Mistress Elaine and Sissy Felicity in pink [Crossdressing Stories/MtF Transition

Added: 2026-05-24

[00:00:00]Felicity.

[00:00:01]The cage. It's a cage, isn't it? Yes.

[00:00:03]Where were we just a minute ago? In a cage, Mistress. In a cage, Mistress. Why were we in a cage? Because of my poor service, Mistress. Right. Let me just explain something to you, okay?

[00:00:14]Downstairs, when we were out on our patio, in our little bistro, I couldn't have a go at you or raise my voice because my neighbor was putting her bin out next door.

[00:00:26]Hopefully, she was peering through the fence at you.

[00:00:31]But I couldn't tell you how shocking your behavior was and how shocking your service was because I don't want the whole world to know. No, Mistress. Now, I can.

[00:00:40]And you're bloody lucky that I'm not going to stick you in that cage behind you, shut the door, and go and have my lunch. Yes, Mistress.

[00:00:49]Because quite frankly, Felicity, that's exactly how I feel at this precise moment.

[00:00:53]>> Yes. Yes, Mistress.

[00:00:55]Now, you're downstairs serving on the patio with your little trolley dolly, being all flouncy, me and Master Andy were having last little banter and a bit of a joke.

[00:01:06]Joke's finished, honey. Yes. Yes, Mistress.

[00:01:09]Now, unfortunately for you today, you're the first person that's come to see me when I've just taken delivery of lots of new implements.

[00:01:18]Nasty things that hurts.

[00:01:20]>> Yes. Yes, Mistress.

[00:01:23]Very sorry. Oh, shut up! Because we've already had the issue downstairs of you talking too much, haven't we?

[00:01:27]>> Yes, Mistress. And we threatened to gag you with God knows what. Yes, Mistress.

[00:01:32]In fact, I seem to remember the last time I saw you, I had to gag you with the wine humiliator gag.

[00:01:37]Yes, Mistress.

[00:01:38]What is it with you, Felicity? I'm trying to You seem to have some sort of verbal diarrhea, don't you?

[00:01:43]>> Yes. Yes, Mistress.

[00:01:44]And your presentations are appalling.

[00:01:48]I put you in this stunning outfit, you just can't even make yourself look presentable.

[00:01:54]Now, going to teach you a bit of a lesson today.

[00:01:57]Okay?

[00:01:59]And that lesson is going to be in the form of why a maid in my house should never tell her mistress that her feet hurt. Yes, yes, mistress. Okay?

[00:02:12]Any idea what I'm going to do about that?

[00:02:15]No, mistress. Okay, you could ask maid Louise what I did to her once when she moaned at me that her feet were hurting. And that involved the soles of her feet with nothing on and a nice cane.

[00:02:32]But that's too nice today. Yes, yes, mistress.

[00:02:34]I want to make you suffer more than that. Yes, mistress.

[00:02:38]Why is it What is Why is it Felicity seems to bring out the worst in me? Or the best, I do apologize.

[00:02:44]The best in me.

[00:02:47]I don't know, mistress.

[00:02:49]Funny, isn't it? Don't you think?

[00:02:52]Any ideas why I've just taken three cuts there? Not two.

[00:02:57]No, mistress.

[00:02:57]>> Can we even comprehend or imagine in their head why I've done that?

[00:03:01]No, mistress.

[00:03:01]>> No?

[00:03:02]No? No, mistress. What's that then, I wonder?

[00:03:05]I don't know.

[00:03:08]Two for one two bands one one for one of my feet.

[00:03:14]10 out of 10. Felicity's actually got something right today. Can you even believe that?

[00:03:21]Come over here, girlie. Yes, mistress.

[00:03:23]Come here.

[00:03:24]Nice maid.

[00:03:34]The problem you have, Felicity, and in fact all of them lovely maids have at the moment, is that since I've redone my room, I want to spend more time in here.

[00:03:44]Yes, mistress.

[00:03:45]Funny, isn't it?

[00:03:47]They're nice and tight, is it?

[00:03:48]>> Yes, mistress. They're too tight, is it?

[00:03:49]>> No, no, mistress. Didn't think so.

[00:03:53]My cuffs are too new.

[00:03:54]I'll have to take you down one.

[00:04:01]It's too big for you, isn't it? Right, okay, Mistress needs to be stronger then, doesn't she?

[00:04:05]You're sweaty, Felicity. What's that about?

[00:04:07]>> I'm sweaty. I'm sorry for being sweaty, Mistress. There we go. That's better, isn't it? Yes, yes, yes.

[00:04:14]Yes.

[00:04:17]Do you know what zip it means?

[00:04:19]What does it mean? It means be quiet.

[00:04:20]Yes. Do you know the meaning of that at all? What be quiet means? Yes, Mistress.

[00:04:24]Really? Yes. Let's see how many seconds we can manage, shall we?

[00:04:26]>> Yes, Mistress.

[00:04:29]Oh.

[00:04:33]What was that? Two?

