Coming out Locktober…..advice please…

[NSK101]

Get comfortable, this may be long.

I’ve been into female domination for as long as I can remember.

I’ve always felt ashamed about it and hidden it away.

I’ve been with my partner for over ten years and despite trying once or twice I’ve always backtracked.

She recently shared a photo with me that was about prostate massaging and milking, she’s made a few comments about milking me go moo.

I am going to tell her I want to try it, and I want to try not to cum for October.

If she wants to do chastity will be up to her, if I cum but only when pleasing her/having sex then that’s fine too, even if she doesn’t get involved, I want to try and go all of October without cumming.

So firstly, thank you Milo and everyone that makes it so special for keeping me safe and comforted, secondly any one else done this? Able to offer any advice? I’m committed to doing but also certainly scared about being so vulnerable.

Our relationship has had rocky times and I’m also worried about rocking the boat.

NSK101

[GodDragon]

Get comfortable, this may be long.

I’ve been into female domination for as long as I can remember.

I’ve always felt ashamed about it and hidden it away.

I’ve been with my partner for over ten years and despite trying once or twice I’ve always backtracked.

She recently shared a photo with me that was about prostate massaging and milking, she’s made a few comments about milking me go moo.

I am going to tell her I want to try it, and I want to try not to cum for October.

If she wants to do chastity will be up to her, if I cum but only when pleasing her/having sex then that’s fine too, even if she doesn’t get involved, I want to try and go all of October without cumming.

So firstly, thank you Milo and everyone that makes it so special for keeping me safe and comforted, secondly any one else done this? Able to offer any advice? I’m committed to doing but also certainly scared about being so vulnerable.

Our relationship has had rocky times and I’m also worried about rocking the boat.

NSK101

First of all: Seems like she is up for some experiments which is really good! Talking can never be bad but I'd recommend talking and taking small steps first. With what you want to do you might ask too much from her right of the bat. Usually you should takes things slow.
This includes: Talking about it first. But also starting off slow. As in ask her if she would be up to try to use cuffs on you in bed. Work your way there. Try things one by one. And don't start off with the "crazy" more extreme things.
That might scare her. She has to find her way around you and if she is still a rookie she needs the time to adjust and learn.
So just address it casually. As in: "I think I want to try something in bed if you are up for it". Or like "I have recently found interest in xxx, would you be down to try that". Or "I've always wanted to try/fantasized about".
Start with like her taking more control in bed.
If you want to go deeper I recommend showing her LianaGood or Velvet Veronica (Phub), since they do Femdom whilst staying within the bounds of gentle care. This should be more comfortable and realistic than all the like hardcore Femdom stuff out there which scares most people.
I wouldn't go for a whole month. You can do a month like this at any point and if you are starting off right now this is not the right time to confront her with such a big task.

[NSK101]

Thanks for the tips!

I didn’t mean to suggest I was going to ask her to lock me up for the whole month but that I wouldn’t orgasm unless she was present.

My own private locktober.

I will agree to her question about prostate play positively and see where it leads.

Debating if I should and how to suggest chastity play really.