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Author's Note: Follows story of Anna/Julia/Donald from "Engaged".
"Kneel my dear. That's right." Donald was naked except for the Lori's Tube, Anna was naked except for the high-heeled black court shoes. "Kiss please dear." Donald kissed Anna's shoes enthusiastically. "There's a good boy. Now, let's have a little chat." They both knew that having a little chat involved Anna talking, Donald listening and agreeing where asked to do so. She always asked, never ordered. Always polite. "No need to stop kissing dear. You can move up. Slowly though. If you go too quickly I shan't be pleased." Donald knew that Anna not being pleased would not be in his interest. He'd been wearing the Lori's tube now for four months. He had never loved Anna more. But he knew that she'd begun to get a taste not just for keeping him in chastity, but also for increasingly dominant behaviour. Her latest 'innovation' was the riding crop. "I love horse riding" she'd explained, "And men are so like horses darling. Julia was saying that both species want to get between your legs and both need a little correction from time to time, don't you think?" Donald had agreed, as he always seemed to do these days. Anna was so right about things. He loved her. Not Julia though, he didn't love her at all. Why did Anna need a friend like Julia. He'd probably be shagging Anna's brains out if it wasn't for that bitch!
Anna leaned forward and cropped Donald once on each arse cheek. Not hard, just a reminder. Donald kissed and licked Anna's ankles and calves with increased fervour. "Keep it up now, no slacking. Good boy."
"I've been talking with Julia darling." Donald grunted in response, he didn't want to hear anything about bloody Julia. "And I've got a little surprise for you. You know that Julia is looking after your keys for me my dear, and I did ask her not to let me get soft and persuade her to give it back until we're married?" Donald licked, nodded, grunted. "Well I think you've been doing so well that I'm going to get the key back so we can have a little dirty weekend. Would you like that?" Donald would definitely like that. He nodded, grunted and looked up in hope, as well as licking and kissing like never before. "Don't drool dear. It's disgusting. Men. Yeuk. Anyway, Julia will release the key if you go over to her place on Saturday and help her out. She's attending a trade show or something and she needs some help. Would you do that for me, darling?" Donald would do anything for Anna and anything to get out of the hard, unyielding Lori's Tube and into soft, juicy pussy. Anything.
Saturday came and Donald was ringing Julia's doorbell at 7.30 a.m. on the dot as requested. Julia smiled as she let him in. "Hi Donald. How are you? Had any sex lately? Oh sorry I forgot, you're locked in a secure chastity device, right? How forgetful of me." Donald threw her a glance which could have been interpreted as angry, or at least resentful. He hoped she hadn't noticed though. He didn't want anything to happen which would cause Julia to reconsider releasing the keys to Anna. Anna had been quite explicit: "Make sure Julia is happy and it's going to be sex, sex, sex next weekend." Donald wanted sex, sex, sex with Anna like he couldn't describe.
"Thank you so much for offering to help, I didn't know we were friends." Julia's sarcasm needled Donald, but he wasn't going to rise to it. He wasn't going to rise in any way, shape or form in fact, thanks partly to that bitch! "I have some equipment which needs loading into the van and transporting to the fetish fair. I have a stall to set up. I'll be advertising piercings as well as doing a few simple ones, and I'm also selling some fetish gear as a sideline. I get quite a mark-up you know." Fetish fair? Donald wasn't keen. He submits to Anna because she loves that and he loves her, but he didn't consider himself a 'perve'. But he'd help Julia because he knew where it would get him. Or though he did.
The boxes weren't too heavy and the folding table, well, folded. There was plenty of room in the van and Donald thought his favour to Julia was done. Not so. "Hop in Donald. I'll need help unpacking at the other end and Anna said you can stick around and help me at the fair. Is that alright with you?" It wasn't, but of course Donald agreed. "OK Julia, anything to help." "I think you should call me Ma'am, Donald. Do you think that's a good idea?" "Yes Ma'am." He replied through gritted teeth. "Excellent. I really didn't expect you to be so cooperative and compliant Donald. Oh yes I forgot, it's because you're locked in a secure chastity device and I've got the keys. Is that right Donald?" "I suppose so Ma'am." "Good. We understand each other. Now, just put on this bondage belt and I'll lock the cuffs for the journey. I'll drive."
