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need advice on relationship

Started by zombiie_, August 27, 2025, 12:46:33 AM

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zombiie_

my close friend who i really like just told me that she likes me and i told her that i also do but we should talk more in the morning (before dating or anything).  the problem is that she doesn't know i'm trans.  i'm scared to tell her because she might not like me anymore and it might ruin our friendship, but i don't think it would be right to date her without telling her because if/when she finds out she might break up with me and feel like i was lying to her the whole time.  because of our age and just my comfort i don't think things would get physical for a long while.  i really don't know what to do.
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Maid Marion

Relationships, especially for women, are all about trust so it is best not to lie.

Relationships are especially hard for older cross dressers because it wasn't accepted by society and they had to lie about it.

https://en.wikipedia.org/wiki/Lynn_Conway
She did amazing things taking a very difficult path in life.
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Lori Dee

Honesty is always the best policy. Tell her how you feel and that you want the relationship to work, and therefore, you want to be totally honest about something. Then tell her.

Give her time to process it. It might be a shock to her. But then she might say, "So what?" Remember that it is her decision if she stays or goes, not yours. If she chooses to stay, that shows her deep feelings for you. If she decides she cannot be a part of the relationship, you must be understanding and respect her decision.

Do you really want to keep her if she doesn't want to be there? Probably not.
Just be honest and be yourself. Don't rush her. Let her decide.

We are cheering for you. Good luck!  :)



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Pema

Hi, Alex. I'm glad you've come here to present your dilemma.

You've described well the pros and cons of being up-front with her. But I think the most important thing you said was this:

Quote from: zombiie_ on August 27, 2025, 12:46:33 AMi don't think it would be right to date her without telling her

Honestly, I think you've answered your question. No matter what happens with this relationship and no matter what happens in any relationship you have with other people, you will always have to live with yourself. So make your relationship with yourself be one you feel good about.

Another approach is to imagine yourself in her place and her in yours. Would you want her to tell you, or would you prefer that she didn't?

By hiding our truths from other people - especially as a way of trying to keep them from leaving - we are effectively depriving them of the ability to choose for themselves. We're withholding information that might influence their decisions. I don't think we'd want others to do that with us.

And, in the end, don't you want to find people who love you for the whole person that you are, not a person you pretend to be? Those people exist, and the only way to find them is to be your true self.

But, again... Trust that feeling you have inside yourself.
"Though we travel the world over to find the beautiful, we must carry it with us or we find it not." - Ralph Waldo Emerson
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Lori Dee

@Pema

You speak words of wisdom here. Thank you.
My Life is Based on a True Story <-- The Story of Lori
The Story of Lori, Chapter 2
Veteran U.S. Army - SSG (Staff Sergeant) - M60A3 Tank Master Gunner
2017 - GD Diagnosis / 2019- 2nd Diagnosis / 2020 - HRT / 2022 - FFS & Legal Name Change
/ 2024 - Voice Training / 2025 - Passport & IDs complete

HELP US HELP YOU!
Please consider making a Donation or becoming a Subscriber.
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Susan

Looking at this thread, I can see you've received some thoughtful advice about honesty and trust. Here's a perspective that might complement what's already been shared:

Consider focusing on timing and approach rather than just whether to tell her. The existing advice rightly emphasizes honesty, but how and when you share this information can make a significant difference in how it's received.

Since you mentioned you should "talk more in the morning," this actually gives you a natural opportunity. You could frame it as wanting to be completely open because this relationship matters to you. Something like: "Before we move forward, there's something important about me I want you to know, because I care about you and want us to build something real."

The key insight the other responses touch on but don't fully develop is this: authentic relationships require authentic foundations. Every day you wait makes the conversation harder and potentially makes her feel more deceived if she finds out later. But more importantly, you deserve to be with someone who chooses you - all of you.

One practical suggestion: prepare for multiple possible reactions, not just acceptance or rejection. She might need time to process, have questions, or want to research and understand better. Having patience for her journey of understanding, just as you've had your own journey of self-discovery, can help both of you navigate this together.

Your instinct that it "wouldn't be right" to proceed without telling her is spot-on - trust your moral compass.

Hope everything works out well!
— Susan
Susan Larson
Founder
Susan's Place Transgender Resources

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