Exploring DRESSing UP!

When I first started getting close with and learning about my SO, he was very upfront with me about liking lingerie. When we began dating, I made a purchase for him from XD and was pleasantly surprised at seeing him in it. The blue satin panties had enough room to fit everything perfectly and as a woman, I found they had a naughty sex appeal and his confidence and comfort in them, soared.

As a fan of RuPaul, men wearing women’s clothing was not a stretch for me and I actually found many of the gurls to be incredibly sexy, confident and beautiful.  I asked my SO if he would ever consider dressing up for me, either at home or for out on the town.  At first, he thought it might be fun to try once, so we went shopping and found a pretty, thigh length shift dress with a tiny black and white circle design on it.  That evening he allowed me to put makeup on him, he chose bold red under garments and put on his new dress.  His salt and pepper hair matched the color of the dress he wore, which added to the sex appeal.  Being the amazing chef he is, he spent the evening prepping the most delicious lamb chop meal paired with the perfect wine.  The rest of the evening was spent with wine, music and wonderful conversation followed by the admiration of a beautiful pink satin nighty he wore.

To my chagrin, that dress was returned the following week, and though my enjoyment of the evening was brought up on occasion, my SO pulled back from the idea of dressing up like this for me again.  I would bring it up on a bimonthly basis and was always met with a little bit of pushback.  I eventually took this to mean he was not interested in trying this again.  Months passed and I put the idea out of my mind, respecting his choice and enjoying the satin and lace undies he wore daily.

As October rolled around, we started discussing Halloween and possible costumes or outfits we could wear as a couple.  The idea of going out to supper dressed as ‘girlfriends’ came up.  This was the first time in a long while the subject had resurfaced, and I was interested to know if he was entertaining the idea for me or for himself.   Through discussion, I discovered it was for me and I truly did not want that – I wanted it to be for both of us if it were to happen.  Halloween came and went, and we decided to just enjoy an evening of conversation and connection.

The following week, we began texting (we live a couple of hours apart) and he asked me what I thought of the lavender French Maids outfit on the XD site.  Knowing he has a black and white one, I suggested he wear it for his house cleaning that morning.  He put on his hot pink cheeky satin and lace bra and panties from XD and his black and white French Maids outfit, along with some lipstick.  As I received some photos of how pretty he looked, I asked him what I would call him if he were female.  His response was not immediate, though it didn’t take long for him to tell me what it would be.  After our discussion, he spent the morning having coffee and cleaning the house with this pretty look.  He told me he has never felt so free!  

We had a long discussion about how difficult it has been for him to share these two special pieces of himself – wanting to wear women’s overwear and coming up with a female name.  I feel privileged and blessed to be the one he shared this with.  Though it has only been a few weeks since this occurred, it has definitely helped our relationship to grow stronger.  I’m looking forward to enjoying this together!

Is there something more you could be sharing with your significant other?  Feeling free is an amazing blessing you should afford for yourself!

Lots of Satiny Hugs!

TA

17 comments

I love the French maid outfit very sexy! My wife knows that I wear panties and is very happy for me to do so – my collection is much larger than her’s plus it is much sexier too. As for a bra I try to be discrete but she probably can tell when I am wearing because of the slight projection of the cups which must be visible to her. I certainly find it very arousing to be dressed in my lingerie. With outer clothes I do have some (blouse, trousers, ballerina shoes), but I do not wear in front of her because that might be going too far. Sadly, because of lockdown I am unable to find the time to be alone and so dress fully.

Robert January 07, 2021

Very well said Ally. I think you should do what you feel comfortable with. There is no right or wrong answer to this. If you want to keep it a secret, great. If you want to open it up to your SO, great. If you want to open it up the the world, great! No wrong answers. Do what makes you comfortable. We are here for support in any way you need. Satin hugs!

Scott December 12, 2020

I think it’s wonderful that people can share their thoughts and ideas on this forum. People are so supportive and non-judgemental.

I’ve been dressing since I was a small child but it is something I have kept secret from those close to me. In truth, if they knew, they probably wouldn’t think any less of me. Or they might do secretly.

I’ve sometimes wondered that if in revealing my secret to others – particularly my SO – I am putting them in the position of having to keep a secret too. Should I impose that on them? And actually, is it more exciting to have some things that are our secrets; to be the holder and in control of those and not have others influence our enactment of them? There’s a control paradox in there somewhere.

I find dressing exciting and sexy. I love what Xdress offers and the support the community in this forum gives. I love presenting as feminine to a world that is strange to me as opposed to one that is close and familiar. That’s my little bit of excitement in the world.

