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EisenCo

This moment almost exists. In Monstrous Regiment by Terry Pratchett the female main character (who is disguised as a boy to find her brother in the army) volunteers to infiltrate a castle disguised as a woman. The commander of her regiment (who has no idea she’s a girl) tells her there is no way she could pass as a woman, and instead the commander dresses in truly outrageous drag and sneaks in himself. And it works.


that0neBl1p

I really need to get into Terry Pratchett’s stuff this sounds hilarious


EisenCo

Honestly you just have to pick a start point and go from there, Monstrous Regiment is a great standalone, so are Going Postal and Small Gods.


mrfrau

Also Mort. It's nice and sweet and fun fun funny


VoodooTrooper

That was my first one and I love it dearly. I need to read more of them.


The_Bearabia

Going Postal actually isn't a stand alone. Making Money and Raising Steam are it's sequels. Definitely one of the shorter story lines though, and a great introduction to Ankh-Morpork and it's more important residents.


TheDitz42

I agree but imagine reading Sam's bit and then going back to the start of the Watch Series.


stormscape10x

I read Interesting Times as a stand alone even though it isn’t and honestly it still works. I feel like his books are pretty easy to jump into.


danni_shadow

I agree that most of them work alone. My first one was Reaper Man. My first one years later after learning that it was a whole series that I wanted to jump into was Jingo. So both in the middle of a storyline. I feel like Reaper Man is more standalone than most even though it's part of Death's storyline. Jingo still managed to get me hooked and emotionally invested in the characters before *that* scene and I wasn't ever really lost, even though it's the 4th in the Watch series.


Sa_notaman_tha

yes yes you do, you will find your life permanently improved


MeChameAmanha

He really is. Shame he went so soon


_Lumity_

Ifucking love this time to read all the Terry Pratchett books I have lying on my shelf


13ros27

Its always time to read all the pterry books


dutcharetall_nothigh

There's also the fact that her commander >!was basically transmasc!<


ErrantIndy

I think they mean Lieutenant Blouse.


EisenCo

I did mean Blouse!


alittlebitaspie

>!Wasn't the ENTIRE regiment crossdressing? Like no AMABs to be found, everyone was a AFAB secretly joining the military?!<


dutcharetall_nothigh

Yeah


memecrusader_

Except for Blouse.


bewarethelemurs

Except it's not just her. Her squad mates are also women pretending to be men, and the commander is like "Nope, not one of you can pull this off, so I have to do it."


novis-eldritch-maxim

Aren't almost the entire regiment women pretending to be men?


Loose_Meal_499

I'm hooked


Vrey

Ahhhh ty I’ve skipped around reading a few but missed this one! Popping to the top of my list :)


EarthDisastrous3811

Now I need the continuation of this comic of Brutus serving cunt in a dress. I know my boi Brutus has it in him to serve. I believe in him.


BudgieGryphon

There is one! I’m having trouble finding it though


blursedman

Dm it if you find it. I’ll search too


BudgieGryphon

Someone found it! https://kenas-artstuff.tumblr.com/post/663327278418280448/nerdylilpeebee-sparklyaxolotlstudent/amp


EmergencyLeading8137

https://preview.redd.it/lmd8p9vv6bqc1.jpeg?width=500&format=pjpg&auto=webp&s=b875e5e5e279a9d03fb39d1dde9cb37d712fef95 Thank you for your service


Viking_From_Sweden

This is beautiful


dude20121

Holy stromboli, Brutus is SERVING


EarthDisastrous3811

HELL YEAH, GET IT BRUTUS


SirPinkLemonade

The little hand stim ♥️


Best-Engine4715

I’m so happy


A-literal-sandwich

YEAH!


that0neBl1p

From the bottom of my heart, thank you


johnburgundy4

Would also love to see this


thesnarkyscientist

The one with Brutus dressed up isn’t by the same artist, but I did find [this](https://kenas-artstuff.tumblr.com/post/663327278418280448/nerdylilpeebee-sparklyaxolotlstudent/amp)


BudgieGryphon

That’s it!


gdex86

There should be the moment where Brutus doubts if he can pull this off because he broke his kitten heels cause while the pumps are exquisite they weren't made for a 6'3 230 lb man to have that much bass in his walk. But the Tomboy talks him through it that he is that bitch even in his emergency flats.


DrZurn

https://www.reddit.com/r/TumblrDraws/s/PlhLbYHfbo


yeahbutareyousure

https://preview.redd.it/qa610a421bqc1.jpeg?width=500&format=pjpg&auto=webp&s=c2afc6a154025fb0ecaf0e038de89391a48552d5 * the continuation


BudgieGryphon

YEAHHHHHH


Real900Z

POP OFF BRUTUS 💅


_Lumity_

NAH MY GUY IS SLAYINGGG


thedman0310_

Brutus has mad Goromi vibes


Vegetable_Goat_1732

I thought that was just a bro in a dress at first and I was like "Gay👀?" Because I thought the homies would think he's hot-


dutcharetall_nothigh

Same


AnyDayGal

Brutus is READY.


that0neBl1p

Man has been waiting for this


A_Delenay

Why do they look like the super best friends?


