She remembered something. “Did you remember to tell them how once you volunteered to rinse out my soiled undies, and I let you? I thought it was an odd offer at the time, and I wondered about you. Did you sniff them? Did you try on some of my prettier panties afterward?”
“No, I didn’t dare.” I had nothing else to say. I sat there clutching my hands in my lap. Nowhere to hide! I felt devastated!
“You didn’t dare follow out your little urges? You wanted me to tell you to wear my panties?” Her voice was no longer mocking, but it had taken on an odd lilt.
I said nothing. That was what I wanted, yes.
“You know, Andy dear,” she went on. “I’ve been thinking about your proposal to me, your wanting to marry me? I mean, we do live together and all, but I’d had no idea you felt that way toward me, that you wanted to spend the rest of your life with me and all. I was really deeply moved, Andy honey, really, and I’ve been looking very deeply into my own feelings and needs since then. Into what
I want in a husband. But this puts a different color on a decision like that, doesn’t it? It does make a difference.”
I got frightened. “Kate, please!!” I said. I’d blown it! She’ll never want to marry me now! Oh, God! “Kate, this isn’t me!” I almost started to cry. “I’ve never done any of these things!”
“Why not?”
A surprising question. I turned to look behind me, and found I was looking straight into her eyes. They were quite serious, curious, not at all scornful. I couldn’t answer her. Because I’m a real man, not a sissy? Because the idea scared me? Would pretending to be a woman scare a real man? Any answer declared that I was either a wannabe sissy or a pathetic wimp! So I said nothing.
There was one pathetic wimp in our circle we saw socially now and then, and I’d always felt sorry for him. In fact just the previous week Kate’s best friend Claire had brought him to dinner with her — they were married. Claire is a strong-minded, no-nonsense doctor where they both work, stunning and self-assured, and Wilmer looks to be her completely opposite — he’s good-looking enough, and well-built, but very quiet, even timid. I think he’s an accountant. And Claire keeps him that way. Wilmer spoke up only twice all evening and she put him down both times, and he looked apologetic both times.
After they left we talked about mismatched couples. Kate thought Wilmer an interesting choice in a man for a dynamic woman like Claire. “She likes to be in charge, I suppose,” she said. “There’s something to say for that.”
I thought so too. “I guess Claire likes wearing the pants. Or maybe she enjoys Wilmer so much from the waist down — he looks pretty fit, physically — that she doesn’t mind any deficiencies higher up.”
Kate started to say something about that, then lapsed silent.
But now, I thought, she’s surely thinking I’m another Wilmer! Oh, God!
Suddenly she came around in front of me and pushed my keyboard to one side and turned and leaned her round rump onto the edge of my desk and then lifted up and sat down right where the keyboard had been. There just under my face was her crotch, covered by her tight jeans, the deep crease between her legs visible despite the heavy denim. Her labia may have been swollen the whole length of her slit. Was she excited about something? I couldn’t take my eyes off that crease. Was the denim dark there, because she was a little wet?
Now her body was blocking the screen. “Never mind these games you like to play with your imagination,” she said. “Let’s see what you’re really capable of doing. Do you really want to be my submissive sissy girl, Annie honey? To do everything I tell you? Let’s say I want you to kiss my pussy, right there where you’re staring? Would you want to?”
There was safety in honesty. “Yes.”
“But would you do it? Kiss it just the way it is, just because I tell you to? I’ve had no shower all day, and there’s sweat and who knows what other kinds of dried moisture down there, maybe even some pee that never got wiped away. And who knows what else right now.” She wiggled her bottom on the desk a few times, tempting me. I thought about it. We’d never done any oral sex, just a lick and a promise once, right after we’d both showered and gotten into bed. She didn’t seem to want it, at least from me. So this was a test of some kind.
“Yes,” I said.
“What if I’ve just been with another man, and haven’t had time to clean myself up. Would you kiss me there anyhow? Like right now?”
Now she was playing with me. There haven’t been any other men. There couldn’t have been. “Have you been?” I asked.
“That’s not the question. The question is, would you if I told you to? Now that you’re worried, why don’t you ask me to let you kiss my pussy? Are you afraid to ask, sissy girl!”
“Please, Kate,” I blurted out desperately, trying to show her I was a man, not afraid to ask. “May I kiss your pussy?” There it still was, that magical crease curving down below her pelvic mound.
“Please, who?”
I thought a moment. I knew she was a quick study, and I couldn’t be sure what she’d absorbed while she was surfing her way through “Sissify.” So I went all out. “Please, Mistress Kate, may I kiss your beautiful cunt? Please?”
“Maybe,” she replied.
She sounded as if she were enjoying this new teasing game. I didn’t dare look up and break the spell. It isn’t polite to look directly at your Mistress’s face when you are being dominated.
“Annie, I don’t think I want you to call me “Mistress,” except maybe when I need to be strict with you. But you can’t call me ‘Kate’ any more. It isn’t respectful from a sissy-girl. “‘Kate’ is for an equal, for a boyfriend or a girlfriend. And you aren’t my boyfriend right now, and you aren’t my girlfriend either. Not yet. So you’d better call me ‘Ms. Katherine’ or ‘Ma’am’ until you’re one or the other. Are you willing to serve me unquestioningly, Annie dear? To do everything I tell you? To be mine? For me to own you?”
I was absolutely entranced! This was too good to be true! Here was my actual girlfriend playing my favorite fantasy game, and I never knew she even knew about that kind of thing! Maybe we could stretch this out through the entire weekend? “Oh, Yes, Ms. Katherine!” I replied. I glanced quickly up, then shyly back down to her crotch again. She was indeed grinning broadly to herself, delighted about something, and from the gleam in her eyes I could see that her mind was racing away at a mile a minute! “Yes, Ma’am!,” I repeated for emphasis.
“Everything? I mean it, Andy! I really mean it! Are you sure you don’t want to back away!”
What could she have in mind? I didn’t care! I was ecstatic!
“Yes, Ms. Katherine.”
“Then in token of your new servile status you may touch your nose and mouth to my pussy and sniff me once, and then kiss me through my jeans. Later maybe I’ll let you smell my naked slit and lick up anything you find there, if you can prove you’re really sincere, and if you do everything I ask. Not yet.”
She paused for a moment. I could tell that all kinds of switches were closing on plans in her head. “Then, Annie dear, I want you to go up to our bedroom and strip yourself naked and wait for me to join you there. I need to make some arrangements down here before we continue with this.”
I hesitated. Had she finished speaking?
“I should have known about this streak in you, Andy, or now you’re ‘Annie,’ aren’t you? But I can’t say I’ve ever suspected it! Well! It couldn’t be more convenient!”
I waited.
“Go on, go ahead! Hurry up! Kiss me, then upstairs quickly, and wait! I’ll want to look through other files in this computer of yours, too, and see what else has been on your mind. I want to see what else you like to think constitutes the good life.”
