DMonDude

To be fair, many of them are taking loans out against their assets and using that money and it is not taxed. Then they take out another loan to pay the prior loan. People like Elon Musk take no/low income from their companies and do this loan method instead. It's so common it has a nick name. "Buy Borrow Die". You'd be right if they weren't exploiting every possible tax loophole and implementing every cheat they possibly could. We unfortunately live in a society where just because a rule is on the books doesn't mean it's being followed or enforced. And similarly, those on the bottom are being squeezed in other ways that aren't sustainable either.

You are not being silly.   In my experience the massages offered on Grindr are fake accounts or scam artists.   The profiles are brand new and if you reach out to inquire you will usually get a Jpg of a price list.  They generally will ask you for a deposit.   If you check back a few days later the profile is deleted.   My assessment, don’t look for massages via Grindr, unless you see the provider is also has a RentMasseur or Masseurfinder profile

That swimsuit by the pool pic comes from an aspiring model/influencer's Instagram page from about a year ago. It'll come up in reverse image search. Can't say if this RM profile is actually him or if it's someone using that guys pics. The instagram page only has sub-2000 followers. So not someone well known from the looks of it. The other spicier pics on the RM ad seem to be the same guy and those are not on the Instagram profile. So that implies it's either really him, or he got those pics from some other source if it is a catfish. the instagram profile does not link to an OnlyFans or any other profiles, which is where i'd think a catfish would get those other pics from. So maybe probably legit?

That swimsuit by the pool pic comes from an aspiring model/influencer's Instagram page from about a year ago. It'll come up in reverse image search. Can't say if this RM profile is actually him or if it's someone using that guys pics. The instagram page only has sub-2000 followers. So not someone well known from the looks of it. The other spicier pics on the RM ad seem to be the same guy and those are not on the Instagram profile. So that implies it's either really him, or he got those pics from some other source if it is a catfish. the instagram profile does not link to an OnlyFans or any other profiles, which is where i'd think a catfish would get those other pics from. So maybe probably legit?

My understanding of the difference between those terms is this:
Group or Orgy: Some gathering of 5 or more guys who all are playing with each other with no real order or specific plan. Group and Orgy are functionally interchangeable, but most seem to use Group for some amount of guys on the lower end and Orgy for when it's a larger group. There's no exact agreed upon cut off to my knowledge. Me personally, threesome is 3 people, foursome is 4 people, a Group is 5 to 10 people. Orgy is 10 or more pretty much.
Gangbang: Is generally any gathering of like 5 or more people where all participants are all focused on a main person. Like if you have 6 guys who are all playing with each other, that's a Group. But if you have 6 guys and one of them is a bottom that the other 5 are taking turns topping, that's a Gangbang. However, sometimes some of the other guys in a Gangbang may play with each other (jacking off or oral or frotting or whatever) while waiting their turn with the bottom. So then that leans into Group.
There's differentiation but also a lot of overlap.

That swimsuit by the pool pic comes from an aspiring model/influencer's Instagram page from about a year ago. It'll come up in reverse image search. Can't say if this RM profile is actually him or if it's someone using that guys pics. The instagram page only has sub-2000 followers. So not someone well known from the looks of it. The other spicier pics on the RM ad seem to be the same guy and those are not on the Instagram profile. So that implies it's either really him, or he got those pics from some other source if it is a catfish. the instagram profile does not link to an OnlyFans or any other profiles, which is where i'd think a catfish would get those other pics from. So maybe probably legit?

That swimsuit by the pool pic comes from an aspiring model/influencer's Instagram page from about a year ago. It'll come up in reverse image search. Can't say if this RM profile is actually him or if it's someone using that guys pics. The instagram page only has sub-2000 followers. So not someone well known from the looks of it. The other spicier pics on the RM ad seem to be the same guy and those are not on the Instagram profile. So that implies it's either really him, or he got those pics from some other source if it is a catfish. the instagram profile does not link to an OnlyFans or any other profiles, which is where i'd think a catfish would get those other pics from. So maybe probably legit?

If I'm anywhere near 62 or 65, I'd retire immediately.  You need to jump into the Social Security and Medicare pools, respectively, (and possibly get grandfathered in) before the last penny is gone.
I feel like I'm being forced to pay into something (isn't that the quintessential definition of being robbed?) that I can never, ever get back.  By the time I'm "theoretically" eligible for either one of the above, I'm sure the eligibility age will be pushed to over 80, assuming the funds are still available at that point of US history.  I need to spend it today, for there's quite likely no tomorrow.

I find that guys that actually engage in group sex rarely use the word orgy, which is a much more dramatic word usually used by censorious guys for slut-shaming. Of course there are exceptions. It’s sometimes used for marketing private parties to make them sound more exciting. 

