Hope you are all enjoying a wonderful holiday weekend surrounded by people you love.   That said, I just got an unexpected message  from a stunning young SB I have exchanged just a few messages with so far. She lives in a different city.  She asks "can you fly me out there for a weekend visit?".  She says she is new to Sugar Dating, never done it before, which makes her suggestion that much more surprising. And it's not something I've ever done!

Have you guys (and gals) done this before? I'd want to know in advance exactly how much Sugar both parties expected and were willing to provide, right? Her city is about a $200 round trip ticket away, and I expect she'd want a private hotel room for the weekend, wining and dining and maybe take her to a show or other entertainments. Plus transportation to and from my airport which is an hour away. Plus maybe do some local shopping.  I can see how it could all add up very quickly. I had another SB suggest something similar about a year ago and she said that she had done this before and loved to travel this way and would not expect any gift$$ other than her expenses paid for the trip. (she disappeared before I could act on it). But for those of you with experience doing this, is it worth it? How much did it cost you in expenses and gifts and how many hours of BCD Sugar did you wind up enjoying with her? Any huge disappointing surprises?  I enjoy sharing my experience and expertise here, but I'm a noob in this case!

If you have been catfished and she's fugly you are screwed.

many times, in fact.

The costs all go into the equation and many times I got an excellent deal on an overnight and sometimes a weekend.

It depends on how good the gal is, etc.

No reviews makes it harder to choose.

In any case, I've paid in the $800 - $1,000 range for an overnight when picking up the airfare, etc.

90% of the time it was well worth it

I would NEVER fly a girl in to see me that I had never met before, there are entirely too many things that could go wrong, her being fugly being right at the top of that long list.

If I were to take a chance on a woman from out of town. I would be much more likely to go see her than the other way around. AND I would make sure she was in a city with a lot of hookers "just in case" she turns out to be a pig, you can make sure the trip wasn't a total loss

Yes I've done it once. This month actually... one of the dumbest things I've  ever done that worked out great I think? lol... I'll start from the beginning:

I first messaged her because she listed herself in the DC metro area. When we talked on the phone (my initial screening requirement) she told me that she's from Orlando and not DC. We were speaking in Spanish (that she really liked!) because my Spanish is better than her English (she's from Brazil) She said she was new on SA and listed herself in another city out of discretion. I told her that I'm not interested in a long distance that requires flying so I wished her well and said good bye.

A few days later, she was sexting me nude pics and asking for pics of my dick! lol... I definitely thought I was being catfished so I said hell no unless her and I skyped first. So anyway, she was sending me nude photos of her beautiful Brazilian body and finally we skyped. She was a KNOCK OUT via skype. Beautiful natural body with a Brazilian booty!  She was taking a shower and having me watch! so I got to see all of the goodies and there were no surprises! Anyway, when I found out she was real we talked about me flying her in. Since I was thinking with my dick, I thought "what the hell? Que se joda! (fuck it in Spanish)" and bought the round trip tickets for $125. My logic was if it didn't work out or if she flaked, then it would only cost me $125! The first red flag was when I booked the ticket she was actually 34 years old and not 26 like she stated on SA. I was like, wtf? She lied about her age because she feels that she looks mid twenties and she knows  some mongers filters out ages over 30. She is right that I do filter out women over 30 and that she does look mid twenties. If she never lied about her age then I would've never seen her profile! lol.

Anyway, here's the other stupid thing I did. My old lady was out of town and I thought "well I'll be saving hotel money if she stayed here so again, que se joda!". Yes gents, I let a complete stranger without ever meeting stay at my place. EXTREMELY STUPID, I know. Anyway, we talked back-and-forth for the next 2 weeks  doing our best to establish that comfort level. Initially, she asked for 3k for 3 days and I said hell no. i negotiated to $600 per day to include dates. I spent maybe a total of $1400 for the 2nights/3days she was here.  We agreed to half upfront and half when she left. i did that in case there was no chemistry or if she was BSC!  Anyways, the sex and chemistry was amazing, we even did greek half the time! I showed her around DC, had very innovative dates like wineries, picnics cooking, dancing etc. And did I mention the sex already! We fucked like 3 times a day and I was surely spent when she left!  

It worked out so well that we're going to see each other again this upcoming week and I renegotiated the rates to a LTA, basically, $1200 per month to see me twice a month and I'd pay for her flight/hotel/dates. And if my old lady is not here, just flight/dates. So that comes out to $600 per meet and each meet would be a 3day/2night ordeal. I also negotiated that if we traveled somewhere i.e., Vegas, that I'd pay for flight/hotel/ and gift her $200 if we go on (vacation, basically, if we met anywhere other than DC or Orlando/Miami).

So that's my semi-success story. I say semi because honestly, I've started to develop some feelings for her and notice catching myself getting jealous when she mentions her supposedly ex-boyfriend that she is still not over. I don't know how often she sees him but it's probably once a week? Who knows... I also noticed that she's on SA every day as well so she's probably shopping for other SDs... Anyway, I know I'm stupid for developing some feelings for her but I'm human and can't help it... I hope her and I are able to work out for a long time but I doubt it.

So to sum up, everything worked out great minus me developing feelings for her. Would I recommend to others doing what I did? HELL NO, especially not without meeting, seeing if there's chemistry, and fucking first. I took a HUGE gamble and it worked out for me. But gents, do as I say and not as I do, because what I did was completely reckless and stupid. I just got lucky it worked out.  

Merry Christmas all and Happy Hunting!
-Pepolesbudd

The potential for fugliness is obviously a big problem.  I'm gonna suggest to her that before we make plans we skype for a while. I'm also wondering if she'd be willing to send me a copy of her photo ID.  That way I could make a plane reservation in her name and see her actual picture.  

