Feeling Femme Picture Contest Winners
The wait is finally over! After receiving almost 600 incredible entries from across the globe, we are beyond excited to officially announce the winners of the 2025 Feeling Femme Photo Contest, all carefully selected by our panel of judges. Choosing from such a diverse and inspiring pool of submissions was no easy task—especially because femininity is deeply personal, beautifully subjective, and expressed in countless ways. Our winners reflect that diversity, showcasing many different forms of femininity, confidence, and self-expression. Later this month, we’ll also be publishing a special follow-up article spotlighting the girls who pulled in the most public votes, celebrating the love, effort, and support behind their entries. For now, let’s celebrate our judges’ picks and the incredible community that made this year’s contest so unforgettable.
Kitten Category
1st Place- Akashaa
Taking first place in the Kitten category is Akashaa! She turns heads with a flirtatious smirk, striking silhouettes, and glamorous looks that bring irresistible confidence to every picture.
2nd Place- Chloe
Taking second place is Chloe! She captivates with polished elegance, striking style, and a magnetic presence that shines through every look.
3rd Place- Sierra
Taking third place is Sierra! Her white dress entry feels like a classic editorial moment, with elegant posing and thoughtful composition that draw you in and let each detail speak for itself.
Cougar Category
1st Place- Candy
Taking first place in the Cougar Category is Candy! From polished accessories to perfectly chosen poses, her entries show a keen eye for detail—each outfit tells its own story, styled with intention and brought to life through expressive, memorable imagery.
2nd Place- Julie
Taking second place is Julie! From her dazzling silver ensemble catching the city light to the way she commands the sidewalk like it’s her own stage, every image leaves a lasting impression.
3rd Place- Samantha
Taking third place is Samantha! In her striking red dress, she commands the room with a poised silhouette and a knowing smile that turns a quiet moment into something unforgettable.
Super Cougar Category
1st Place- Brandi
Taking first place in the Super Cougar category is Brandi! With her beautiful, captivating smile that tells a story all on its own.
2nd Place- Bethany
Taking second place is Bethany! From her mesmerizing gaze to her bold, elevated styling, each photo feels magnetic and impossible to ignore.
3rd Place- Tawni
Taking third place is Tawni! Her sultry presence and striking poses transform every look into a moment that lingers long after the frame fades.
People’s Choice Award- Jennifer
And let’s not forget our People’s Choice Award winner, Jennifer, whose stunning photo captures her effortless beauty and radiant spirit! She will receive a $50 donation to the NCTE (National Center for Transgender Equality in Washington, D.C.) in her name, supporting a cause close to our hearts!
A heartfelt thank you to all the participants and supporters of this year’s competition! Stay tuned, as next week we’ll be unveiling the Grand Champion. For those eager for another chance to win or who missed the Feeling Femme contest, we’re excited to announce that we’ll be hosting another contest sometime this year. To this year’s winners, we’ll be reaching out to you shortly after the Grand Champion is announced!!!
Did you enjoy the Feeling Femme Contest? Do you want to see a new competition next? If so, what should we do? We’d love to know what you think! Email us at [email protected] or message us on our Facebook page. And be sure to check out more great tips and articles on our blog!
Top 10 Picture Contest Girls
As we approach the exciting finale of this year’s Feeling Femme Photo Contest, the anticipation is higher than ever. Today, we’re thrilled to unveil the Top 10 finalists in each of our three age categories: Kitten, Cougar, and Super Cougar — an exceptional group of contestants who truly embody confidence, authenticity, and femininity. Now, it’s time to celebrate these incredible girls and their journey so far — with the winners in each category and grand champion set to be revealed in the next two weeks!
Top 10 Kittens:
This Kitten lineup is all about confident glamour and camera-ready presence, with each finalist delivering a striking balance of softness and bold femininity!
Top 10 Cougars:
This Cougar lineup is a celebration of dresses in all their glory, with each finalist showcasing a distinct take on colour, cut, and texture. From sleek body-skimming silhouettes to flowing statement pieces, shimmering fabrics to bold, saturated hues, every look proves just how powerful a well-chosen dress can be in expressing personal style!
These girls are united by confident, polished glamour—each entrant owning her space with strong poses, elevated styling, and an unmistakable air of self-assurance.
Top 10 Super Cougars:
This Super Cougar lineup is tied together by timeless polish—sleek black dresses, striking necklines, and bold accessories!
These girls carry a shared sense of drama and intention, where strong styling choices and expressive poses do the storytelling!
Who do you think is going to win? What contest would you like to see next? We received almost 600 entries so thank-you to all who sent us their pictures. The contest is now closed and the results will be announced in the coming weeks. You can sign up to receive updates via our Newsletter on the home page at www.GlamourBoutique.com.