That’s me.

It’s up to anybody else to do as they want.

Stay lovely.

Ally x

Ally December 12, 2020

WB Thanks I ll keep u posted

Stevie December 11, 2020

Stevie, Nice to see you muster up the courage to have that open and honest conversation. All progress begins with the truth. Maybe there could possibly be a compromise, weekends are yours as you wish, weekdays are more for what she wants. Who knows? I think the open conversation starts to open doors of possibility, trust, understanding, and love. Love to hear how it works out.

WB December 10, 2020

WB Thank so much for the support! Asking her what she would like will not yield a response of “I d like to see u in a bra” so i m working on talking to her in a fully open honest discussion that says hey I m a crossdresser as u know, are u ok with this ? And if not, are u ok with me dressing at all ? Wear something pretty today I am Stevie

Stevie December 08, 2020

Stevie, Just in response. Instead of asking her what she can handle, maybe ask what she would like, and see if it raises her curiosity. Asking what she can handle is like what limits she is willing to provide you, asking what she would or might like is giving you permission to be yourself. My 2 cents.

WB December 07, 2020

Scott – the polka dot outfit is on my list of items to purchase for him but it is currently out of stock in his size – it’s a great idea 😀! Watch for my next blog – I may reveal a name in there😉! When the time is right I’m sure we will go out with him/her fully dressed … it’s in the works 👗👙! I have to say that his previous experiences have not all been overly accepting. I love this community – it’s amazing to have a group of people who understand and are without judgement. Thank you all for this! Lots of Satiny Hugs! TA

TA December 05, 2020

Great topic and excellent comments appropriate for our community. I love dressing up when on the weekends and on days off when I am lounging around the house. I am slowly working up the nerve to go out. I tend to wear a lot of black and white along with some pink and lavender. My boyfriend is very accepting and has started dressing also. When we get married—in about 18 months—we are planning two ceremonies. One in male attire and a second private one in wedding dresses. By the way, I Joanne is my femme name. Would love to hear more comments!

Randy December 05, 2020

well wb thanks for asking. not ready to surprise her. i feel that would not be fair . as for discussing i’m working on it. i have asked her what can u handle but got no response. thank u for engaging stevie

Stevie December 05, 2020

I love this site, such beautiful dainties. I’m a closet fairie sissie, and I love dressing. But I could never pass. I just love the feeling of being a sissie. My biggest disappointment as I look at all of this beautiful lingerie is that there is nothing here in my size! Alas! I would have to have an XXXL. I’m not beautiful on the outside, but I love feeling beautiful on the inside when I get an opportunity to wear some lovely, satiny, girlie-girl attire. Aaaaahhhhh me!

Sweetsissielips December 05, 2020

I have a very accepting SO who is aware that I dress. However he has never seen me dressed when we are together and we are not meeting atm due to Tier Restrictions. I would love to totally dress for him one day but not sure of his reaction although he does not judge me for dressing. I have dropped hints about dressing whilst with him and he hasn’t said no but he hasn’t said yes either

Stephen December 05, 2020

Stevie, What would happen if you either dressed up in a dress, heels, and make-up snd surprised her, or just gently opened up the conversation, you may be surprised at her response. Does it feel better to keep it a secret, or open up and have the freedom to be yourself?

WB December 04, 2020

This new exploration and opening up has been such a blessing for his freedom of self and for our relationship. We’re loving every moment while ensuring each other is ok each step of the way ❤️!

TA December 03, 2020

Yes there is! I love dressing up! I do it to relax to feel sexy and for arousal! While she knows i wear panties and have bras she doesn’t know i d love to wear a dress and heels and some light make up! She knows i do my toes! We’ve even had pedis together But its still an uphill climb Glad TA your re progressing. It brings u closer Wear something pretty today i am Stevie

Stevie December 03, 2020

I LOVE that color of lavender!! It is so sexy. Hope to see some panties from X-dress in that color. Sheer & nylon.

Ron December 03, 2020

TA- Very good blog but you left us hanging! What femme name did he choose? You are spot on with sharing these desires with your SO sooner than later. You are a welcoming and open minded person and your SO is lucky to have you. I am sure previous relationships and vulnerable conversations like this did not end as positively as yours did. I, too, enjoy the cleaning routine in the French Maid outfit from XDress and pair it with several panty versions week to week! Glad that someone else enjoys the same desire. Keep supporting, I bet he comes around to a full dress in public some day and I recommend the pink polka dot skirt with matching panties from XDress paired with a nice satiny blouse. Trust me, heads will turn! (They did for me!) Stay safe and sexy!

Scott December 03, 2020

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