In order to crack down on muggers and sex offenders, an NYPD officer went undercover dressed as a tall woman. New York, Brooklyn, 1 July 1969. Last updated: March 12, 2025 5:20 pm By HentaiUwu_6969 Share Lounge 32 Comments Subscribe Login Notify of new follow-up comments new replies to my comments Label {} [+] Name* Email* Label {} [+] Name* Email* 32 Comments Oldest Newest Most Voted Inline Feedbacks View all comments Golendhil 15 hours ago “How do you do, fellow women ?” National_Search_537 15 hours ago The two ladies walking past are funny 😂 CapitanianExtinction 15 hours ago Don’t think he’s fooling anybody TheMagicalDildo 15 hours ago “undercover” to who?? Neither-Day-2976 15 hours ago Is that Roger Waters? CryptidToothbrush 15 hours ago Dude was just waiting for an excuse to put a dress on. Different times Nami_Pilot 15 hours ago Surely nobody will notice or give obvious looks justthankyous 14 hours ago “How do you do fellow ladies?” TrainApart514 14 hours ago “Guys this is a very necessary investigation—” *hair flip* “Now help with my lashes or gtfo the debrief” 💅💅💅 Virginity_Lost_Today 14 hours ago [some details provided when this was posted 10 years ago.](https://www.reddit.com/r/HistoryPorn/s/Qr3fYBHtAY) debbie666 15 hours ago And no one noticed/s GTor93 15 hours ago It reminds me of those old Barney Miller episodes where the detectives *tried hard* to go undercover as women. Embarrassed-Bed-7435 14 hours ago I think I speak for everyone when I say he fucking nailed it Somalar 14 hours ago O man the side eyes from those ladies 😂 GuaranteeDry386 15 hours ago I like to think there were qualified women on the police force but Timmy too tall here insisted on the job and got it. Silent-OCN 15 hours ago The people on the left thinking your fooling nobody 😂 jakejonzart 14 hours ago They ain’t buying it Puzzleheaded_Map1364 15 hours ago Ladies walking by thinking: “This mofo needs Jesus!” fromETOHtoTHC 15 hours ago Believing that would be a bit of a… “Stretch” Cute_Marzipan_4116 14 hours ago Imagine how that went down in the precinct. “Tom you’re the prettiest go put a wig on!” <chief slaps Tom’s ass> calormen01 15 hours ago Smash! Next… batkave 15 hours ago They also did it to crack down on LGBT people just existing Replicant94611 15 hours ago This is like “A Confederacy of Dunces” patrolman Mancuso come to life TheMaybeMan_ 15 hours ago Girl please AshStopThat 15 hours ago The women on the left look offended 🙂 CoconutWarrior 15 hours ago South Park Stu_Pendisdick 14 hours ago Those two ladies have the “What the FUCK” look dialed down to an art form. LOL! mattinglys-moustache 14 hours ago The lady in this picture is not buying it hanimal16 15 hours ago Even the women walking by think he’s sus lol TheWonderSquid 14 hours ago would MermaidOfScandinavia 14 hours ago It’s a very convincing costume. Totally believable. gabbercharles 15 hours ago South Park did it first /s SearchSearchRecent PostsWho the hell would do that?! Looking at my winter body like… Boynton Canyon, Redrock-Secret Mountain Wilderness Area, Arizona [OC] [3024×4032] So how much are 4? Has anyone thanked you today ? Recent Comments
“How do you do, fellow women ?”
The two ladies walking past are funny 😂
Don’t think he’s fooling anybody
“undercover” to who??
Is that Roger Waters?
Dude was just waiting for an excuse to put a dress on. Different times
Surely nobody will notice or give obvious looks
“How do you do fellow ladies?”
“Guys this is a very necessary investigation—” *hair flip*
“Now help with my lashes or gtfo the debrief” 💅💅💅
[some details provided when this was posted 10 years ago.](https://www.reddit.com/r/HistoryPorn/s/Qr3fYBHtAY)
And no one noticed/s
It reminds me of those old Barney Miller episodes where the detectives *tried hard* to go undercover as women.
I think I speak for everyone when I say he fucking nailed it
O man the side eyes from those ladies 😂
I like to think there were qualified women on the police force but Timmy too tall here insisted on the job and got it.
The people on the left thinking your fooling nobody 😂
They ain’t buying it
Ladies walking by thinking: “This mofo needs Jesus!”
Believing that would be a bit of a… “Stretch”
Imagine how that went down in the precinct. “Tom you’re the prettiest go put a wig on!” <chief slaps Tom’s ass>
Smash! Next…
They also did it to crack down on LGBT people just existing
This is like “A Confederacy of Dunces” patrolman Mancuso come to life
Girl please
The women on the left look offended 🙂
South Park
Those two ladies have the “What the FUCK” look dialed down to an art form. LOL!
The lady in this picture is not buying it
Even the women walking by think he’s sus lol
would
It’s a very convincing costume. Totally believable.
South Park did it first /s