diggerman

Ugly Queens Collection

Now 'ugly' is a subjective term, but here are a bunch drag queens with unconventional looks you may still enjoy

Miss Rubber 2024 Sketches

Miss Rubber is aching to make a comeback with a slight adjustment or two

Misc Sketches I

A small bunch of sketches that I've doodled but have yet to bring to complete, if ever

Comfort Character

It occurs to me, I did not actually upload this to my page here!

Di's Day Job, Naughty Underneath

A fun follow up to my Disgust transformation, featuring Di going about her day job, with a few naughty secrets hidden behind her uniform.

Di's Naughty Alts

Izzy TFs

Aqua's Drag Makeover

Here's something that has been requested of me for a long time. Now, I like a good drag transformation, but Aqua is one of my favorite characters, so it was tough to give her such a dramatic change.

Commission: Kigu Fun 2+3

So, this is the last commission I managed to finish during my busy time at work, and I have good news and bad news about that.

It's actually kind of the same news really, basically, I did actually get that promotion I was hoping for at work, which means yay more money and benefits! However,...

April Break

Hey folks, a bit of news: I've paused the page for April. I need to take a break from the Patreon to catch up on some commission work I've fallen behind on, due to day job scheduling. I may or may not have a promotion in sight soon, in which case I'll definitely not have enough time to run Patreo...

Patreon Reward: Rubber Gravely Sketch

It looks like some poor victim has his body wrapped up and possessed by a rubber inflated Hellen Gravely costume. My, my what a predicament!

Patreon Reward: Kimmie Suit Complete

A continuation of sorts to the sister suiting piece before.

Patreon Reward: Evil Elsa

What happens when an ice queen grows cold?

Small Break

Hey there folks. So I've been busy with work and life and fallen a behind on owed work. So I have to pause this week's pinup. I've got rewards and commissions to work on and will post them when able. My apologies!

Patreon Pinup 10

And so a hard decision was made, but we have for you a young gal turned older milf drag. Maybe next time she'll think twice before using someone else's makeup.

Mom and Son Position Switch

Kind of a dark and admittedly disturbing piece where in an older Ash's hobby for dressing up as the female people around him becomes and an obsession.

Pinup Sketch 10

Hey folks, had a hard time deciding what the best "drag milf" look was, that didn't conflict with drag cougar like Heather, and have these two sketches. Let me know which looks more appropriate to you.

Patreon Reward: Rubber Drag Golem Encasement

Hey everyone! Sorry for the late post, today, been terribly busy.
Today though, I bring you a top  tier reward based on my Halloween horror drag from long ago.

A young woman suffers a similar fate; encased in a fat, lewd suit, filled with quickly solidifying rubber. Once nice and s...

Patreon Poll 10

Alright folks, let's see what we'd like to see this week! Warning though, not every suggestion will be posted.

Pinup Suggestions 10

Alrighty folks, last week's choice was a fun one. Let's see what we have in mind this week. Write your suggestions down below.

Patreon Reward: Getting Sissy Ready

So I've been trying out a different technique of coloring and shading lately, and I gotta say it makes doing color changes easier for sure.

Patreon Pinup 9: Egirl to Eboi

Being a budding egirl streamer can be hard, and it's easy to fall into going ethot, but when our girl gets a strange donation, it triggers an even stranger transformation~!

A Fun Night Together

This was a fun little commission sequence where if Metal purposely dresses as my dragsona Heather, he would get himself a boy toy drag apprentice to play with.

Patreon Pinup Sketch 9

I'm glad there's not such a close call this week. It's a rough sketch, but I decided an egirl turning into a crossdressing ethot is the best approach!

What do you think? Any thoughts?

WIP Sketches

What am I up to? Stressing out a bit, but not overwhelmingly.

Patreon Poll 9

Okay folks, time to vote on this week's suggestions.

March Needs Moms: Jimmy Judy

So I had this sketch in the vault and I saw that March Needs Moms, and I figured, let's finish it. However, I think I'm kinda stuck creatively as I can't think of a good caption for it. I was thinking an automatic dresser set Judy's setting and correcting the "anomalies" 

Pinup Suggestions 9

You know the drill folks! Let's hear those suggestions down bellow. 

A Bat Into Drag

A rather prudish young lady gets a rather lewd and cosplay inspired drag makeover.

Patreon Pinup 8

Looks like someone got themselves into some rather sizable debt to a rather dangerous and powerful man. Luckily, or not, he had an opportunity to wipe away the debt becoming his latest trophy wife!

At least it's all reversible, right...?