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Posted

Quite interesting situation.  My only thought is the importance of communication.    Since you are getting to know him along the way,  communication at all levels is vital for success.    "Tabling it"  was the only error in my view.    I'd "reopen the case" and try and nail down all the major points BDFORE  starting the trip.

Sounds like you are both reasonable and open to the others opinions and concerns.   No doubt you can make it an incredible experience.    Make it work for a better one in the future too!

Posted
2 hours ago, pubic_assistance said:

I think agreeing to pay someone's rent is an excellent offer. It's like having a trust fund set up. 

If it's drawn up legally, sure.  

Otherwise, a verbal agreement is only good for so long and has more holes than swiss cheese.

This is nothing like a trust.  A trust fund (no matter what kind) is a true guarantee.

Posted
21 minutes ago, BenjaminNicholas said:

If it's drawn up legally, sure.  

Otherwise, a verbal agreement is only good for so long and has more holes than swiss cheese.

This is nothing like a trust.  A trust fund (no matter what kind) is a true guarantee.

I already had my assistant wire the money to his account. His face lit up when it appeared in his account this morning and he showed his appreciation many times over. 
 

I am working on the pic situation I promise. He cares way more about it than anyone I’ve traveled with previously but I’m working on getting permission. 

Posted
12 hours ago, marylander1940 said:

Unfortunately, there's no way to make your posts invisible to others so they can't quote you. Just assume you have a tail. 

Back to subject, everything is negotiable in life. How much would his 2025 rent be and will you pay it upfront or monthly as part of a gentlemen's agreement?

 

Or you can just be an adult and not respond to his polite request.

Posted
22 minutes ago, marylander1940 said:

You don't even know who the op @Coolwave35 was quoting @purplekow.

Please stop getting personal I know you think I am an "apologist for escorts" but I don't think this hobby should be they versus us.

The OP doesn’t matter. You can respect his request. Or you can be a resistant asshole and ignore his request. This has nothing to do with you brown-nosing with escorts. It has to do with respecting someone who asks you to leave them alone. Maybe you’re too impulsively unable to hold yourself back and behave like an self-controlled adult.

Posted
8 minutes ago, Archangel said:

The OP doesn’t matter. You can respect his request. Or you can be a resistant asshole and ignore his request. This has nothing to do with you brown-nosing with escorts. It has to do with respecting someone who asks you to leave them alone. Maybe you’re too impulsively unable to hold yourself back and behave like an self-controlled adult.

He didn't request that to me. 

I think you're posting without knowing what's going on. 

Posted

Gentlemen, please resist the temptation to discuss the merits of what others post, or make the conversation personal. And remember this thread was started by @Coolwave35 to ask for advice, and he now seems to have worked things out. He's even told us some of what they had agreed. Precise details beyond that are really none of our business, unless he chooses to share them.

Thank you for making this an interesting thread with ideas we might all be able to use in the future.

Posted
56 minutes ago, Archangel said:

The OP doesn’t matter. You can respect his request. Or you can be a resistant asshole and ignore his request. This has nothing to do with you brown-nosing with escorts. It has to do with respecting someone who asks you to leave them alone. Maybe you’re too impulsively unable to hold yourself back and behave like a self-controlled adult.

 I Think there’s been a misunderstanding. I have adored Marylander for a long time and would never request his silence. 

Posted
18 hours ago, Coolwave35 said:

had my assistant wire the money to his account. His face lit up when it appeared in his account this morning

I feel you’re very trusting @Coolwave35 - much more so than me. I hope your vacation continues to be great and that you see lots more “hard action”.

On long vacations, I never paid the fee upfront. My feeling was that I’d taken on the financial risks of cancellation by paying for the hotel and flights etc in advance. When I was on vacation with a ‘regular’ (a guy I knew well), I might offer his fee on arrival in the hotel room but usually he’d leave his envelope in the hotel safe until departure. 

