I, as many others do, offer a discounted rate for multiple hours booked as I generally prefer this arangement. 

Apart from the obvious, how do you like to keep your clients entertained on a 3+ hours booking?

I am doing more and more longer bookings, and the longer bookings make shorter ones seem shorter. Since I went into BDSM & Kink I have more toys, outfits, things to use in the time even with vanilla/GFE bookings. If outcall I may take music to play, spend time setting that up, getting things out of my bag, chat, a drink. I may change outfits to show him a different lingerie set or dress or something else. On longer bookings some of my clients give me a 'time out' 20, 30, 40 minutes to check my phone, eat, do whatever I want. I don't take advantage but this really helps, also means I am not coming out of the booking into an overwhelming wall of messages to catch up with. Also my marketing means I am very clear I am not offering a PSE or constant shagging experience.

Oh well I do 24 hour and previously 48+ hours bookings in the past.
Now my schedule doesn’t even make them possible but the longest was a 3 day booking

So yes I think once you’re used to that , you can do anything

On a 3+ hour booking
-offer a real proper massage, not a half hearted one you may do at the end of a 1 hour.
Spend some time warming the oil and setting the lights or music
-shared shower or bath. Guys do really love these
-Honestly just do a cuddle or spooning session
a large portion of men seem to prefer this to a massage anyway
-also some love running your fingers up and down just like a tickle rather than massage for 45 minutes or until you get tired haha
-they can nap right next to you, don’t fall asleep yourself tho
-make a cocktail or a coffee for them (or order some in)
-model new outfits for them
-a good long chat where they don’t realise you’re actually therapising them about their work issues they been having, or guilt they feeling especially about sex. Weird how often it comes down to that

12 hour+ booking ideas
-going out for a meal of course
-watching a film together
(once I had a Chinese client who scrolled the hotel tv just to choose Pretty Woman to watch. He didn’t know it had anything to do with SW and had never seen it )
-play a game ?? Make the stakes you remove an item of clothing each time as build up to another round of sex
-walk around a park . Getting an ice cream or coffee together
-A classic option is going to the theatre or opera together.
But a better option imo- more low key comedy type gigs
-cooking breakfast for each other
-Spa dates for hotels with them. Or if Airbnb has, a jacuzzi

And some of the wildest things I have done on long bookings…
Watching the guy puke on the floor of a car park (embarrassing)
Spent an hour of him gone off on his own to get more cash (appreciated but I didn’t need him to do that)
Karaoke bar
Metal concert
Going to a household name comedian with VIP tickets from a client who books long bookings and never wanted any sex or to even cum at all, even when I tried it
Blind tasting menu where you guess what the restaurant used and write it down
Took a tour around their boat lolol

I realise a lot of these ideas might not work when you’re hosting at yours.

But for my clients  I was up for most suggestions of what they preferred to do activities wise… it was quite nice the way this job gets me to do things I’d never tried before. And I never had  discretion issues either

There was a period I was doing two overnights a week, which made up the vast bulk of my income with short bookings being an added bonus lol

The longest hotel room booking i ever did was around 5 hours.
The client had a morning to kill before a flight.

We stayed entirely in the room and even with refreshments/flicking music channels/outfit changes/massage & stilted chat i still shudder at the memory and it changed the way i work for ever.

It can depend on the chemistry though.
I still see one client for 2hr hotel room bookings and the time flies.

However, recently had a 1.5hr booking with a (mysogynist) religious zealot and seriously thought my watch must be broken just 40 minutes in  :'(