Homeless escorts

[marylander1940]

3 hours ago, LaffingBear said:

I might be skeptical if I was told that.  I might also have some hygiene concerns, not just about the person, but a backpack, etc.  

For me, it's not a prudent disclosure for the escort.  There are, potentially, bad actors on either side of these transactions.   Homeless escort seeking some assistance sounds like a script for a TV cop show with a bad outcome for the escort.  

Agreed, besides if done properly escorting is a great way for a guy to lift himself out of poverty! 

[+ Vegas_Millennial]

I wonder what would happen if the situation was reversed.  Escorts, would you accept money to service a homeless client?

[guru68]

45 minutes ago, Vegas_Millennial said:

I wonder what would happen if the situation was reversed.  Escorts, would you accept money to service a homeless client?

I would think the same concerns over safety and hygiene would still apply.

[Rod Hagen]

In the late '90s a client of mine signed for and paid the first two months of an apartment in West Hollywood, lightly furnished it, for a good young escort who had no place to live.  Apartments were so much more affordable then that a married highschool teacher could shell out a couple months rent and some furniture for a good escort in need.

 

(He was "Floyd" review #6:

 https://web.archive.org/web/20040504112548/http://www.male4malescorts.com/reviews/xrodhagen.html   

I remember him well 25+ years later)  

Edited March 27 by Rod Hagen

[+ DrownedBoy]

9 hours ago, Rod Hagen said:

In the late '90s a client of mine signed for and paid the first two months of an apartment in West Hollywood, lightly furnished it, for a good young escort who had no place to live.  Apartments were so much more affordable then that a married highschool teacher could shell out a couple months rent and some furniture for a good escort in need.

Yeah - it costs a lot more money now. One of my former regulars started out with a sugar dady who covered everything (rent/bills/expenses), but left after the daddy started putting him down for being so dependent on him. He said he lost a sweet place, but he preferred his freedom.

[Archangel]

2 hours ago, DrownedBoy said:

the daddy started putting him down for being so dependent on him

Isn’t that sort of the point?

[d.anders]

On 3/27/2025 at 10:43 PM, Archangel said:

Isn’t that sort of the point?

Some guys have to learn the hard way that being kept may not be what it's cracked up to be. Relationships can be complicated when folks are near equals. The complications can increase when they are not. Not every man is equipped to lose his independence or willing to be controlled by another. These days, being kept seems like a dated concept. Very 70's. In NYC now, it's easier to get through TSA with a rifle then it is to secure a signed lease.

[francisssgorg]

On 10/20/2024 at 9:47 PM, Trick said:

This is a weird fantasy of mine.  I wanna “Pretty Woman” a homeless guy.  Get him to a good hotel, bathe and pamper him, clothe him, take him out to dinner and of course, you know.  I’m glad my fear of STDs keeps me from acting on this.

I see a lot of hot homeless guys on my routes.

If I'm filthy rich I would definitely do this. 

[+ Pensant]

On 3/27/2025 at 9:40 AM, Rod Hagen said:

I remember him well 25+ years later)  

Thanks for sharing that. I had to see if Dylan NY had any reviews on Wayback and I found them! I saw him multiple times in LA and NYC. He was the hottest and most beautiful provider I ever met. We used to talk for hours in between. He’s doing well in NYC today. Glorious memories!

Male Escort Dylan #3 - New York

WEB.ARCHIVE.ORG

 

[Rod Hagen]

3 hours ago, Pensant said:

Thanks for sharing that. I had to see if Dylan NY had any reviews on Wayback and I found them! I saw him multiple times in LA and NYC. He was the hottest and most beautiful provider I ever met. We used to talk for hours in between. He’s doing well in NYC today. Glorious memories!

Male Escort Dylan #3 - New York

WEB.ARCHIVE.ORG

 

Great.  Sounds like a really fun guy.  If one of his reviews was by you, which one?

[+ BOZO T CLOWN]

i

This is Kelvin. 20-years old, homeless, and living on the streets of Toronto for over a year.

Bozo just returned from a long weekend in Toronto. The plan was to enjoy the good weather, and do some touristy things like walk along the beautiful Harbourfront, do some shopping on Bloor St., and hit the Well and Cock Bar strip club in the evening. 

