Question for those with experience: Do you pay upfront for the cost of travel for a companion that travels to you? I have my eye on several I would like to fly to me but am unsure how that transaction works. Any information would be greatly appreciated.

If it is someone who is traveling just to see me, and no other, then I'll fork over for the airfare (coach), and in return I get a very favorable rate for what is usually at least 24 hours.

 
Another gambit is for a gal to offer, again, a very favorable rate for a multi-hour date if you will cover at least some portion of her airfare/hotel expenses.

 
Sometimes it works out to a good deal for both parties, but I reserve it only for gals I've seen before and am very keen on seeing again.

 
The worst outcome is to pay in advance for all her costs only to have her cancel last minute and be left only with a "I'll make it up to you", which never comes.   This did happen to me, but just once out of the dozen other times that things worked out well.

I can see two possible interpretations of your question:  

 
1. Meeting for the 1st time:  This is just a straight HELL NO!  There are pros who offer FMTY (Fly Me To You) packages, and if they are generally well-reviewed, you can usually rely on getting what you pay for. And you will be paying a lot!  But a semi-pro or non-pro SB? You will never see her, or she will try to scam you out of more cash for some,  "emergency need that will prevent" her from flying to you - like a car repair, or new luggage, or a kennel for her dog, etc., and then she won't show up.  BTW: I know this from real life, Dude. It's all a scam.  

 
2. Flying an already established SB to you for a few days or more.  This can be done IF she's proven to be reliable. I've done it more than once when I lived in San Jose, CA and wanted to take an LA-Based SB for a wine tasting weekend in Napa. In those cases, I pay for everything; air, food, hotel, tasting fees and of course, allowance. I typically offer her a "free,  fun, all expenses trip" and tell her I'll give her a cash present when I drop her off at the airport. How much? Well if I would normally give her say, $300 for date (with BCD), I'll usually give her some multiple of that based on how many days we were together.  

 
Example:  End of trip allowance = Base Allowance X # days X multiple (round out to nearest 100). The multiple gets smaller as the number of days grows.  So for a one or two day trip, the math is $300 x 2 x 0.7 to 1.0 = $400-600. For a full week (7 days) the multiple goes down to about 0.3 or $600. For a much longer trip, the multiple is very low, maybe 0.1 or $900-$1,000 for a one month trip.  

 
Alternatively, I have taken a rather practical approach to the negotiations. I  have twice now taken SB's on a month-long international trip.  In each case, I worked with them to see what expenses they would not be able to cover during the trip (due to time off work or other missed opportunities).  I actually made a spreadsheet listing their expenses and looked at amounts, due dates, etc. for each account. Then I offered an amount equal to the "lost income" they would incur from not being in town.  So basically, no traditional allowance based on orgasms. Instead I make it so they wont be in more debt when they return, won't be evicted, won't see their car repossessed, etc.  BTW: If you are the type of SD that wants to coach her or help her build real life skills in money management/budgeting, this is a good way to actually start to teach her. She's probably never made a budget spreadsheet and may learn a lot about herself from the process.  

Now, be aware, GaGa thinks I am an IDIOT for doing this!  He may be (and probably is) correct. GaGa will point out that, especially on an international trip (and I mean anywhere outside of the US), there is likely to be an ample supply of fresh, young, sweet local pussy available for the price of a drink plus an "allowance" which is probably 50% to 80% less than you would pay in the States.  He is correct. As GaGa puts it, why bring ice to Alaska, or sand to the desert?  

 
But my motivation in both of these trips was to share the experience with an SB that I cared about and who really wanted a "luxury" travel experience with a guy they trusted and liked. Many SB's, despite their profile pics have never flown business or first class internationally, or stayed at a upscale hotel, or gone on a private wine tasting tour, etc. Those pics  on a yacht, or in front of a Bently, were taken when a GF invited them for a 2-hour party, or perhaps when a photographer rented the location for a shoot.   Sipping from the luxury waters isn't the same as swimming in it.  

 
So to sum up FMTY for trusted SB's:  
Pros:  
-She will appreciate it and that shows in BCD time.  
-You get multiple BCD at a steep discount
-The costs to add one more person to your trip aren't very big, after airfare.  
-Can deepen your relationship with your SB
Cons:  
-She may still flake. (I had to go solo on a cruise a while back)
-You may find out you like fucking  her brains out, but spending another 22 hours of the day with her is boring (or worse)
- You may spend more than your budget if she wants Daddy to take her shopping at some exclusive store. (Negotiate this ahead of time!)
- Can ruin your relationship with your SB.  

