Recent 411 on Jon Ramsey?

[sportymilguy]

Hi all, I know Jon Ramsey has been discussed many times before, but has anyone met him recently or is a regular of his?

[Harryinny]

The guy from Boston?

[sportymilguy]

1 hour ago, Harryinny said:

The guy from Boston?

Yes Sir.

[+ Gar1eth]

I never met him, but when I first found escort sites and thought I would never hire (I  looked at escort sites for around 7 years before I finally dared to hire) , I always used to go back to his website. Then when I started hiring, I was really interested in him, but he was a strict top. I think I even phoned him once (long before texting was a thing) to see if he might be willing to be versatile if hired for a weekend (no I wasn't trying to 'convert him', but I've known a few escorts who advertise as tops but are more versatile in their private lives, and  who didn't mind bottoming for longer hires.) Jon, alas, was not one of them.  

[marylander1940]

4 hours ago, Gar1eth said:

I never met him, but when I first found escort sites and thought I would never hire (I  looked at escort sites for around 7 years before I finally dared to hire) , I always used to go back to his website. Then when I started hiring, I was really interested in him, but he was a strict top. I think I even phoned him once (long before texting was a thing) to see if he might be willing to be versatile if hired for a weekend (no I wasn't trying to 'convert him', but I've known a few escorts who advertise as tops but are more versatile in their private lives, and  who didn't mind bottoming for longer hires.) Jon, alas, was not one of them.  

Yes, (allegedly) in their private lives but not when getting paid.

Why doesn't he top?

Why doesn't he bottom?

Became a meme almost. Let's assume folks advertising at least when it comes to the subject is truthful. Plenty of fish out there.

[+ BOZO T CLOWN]

13 hours ago, Harryinny said:

The guy from Boston?

Any truth to the rumor that he was personal friends with Paul Revere?

BTC
🤡

[Peter Eater]

54 minutes ago, BOZO T CLOWN said:

Any truth to the rumor that he was personal friends with Paul Revere?

BTC
🤡

Some geriatric bozos just ooze bitter envy. 
http://jonramsey.com

 

[+ BOZO T CLOWN]

8 minutes ago, Peter Eater said:

Some geriatric bozos just ooze bitter envy. 
http://jonramsey.com

 

Your point is?
Do you think those pics on his website are recent? No more recent than the pics in his Rentmen ad which are dated 2019 and 2020. And they were old back then!

JonRamsey - Pornstar Performer, Rentboy, Gay Massage in Boston, MA | RentMen

RENTMEN.EU

---

Pornstar Performer & Rentboy in Boston, MA - JonRamsey: Jon Ramsey: The Clear Choice.

Bozo remembers Jon Ramsey when he worked at the Gaiety Theatre in NYC back in early 90's (late 80's?).
Bozo isn't passing judgment on his escorting services. He's probably very good at what he does.  Just pointing out that he's been in the biz, er...  a while. Would you care to speculate on his real age?
And no need to get nasty! 

BTC
🤡
 

 

 

[Rod Hagen]

I had no idea he was working, that's awesome!  My guess would be someone on this site has to be a regular of his, no?

[Rod Hagen]

1 hour ago, BOZO T CLOWN said:

Bozo isn't passing judgment on his escorting services. He's probably very good at what he does.  J
 

 

 

Objectively, you are passing judgment and what you are in fact saying, between (funny) insults, is that you don't believe his advertised age , the implication being deception.

[+ BOZO T CLOWN]

5 minutes ago, Rod Hagen said:

Objectively, you are passing judgment and what you are in fact saying, between (funny) insults, is that you don't believe his advertised age , the implication being deception.

Actually, Bozo was just stating the obvious.
He worked at the Gaiety 35 years ago. His stated Rentmen age is 48. 
Do the math.......

BTC
🤡
 

[pubic_assistance]

 

28 minutes ago, BOZO T CLOWN said:

He worked at the Gaiety 35 years ago. 
Do the math.......

Catch him in his last year before he starts collecting Social Security. 🤣

[Rod Hagen]

8 hours ago, AtlTopGuy said:

I believe you are stretching the definition of "funny".  I for one just consider them insults...from someone that talks strangely in the 3rd person about himself.  

 

If Jon looks like that in his 40's or 50's....kudo's to him.  

The unexpected Paul Revere line gave me a chuckle.    I'm not saying it was a Carl Reiner level joke, just a chuckle.  Funny  (enough).   It sounds as if you are familiar with this Clown's posts, I am not, so that might have changed things.  And yes, Kudos to Jon.  Both things are true.  Chuckle and Kudos.

Edited June 24, 2025 by Rod Hagen

[BSR]

10 hours ago, BOZO T CLOWN said:

Actually, Bozo was just stating the obvious.
He worked at the Gaiety 35 years ago. His stated Rentmen age is 48. 
Do the math.......

