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Would you ever fuck with a homeless person?


Sharp-edge

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On 8/28/2023 at 12:23 PM, 120DaysofSodom said:

I was smoking with a homeless dude that was always in the alley behind my apartment and ended up letting him fuck me out there. When my ex boyfriend and I lived together, lots of times I would use the excuse that im tossing trash in the dumpster and having a cigarette and id go down to the alley or the sketchy dark laundry room and let the homeless crackhead fuck me. Id guess he fucked me probably 15 or 20 times before we moved to a different place. He was gross but it was a hot fantasy to cheat on my boyfriend with a homeless crackhead so I let it happen over and over.

that's hot and that he was gross makes me crave that action

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To the OP, if the unfortunate guy had access to clean douche-water, was homeless, but not wearing the same sweat he was wearing a month ago, sure I would. Probably give him some dough too.

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7 minutes ago, hntnhole said:

To the OP, if the unfortunate guy had access to clean douche-water, was homeless, but not wearing the same sweat he was wearing a month ago, sure I would. Probably give him some dough too.

that would be cool

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I fucked a homeless man under an overpass late last year. I have a fetish for fucking guys like that and I definitely will do it again. 

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6 minutes ago, BlkBite said:

I fucked a homeless man under an overpass late last year. I have a fetish for fucking guys like that and I definitely will do it again. 

 . . . and I would go homeless for you. Damn! what a hot cock!!

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I’m not sure I can co-sign with fetishizing homeless men since where I live I see many everyday - added to the fact that I’m just one paycheck away from being homeless myself. 
 

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1 minute ago, topblkmale said:

 

I’m not sure I can co-sign with fetishizing homeless men since where I live I see many everyday - added to the fact that I’m just one paycheck away from being homeless myself. 
 

 a sobering and appropriate point to make...esp for public discussions. thank you

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I have had some GREAT Homeless Men fuck me as they like; I have brought Homeless Men home to my apt to fuck me and there have been occasions where they have actually stayed from 1 day to 3 or 4 days and had thoroughly used me for their pleasure...

However; the best were about the ones that I encountered and di not want to come back to my apt; so some just fucked in alleyway; a couple used to fuck in behind dumpsters behind buildings; some I took to the Bookstore to fuck me or a Bathhouse (at the Bookstore it was pretty hot due to all the others there looking at me with these Men and taking them into the Booth with me - mot times left the door open so they could see....

Of all these there were a few who took me to their encampments and some just did one on one but there were  occasions where it turned into a little group session and I was the Guest Pig Bottom...  And even on more than one occasion I spent the entire night at camp with them..

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  • 2 months later...

I have had some GREAT Homeless Men fuck me as they like; I have brought Homeless Men home to my apt to fuck me and there have been occasions where they have actually stayed from 1 day to 3 or 4 days and had thoroughly used me for their pleasure...

However; the best were about the ones that I encountered and di not want to come back to my apt; so some just fucked in alleyway; a couple used to fuck in behind dumpsters behind buildings; some I took to the Bookstore to fuck me or a Bathhouse (at the Bookstore it was pretty hot due to all the others there looking at me with these Men and taking them into the Booth with me - mot times left the door open so they could see....

Of all these there were a few who took me to their encampments and some just did one on one but there were  occasions where it turned into a little group session and I was the Guest Pig Bottom...  And even on more than one occasion I spent the entire night at camp with them..

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I work at a hospital in a place called “the bottoms.” It is truly a gathering for the homeless, drug addicted, alcoholics, and mentally ill.  Sometimes I have to catch myself from fantasising about a homeless man raping me in one of the emergency bays! Maybe someday I will get lucky and have a hookup.

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I was leaving the servo a couple of nights ago and when I got to my car this hot looking guy asked me if I had a cigarette and I said no not on me. As he turned to to walk away I called out to him and said if he waited I will go in and buy a packet.

I came back and we went round the back and had a cigarette together and we were talking and I couldn't stop checking him out. His shirt was unbuttoned except for one and his chest was toned and had a little bit of hair. He was in his late 30's.

I asked him if he lived in the area and he said he was homeless at the moment, I told him maybe we could help each other out. He asked what I had in mind.

I said I'm horny as fuck and need a cock in me real bad, I would give him the pack of cigarettes if he fucked and filled my ass.

He agreed and so I dropped my shorts turned and lent against a bin, he stripped completely naked and bent down and spat on my hole and pushed inside me going balls deep in one go. He pounded my ass hard and deep and spanked my cheeks. He kept saying how much of a slut I was for letting a homeless guy fuck my ass without a condom.

Next to the bin there was a chair he sat down and I slid down his cock and rode him going balls deep everytime, he told me if I kept doing that then he is going to cum, so I picked up the pace getting faster and faster. He squeezed my cheeks and let out a "OH FUCK I'M CUMMING"

I went balls deep as he pumped his load in my ass, afterwards I stood up put my shorts on gave him the smokes and said thanks see ya. As I walked away he said thanks for the smokes and the fuck.

Edited by BBforever
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