 
Good luck with this. Please report back on your decision and let us know how it worked out.  

 
Life is good

 
The Cat

With HC on this one.  Someone I’ve never met, absolutely hell no.  Outside of the fact that there’s less than 1% chance they actually show, would never book a trip with someone I haven’t been with multiple times because you have no idea that your even compatible. I’ve taken several trips with my SB’s in the past and they have all been a blast. I have a fairly specific process before I jump into a several day trip. First and foremost, we have had to have been together for a little bit and have had to have at least an overnight where we spent the night together. If I’m thinking of taking her away, I’ll first plan a nice long day trip somewhere. This is a nice test run of what a couple day trip may be like. You tend to really find out what she likes and most importantly, how compatible you are together past just an extended date. If everything goes good, then I’ll plan the trip. I always pay for everything (airfare, hotel, meals, fun time). I also like to plan a little surprise for her for something she really likes. Spa day, shopping, etc.  In terms of the allowance, I’ve had this work multiple ways but I generally always make the suggestion. If I would typically give her say 300 for a typical date, I would multiply this by the number of days and then usually add some extra (typically 25%). I did have 1 SB that never traveled so she was always excited to go away and was specific that she didn’t want me to pay her any allowance since I was paying for the full trip. This isn’t typical and I would plan on paying her unless she specifically suggests it.  I’ll also state the obvious in that whatever trip you plan, involve her a little in the planning. For example, you would t want to jet off to Aspen for a nice weekend ski trip only to find out she hates winter and doesn’t want to even learn how to ski. If you’ve been together multiple times, you have most likely talked about about places you have visited or in her case, where she would like to go. And yes, GaGa, I’ll second HC in that I know we’re both nuts and we should bring ice to Alaska...

-- Modified on 12/5/2020 5:54:56 PM

I don't mind bringing an SB with me when I travel at all. I have also taken hooker GF's with me on multi day trips.  

 
What I do NOT advise is bringing "sand to the beach" not all international destinations qualify as the "beach" not even ones with actual beaches. lol Now would I bring an SB to Costa Rica or the Dominican Republic? Absolutely not, but I would most definitely bring one to The Bahamas, Jamaica, or any of the smaller islands like the "Saints" Croix, Thomas et al.  

 
As for allowance, with the exception of taking Chicas in Latin America travelling with me I have NEVER paid a hooker to travel with me, the only ones I have taken were hookers I was actually dating, I have taken a few chicas in both Costa Rica and Colombia with me for a few days, but the MOST I ever paid was $250 a day. I can't argue that your typical allowance of $300 day with a bit of a premium on top of that doesn't sound at all unreasonable to me. You can just consider it "shopping money" the same as you might be giving a Civvie Date. IMO if a SB or hooker demands anything more than that it means she considers it "work" and I don't want to spend multiple days with a woman who thinks going on a vacation that is costing me THOUSANDS is "work" to her. Now if I were taking her somewhere and expecting her to spend the entire trip locked up with me in a hotel room, now that would/could/should be considered work. but that's hardly the kind of vacation I expect when traveling with a girl.

 
One other major difference between taking a hooker and taking an SB on vacation with you. A hooker can usually afford her own vacation, so a "free" vacation where she still has to fuck and suck at the clients demand isn't really much of a vacation for her, OTOH most SB's are in no position to jet off to paradise without planning (and saving) for it for months or even years in advance. What we think of as an entertaining, often spur of the moment long weekend, could be a lifetime wish come true for a college coed or underpaid wage slave.

I certainly agree with all the preceding ideas.  But if you are going to pay for her airfare, you will first of all want to book the flight yourself.  (Do NOT send her the money and expect her to book it herself.)  Booking it yourself requires you to know her actual name, identity, etc.  If you don't know this much about her you shouldn't be traveling with her.  Secondly, if you have an established airline account with frequent flyer miles you can sometimes book her flight using your miles with nearly zero risk.  I did that recently with a very trusted young SB friend who got stranded away from home. (long story!)  She called me for help and I booked her a flight on Southwest using my miles.  Cost me nothing.  As it turned out, she did not take the flight but made other travel arrangements.  Southwest returned the unused miles to my account.  So I garnered a lot of good will with her, but it cost nothing.  And boy did she ever show her appreciation next time we got together!

