Been having a very nice arrangement with my SB, and I got a feeling she was interested in some of the travel destinations that I frequent. We started talking about logistics and how to coordinate with her school schedule when she let me know she was on her own during the holidays and tactfully inquired about my plans. This year am getting together with my parents, siblings and their families Christmas Eve, which frees me up that evening and the rest of the weekend. So we, with emphasis on "we" decided to spend the weekend at a quaint coastal town an hour away since she'd never been there before.  

My question...this is the first time spending more that an overnight together and want to know if the agreed upon allowance rules apply. I guess I should man up and ask her.

If it is a per meet then ask her if she expects extra for travel. If it's a monthly allowance then don't worry about it. If it's a monthly with a specific number of meets then ask.

I agree to a monthly allowance with a minimum number of meets with pay out each week. So in my case out of town meets should not be extra. But if she asks I will have to say no and if she refuses then I will have to move on.

that SHE wants to go and is asking you to take her, seems to me you have the leverage in this situation. I wouldn't treat it any different then any other SB negotiation... ask what she wants first, if it's too high counter with what you feel is fair for both (since I assume you will be picking up the travel costs) and go from there. If she really wants to go and get a change of scenery or an exciting trip, you may be surprised that the extra cost may be minimal or next to nothing.  

Let us know how it turns out.

Most of the SB's that I would take on a trip like this I have very "informal" allowance arrangements with. Most likely if it were her idea, with any of these girls I would treat her to a nice trip, probably buy her something nice for Christmas and then maybe give her a few hundred bucks for spending money and that would be all any of them would expect.

Now if you are in an arrangement where she expects lets say $500 for a date of several hours and you are planning on spending 2+ days with her then just like going on an extended date with a hooker, I would suggest you get the ground rules in place so there aren't any misunderstandings later.

One thing I have found with "most" SB's is that they are not as mercenary where it comes to extended dates and getting "paid for their time" Unlike hookers who have the attitude that "I can pay for my own trip" SB's are usually quite appreciative of a fun filled trip that they otherwise would unable to take on their own or with any broke dick BFs their own age. A lot of them will consider the trip itself more than enough payment.

I'll just add my own experience. I asked one SB to accompany me on a brief overnight. It was a very short out of town trip for her, but since I asked, she countered with a request for more dinero. Our established gift per visit rate was so low to begin with that I happily agreed to her still very reasonable request and a fine time was had by all.

Would be to afford her the entire monthly allowance AT MOST if it is a 2 night and three days (or slightly longer) type of getaway. My number is 1000 per month and if I give her that for a long trip, I also know that if she sees me again for a regularly scheduled overnight stay, she will get her 500 for that stay. My offer is 1000 for two overnights and anything in between such as afternoon trysts, shopping, dinners, yada; are all the side benefits of having either an exclusive SB or an ATF SB. If I should get dinged up constantly for this and that or if she omits and ignores her frequency part of the understanding, she will no longer be treated as an ATF SB!

When my SB first told me she was going to be on her own for the holidays, she was asking me about a few places that she was thinking about going and I gave her my opinion of traveling there. When we met again several days later the topic came up again and she politely inquired about my plans. I asked if she'd ever been to "xyz" and suggested why don't we go there for the weekend especially since it's only an hour away. She seemed thrilled with this. I'm going to see if she'd be ok with a gift equivalent to a single meeting or may go with GaGa suggestion.

The bigger deal were our discussions about some really extended trips internationally. I try to take either a couple 2-3 week trips or a 4 week trip out of the country which may conflict with her school schedule, but could work something out. I feel that in this scenario I would give her a spending money stipend of maybe 2-3 X what I normally provide per meeting. This idea is still very early in the planning stages and several months away and who knows whether in the SA world we'll still be an item by then.  

Thanks for all the feedback

If your very long trips conflict with her school schedule, consider taking her for part of them, say the first week or the last week. She can fly one way with you and one way by herself.

but if it does happen, the above suggestion to have her spend only part of your trip with you is a sound one.

One other thing to keep in mind if you are taking an extended trip in countries that are mongering meccas, is to plan your trip around those mongering destinations. Some countries are better mongering destinations than others. Take our hemisphere for example and lets say you are planning a Caribbean Island tour. Countries like the Bahamas or the Virgin Islands, or even Jamaica suck for mongering, while other countries like the DR, Cuba or Aruba are great places to find yourself "alone" T

Europe is similar with places like lets say Paris are great for bringing an SB, whereas Switzerland or the Czech Republic are places you can find company at about the same rate as you are paying an American SB.  This way you can get the best of both worlds, both sugar and the international hooker world.

Good idea, often times I'm traveling "solo", and aware of options for female company pro re nata. Hadn't put much thought into it per your suggestion and it totally makes sense. My working plan is if this longer trip with SB materializes, would have her rendevous at some point in my travels. So now I have to put a little more thought into how to put everything together. Thanks again.

and I sample the local talent in almost every country I go to, but some countries are hooker meccas, while others are a wasteland. I have lost track of how many women have begged me to take them to Colombia or Costa Rica. It's hard telling them that for what I would spend just for the extra plane ticket I could fuck an extra twenty local chicas. I really can't justify bringing sand to the beach.

Depending on the countries you plan on visiting, I may or may not be able to give you some hints as to the local talent, if not I can send you a link via PM for a site that will help. It's a "competing review site" by TER rules and as such I can't post the link on any TER board.