Since the maid fantasy will vary from man to man, I'm just going to write out a generic but common version of it. Start by either shaving your sub's genitalia, or making him do it on his own. If he's already shaved, you're good to go. Then you help him into a french maid outfit sans panties but including a choker and high heels. Put a little makeup on him, if nothing else, some whore-red lipstick
The maid fantasy is primarily a feminization fantasy. First there's the shaving of the genitals, this certainly has a feminization angle, but it also gives a feeling of vulnerability. Some fantasies also include shaving of the legs as well, but some skip the shaving entirely. The big tell on this fantasy however is the maid outfit. Why doesn't he have a slave fantasy where he cleans naked in chains? The excuse for putting on one of these, along with the make up, is most certainly a feminization fetish. Sure this is also humiliating, so there's some of that in there, but you could humiliate him as he cleans without the maid outfit. The butt plug option varies from person to person as well, it's not in everyone's fantasies. It's generally a humiliation or degradation thing. You have to use one with a flange and a narrow neck so it doesn't pop out. You can put on panties over it to help hold it in. Lastly there's the erection, which many men assume they'll carry around with them the whole time, so you have to constantly refresh the erection for fear of him getting bored and not wanting to do play out this fantasy again.
So how can we make this fantasy easier, funner, and possibly even cheaper? Well let's start with the french maid outfit. Sure, it's great once, but they are difficult to clean and expensive replace, not to mention hard to get (if it's not Halloween). They tend to be more trouble than they are worth. If the sub really has the body for it, then I find the frilly maid outfit sexy, but honestly, this usually isn't the case. If you just have more time than money, or your maid-to-be isn't set on the french maid outfit, I suggest skipping it entirely. Since the maid outfit provides the feminization angle, I suggest you modernize your maid. Go to Walmart, Kmart, or some other cheap store. Second hand stores are a good choice as well. Pick out an outfit with a short skirt for your sub. Short is ideal so his cock will poke out when erect. I think mini dresses are the most fun, but anything will do. Just make sure it's skanky and cheap. If you can find something in his size, the same goes with the high heels, just get something cheap. If you feel so compelled, you can also pick up a bra and cheap lipstick. I suggest having him try everything on in a changing room. If you're afraid someone you know will see you, drive to a store further out or just get a bunch of different sizes and return what doesn't fit. There's no special cleaning directions and because they were cheap, you can throw them away guilt free if they get stained, torn, or whatever. Speaking of stained and torn, I've found cheap frilly panties at the dollar store if that sounds like fun. Another fun thing to do is to give him a feminine name and talk to him like he's a girl. That should take care of the feminization angle; sure it's not French, but who cares? My money says he doesn't.
Now there was a bit of humiliation and degradation in the fantasy, but they weren't major things. Physically helping him dress covers this, as does doing his makeup or showing him how to do it. The short skirt also helps with this because his erection will be visible. You can still do the anal plug but again, be careful it's not going to come out. Always use a flanged plug with a thin neck and a wide head. If you feel humiliation was an important angle for your sub, you can take pictures or videos. And if you can get some without his face you can even post them online anonymously. Another trick is to make him ask for it, "Tell me you want to be dressed as a girl and forced to clean."
The big thing however, is the erection. Let's not beat around the bush, this is the real motivator here. This is what will keep it fun and have him wanting to replay this fantasy again and again. We want him to be erect for as much of the cleaning as possible. Sure you could follow him around groping every minute or two, but at some point it becomes easier to just do the cleaning yourself. What works best is a remote controlled vibrator
When you see he doesn't have an erection, use the remote to give him one. Even if he does have one, randomly stimulate him a little every now and then, perhaps when you turn a page in your book. Most remotes have different strength settings, so you may be tempted to keep it on low, but don't! There are only two things this can result in, an orgasm, which ends his blissful cleaning, or, and this is more likely, he will get use to it and go soft. The human body quickly adapts and after a while it will be like it's not on at all, and it will take even stronger stimulation to achieve an erection. The advantage of using a remote control is you can turn it on and off without much work. You don't have to stop what you're doing; you don't have to get your hands messy; you don't have to walk over to him; you don't even have to be in the same room as him if you want to just stimulate him randomly. Just don't use a constant setting and you'll be fine.
Some men simply want to be dressed up and made pretty before working, and dressing them up "pays" for all the work they will do, but in my experience these men quickly bore of the fantasy. If you want a pet who will not only clean house for you frequently, but enjoy it, then this is the way to go. Sure you are using his fantasies to your benefit, but a sub won't hate you for this, they will love you for it. You can flat out tell them you are using their perversion against them to get house work done and they will only get more turned on. Of course everyone is different, so you might have to tweak a few things, but this is a pretty solid foundation to build from. And don't forget, a horny slave is a happy slave.
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