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Travel With an Escort/Companion


rocky
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I know I've brought this up before but now I'm planning my cruise with an escort I've seen for a number of years and my question is one of should I be OK with my companion to find other fun or not without consulting me? Now, I've never approached this but I know that as soon as we are on our cruise there will be checking grindr, etc. I let it go. Last year I know there were late, late night activities that didn't include me. I don't want to be a prick but I pay for full cruise, a weekly fee and everything else. At the same time I don't want to be a prick. Advice? I know, settle thing up in front, but this is a long term thing. Thanks

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Just set VERY CLEAR expectations and see if he agrees or not.

If you want him to spend 100% of the time with you, state that.

If you want all bedroom activities to be involve you, state that.

I find that being blunt and direct has saved me a lot of headache ( but given others headaches :cool: )

 

I agree with this. However, each of you will have to have some private time to stay sane. You will have to decide how much time that should be. He has to return calls, etc. and he should expect some amount of privacy for that. Now it will be up for your consideration whether this private time could include him giving another guy a blow job if he wants to or if private time can be anything except sex.

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I know I've brought this up before but now I'm planning my cruise with an escort I've seen for a number of years and my question is one of should I be OK with my companion to find other fun or not without consulting me? Now, I've never approached this but I know that as soon as we are on our cruise there will be checking grindr, etc. I let it go. Last year I know there were late, late night activities that didn't include me. I don't want to be a prick but I pay for full cruise, a weekly fee and everything else. At the same time I don't want to be a prick. Advice? I know, settle thing up in front, but this is a long term thing. Thanks

I get that they need some alone be time. The alone time should be specifically work out like a time frame. This could be done day to day or fixed each day. The alone time should not involve sexual activity with others. The fact that the escort has explored "fun" time with others on your dime before I would not have called him back for seconds. This is like paying someone for an expensive overnight then dismissiing him for two hours to go fuck or suck off another client. He should be saving his cum for you in any event. What happens he picks up gonorrhea during his fun time. You are paying for a full cruise and expenses. He should not be exploring other sexual activities on the boat on your dime. It is a BFE type experience. To me alone time is for checking email relaxing and being ALONE. I would lay down the law. The only cock and balls you lick on my time is mine. If they can't handle it, I am sure you can get a provider on this forum to take an all paid expense cruise plus their fee. I am sure they would be happy to make your cock their exclusive "fun" on the trip.

Edited by freecahill1965
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Guest RBmont-real

Whether it is 'yes with limits' or 'no (limits irrelevant)', you have the hassle of checking and monitoring. What a way to fuck a cruise holiday unless you are 100% flexible in this regard. This may be not much different from, say, taking a boyfriend who lacks funds. But paying for a BFE is supposed to eliminate all the complex nuances of fidelity rules.

 

I think if you yourself want the prerogative of sex with others, then the arrangement leans towards supporting the same for the escort.

 

But, boy o boy, would I feel cuckolded if he were to make extra cash or have a little affair, and I came up dry regarding getting it on with a fellow traveller. I am assuming too your pride is immune from others catching on to the arrangement.

 

Consider this: break the fee down to daily amounts. Offer him time off of his choosing according to a day component and deduct accordingly. If he bellyaches, then rethink the merits of paying his expenses for the overall trip. I think all escorts need and deserve time off. But this is a working holiday for him. He makes the tradedoff as far as possible lost earnings. You need to be mutually open ahead of time about compensatory activities for him.

 

I am almost exhausted thinking about this. I myself might lean towards a remote wilderness hiking adventure. Or a European river cruise where the demographic is grey not gay.

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I know I've brought this up before but now I'm planning my cruise with an escort I've seen for a number of years and my question is one of should I be OK with my companion to find other fun or not without consulting me? Now, I've never approached this but I know that as soon as we are on our cruise there will be checking grindr, etc. I let it go. Last year I know there were late, late night activities that didn't include me. I don't want to be a prick but I pay for full cruise, a weekly fee and everything else. At the same time I don't want to be a prick. Advice? I know, settle thing up in front, but this is a long term thing. Thanks

 

What's allowable is what two people agree on. Translation: Communicate :)

 

As to my own experiences, when I travel with a client, I am exclusively with him. I'm on his dime, his clock and don't look for play elsewhere. My only requirements for 'me' time are daily gym visits, but he's always more than welcome to join me for a workout.

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The question I would ask myself is: if all of my needs are being fulfilled, why would I be bothered if my escort has activities that don't include me?

I wouldn't ever consider taking a cruise with an escort that I didn't know well and have some actual affection for. My needs would include his attention and time -- not just sex -- so it would definitely bother me.

 

Most of these guys are beautiful young men who can get sex anytime they want. They can certainly resist random hookups or sex parties (if it's a gay cruise) for a week or 10 days.

 

You aren't being a prick if hookups with other people bother or hurt you.

 

You are being a prick if it bothers you and you don't communicate that ahead of time. :rolleyes:

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As I see it there is no right or wrong answer. Communicate with your man. If you want a continuous attentive relationship with him on the cruise, tell him. Likewise if you only want him in your bed each night. You can negotiate as much or as little freedom for your escort as you wish. I note @Benjamin_Nicholas' comment and that may be the way to go, but it's not the only way.

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I think that, overall, what you should do is based on an honest assessment of your own needs and wants.

