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Who would you recommend to help me with a small group in NYC


LookingAround
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I don’t mean to patronise you @LookingAround but I have some thoughts based on my experience with this.

 

It seems to me it would be better for you to ask an escort you know well to help you. My view is that you don’t need an escort to be an administrative assistant, rather you need an escort who knows you well and understands your taste in men and what activities you enjoy.

 

I wonder if you plan on hosting this group in your home or an hotel suite. Or do you want the escort to be able to have the group at his place and co-host with you? Also, are you planning to invite other working guys to this group or will it be only willing amateurs?

 

FWIW in the past I organised several group-dates of 4-6 men (in total) and they were always fun. I hosted them in my house but had one larger gathering in a 2 bedroom hotel suite. Typically I invited a 50:50 mix of working and amateur guys. My preference was to invite only handsome, muscled young men (21-35) who sexually defined as versatile or bottom.

 

It was always a considerable effort to organise the guys and ensure the group started on time. I asked in advance about what beverages, snacks etc might be wanted; I agreed fees and payment on leaving the party; and I spelt out in advance what activities were anticipated, whether 1-on-1 or as a group. I arranged to have plenty of bottled water, condoms, lube and towels (as well as poppers for the bottoms) available. I emphasised that recreational drugs could not be brought into my house. I outlined the expected finishing time.

 

On the first group-date, I provided wine but no liquor and as I introduced the men to each other, I had them be bare-chested ‘to break the ice’. Having described what I knew each guy liked to do/have done to him, I seized the initiative and started making out with the guy I found hottest. That got things going. Amazingly, 1 of the 5 guys invited arrived 1.5 hours late, so he was promptly spit-roasted by the rest of us as ‘punishment’. My surprise on that first occasion was how long some guys took to clean up and dress after play had finished; I recall 2 guys still being present 1.5 hours after the others had left.

 

On later dates, I learned to spell out that on arrival guys were to strip down to their briefs/jockstraps before I introduced them to each other. I also emphasised that guys had to arrive within 15 minutes of the start-time or they would not be admitted (or paid if a working guy). I also learned to state that I preferred to play with each of the new guys 1-on-1 before we had some group action.

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