Bozo's weekend took a sad turn when he saw Kelvin. Toronto is probably no different than any other large city vis-a-vis its homeless population. We, as tourists see the homeless while navigating the downtown streets, but we rarely give them a second glance, and almost never make eye contact. Kelvin was different. Not only was he young and cute, but also displayed no visible signs of any addiction or any mental or psychological disorders. 

Bozo couldn't just walk past this clean cut, sweet-looking, but sad-faced kid wearing a tank top, without satisfying his curiosity. Bozo sat down next to him, put a $20.00 in his Tim Horton's coffee cup, and asked him how he ended up living on the streets. Kelvin was soft spoken, yet articulate. In a nutshell, he came from a dysfunctional family. His mother could not afford to provide for him and his three younger sisters. He moved out at 17, and lived with his grandmother for two years. When she died, he became homeless, and has been living on the streets ever since.

Bozo offered to buy him new clothes, take him out to eat... or anything else that he needed. He declined Bozo's offer of food and clothing.  Perhaps it was a trust issue? The next day Bozo returned to the same spot. Kelvin was there. This time, Bozo brought him some chips and cookies, which he happily accepted.  Bozo also offered to buy him a Tim Horton's gift card. He declined. Bozo gave him $50, and again offered to to take him shopping for clothes and buy him a meal. He declined. 

The sight of this kid, living on the streets, in despair, in need of help, with little or no hope for his future, just pulled at Bozo's heartstrings. The one positive was that he said that he gets meals at the "intake center". But he said the shelters are very dangerous, and it's better for him to live in the streets. He said getting permanent housing is akin to hitting the lottery. 

Bozo regretted not offering him to come back to his hotel room to shower and get a good night's sleep on a bed. Maybe the kid was gay and got kicked out of his home? Bozo never asked him. At the time, Bozo's only thought was what he could do to help this kid survive another day. Perhaps Bozo should have invited him back to his hotel room? Who knows what would have developed? Maybe good. But also, maybe bad... very bad.

Bozo will definitely be looking for Kelvin when he returns to Toronto in July. Bozo will try to take him to a city social services agency to see what assistance he may be entitled to.

BTC
🤡

 

Edited May 20 by BOZO T CLOWN

[+ BenjaminNicholas]

28 minutes ago, BOZO T CLOWN said:

i

This is Kelvin. 20-years old, homeless, and living on the streets of Toronto for over a year.

Bozo just returned from a long weekend in Toronto. The plan was to enjoy the good weather, and do some touristy things like walk along the beautiful Harbourfront, do some shopping on Bloor St., and hit the Well and Cock Bar strip club in the evening. 

Bozo's weekend took a sad turn when he saw Kelvin. Toronto is probably no different than any other large city vis-a-vis its homeless population. We, as tourists see the homeless while navigating the downtown streets, but we rarely give them a second glance, and almost never make eye contact. Kelvin was different. Not only was he young and cute, but also displayed no visible signs of any addiction or any mental or psychological disorders. 

Bozo couldn't just walk past this clean cut, sweet-looking, but sad-faced kid wearing a tank top, without satisfying his curiosity. Bozo sat down next to him, put a $20.00 in his Tim Horton's coffee cup, and asked him how he ended up living on the streets. Kelvin was soft spoken, yet articulate. In a nutshell, he came from a dysfunctional family. His mother could not afford to provide for him and his three younger sisters. He moved out at 17, and lived with his grandmother for two years. When she died, he became homeless, and has been living on the streets ever since.

Bozo offered to buy him new clothes, take him out to eat... or anything else that he needed. He declined Bozo's offer of food and clothing.  Perhaps it was a trust issue? The next day Bozo returned to the same spot. Kelvin was there. This time, Bozo brought him some chips and cookies, which he happily accepted.  Bozo also offered to buy him a Tim Horton's gift card. He declined. Bozo gave him $50, and again offered to to take him shopping for clothes and buy him a meal. He declined. 

