That feeling when you wanted to dress up but the sun would h..
That feeling when you wanted to dress up but the sun would have literally melted the makeup off my face had I done so 😭
kaileyaustin posts
Yay - 100 likes!Thank you everyone! ❤️❤️❤️
Yay - 100 likes!
Thank you everyone!
❤️❤️❤️
I don't usually let myself read too much into likes on socia..
I don't usually let myself read too much into likes on social media, but let's see if you guys (and gals) can get me to 100 on this one.
(I'm feeling meh and need a pick-me-up, please and thank you!)
Everyone say thank you to your fellow subscriber Rick.Redmon..
Everyone say thank you to your fellow subscriber Rick.Redmond for suggesting and very kindly buying me this underwear set.
I had doubts I'd be able to pull it off, but he had belief in me and... Well, hopefully you enjoy the results.
Bonus final pic too, with something that didn't want to fit properly 😂
Not sure this was to everyone's liking, but I'll upload the ..
Not sure this was to everyone's liking, but I'll upload the pics because it'd be a waste not to 😊
2025-05-31 21:01:58 +0000 UTC View PostAnother ‘Cumpilation’ for you all! Sometimes when I dress up..
Another ‘Cumpilation’ for you all! Sometimes when I dress up, my brain stops working and I just spout nonsense that can’t be used for one video, so I end up making these instead. Hopefully something for everyone!
2025-05-26 14:13:16 +0000 UTC View PostThis felt like a departure from what I've tried before. Stil..
This felt like a departure from what I've tried before. Still amazes me when I try something like this and don't look like a complete clown 😂
P.S. I've missed you all. Apologies for being awfully lazy.
Had a practice run a couple of weekends back.Making mistakes..
Had a practice run a couple of weekends back.
Making mistakes almost made me want to have another go just to prove to myself I'm not getting rusty haha.
Also realizing I'm quite bored by my wardrobe!
Geez, a REALLY belated Happy New Year everyone.(Sorry about ..
Geez, a REALLY belated Happy New Year everyone.
(Sorry about that)
Life is getting in the way, as is my car in that I'll have spent around £600 on it between December and Feb for servicing and repairs (Just imagining what £600 could get me in outfits, makeup and toys makes me sad)
I am excited to dress up again. Wasn't really the plan to have such a break, but I need more content, both for myself and to receive compliments off of everyone when I feel thirsty 😅
If I could turn myself into a Fleshlight and mail myself off to you all, I probably would at this point...
Some bonus pics from the video shoot.I'm curious, as this lo..
Some bonus pics from the video shoot.
I'm curious, as this look seems to have drawn less attention than others, was there something I did wrong with it? Please vote in the poll or comment!
Just so you know, I’m not actually looking for a pay pig 😅🙈 ..
Just so you know, I’m not actually looking for a pay pig 😅🙈 but please enjoy!
2024-12-07 19:28:54 +0000 UTC View PostClearly I've been working too hard at my job and ignoring yo..
Clearly I've been working too hard at my job and ignoring you all 🙈 so figured I'd take a few pics when I got home, to make it up to you...
2024-12-02 11:22:09 +0000 UTC View PostHonestly I keep getting distracted and having my own fun off..
Honestly I keep getting distracted and having my own fun off camera during recent dressing sessions 🙈
I'm sure other crossdressers can relate that you don't always wanna try and make content when you're feeling yourself (pun intended)
Anyway, enjoy the mini photo dump. I definitely need more lingerie, but also my Halloween Dark Magician Girl attempt! 💕
Gold star if you can name who all the lightsabers belonged t..
Gold star if you can name who all the lightsabers belonged to!
(ignore the back set on the bottom shelf as they're barely visible)
Sorry for being useless so far this month everyone. I'm busy..
Sorry for being useless so far this month everyone.
I'm busy next weekend, but will 100% dress up the weekend after for content.
