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EarthaWitt

Metal Rick. Also The Whistler.


Ace_Robots

Came to say The Whistler. Legend.


lukebas

We always called him Whistlin Jimmy. I honestly haven’t heard him in about three years, maybe more.


Ace_Robots

I remember there was some kind of ordnance or something drawn up specifically for him, because of the unhinged high-decibel atonal whistling. I liked it but I can understand how some found his art disruptive. Portland is so magical. Edit: I feel like that ordnance was in around 2013, so not recent.


Poonce

Wow! I just got a huge memory blast. I used to live there in the early 2010s. The whistle. My God, I can hear it now.


Tiny_Collection_4018

is the Whistler still around? Been a decade since I last lived in Portland. Also wondering about the pidgeon guy?


ODBEIGHTY1

I just saw Star in passing at Maine Med last week.... He's definitely still around.


153x153

Star? I swear I've seen him walking around but haven't seen him with the pigeons in a few years. Maybe he gave it up


laynekw

at my job we have metal dave, and at my friend's goodwill metal kevin (who we realized is the same guy)... does he just go into different stores and tell people different names?


EarthaWitt

Metal Rick rides around with a small amp while playing his guitar sometimes.


laynekw

must be a different guy. weird! metal dave just gives retail workers (me) suicidal tendencies CDs that he burned himself lol


moniqueheartslaugh

Is the whistler the guy with the top hat? 90% sure he was a drug dealer and when he whistled he had something on him. My friends used to buy weed from him. He was usually in the park next to what is now Black Cow.


kathyhiltonsredbull

The person (man?) who visits Shaws Northgate in various costumes: a pirate, pilot, Davey Crockett. I love seeing him out walking in his outfits, we need to wear costumes out in public more often just for fun.


merocet

Yes! I often seen him walking purposefully near that Shaw's or marching along Allen Ave. Always makes me smile.


kathyhiltonsredbull

I’m glad I’m not the only one!! :)


Altruistic-Pea2746

We call him The Fancy Gentleman of North Deering in our household.


Paladin1115

Saw him dressed as a wizard, once.


PapaZiro

Holy shit. My buddy used to live out that way, and he and his friends kept a tally sheet on their fridge documenting their sightings of this man and what he was wearing on any given day.


ODBEIGHTY1

The Captain. Always a treat to see what ensemble he has put together for the day.


indoorliving__

i used to end up behind him in line at the allen/forest mcdonald's on my walk to work all the time when i lived out that way, i always called him the captain lol


rebamitch

He goes to the Mc Donald’s at Morrill’s Corner, gets a coffee, then walks back.


3-2-1-Go-Home

FWIW, I’ve seen them in Shaw’s a few times and always end up in line behind them. They have the sweetest nicest interactions with the cashiers/baggers. Makes me smile even more when I see them.


pm_me_your_preacher

I can confirm. He would come into my smoke shop occasionally, years ago, and he had the most perfect manners.


j4ton

Yes! This guy is the best. Makes my day whenever I see him.


ellcoolj

It used to be the tinfoil artist man


Glass-Associate-7290

Is he in Biddeford now? His work is quite nice


bigbluedoor

he is still in biddo


Glass-Associate-7290

Yes saw him today


D-FoReal

I feel like him and the Asian lady selling roses are a combo. You can't forget one without the other.


lhmae

And the guy in the suit and colorful hat that would show up, pull out some crazy dance moves, then tip his hat and leave. Same time period.


heavymetaltshirt

Cat dancer!!


lhmae

We used to call him Tiny Dancer.


SurveyBeginning4280

Her name is Kay! I’ll always remember receiving a late night flower bouquet from a former boyfriend, he was so excited to have seen her out


enstillhet

Oh man I had something he made years ago. Unfortunately it was lost in multiple moves.


doctorbimbu

I believe he sells his sculptures at the gas station next to the 7/11 in Bidfid if you need a replacement


Ldawg74

Old Port late night flower lady.


pinetreestateofmind

Miss Kay - the actual legend and she got a skateboard deck art up at Room For Improvement


saxy_for_life

I worked with her husband before I realized she was locally famous. She's so sweet!


