IMPORTANT: THIS LISTING EXISTS TO SUPPORT THOSE NAVIGATING REAL-LIFE ISSUES ASSOCIATED WITH THEIR SISSY DESIRES. THIS IS NOT A LISTING WHERE I WILL DEGRADE YOU FOR BEING A SISSY OR EVEN CONVINCE YOU TO BE A SISSY. THERE ARE OTHER LISTINGS FOR THAT. THIS SERVICE IS FOR THOSE WHO ARE FACING INTERNAL OR EXTERNAL CONFLICT BETWEEN THEIR SISSY DESIRES AND SOMETHING ELSE GOING ON IN THEIR LIFE.

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Somehow, some way you have discovered a part of you that is a sissy. At the least, you periodically enjoy submitting to sissy space and now you feel like you are at a crossroads on how to move forward. This is where I come in.

In my short time on this site, I have come across several of you who have discovered your sissy selves. You absolutely love how you feel as a sissy and want this to be a bigger part of your life, but with it being a bigger part of your life comes the belief that choosing the sissy life means changing how you look on a daily basis, or giving up your job and/or relationship.

I am here to gently challenge your all-or-nothing thinking.

We will work together to figure out:

- Is your sissy self all of you or is this something that is only associated with erotic pleasure

- If and how you can indulge in sissy space while maintaining what is important to you (eg. your professional reputation and personal relationships)

- Whether there is truth to the stories that you are telling yourself

If you are like most, you catastrophize, and how you move forward is decided based on the worst-case scenario coming true. But is your worst-case scenario the only thing that could happen? What else could possibly happen?

Together, we will figure out what you actually want to happen, and perhaps there are things that you can do to support that vision coming to life.

Let’s move past catastrophizing and assumptions, and find a way that you may be able to indulge in your sissy fantasies while maintaining what is important to you. At the least, find a better balance than having your sissy fantasies fulfilled but the rest of your life in shambles.

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You may have noticed that this listing is priced higher than my regular coaching listing, but lower than my erotic listings. There is a reason for this.

I recognize that some sissies when stepping into sissy space get extremely aroused in a way that they cannot yet control. That said, I need you present.

I will permit you to pleasure yourself to orgasm, without my involvement, when it is needed so that you can get it out of your system and come back to me. By coming back to me, I don’t mean coming back to me as “regular you”.  There will be a need in coaching for you to sit with your sissy self to feel the feelings that come up while you are in that space, but I cannot have you focusing on how horny you are while we try to work through the issues you are facing. When this happens, I need to know it is happening. I will not engage in coaching with someone who is pleasuring themselves, and also may end the call if at any time I feel like coaching is actually roleplay for you.  

I encourage you to bring yourself to orgasm before our call, and if you know that you will not be pleasuring yourself at any point during our call, please call my regular coaching listing. You may as well save a few dollars, especially if it will financially allow you to access my services for a longer period of time.

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TO THE ROMANTIC PARTNERS OF A SISSY WHO MAY HAVE COME ACROSS MY LISTING BY DISCOVERING THEIR PARTNER’S ACTIVITY ON NITEFLIRT OR THEIR PARTNER SHARED IT WITH THEM:

Do not assume that your partner is cheating by interacting with me. Yes, technically speaking, I am a sex worker as I am on this site offering erotic conversation, but this listing is not that, and I actually am trained in conflict coaching, relationship breakdown, and a whole host of other things. I have multiple degrees, certifications, and outside of this site, I am exactly the type of professional you would probably hire to help you navigate your own feelings as you have made this discovery about your partner.

If your partner has reached out to me, and your relationship has been the topic of our conversation, it is quite likely that they care about you a lot. The relationship with you is important, and so is this other part of them – and they feel stuck. Do they choose you or do they choose letting the more feminine side of them out? This is especially difficult for those who have outwardly been the “alpha” male for much of their professional and personal lives.

Just as I have likely challenged your partner, I am going to challenge you a little bit. Now that you have made this discovery, what do you want? I am not talking about changing your partner and wishing that they were the person you met however long ago – but what do you want? Do you want to stay in this relationship or do you want to leave? Does your relationship have to look the same for you to stay or are you open to something different? Would you be open to having a “girlfriend” once in a while? What about all the time?  

You have a lot to figure out yourself.

What I will say is that all the sissies I have spoken to as of writing this have been open to having their romantic partner (you) having other sexual partners. Your sexual satisfaction is important to them, and know that they may not be able to satisfy you as a sissy.

How does reading that make you feel?

Feel free to give me a call sometime and we can chat about what you are going through. I take confidentiality seriously and I will not disclose what your partner has said to me, but I will encourage both of you to find ways to communicate your desires respectfully to each other.

IMPORTANT: Every caller must have their own unique NiteFlirt account when calling that they specifically have registered for. Sharing of accounts is NOT permitted and I will not speak with you if you contact me through your partner's account. Please create your own account and we can chat :)

Also... I only engage in 1-1 coaching. I am unable to conduct group coaching sessions.