"Creepy" is not an attack.  Judgements are not objectively bad things.  Get thicker skin.
As to the original poster.  Yes, when starting escorting two somewhat contradictory things happen, you open yourself to a lot and also you make rules for yourself so you don't feel like all the other hustlers out there, which for many of us feels important in the beginning, the differentiation. As time goes by, if you stick with it, your rules change.  So, will that "young man" continue to be so limited?  Maybe, but not for long or he will stay a low-earner.  More likely he will quit or expand his parameters. 
 

My understanding of the difference between those terms is this:
Group or Orgy: Some gathering of 5 or more guys who all are playing with each other with no real order or specific plan. Group and Orgy are functionally interchangeable, but most seem to use Group for some amount of guys on the lower end and Orgy for when it's a larger group. There's no exact agreed upon cut off to my knowledge. Me personally, threesome is 3 people, foursome is 4 people, a Group is 5 to 10 people. Orgy is 10 or more pretty much.
Gangbang: Is generally any gathering of like 5 or more people where all participants are all focused on a main person. Like if you have 6 guys who are all playing with each other, that's a Group. But if you have 6 guys and one of them is a bottom that the other 5 are taking turns topping, that's a Gangbang. However, sometimes some of the other guys in a Gangbang may play with each other (jacking off or oral or frotting or whatever) while waiting their turn with the bottom. So then that leans into Group.
There's differentiation but also a lot of overlap.

My understanding of the difference between those terms is this:
Group or Orgy: Some gathering of 5 or more guys who all are playing with each other with no real order or specific plan. Group and Orgy are functionally interchangeable, but most seem to use Group for some amount of guys on the lower end and Orgy for when it's a larger group. There's no exact agreed upon cut off to my knowledge. Me personally, threesome is 3 people, foursome is 4 people, a Group is 5 to 10 people. Orgy is 10 or more pretty much.
Gangbang: Is generally any gathering of like 5 or more people where all participants are all focused on a main person. Like if you have 6 guys who are all playing with each other, that's a Group. But if you have 6 guys and one of them is a bottom that the other 5 are taking turns topping, that's a Gangbang. However, sometimes some of the other guys in a Gangbang may play with each other (jacking off or oral or frotting or whatever) while waiting their turn with the bottom. So then that leans into Group.
There's differentiation but also a lot of overlap.

We all know where the legal line is, no one's saying you're committing a crime, but i think Kensington is more so getting at the societal line. Or the relative maturity gap.
Many people my age (30s) joke about how "i still feel like I'm 20, till i hang out with 20 year olds, then i feel like I'm 40". Along the same line is how many people above a certain age will see or hear about something younger people do or engage in and go "kids these days", even though they're referring to fully grown adults in their 20s or even 30s. Because relative to their older age, the younger person may as well be a kid to them because they are so far removed from them in experiences and maturity, they simply can't relate. But when it comes to physical/sexual interaction, the goal post is conveniently moved and now they're young men who are conveniently so mature and intelligent for their age. So it's interesting to say the least when people pick and choose to infantilize others and when to see them as adults. This is what Kensington is getting at and what is triggering him. He's not seeing how someone that young compared to you doesn't, just by the sheer distance of the age gap, effectively seem like a boy to you. Regardless of their in progress college degree or what ever it may be. What subject they're studying doesn't define their maturity. Their decision making, impulsivity, and other things like that do, and being still so close to their teenage years, there's generally not substantial progress made there yet in most people in their early 20s.
What you're doing is obviously legally fine, not really siding with either of you, but what Kensington is saying is very much going over your head or you're ignoring because you're stuck on him perceiving you as creepy.

We all know where the legal line is, no one's saying you're committing a crime, but i think Kensington is more so getting at the societal line. Or the relative maturity gap.
Many people my age (30s) joke about how "i still feel like I'm 20, till i hang out with 20 year olds, then i feel like I'm 40". Along the same line is how many people above a certain age will see or hear about something younger people do or engage in and go "kids these days", even though they're referring to fully grown adults in their 20s or even 30s. Because relative to their older age, the younger person may as well be a kid to them because they are so far removed from them in experiences and maturity, they simply can't relate. But when it comes to physical/sexual interaction, the goal post is conveniently moved and now they're young men who are conveniently so mature and intelligent for their age. So it's interesting to say the least when people pick and choose to infantilize others and when to see them as adults. This is what Kensington is getting at and what is triggering him. He's not seeing how someone that young compared to you doesn't, just by the sheer distance of the age gap, effectively seem like a boy to you. Regardless of their in progress college degree or what ever it may be. What subject they're studying doesn't define their maturity. Their decision making, impulsivity, and other things like that do, and being still so close to their teenage years, there's generally not substantial progress made there yet in most people in their early 20s.
What you're doing is obviously legally fine, not really siding with either of you, but what Kensington is saying is very much going over your head or you're ignoring because you're stuck on him perceiving you as creepy.