What an unforgettable Feeling Femme season it’s been! This year, nearly 600 stunning entries poured in from across our incredible community, each one capturing a personal expression of femininity, beauty, and confidence. From soft, everyday elegance to bold, glamorous transformations, every photo told a story — reminding us that femininity is wonderfully subjective, and all the more beautiful because it can take so many different forms!
With such an extraordinary collection of entries, our judges had a near-impossible job on their hands. They told us more than once how tough it was to narrow things down, because every image brought something special to the table. The passion, courage, and individuality shown in this contest truly made it one of our most competitive yet.
After careful deliberation, the judges have now selected the Top 20 finalists in each of our three age categories: Kitten, Cougar, and Super Cougar. These contestants stood out not just for their looks, but for how beautifully they embodied the spirit of Feeling Femme
This is just the beginning. Over the coming weeks, we’ll be revealing the Top 10 and the final placings in each category. With the holidays and judge availability, there may be a little delay — but keep your eyes peeled, because the final results will be worth the wait. And now, without further ado, here are our judges’ finalists!
Top 20 Kittens:
Soft glam, confident smiles, and gorgeous hair take centre stage in this Kitten lineup, with each finalist bringing her own fresh take on what Feeling Femme means. From polished selfies to playful angles, this collection radiates youthful elegance, warmth, and undeniable charm!
Full glam takes centre stage in this stunning collection, where bold makeup, statement outfits, and confident poses come together in a celebration of unapologetic femininity.
Playful, flirty, and full of personality, this quartet shines with bold colours, confident poses, and standout style that feels effortlessly fun!
Last but not least in the Kitten category, these absolute beauties bring it home with one unifying statement: a bold, unforgettable lip. From classic glamour to modern edge, their striking looks prove that sometimes all it takes is a perfect pout to seal finalist status.
Top 20 Cougars:
Kicking off the Cougar category in show-stopping fashion, these six girls set the tone with an irresistible lineup of bold, sexy dresses!
Continuing the Cougar category in style, we are reminded that nothing is sexier than a perfectly crossed leg!
Nothing is more feminine than a beautiful, cheeky smile—and these finalists wear theirs with total confidence!
Skirts take center stage in this standout lineup—Jane, Char, and Darlynn flaunt flirty hems with confident flair, while Candy turns heads by showing off a whole lotta leg in her breezy floral dress!
Top 20 Super Cougars:
Starting off the Super Cougar category off strong with blonde bombshell energy!
Bold smiles and carefully crossed legs set the tone as these finalists strike confident, polished poses!
From striking colors to expressive gazes, this group radiates individuality, self-assurance, and standout style!
Last but certainly not least, we close out the Super Cougar category with these lovely ladies, all looking fierce in heels. From sleek silhouettes to bold poses, they finish the lineup with undeniable power, polish, and presence!
Who do you think is going to win? What contest would you like to see next? We received almost 600 entries so thank-you to all who sent us their pictures. The contest is now closed and the results will be announced in the coming weeks. You can sign up to receive updates via our Newsletter on the home page at www.GlamourBoutique.com.

The 2025 Feeling Femme Photo Contest is officially closed for entries! We’re excited to welcome you back for another year of celebrating femininity in all its forms. Results will be posted on this page so keep checking back. For news on future contests simply sign-up to the Newsletter on the Home Page in the ‘Latest Offers’ section as you scroll down. When the next contest is live, simply submit a photo that makes you feel or look feminine—your face does not need to be shown if you prefer to stay anonymous. If you’ve participated in our contests before, the process remains the same: you can submit your photos through the Contest App or by emailing us at [email protected].
We host these contests every year to create a safe, uplifting space where our community can connect, express themselves, and showcase their unique style. As always, we ask that everyone be kind and supportive toward fellow participants. We take the judging process seriously and use third-party judges from the community to ensure fairness and avoid any appearance of favoritism. If your photos shine, they will be judged accordingly!
Just like last year, the contest is divided into three age categories. Please be sure to read the rules to ensure you enter correctly. Our rules and regulations have been updated for 2025, so make sure to look them over carefully before submitting. You can find all the details below!
Remember, you can submit your photos through the Contest App or by emailing us at [email protected].
Whether you’re returning or entering for the very first time—welcome! We’re thrilled to have you here! If you have any questions, feel free to reach out at [email protected].
Looking for inspiration? While this contest celebrates femininity in many beautiful ways, you can browse popular shots from prior contests over on our Blog.
Let the 2025 Feeling Femme celebration begin!

