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Messages - sissy_serena

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1
General Discussion / Re: An explanation
« on: March 20, 2026, 06:58:18 pm »
Oh my goodness, thank you Britany for sharing this part of your life with us and I'm terribly sorry for your loss.  I'm glad that you were able to get away from that situation and move on to make much more happier memories with someone.

btw: No need to feel that you need to provide explanations for what you believe in or how you feel.  We are your new friends here and certainly accept you for the lovely person you are.

2
General Discussion / Re: Feminization with Love
« on: March 18, 2026, 04:13:36 am »
That's absolutely lovely, Britany!  Relationships should be about mutual love and respect.  I fully support and encourage your approach and I'm sure you'll find much success with it in a lovely partner.

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General Discussion / Re: Relationship Contract
« on: March 18, 2026, 04:11:16 am »
Hi Britany, I like your contract / pre-nupt quite a bit and it covers many exciting areas.  I think that if give you the control that you seek over your potential sissy's feminization and still allows flexibility situations in real life that may warrant it.

My only thought is about the public parts and when the sissy needs to present as a male.  You certainly show flexibility and empathy here, but I wonder if there is additional room for compromise when needing to present as a male in public.  At least for me, I work sometimes in an office full people and other times outside with clients.  And a mix of adults and children.  So, it wouldn't be appropriate and I'd risk losing a lot of business of all of a sudden they started seeing me with shoulder length hair, foundation, lipgloss, and sporting b-cup breasts clearly outlined in a bra when wearing a golf shirt or t-shirt in the middle of summer.

So, in those situations, would you allow more full presentation as a male when working or in public with the trade-off being that the instant the sissy returns home, she must more than make up for it in dressing fully and extra girly for you the rest of the evening?

Thanks,
serena

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New & Existing Member Introductions / Re: Location
« on: November 01, 2023, 03:11:22 am »
Near Seattle area.

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New & Existing Member Introductions / Re: Hi everyone from Sissy Serena
« on: November 01, 2023, 03:10:07 am »
It's hard to believe that it's been more than a year since the original post, but it's still great to come on here and read about all of the fun experiences and lifestyles that people are in.  Still hoping that things happen for me someday.  Maybe 2024 will be a magic year.

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New & Existing Member Introductions / Re: Hi everyone from Sissy Serena
« on: December 18, 2022, 01:20:06 pm »
serena
Quote from: Jaqi on December 16, 2022, 05:19:46 pm
Hello and welcome!

Thank you for sharing your story.  Look forward to reading more.

Good luck on your search for an accepting and encouraging female. 
You and I are reasonably close in age.  My first wife left me because of my clothing choices.  A year searching for another partner.  Two years later we had two wedding ceremonies.  One with me in the dress and her in pants for friend.  The second with her in the dress and me in pants for family.  She was accepting, but not encouraging.

Now a decade+ later she is asking me if I can tone down the feminine side.  She misses her man.

It is a challenge.  Hopefully the future generation of females will be more accepting of feminine men.

Hugs,
Jaqi




Hi Jaqi, Thanks for sharing your wedding ceremonies.  The two weddings sound like so much fun!   If I ever were to get married, the two wedding idea is exactly how I'd would love to proceed.  I'd never want to take away the special day for a Lady, so a traditional one would allow her to enjoy that.   The second wedding would be more about cementing my role as a sissy wife to Her.   What a delightful experience you had and if you'd like to share more about your special days, I'd love to hear.

Thanks,
serena

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New & Existing Member Introductions / Re: Hi everyone from Sissy Serena
« on: December 11, 2022, 01:27:24 pm »
Quote from: LacySlip on December 09, 2022, 02:50:50 pm
Such a Lovely dress, you look so wonderfully Girly and FEMININE

Thanks very much for the compliment.  That blue dress is probably my favorite to wear.  Soft, form-fitting, and fun!  I wish I could find more like that style.

serena

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General Discussion / Re: Sissy Maid Necklace - Ok for public?
« on: October 20, 2022, 02:30:10 am »
Well, the munch I went to last night was super-fun and it was great to meet some new people.  Since this was my first munch, I was a bit timid and reserved at first, so when I attend the next one, I'm going to make it a goal to mingle around much more.  But still, had some nice conversations.

The sissy maid necklace was a pretty good hit too.   Had several compliments and some wanted to know where I got it from.  Thanks for all the feedback above as to whether or not I should wear it in male mode.   I can certainly see how it could be interpreted differently.   So, I'm on the fence still on whether or not I'll wear it outside of the munch events.   I'm tempted to try it once during shopping and see if there are any reactions.  But, I'll give it some more thought.

