Ladies -

it's surprising this is new to you. Almost all girls require an envelope and say so on their web sites. I think envelopes are stupid but don't really care enough to argue with anyone about it. So I just stuff the money inside and forget about it. I've generally used 20s because until recent years that's all you could get from an ATM.

And have never heard any feedback about not using an envelope. Usual play is to have the money visible and leave it with my keys and phone, then just leave it behind when I exit. Would I use envelopes if asked? Probably, but who the hell buys envelopes anymore? Maybe the same people who write checks to pay for groceries?

But when has that ever stop guys from chiming in...I always do the envelope, doesn't matter what she specifies...Not my style to just flick money at her.

and no one has ever complained about it.

...the few times i didn't have one, it was never a problem. that said, i feel like it's appreciated. shows good faith and effort (you took the time to read the rules).

Jk...of course.  
Ive used an envelope a few times. Mainly if its in the etiquette portion of their website. But once I've had that " break the ice " encounter, I just drop the money on the dresser, nightstand, whatever...as long as I know she sees me doing so, but I also never make it a solely obvious act...IOW, I'll set my phone on the dresser...and just happen to drop the donation at the same time.
Fuck...that sounds like a lot of steps...but it really isnt.

a provider say, just drop the cash without an envelope. But I’ve seen many providers ask to have the payment put into an envelope.  So that’s my default.  Never had any provider tell me to stop doing it.  

Call me a sheep, but if person requests something in a certain way, out of courtesy I do it. Indeed there are limits on that.  So I use the envelope.  

I always use an envelope with a new provider. It’s a small thing, but if it gives the provider an extra bit of comfort that I’m a legit client, why not do it. Interesting that when I see kgirls with trusted bookers I never use envelopes. I think I assume the trust is already there on both sides.

I definitely prefer in an envelope or greeting card. Some guys get very creative and write lovely messages or pick cute cards. I save my favorites.

A Envelope is a nice Touch
Initials name lady like me
SV

Using an envelope is a pretty standard request, so I generally use one with escorts. A couple months ago I saw a girl who asked me to take the money out of the envelope and hand it to her, because she had been shorted at some point and wanted to count the money immediately.

No one is ever going to kick you out for dropping your cash on the counter without an envelop.  When I first started I put it in an envelope.  Now i don't bother.  Just pull it out of my wallet and drop it where she can see it.    
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Speaking of seeing it, when I was new to this and still using an envelope, I was so subtle about putting the envelope on the counter that she didn't see me do it.  So she "reminded" me I needed to pay up.  I gestured to the envelope sitting a few feet from her.  Oh.
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After that I just do it where they can see it.  They want the money, why dance around giving it to them.

The envelope crap started because some hookers (or their pimps) were so fucking stupid they thought the cops could not bust them if they did not touch the envelope. A few guys like it because they think it is more romantic than cold hard cash.

Envelopes are for the capos, and they better not be light.

Personally, I always put a donation with a card.  Usually a "Thank You" or appropriate holiday card.  If it is one of my LTR's, a birthday card when applicable.  Just seems right to me.  Halloween is around the corner.  Give your favorite provider a funny Halloween card with the donation instead of throwing the cash on the dresser or hall table.

...unless the provider doesn't want one and has communicated that to me before the session.

As long as you bring the correct amount, I don't care.

She has a lot to learn.

I've always had the LE-bust scenario in my head where i didn't want to be questioned visiting a lady in a hotel with a wad of cash in my hands. So I always have the cash in an unsealed envelope with a gift card. Maybe it's the tiniest of leverage to make up an alternative story than the one cops have in mind.

I think envelopes are nice because it seems more discrete. I don’t like the donation part even though it is essential. I’m even oddly discreet when I tip for services.  
My regulars used to quietly set the donation on the dresser neither of us acknowledging it. Obviously with new people I would slip off and quickly count it. Maybe I’m weird. At the end of the day I say do what makes you comfortable just don’t walk in and hand it to me.  

I like to use an envelope as a minimum with a drawing of a heart & "thank you" on it.  If I can find a card near where I visit the pre-session ATM, I will include a card.  It just makes the session seem more like a date than a business transaction.

i usually put it in a glass in the bathroom.   safe and obvious.    

There's a handbasket transit service that'll take you to a certain place for doing that.  

One of my very oldest and best clients always brings me my donation in an envelope with a very generic thank you or warm greeting card...... When I was very new at this I had read somewhere to always do so because just in case the law gets in the mix it leaves room for plausible deniability. -Pro Tip

After literally hundreds of discussions on the subject do you honestly believe that showing up with an envelope with the EXACT amount of money that you require as your "donation" in an envelope is going to somehow fool LE??? If anything it's going to prove the opposite. Having a few hundred bucks in a guys pocket could give some "plausible deniability" having the exact amount of your donation in an envelope removes all doubt.

I hope that you also don't ask for dick picks as a method of screening or grab a guys crotch when he comes in to ensure that he is not LE.