BTC
🤡
 

If we can fairly assume that The Gaiety verified his age before allowing him to perform, then Jon Ramsey has to be at least 53.  Mind you, if his pictures are accurate, I would totally hire him; dude’s still got it.  At the same time, if he’s going to age shave, he should expect some ribbing from people who know the score.

[pubic_assistance]

1 hour ago, BSR said:

If we can fairly assume that The Gaiety verified his age before allowing him to perform, then Jon Ramsey has to be at least 53.  Mind you, if his pictures are accurate, I would totally hire him; dude’s still got it.  

I just turned 54. Maybe I should start escorting. 🙄

[+ Italiano]

9 hours ago, pubic_assistance said:

I just turned 54. Maybe I should start escorting. 🙄

I have no idea what you look like at 54, but if you are as hot as some men I had/have sex with or I see on websites who are in their 50s, why not?
You seem always to have something to comment or make fun of with gay men who like mature men, even in their late 50s...🤔🙄

We all know you like younger men, but hey, taste is taste. 🤷‍♂️

[myophile]

I saw Jon Ramsey last October — SWEETEST guy, banging hot physique (whatever his age LOL), and a passionate kisser. He was eager to show me a good time, and skilled at it. The chemistry wasn’t quite there, so wouldn’t repeat; but I would still give him (and the experience) 👍🏻👍🏻

Edited June 25, 2025 by myophile

[pubic_assistance]

1 hour ago, Italiano said:

You seem always to have something to comment or make fun of with gay men who like mature men,

This is true.

I just find it hard to understand why you'd PAY to have sex with someone over 50.

I could walk out my door and get laid within five minutes by a 50 year old for FREE.

 

[Peter Eater]

11 hours ago, pubic_assistance said:

I just turned 54. Maybe I should start escorting

Go for it. You don’t look a day over 53.

[sportymilguy]

8 hours ago, pubic_assistance said:

This is true.

I just find it hard to understand why you'd PAY to have sex with someone over 50.

I could walk out my door and get laid within five minutes by a 50 year old for FREE.

 

I understand the sentiment.  It's probably mostly fantasy/crush on my part dating back many years at this point.  I've also never hired someone like Jon moreso LMT/CMTs/"Masseurs", so this would be different.

Though if anyone has any other suggestions for handsome, cleancut or well groomed sexy white men 40+, I'm all ears.

Edited June 25, 2025 by sportymilguy
Added question

[+ Italiano]

21 hours ago, pubic_assistance said:

This is true.

I just find it hard to understand why you'd PAY to have sex with someone over 50.

I could walk out my door and get laid within five minutes by a 50 year old for FREE.

 

Some things in life cannot be easily understood. C'est la vie.

I just find it hard to understand how a married man with kids can look for sex with men (we know, we know, for FREE within five minutes with a 50 years old 🙄), but I don't question it here continuously.

Edited June 26, 2025 by Italiano

[pubic_assistance]

3 hours ago, Italiano said:

I just find it hard to understand how a married man with kids can look for sex with men.....within five minutes with a 50 years old

I dont. 

I have zero interest in men my own age. 

In my late 20s..yes I dated men my age. 

Now..I am not dating and not attracted to anything over 30.

[Wildwood]

Any recent experience?

[+ Snbrd]

On 6/25/2025 at 9:07 AM, pubic_assistance said:

This is true.

I just find it hard to understand why you'd PAY to have sex with someone over 50.

I could walk out my door and get laid within five minutes by a 50 year old for FREE.

 

I am inclined to agree. Few still "have it" after 50. However, this guy, whom I admit I haven't met, has been around a long time. There may be a reason. David S-F is just over 50 and, though of late retired, could out last/out perform many younger guys. I'm wondering if I should take a test drive before he takes his social security payments. 

[Jeeper84]

I've hired Jon a few times over the years, the first time being some time in the mid to late 90s.  The most recent time was probably 10-12 years ago.  While that is still a stretch of time to current day I can say that the experience with Jon was consistently stellar.  His condition between the first time I met him and the last time I met him was unchanged -- exactly what he's showing in his current photos (I don't know how old those are).  My impression of him is that he is a genetically gifted individual blessed with a beautiful body, great skin, and tremendous stamina.  He is meticulous about his health regimen and maintains impeccable hygiene.  Time spent with him is always enjoyed - he's strong, patient, versatile, extremely sensual and makes sure both of you are fully satisfied.  I wouldn't be surprised if not much has changed in any respect to him.  I haven't hired him in a while mostly because, as I recall, getting time with him can sometimes be challenging and he isn't cheap, the former being the thing that has kept me from seeing him again.  I can see myself hiring him again when the stars align... sure, he's gotten older, but so have I.  If he's still in the shape he projects on his ad and presents himself as he has to me in the past, I wouldn't hesitate... even if her were 70.

Edited 19 hours ago by Jeeper84