My week as a woman

[Jillian-TG]

I thought I would share a few pictures from my recent trip with my wife where I got to experience living fulltime as a woman for a week.

For the pictures with my wife I've covered her face since I don't have her permission to post her image.

Most of the pictures here is when I was wearing a wig and the first picture is when I stopped wearing it. Pictures are not altered except one where I adjusted the colour to make it brighter.

[Lori Dee ✅]

I see why you enjoy cruising. It looks like you have a lot of fun!

[Jillian-TG]

I see why you enjoy cruising. It looks like you have a lot of fun!

It is. All within a 5-minute stroll from your cabin you have
- endless food and dinning options (many are complementary)
- multiple bars and pubs (many with well trained mixologists)
- multiple entertainment facilities like piano bars, karaoke, comedy club, dancing, etc
- large theatre for broadway stage shows, concerts and movies
- smaller theatres
- pools and hot tubs
- water park
- spas, salons, gym
- retailers
- casinos

The list goes on and on. There's something for everyone. And if you hate the crowds (like me) there's many quiet places to sit back and relax.

Then almost everyday you pull into a port in another city or country.

[KristaFairchild]

I thought I would share a few pictures from my recent trip with my wife where I got to experience living fulltime as a woman for a week.

For the pictures with my wife I've covered her face since I don't have her permission to post her image.

Most of the pictures here is when I was wearing a wig and the first picture is when I stopped wearing it. Pictures are not altered except one where I adjusted the colour to make it brighter.

OMG, you look AMAZING! I'm glad you were able to experience this! 

[Christina152]

I thought I would share a few pictures from my recent trip with my wife where I got to experience living fulltime as a woman for a week.

Great pictures!

I'm very envious. I'm going on a cruise with my wife shortly but I don't have your courage.

[Finally Anna]

Most of the pictures here is when I was wearing a wig and the first picture is when I stopped wearing it

I think you could pass also without the wig. Definitely very feminine in all the pictures.
...and I get a bit envious of your looks, and how you seem to be so comfy in your femininity.
💕

[Jillian-TG]

OMG, you look AMAZING! I'm glad you were able to experience this!

You are too kind but thank you.
I did feel nice to get some compliments from some ladies on the ship. I really love the woman to woman positivity that exists out there.

[Jillian-TG]

Great pictures!

I'm very envious. I'm going on a cruise with my wife shortly but I don't have your courage.

Christina have you considered just trying something small like maybe dressing more androgynous instead of drab male?

You could wear all ladies clothing but nothing noticeable such as ladies sneakers, shorts and t-shirt or plain blouse. From there you can expand with some jewelry (ankle chain, brackets, rings etc.). Then add some light makeup like bb cream, lip gloss and mascara.

Add some subtle colour to your nails. Paint your toes and wear flip flops. Change to girly flip flops.

Graduate to shorter shorts. Then wear a padded bra under your t-shirts for a more feminine frame.
Advance your blouses from plain to more feminine colours and style.

The point I'm making is that you don't have to jump into the deep end on day 1. That's what I started doing a couple years ago when we first started cruising. Many times I was dressed fully in women's clothing but I didn't attract too much attention. That helped build some of my confidence (which remains a work in progress).

[Jillian-TG]

I think you could pass also without the wig. Definitely very feminine in all the pictures.
...and I get a bit envious of your looks, and how you seem to be so comfy in your femininity.
💕

Thanks. Ironically I got my biggest compliment the evening I wasn't wearing my wig. I mentioned it in the other thread where a lady at the next table was staring constantly for over an hour to a point where my wife and I assumed the lady was being hostile and judgmental. The following day we bumped into her and she apologized for staring at me so much and proceeded to gush with compliments explaining why she was staring so much.

The problem with wearing a wig (even a decent quality human hair one like mine) is that it still generates a bit of a fake look that just doesn't feel authentic. I actually felt more comfortable and then suddenly more confident after I stopped wearing the wig. I'm going to grow my hair now and see how that turns out. I haven't cut it for 3 months and I don't intend to cut it for the next 3-4 years other than a minor styling. I'm on medication (finesteride) to prevent hair loss and using minoxidil topical cream plus special shampoo. I'm hoping to keep my hair.

[Finally Anna]

You look great in the picture without the wig. Immediate "woman" in my own auto-Gender, when looking at all those pictures.

[Jillian-TG]

You look great in the picture without the wig. Immediate "woman" in my own auto-Gender, when looking at all those pictures.

I love your hair in your profile picture. 5 stars.

[Finally Anna]

Wish it was real. Is an AI render based on a photo of me.
But apart from a bit receding hairline it could well look like that if I let it grow two years. It is naturally a bit wavy like that.
(I'm using topical Minox and Ketokonazol shampoo available without prescription. Fina/Duta requires presciption. I have a lot of hair, except for that receding line).

And I have to admit (absolutely true) that I wondered why you had blurred your own face, in that picture. It was the first one I looked at and it took me a few seconds to realize that it was your wife that was blurred.

💕

[KristaFairchild]

Christina have you considered just trying something small like maybe dressing more androgynous instead of drab male?

This was my approach. Stealth female closes at first. It took a while, but I moved forward and found at each step I wanted more and cared less about what others thought. 

[Christina152]

Christina have you considered just trying something small like maybe dressing more androgynous instead of drab male?

Thank you for some good advice Jillian.

I do try but the big difference is that I'm not out to my wife. It's a big step I just can't bring myself to take. Everything I do is covert, although I do push the boundary to the limits a lot of the time.

I have a subtle makeup routine, I wear a lot of androgynous/female clothing, I've got pink toenails and nice pink nails (finished with a matt topcoat), a necklace and a silver bracelet (that my wife gave me). I've been blessed with rather androgynous facial features and I do sometimes get gendered female when I'm out and about.

It's that final step I can't manage to take, crossing that boundary into an overt female presentation with my wife: skirts, dresses, lipstick, earrings, etc, etc.

I suppose I should be grateful for what I've got but I'm greedy!