😬 Session Planning for Mistresses Ito, Mistress Lovely and Mistress Dalisay

[eagerbott83]

It's been almost 5 months to the day since my last session at the Fortress and I'm very excited to be returning later this week for my second session with Mistress Ito and my first session with Mistress Lovely and Mistress Dalisay. 

I just sent off my session requests to Mistress Emma, which is a collection of my interests ranging from Sissy Feminization, Humiliation and SIssy Training Play. I have to admit though, I always struggle and stress a bit with these requests because while I want to share the overall themes and my fetish interests, I don't want to be providing a strict script for the session and want to be open to the Mistresses whims and be open to surprises and things I didn't specifically request. 

How do others approach the pre-session request process?

[theDumbMule]

Putting what you said above in your email to Mistress Ree is a good start.  
 

What I usually do is list out what things are my favorite, what things I have done in the past that I enjoy to give them a starting place (it gets them information about where your head is at which I think they like).  Then give them “permission “ to try things not listed.  Like you I’m pretty much open to going where they want to go as long as they stay away from hard limits.

I usually even give a few role play options, again with the intent of providing them with my headspace, not to dictate what the session needs to be. But I usually state these are just my ideas and let them take it from there.  
 

It’s always fun to meet new dommes, but one benefit of repeating with a mistress is they often get an idea of what they want to do to you without you suggesting anything.  I love it when that happens.

[Mistress Dalisay]

On 11/17/2025 at 2:19 PM, eagerbott83 said:

It's been almost 5 months to the day since my last session at the Fortress and I'm very excited to be returning later this week for my second session with Mistress Ito and my first session with Mistress Lovely and Mistress Dalisay. 

I just sent off my session requests to Mistress Emma, which is a collection of my interests ranging from Sissy Feminization, Humiliation and SIssy Training Play. I have to admit though, I always struggle and stress a bit with these requests because while I want to share the overall themes and my fetish interests, I don't want to be providing a strict script for the session and want to be open to the Mistresses whims and be open to surprises and things I didn't specifically request. 

How do others approach the pre-session request process?

Heeeeeeeyyy!

We always try to keep it fun and get creative with each sessions. If there are things not listed in your limits, we’ll usually discuss amongst ourselves what would be cool to try during a session. Honestly, sometimes we do pull things on a whim, but we’ll always read a sub first if we think they can handle or would be into it.