Every day we’ll feature 5 photos from members. These photos will be chosen by our Ambassadors to represent the diverse beauty of the ladies of Crossdresser Heaven. It may be your smile, the perfect setting, expertly applied makeup, overall look or even true expression of courage in being yourself.
Check back every day to see the new featured photos, or upload your photo for a chance to be featured!
Last Month’s Featured Photos
| | 17 by kendrawhite April 22, 2024 in Casual I went to see a late movie. When I returned home, I was greeted, as always, by my beautiful roommate:)Previous | NextMore by the same author
| | 6 by stephaniegold April 22, 2024 in Previous | NextMore by the same author
| | 17 by sandynelson April 22, 2024 in Finally had the chance to post a current picture. I've been busy with events in my life getting in the way of me time.Previous | NextMore by the same author
| | 17 by morganls April 22, 2024 in again already? Can’t imagine what the boys at the office would think if I strolled in as Morgan.Previous | NextMore by the same author
| | 8 by bunny101 April 22, 2024 in Outfit Previous | NextMore by the same author
| | 46 by theunrealangelawagner April 21, 2024 in Wedding Dress As the Wedding March begins, all the guests stand and turn to look at Angela. They’re all thinking the same thing. What an absolutely beautiful bride she is. And as she slowly walks down the aisle, she’s never fe...
| | 14 by toothpick April 21, 2024 in First public photo on CDH. Have lots of photos over the years, but THIS ONE was the IT photo! Even got a few compliments at church.Previous | NextMore by the same author
| | 5 by tonya April 21, 2024 in Outfit Last night I was all dressed up but had nowhere to go. 😩Previous | NextMore by the same author
| | 55 by melodeescarlet April 21, 2024 in Outfit Yes, I'm *that* girl. One of my local groups has outfit themed events, and having nothing fringed I went out and bought a fringe dress just for the event. OK! OK! I bought TWO, fine! (and yes I'm keeping both) I went with the brig...
| | 26 by shadowqueen April 21, 2024 in It was nice to get some sunshine!Previous | NextMore by the same author
| | 26 by catgurl April 20, 2024 in Went to the Big Shanty Fest in Kennesaw, Georgia today. It was huge this year, with attendance records close to 100,000. Had to ride a shuttle in from one of the distant parking lots. I caught a golf cart vs a bus, which made it awkward riding ...
| | 29 by jennconn April 20, 2024 in Outfit So, I had absolutely nothing on my schedule today, and I just did whatever I felt like doing. One thing that was perpetually on my mind was getting dressed. So, surprise, surprise, I decided to get dressed tonight. It seems that this is...
| | 6 by barbra April 20, 2024 in Casual I relish housework I get much-satisfaction in a job well done. BarbraPrevious | NextMore by the same author
| | 10 by likingjess April 19, 2024 in Modeling/Posing love my Country Girl look, it's my happy placePrevious | NextMore by the same author
| | 3 by courtney142 April 19, 2024 in Modeling/Posing One of my modeling pics.Previous | NextMore by the same author
| | 13 by lisanicole April 19, 2024 in Oh...I'm just showing off. I love spending the day in a swimsuit.Previous | NextMore by the same author
| | 11 by morganls April 19, 2024 in for work (don’t I wish!) Just a splash of pink for this beautiful spring day!Previous | NextMore by the same author
| | 9 by catanne April 18, 2024 in Costumes/Fancy Dress Just me in a new relationship with the love of my life- Romy Sargon!!Previous | NextMore by the same author
| | 12 by paulahollywood April 18, 2024 in After a six week break I finally found the time to slip into this new outfit I have been saving for my return. My previous explorations of red have not been as successful as hoped but this wine coloured little dress paired with that gold...
| | 21 by stardust April 18, 2024 in …, I believe, is my favorite. It’s soft, feminine, and has a certain innocence, making feel like a young girl waiting for my summer date to show up and take me on a picnic in a hillside sunlit meadow, and oh, with a babbling brook flowing ...
| | 9 by athelas April 18, 2024 in Previous | NextMore by the same author
| | 13 by vannesasd April 17, 2024 in Out and About I spent the whole day out as Vannesa and bought a couple of dresses, this was one of them. Not so much a going out in the day dress but definitely an evening dress😊Previous | NextMore by the same author
| | 6 by darbygirl April 17, 2024 in Casual A usual day, about to have a lunch break and to say hello!Previous | NextMore by the same author
| | 5 by jessica2145 April 16, 2024 in This dress I got from SHEIN i decided to wear it is the first time I wore it in public what do you thinkPrevious | NextMore by the same author
| | 20 by saramarshall April 16, 2024 in Modeling/Posing Cute dress from Ross, some louboutins and a makeover, I’m ready to do it again lolPrevious | NextMore by the same author
| | 8 by emilysouthern April 16, 2024 in All ready to go, just need to switch to heels..Previous | NextMore by the same author
| | 26 by annaredhead April 16, 2024 in Modeling/Posing Something life has taught me is to be kind to yourself. this photo represents just that. When I saw them, I just had to have the dress and petticoat in the photo and felt absolutely wonderful wearing them and posing for phot...
