Ok. So after seeing a provider 3 times and deciding to become her regular, any suggestions on how to keep things interesting?
New Sex Positions - yeah I've been thinkin about that
Asking her what makes her tick - that too
Makin her laugh - ok, so far the chit-chat was me listening to her stories. Should I crack up a joke
Attire/Lingerie?
Role Play?
Any suggestions to spice things up.
More interesting, cutehunkie?
I for one find the question itself very "interesting." After all, isn't the sexwork professional in charge of "spicing things up?" On the other hand, if she is working from a well-honed script, then maybe she won't want to go with some of the role play, toys/lingerie or anything else you want to cook up. As far as lingerie, doesn't she have some of that already? Of course you can request anything that tickles your fancy - no harm in asking.
In general, however, women - providers or civvies, doesn't matter - enjoy a man who listens to them....although it doesn't sound like you were finding the chit-chat itself sexually arousing. I'll say this though, and that is that if you are planning to become her "regular," chances are that she will reveal a lot more of something - whether it's her off-the-clock personality, or just details she wants you to know about her private life is anyone's guess. But the fact is that most women need some sort of non-sexual "connection" to get more genuinely and naturally sexual. Yes, it's a paradox, but that's how women work. The more non-sexual attention you pay them, the greater the chances that they will abandon themselves to the ultimate in Eros and let themselves be taken over by multiple orgasms, wild expressions of lust, etc., much for your benefit as well as theirs.
Sure, if you want her to put on a different or better performance, then pull out all the stops - toys, lingerie, role play, kink, BDSM, sex in unusual places, sex in "public," phone sex, bringing in another woman, watching her with another man, playing pickup games in public, etc. - the possibilities are endless. It just depends on what you want from the encounter..more of a PSE or GFE?
Just know that you might have to work a little harder to prevent the "regular" from really becoming so,
The Love Goddess
Yeah, I know she can spice things up, but last session she told me before I drove to the hotel that she was having a bad day earlier. It actually went pretty well (at least for me) as she did what I ask for. But I'm not sure if she was really up to it, since she got a bit sore when I touch her clit on round 2. So thanks for the advice on the non-sexual connection. I actually do like listening, since i'm a listener than a talker by nature.
If you are bored already it's time to see another girl even if you want to keep seeing your new regular. I have a fav that I have been seeing once or twice a month for four years now. We have done most of the things you mentioned and a few that you didn't but, except for the time I rented a room with a jacuzzi and greeted her naked and up to my head in bubbles, everything has else of a "spicing up" nature has come from her end. Anything you do should come naturally. Don't forget you are paying her for sex. She is not your GF. You need to respect her comfort zone.
It's not really me. The first 2 meetings were exciting, even for her. On the 3rd meeting, before I went to the hotel, she said she had a bad day earlier. I enjoyed our 3rd session - she did what I want, but I don't know if she enjoyed as much. So I just wanted to take it to the next level next time.
Like I said, she is not your GF. You are paying her for sex. You don't really get to decide what level it goes to in a situation like this. She will put in whatever effort she deems necessary to keep your business and you will have to decide if that effort is enough.
Don't kid yourself into thinking that you can get any more out of her emotionally than she is willing to give. It's a job she does for money.
You do have a point that it's up to her to decide what level she wants to take this to. But I also believe that that's not permanently engraved in stone and relations could go to another level.
My feet is still planted on the ground (LOL) and I know I'm not kidding myself. If I can't get more of out her emotionally involvement in our sessions, then I will deal with the limits of the boundaries she has set. And if it's not what I expected, I'm splittin. But in the meantime, I will try to see where it goes and your advice does make sense on the realities of these arrangments. Thank you.
You have 17 reviews, so I find your question a little surprising since you've got some experience with the escorts. Here are two observations. First, she's apparently working off a script and it has already become routine after three visits. That isn't unusual, but it shows she's still most comfortable with you following her lead and staying exactly where she wants you. That may not change any time soon.
Second, it sounds like you may be trying to recreate a civie type relationship where you're bending over backwards to keep it interesting, even though you're also paying. Is the real question what do you do to gain her interest? Because it sounds like that might be what you're really asking.
Listening to her stories isn't conversation, it's just being polite. And if you haven't even tried different positions or lingerie, why are you even bestowing regular status upon her? It doesn't sound like she's trying all that hard to please you, because all the things you mentioned are standard fare and should be part of the deal, except perhaps for the role playing.
Frankly, it doesn't sound like you've got natural chemistry with her, or at least it's not mutual, so you might want to keep your options open and enjoy the company of some other ladies that keep things more interesting.
I've been trying to find a regular to replace a previous one - does not have to be an ATF but could develop to be. I also don't like to drive too far, so her incall location is very convenient when I'm busy and want to play. I believe we do have some chemistry, but you're right - as of now, I'm still trying to keep my options open. Hence, I ask this question to see up if she can be really be a regular for me. I aso believe the other guy is right - maybe not too many frequent visits.
I see lots of other gals.
Seriously.
I hardly ever see a gal more than once every two months, and often less.
The old adage has much truth to it:
Absence makes the heart grow fonder. (And not coincidently, the dick grow harder.)
My math teacher used to tell us at the end of class to leave. He would say "I can't miss you if you don't go away." (he was a sarcastic son of a bitch) See women sparingly, otherwise you risk squeezing the life out of the connection. Personally I would consider not seeing someone I felt I had to plan a 4th date for, or at least taking a break. There are just too many amazing women out there with whom I've had outstanding chemistry.
When I chose to see gals on a regular basis there was no need to think about spicing things up. She was very good at keeping my interest and junior up. That was why I chose to see them regularly. There was never a dull moment. There were sessions that were better than others, but always a repore that kept me coming.
If she has any friends she would like to bring to your next date 
First ask yourself is she your regular or ATF? Then ask yourself what the difference is!
The simple answer is whatever makes you happy!
My only regular is my right hand but I do have 2 ATF's. I would see them as much as possible (time and money allowing) With them it is more about the together time than the sex (we do have sex every meeting). However with them it is sometimes easier to talk about fantasies because they have heard it all and there is no expectations. As a result we both can explore each other with no end.
The rest of the answer is communication. Listen to her and please her then she will want to please you and I guarantee you will be in ecstasy until the communication breaks down! The most exciting thing is when a provider makes your fantasy come true with out telling you!