The longest I've done was a month and a half back when I first started. Miss the money lol!  

But the second longest was 3.5 days in the tropics. After that long, I start getting tired of being "on". There are two people I know at this point where I think I could get past the first two days. Maybe three. One for sure.

The need I would have would be the BFF type. (That was the dude I did a month and a half, and we both had breaks to bang other ppl.) Where you love banging them, but also love shooting the shit and making fun of each other (or other people.) No one gets insulted, you're just ole buddy ole pals, who also happen to have great slip aways to bang out any frustration.

It can be a blast, but if I go past a couple days, I start getting home sick, unless I really really feel comfortable with the guy, and we'd have already had to do at least a couple of overnights/weekends together.

-- Modified on 4/14/2016 10:12:47 PM

I have been lucky enough to get to do a few real vacations with gents and I had a fantastic time .  A great opportunity to really get to know someone.  Bonus, everyone has fun there's a lot to do, plus I get to relax as well.  It is a lot of time with someone but I've done a lot of traveling solo, with clients and with friends so I'm good about if I need a little time to myself I just say so. Never has that been a problem, or a few times yes the gentleman I was with had to hop online and get a bit of work done so I'd go do my own thing for a few hours.  I did a cruise with a client/ friend and to my surprise my x- boyfriends friend was rooming right next door to us! Seriously what are those chances. It was all good .  All in all we had a great time, and I've got to see a few new cities, countries, did a music festival. So my Wunderlust heart is full.

Alyssa

I've taken several long weekend (3-5 day) trips and a few full week vacays.   I'd be far more likely to consider a shorter trip, mainly because I enjoy them more, but that doesn't mean I wouldn't do a longer one.

Honestly, the majority of problems on the shorter trips were the same you'd have travelling together for the first time as a civvie couple.  As I only did this with men I'd met multiple times, and trusted, the "real identity" stuff didn't freak me out.  

xoxoxoxoxoxoxoxoxoxoxoxoxooxoxoxoxoxoxoxoxoxoxoxoxoo

Nooner: A sexual encounter during lunch hour; especially one that is illicit

I've had a three-day trip before, while back. I have been turning down great trip offers (Costa Rica, Vegas, and a cruise) due to my other responsibilites and commitments that I have these days. Life gets in the way as we get older. I know at least one lady who would be happy such an offer, for a very reasonable rate. She is relatively new, but very awesome person and beautiful.

Speaking from a client perspective trips of a week or longer would be difficult. I've done a number of multi-night trips but never a week in length. Plus, I've only done it with a lady I've known for a number of years. Here's a tip if you decide to move ahead. Make sure you rent a place with more than one bathroom. Most people are not ready to share a bathroom for a week with a new friend

I have done it 2x before and am doing it a third time in June to Hawaii, total resort- of course he has my personal info for the flight but I have met him a few times before- I couldn't go away for a week otherwise. I've done a great number of overnights, 24 hours, a couple fly me to you's and several weekends/few days.  

I still need a little me time, and I am counting it as work time, even though its technically a vacation. I am planning on taking off after I get back because I know it'll take it out of me and I will want to be home with my fur baby.

I think a lot of girls would and many guys would if they had the funds and free time. Weekend excursions are more common, imho.

But was a long time regular before that and had been on a few social dates also. Even as client not sure would want 4 days with someone you didn't really know.