Starting a Blog to Fund My Crossdressing Lifestyle (2026 Journey)

I once tried doing deliveries with apps like Deliveroo, Uber Eats, and Just Eat as a way to earn extra money to fund my female wardrobe.

My thinking was simple: I could wear female activewear, get fit while cycling, and make some extra income at the same time.

In reality, it didn’t work out like that. The pay was extremely low—often just £2–£3 per delivery—and that’s before tax.

It quickly started to feel less like a side hustle and more like being taken advantage of.

There were also safety concerns, like going to strangers’ doors and cycling in the dark.

While I did enjoy it briefly, I came to the conclusion that it just wasn’t worth it.

Honestly, I’d rather cycle for fun than do it for that kind of money.

After that, I started looking into ways of making money online, ideally something I could do from home while fully embracing a more laidback lifestyle.

That’s when I came across the idea of the “cozy lifestyle”—working on a laptop, dressed how I want, writing content, and building an income through blogging.

I imagined myself in soft pyjamas and an oversized cardigan, drinking coffee, eating chocolate, and publishing blog posts that would instantly take off and generate thousands per month.

But the more I looked into it, the more I realised that probably isn’t the reality.

A lot of online creators seem to overstate how easy it is to make money blogging,

often to sell courses. I even came across discussions about the oversupply of “mommy creators,” all following the same advice, buying the same courses, and creating similar content while hoping to become overnight successes.

In many cases, it feels like the people selling the courses are the ones making the real money—not the bloggers themselves.

So naturally, I’m skeptical about how far a blog can really take me in 2026.

I don’t see it as a quick path to financial freedom.

Instead, I see it as one piece of a bigger puzzle when it comes to building income streams that support my lifestyle.

That said, I’m still willing to give it a go—if nothing else, out of pure curiosity and the desire to see what’s actually possible.