The sight of this kid, living on the streets, in despair, in need of help, with little or no hope for his future, just pulled at Bozo's heartstrings. The one positive was that he said that he gets meals at the "intake center". But he said the shelters are very dangerous, and it's better for him to live in the streets. He said getting permanent housing is akin to hitting the lottery. 

Bozo regretted not offering him to come back to his hotel room to shower and get a good night's sleep on a bed. Maybe the kid was gay and got kicked out of his home? Bozo never asked him. At the time, Bozo's only thought was what he could do to help this kid survive another day. Perhaps Bozo should have invited him back to his hotel room? Who knows what would have developed? Maybe good. But also, maybe bad... very bad.

Bozo will definitely be looking for Kelvin when he returns to Toronto in July. Bozo will try to take him to a city social services agency to see what assistance he may be entitled to.

BTC
🤡

 

At least you tried to help him versus what some would do here: Commoditize him. 

Good on you Bozo. 

[+ BOZO T CLOWN]

18 minutes ago, BenjaminNicholas said:

At least you tried to help him versus what some would do here: Commoditize him. 

Good on you Bozo. 

Thanks!

BTC
🤡
 

[pubic_assistance]

1 hour ago, BOZO T CLOWN said:

Bozo regretted not offering him to come back to his hotel room to shower and get a good night's sleep on a bed.

Many years ago I volunteered at the Saint John the Divine soup kitchen here in NYC. I've seen a lot of homeless people in and out of there over the years. TRUST is one thing most of these types don't have. They dont trust you and you shouldn't trust them. Think carefully about inviting homeless kids to your hotel room. No matter how "cute" they may appear, there is a LOT of risk in getting too trusting of street kids. You could end up robbed or worse. As far as buying him clothes...you'll find that most homeless people are very selective about their clothing. They select items to project an image. Ive watched guys take freshly laundered clothing, tear it up, spill soup on it and grind it in the dirt as they leave to face another day on the streets.

[ShortCutie7]

1 hour ago, BenjaminNicholas said:

At least you tried to help him versus what some would do here: Commoditize him. 

Good on you Bozo. 

Yes, Bozo did exactly the right thing.  Just the act of inviting him to a hotel (let alone following through) would have implied ulterior motives even if there were none.

[Becket]

An old Chinese saying is that if you save someone's life you are now responsible for them for the rest of Your life. We all want to help and many of us have that "Pretty Woman" fantasy. But taking care of (financial or otherwise) another human being is a big responsibility and not to be taken lightly. 

Having said that, my favorite provider was once a "homeless" young man wandering a large city. He was taken in long term by a well meaning fellow. The provider did begin to thrive. He eventually got successful enough to support himself. Now he has a family that HE supports. So.....you never know. 

Edited May 20 by Becket

[guru68]

Safety is a realistic concern in just about every shelter situation. Not only personal safety, but just getting robbed of what little you have - which you are likely carrying with you. 

[Peter3333]

1 hour ago, BOZO T CLOWN said:

Thanks!

BTC
🤡
 

Where was he hanging out BTC?

[+ BOZO T CLOWN]

42 minutes ago, ShortCutie7 said:

Yes, Bozo did exactly the right thing.  Just the act of inviting him to a hotel (let alone following through) would have implied ulterior motives even if there were none.

Wow @ShortCutie7, it's almost like you read Bozo's mind (not an easy task)! 
Although inviting Kelvin back to my hotel room to shower and sleep ran through Bozo's mind, it also might have given him the idea that Bozo's intentions were less than honorable. Bozo really wanted, and still wants, to help this kid out. Sort of like doing God's work. When we spoke, his head was always down, almost like he was beaten down emotionally. He could really use a helping hand.
And thanks to everyone for reminding Bozo of the dangers of inviting a stranger back to his hotel room, even though he appeared to be sweet and harmless.

1 minute ago, Peter3333 said:

Where was he hanging out BTC?

Kelvin's "location" is in front of 1 Front Street West. It's on the SE corner of Front and Bay Sts... just past Union Station, next to the Tangerine bike rack.

BTC
🤡
 

[mtaabq]

I am grateful for the stories, thoughts and opinions shared here. I’ve learned quite a bit today. I’ve especially learned that I need to be more careful and more cautious. And that perhaps some fantasies are not worth pursuing, particularly those that might compromise my safety. And perhaps I’ve developed a bit more compassion. 

