I am trying to figure out if a girl (yes a provider) is compatible for a weeklong travel companionship. Hawaii baby! Anyway... Focus... I have already seen her once (WOW!), and will see her again, possibly including overnighter(s).  

When I saw her, I forgot all my little clarification questions because pooning was so good. Do I really need anything other than great sex? What else should I look for in a weeklong companion? Any recommendations from experienced hobbyists will be appreciated by this inexperienced pooner.

a week is a really long time to spend with someone, day in, day out, and all you know about this lady is you had one enjoyable session in the bedroom. You might have a fun time with her, but it'd be a total guess -- you have essentially nothing to go on at this point.

I've had plenty of experiences where it was super hot the first time and then dropped off after that. Also, "get to know you" banter comes fairly easily and you're both probably well-practiced at that, but over many hours you may find yourselves running out of things to talk about. Most importantly, you *cannot* realistically expect a 24-hour poonfest over the course of an entire week.  

The advice is: see her a few more times at longer durations and outside of the bedroom to determine if the sexual chemistry maintains and that you truly enjoy her (nonsexual) company. After all that, you can bring up the trip and have a conversation about logistics and expectations. She'll certainly have some input to share.

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All excellent advice here and I'd only add this, Take her out to dinner and see if you can stand having several meals together. Is she a vegetarian? A picky eater? Will she buy the most expensive things off the menu and then not eat them? Will you be embarrassed to be seen in public with her because she has the table manners of a frat boy? Does she complain frequently? Take notes because there will be a test. For those of you who are ready to complain know this, many high-end jobs have "interviews" that are conducted over lunch. Why? Because they want to see the real you. TA DA!

A week is an eternity to spend with another human being with whom you have nothing in common, or the chemistry is bad.

Obviously great sex is a great start, but to spend a week together (enjoyably) you will need more than great sex to keep from being at each others throats by weeks end. Some general compatibility questions to ask each other range from are you "beer and chicken wings" or "Champagne and caviar"  Are you "dinner and a movie" or "dance til dawn" "half a glass of wine at dinner" "falling down drunk" , "snuggle til noon" or "up at the crack of dawn"  

These are the types of things that can make or break an extended date. Your sleeping habits are VERY important as well, there is nothing that will ruin your nights sleep than if one of you is a "cuddler" while the other "wants their space" not to mention snoring, farting, teeth grinding etc. lol

You definitely need at least one overnight together, and as others have mentioned explore your non BCD compatibilities and what each of you really expect from the other during your week together.  

One last thing you need to determine is whether she is "laid back" and easy to please or if her expectations are for you to be doting on her, spending half the day shopping for her and generally doing what "she" wants to do. Some hookers are "go with the flow" and others can be total "gold diggers"  Yes, even in P4P you can end up spending time with a shrew like creature that you will want to drown by the end of the week. Trust me, it's happened to me. but also be encouraged, I have had some fantastic extended dates with the right women, but my attention span is usually limited to 2-3 days. A week seems like an eternity to spend with the same woman.  

I hope I have given you some things to think about, good luck and aloha. and if you end up with the wrong woman, you can always reach out to Perfect Storm and he can steer you towards some great local talent while you leave your "new ball and chain" at the hotel lol

Poonfest, first time I've heard it put that way.

I was talking with a friend recently, and he was telling me about a Super Marathon where the participants run for 24 hours straight. I said to him, "there is nothing that I enjoy doing so much that I would consider doing for 24 straight hours". His response was "well how about sex"? I said "hell no, that sounds painful".

Poonfest, too funny.

... and got some really good advice. Unfortunately all hell broke loose on the home-front and I was not able to enjoy my vacation with my friend (she had a great time though) so I cannot tell you how it went. I can tell you that through all the chaos we are probably even better friends now though. Here's a link to the thread:

http://www.theeroticreview.com/discussion_boards/viewall.asp?MessageID=789037&boardID=12#78903

but the OP has been trying to vett a travel companion for his upcoming trip to Hawaii for weeks now.  

I have to say, even if his actual trip is a bust, interviewing potential travel mates sounds like fun.

Even if you spend a night or two with her, she might feign 'compatibility' in order to secure the longer booking and travel destination. But can catch up to her during that week.

Edit: Removed a very long post with way too many details.

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-- Modified on 10/28/2015 2:36:02 AM

Can she tolerate him for an extended period? Also some discussion needs to be about how much "pooning" is going to happen. He seems over the moon but can she deal with the amount he wants...was she putting on a brave face the first meeting? Did she feel the same way about him?

After a week, it's not just can "she tolerate him" it could very well be a case of can "he tolerate her"  

Women aren't any easier to get along with over an extended period of time than men. The larger question (since he is the one asking) is whether or not he can tolerate her for that long a trip.

a real test of your spiritual compatibility.  

Second, is she a good lei?

Third, does she fart wet dog-farts while sleeping?

An adverse answer to any of the above is grounds for aborting mission.

All will be revealed once he makes his offer; maybe he should go ahead and bring it up since he's so over the moon with her?

I took a mistress on two trips. Although she was not P4P, she was certainly unknown to the SO. She wanted the best of everything and wanted it on my nickel.  

The first trip (to Florida) was sensational in all respects. The sex was probably the best I had ever had in my life, and I showed willingness to do whatever my wonderful friend asked regardless of price.