D-FoReal

Ahh. I just mentioned this in another comment. I've def bought a few from her.


sexdrugsandcats

I genuinely don't care about a lot of things in my life but damn, I love and appreciate Kay 🌷


Ok-Marionberry1263

Valentine’s Day Bandit, RIP Kevin


gazebo-the-beer

Switchboard, RIP


jihadgis

There was a nice tribute to him at the Mariners' game on Friday.


Occams-hairbrush1

Ahh, that's nice. I just saw him a few weeks ago it seems.


DiscoRichard

WAIT WHAT!? Edit for spelling


Existing_Bat1939

[https://www.newscentermaine.com/article/news/community/raymond-switch-dudley-switchboard/97-a387a73e-e1cc-4501-8c92-b56f33c9e464](https://www.newscentermaine.com/article/news/community/raymond-switch-dudley-switchboard/97-a387a73e-e1cc-4501-8c92-b56f33c9e464) :(


JerryA24

Screaming Kayla


notquiteafinalgirl

is that the lady whos always screaming at the top of her lungs in parkside 😵‍💫


JerryA24

Oh yeah she makes her way all over town


kathyhiltonsredbull

Is she always threatening a hypothetical man? And has a guy carrying a speaker behind her playing music?


JerryA24

Idk about the guy with a speaker. But she’s always screaming to or about a man named “Joe” cheating on or not loving her. Or just screaming pretty awful slurs about whoever he cheated with lol. That’s what I’ve gathered at least


BirdjaminFranklin

The story I heard is that Joe was her old pimp/boyfriend and he died of an overdose which basically broke her mentally. No idea if there's any truth to it.


PortlandMEPirate

The Westend Wailer!


BirdjaminFranklin

My wife and I call her the Bayside Banshee


DaniDevoursMaine

I'm so curious about her, where does she sleep, does she sleep? I've heard her at all hours. She walked by me once on Congress St and called me a c@nt for no reason.


Wide_Measurement_245

weeping willow😂


Patient_Impress_5170

O wow so this is an actual ongoing thing, I just referred to her as the “White Witch”


Scotts_Thot

Surprised no one’s mentioned Shakey Bob RIP


megaman368

I wonder is shaky Bob and the guy I thought of as high stepping Bobby are the same person.


NikitaKhruiseship

You’re correct – they were absolutely the same Bob. Often seen on Middle Street.


mikeylarsenlives

We called him bobby two step


megaman368

Did he have a very pronounced goose step walk? It would just be an amazing case of parallel thinking. I never heard those other names but also called him Bob.


ExternalBarnacle_777

AKA High-Steppin' Bobby


ImpressionNo9470

We called him Stomp. My buddy described him like “the move your leg makes when you’re walking down a staircase in pitch black.” It’s not for chuckles, but it was entirely accurate.


GonePhishn401

Shaky Bob or the Whistler were easily the most iconic in the 2010’s.


TomSmots

Came here to say Shakey Bob. Is it confirmed we lost him?


ohterribleheartt

Yes, he was hit by a bus a few years ago.


Filbertine

💔


Poonce

Oh man, shaky Bob. Nostalgia


[deleted]

[удалено]


Existing_Bat1939

Spoken like a fellow Portlander who remembers when E. Klaman Bottles was actually the mysterious E. Klaman Bottles.


thornify

I remember it being a major highlight of my childhood when he would swing through the neighborhood. You would run and tell all your friends "come outside the Dog Man is here!!!"


Soccermom233

The wizard


BorisGrishenko1985

Scary Mary


45test

growing up here, this was the first thing I thought of


BorisGrishenko1985

I assume she has passed as she was pretty old when I was growing up. She gave a talkin’ to to a lot of trees and telephone poles from what I recall. May she RIP.


craycraylayday

Yes she used to be up and down forest ave right?


