Wednesday, February 26, 2020


I saw Emily climb onto the bed, naked, on top of the covers, pick up a book. I went to the bathroom to finish getting ready myself. I dressed in sheer pink bra over my breast forms, a sheer pink flyaway babydoll with matching sheer panties, a coordinating garter belt, nude stockings, and heels. With the cut of the babydoll and sheerness of the panties, my small pink chastity cage was obvious.

“Sara?” Emily said putting her book down.

“Emily,” I said shyly.

“What are you doing?” she asked.

“Doing? Nothing, Ma’am,” I said, sitting at her feet. “I just thought…maybe you’d like a foot massage.”

She frowned but held a foot out to me and I started rubbing, carefully focusing on nothing but her soft foot, or trying to, anyway.

“That feels nice,” she said, stretching, “but you know better.”

“Know…know better?”

“Sara,” she scolded me.

“I…I don’t know what you mean?”

“I know what you’re thinking,” she said.


“You’re hoping to butter me up so I’ll get the key.”

“Emily, I’m not,” I said.

“Sara, you are,” she replied.

“Em, I…I just…”

“Can’t stop thinking about it?”

“Em,” I said again.

“Hope you can seduce me?”


“Is it tight? Is it sore?” she asked, touching my cage through the panties.

“Em, please…I…it’s been awhile…”

“It has, hasn’t it?”


“Has it?”


“I’m not unsympathetic, love,” she said rubbing me with her bare foot.

“Ohhhhh,” I moaned, feeling myself swell in the cage.

She giggled. “Is it because it’s been awhile or because someone can’t stop thinking about him.”

“It…it’s been awhile,” I said, a lie we both knew was a lie.

She sat up, lightly kissed me, reached between my legs, held me in her hand. 

“That’s not it, Sara, don’t tell me otherwise.”

“Em,” I moaned, suddenly feeling dizzy.

“I’m sympathetic, lover, I am, I really am,” she said, her tone cutting through me. 

“Em, please,” I begged softly.

“This is not a good time, you know that.”


“Right at the beginning…right after I was with him for the first time…I know you want to so badly, Sara, I do, but this is the worst time, this is the time when you absolutely shouldn’t.”

“Emily, please,” I begged.

“When you want it the worst is the worst time to say yes.”

“But…but Emily…”

“You know how you feel now, Sara, you know how you feel after, which one is better for us now?”

“It’s been so long, Emily,” I said, dodging the question. 

“Which one is better, Sara? Which feeling is better  for us now? When my sweet cuckold is aroused but frustrated or when she’s satisfied but petulant and questioning?”

“Emily, I…I won’t be.”

“You will, you know it, you always are. For a few days, you always are, don’t lie.”


“You always are, aren’t you?”

“M…maybe,” I allowed.

“Maybe,” she smiled at me. “Maybe?”


“Every time, lover, every time. You go from this, aroused, on edge, feminine, submissive, knowing your place to sulky, confused, petulant, questioning your place.”

“Emily…” I said, knowing she was right.

“It’s fine, love, we know it’s fine…but not now, not at the beginning.”


“I know, lover, I know…you want to so badly, don’t you? It’s difficult, you get so aroused when I’m with a man, don’t you?”

“Yes,” I burst out, “yes.”

“But so confused after.”

“I know, but…”

“Not at the beginning, Sara, not when we just started seeing him.”


“Do you want me to stop?”


“Seeing him? Do you want that? Was it too hard letting me be his whore?”

“Ohhhhhhh,” I moaned, eyes going back in my head.

“See, lover, that’s how you get when you’re like this, now, not after. Do you want to lose this feeling?”

“N…no,” I said softly.

She leaned over, mouth to my ear. “I loved the way he looked at me, when he realized, really realized I was his for the night, that I’d do what he wanted, whatever he wanted.”


“Not just a prim and proper, educated woman who might suck him for a minute and stop as soon as she could.”


“No, Sara, I was a married woman, prim and proper at home, but that night I was his, that night I was his whore. My body was his to do what he wanted, that night I was his whore.”

“Oh, god, Emily…”

“This feeling, Sara, you want this to go away?”

“No, no,” I said.

“You want the other one, sulky, confused?”


“Excited or disappointed? Cause you know you’ll feel bad after.”

“Excited,” I said, frustrated at my answer.

“Of course, lover, of course,” she said. “Of course.”

Half an hour later, I was calmer, excited, but calmer and she asked me and reassured me and nothing changed.

“Are you sure about this, love?” she asked several times.

“Yes,” I answered each time. “Yes. Yes.”


  1. How many times has Emily had a "date" with Brian since the first date evening?

    Curious minds are inquiring. (smile)

    1. Should also have mentioned that I loved the post and, of course, Emily is totally right as you know.

      From what you've told us, Brian is a fast learner and seems to have a good handle on this developing relationship. Has he indicated when he'd like to meet sara yet?

  2. I'm with you on this Emily. Never a good idea to let a sissy cum at any time near a cuckold date and especially not at the start of the relationship. Sissy Jenna xxxx

  3. Emily is stern, but Sara needs that, and Sara WANTS that, deep down inside. That ephemeral pleasure is just surface pleasure, but Sara needs the satisfaction that wells up from the deeps.

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