Letter to the Staff

Letter to the Staff

Wilmer put both hands on my head gently, and held me over his giant prick, and began to move me up and down in his own preferred rhythm. I pulsed my lips as rapidly as I could as they slid along his shank, and meanwhile continued to jerk him off.

“Kate, do you have any idea how Annie’s desires will settle down when you’ve finished with him, when he’s finally a her? Certainly he can be our house maid, what with the three of us working and earning good money. And you say he’s a data base expert too? That’ll be useful at the clinic. You should plan to marry him soon I think, while he’s still a man, while it’s still legal. He’s slipping fast. Just look! Now he’s doing Wilmer’s cock like a starved animal!” There was a long silence, and then I heard Claire add in a subdued, almost fainting voice, “Oh, Kate, that was so wonderful! Do it again to me? Or can Annie do it to me now?”

I could feel Wilmer begin to tense, and his huge cock swelled until the veins up and down it stood out like cords. I began to suck deep, with all the pull my cheeks could muster!

Kate again. “No, let’s leave him alone with his very first boyfriend. Just look, isn’t that sweet? And I did promise him his first assfuck too with that glorious thing of Wilmer’s. And you know Wilmer’s tongue is magic on anyone’s tits, and Annie loves that sensation — she plays with her nipples all the time. I’m sure she’ll be in love with Wilmer by morning. Let’s just go to bed now, baby! I want to feel you in me, Claire, pushing deep, deep into me! That wonderful cock of yours! I’m so glad it’s still functioning!” Kate’s voice that sounded nearly hoarse.

I heard their footsteps on the stairs, with shufflings and silences, when I suppose they were gripping and kissing each other. Then the door to our bedroom upstairs closed.

At that moment I felt Wilmer’s pelvis rise up out of his seat and his prick thrust deep into my throat and begin to pulse. Cream filled my mouth, and I swallowed it as fast as I could! It was so delicious! I’d never dreamed a man’s cum would taste so good, and feel so satiny on my tongue and lips! It was so glorious at that moment, being a woman!

When he’d finished pumping and I’d swallowed it all, and licked him lovingly, I smiled up at him, then sat up to kiss him on the cheek. I remembered from what Claire said that he wasn’t crazy about the taste of cum, not the taste of her cum in Kate’s cunt, anyhow. His cum? I put it out of my mind. “Come on, lover,” I said. “There’s lot’s more! Let’s get to bed.” He was still breathing hard, and he looked at me. Then he smiled, shyly, and the two of us got up and headed for the guest room.

Letter to the Staff The next morning when I woke up, there were Kate and Claire wearing negligees, hair pinned up and arms around each other, standing in the doorway looking down at us with smiles on their faces. I was curled up on Wilmer’s hairy chest, and he had one long leg draped over me, and I still had an arm encircling his neck, where I’d hugged him to sleep. My rear end felt terribly sore, well-used, but somehow wonderful! My breasts too! I saw that Wilmer was smiling too as he snored gently. And I know I was.

“Honey,” said Kate. “You two look so precious together! We’ve brought you your negligee — I know you’ll want to look pretty when Wilmer wakes up. But meanwhile, we need to talk. There are some things you may not know. I want to tell you what they are, and put a proposal to you. I still own you, but this involves more than just your relationship with me. So I have to get your free consent. If you can agree to what I’m about to say, I’ll accept you as my husband and my steady girlfriend, and we’ll get married as soon as we can decide on our bridal gowns and make the other arrangements. And find a larger house, because there will be four of us living in it. I’d better explain.”

And she did.

So, dear Sissify Staff, there’s where I am now. I love my new life! Somehow during my month or two of living as Ms. Katherine’s submissive sissy, I really did turn a corner and became a real woman. A real transsexual woman. I live now with Claire, a shemale transsexual woman who is also my fiancee’s girlfriend, or sometimes her boyfriend, and is also my doctor. And I’m beginning to get to know her intimately myself. Then there’s my fiancee Kate who is my beloved Mistress and owns me, a born woman. And there’s sweet, darling Wilmer, an ordinary man with exceptional gifts – as I understand it, I’ll have to share Wilmer with his wife and my wife, but that’s OK, there’s lots of him to share. So my life is full, and my other openings are too, often. I feel so pretty, being wanted by so many people, and so satisfied too!

And I owe it all to you. I just wanted you to know that I’m grateful.

Yours sincerely,

Annie

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joanne

Thank you to the Staff at Sissify and all of the girls here, especially those who are my friends. Every morning i spend two hours dressed fully fem and looking for chat with respected friends on Sissify chat, before i… Read more “joanne”

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