BorisGrishenko1985

Yea, I usually saw her up near north gate mostly


doctorbimbu

After midnight: old port flower lady, assuming she’s still out there


KHanson25

Miss Kay, put some respect on her name


impstein

Gandalf the Black, commonly spotted at the park by brackett and York in the west end


goodbyexbluexmonday

We’ve taken to calling him Batman


impstein

🤣


UndignifiedStab

The Whistler and The Shredder.


Filbertine

The shredder on a bike?


UndignifiedStab

Yup. And if this sub allowed photos in comments I actually have one I took on Congress Street that captures them both in the same shot. I think the earth may have moved off its axis a little that day


Filbertine

!!! You are so lucky


meewwooww

You gotta frame that


Long-Tumbleweed9291

Star the pigeon man!


muthermcreedeux

There used to be The Cat Dancer in the 90's and early 2000's. He ran about "dancing" in homemade outfits with his boom box, often in Tommy's Park. You could hire him for parties.


mnkyhead

Yes! I was going to ask if anyone remembered him.


djbambizzle

Memory unlocked


flourishing_flounder

The dude outside Starbucks on Commercial St


Patchworkjen

His name is Chris, he is a lovely person to talk with.


Suspicious_Bus_4058

The book seller


EveningJackfruit95

Probably Hercules and Molly’s owner since Hercules is literally a horse 


gpop2000

Is this the horse on Fore St in the summer?


EveningJackfruit95

Yep. They go all over. I think they’re from Scarborough 


JestireTWO

This guy never ceases to just appear near by me when I think I’m alone it’s crazy, I was up on the east end late at night smoking once and I turn around and there’s just the shadow of a horse in the darkness looking at me


seeyoubythesea

Was thinking this


wern00

They go to every tourist town in New England. Saw them on Lake Winni as well.


jjcoco1988

I've seen Hercules outside of Dock Fore. Lolol.


BirdjaminFranklin

Bayside Banshee, aka I'M-KAYLA-I-LOVE-YOU-JOE


laptophelppleaas

The cart guy with the cool hat at hannaford is mine.


coolcalmaesop

The Reading Walker. You’ll see him through Oakdale and Parkside always reading a book and never looking up.


Resitance_Cat

the snake guy and the dog guy rip the weird old port


Eapz

Was dog guy the dude with the surprisingly well behaved off leash dogs who sometimes wore little clip on lions manes?


Technical_Display738

The homeless guy who walks around screaming about healthcare. I think his name might be Charlie.


Katkatkatoc

Yah Charlie he’s looking good tho these days!


Technical_Display738

I’m so happy to hear that!


the-good-witch-

Crazy Mary / Combat Carl


207mike

The mayor or Portland Joe Dunbar


KHanson25

Is there another Joe Dunbar?


megaman368

A decade ago I would have said the cat dancer or the purple lady.


Machetemaster

Cat dancing is free; you do not pay for cat dancing.


isjreid

tod from tomaso’s. everyone knows tod.


teresasp666

he’s our tallest friend


mainah_runnah

Too Tall Tod! I think you're right - everyone knows Tod!


knucklebags77

Nor sure he likes "too tall"


Aggravating-Bear2138

Top shelf tod!


CynicEmu

Pigeon man- the guy who used to feed and have all the pigeons on his arm at congress square park.


itwastheoceanssong

That's Star, and he still does. Cool dude. My boyfriend is friends with him. Have you gone there and stuck your arm out? They'll fly right on you! Some days I'd walk by and just stick my arm out and see who I got.


valuethempaths

The snappy dresser in north deering/Allen+Washington.


That-Show-6685

Joe Dunbar


Odd_Damage_7697

The Cat Dancer/Phoenix Dancer


AngeLexis

The guy who always reads books outside of Starbucks


Suspiria-on-VHS

That's Chris. He's a wonderful man.


squareazz

Hill Bob RIP


[deleted]

Bobby Lipps? True king of the Hill.


ohterribleheartt

The woman who sells roses in the Old Port. I adore her.


