Rocca

Wonderful idea @Rocca. I say Go for it, provided you can afford the costly trip. A week in Maui with an obliging masseur sounds terrific. But as others have said, you must be explicit and detailed about what you are offering to him.
 
FWIW I once took a swimming coach away with me, not to Maui but to an equally lovely longhaul destination. The coach was fit, mid 20s and had a very good body. I had a real crush on him so I took him out for coffee or lunch after lessons 2x a week. After a few weeks, we were showering together after the lesson when he suggested I would enjoy using the sauna (he serviced me orally and I gave him a handjob). That became an enjoyable routine.
 
When I thought about going away for some Winter sun, I asked him out for dinner to discuss my idea. Luckily I had thought out all the details (as previously I’d hired fit young men for trips). I told him I’d pay for the flights and the hotel as well as all the meals and drinks, and I said I’d want a lesson each day before breakfast and again probably late afternoon. I emphasised we’d have breakfast together and then he’d be free for most of the day until we had the 2nd lesson and dinner together.
 
He was interested and asked questions. I was a bit surprised at his questions. He didn’t mention money. He did ask if he’d have his own room. I said No, we‘d share a room. And added that the hotel beds are king sized. He asked me if I was gay and I said I was. He then asked about sex. And I said I enjoyed getting oral to completion, and I liked seeing him come…and I was totally OK if that was all he wanted to do. (I’d met some of his friends and they all seemed very fit and str8). I did spell out that I enjoyed having sex every night.
 
He agreed there and then. But I followed up with a phone call the next day to confirm the dates etc. Again he didn’t ask about money. He did say he was a little worried that he didn’t have the right clothes for a 5* hotel. So I took him shopping which was good fun. I then raised the question of money. He asked if I was really going to pay for everything and when I confirmed that, he said I won’t need $$$ as it’s totally free.
 
Overall, we had a really great time on the trip. He was excited on the flight out and he seemed relaxed at the hotel (where they knew I was gay and obviously saw him as my young man). He did spend almost all the time with me. He worked out in the gym every day but wanted to come with me on excursions and hikes.
 
He initiated sex the first night and told me we could try more than the usual stuff. During the week, I got him to bottom 2x for me but I had the feeling he really wasn’t into it, so I told him full oral was just fine for me. During our last breakfast, I told him I’d had a good time with him. He countered that it had been his best vacation ever, and he’d had an amazing time with me. I raised the topic of money but he commented he hadn’t been able to spend any and “we had the best food” all week. I knew his income was small and erratic, so when we got back to the room to pack, I insisted on giving him $1000. He refused the $$$ but was so grateful when I insisted, that we had good sex to end the vacation on a high.

I believe this. I pay top dollar for a skilled top!

I wouldn’t be surprised if that city was Los Angeles. This city is full of flakey people, so the clients would be flakey too.

I'd second @TruthBTold. Rhyheim does a great job (@SRhyheim on twitter)... but he also works like a maniac ?. He tells me he's lazy but I really admire his work ethic. I think like anything else, what you put in is what you get out.
 
I don't think onlyfans (or any social media for that matter) can be done casually... at least... if one intends to achieve 'career' level income with it, then it takes a 'career' amount of time investment (at least, that's my current running theory). That being said, it is a lot less time than a 9-5 ?. And a part of it involves sex!
 
Mine is doing OK ?

Handsome guys in LA are a dime a dozen. Finding one with real massage talent and skill is a whole other thing

Handsome guys in LA are a dime a dozen. Finding one with real massage talent and skill is a whole other thing

Has there ever been a client that couldn’t take you because you were too big?

I don't get the appeal. He's cute, but no cuter than lots of other guys his age who show off on camera. The videos of his that I've seen are all boring. That New Year's one is especially tedious. Then again, I've never been a fan of soft core porn or j/o videos.

I can see his appeal. But he isn’t my type. I’m not jealous or anything. I’m just typically not into twinks, I like the more rugged bad boys. Not to mention I wouldn’t call his material hardcore at all, which makes him seem like a tease. I guess there is a market for jack off/soft core videos, but I’m not paying for that.

What several young Czech providers told me, this is because they cannot keep an erection with clients, while they find it easier to just lie down, close their eyes, spread their legs, and think of England, like mothers used to tell their daughters in Victorian times. ?? 
Like they say:

Speaking just for myself, I do plan to hire again someday, but not today, still I will continue to read reviews, research options, ask for info about guys and anyone who wants to equate that with somehow not being supportive of staying home is a complete twat.

Handsome guys in LA are a dime a dozen. Finding one with real massage talent and skill is a whole other thing

This is so funny I just had an escort message me this the other day after he saw me looking at his profile:
 
Hey what's up. I'm completely versatile, but I only seem to attract bottoms. Therefore I top 98% of the time. The idea of getting fucked by you is very appealing.
 
Lots of tops escorts because a lot of bottom clients.

I lean more towards, preppy and jocks....with big dicks

I think touring can become taxing, and if you start going from city to city to city often enough, eventually the traveling may start to feel grueling for me....and I wouldn’t want that for myself. I want traveling to remain an enjoyable past-time for myself.

Hopefully his massage skills are better than his cash handling skills if he’s leaving a stack of cash for clients to see ?

I give a huge tip!

I totally don't mind the bed. I always hope the massage ends up there anyway ?

Handsome guys in LA are a dime a dozen. Finding one with real massage talent and skill is a whole other thing

I will still be traveling to Palm Springs at the end of February and I will be there until May.

It can be but don’t underestimate how much work it is. The guys who are the most successful doing it are constantly creating content (like daily) and constantly marketing it non-stop. You will have to be engaging with your following constantly in order to promote it. If you will be collaborating with other guys for sex scenes, you will have to constantly be looking for other guys who are willing to hook up and film. I see guys all the time looking for other hot guys to film with. And finding ways to not make your page redundant. Make no mistake about it, it will be a lot of work.

It’s never really bothered me. They say “ask” I ask ??‍♂️

Both of these are before my time, but to me, both are timeless and erotic.
 

Why can’t you just text the provider directly and ask about “more” services? Experience can vary from person to person as I’m sure you understand.

It can be but don’t underestimate how much work it is. The guys who are the most successful doing it are constantly creating content (like daily) and constantly marketing it non-stop. You will have to be engaging with your following constantly in order to promote it. If you will be collaborating with other guys for sex scenes, you will have to constantly be looking for other guys who are willing to hook up and film. I see guys all the time looking for other hot guys to film with. And finding ways to not make your page redundant. Make no mistake about it, it will be a lot of work.