[SirBillybob]

5 hours ago, BOZO T CLOWN said:

i

This is Kelvin. 20-years old, homeless, and living on the streets of Toronto for over a year.

Bozo just returned from a long weekend in Toronto. The plan was to enjoy the good weather, and do some touristy things like walk along the beautiful Harbourfront, do some shopping on Bloor St., and hit the Well and Cock Bar strip club in the evening. 

Bozo's weekend took a sad turn when he saw Kelvin. Toronto is probably no different than any other large city vis-a-vis its homeless population. We, as tourists see the homeless while navigating the downtown streets, but we rarely give them a second glance, and almost never make eye contact. Kelvin was different. Not only was he young and cute, but also displayed no visible signs of any addiction or any mental or psychological disorders. 

Bozo couldn't just walk past this clean cut, sweet-looking, but sad-faced kid wearing a tank top, without satisfying his curiosity. Bozo sat down next to him, put a $20.00 in his Tim Horton's coffee cup, and asked him how he ended up living on the streets. Kelvin was soft spoken, yet articulate. In a nutshell, he came from a dysfunctional family. His mother could not afford to provide for him and his three younger sisters. He moved out at 17, and lived with his grandmother for two years. When she died, he became homeless, and has been living on the streets ever since.

Bozo offered to buy him new clothes, take him out to eat... or anything else that he needed. He declined Bozo's offer of food and clothing.  Perhaps it was a trust issue? The next day Bozo returned to the same spot. Kelvin was there. This time, Bozo brought him some chips and cookies, which he happily accepted.  Bozo also offered to buy him a Tim Horton's gift card. He declined. Bozo gave him $50, and again offered to to take him shopping for clothes and buy him a meal. He declined. 

The sight of this kid, living on the streets, in despair, in need of help, with little or no hope for his future, just pulled at Bozo's heartstrings. The one positive was that he said that he gets meals at the "intake center". But he said the shelters are very dangerous, and it's better for him to live in the streets. He said getting permanent housing is akin to hitting the lottery. 

Bozo regretted not offering him to come back to his hotel room to shower and get a good night's sleep on a bed. Maybe the kid was gay and got kicked out of his home? Bozo never asked him. At the time, Bozo's only thought was what he could do to help this kid survive another day. Perhaps Bozo should have invited him back to his hotel room? Who knows what would have developed? Maybe good. But also, maybe bad... very bad.

Bozo will definitely be looking for Kelvin when he returns to Toronto in July. Bozo will try to take him to a city social services agency to see what assistance he may be entitled to.

BTC
🤡

 

The downtown social assistance office is at 111 Wellesley St East which you will realize is actually within the gay village. Unhoused persons are typically eligible for $343 monthly for basic personal needs, as well as perhaps more importantly a zero-deductible provincial drug benefits enrolment for prescription medication and coverage for certain but limited dental emergency services. *** I would imagine he will already know about such programs.*** A person can acquire a slightly greater additional amount for housing costs, obviously a shared place or a rooming facility typically as dodgy as a formal shelter. The catch is that to qualify for the full albeit meagre assistance package the person must attend a program geared to training and progressing towards employment. They must also formally provide evidence that the housing amount is being used for such purposes. These criteria pose an impediment to many unfortunate souls who may find it preferable to take their chances as unhoused while prevailing upon passersby for informal substitute assistance or such assistance to augment the aforementioned basic needs government amount that itself requires some degree of jumping through hoops.

If you ask him about possible current receipt of such funds, in order to screen for implementing a plan of facilitating government aid, that may paradoxically discomfit him because the premise of public-facing importuning for aid is the assumption of 100% destitution. I suggest a pleasant acknowledgement of his existence, token donation, and moving on. You may hang briefly quietly but if he doesn’t initiate his side of conversation yet politely responds to your chat I would take that as he can leave it. His street activity is his job, however sad and by default it seems, so don’t crowd and cramp his place of employment or expect him to sing for his supper by accommodating your well-intentioned desire to help. The Timmy’s cup defines the desired aid: cash, not java or a hotel key card. The sign delineates thanks in advance. 

