I hope you have seen this provider before and she is well reviewed otherwise things can get tricky based on the questions you are asking.

1. Generally there should not be a problem with offering to pick her up unless she has a preference.

2. Give her the donation at the beginning of the appointment the same way you do with hourly appointments by putting the envelope in plain view of her.

3. If you have to worry about her taking off with the donation in the middle of the night perhaps you might want to consider canceling this date. You should not have to worry about a provider taking off with your cash if she is well reviewed and you have met before. Overnights are based on trust.

4. You are worried about revealing too much info with booking a dinner / show? What makes you think she is willing to reveal that much more info about herself? Did this provider even screen you? Did you give your real name etc to her? If you didn't, simply give the dinner theater the name you gave the provider and pay with cash. I doubt they will request your ID, it is not like you are trying to fly or anything. You can ask the provider to make the reservations if you want but offer to compensate her if a deposit or prepayment is required.

5. The idea of an overnight is for you and the provider to spend the night together in bliss. The night should include you both sleeping in the same bed preferably in the nude unless you snore loudly, fart really bad or something. If the provider is requesting her own bed or her own room in a different location, you should again consider canceling this date right away. I would not consider such an arrangement an overnight but a fly-in. Depending on how much you are paying, she could be ripping you off and you will not have a very enjoyable experience.

Overnights are meant for you both to have fun and have a memorable experience. The key is to do your research first, make sure she is well reviewed and to meet her first for shorter dates to make sure you click and are compatible.

Good Luck!

I'm getting ready to have my first overnight.  I have a couple of questions about the experience.  I tried to search back to the beginning of 2009 for some answers to my question, but I couldn't find any.

Is it alright to offer to pick her up at the airport or should I just let her make her own transportation arrangements to my location?

How do I handle the donation?  Do I leave it out at the beginning of the overnight like I would during a 1 hour session or give it to her at the end?  What's to stop her from taking off with it in the middle of the night while I'm sleeping?

Is it alright to ask her to book the show/dinner reservations so that I don't reveal too much of my personal info during the date?

Is it expected that we'll share 1 bed or should I find a location that has 2 beds?

Any other tips to make sure that she has fun?

Thank you in advance.

Although you should try to make your "date" as comfortable as possible, it is unrealistic to try to make sure that she has fun.  Remember to you, this is a hobby, but to a provider it is strictly business.  The lady will have her "fun" after your "date", when she drives around in her Lexus, paid for by the generous donations by you and other hobbyists.

But need to add reg #4:  If a lady is willing to spend the night with you WITHOUT having your real name and employment/verification site info, I would presume she is more than likely setting you up to rip you off.  No one with half a brain would agree to spend the night with someone they don't know anything "real" about.  Have you not heard of everything happening in Long Island?  A girl who does not get ALL your info is setting herself up to join that unfortunate crowd....more so for an overnight appointment than for a shorter one!

Be safe, choose wisely and good luck!

Agreed with all responses thus far. Why would you need two beds? That just seems silly and negates the very point of the date! I, personally, think the gentleman should make all reservations that do not include travel (b/c she will have to release her RL info in order to board planes, etc). She SHOULD already know who you are. If she doesn't, then something isn't right.

I'm hoping that you've met before. I don't know any lady that will meet for an overnight when she's not previously met the client. That would never happen...I hope.

Be that as it may, it wouldn't hurt for her to have fun before driving her Lexus as well, right?

My opinion?  Ask her if there is something she would enjoy doing?  

previously & successfully...  preferably more than once.   You should agree in advance on sleep requirements...  maybe run a tentitive schedule by her.  meet for snack/cocktails & quicky.  Dinner & show.  Retire to room for play.  maybe 6 hours to sleep. Discuss middle of the night noockie if desired.  wake up sex.  breakfast.   All expenses are on you.  

She should expect reasonable private time...  to do use the toilet, makeup, shower, dress.  Also to make phone call to her provider-buddy to confirm that she is safe.  These are not onerous but need to be figured in.

Any drinks you provide should be unopened & open in front of her.  

Normally one would expect to share a bed unless someone snores or is know to move around a lot.  A lot of times, my pain issues prevent my spending a whole night in my own bed...  but I start & end the night there.  In between, I'm in the recliner.  Some hotels offer rooms with them.  If you are like me, let her know so she doesn't freak if you're not in the bed.  
skb

They were all helpful.

MinnetonkaOne and Nina Rae: There are a couple of providers who explicitly request "alone" time when doing extended appointments.  I didn't know if that kind of stuff was customary.  Thank you for clarifying.

Most providers do not require private time for an overnight as they can go 12-15 hours without checking their email or phone but it is necessary for any time longer than that. If a provider is asking for more than 1-2 hours of private time for an overnight, I would pass and look elsewhere. Remember you are paying for her time and companionship and not for her to work on your dime.

Smart providers build private time into the date by getting up an hour earlier to use the bathroom then coming back to bed. They can also use the bathroom while you order breakfast or check email, do makeup while you dress up etc. Showering in the morning is typically done together. If they need to call a friend to let them know they are fine or check-in with a baby sitter or something, that should not take more than a few minutes.

Overnights are a big investment and require a certain amount comfort and chemistry that is why it is important to know the provider before hand. Take your time, do your research and seek a well reviewed provider with several reviews, preferably one with reviews of overnight experiences.

I would hope the companion can go 12-15 hours without checking her email, if we want them too...but honestly, I have no problem with a lady who wants some time to "freshen up" and check her email...I would like to freshen up and check MY email too!