| | 26 by michellemybell April 16, 2024 in Party Time I only had a couple of hours but I couldn't pass up even a quick opportunity to try on this party dress I rescued from the thrift store. Michelle is ready to dance the night away and I could do it in these heels. They are very...
| | 14 by maeveaj April 15, 2024 in Modeling/Posing It may be spring, but I'm dressed for Fall! Just having fun tonight, so I thought I'd share! Happy Monday, Ladies!Previous | NextMore by the same author
| | 30 by saleena79 April 15, 2024 in Glamming Up Another of my favorite looks. I love to play with my hairstyles. I really prefer super long hair. This one is human hair wig that I tried to curl. Need to get better at it!Previous | NextMore by the same author
| | 13 by stardust April 15, 2024 in Casual …is that this Monday starts a week full of happiness and joy! Hugs JulesPrevious | NextMore by the same author
| | 27 by kendrawhite April 14, 2024 in Casual I went out again! This time, I made a quick shopping trip to Walmart. It was wonderful 😊 I'll post more in the forums. And I swear, I'm going to buy another shirt soon.Previous | NextMore by the same author
| | 16 by xerri April 14, 2024 in Modeling/Posing This came from a photo session with one of my former co-workers.Previous | NextMore by the same author
| | 11 by briannabay April 14, 2024 in Enjoying the sunshine after a tough week Xx BriannaPrevious | NextMore by the same author
| | 72 by theunrealangelawagner April 13, 2024 in Modeling/Posing Crossdressing brings me joy. Making myself look beautiful. Wearing a pretty dress. Getting in touch with my feminine side. Honestly, there’s no better feeling in the world.Previous | NextMore by the same author
| | 45 by jennconn April 13, 2024 in I felt like dressing tonight so I did my makeup first. That gave me an opportunity to wear anything I wanted. So, I thought this week, I was in the pink fog almost all week, and all I could think of doing was being as feminine as possible. So,...
| | 19 by tonya April 13, 2024 in Outfit Previous | NextMore by the same author
| | 25 by scarlett398 April 13, 2024 in Modeling/Posing So time to get your shorts out and pair them with a sexy top and maybe some heels! I hope everyone here at Crossdresser Heaven is happy and healthy and wearing your sunscreen. XOXOXO ScarlettPrevious | NextMore by the same a...
| | 31 by caroline2k April 13, 2024 in Wearing a lovely outfit (gifts from my lovely SO) and feeling fabulous. I like this picture as I think I look OK, and not very like my 'male' alter-ego 🙂Previous | NextMore by the same author
| | 19 by finallyfiona April 11, 2024 in This little ledge I'm perched on isn't really meant for doing that! But I wanted to get the light properly on my wig, to make up my mind about it. Still blond and wavy of course - that rather seems to be me - but it's slightly longer and d...
| | 14 by jrm3702 April 11, 2024 in Apparently this idea is having something like a moment—enough so that thinky articles about stay at home lifestyle influencers and others who pursue SAH relationships as a life strategy are showing up in my news feeds. Show of hands among CD�...
| | 38 by jennconn April 11, 2024 in Out and About I had the chance to spend yesterday with my CDH friend Elaine. We had such a fun time and took this photo at the end of the day to capture the moment.Previous | NextMore by the same author
| | 42 by amydoll April 11, 2024 in Outfit I've always admired women in pencil skirts, accentuating their natural feminine curves and looking both elegant and sophisticated. However despite this, I'd never bought one as I was worried that I'd be so disappointed when it didn't loo...
| | 15 by melissapenning April 10, 2024 in I have been on a long trip with my SO visiting my birth place and her family. We have been gone since January and don't get home till mid May. I can't wait to be home. 😏 The trip has been wonderful, but it has been so long, and I have...
| | 12 by stardust April 10, 2024 in Casual …all of you had a fabulous weekend! And congratulations to the South Carolina women’s Gamecocks and Dawn Staley for bringing home the “goods”! And Caitlin…? What can we say, except YOU were magnificent and inspiring for so man...
| | 26 by franziskafrankfurt April 10, 2024 in Out and About Last Saturday, Franzi was out and about again. The day started out at the bus stop right in our street at around noon. And the day ended taking the subway to a station half a mile from home around 11 p.m., after having ...