Edited May 21 by SirBillybob

[guru68]

Agree that he's likely done his own investigation about programs if he has been homeless for a year. 

[+ ApexNomad]

17 hours ago, BOZO T CLOWN said:

i

This is Kelvin. 20-years old, homeless, and living on the streets of Toronto for over a year.

Bozo just returned from a long weekend in Toronto. The plan was to enjoy the good weather, and do some touristy things like walk along the beautiful Harbourfront, do some shopping on Bloor St., and hit the Well and Cock Bar strip club in the evening. 

Bozo's weekend took a sad turn when he saw Kelvin. Toronto is probably no different than any other large city vis-a-vis its homeless population. We, as tourists see the homeless while navigating the downtown streets, but we rarely give them a second glance, and almost never make eye contact. Kelvin was different. Not only was he young and cute, but also displayed no visible signs of any addiction or any mental or psychological disorders. 

Bozo couldn't just walk past this clean cut, sweet-looking, but sad-faced kid wearing a tank top, without satisfying his curiosity. Bozo sat down next to him, put a $20.00 in his Tim Horton's coffee cup, and asked him how he ended up living on the streets. Kelvin was soft spoken, yet articulate. In a nutshell, he came from a dysfunctional family. His mother could not afford to provide for him and his three younger sisters. He moved out at 17, and lived with his grandmother for two years. When she died, he became homeless, and has been living on the streets ever since.

Bozo offered to buy him new clothes, take him out to eat... or anything else that he needed. He declined Bozo's offer of food and clothing.  Perhaps it was a trust issue? The next day Bozo returned to the same spot. Kelvin was there. This time, Bozo brought him some chips and cookies, which he happily accepted.  Bozo also offered to buy him a Tim Horton's gift card. He declined. Bozo gave him $50, and again offered to to take him shopping for clothes and buy him a meal. He declined. 

The sight of this kid, living on the streets, in despair, in need of help, with little or no hope for his future, just pulled at Bozo's heartstrings. The one positive was that he said that he gets meals at the "intake center". But he said the shelters are very dangerous, and it's better for him to live in the streets. He said getting permanent housing is akin to hitting the lottery. 

Bozo regretted not offering him to come back to his hotel room to shower and get a good night's sleep on a bed. Maybe the kid was gay and got kicked out of his home? Bozo never asked him. At the time, Bozo's only thought was what he could do to help this kid survive another day. Perhaps Bozo should have invited him back to his hotel room? Who knows what would have developed? Maybe good. But also, maybe bad... very bad.

Bozo will definitely be looking for Kelvin when he returns to Toronto in July. Bozo will try to take him to a city social services agency to see what assistance he may be entitled to.

BTC
🤡

 

Very kind of you Bozo. 👏

How or why did he let you take a picture of him? 

 

[BSR]

14 hours ago, BOZO T CLOWN said:

Although inviting Kelvin back to my hotel room to shower and sleep ran through Bozo's mind, it also might have given him the idea that Bozo's intentions were less than honorable. Bozo really wanted, and still wants, to help this kid out. Sort of like doing God's work. When we spoke, his head was always down, almost like he was beaten down emotionally. He could really use a helping hand.

If you see him again, maybe you could invite him to your hotel room to clean up/shower/nap(?) while making it clear that you will wait for him in the hotel bar/lobby.  I wouldn’t feel comfortable extending such an invitation to just any random stranger, but he seems like a trustworthy sort.  Plus his need for a long hot shower likely far exceeds whatever slight unease I’d feel.

[twinkielover]

16 hours ago, Becket said:

An old Chinese saying is that if you save someone's life you are now responsible for them for the rest of Your life. We all want to help and many of us have that "Pretty Woman" fantasy. But taking care of (financial or otherwise) another human being is a big responsibility and not to be taken lightly. 

Having said that, my favorite provider was once a "homeless" young man wandering a large city. He was taken in long term by a well meaning fellow. The provider did begin to thrive. He eventually got successful enough to support himself. Now he has a family that HE supports. So.....you never know. 

I wonder if Joe Burrow needs someone to save him?  😍