An hour later they arrived at the site of the fetish fair. It was a sort of warehouse unit. Other stallholders were gathering, many dressed in goth or leather gear. Everyone was very friendly. It took about an hour to set Julia's stand up. Donald hoped his work was done. Not so.
"Donald, you see that box over there? Bring it with you to the changing area. I'm going to help you put your uniform on." Uniform? What uniform? He wasn't some exhibitionist swinger who was going to participate in a fetish event! "Errr, Julia, I'm not sure......" "Ma'am! Don't forget!! And follow me with the box." Donald followed Julia to the changing area and into a cubicle with room for both of them. "Undressed. Everything off. Except the chastity device of course. Oh, you can't actually take that off, can you?" Donald followed Julia's instructions. She took his tee, jeans, shoes and socka and set them aside. "Now. Here's a little surprise for you. Open the box." To Donald's shock, the box included everything required to transform him into........ a sissy maid. "Ma'am, please. I don't think I'm up for this. I can't possibly....." "Donald, let's take a reality check here. Do you want me to give a favourable report to Anna?" "Yes Ma'am." "And do you want me to persuade her to let me keep hold of the key, rather than have her give you your little period of freedom to shag?" "No Ma'am." "Good. As I said, we understand each other.
The maid's uniform comprised a number of elements. Seamed hold-ups and heeled shoes. Shiny black vinyl dress which was semi-hobbled in that it was narrow around the knees, definitely limiting freedom of movement. White frilly pinny. Donald's embarrassment increased as Julia helped him put each item on. "Oh I almost forgot. I need to get a couple of things. Don't run away!" Julia took his day clothes and disappeared for a few minutes. She reappeared with a number of items, none of which Donald liked the look of. "Right. First, you'll be wearing this maid hood. Don't worry, you'll be able to see through the eyelets, albeit in a restricted sort of way. Here, slip it over your head. The inner tongue will keep your tongue in place and of course there will be no point in trying to speak. Well done. Now let me fit the wig. There. You do look cute already!" She patted his bottom and he hardened inside the Lori's Tube, that is of course until the studs bit and did their job. "Now, this is called a neck corset. Chin up please. There. You'll have good posture! Lastly the bondage belt again, except this time hands behind. There."
Julia stepped back and surveyed Donald. Surveyed her prey. "Now for your name badge. Here it is. I've decided you should be called Donna. Let's go."
After some initial incomprehensible grunting from Donald/Donna which ended when Julia tweaked each of his nipples 'with extreme prejudice' he eventually complied and Julia led the sissy maid back to the stall.
The day went well, at least from Julia's perspective. Donna was useless as an assistant, what with her hands cuffed behind her, but she was very useful as a sales aid. In fact she sold five maid's dresses and the maid's face hood sold out completely. Most went to couples where the woman was clearly doing the buying for the man.
It got to 5 p.m. already and the day had passed quickly for Julia, less quickly for Donald/Donna. "There. You've done well. That wasn't so hard, was it? Just like your dick, eh?" Donald wriggled in the fetish gear. Anything, to get those keys back.
"Oh Anna. Hi. Yes, it's gone very well. I made some money and Donald has learned a few new tricks. I'm sure he'll explain." Julia was on the phone to Anna. "The keys? Well, what do you think? I'll tell you what. I'll bring him back to you as-is and we can talk about it. I'm sure I can persuade you to let me hang onto them a while longer. No, you can't talk to him right now as he's a little tongue-tied as it were. You'll understand when you see. Bye. See you in an hour." Click. "Gotcha again Donald. I think we're all going to be getting to know Donna a bit better. Hop into the van. Good girl."