KensingtonHomo

I have no issue being compared to Ian McKellen. I hope to grow into a sassy old queen.

This is true of anyone you sleep with, not just providers. 

Yes. I told him he had to charge more. $150 for therapeutic I can see. But I told him he should go to $180 for erotic. I gave him $200. 

I contacted Alex at the last minute because I had a meeting canceled. He was prompt in responding to me, and we were able to connect.

In short, he was terrific. His apartment was very nice and clean. He was clean-shaven and blonder than his photos, which made him far more attractive. Alex was very welcoming and easy to speak with him. We had a nice chat before and at the start of the massage. Then, he asked if I wanted some quiet time, and we did.

He uses medium pressure, which is perfect for relaxing. The extras were wonderful, and I'll be seeing him again.

To answer the question. We are pretty circumspect about who we tell. Mostly, it's very close friends who are extremely sexually liberal. They don't care. There's another level - also very small who know that we're "monogamish" (as we only see others together). We sometimes share our adventures (both hiring and not) without mentioning when we've hired. 

I don't carry cash so I use apps unless an escort explicitly asks for it. With the countless transactions occurring between people through all these apps, I don't have any concern about the digital trail. I also feel like if providers are willing to accept it, it's more likely they would run into issues having to explain all the transfers and yet they don't. 

Literally just e-transfer when it’s over. 🤷🏻

I been seeing a lot of guys that have these new profile and you ask for their rates. They tell you to subscribe to there Onlyfans. Like this guy 
Edwardvicx - Pornstar Performer, Rentboy, Gay Massage in Miami, FL | RentMen
RENTMEN.EU Pornstar Performer & Rentboy in Miami, FL - Edwardvicx: Brazilian boy Am very tired of seeing this. Rm needs to delete these profile 

Yes, I put the fee and tip in an envelope and place it with the most thoughtful gift I have brought for him!!!!!!!!!

I don't carry cash so I use apps unless an escort explicitly asks for it. With the countless transactions occurring between people through all these apps, I don't have any concern about the digital trail. I also feel like if providers are willing to accept it, it's more likely they would run into issues having to explain all the transfers and yet they don't. 

To answer the question. We are pretty circumspect about who we tell. Mostly, it's very close friends who are extremely sexually liberal. They don't care. There's another level - also very small who know that we're "monogamish" (as we only see others together). We sometimes share our adventures (both hiring and not) without mentioning when we've hired. 

I think there’s a risk in mentioning that you hire to someone you meet on a “dating” site, especially if you don’t know his views on monogamy. Many guys might assume that someone accustomed to hiring would be likely to continue doing so in the future. Some guys might find this exciting and an activity you could do together, but others might be turned off. 

My story is essentially, I was in a monogamous marriage with a woman and very happy.  After she passed, women became tiresome, difficult to get to know and paled in comparison to my wife.  I was not enjoying sexual contact with them.  I had two very minor contacts with men decades before and considered that they were minor and enjoyable and part of my teen years.  One day I saw a man who was extremely sexy and I thought perhaps I should try sex with men.  As a result I hired someone.    That was the extent of the story.  It was not a detailed revelation of the dozens of men both hire and not, who followed.    However, I was not ashamed of that encounter, plus it gives the story some context.    

Your mention of hiring an escort was part of sharing your story after your wife’s passing, not something you meant to linger on. So it makes sense that his repeated references to it felt off, especially since they seemed to overshadow the rest of your connection and left you uncomfortable.
People react to this kind of information differently. His comments might have come from curiosity, insecurity, or even judgment but it’s hard to know without more context. Sometimes when something is outside someone’s own experience, they fixate on it, like with him saying: “never having hired anyone.” The fact that he brought it up during and after intimate moments probably made it feel even more intrusive.
If those remarks felt like a red flag, it’s completely fine to trust your gut and reconsider whether you want to see him again. Ask yourself whether his tone came across as judgmental or just awkward curiosity, and whether talking it through could help clear things up.
For what it’s worth, I don’t usually mention hiring unless someone asks me directly. It’s not exactly common small talk material.

I don't think it's something I would share in a work situation, or even in casual conversation with friends. 
I prefer using it only as the subject-changer at the uncomfortable family Thanksgiving dinner table. Embellishing the newest story, gesturing with a turkey leg, always does the trick. 

The way I read what you wrote, the guy was either turned on by the idea of hiring an escort or he felt insecure and wondered how he lived up to your experiences with escorts.  In any event, unless the guy was talking about it in a negative/judgmental way I wouldn't let this issue derail getting to know him.  

I only tell people whom I am seriously dating. Which in the last 20 years is exactly one person. He directly asked, and I directly answered. I feel honesty in a relationship is important. But for the most part, it’s nobody’s business.
@purplekow, you threw him for a loop. Sounds like he handled it as best he could. The truth hurts, but sometimes you’re just not a match. It’s better to be truthful and find out sooner rather than later.

Once upon a time i mentioned to a guy i was dating that i like to hire escorts. In one of our early fights he felt that i wasn't being emotionally connected enough and said "what am I to you,  a rentboy!?" I hate that he weaponized my disclosure. Now a days i disclose mostly only to like minded men. 

Nope. But it was a small price to pay to get rid of him. 

Lol yeah. I've never considered a generic face pic to have much value, but who knows in this economy. I sent a photo without even thinking about it. I see it as cost savings when a provider removes them from my interest list, so I'll get over it.

If he was charging you for *his* face pic, you should have charged him for yours.

20% on $225 an hour. ($45) Even weirder he made it a % of the appointment, so if I wanted to see him for 2 hours his photos cost 2x as much.

Send him to me. I’ll teach him. 😉 
But seriously though, bottoming is crucial to learn what feels good so that a top can become excellent. Just like giving head, it takes practice.
Also, there’s the subtle art of reading your bottom’s cues, reactions, expressions, and being sensitive to his particular needs. The bottom can tell his top to do these things, but it takes a true pleaser top and an empath to develop excellent topping skills.

I’ll be honest with you it’s not easy but I have done this for a few tops especially when I was younger and they were young and inexperienced. My current master was great when we met but has made a conscious effort to get better at meeting my specific needs and fulfilling my fantasies and in doing so he has become a much better top. I’ve spent a good amount of time with him explaining the psychological dynamics of being a dom top and - since he’s young- he’s been able to repeatedly step up his game over the past couple years and now he delivers exactly what I need every time I see him. 

Over the years I’ve learned that being direct about your needs is never an insult IF it comes from a place of clarity and kindness. You’re not telling him he’s bad at his job; you’re showing him how to make you a satisfied repeat client, and that’s valuable information. One way to do it without it feeling awkward is to show as much as tell: get on top of him and ride him slow, let him see how that pace feels good and how much you enjoy it. Compliment him while you’re doing it, then suggest a change, something like “I’d love to be under you going at this pace” or “you feel incredible when you move like this.”  Positive reinforcement goes a long way.
Remember too, providers want repeat clients, so telling him what works for you isn’t just personal, it’s professional. You’re helping him give better service.
This is a provider you’ve hired regularly, and I’d be hard-pressed to think he wouldn’t be open to making your experiences exactly what you want them to be.
Best of luck to you.