“Oddly, I did, Kate” I answered affably. “It felt almost normal, and what was new, like teasing poor Wilmer, was actually fun.”
Her face darkened. “‘Kate’? You call your Mistress ‘Kate’?”
I immediately started apologizing. She cut me off angrily.
“You know what you are going to do tonight when we get home, Annie?”
“No, Mistress Kate.” I was suddenly fearful again.
“You are going to seduce ‘poor Wilmer.’ You are going to go all the way with him! You remember those cock sucking lessons you were studying when I caught you at it? Final exam time! You’re going down on him, Annie, and by tomorrow morning you’d better know what he’s like in your asshole too!” She sounded furious!
I shrank down in my seat, terrified. She glanced over at me, and suddenly broke out into a sweet smile. “Don’t look so scared, honey! That’s what all girls do when they get guys interested in them. Because it’s fun all around. You’ll see. You knew it was coming, didn’t you? Well, sweetheart, with you, it’s coming sooner than either of us had thought. Being a woman felt normal to you? We’ll see! Maybe those hormones are acting on you more powerfully than we’d anticipated. Go with them! The moment we get into the house, start working on it!”
We pulled into the driveway, and she pulled the parking brake forcefully, then looked at me with a level gaze. “Annie, it’s this way. Tonight you will seduce Wilmer and get him to sleep with you, and tomorrow when he wakes up he’ll have a smile onhis face. Then maybe I’ll feel I want to marry you before too much longer. Or if you fail at this simple feminine task, then tomorrow you’ll begin parading yourself down by the railroad station, learning how professionals do it until you’re as good at it as any of the others. That’s if you want to have anything more to do with me.”
I said very seriously to her, “I’ll do whatever you say, Mistress Kate. With all my heart! Anything!”
She sounded pacified, and patted me on the leg. It felt nice on my nylons. “Enjoy it, sweetheart. This is what it’s all about.”
So I just thrust away from me all thoughts of humiliation or macho pride. Here was a man and I was a cute woman who wanted into his pants, and no other feelings applied! When Wilmer and Claire arrived and I’d gotten us all n ightcaps I settled down next to Wilmer on the couch and snuggled into to him. I didn’t dare look at Claire or at Kate, and it didn’t seem odd until later on that they both left us alone, watching at first without saying a word. I remembered some things from my magazines, and while I asked Wilmer to tell me more about his wonderful bookkeeping innovations, I trailed my fingernails up and down his thigh. Now and then, as if absent-mindedly, I caressed his chest in the vicinity of his nipples. Once I reached across him to pat him on his far cheek to console him when he sadly told me his supervisor didn’t fully appreciate him, and when I had turned his face toward mine with the palm of my hand, I leaned forward and opened my lips slightly, and closed my eyes, and waited.
And then opened them again. He was looking at me bewildered. “Claire told me that tonight I should be on my best behavior,” he said. “I don’t know what that means.”
“I do,” I said in my huskiest woman’s voice. And I moved my hand from his cheek to the back of his head and pulled his face toward mine. He kissed me. I could feel his beard stubble against my smooth lips and cheeks, and his tongue went into my mouth and I began to lick it with mine, and I gently put one of his hands on my breast, and he began to caress the nipple as it rose up, through my dress and bra. Again I began to melt from that exquisite feeling in on the tip of my breast, and a yearning began to build and spread through my groin. I moaned and twisted to press my whole body against his. We embraced passionately, and we writhed against each other, while I tried to swallow his tongue. Then he took one of my hands and put it on his crotch. There was an enormous bulge there! Huge! It crossed my mind I was right, why Claire kept him on, and I unzipped him while my mouth still clung to his, and then pulled out an enormous weight of meat! My eyes still shut, I began to stroke it as if it were a large puppy. And I heard Claire’s voice behind me,
“You were right, Kate. They really are going at it. What in the world did you tell him?”
“Just look at Wilmer’s face. I Know Wilmer’s convinced of it! You’ve done wonders with Andy, Kate. And he looks so cute! That darling dress! I’d love to see the rest of his outfits. Shall we get to bed now? Let’s go upstairs now, sweetheart! The way they’re behaving is making me feel hot to put my hands on you! And other things!”
“Just a moment, love,” Kate answered. “I want to see something else first!”
By this time I realized I had better get down on Wilmer right away, or he’d blow his wad and tomorrow night I’d be hustling tricks downtown on a technicality. So I said, in my most seductive voice, “Just a moment, sweetheart. Just relax!” And I disengaged from him with a sigh and another erotic squeal, and slipped down on the couch so I could take his prick into my mouth, and looked for the first time at Wilmer’s equipment.
My first thought was, if that’s a man, I’ve got no business imagining I’m one too. The thing looked longer than a tennis racket handle, nearly! There was no way all that could fit into my mouth! A huge purple helmet with a single eye stared at me, my fist barely encircling the shank just below it, my deep red fingernails pressing their tips lightly onto the underside. There was a large drop of pearly white liquid sitting on top, almost obscuring the piss hole opening. I leaned over and lapped it up. It tasted sweet, salty, creamy. I kissed the eye, then tongued it, then settled Wilmer’s whole cock head into my mouth and began to move down on him.
“That’s what I wanted to see,” I heard Kate say. “That was what I asked Andy way back when I first caught him dreaming about this moment at that Sissify web site, would he want to lick the precum first, or just head straight for the main action. Now we both know. He’s a natural cumsucker, even before he’s a cocksucker. He’ll be very useful to us!”
“Yes,” I heard Claire say. “With practice he may get to be as good at sucking cock as you are. And at drinking cum out of you, the way we make Wilmer do it now as a punishment. This is a much better arrangement. I’m really so glad you thought of it, sweetheart. Between the four of us, look at the possibilities! Now we have three usable assholes not counting Wilmer’s, assuming that Wilmer gets into Annie’s tonight and opens it up.”
“He will,” Kate said. “Annie will see to it. I’ve seen to that! And I really do think that when it happens he really will love it. He really is a slut! Just look at him!”
Claire continued her inventory as I began slipping my dark red lips up and down Wilmer’s shank, sucking gently, licking the underside, and hearing him groan deep in the back of his throat. “And between us,” she said, “we have three functioning cocks until those heavy doses of hormones reach Annie’s, then two. And one real vagina for servicing with Wilmer’s cock or mine, whichever you want, the way we’ve been doing it since we first met. We have one submissive straight male, Wilmer, with a dominant transsexual wife, me, now getting deep into an affair with a brand new transsexual woman, your submissive boyfriend. So Wilmer’s happy too, I should say!”
Wilmer began thrusting up at me, and I tried not to choke on his meat. I gripped with both hands the part of his prick below where my lips could reach, and gently jerked him off as my lips continued to pulse and rise and fall on the upper part. I heard Kate’s voice,
“And now I’ve got two good looking women to sleep with whenever I want, one of them proper and well bred, you, and the other getting on to be a wonderfully flirtatious hussy, Annie. I have your cock to fuck, Claire, or Wilmer’s when I want a real man. And that cock of Wilmer’s is a prize! Just look at it! Annie can barely get the top half of it into his mouth! And I can have Annie’s cock too, if I want it, for the time being. But I think I’ll leave it alone — it would interfere with his feminizing if he got used to using it again. Anyhow, I’m sure he’ll want it to be a vagina by the end of the year.”