 

If I'm honest with myself, I'd claim to have a cavalier attitude regarding significant escort time away from me.... but the truth is, there have been a few travel experiences that I resented my rentguy disappearing wherever and with who knows whom. Those were my earliest experiences, and I think I'm more seasoned and understanding, but....?? I don't mean private time... I mean unplanned hours away from me, into the early morning hours.

 

I know I'd never take a rentguy on a gay cruise. I could cite multiple reasons. But then, I'd never go on a all-ship gay cruise anyway. (I enjoyed my one gay group, 54 guys, on a routine public cruise.)

 

I'd consider taking a rentguy on a 3-day, non-gay, cruise. Not sure. Definitely not a longer cruise. Unlike other vacations, a cruise is an unalterable 7 day commitment.

 

I've hired for 24 hrs, and weekends.... excellent experiences. I hired for 9 days in my earlier experiences. After 5 or 6 days, while driving home from a resort area... I'd had enough. I made a comment to that effect, and 20 minutes after arriving home, he announced he'd made alternate arrangements. Left next morning.

 

Typing this as an overnight just left my home 15 minutes ago. I asked him if he'd like to travel with me.... will see what happens.

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What's allowable is what two people agree on. Translation: Communicate :)

 

As to my own experiences, when I travel with a client, I am exclusively with him. I'm on his dime, his clock and don't look for play elsewhere. My only requirements for 'me' time are daily gym visits, but he's always more than welcome to join me for a workout.

This is what makes you a true professional. A client should not have to negotiate professionalism.

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I’ve never seen the “escort on a cruise” thing go well, and I’ve seen

many, many, many attempts. But I have witnessed some spectacular

Lido deck explosions as the whole thing blows up (usually sooner than

you’d think...around day 2 or 3).

 

Now, when I see an escort/client board the ship, I make friends fast

because lord knows I want a front row seat at this train wreck that’s about

to happen!

 

I would never hire an escort for a cruise....it’s a set up for disaster.

 

And if it’s a “gay” cruise....you’re insane.

Edited by nycman
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I’ve never seen the “escort on a cruise” thing go well, and I’ve seen

many, many, many attempts. But I have witnessed some spectacular

Lido deck explosions as the whole thing blows up (usually sooner than

you’d think...around day 2 or 3).

 

Now, when I see an escort/client board the ship, I make friends fast

because lord knows I want a front row seat at this train wreck that’s about

to happen!

 

I would never hire an escort for a cruise....it’s a set up for disaster.

 

And if it’s a “gay” cruise....you’re insane.

 

Love him, hate him (controversial guy) or have ambivalence - Steven Draker enjoyed quite a few transatlantic ship crossings with clients....(cruises in other parts of the world too).....clients always spoke fondly of the experiences.....for many, Draker set the standard as the ultimate travel companion.

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Never been interested in a cruise, and based on comments above, it doesn’t seem as if that kind of an outing would end well.

 

Cruises are not for everyone. I went on mt first cruise in 2016 and would definitely do another.

 

I traveled with a platonic group of friends on my cruise. I have also done other extended trips with escorts. I am confident than taking a cruise with an escort would be no different than traveling with platonic friends where there is time together and time solo.

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I have never done a cruise with an escort and have no intention of doing one. The space, for me at least, is simply to confined. I have and do travel with an escort on a regular basis. He is a sun worshiper, I'm not, thus he spends a couple of hours a day alone at the condo pool. He also spends an hour plus alone at a local gym. I have no problems with these separations as they allow me time alone as well to simply enjoy my own company. Additionally on several occasions we have hired a local playmate for a fun three-way which has worked just fine. HOWEVER, the very idea of either of us going out separately and playing around is unthinkable in my book. As is frequently the case in discussions like this I am in TOTAL agreement with Benjamin Nicholas.

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I’ve never seen the “escort on a cruise” thing go well, and I’ve seen

many, many, many attempts. But I have witnessed some spectacular

Lido deck explosions as the whole thing blows up (usually sooner than

you’d think...around day 2 or 3).

 

Now, when I see an escort/client board the ship, I make friends fast

because lord knows I want a front row seat at this train wreck that’s about

to happen!

 

I would never hire an escort for a cruise....it’s a set up for disaster.

 

And if it’s a “gay” cruise....you’re insane.

 

Done many cruises with escorts and all of them went well. If you have the right man, it can be a wonderful experience.

 

(None of these were "gay" cruises)

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I have always wanted to go on a cruise. They seem ideal for me because I get lost wherever I go so a confined space seems ideal. Also, having a certain amount of company is always good but that person has to be pretty ideal to travel with. There would have to be a LOT of practice before I'd attempt it. And I guess what the person does with their agreed down time is their concern because even if we agreed on certain things we never really know for certain. Kind of like marriage. As long as they shower and keep some cum for me I'm good.

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.....for many, Draker set the standard as the ultimate travel companion.
Full disclosure....I took my first gay cruise...because Mr. Draker suggested I try it.

 

And while they certainly aren’t for everyone, I loved going on them for many years.

 

I imagine Steven would be the ideal “cruise comapanion”. He loved going on cruises.

He was able to focus intensely on his clients and make you believe the fantasy.

Yet, he was independent enough not to get cournered into a bad position with

a demanding client. He was playful and fun to talk with and to be around. I honestly

enjoyed our dinners almost as much as fucking him (the man does have a divine ass).

 

Despite his problems here....if you FORCED me to go on a cruise with an escort.....I’d pick Steven.

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