Out for a walk by a quiet road, definitely would have been h..
Out for a walk by a quiet road, definitely would have been humiliating if someone had driven past 😫
2024-09-21 21:07:02 +0000 UTC View Post
jaydensteele posts
There’s nothing quite like being tied up and having the cum ..
There’s nothing quite like being tied up and having the cum drained out of you 🥵🥵🥵
Anyone wanna do this to me?
Mistress wants to take me to Thailand, get my whole body wax..
Mistress wants to take me to Thailand, get my whole body waxed before going to get a ladyboy makeover and be walked around the streets of Bangkok 😰
Who wants to see that video?
Not sure whether this was more of a reward or punishment 😅 ..
Not sure whether this was more of a reward or punishment 😅
Tip if you enjoyed it xxx
I love dressing up like a sissy slut 😍
I love dressing up like a sissy slut 😍
2024-09-14 20:07:02 +0000 UTC View PostHow to make your boy compliant: 1. Create rules for him to f..
How to make your boy compliant:
1. Create rules for him to follow
2. Get him to agree that they seem fair
3. Cane him if he breaks them & reward him if he’s good
If you’re out driving with your boy and he acts up, you shou..
If you’re out driving with your boy and he acts up, you shouldn’t wait till you get home to punish him. Pull over by the side of the road and give him a quick spanking on his bare bottom to remind him to behave 😈
It works…trust me I’ve been on the end of it 😫
If you found me like this what would you do?
If you found me like this what would you do?
2024-09-12 19:57:03 +0000 UTC View PostIn our relationship I’m not caged 24/7 purely because it jus..
In our relationship I’m not caged 24/7 purely because it just gets uncomfortable and in the way, however if I misbehave and Mistress can’t be bothered spanking me then sometimes I’ll have to be caged for a certain amount of time as a punishment.
This was me after my workout at the gym, it’s always embarrassing to have to change in the locker rooms wearing chastity but so far no one’s seen (I think)
What are your favourite ways aside from spanking to punish n..
What are your favourite ways aside from spanking to punish naughty boys?
2024-09-10 07:40:36 +0000 UTC View PostFirst time trying a hanging wedgie, turns out they hurt more..
First time trying a hanging wedgie, turns out they hurt more than I expected lol
Fuck around and find out I guess
Need some girls to bully me, give me a wedgie, spank me and then kick me in the balls 😩
She’s training me to take a real one 😩
She’s training me to take a real one 😩
2024-09-08 02:31:15 +0000 UTC View PostHanging wedgie gone wrong 😫 Got a bit stuck lol
Hanging wedgie gone wrong 😫
Got a bit stuck lol
Learning my lesson with the cane 😭 I forgot how much the ca..
Learning my lesson with the cane 😭
I forgot how much the cane stings when there’s no warmup spanking beforehand, you can see that marks appear almost immediately as Mistress disciplines me…
Nothing more thrilling than doing a sissy photo shoot on a h..
Nothing more thrilling than doing a sissy photo shoot on a hiking trail and then hearing voices coming 😅
2024-08-28 23:47:17 +0000 UTC View PostChastity check by the hiking trail 🫣 1st solo task done ✅ ..
Chastity check by the hiking trail 🫣
1st solo task done ✅
A couple more to go:
- Self spanking (Video)
- Sissy walk in public (Video)
Any other ideas?
Sub Boy Mode ✅ Tip to make my day 😊 What would you like to..
Sub Boy Mode ✅
Tip to make my day 😊
What would you like to see me wearing in my videos?
Brutal ball kicking session with Mistress, you can hear her ..
Brutal ball kicking session with Mistress, you can hear her enjoying it by the laughing as I crumble to the ground clutching my swollen balls 😫
Tip for the risk of being made sterile I take from getting my balls beaten 😅
Sometimes when we’re driving I can get a bit annoying so Mis..
Sometimes when we’re driving I can get a bit annoying so Mistress has learned a quick way to fix my attitude is by pulling over to the road side and spanking my bare bottom just out of view of the people driving by, I’ve only had to walk back without my pants on once but safe to say my face was just as red as my bottom after that 😫
2024-08-21 02:49:32 +0000 UTC View PostPre Spanking Ritual: Make your boy go to his room and wait ..
Pre Spanking Ritual:
Make your boy go to his room and wait for you with his pants around his ankles. As he’s waiting for you the feeling of fear and humiliation will set in, he’ll also know that that feeling will soon be replaced by just one feeling, a intensely overwhelmingly painful sting on his bare bottom…
Humiliating chastity check on the balcony 😫
Humiliating chastity check on the balcony 😫
2024-08-19 22:00:44 +0000 UTC View PostJayden has some time by himself next week so I’ve told him t..
Jayden has some time by himself next week so I’ve told him to do some solo videos for you guys, there’s also some relatively quiet hiking trails nearby…
Let me know what tasks/content you want him to do
Well I don’t think I’ll manage to get this cage off 😅
Well I don’t think I’ll manage to get this cage off 😅
2024-08-16 21:23:12 +0000 UTC View Post
I’ve been a bit sick over the weekend unfortunately but stil..
I’ve been a bit sick over the weekend unfortunately but still trying to post, got a couple of new videos planned to film when I’m better!
Unrelated but where are the most humiliating/embarrassing places you’ve either been spanked or spanked someone? (Let me know in the comments)
Personally I've been spanked 4 times in the woods or near a hiking trail (somewhere that there’s a risk of being seen or heard). Mistress has also spanked me on the balcony/porch a couple of times. She’s threatened to pull over and spank me on the side of the highway before but it hasn’t happened…yet 😅
Let me know if there’s any places you want to see me getting spanked (tips can be extra convincing 😉)
Mistress is out and I’m locked in chastity so figured I’d do..
Mistress is out and I’m locked in chastity so figured I’d do a sissy photoshoot 👠💄👗
Tip for a sissy surprise in your inbox 😈
I got so horny when Mistress locked me up and went out that ..
I got so horny when Mistress locked me up and went out that I started spanking myself…
Who wants a turn?