My understanding of the difference between those terms is this:
Group or Orgy: Some gathering of 5 or more guys who all are playing with each other with no real order or specific plan. Group and Orgy are functionally interchangeable, but most seem to use Group for some amount of guys on the lower end and Orgy for when it's a larger group. There's no exact agreed upon cut off to my knowledge. Me personally, threesome is 3 people, foursome is 4 people, a Group is 5 to 10 people. Orgy is 10 or more pretty much.
Gangbang: Is generally any gathering of like 5 or more people where all participants are all focused on a main person. Like if you have 6 guys who are all playing with each other, that's a Group. But if you have 6 guys and one of them is a bottom that the other 5 are taking turns topping, that's a Gangbang. However, sometimes some of the other guys in a Gangbang may play with each other (jacking off or oral or frotting or whatever) while waiting their turn with the bottom. So then that leans into Group.
There's differentiation but also a lot of overlap.

My understanding of the difference between those terms is this:
Group or Orgy: Some gathering of 5 or more guys who all are playing with each other with no real order or specific plan. Group and Orgy are functionally interchangeable, but most seem to use Group for some amount of guys on the lower end and Orgy for when it's a larger group. There's no exact agreed upon cut off to my knowledge. Me personally, threesome is 3 people, foursome is 4 people, a Group is 5 to 10 people. Orgy is 10 or more pretty much.
Gangbang: Is generally any gathering of like 5 or more people where all participants are all focused on a main person. Like if you have 6 guys who are all playing with each other, that's a Group. But if you have 6 guys and one of them is a bottom that the other 5 are taking turns topping, that's a Gangbang. However, sometimes some of the other guys in a Gangbang may play with each other (jacking off or oral or frotting or whatever) while waiting their turn with the bottom. So then that leans into Group.
There's differentiation but also a lot of overlap.

My father was a very successful homophobic asshole.  I enjoy spending the money I was left on escorts.  

So no nudity, no HE, the awkwardness of caressing a naked man that by default he's not attracted to, and doing that next to his brother.
What exactly is the attractiveness of this?

What a tool!

High end hotels can be weird if they think anything out of the mainstream is happening.  They assume the worst 

I don’t have experience with this.  
Have you considered bringing them into the plan?   Let them daisy chain the communication signaling the next guy to come up…that way you can relax and enjoy the ride.  Personally, I’d not be concerned with them meeting as this is just a variant of a group encounter or cum dump.  

Yeah it's interesting. You definitely don't have to be rich to do this hobby, but like you alluded to it really depends on what your other financial obligations are in addition to your income. I work full time, have apartment rent, car payment, and student loan debt. But i am in fact fortunate i have a fairly well paying job that also abuses the hell out of me, but pays over time for it luckily. So i have some extra money to do this hobby sometimes, but i do have a limit i can't go past. I'm envious of others who can hire much more frequently then i can too.
Long as I'm working and not between projects, i can hire a handful of times a month for an hour or two each, depending on how much extra hours i work. Any time I'm not working or not doing as many hours, this hobby is the first thing i cut back on or pause doing. I know though there are clients here hiring for multiple over nights, weekends, or traveling and taking providers with them for days/weeks at a time. And that's unfathomable to me at my level lol. From both perspectives of having that much money as a client, and from the perspective of being hot enough that someone would spend that much money on you. Attractive people truly live in a different reality than the rest of us.

In my own experience, i haven't done a group more than 3 guys. But the way I've always done it is i either hire all the guys individually myself (and i run it by each of them who the other guys are and make sure everyone's cool). Or i usually have one regular hire who will be participating in the group and i ask him to pick guys for me. He asks other providers he already knows and has worked with before or browses RentMen himself and runs the options by me and i pick from the list. He knows the types of guys i like and it lets him pick guys he's attracted to too or simply can work easiest with. So everybody wins.
Pricing depends. The majority of the time i've done group play, all the guys charged the same rate as if i was seeing them solo. But i have had one time where i was putting together the group myself and the second provider i wanted to join my regular and i wanted double his normal rate. So i guess he charges per person involved regardless of if it's clients or fellow providers he's working with. I ended up not having him join.

Yeah it's interesting. You definitely don't have to be rich to do this hobby, but like you alluded to it really depends on what your other financial obligations are in addition to your income. I work full time, have apartment rent, car payment, and student loan debt. But i am in fact fortunate i have a fairly well paying job that also abuses the hell out of me, but pays over time for it luckily. So i have some extra money to do this hobby sometimes, but i do have a limit i can't go past. I'm envious of others who can hire much more frequently then i can too.
Long as I'm working and not between projects, i can hire a handful of times a month for an hour or two each, depending on how much extra hours i work. Any time I'm not working or not doing as many hours, this hobby is the first thing i cut back on or pause doing. I know though there are clients here hiring for multiple over nights, weekends, or traveling and taking providers with them for days/weeks at a time. And that's unfathomable to me at my level lol. From both perspectives of having that much money as a client, and from the perspective of being hot enough that someone would spend that much money on you. Attractive people truly live in a different reality than the rest of us.

This is why the average age of the members here is…well…somewhat past median 😉