Posted

This has been one of the most amazing experiences of my life so far. We’re almost through the drake passage en route to Antarctica. We fuck around twice per day at a minimum which feels balanced. We’ve decided to add on a week or two to the back end of the trip to travel around South America. We spent 2 hours in the spa yesterday and 2 more today exposing him to different wellness treatments. Our stateroom has its own hot tub on the balcony. He’s getting the luxury travel experience he’s dreamed about and I’ve learned how to be verse in what I can only feel is the most safe, sexual environment I’ve ever experienced with another human.  It’s never felt this natural before. 

Posted
1 hour ago, Coolwave35 said:

We fuck around twice per day at a minimum which feels balanced

Good for you!  I was lucky to get once a day on my trip with a provider who actually advertises as an escort.  LOL.

It wasn’t a cruise for me, though, and there wasn’t much down time.  But live and learn.  Thanks for sharing your experience.

  • 2 weeks later...
Posted

I write this from the airport after saying good bye and watching him board his flight. So to button up this journey….

We had an incredible time in Antarctica and were vibing really well so we decided to add Rio de Janeiro for 5 days. 

We arrived in Rio and he finally got more comfortable with me spending money on him. Our first day we went shopping for clothes and accessories. He didn’t want any designer clothing, he opted for a few pieces from Zara and 4 pairs of sunglasses, the least I’ve ever spent on a seeking boy in traveling with.  We lined up private back to back guided tours, and a helicopter ride over the city which blew his mind. 

He thanked me at night in the hotel room and by being super affectionate during the days.  I thanked him by providing experiences he hasn’t had access to. 

He was super curious about escorts so we hired one and he watched me enjoy him. He was curious about bath houses so we went and put on a show. None of this caused friction and instead bonded us over the shared experience.

He saw my life with a lens no one in my circle has either seen it through before, or felt confident enough to share with me. He pushed and pushed and pushed about why I still work.  For the first time I was forced to acknowledge what I have and if more could possibly make a difference. He pressed on and asked why I don’t join him on a quest to visit every country in the world, or live on a beach in Mexico all Winter.  This is the closest I’ve come to doing it. 

Here’s the kicker. As we parted ways at the airport to say good bye, he REFUSED payment. I was in shock and started crying immediately and I remember him hugging me and kissing my forehead and saying something that didn’t register. 

I’ve been an emotional mess for the past 90 minutes and I’m still weepy in a bathroom stall at my airport. 

Now what? 

Posted
11 minutes ago, 56harrisond said:

Thank you for sharing this.

How did you leave it with him, do you or does he want to make plans to meet again? Or would you help him visit and experience the world?

As has been common with this one, it’s unclear.
 

🙄

I just found a note in my carry on that he wrote that has me all sloppy again in the airport lounge. 

The way I’m feeling right now?  I wanna buy a house in his beach town in Mexico and fly down tomorrow. 

He asked to come see my real life and I said no and I think that had a substantial effect on us. 

Posted
11 minutes ago, Coolwave35 said:

As has been common with this one, it’s unclear.
 

🙄

I just found a note in my carry on that he wrote that has me all sloppy again in the airport lounge. 

The way I’m feeling right now?  I wanna buy a house in his beach town in Mexico and fly down tomorrow. 

He asked to come see my real life and I said no and I think that had a substantial effect on us. 

Take your time to process everything you’re feeling right now. This has been a unique and emotional journey, and it’s okay to let it sink in. You both shared something special, and I think it’s important to give yourself space to reflect on it.

Posted
51 minutes ago, ApexNomad said:

Take your time to process everything you’re feeling right now. This has been a unique and emotional journey, and it’s okay to let it sink in. You both shared something special, and I think it’s important to give yourself space to reflect on it.

You are inspirationally kind. I hope you know that. 

Posted
4 hours ago, Coolwave35 said:

he REFUSED payment. I was in shock and started crying immediately and I remember him hugging me and kissing my forehead and saying something that didn’t register. 

I'm sure he had tons of experiences being in those places that he's thankful for.

My only immediate thought was: how he would survive the rest of winter. But am sure he knows his situation more than I do.

 

Congrats on the journey! Sounds like you had a swell time!

Posted
4 hours ago, Coolwave35 said:

 

He asked to come see my real life and I said no and I think that had a substantial effect on us. 

I think that is fair. Your real life is your real life. It ain't no one else's business.

 

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