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 9 hours ago “How do you do, fellow women ?” National_Search_537 9 hours ago The two ladies walking past are funny ๐ CapitanianExtinction 9 hours ago Don’t think he’s fooling anybodyย TheMagicalDildo 9 hours ago “undercover” to who?? Neither-Day-2976 9 hours ago Is that Roger Waters? CryptidToothbrush 9 hours ago Dude was just waiting for an excuse to put a dress on. Different times Nami_Pilot 9 hours ago Surely nobody will notice or give obvious looks justthankyous 9 hours ago “How do you do fellow ladies?” TrainApart514 9 hours ago “Guys this is a very necessary investigationโ” *hair flip* “Now help with my lashes or gtfo the debrief” ๐ ๐ ๐ Virginity_Lost_Today 9 hours ago [some details provided when this was posted 10 years ago.](https://www.reddit.com/r/HistoryPorn/s/Qr3fYBHtAY) debbie666 9 hours ago And no one noticed/s GTor93 9 hours ago It reminds me of those old Barney Miller episodes where the detectives *tried hard* to go undercover as women. Embarrassed-Bed-7435 9 hours ago I think I speak for everyone when I say he fucking nailed it Somalar 9 hours ago O man the side eyes from those ladies ๐ GuaranteeDry386 9 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 9 hours ago The people on the left thinking your fooling nobody ๐ jakejonzart 9 hours ago They ain’t buying it Puzzleheaded_Map1364 9 hours ago Ladies walking by thinking: โThis mofo needs Jesus!โ fromETOHtoTHC 9 hours ago Believing that would be a bit of aโฆ โStretchโ Cute_Marzipan_4116 8 hours ago Imagine how that went down in the precinct. โTom youโre the prettiest go put a wig on!โ <chief slaps Tomโs ass> calormen01 9 hours ago Smash! Next… batkave 9 hours ago They also did it to crack down on LGBT people just existing Replicant94611 9 hours ago This is like “A Confederacy of Dunces” patrolman Mancuso come to life TheMaybeMan_ 9 hours ago Girl please AshStopThat 9 hours ago The women on the left look offended ๐ CoconutWarrior 9 hours ago South Park Stu_Pendisdick 8 hours ago Those two ladies have the “What the FUCK” look dialed down to an art form. LOL! mattinglys-moustache 8 hours ago The lady in this picture is not buying it hanimal16 9 hours ago Even the women walking by think heโs sus lol TheWonderSquid 9 hours ago would MermaidOfScandinavia 8 hours ago It’s a very convincing costume. Totally believable. gabbercharles 9 hours ago South Park did it first /s SearchSearchRecent PostsMorning Blue Hour on Whitney Portal Rd. Lone Pine, California [3000×2186] [OC] he kept to his promise Homie Checkpoint How do I open this lock? How to clean this stain off chair Recent Comments
“How do you do, fellow women ?”
The two ladies walking past are funny ๐
Don’t think he’s fooling anybodyย
“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 investigationโ” *hair flip*
“Now help with my lashes or gtfo the debrief” ๐ ๐ ๐
[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 ๐
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 ๐
They ain’t buying it
Ladies walking by thinking: โThis mofo needs Jesus!โ
Believing that would be a bit of aโฆ โStretchโ
Imagine how that went down in the precinct. โTom youโre the prettiest go put a wig on!โ <chief slaps Tomโs 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 ๐
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 heโs sus lol
would
It’s a very convincing costume. Totally believable.
South Park did it first /s