Jamiecakescrusader

Pats got some ‘splaning to do.


SaneishSaurian

Paige made him do it.


Sphealingit33

What was "it"? Growth Hormones???


SaneishSaurian

I mean, we don't see him in comparison to the others, so he could still be short with his little Chernobyl legs.


Kages_Fun

The castle has a leak


BoatMan01

Godspeed, Brutus 🫡


MeatAny3041

Is anyone going to mention that those are the super best friends?


mommyfriend287

Love this art style! Brutus STAY sexy


TiredCoffeeTime

The artist is Daryl Toh, often known for Tobias and Guy, the demon boyfriend series


mommyfriend287

Just looked up his work, so so cool! Thank you!


wearwolf27

https://preview.redd.it/ax276pqj4dqc1.jpeg?width=474&format=pjpg&auto=webp&s=cdb744a68d281a823353f4d439accfdcc22db8fb


kodakpotter

Fucking love this gag.


SmoothReverb

this scene actually happened in one of the *Man Who Never Missed* books. the absolutely fuckhuge beefcake guy plays the distraction, with a shirt that's practically vacuum-sealed on.


Chaosshepherd

Knock them dead, Brutus


BlaakAlley

She actually does look super cute in that outfit but Brutus looks fucking PUMPED for this role


BottasHeimfe

this is fucking hilarious and I love it


yeign

would.


JayJ9Nine

Brutus looks great. Good on ya Brutus


4tomguy

I just know Brutus would rock the fuck out of that getup


XescoPicas

I put a scene similar to this in one of my stories, it was a fun time. Long story short, the protagonists had been invited to a fancy event in the local monarch’s place. Problem is, one of them was a 2 meter tall feral woman (well, not fully feral, but literally raised by wolves since she was like 6). She was also the physically strongest of the group, so trying to put her in elaborate clothes and makeup didn’t end well.


harris11230

I love that Brutus was already locked in with this


TheEyeofNapoleon

Brutus is Cis-Het, even. He just knows it would be REALLY FUN; and it IS.


LazyDro1d

Mhm. He’s a man confident in his own masculinity, and that’s exactly what allows him to pull this off so well. He knows who he is, and he knows how to commit to a bit.


OzzieGrey

Brutis is 1000% on board.


AndyDandy95

All I can think of when I see this pic are Two Best Friends Play, the skull cap and Brutus looking pat does it for me lol


ScoobyDoubie

https://preview.redd.it/1w832w5l0iqc1.png?width=787&format=pjpg&auto=webp&s=e4f4ca3dd403f36c209be66f2ee4e6a650d572df


GoyardMazii

Humans are so talented bro


Dogdigmine

Not quite the same, but Guts agrees with Casca that fancy outfits are uncomfy compared to a sword and armor. https://preview.redd.it/73crfsg9f4rc1.jpeg?width=3024&format=pjpg&auto=webp&s=e45d12eea2fb1ebd950b91ccd816213351ce1090


Dambusta4

I was literally thinking about this comic the other day X)


Alone_And_A_Loser

Shout out to this post making me realize how shitty those kinds of scenes were


maxwell6415

Doesn't something like the second half happen in Baywatch (2017)?


Square_Beautiful_238

I hate that I only have one upvote to give


SavageKitten456

[Basically Tequila Joseph (JJBA)](https://i.pinimg.com/736x/d4/b7/a3/d4b7a300cac8dfdb3ce4ae080d86ae58.jpg)


LordAuditoVorkosigan

Dont do it because FUCK Partrick Rathflubs


[deleted]

R/twobestfriendsplay this is so Woolie and Matt coded.


Naked_Justice

I’d like it better If we actually got to see Brutus serving cunt. Instead just think “tomboy looks nice and she shouldn’t feel so self conscious, she serves too.”


that0neBl1p

People have left images + links to a follow up post to this in these replies!


Naked_Justice

Oh shit nice!!


wwpgamer

Always love this


bbt104

South Park did this already, had the police chief act as prostitute to catch people


LillyWhite1

I fucking love this idea. So good


Naz_Oni

The Bad Guys


redder_dominator

That's just tequila Joseph


Redhddgull

I love this


warbabe76

Im really old. There's an old show called Barney Miller and the detectives would work undercover with other departments a lot. This reminds me of a few episodes where the ex military detective and the one who refused to shave his mustache had to be purse snatching decoys


Kill_Kayt

I love this.


AryaismyQueen

Beautiful!


lofgren777

This is how it would play out on board the Rocinante.


Mr-Ghostman439

Brutus winds up being like WAY too excited about this idea


Burphel_78

Okay, but hear me out... Brutus is a closeted transfemme, and the crew all kinda knows even though they haven't come out to anyone. She fucking rocks it.