In many cases I've asked them to dinner after a session, sometimes beforehand but generally as the session is winding down. I make it clear that I'll be happy to pay for their meal but not to watch them eat it. In another case I took a girl to the Metropolitan Museum of Art in NY. She was so happy with my tour she insisted on paying for dinner. These dates were in Manhattan, Las Vegas and Costa Rica.

dinner, movies, shopping, plays, operas, concerts,  musicals, museums, boat rides, mani/pedicures, massages, spas, etc.

have laid out most categories of dates that the ladies like, but since I'm in SoCal, the most appreciated place I take them to is a day-trip or overnight to Catalina Island (about 25 minutes flying time from Long Beach).  

 
Since anyone who is seeing me regularly already has, by definition, an appreciation for antiques, the next most popular with providers is the Nethercutt Collection and Museum, north of LA in Sylmar. It's arguably one of the largest and finest collections of restored automobiles on the planet.  In one building, they also have an entire floor of mechanical musical instruments from late 19th and early 20th century.  There is also a restored example of a private rail car, which is how rich people traveled in luxury before there were private jets, and last but not least, the largest collection of antique hood ornaments in the world.    

 
For those that are not SoCal denizens, I have done most of the things that Nicky and Fisher list, and they are all good choices.  Many lend themselves to specific time constraints, but like Nicky, these outside dates are OTC (I pay the costs of the activity and the meals, just like I would with a civvie date), but they are reserved for the ladies I see regularly.  I would never offer or suggest going outside with someone I was meeting for the first time, for obvious reasons. Sometimes they are piggybacked onto a two-hour session, but other times, we just decide to do something on a certain date when neither one of us is busy.

A dinner date would be your best bet!

Heyyy.. escorts gotta eat too, am I right haha!
no but seriously a dinner date is such a romantic date I think, share a meal and chat each other up would be wonderful… you get to know each other and enjoy public time together. I personally love going on dinner date especially to a nice restaurant.

I assume by this non-question you are either 16 or you took the Queen Bia class in how to ask questions with obvious answers.
Here’s my suggestion  
Ask the woman if she’s interested in taking a “class trip” and if she is try this age old remedy.
ASK HER WHERE SHE’LIKE TO GO!!!!!!!
And then ask CDL if you can borrow his jet so you can fulfill the woman’s wildest desires.
Me personally, I like to go to the bathroom and take a shower and a short trip to the bedroom and engage in wild sex. But I’m very boring you may need more excitement like “antique shopping”, or looking at cool cars.  
Good luck i hope i was helpful

Damn right, last time i offered to buy dinner i took her to the drive-in window at Wendy’s
She was none too happy.
Next i’m going to step it up.  
Red Lobster baby, pricey but she’s worth it.

I've gone out to lunch and brunch with a few ladies off the clock. Two asked me to take them out and the others responded positively to an offer.

 
I have also picked up/dropped off ladies at the airport when they were coming in or leaving town on tours.  One asked me to (the first time we met) and the others said yes when I offered it to them.

"Fancy" dinners, a jazz show, lunch.  In fact, I think I have a brunch date coming up in a couple of weeks.  

To many options buddy…

Foodie dates, shows, plays, casino, pool dates, travel companion, charity events…I sat next to the mayor of SD & Chief of Police. The possibilities are endless, like your imagination. If she’s a true escort she can entertain outside of the bedroom.

The same thing as any other date.

Lunch or Dinner, Movies, Sports Events, Comedy Clubs, Museums, Axe Throwing...

Whatever floats you boat an you think you might both enjoy.

Eating out. Sight seeing.  Shopping.  Museum.

Some fun dates I’ve been on (not already mentioned):
UFC fights, horseback riding, helicopter tours, shooting range, boating, party bus, exploring art galleries, concerts…

First off let me say that I am in Vegas so there are tons of options. My most memorable would be going on the Love Plane. You get to join the mile high club and we had our fun in the air. I have had dates take me hiking, to the corvette museum  (Not in Vegas), antique shopping. There are quite a few shows in Vegas and I am headed to a concert coming up soon.  

I feel like even if it's a first meet that you should talk to each other about your interest and tailor your outing to those.  

I also remember the worst time that I had on an outing. This is when we were going to see a movie before we went to dinner and dancing. My ex-friend  and I disagreed on the movie and to get his way he told me the client is always right and I should just be happy that he was taking me to the theater. Please don't be that guy. Ask about their interest and consider yours as well. Sometimes my favorite outings are the spontaneous ones. in vegas we have bicycle taxies downtown and we rode on one for over an hour enjoying the city jamming out to heavy metal. It was a great time.  

Outings don't always have to be Michelin star restaurants and shopping trips. I have even taken guys to visit my personal shopper and they have had suits put together for them. I have also done a goodwill date. Where we each took $25 and purchased an outfit from goodwill minus the undergarments and wore the outfit to dinner. Then we donated the outfits to charity the next day. I just say keep it fun and interesting. As long as you have good company you should have a great time.  

Andrea

I took a provider I met through an agency to a couple of concerts  

We slept together afterwards, because she considered the concerts her donation
 
The only problem was I thought there were dates,  

When she gave me her number, I thought she was interested in dating me

To join the chorus, I have taken an escort out for a meal.

It was a 4 hour session. So we had an hour of fun at her place, an hour or so at a mutually agreed upon brunch spot, and spent the remaining time back at her place for some more fun.

Going to U2 granted she’s not a clock watcher and for things like this I get a special rate. One way or another you pay for it.