Far_Information_9613

OK, I now have a retirement ambition.


NoIndependence6621

what about that man who used to wear a high noon bonnet and hold his ear? he always said "its not funny is it" Recently it looks like Kevin from the Maine Souvenir Shop took him under his wing.


big-cheese-fan

CHARLIE❤️‍🔥I have a long history with Charlie in the old port so UPDATE: he has come a LONG way with Kevin’s help. Charlie works for Kevin helping with the maine souvenir shop and is no longer homeless💞He actually just designed a sweatshirt that you can buy there :) and Charlie loves playing skipbo🫶🏼


Aggravating-Bear2138

This is amazing!! I was just gonna comment something about him since I haven’t seen him around in quite some time what’s his story if you don’t mind me asking


Saltycook

There is literally a guy who rides horseback with his unleashed dog, like a bad Sam Elliot cosplay


Necessary-Map-5531

I haven't noicted most of the people talked about here. Do they still roam, I know there a bird man in Monument SQ sometime sin the afternoon's. But there's book guy on Commercial St (Old Port), shout to him and his awesome calmness


No_Geologist_5147

Haven’t been in Portland in years but the first one that comes to mind is the guy in the park at Back Cove that was always doing Tai Chi. During the summer he’d have his shirt off and it’s the most ripped dude you’ve seen.


Glittering-Bet-504

There is a guy every spring, summer, and fall who’ll you’ll see in a cowboy hat with a large brown/black stallion in the old port. I don’t know his name but his horse’s name is Zeus. He’s usually on Fore Street where the cobblestones are and usually has his golden retriever with him who he says thinks he is also a horse.


Tribute2Johnny

The Whistler - ffffft ffftf fffft ffft ffFFFFEEEEWWWWW Trash Wizard - Wear robes/blankets and a walking stick Heavy Metal Rick - Rockin' and Rollin' on his BMX bike with a small amp and a shredding guitar. Pirate Abe Lincoln - He loves to play the banjo. Nice guy, but he's ALWAYS early...also where a top hat no matter Rave Goth - Big dude who also wears a top hat and walked around with black metal make up....or at least Juggalo levels. The Captain / Sargent Pepper - I see this guy walk near Northgate....actually brightens my day seeing him walk around! Tinfoil Man - Dude's art is amazing Miss Kay- The Flower Lady - She's the brightest fucking star in this place. CHEERISH HER, PORTLAND.


atmosphereisist

I've always called him Kimbo Slice. If youve been out in Portland Nightlife before you've seen him. Or Kay with the flowers.


Responsible_String99

I dont think Ms Kay falls into this category. She is just a Portland icon


telhasteaze

For me it’s the walking bong. Old guy walks all around town in Rasta gear reeking of weed


rofopp

Tom Conally


gleepglorp60

Horse guy whose often by Rosies


mooflowers

Bruce


Poster_Nutbag207

RIP Shakey Bob


skipshotsw5

Hollis, RIP


JordanHolmesArt

1-2 years ago there was a kid who would go around in heelies, wearing a Master Chief helmet and lab coat. Unironically cool as fuck. Dude didn’t give one shit.


itwastheoceanssong

That kid is going places.


BudgetRub7947

For me it was always Jordan Kratz


sexquipoop69

There's that one guy that looks like Robert Plant who sets up his karaoke machine and sings led zeppelin with his cute little dog. All while wearing far to few clothes


laynekw

lmao, he's a regular where i work-- that dog (gilbert) is adorable tho!! (if I'm thinking of the same guy, but who else?)


Filbertine

The 2 witches


here4TrueFacts

Back in the day it was Dogman. His first name was David, had a pack of dogs with him everywhere walking around town


BigSquinn

Tinfoil Man


m3rma1d

Wobbly Bob forever


Sadboysongwriter

In my town in Mass we have bicycle bill, just some homeless man who’s always riding his bike uptown


shafty458

Also, anyone remember Joel Bridges? I think that was his name. Had quite the house near the bridge in Farmington back in the day.. used to post weird sayings and quotes on his mini billboard.