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Celebrating Sissies!! / Re: Tell me sissies how you became one
« on: October 17, 2022, 02:20:53 pm »
Awww, what a wonderful way to start out your dating/relationship, SissysWife!  I'm glad that you followed your instincts and look what it has blossomed into.   You're both a model for all of us to follow and it's wonderful that you have each other.

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General Discussion / Sissy Maid Necklace - Ok for public?
« on: October 10, 2022, 10:42:17 pm »
Hi all, I could use some feedback.  I just purchased a sissy maid necklace from Etsy that I'm very excited to wear.  I have a bdsm munch coming up in about a week and it seems very appropriate for me to wear it there.  Then, I got to wondering if wearing it out in vanilla public (with me dressed as male) in certain circumstances could be interesting as well.  Not to anywhere where I'm likely to be recognized (and have to try to explain), but perhaps to retail or thrift store shopping in areas a bit away from my home area.   Would love your honest feedback on:

1) Could wearing this out shopping hint to someone about my sissy interests?
2) What might a vanilla Woman think if she saw a male wear this?   Would it be confusing?  Invoke curiosity?  Or just seem odd?
3) Is it too obvious and maybe something I should avoid doing?

Thanks in advance for your thoughts.  And if you are interested in getting one, here is the link: https://tinyurl.com/2f42z86r

Sincerely,
Serena

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New & Existing Member Introductions / Re: New to the Site
« on: September 28, 2022, 08:07:50 pm »
Welcome Mark, and I really like Gina's suggestion as to not get too hung up on all the terms.  Just follow the direction of your Lady and do what feels best for Her and you.   Enjoy the ride and don't be afraid to share your experiences and ask questions.

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Links to Sites of Interest / Re: Sissy Play with a Femdom Partner
« on: September 22, 2022, 02:37:29 pm »
This video has fast become one of my favorites to describe and reframe a sissy lifestyle, especially helpful to those that have little-to-no experience with it but are open to understanding more.  Ms. Elle X here does a masterful job of describing the lifestyle not only focused on Women, but as something a sissy should treasure as She opens up a window to Her world.  If you don't have time to watch the entire video, I invite everyone to skip to around the 14:32 mark to catch her wonderful summary.  My favorite parts:
- Sissy is separate gender category outside of male and female and is to be considered a parody of traditional gender roles.
- A sissy's goal is to understand Women better.
- Being feminized, sissified, or learning to experience/do things as a Female should *never* be viewed as demeaning or humiliating, but more as a privilege and honor.
- For this to work, the Lady must find the fun in this play.  We sissies are not to be selfish.

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Male Feminization Discussions / Re: Sissy Lovers
« on: September 20, 2022, 03:33:11 am »
Thinking about this, although it would be quite embarrassing for a while, having a sissy sister might be a really good idea for me.  I see it as both sissies striving to better themselves - pushing boundaries and nudging each other to be as best presentable and helpful to the Lady as possible.  For example, when not in service, the sissies could work together watching youtube videos on makeup techniques, fashion, feminine hobbies, etc.  Each giving constructive feedback to each other and helping the other to be more and more sissified.   Giving helpful and supportive pointers like, "your lips should be shaped in more of a bow - here, let me help...", or "when you sit, you should be more graceful and cross your legs - let's practice together".   Could lead to sharing clothing, makeup, etc.  All activities which are huge barriers as men, but as sissies, it becomes more the norm.   Over time, it's just what sissies do together.

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General Discussion / Re: Would you rather #2
« on: September 20, 2022, 03:17:23 am »
Hmm, Sissyswife, that's certainly an interesting one.   I think that I would be incredibly embarrassed in front of all three or anyone else that you chose to expose me to.   But, if I had to select, I would pick either your gf's or your mother.   Exposing to my mom would just disgust her as she is quite closed minded.   At least with your contacts, because they have already seen your sissy, there may be a hint acceptance after the humiliation.

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General Discussion / Re: Gags as Conditioning Tool?
« on: September 17, 2022, 01:16:50 pm »
I've always been fascinated with gags and among my "toyboxes" that I have at home, I have one with a number of gags of various styles and functions.  Certainly, they can be effective as a conditioning tool or for discipline, but I also envisioned them as appropriate when a Lady would just like to focus on something (like watching her favorite TV show) without interruption from her sissy.  The drawing below (not mine, so full credit to the artist), is my vision of a perfect "Netflix 'n Chill".

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