Really wanna try and do something for Halloween but also need a costume I can post on Instagram, so can't be half nude 😂 any suggestions?
(please don't suggest anything overdone, I'll have already considered it haha)
I tried dressing up on Saturday but wasn't super happy with ..
I tried dressing up on Saturday but wasn't super happy with everything 🙈
I'll post some pics and maybe some clips if I can get a few better bits edited in together
Does anyone have any ideas with regards to outfits I could w..
Does anyone have any ideas with regards to outfits I could wear with my natural hair?
I should really get it cut soon, but it's soooo much more fun and relaxing to dress without a wig, so a couple of good suggestions and I may have to let it grow out a little more 😉
Don't be shy!
Only took me checks calendar 6 years to figure out how to pr..
Only took me checks calendar 6 years to figure out how to properly format videos for pornhub 😂🤣😭
2024-09-18 07:37:01 +0000 UTC View PostWhich one of you is gonna pay to surgically turn me into a h..
Which one of you is gonna pay to surgically turn me into a human sex doll? 😝 Plastic skin would be VERY useful x
2024-09-16 01:19:35 +0000 UTC View PostEnjoy 2 minutes of me just masturbating cos I wanted to and ..
Enjoy 2 minutes of me just masturbating cos I wanted to and figured I'd film it 😁
2024-09-09 20:58:09 +0000 UTC View Post
RIP Ol' Reliable, you shall be missed (and likely feature in..
RIP Ol' Reliable, you shall be missed (and likely feature in many more masturbation sessions in the years after you're passing)
2024-08-28 20:21:58 +0000 UTC View PostI'm always both impressed and amused by AI technology. I lov..
I'm always both impressed and amused by AI technology.
I love hentai, so the idea of being turned into an illustration or animation always excites me, though I don't have the money to be spending $50+ on commissioning artists.
While these are pretty generic AI creations, and lack a lot of detail specific to me, it's how the software interprets my pictures and the small changes it makes that fascinate me (primarily my pop collection being turned into a grocery store shelf).
Anyways, just a bonus upload. Would be fun to maybe create a panel or short comic series using them 🤔
Just a reminder for everyone, if you're happy to, I'd apprec..
Just a reminder for everyone, if you're happy to, I'd appreciate you watching any videos that are also available on pornhub through there as opposed to Onlyfans.
I get some ad revenue for video views there, so earn money without any coming out of your pocket 😁
It's also my birthday soon, so if I don't respond to messages, then it'll likely be that 👍🏻
Tried something a little different with the video, hope you ..
Tried something a little different with the video, hope you all like it 😊
2024-08-17 22:03:37 +0000 UTC View PostA nice poll for everyone for genuine research purposes 😂 Wh..
A nice poll for everyone for genuine research purposes 😂
What do you watch porn on?
I'm seriously such a sucker for dark hair and eyes. I'm not ..
I'm seriously such a sucker for dark hair and eyes. I'm not confident it's my best look, but it's something I'd love to work on as it feels like it changes my appearance the most with minimal effort
2024-08-12 18:17:36 +0000 UTC View PostMy weird obsession with trying to look like a sexy older wom..
My weird obsession with trying to look like a sexy older woman for some reason consistently skips the curvy 40s and goes straight for trying to look like a classy, mature 50 something year old.
This is almost a reminder to myself that, while I love the feedback I get from everyone in here for my crossdressing, sometimes I actually enjoy looks, that most people might not like or find odd, more!
If anyone happens to work with prosthetic makeup and needs a younger man to transform into a sexy older woman, I'm absolutely jumping to the front of the queue and pushing anyone out the way who dares to stop me 😂
Sort of an alternate universe/unoffical part two to the firs..
Sort of an alternate universe/unoffical part two to the first ‘grid girl’-esque video. Context explained in the beginning of the video.
Longer than most videos due to me trying to satisfy PornHub and their pesky new requirements.
Hope you enjoy!