The second trip started out to be just as good as the first. When I arrived at the last stop of a business trip out west (San Francisco), I signed into the hotel as "Mr. & Mrs." and invited my friend to get herself a flight out on Thursday. I promised to pick her up at SFO and take care of everything else for the weekend. It worked: she couldn't resist. We had a fabulous time in the city by the bay, and we flew home on Sunday. That's when the trouble started. I was booked business class. Not surprisingly, she had booked herself in coach. Business class was full, and coach was almost full. Being the princess that she was, she could not bear to "left in back" while I enjoyed the amenities of business class. She was on the verge of crying and letting other passengers know what a beast I was for stranding her. She found two side-by-side seats in the last row of coach and insisted that I move aft and join her there. I politely refused. For days later, I never heard the end of it! Our affair was over by the following week.

I don't blame her for dumping your selfish ass.

At least you were smart enough to treat her like crap AFTER you got yours. Jack Dunphy would be proud of you.

For the record, a real "princess type" would have insisted you trade her places and that you sit in coach alone. Your ex mistress just wanted to sit together. She was right, you were an ass.

She is aware that I am seeing her for travel companionship. Although my message loooks like it, I didn't fall in love after one hour . We have a general agreement with her but details are still in the works. That's where I needed the most advice.

Thanks for the clarification GaG

Dude, that was selfish but I am sorry to hear the consequences.

FYI, I am planning buy first class tickets for her.

I'll be real with you, lets put it this way.... someone you met for a total of 2 hrs and you are asking what could possibly go wrong? Sweetie, you have to get in a plane with this lady, you have to eat with her, have dinner with her, bring her around people, trust she won't steal your things when you sleep or go through your phone, I mean there is a lot to consider. Great sex is wonderful but after a few times a day in 2 days what else will there be? Just being honest, more power to her, whoever she is I salute her to get a man she's met for only 2 hrs and go with him away for 7 days, takes a lot of courage for sure. Once again, I'm not trying to be negative but I'm being real with you as if you were a brother. See her a couple of more times, ask her the right questions Sex gets dull real quick when you are doing it 20x a day.  

Other things to consider:  
is she

A diva?  
Is she clean?
Is she caring?  
Did she already think of a cover story if someone ask?
Most important question she should know is How do you like your coffee, stupid question right?  
Attention to detail?  

I just put myself in others shoes and if I'm spending god knows what it better be worth it. Sex isn't everything but to some who knows  

Good Luck my dear and safe travels

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Shit, how much is he paying her? I get paid to deal with guys for a fraction of that time, and that is for the sex...the rest, I might need drugs...lol, so might he.

agreeing again

-- Modified on 10/29/2015 7:32:24 AM

but I never treat a woman like a whore. He not only treated her like a whore, he treated her like a cheap whore and she was more than justified in dumping his stupid ass.

During the Florida tour, whenever I proposed a day trip, my Princess regularly pleaded with me to do something grander. When I suggested a 3-star restaurant for dinner, she insisted on some 4-star that she had just read about. I always caved.

Weeks later, after I revealed my forthcoming business trip to California, she begged me to take her along. That would have been impossible – so I proposed a final-weekend rendezvous at SFO. Booking her own flight gave her a hurdle to jump that I felt might add meaning to our relationship.
 
No sooner had she arrived than she objected to my nice businessman’s hotel and insisted we move downtown to the Top of The Whatever. I called the Top and was fortunate enough to book a luxury room for the weekend.

For dinner on Friday, she selected what had to be the most expensive restaurant in the city! On Saturday, I took her to my own favorite eatery, which has a superb view of the bay. Although the view and the food were excellent, the place failed to suit her, and she let me know.

Yes, yes, the sex was consistently good. But by Sunday morning I couldn’t wait to get her and me on our return flight and bring this venture to an end. When her crying scene began back in coach (see above), I was polite – but I steadfastly refused to vacate my business-class seat. Enough was enough.

It was I (not she) who ended the relationship

Some important points:
1- Assuming you had overnight meets with her, did you make sure she actually got any sleep? I find women are not always honest about this. Its like when they tell you that you have a big penis - except this white lie can lead to a big problem on an extended trip. If you need to book adjoining rooms or a suite with two bedrooms, its best you know about it now. Things like earplugs do not really help if you are a snorer (or she is)
2- Make sure you understand her activity level. You might be into Scuba diving and extreme fishing (or any other common Hawaiian activity) , she might not be. Again not an issue if its just a weekend, but it can catch up with you on a longer trip.
3- This is a bit controversial but if she is a recreational drug user she will probably avoid travelling with her stash and hence the person you see on the trip might be completely different from what you are used to.
4- It is possible to spend a week with someone and still leave with blue balls - most people here warned you not to expect a 24h 'pooning' session, but on the other hand if you are not getting enough you will need to speak up and be explicit about it. Putting it off one day in the hopes the next day will be crazy awesome is not a sound strategy.

You kept caving in to the gold digger until you had to end it rather ungracefully.  

The beauty about P4P is that there is never a reason to put up with a money grubbing whore (civvie), when you can simply see an honest and upfront hooker to fulfill your needs. That way you get all the pussy you want and you get to eat and sleep wherever the fuck you want.

So instead of blaming you for treating your princess 'badly" by making her sit in the back alone, we can blame you for creating this monster yourself by being a pushover for so long.

You didn't really expect to "win' by offering up this excuse/explanation, now did you?