[00:04:36]I've never known a maid so vocal as you.

[00:04:39]What's that about? I'm sorry, Mistress.

[00:04:41]There might be spiders in here as well, might there? Hey.

[00:04:45]Hey.

[00:04:47]There we go. Got it on.

[00:04:49]There we go.

[00:04:51]Oh.

[00:04:53]Oh.

[00:04:53]What's the matter? Are you frightened or something? Are you really? Really? Why is that then?

[00:04:58]Worried it's going to hurt, Mistress.

[00:05:00]Oh, worried it's going to hurt, Mistress. Felicity, that's the point.

[00:05:05]Yes, yes, Mistress. Bad service equals what? Reward? No, I must learn my lesson, Mistress. Um teach Tell I'll serve better next time. Oh, look. There's a new mirror. Look, so you get to see yourself in it. Look at that.

[00:05:20]Look look look at that.

[00:05:22]Oh, look at that. Hey, see that where you can see the predicament you're in?

[00:05:25]Aren't you? Look at that.

[00:05:28]Oh.

[00:05:30]Oh. Okay, now what's coming, then? Oh, look at you. How flamboyant and sexy you look.

[00:05:37]Do you know what, though? You don't look sexy enough for me yet. Why is that?

[00:05:39]Because you're not strong up to Mistress in this one.

[00:06:02]>> Oh dear, dear, dear, dear. What predicaments you get yourself into for this tea, seriously? Yes, mistress.

[00:06:18]You can just stand on one leg? No, mistress. Really? Oh. Oh, it's going to be interesting then. Oh.

[00:06:26]Now, hold on to the railing here, man.

[00:06:30]Not too tight, is it? Yes, and no, mistress. Just a minute.

[00:06:36]Better? Yes. Okay.

[00:06:44]All right, what have you done there? You pulled yourself back. Let's have you up a little bit more.

[00:06:55]Which foot did you say hurt hurt you the most? Was it the left, wasn't it?

[00:06:58]>> Yes, mistress.

[00:07:00]Well, unfortunately.

[00:07:03]And let's start with your other Oh, wow. Did you hear that? Oh, wow.

[00:07:10]Oh, wow. Some of that.

[00:07:12]Mhm.

[00:07:15]It hurts on the feet, mistress.

[00:07:17]>> Which What What hurts on the feet?

[00:07:18]>> I mean, being punished on on the feet, mistress.

[00:07:21]Are you still talking? I'm sorry.

[00:07:25]It's incessant.

[00:07:33]You know the biggest humiliation for you for this tea? Should we tell? Should we tell?

[00:07:37]>> mistress. Messing up your lipstick. Yes, mistress.

[00:07:40]>> Wouldn't want to look bad, would we?

[00:07:42]Hey? No. So, what we going to do about that? I don't know, mistress. Shut up is what we're going to do about it.

[00:07:49]Yes, mistress.

[00:07:53]Never known anybody talk so much.

[00:07:57]Seriously, I haven't.

[00:08:05]Your leg up. Your leg up. Oh, there we go. What's that feel like? Oh.

[00:08:09]Huh?

[00:08:10]What's that feel like? That's my right foot, mistress.

[00:08:12]>> That's your right foot, is it?

[00:08:14]>> Yes, mistress. I bet you're quite glad at this precise moment it's not the uh Oh, what's the matter?

[00:08:19]Oh.

[00:08:20]What's the matter? Nothing, mistress.

[00:08:23]Oh.

[00:08:27]Oh.

[00:08:27]Oh.

[00:08:32]Oh.

[00:08:34]Mistress, my feet hurt.

[00:08:40]Mistress, oh oh mistress mistress mistress mistress oh, my feet hurt.

[00:08:46]Do you think my feet hurt? Yes, mistress.

[00:08:49]>> Do you hear me moaning all the day long?

[00:08:52]>> No.

[00:08:53]Do you know how many times today that you've told me your feet hurt?

[00:08:58]I don't know. Three times.

[00:08:59]>> Three times?

[00:09:01]You really think it's three times? Do you know what three times equals? No, mistress. I'll tell you what it equals in this playroom, punishment room.

[00:09:09]That's what it equals.

[00:09:13]Have we started that? Yes. There we go.

[00:09:18]Aren't you glad Felicity that I didn't hear you say that 10 times today?

[00:09:24]>> Yes, mistress. Cuz that could be 3 seconds.

[00:09:27]Oh.

[00:09:28]Could be 3 minutes. Could be 30 minutes, couldn't it? Yes, mistress.

[00:09:37]Oh.

[00:09:38]Oh, I'm nice. is excruciating, isn't it?

[00:09:41]But the balls of your feet right now hurting, aren't they? Yes, yes, Mistress.

[00:09:47]Do you think that this would have taught you a lesson?

[00:09:51]Or will it done when the beeper goes off? Yes, yes, Mistress.

[00:09:55]Not to tell me if they hurt again.

[00:09:57]I'll never mention it ever again, Mistress. Oh, really?