasonable thing to do, it's also something that everybody does."

She looked at me a bit uncertainly, and I told her "Okay, then, how about if we start out by taking care of a couple of things: nudity and pleasuring yourself?"

The first reaction I saw was reluctance; but after a few seconds, she realized that she had to start somewhere, and nodded her acceptance before asking "Will… will it just be me?"

"If I'm not there for the nudity part of it, you aren't actually accomplishing anything, are you? As for the rest, that's really up to you. I think that I can probably help you, but if you're really that worried or nervous, then I can leave you alone. Or, if you think it would help, I'm perfectly willing to be nude and masturbate with you, to show you that it really isn't something you need to be embarrassed or ashamed about."

She considered that for a few moments before responding "I think I'd like that – you being there, too, and, um, doing it with me. I think I'd like to see how you, I mean, a man… does that."

I waited a bit, and finally realized that she was going to need a little help getting started. After standing up, I gently guided her to stand with me before moving behind her and slowly unzipping her dress, then slipping it off her shoulders. That done, I slid it down past her hips and carefully guided her to step out of it. Then I had the pleasure of rolling her stockings down her legs before I finished up by slipping my thumbs under the waistband of the panties she had on and slipping them down her legs, too.

With her standing there nude, I moved back around so that I was standing a few feet in front of her before calmly taking my own clothes off just as I would at home. I noticed, but didn't comment on, that her nipples erected as she watched me undress.