I bought a ticket for a SB to meet me in London when I coming back from a work trip and another time for trip to San Francisco and Napa Valley (she lives in NYC). I wasn't sure if she had enough room on her credit card for the ticket to London. Otherwise, for domestic travel or travel within Europe, I let them book their own travel. If a donation is involved, I try to take that into account. When traveling, I pay for all of the hotels, restaurants, and shows, but I try to get them to be equal partners in the planning.

Traveling with an established SB can be a fun experience for many of the reasons already mentioned.  I've always had the SB purchase her own ticket with the understanding that I will cover that costs.  Other interesting expenses included dog sitter (current #1), child care (first SB that I traveled with) and UBER to/from airport.  I allow the SB to check into my room which requires her full name.  Cover all meals, entertainment, small spending money and reduced arrangement fee.  When we travel, make sure that we have ample time apart (my meetings, golf, working out, alone time at the pool, etc...), have a loose agenda and include her in on the dinning and hang selections.  

Had the best trip to Vegas last year with current #1 SB.  Stayed in a fabulous suite, brought my own wine, 5-star dinning, a show and treated her like a queen.  Morning sex after late night sex was phenomenal.  She loved that trip and it continues to pay dividends.

My practice is to never reveal my name to a SB. So that limits how I can fly a girl to me since buying a ticket would almost certainly expose my identity to her at some point and create a paper trail. So what I've done is fly the girl to me with the understanding that she will buy her own ticket with her own money and I will reimburse her, in cash, at the end of our "vacation." This has worked three times by air and twice by ground transport.

Most girls would flatly reject such a deal, either because they don't trust me (fair enough if we haven't met) or simply don't have the money (fair enough) or lack the sophistication to buy a ticket (if they're young and inexperienced enough). But this works for me because "vacationing" with a SB is not a particularly high priority for me. If it was, I would probably have to change my offer.

But five times the girl has said yes. Each time it was to some city I had to travel to for work (I travel extensively and do my sugaring on the road).  

#1 was a mid-20s Asian working at an engineering job. We had never met but our phone conversations were great so she trusted me because of that, I guess, and I trusted that we would have a good time together, and we did. #2 was a mid-late 20s AA girl who was part of a traveling dance troupe and also traveled for a marketing job of some kind. I had met her once before she flew to me. #3 was a 26yo Latina in her last year of engineering school and I had met her once before. (I agreed to pay half of her airfare ($400) from Columbia since she was visiting the US as a tourist anyway.)

Each time the girl brought up the idea, which gave me more leverage. When they inevitably asked me to send the airfare in advance (instead of reimburse them later), I just let them know it was OK with me if this didn't work out, no hard feelings. I also agreed they would have no expenses when they were actually with me. That meant I would pay for meals and entertainment we did together, plus hotels, but it got me out of paying for shopping sprees they would go off and do on their own. Each time I was in a "fun" city the girl wanted to visit. I made it clear up front that I would give 100 percent of my attention to them from about 4pm until 9am, but in the core of the day I'd be working (which was true). They were free to hang around the hotel, sightsee, shop, whatever. I never gave them keys to the room. I reimbursed them in cash, plus an allowance, when they left me for the airport.

I've also done two non-flying vacations. One time I bought 150-mile bus tickets for a pair of 18yos I had seen before to spend two nights with me, and one time I Ubered an 18yo girl about 75 miles, sight unseen but lots of phone time, for two nights. The first pair got an allowance and the other girl just got her vacation with me.

Frankly, I'm amazed any SB would agree to a promise of reimbursement later, but these girls seemed happy and I either saw them again or would see them again. What did they get out of it? Free travel, a taste of the good life for more than just a date, some allowance, and stories to tell their friends if they wanted to. (One of the 18yos told me her mom was jealous of her trip to see me!)

What did I get out of it? A sweet distraction from work and life on the road, fine-looking dinner companionship, the gratitude and admiration of a young lady (I can dream, can't I?), and all the sex I could handle over parts of three days.  
(Yes, I know a girl staying in my room could probably figure out my real name if she really wanted to.)

I think a big reason the reimbursement model has worked is the trip is always her idea, and I clearly project that it's fine with me if they don't want to come see me. After all, I'm very busy on the road, both working and playing!