If this has been brought before i dont know or maybe its dumb or not doable but how about a subscription fee per month for services like a Netflix , Amazon Prime or Kindle. Of course its up to the provider how many visits etc a month. Maybe unlimited for some outrageous fee like $5000 or something. Maybe 4 or 5 visit limit for $400 with maybe a phone call or something. Most guys probably like variety to do it a lot but who knows, maybe for a favorite, i know theres Only fans and Patreon for mostly just video and chat but not full service
Would it even be illegal with no exchange of money at the door

I’ve seen some providers, usually high $, post packages like that on their websites. Of course scheduling can still be a challenge. If you have a favorite that you want to see regularly, you can ask her about it. I wouldn’t use it as a way to drive amount lower however, that may not be received well.  If I suggested 4-5 visits for $400 I think I’d be shown the door and blocked. lol

Exactly when money is exchanged does not change what the money is for.

Vorlon is 100% correct, it's still an exchange of $ for fun

Think you're right. Maybe a nice starter subscription

OK. Or just paying for their time

Dont go giving them ideas 😂

After they stop laughing

I had thought about doing packages like thar around Christmas but I never put it into action.  Maybe there is a market for it.  Hmm.  Maybe I'll try it.  
Will you be my first?

A package deal. Tempting

Sugar babes and sugar dads.  And it IS legal.
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Once any sort of "relationship" is established, it is no longer considered prostitution.  The money given is considered a gift.  In olden days these were known as mistresses.  Now days called sugar babes.

Interesting, that could be the reason why SeekingArrangement still exist? No wonder, LE couldn't take it down due to that loophole

Suppose I have a multi-year relationship (8-9 years or more) with one or more women, see them regularly (monthly or some other frequency) over that time span, and give them a cash gift each time I see them. That’s legal? Cool!

I'm not a lawyer but, I think if the lady had more than one male friend or two, and had advertising, you might not be able to get away with the "mistress" argument in a court of law.

This is getting interesting. Sugar babies, Mistresses. Know they can be called Subscriptions

I don't think it is that simple.  I suspect it would fly if you could demonstrate that looks like a genuine relationship but of course I'm no lawyer.  I know it's not something I would want to test in court if I were ever in that situation.