#cr0ssdressing

[pudgypunk22]

The Mistress of the house demands an audience...

(OP is trans masc (He/They) crossdressing!)

[egg-emperor]

I unapologetically drew this in my uni lecture lmfao

I feel you’d… appreciate 😏

Touched it up in procreate after I got back

Also take this little guy I used to plan the outfit lol

Hope you’re doing well ❤️🥚

OMGGG HE'S SO GORGEOOOUS FHAHGISBHFKSHGK 💜💘💖💓💕💘💓💖💜💓🖤🩷💕💓💘

he looks so fabulous and sexy in a bunny outfit and I love that he knows it!!! the cheeky lil Egg is so adorable too 😍🥰 this is so precious and beautifully drawn, thank you so much for sharing 💕

doing pretty good thanks! great to see from you again, hope you're well too 😊💜

[daddy-eggman]

Eggman finds dressing up in cute and slutty crossdressing outfits way too exciting and when he wears a short skirt/dress, a big tent quickly forms in it as he walks out to reveal his look, show it off as he shakes his ass, and admire himself in the mirror. His cock that's barely covered by the skirt or contained by the small frilly panties he's wearing gets rock hard and leaky in there fast.

He curtsies and lifts up his skirt/dress to show off the wonderful sight, pulls his panties to one side to let his hard thick veiny cock and big balls dangle free and does a cute twirl that shows it off and his ass when the skirt/dress flies up with it. And even when it's down, it's too short to cover his huge round fat ass cheeks entirely and it makes bending him over so tempting.

He likes to pose and have photos taken of him looking all pretty and cute. Seemingly innocent at first but then he bends over and shows off his ass, cock and balls stuffed into the panties, then hanging below the skirt, and showing off the cleavage of his fat tits. All the while his cock throbs and drips precum onto the floor because he feels so good and naughty for how it turns him on.

He sits between a man's legs as they squeeze his tits and compliment how well they fill his bra and how his fat ass is barely contained by the skirt and too small panties. He looks and feels so sexy and wants to be treated like a whore. He lets them take control, pin him down and kiss him, they shove their tongue in his mouth, grope his ass hard, and tell him how they want to use him.

They slip a cock ring on him and don't touch his cock the whole time because it's all about treating him like a slut and using his ass and tits alone, pounding into him while teasing him for being a dirty old perv and how he loves dressing up so pretty and taking cock and called cute names like princess and doll, despite being a big strong hairy masculine bear in his 50s.

He's fucked so hard his tits slip out his bra and jiggle while his ass is pounded, his cock slaps his belly underneath the skirt/dress and he loves the feeling of it dangling and fat ass jiggling and being squeezed and smacked, cute skirt on all the while. He loves feeling pretty then being used so roughly like a slut. He loves being both praised and teased for his naughty dirty secret.

He has amazing orgasms and loves being filled up with a thick load of cum, then having a butt plug popped in and the skirt/dress patted back down, so he can hold all the cum like an eager submissive slutty sub. He jerks off after, still wearing the outfit and gets to blow a load too. He pulls out the plug and watches it spill out his hole and it sets in what he's done and he feels like slut and loves it!

Nobody would expect he has photos and videos of him like this in his 10 terabytes of "selfies" on his computer and he has to hope nobody who stumbles across it will get to look deep into it, otherwise it will be very awkward... But at the same time he's fantasized about it because he loves the thought of being caught in various ways and how they might react and tease him.

[egg-emperor]

FINALLY OFFICIAL MODERN EGGMAN CROSSDRESSING JHFJSDBJBFDBSBFHJD

he looks so pretty in a skirt 🥰💜💖✨

[egg-emperor]

There was one time where I saw eggman in a maid outfit for a Tshirt

I'm delighted to say that I actually own the maid outfit Eggman shirt if this is the one you mean

the perfect cleavage of his beautiful man titties and Stone looking up his skirt exactly where I wanna be are my favorite parts lol. crossdressing classic/modern Eggman has been my thing long before the movie that prompted people to start drawing it existed so I HAD to get this! he's so pretty 💜 fisbrjgksbfkgbskg

[egg-emperor]

Does casino egg wear a skirt for boom egg?

Casino Egg likes to have other guys dress up for him most often so it becomes more common for Boom Egg to be the one that's doing the crossdressing when he gets him into it. But Casino Egg likes to do it too! It can become more frequent based on if the person he's with really likes it and it makes him especially attractive and alluring to them because he really loves to please.

He enjoys designing and having specially tailored skirts/dresses and other clothes for crossdressing. He could surprise Boom Egg by wearing an outfit he made that he thinks he might like to see him in. Boom Egg gets to find out that he likes dressing up too when he comes out wearing a pink skirt and matching top that compliments and shows off his beautiful man titties.

Casino Egg does a twirl to show off the skirt and it's obvious it's a little too short and he asks if he likes it. Boom Egg blushes hard and is speechless for a moment with his jaw dropped but Casino Egg tells him to not be shy. He stammers as he manages to say he looks very pretty and cute and Casino Egg gets giddy and giggly at the compliments which makes it even cuter to him.

He's never had a man dress up like this for him before or really had anyone do much of anything for him like this in general, so it's flattering and overwhelming. And it gives him a little awakening as he realizes he might be into it but doesn't know how to process it. Casino Egg is a lot more confident and comfortable because he's been into this for a long time and he likes that about it too.

Casino Egg encourages him to sit in his lap to admire the outfit and have a feel and Boom Egg is very blushy as he puts his hands on him shyly to feel his soft squishy chest and run his hands over the skirt with eyes of fascination and wonder. Casino Egg is delighted and proud to see that he's ignited a new spark of interest in him and judging by his reaction already it's going to get even better.

Then he cheekily encourages Boom Egg to lift up the top and skirt so he does to find he's wearing pretty also pink lingerie underneath too and that makes Boom Egg blush even harder, his heart races and he's lovestruck. Casino Egg loves how he's so excited that he kisses and caresses him passionately despite his shyness in this new feeling and he encourages him to explore it even further.

After that reaction, he's definitely likely to dress up more for him and show off more of the fun outfits and pretty skirts/dresses he's designed. Boom Egg would crossdress most as Casino Egg adores seeing his cute little Egg in pretty clothes and designs tons for him to try but he also enjoys dressing up for him and Boom Egg really likes seeing his big teddy bear in pretty skirts too! 💜

[egg-emperor]

FINALLY got a red skirt on him like I really wanted to see ahsifhsjhlsbgk

he is the PRETTIEST 🥚💜✨

[egg-emperor]

Eggman getting cute guys to dress up for him in pretty skirts/dresses and trying to sneakily slide a hand under it while they're sat in his lap except it's not even subtle at all because his hands are so big hfughfbdkghdh 😍💜💘💗

I volunteer. 😳 he also has guys like Boom Egg, Casino AU Egg, and Starline dress up for him and with some guys he's the one in the skirt/dress instead of course hehe 💕