I've actually had one provider - after our session - ask if I wanted to get crabcakes with her (this was down near Baltimore). I made it a little awkward by saying something like "I don't have enough money on me to pay for more time" and she laughed and said there was no need for that. We went to a local bar and had a drink or two and some dinner...it was really nice! I picked up the tab, but that was nbd. It hasn't happened since, but I always think about it, especially on an evening date, just saying "Would you like to get a drink at the bar?" or something. I wonder how many providers would respond positively to that?

As im usually looking for some backdoor fun with the gal.

She was up for it, so we went for it . Got a private room off the main floor, she got naked and started searching for cocks … found a couple she liked.  She started sucking a BBC she liked while I fucked her.   I blew my load in her, so I invited the BBC to fuck her while she sucked another cock.
She ultimately swallowed 4 loads and took 2 loads in her pussy

Wherever you take your companion, make sure you get your session out of the way first. I read on twitter once about this guy who paid for 3 hours with his date and got nothing in the end. He later complained he got ripped off. He didn't get ripped off. He chose to hang out with his date first and ran out of time. I find that most companions will do as little as possible or get you out as fast as possible if they can get away with it.  

why anyone would pay the same rate for a social and sexual time.  I took an escort out to dinner after a session; it was lackluster.  She was MUCH better on her back.  I paid for the dinner and her ride back.  Definitively less interesting than I though it would be.  

I have always wanted to take my favorite provider on a vacation trip to a place like Mexico.  But I am scared of the small chance that someone I know might be there at the same time.  I know the possibility of this is really small, but the risk/reward is not worth it.

Assuming you have established some rapport (meaning you’ve seen her a few times already), then forget that she is an escort and treat her like the woman you really want to impress.  I established a good relationship with a lady, and we went on several short vacations together… she got to see places she would never have seen otherwise; we had tons of fun being sightseers together during the day, and she expressed her appreciation every evening at a level way beyond our “normal” activities.   And she did so for an amazingly modest gift amount.
She told me she appreciated having a “date” that didn’t feel like “business”

Movies, Top Golf, Gambling

I’ve taken a few providers out but I hate the idea of someone waiting outside for us.. no idea who they are or if they are coming in to spy on you. I stopped doing this when we were out and the table next to us had a sudden uproar and fight, come to find out it was the girl I was sitting with a friends and she goes running over there to join the commotion. Needless to say I told her our date was over and asked her to go sit with her friends as I finish my meal.  

Recently I’ve noticed an uptick in female managers which was good I thought and then I realized that some of the female managers are way more disruptive in nature as they usually the type of females that feel like they can do anything they want. Give me the good old days of the driver waiting outside in my driveway any day. Now I don’t allow any girls over even if I’ve seen them on countless occasions

...and eating at my local FBO. I figured if any of my buddies knew her, they'd give me a wink or a nudge.. or nothing at all.🙈 I loved seeing her in t-shir, jeans, and sneakers. It made me realize how attractive she really is.

When a Client is with a Provider, Then he should ask what sort of things she likes to do  then figure out if it's something you want to do.

I took one escort out to Sleep No More in NYC, a kind of active dinner theater experience where after you have a few drinks, you are given a briefing and then you don masks and the silently wander through multiple floors of a hotel/sanitarium watching a story unfold... I held hands with her as we wandered around, mostly I just let her follow what interested her... then afterward  we went to a oyster bar just before it closed.

After that we went back to my hotel room and had a great time, both on the bed and the desk by the window overlooking the city.

I think I worked out a reduced rate from the normal multi-hour rate just because I proposed the idea beforehand and it was kind of unique, so she agreed.  Can't remember how much of a discount.

I had a great time with her, sadly after that I really didn't go to NYC again so I never did see her again.  It made me really want to try something similar with someone else, though I think it would be best with at least one or two more traditional dates under the belt before so you had a better feel for each other.

Find a provider and discuss..

I would say find a provider you would like to take out and discuss it with her. I've gone to museums, art galleries, shows, dinner, sporting events and movies.

I have taken providers to lunch/dinner, a walk in the park, for a drink, to a museum, and shopping (for sunglasses).  I have also given rides to and from the airport, without any expectation in return.

One provider that I took to lunch a couple of times was a recognizable porn star, after our session.  One time she was dressed down, but the other time, her large tits were very much on display, showing a lot of cleavage.

Sometimes all you have to do is ask and if they aren't booked right away, they might be interested in getting out of the hotel.  Other providers would not do that at all.

Are you scared a client or people in general who knows you or know of her her proffession  gonna recognise her...so what. Go to a different city, take a vacation to another country.

I had a 43 cabin cruiser during a time I was newly single & incredibly active in both the Sugar and provider worlds.  From Lauderdale I  took at least a half a dozen overnights with compensated companions, mostly to Haulover/N Miami.  All but one of them enjoyed me doing a photo shoot of them at Sunset and throughout our trip.  My 'work" ended up on a few of their pages.  Hmmmmmmmmm, the good old days.

Parent-Teacher Conference?

Just kidding.

I’ve never paid an escort a social rate, but I’ve occasionally been out with one. I’ve done simple things like taking them out to dinner/or lunch, seeing a movie, or going shopping. The dates all went well and I attribute that to the fact that in my experiences I was with good company.

It can be fun with new providers I’m sure, but definitely helps to have seen the provider maybe a few times before so you’re already acquainted with them to some extent.

many, many dinner dates only paid private time,   have traveled with other cities US and paid 2 hour rate per day  plus travel,   treated to high end spas ,   did i mention the many dinner dates ?