I've always wondered about what goes on during multi-hour dates.  I'm talking 3+ hours.  I know dinner dates are the meal and playtime but what about longer dates?  Do you go shopping, sports events, concerts, museums, or something else.  Yah, I know you leave plenty of time for fun.  Also, am I correct I'm guessing that the hobbyist pays for almost everything?

Lots of a dinner date still feels timed, if you ask me. My packages jump from 4 hour dinner date to "6 to 8 hours". So if you're deciding between a 4 hour, or more, depending on the jump in price, a 6-8 hour may feel less timed, in case of delays at the restaurant, traffic, etc.

That's pretty much how all of my extended dates have gone - (I have a karaoke date coming up soon lol!)

Spent most of Saturday seeing the sights... bracketed by other fun.  I paid for everything, including her plane trip.  It was worth every penny.  

I have windsurfed in Mantauk
Made maple syrup in Vermont
Beatles festival on the the River
Weekend sightseeing in DC
Red Sox at Fenway
10k River Run weekend
Numerous dinner dates, shows, museums, hockey, foot ball, baseball, soccer, concerts
I love all of them
I have dinner dates at my place
He cooks at his
There are many wonderful thoughtful kind and sexy men , thank goodness!
And I am having one in just a few weeks, and I am very sexcited!

I have had the pleasure of going on....

I pretty much always stick to 1-hr sessions because it just doesn't make sense to me to blow all that much dough at one time, instead of spreading it out more prudently.

in St. Petersburg with a favorite friend over two days. We had lunch at a lovely French brasserie, went to a museum, had some fun, went to dinner, had some fun, went to breakfast, had some fun, toured St. Pete, had lunch, had some more fun, and ended with dinner and the movies, then more fun. It's a great way to spend a fantastic time with someone you find you have a lot in common with. I have also been on many trips here and abroad, to the super bowl, to conferences, shopping, many, many museums, operas, concerts, hiking, diving, dinner cruises, art exhibits, weekends in NO, VT, NM, AZ, SD, SF, LV, DC, and the list goes on. One of my favorite weekend trips was 4 days in London with a special gent who booked a couples' massage or some other spa treatment each day for us. That was special. That spa was unbelievable.  

Hate to be a curmudgeon on all this, but that's a pretty expensive fantasy.  A person can provide sex and be friendly in the process, but if money is being exchanged, friendly does not equal friend.

Not a habit, but I've done a some.  Here's how one went:

but oldfartmonger runs a close second

your repsonse is kind of like saying man that ferrari is pretty expensive considering i can drive a hyundai for much less.

Two, three hours these days, feels like one hour, it flies by. You can do the same thing on multi-hours that you would on a civvy date, or what you'd do with friends.  

I enjoy extended dates 3hr+ I have done these type of dates many times.
I just added a 3hr Happy Hour Package which is a different rate from my regular 3hr package.It is a lower rate factoring in the amount of public time and private time.
In my happy hour pkgs usually it is meeting at a lounge or bar while getting acquainted.
Or catching up if it is a gent I have seen before.Sometimes grabbing a bite to eat or room service in the room if he is worried about friends/colleagues.
On a 5+hr date or my clock-free date(doesn't exceed 12hrs) I have done pool dates hanging out at the pool for a couple of hours.Enjoying a couple massage at the hotel spa some private time then off to dinner and a show.Then back to the room for private time.

I disagree... If you are great at what you do, like I am. Any length date is a fun experience.

I prefer extended lunch and dinner dates, and "clock-free" evenings.  

Often we just do things like massage, cuddle, or chat between round one and two.  Sometimes I'd bring over some take out food and we'd have a nosh between rounds.  Once I made a lasagna and brought it along.  I got an extended stay place so we could heat it up.

I'd never tell a young child that Santa isn't real, so I have similar concerns discussing this topic.  I'm not trying to bust anyone's fantasy, no matter how improbable.

I meant that I AM at a point in life where I have the discretionary cash to do extended dates. I pay for sex not some fake friendship.  

It's nice that there is at least one other person in this thread that gets it. You are right. Some of these guys act like little kids who have just been told there is no such thing as Santa.

Right now, I've got a handful of guys I see from time to time who only do longer dates.  

BPJ wants to believe EVERYTHING a hooker tells him, including how much she "likes him" while charging him twice the rate of a decent attorney just for the privilege of spending more money on her by taking her out to dinner and shopping and paying for the privilege of watching her eat and sleep.

Not that there is no Santa and certainly not that paying someone to be your friend is MUCH different than her actually being your friend.

You can still enjoy it while also recognizing it is fake.

Sometimes we'll take a break and go out to eat, but room service is often the better option. There's usually some time spent napping after some vigorous physical activity.  

Yes - you are correct, you will pay for all activities.  Given what you are probably in for to begin with - that shouldn't be a big deal.  Yes to all of the above for activities you might get into.

I can suspend disbelief for the BCD time since I'm getting sexual pleasure out of that. I could never suspend disbelief for dinner dates or overnights.

I have never done extended dinner date with a new provider. So it is great to hear from both sides. I was thinking of a three  hour or four hour date in Chicago. All day will not work for me.   My question is when do you give the envelope?

Speaking for myself of course.  I get paid because your wife or s.o. is the woman who you go home to.  You pay me so when the date is over I go to my own home. I don't blow your phone up about bullshit.  I don't nag you to put wd-40 on the door hinges. I don't call you hysterically crying at 2:00am  because I miss you. You're exempt in my world on all holidays.  You don't have to take me on a vaca twice per year. I never give you THE Look or tell you to lay off the booze.  

with my ATF, usually she arrives around 7-8pm and by 11:30pm I have locked myself in the bathroom, lying on the floor, and whimpering "no mas, no mas" as she calls my name.  The wake up call is usually a wonderful way to start the day.  This is about all my budget can handle. I can't imagine paying for 24hours and taking a girl shopping too.  
I do wish more ladies offered "dinner date" type evenings at a little more affordable price.  

might just have to check this out next time I'm in Vegas.

i can just laugh off bbs4ever.

extended engagements, they understand how to create chemistry. They understand how to entertain someone over several hours or several days. Not only do they know how to do this, they enjoy it. If they didn't, they wouldn't offer.  

and the plan is to meet in a public place, you'll give her a book, magazine, or gift bag with the envelope in it right at the beginning. If you meet in the room, and then go out for dinner, you'll do what you normally do- leave it on a table or in the bathroom on the counter. If you have met before, and you're both comfortable with each other, you could probably leave it in the room even if you meet out and about. But most guys do the gift bag thing, usually with a sweet little gift inside.  

I once knew a lady who had a minimum of 12 hours, but it was only 2K for the 12 hours. She was based overseas. Lovely lady.

that puts her wallet where her mouth is when in comes to a stated preference for extended dates.

You need to spend at least 2500 so that the lady will have true chemistry with you. They don't really care about the money. The money is so you have chemistry!

... I don't give a flying fuck what activities you do with "sex workers" and how much you pay them. So why should you care what others do and how much they pay?

Thankyou everyone for excellent ideas and sharing your experiences!  I have a few ideas already.  One of them is quite dependent of the weather. A  canoe ride, picnic to a very small "island" (private property but I grew up with the owners ) and fun time after picnic lol