-- Modified on 12/24/2016 11:33:47 AM

I already suggested that I fly out to see her, to see how she would react.  And she does live in a very target rich city so even if she was a dud I'm sure I could find alternative entertainment.

Sounds great Fish!  It's that other 10% of the time I'm concerned about though!

Buddy I really loved reading your story.  I seem more inclined to do stupid stuff in pursuit of fine pussy as I get older.  I certainly am not getting any wiser. But there's lots of great ideas in your tale to help avoid at least the most obvious of problems, like talking on the phone first, and skyping.  It will be interesting to see if she agrees to these things.  If not, I'll pass and figure she was catfishing me!

I had known her a long time and even paid in advance. Never heard back from her until years later she texted me asking for money.  

The other case was a gal who was a lot less attractive and heavier than her photos. But the real sad part is that she was insane, and not in a good way.

I'm in my late 60's and enjoy having a semi-relationship/arrangement with mature SB's for extended dates of weekends and travel together....so my searches for SB's extends far and wide.
The first wonderful one I contacted was a very pretty 50y/o lady in N. Carolina .. I planned on driving thru her city on my way north to spend the summer in Canada...we did not connect on that trip but we stayed in touch and had many great phone chats. A couple months later I was planning a weekend trip to Chicago shopping for a high end car and asked her to join me there..I offered to send her a plane ticket and.she readily agreed with no discussion about the terms of an arrangement...it was pretty clear from our phone conversations that she was looking for a LTR possibly leading to marriage.
I had explained to her that I was not good " marriage material " but that a long distance LTR was a good option for me.
We met at the Chicago airport and happily stayed in my hotel suite with me...the sex was fabulous and we had a wonderful weekend together.  
We enjoyed numerous weekends both at my place here in Florida and some travel together over the next year...she never once asked for $$$$ ...on occasion I did buy her little gifts and take her shopping but nothing extravagant...she finally decided that she needed to move on and find a husband before her youthful looks expired. A few weeks after she broke it off I sent her 2000 as a token of my appreciation which she gratefully accepted.

The second fabulous mid 40's lady lives in Las Vegas and she contacted me on SA...we had numerous long phone conversations and it was clear to me that we would enjoy spending g time together...so I invited her to visit me for the weekend here in Florida and sent her a ticket. I arranged for her to sleep the first nite in one of the guest suites in my building and also said if she was comfortable with me and my place after getting acquainted she could move into my condo and guest bedroom to sleep the second nite....the third nite we would be staying at a hotel about 50 miles distant after attending a concert there and then would take her directly to the airport the next morning.
It was like a normal civil date...we went out for dinners, cooked together at my place, went to the beach etc. and had LOTS of fun together but no sex the first two nites !
On the third evening together we stayed in the same hotel suite and I had reserved a king bed...we got ready for bed but still had not discussed $$$$...as I became more amorous she finally brought up that subject She easily agreed on 350/day for weekends and longer trips together....since then we have traveled to Hawaii and Europe together several times as well as numerous trips around the USA.  
But here's the BEST PART ....after about a year our sex repertoire was getting a bit stale...fortunately prior to a meet up in Hawaii I emailed her some HOTT porn pix...the first day in Hawaii we viewed the pix together and I could tell by her reaction to some of the lady pix that she found them very attractive..so I asked if she liked ladies and her eyes lit up like a Christmas tree !
I suggested a 3 some for the next nite and she eagerly agreed....the rest is history as they say and you can read several of my reviews of our sexcapades together here on TER if interested... Halo in Hawaii was our first, also Linda in Munich and Mikinsie in Seattle among many others that I did not get around to writing reviews for. We even attended a couple of " swing " parties together and a LIVE SEX SHOW in Barcelona !  
She's had some family issues to deal with lately so I have not seen her in about 9 months but I'm hoping we can get together again when she's through all of that.

The third lady I spoke with several times was from the upper Midwest and invited her to Florida for a weekend, sent a plane ticket  and put her up in the guest suite in my building....it turned out that we had no physical chemistry so nothing ensued whatsoever other than going out for dinner etc. No donation or " arrangement " was even discussed and she left on schedule and I gave her a token donation of 400....no harm no foul !

The fourth lady ( mid 40's ) lives in New England....we got along great during several phone conversations so I invited her to Florida for a weekend and to attend the Palm Beach Boat Show....we have a love of boating and all things nautical in common...I sent her a plane ticket and she indicated that she could use some financial help but we did not discuss specifics and agreed to discuss it when she arrived.
I went to the airport to pick her up and waited just outside the security....I could see it was definitely her beaming face as she walked up the corridor but I was shocked to see that she had almost NO HAIR on her head...just fuzz !   I soon learned that she had recently undergone a double mastectomy and radiation treatment for breast cancer which she had conveniently neglected to mention in our phone conversations. Needless to say I was more than a little disappointed and it cast a pall over our weekend...but we did enjoy each other's company so it was not a total bust that I wasn't real motivated to fuck her with no tits !
I gave her a token donation of 400 and we parted friends. She contacted me about 8 months later and sent some pix of her new boobs, also her hair had grown back and she looked FABULOUS !  She invited me to stop by to visit her on my annual summer drive north to Canada so I accepted. We had a great day and evening together but just did not click very well  in the sack so that was the end of it....again, no harm no foul

I've also been scammed ONCE and bought a plane ticket and she no showed on me...but I neglected to have sufficient phone conversations and let my little head do all the thinking while drooling over her sexy pix.

In summary...ANYTHING is possible...like the old gamlbler said " you just got to pay your money and take your chances "

That term is English euphemism for what you refer to as a player on this side of the Great Pond! I am not in your league but if I play my cards right, I maybe able to caddy for someone like you when I reach my late 60's

Well done and I enjoyed reading about your experiences.