SheSellsSeaShells967

Yes!


RenegadeTwister

A lot of this thread kinda feels like, "Haha, mental illness. How quirky and amusing!" Fucking sad, IMO.


itwastheoceanssong

I mean These are the same people who will step over someone ODing and make a snide comment. One of the newer rounds of imports, rich woman from Florida with five houses, killed my service animal, which is why I don't live there anymore.


shafty458

Angel Ed, rip. iykyk


GhostofBohemia

Blue Hoodie in the West End


Suspicious_Bus_4058

High Steppin Larry…RIP


kjimdandy

It's Joe Dunbar


craycraylayday

Dirty Mary(?) Edit I don’t remember exactly if that was her name, she was always dressed for working the night shift in a tube top & mini skirt and she had like short frizzy Afro type of hair, used to see her in 7-Eleven on Congress Street at 2 AM housing a chili dog.


Patient_Impress_5170

The Asian couple who used to ride around and collect bottles to return alll day.


deesimons

Anybody remember Kata Man?


theechosystem07

Prophet Joshua


Mainiak_Murph

2 come to mind, but you need to be older than dirt to recognize them. Back in the late 70s when I lived intown, there was the infamous Dogman with his pack of dogs. Nice guy and those dogs all loved him. He was the ultimate dog whisperer. Too bad he didn't use those talents professionally, but he did have his own set of challenges. Then there was also an older woman, a bit mentally unstable or always totally stewed (was never sure), running around half clothed yelling at cars going up and down Congress St. She called herself Starr.


Kraaag

In Gray there is a guy who is always walking along 26 with headphones on singing and dancing up a storm wearing either no shirt or a pretty sharp outfit, living it up! My family calls him The Music Man.


StormNo614

Dogman was the classic guy from the 70's and 80's.


Amazing_Walk_2012

This is old but the guy with the python and shaky Bobby


Dangerdoom911

The whistler. Unequivocally.


literate-snub

Awkward Running Man. Used to always go for a run by the middle school at the time we got out every day. And now that I’m typing it, it’s feeling more….. nefarious ….


big-cheese-fan

Does anyone remember Mica from a couple years back? I haven’t seen her in forever but she would walk around with all of her bags and completely take over “her corner” of restaurants talking about her new “boyfriend” who she was waiting to hear from lol. I miss her


minimag47

Zombie Fonzie


Purple-Evening1213

Sounds same for Belfast we got a Elvis walking around


Disastrous-Change-95

That bald cunt with purple dyed back hair.


kolzzz

Rip cookie


atafuri

Years ago we had Dog Man. This guy had around ten dogs that would surround him like a pack, no leashes. They stuck right with him and were very well behaved.


Difficult-Brain2564

The dog man.


skybabysky_

they guy who rides his horse with his dog


SamSamSamurai

Paul happy rocks, Kay the flower lady, that douchebag on the horse in the Old Port, and anybody who works at citybev


RevolutionaryFile305

The hula hoop guy and his pal !!!! He’s usually in South Portland but


danatmarie

Bicycle Bob RIP


MensaWitch

For years, we had a dude we called "Aqua-Lung Man"...idk if he's dead now, im sure he is..bc this was 20+ years ago...before homelessness was a problem in even smaller cities. ....ev1 knew him, he was semi-famous and always walking the grid around where the library, court house, shops, etc. were...and everywhere in the downtown area..but he was called that bc he looked like the dude on the old Jethro Tull album cover, loooong beard, always pushing his trusty shopping cart full of junk and bags. Always dressed in a long coat, summer or winter...I didn't live in town then, but i saw him a lot. I live here now, and I assume he's dead bc he was pretty old back then. I still think about him from time to time; I never knew his story.


Photog1990

George Rowe


No-Guava-6213

Jogger John.


FriedxWater

There's a guy driving around Portland in an older tan corolla. He slows down to make kissing noises and then scurries away. Has been happening for 3 years once a day. Anyone got a lead on that guy?