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Request for Advice

DannyNYC3

By DannyNYC3
in The Deli

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DannyNYC3 Rookie

DannyNYC3

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Happy 4th of July everyone!

 

I am still new to this - but am about to seek a weekend appointment with a great guy I recently met...I will probably seek to take him to Los Angeles or Miami with me. We have the rate worked out already, and I will cover his travel and meals of course.

 

Can any of you give advice on any other things we should discuss up front to avoid miscommunication or issues during our time together? I think very highly of this person and hope to become a repeat/steady customer of his. Thanks

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rvwnsd Grand Master

rvwnsd

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...Can any of you give advice on any other things we should discuss up front to avoid miscommunication or issues during our time together? ...

 

I think you should hire him for a few more short appointments and then try an overnight before you take him on a weekend trip.

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tyro Community Regular

tyro

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How much time is there between now and your potential weekend getaway? I like R's advice about trying an overnight first. All my early hires were overnights, and you really get to know someone better than you might in an hour.

T

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adriano46 Community Regular

adriano46

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As has been mentioned on this topic in the past, know that you will both need "down time" - e.g., time when you are not with each other, time when he (or you) can go to a gym, rest, sight see, take a walk when the other does other things. Just approach it casually but with communication (I am a very early riser, and most guys I spent time with were not. I would leave them alone until around 10 or 11 unless we were traveling and had something scheduled. In late afternoons I like to take a siesta - a real siesta which means sleeping - and I would give him that time for a gym visit, or shopping on his own or whatever). This is just something to keep in mind and discuss before you even begin the trip so that time is set aside. Later you might mutually see it is not necessary, and that too is fine, but at least discuss it, and offer it.

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buckguy Proficient

buckguy

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I think you should hire him for a few more short appointments and then try an overnight before you take him on a weekend trip.

 

Not always possible and short appts often aren't good predictors of long ones. Short-time companionship isn't the same as long-term. Downtime is important--does he need workout time or have dietary needs, are there areas of declared shared interest (food, things to see)? Differences provide discrete ways for both of you to have some downtime.

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Epigonos Grand Master

Epigonos

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Adriano46 has nailed it.

 

I travel twice a year to Puerto Vallarta, for a week visit each time, with an escort I have known for a number of years. This guy is definitely NOT an early riser and is virtually non-functional until after his second cup of coffee. We stay in a condo so I am able to get up as early as I like and make coffee, read, and send emails. When he stumbles out of bed I hand him a cup of coffee and he begins his journey to becoming a live human being. For a morning person like me it's kinda fun observing his waking-up process. In the afternoon he goes to a local gym for an hour or so which also allows me time to recharge my batteries and relax. These times apart are as important to me as they are to him. I live alone and thus having time to myself each day is critical.

 

Additionally I make a point of consulting him regarding meal times, restaurants, shopping, sunning, and any other activities we might do. I don't much like the sun while he love it. Fortunately our condo complex has a rooftop pool with a covered cabana where I can sit and read while he reads in the sun. I always try to keep in mind that we are on a SHARED vacation and I need to make it as fun and interesting for him as for myself.

 

In the end it is simply a matter of being considerate of the likes and dislikes of the person with whom you are traveling. This is NOT just true when traveling with an escort. It is equally true when traveling with any companion.

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Epigonos Grand Master

Epigonos

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Guy some of us, myself included, on occasion go off on a tangent and neglect to answer the question presented by the poster. DannyNYC3 didn’t ask us how many times he should meet with an escort prior to arranging a weekend excursion. The “fact” that I think he should have 100 one hour appointments, before he has 100 two hour appointments, before he has 100 overnight appoints, before he even considers having an extended appointment is irrelevant.

 

He asked and I quote: “Can any of you give advice on any other things we should discuss up front to avoid miscommunication or issues during our time together? I think very highly of this person and hope to become a repeat/steady customer of his. Thanks". Please let’s attempt to help the poster by answering his question.

 

I know I’m being an old scold but at my age I believe I have that right.

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rvwnsd Grand Master

rvwnsd

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Guy some of us, myself included, on occasion go off on a tangent and neglect to answer the question presented by the poster. DannyNYC3 didn’t ask us how many times he should meet with an escort prior to arranging a weekend excursion. The “fact” that I think he should have 100 one hour appointments, before he has 100 two hour appointments, before he has 100 overnight appoints, before he even considers having an extended appointment is irrelevant.

 

He asked and I quote: “Can any of you give advice on any other things we should discuss up front to avoid miscommunication or issues during our time together? I think very highly of this person and hope to become a repeat/steady customer of his. Thanks". Please let’s attempt to help the poster by answering his question.

 

I know I’m being an old scold but at my age I believe I have that right.

 

Would your answer be the same if the request was "Can you give me advice on ways to prepare for engaging in unprotected, receptive anal sex?"

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purplekow Grand Master

+ purplekow

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I was told when planning a vacation with someone else, include fight time. While fight time may not be necessary, after a bit, you and your companion are likely to irritate each other. Be prepared to be irritated for a bit and be willing to forget it quickly and move on to the fun. Keep the lines of communication open. Keep it in mind that you are there to relax and have fun and you should do just that.

 

Hate it when someone leaves the cap off the toothpaste? Mention it once and then relax.

Socks on the floor bring out your maternal instinct to cry out: "pick up your clothes"? Mention if once and then relax.

Disturbed by a stud coming in your eye? Mention it once and then relax.

 

Your companion is there to be just that, a companion. He is not your life partner and the two of you do not need to be in perfect synch.

It is just a weekend. The weekend will end and that is when you will be able to fully evaluate rehiring him for a return engagement. The first hire of this nature will be a crap shoot, no matter how many one hour appointments and overnights you have together.

 

I would make it clear that you are a horny bastard and you are likely to wake him up in the middle of the night with a dick tap on his back.

Or that you expect him to be the one to initiate intimate contact.

I would mention that after years living with your elderly mother, you intend to go to the local diner "Early Bird Special" for the $4.95 dinner. Floral shirt optional.

Or that you plan formal catered dinners in your room and you expect him to be dressed to the nines for these meals.

I would mention that you intend to be sober and in full possession of your faculities at all times and you expect the same from him.

Or that you intend to down a bottle of tequila on the plane and then to fire up a doobie or twelve and to be high for the rest of the time you are together.

I would mention that you expect missionary sex once during weekend, that your eyes will be closed the entire time and that you may have an orgasm which includes one deep breath, a whimper and a small ejaculation.

Or that you intend to play Goldilocks and the Three Bears, with him as Goldilocks and the three bears being you at least two big hairy guys you want him to pick up at the local Home Depot and that you will be disappointed if every piece of furniture in the room has not been overturned and thoroughly cum drenched two days later when the bears head home to hibernate.

 

In brief, let him know the itinery, the sex intinery, the behavior expectations and any special requests or needs you may have.

Ask him for anything special he needs.

 

Have fun.

Relax. I have included an instructional video as an example.

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