Our official rules and regulations are as follows:
- Max 3 images per contestant
- If a contestant uploads more than three photos (under a different email), we will delete at random images uploaded after the first 3
- MUST CAPTION YOUR PHOTO BASED ON WHAT CATEGORY YOU ARE IN:
- Remember to caption your photo by category: Our contest is divided into three sections based on age! Kitten, under 45 years old. Cougar, 45 years old – 64 years. Super Cougar, 65 Years and up. There will be a first, second, and third place winner for each age category of this contest! If you forget to caption your photo please contact us by email at [email protected]. If you do not caption your photo you will not be eligible to win.
- Must be a crossdresser, transgender woman, or a non-binary individual to enter
- All images submitted must be the work of the individual submitting them
- Heavily filtered and edited images will NOT be considered for 1st, 2nd, and 3rd place prizes
- No pictures of Adult and/or Obscene nature as they will be automatically disqualified

Terms and Conditions to Competition:
- ELIGIBILITY – Competition is open to anyone of 21 years and older – entrants do not need to be an existing customer of GlamourBoutique.com
- SUBMISSION PERIOD – Competition is open for entries from November 22, 2025. Our contest will run just under 4 weeks, ending on December 16, 2025.
- PICTURE FORMAT AND SUBJECT – Please, no pictures of Adult and/or Obscene nature as they will be automatically disqualified
- JUDGING – This is a fun competition. By entering all applicants agree that the Judge’s decision is final. Winners will be notified via email a few weeks after the contest’s conclusion.
- IMAGE COPYRIGHT – We take it that the submission of your image(s) is a guarantee that you are the copyright holder/owner of the photographs in question. If the images were taken by a professional photographer you must gain their permission and inform us who should be credited in the event you are a winner.
- IMAGE USE/RIGHTS – At all times entrants retain ownership to copyright of their images. By entering the contest entrants agree to GB Services/GlamourBoutique.com displaying the image(s) on the www.GlamourBoutique.com website, business Facebook page and other company social media outlets, online Newsletters and online Press Releases without any fee or payment by way of compensation.
- OTHER TERMS AND CONDITIONS – All entrants agree to release GB Services LLC (d.b.a. Glamour Boutique) from any and all losses, claims and damages that may be as a result of your participation in the Contest.

Prizes:
There will be a first, second and third place winner for each category of this contest, carefully chosen by our independent panel of judges! There will also be a Grand Champion (overall winner) as well as a People’s Choice Award (contestant with the most votes on the Contest App). Please note: The People’s Choice Award does not affect the main category winners! The prizes awarded are as follows:
- 1st PLACE PRIZE IN EACH CATEGORY: Shaping Kit to include Breast Forms, Bra and Corset
- 2nd PLACE PRIZE IN EACH CATEGORY: $50 Shopping Coupon to use at www.GlamourBoutique.com
- 3rd PLACE PRIZE IN EACH CATEGORY: $40 Shopping Coupon to use at www.GlamourBoutique.com
- GRAND CHAMPION: Will have the Breast Forms in their first place category prize upgraded to our Custom Crossdresser Breast Forms ($450+ value).
- PEOPLE’S CHOICE AWARD: The People’s Choice winner receives a $50 donation in their name to the NCTE (National Council for Transgender Equality in Washington D.C)

People’s Choice Award
Ladies that upload their photos onto the Contest App are automatically eligible for a chance to win a $50 donation in their name to the NCTE (National Council for Transgender Equality). All you have to do is gain the most votes.This award has no influence on our first, second, and third-place winners. (Please read below for voting rules)
Please note: the People’s Choice prize is only eligible for people that submit their photos on the Contest App. You can also email us your photo/s, and we will post your image/s on the App so you are eligible for this additional prize.
Voting:
Anyone can vote 1 time per day for their favorite Feeling Femme picture! Votes will be looked into by staff. Please do not cheat, this is intended to be a bit of fun for everyone. We reserve the right to disqualify anyone if we feel there is cheating going on.
Remember you have two ways to enter so no excuses – our Contest App or by emailing us directly at [email protected]. Good luck ladies!





























