Here are a couple of general rules of thumb to follow where it comes to communicating with the ladies that you patronize.

 
If she reaches out to you first, that's a green light to start a conversation. Unless of course she has only reached out to you on something related to business, like to announce a "special".  

 
If you send a text saying nothing more than "hi" and she doesn't respond, do NOT keep texting her. You have your answer, she either doesn't have the time or the desire to shoot the shit with you.

 
If she does reply to your text, only keep texting her as long as she is texting you back in return. When she stops replying take that as a hint that the conversation is over. You send a text, she sends a text in return, THAT is a "conversation" when it comes the point that you are sending five texts to her one, that is NOT a "conversation" lolDon't be "that guy" as you yourself mentioned who will rapidly get a reputation for being a time waster.

 
That said, I have "hooker buddies" who would send out a search party if I went more than a day or two without them hearing from me.  Another rule of thumb is that if you "have to ask" if a lady wants to hear from you, then the answer is probably a resounding NO.

If you’re going to text/email w/o intentions of booking an appointment you should send a gift card. Doesn’t have to be huge, but it let’s her know you value her time. Time is money after all.

When it comes to "PROPER ETIQUETTE" between both a Provider & Hobbyist.  The Hobbyist need to choose his word wisely & Realize how he is coming across. Meaning Proper English. If you want to know something such as a particular time of the day. Then Just as the provider "Are you Available at (State The Time)."   And also state how much of her time that you need. Don't say things like "You Know What I'm saying" (Unless She's that ghetto). And Don't  forget to say things like "Thanks".

If you're seeing a lady twice a month, you should really consider the SD/SB world.  

If you two click and really like each other; you will most likely have daily communication like a dating couple.  However, boundaries are still set and you can always retreat back to 'safe' zones at your discretion.

And not just when they're coming to your town, or their rent it due.

 
Only then is it appropriate to just pop in and say hello.

 
One possible exception:   If they live in an area that has just been hit by a natural disaster or some similar fate, then it would be appropriate to inquire as to how they are.

then book multiple hours, and include some social time with the sex time.  Being a regular doesn't entitle you to waste her time, but MOST ladies will allow a little leeway for a random text message now and then with regulars.  Twice a month certainly makes you are regular.  If it gets to be too time-consuming to e-maintain you, they will they just ghost you.  Each girl has her own "tipping point" where you are more trouble than your business is worth.  You just need to be sensitive about where the line is, and don't cross it.  You'll be fine.

END OF MESSAGE

I know many of  you want to have a personal friendship with your Escort.  After all you just shared an amazing time together, right?!  Unfortunately like most of you, They have busy lives and - a private life with a significant other too.
This is business for them, I know you hate to hear this but lets be honest....It is not proper etiquette to ask for contact outside the Agency or booker.  If you are dealing with her personally, maybe give her your card or personal number, tell her you would love to hear from her and leave it up to her to initiate.  Then Email her now and then, thats fine... to say hello, how are you, thinking about you....  Send her a gift card via email.  If she isn't replying take the hint.  It's business not personal.  Too many guys want to make this a girlfriend thing and seriously this is not the place to find a Girlfriend. ONCE in a great while it turns into a Girlfriend relationship that rarely works out and brings many complications and disappointments.  "Looking for love in all the wrong places". Keep in touch with your Love/Lust meter Guys...
 I am trying to help you guys..... xo Rhonda - TheCelebrityModels

Personally, for the sake of  building a lovely rapport, I do not mind a check in text from a gent that I see regularly - i.e. someone who consistently books and shows me that they respect my time.

We typically receive a sizable amount of texts, emails, and calls per week. Some of them are genuine booking inquiries; and others are sent with no genuine intention of booking (the fabled "hey bby, you avail?") - So keep in mind that every message you send and she/they return to you takes away from time that could be used to screen or book with a paying client. If the companion you initiate contact with returns your messages, take it as a sign that she enjoys engaging with you. Sending a gift card every now and again is a sweet gesture and I am sure they would appreciate  -  as it does show that you acknowledge the extra time and attention she gives you. It's an option of course - you don't have to do any of it. But we do show our appreciation in return!

Amen to that!