Ichabod

This calling masseurs masseuses stopped being cute some time ago.  Google is your friend (said the guy who in another thread earlier this morning couldn't come up with Jean Smart's name).  That said I'd much prefer those occasional fuckups to using the ridiculous term "massage therapist" or the one that makes me puke that everyone started using without my permission, "provider".
You're fine, don't worry about it. Nothing bad's going to happen.   The only VERY RARE setups were in Vegas, and a couple in Texas long ago.  You are in Chicago, you're fine. 
What was your "bad experience"?
__________
And for others who read this thread later:
It's not hard. Rentmen has reviews.
You can use a proxiserver to read them.
You can select escorts who have multiple reviews from clients who have reviewed multiple escorts informatively. 
If you're still unsure after using that logical tactic, hiring well reviewed escorts/masseurs from consistently informative clients, you're medically paranoid and you'll never be comfortable hiring, so give up.
Thinking is important. Overthinking doesn't do shit. Now go have sex :-)
 

I understand the fantasy of wanting to have some sort of sex with hot men one sees in public.  I went to Oakland's Pride Festival yesterday and there was a very hot man near the Latin stage that I could barely take my eyes off.  Where this thread veers into silly territory for me is actually thinking that a significant portion of hot men would choose to do sex work.  It doesn't matter the circumstance -- a lot of men (gay, straight or bi) simply aren't motivated to do sex work, even if it just involves being "serviced."

I usually interpret this that way, but I also always ask.

I usually interpret this that way, but I also always ask.

I usually interpret this that way, but I also always ask.

I usually interpret this that way, but I also always ask.

I usually interpret this that way, but I also always ask.

I usually interpret this that way, but I also always ask.

I usually interpret this that way, but I also always ask.

I usually interpret this that way, but I also always ask.

It appears there is a story here—hopefully not of the axe-murdering kind.

Okay folks, let's call a pause here. I think we've established what Jimmy is prepared to do, how he identifies, and that we have differences of opinion about whether he 'is' what he 'says he is'. We each have our own opinions about whether being straight or gay (or that useful but contested term 'queer') is a matter of objective fact or of self-identification. That is a debate for another place. Please confine further remarks to the gentleman in question.

That is a very sexy man!

Are you sure? If he's using fake pics, why would he pick those?

This conversation of course may be.... colored.... by some heritage-related preferences. My pick is https://rent.men/JacobLarsen

If a spambot could introduce a topic, this would be it.

It’s the low cost airline pricing strategy.
Cheap Rubs! Your massage is $40!!! Great value!…… Ok now for the optional extras: You want a table? That’s $30 extra. Oil? Another $20. Masseur naked? $30, want to suck his cock? $20 (per inch). What destination was it you wanted? Was it ‘CHM, Cum in His Mouth’?  Sorry we don’t go there… but we do go to the nearby QDH: Quick Disinterested Handjob’.  That’s $280….
 

We all have to make our own risk assessments, but I think Typical's advice is too sweeping. I have had dozens of providers come to my house or my hotel room over the years and I have never had problems specific to hosting. Guys who don't perform well, who try to upcharge, who shortchange you on time - these situations seem unrelated to where the session is taking place. The stuff scopitone is dealing with could just as easily have happened at the provider's place.
 
Ichabod
 

I'd more or less gently remind him that blackmail and extortion are illegal and that he needs to apologize, delete those pix, and never-ever contact you again. If he continues to be obnoxious, he should deal with police & the justice system.
PS I strongly suspect that you are not the only one going through this, so think of this as community service. Just like this post, thank you for alerting us all.
PPS Case in point:

For some reason, the text in the original post is white and therefore not visible. If you highlight it, you can read the text. 

Well, this post certainly lacks in details.  Are you saying someone wanted to bill you for using the shower?  Well, I would tell them to go fuck themselves.  Just my 2 coppers....
 

Well it would be nice if the provider (or anyone) would be honest about their status and what they are doing to manage their health, if they are on Prep, etc but it is our responsibility to decide if the risk is worth it and take appropriate precautions.   This is not just for HIV but also for any STI.

i don't know about the race element but i can say when it comes to porn stars that i follow (mostly tops) when i see them do a bottom video it does make me not like them as much.  With the bottoms that i follow when i see them top it doesn't give me the ick in the same way.  
probably internal misogyny going on there. 

Two thoughts:
First, this guy seems very unlikely to give you an experience you'll be happy with.
And second, this sounds like A LOT of pre-meeting communication. If I were this provider, I would be wondering whether you were every going to get down to business and schedule a meeting. Could that be a factor in your most recent (unsatisfying) exchange with him?

20% retention rate isn’t bad. You’ve only been going a year, needs longer. It takes ages to build a regular client base.
You say you use a script post session. I wouldn’t do that. A script feels like a hard sell. Have a few messages you’d like to get over but do it in a personal way that is tuned towards the client. You need to get to know them at a more personal level. My guess is they feel ‘sold to’ and massage (whatever the style) is a very personal one to one service. Make it so they feel you see them as a whole person not another client. Contact them after the session to see how the session improved their pain (tell them you’ll do a follow up call in a week or so and are they ok with that?). You’ll get re bookings on those calls (but don’t force it). 
Also I think offering a one hour session is a good idea. People want to try you out before committing to a longer session. You could do the 1 hour and then offer the next 90m at a reduced rate. That reduces the barrier of the unknown for them and gives them the full experience at a reduced cost. Once you build in them the habit of coming back they’ll come back more. 
Business courses aren’t the place to learn this stuff. Learn it by doing. Ask the 20% of customers who do come back why they do so. Ask all your customers how they found you and what made them book. Listen to your customers. The answers are there , not in a business course. That would be a waste of money and time. 
Basically the number one rule is know who your customer is, understand what they want, and give it to them in a way that is satisfying but leaves space for more. In everything think of your customer first. You don’t go wrong if you think about who they are and what they want. Oh and whilst you’ll get great advice on business on here from successful providers (☺️) your client base is unlikely to be on here….