| | 14 by erikabell April 9, 2024 in Previous | NextMore by the same author
| | 28 by gemmalovegood April 9, 2024 in Outfit Celebrating National Library Workers Day, with a look I’ve named after the librarian at Hogwarts, Irma Pince. I love a good fantasy book. Today is a great day to curl up and read something fun, while honoring the bookish babes who...
| | 36 by michellemybell April 9, 2024 in This dress reminds me of the Rorschach ink blot test. What do you see in it?Previous | NextMore by the same author
| | 13 by conni April 8, 2024 in Back from Leipzig and an exciting flight on which there were colleagues I hadn't expected, but they didn't read me :-)))Previous | NextMore by the same author
| | 14 by bbwmeganlynn April 8, 2024 in Went out for a makeover at Misty’s.Shes the best! Very kind and a really sweet lady.Previous | NextMore by the same author
| | 6 by joycehudson April 8, 2024 in Previous | NextMore by the same author
| | 20 by morganls April 8, 2024 in Just a cute outfit for a few errands around town!Previous | NextMore by the same author
| | 8 by laurieann April 7, 2024 in Glamming Up Love the feel of a designer leather or Harris tweed jackets I had my male suits or jackets tailored in England. I liked Harris Tweeds as the material had more body and camouflaged my slim boy figure. But here in west, I rarely wear ...
| | 11 by vanessafriends April 7, 2024 in Hi everyone. Vanessa Friends here. I just got ready to head out clubbing. It's freeing being out . I wish you all the freedom you need to have your heart happyPrevious | NextMore by the same author
| | 27 by catgurl April 7, 2024 in Went to an outdoor art show Saturday and had a great time speaking with many people. I am encouraging Atlanta area girls to get out in public this summer and enjoy all the festivals and shows.Previous | NextMore by the same author
| | 20 by ellie52 April 7, 2024 in Casual Last night we had a dinner party at our house with friends and I had decided to wear a raunchy tulip dress with a very short skirt at the front and a long skirt at the back. Very figure hugging. Then my wife and I went to the shops for so...
| | 47 by jennconn April 6, 2024 in I guess it’s official, I’m definitely into prints. But this one is different, it’s monochromatic and it’s only one flower. I decided to buy it though, just because I liked the way it looked. I’m in love with the sheer sleeves, it’s ...
| | 23 by lindsaybee April 6, 2024 in Modeling/Posing I've been wanting to put something together with this Chinese styled dress that I've had for a while now, AND I was quite pleased with the outcome late Friday evening.Previous | NextMore by the same author
| | 27 by jessie351c April 6, 2024 in Glamming Up Another in the long line of table sitting photos. I simply adore these Grace Karen dresses. They can be simply and sophisticated or sexy when dressed up. Paired with some of my favorite lipstick red stilettos, they are for a beaut...
| | 4 by alanmann April 5, 2024 in Modeling/Posing Me trying to be cute. Sorry I don't smile in photos.Previous | NextMore by the same author
| | 29 by nickicd April 5, 2024 in A kind of local group is having a prom night and I'm thinking about wearing this dress if I go to it.Previous | NextMore by the same author
| | 21 by annaredhead April 5, 2024 in This was the first (ok only) time Anna has been outside in public. I had a make-up lesson and after the lesson and photos, the make-up artist dared me to walk back to my car and drive home in full Anna mode. So there I was, bright red hair, ...
| | 11 by d44 April 4, 2024 in Party Time With some sisters from the CrossDressers International (CDI) group before the Saturday Gala. The lady in front seated second from the left in the silver skirt is my good friend Allison Davis, CDI's president.Previous | NextMore by the sam...
| | 15 by stardust April 4, 2024 in Casual XOXO Jules 🥰Previous | NextMore by the same author
| | 26 by morganls April 4, 2024 in Trying to be as passable as possible!Previous | NextMore by the same author
| | 13 by erikabell April 4, 2024 in Without these two, I'm not sured I would've made my first Keystone. But now I will be at many of them.Previous | NextMore by the same author
| | 23 by finallyfiona April 4, 2024 in Casual This blue & black dress is one of my more recent eBay purchases. It's by Monsoon, in a size XL which, as a UK 16-18 girl, I was surprised to find is slightly too large across the shoulders and under the arms. So to take up that s...
| | 15 by valcd April 3, 2024 in Events Very happy with this dress for the formal night at keystone. Had a great time overall, and many thanks to Jill for taking the picture!!!Previous | NextMore by the same author
| | 30 by beachingirl April 3, 2024 in Accessories Went long and lighter with my new Raquel Welch wig. I have always been a Bob style mostly well it's cool out today and raining see how it does on the way to workPrevious | NextMore by the same author
| | 28 by alexkokokline April 3, 2024 in Here we have two absolutely fantastic ladies. The always lovely kris, she is so caring, so intelligent, and someone I'm proud to call a friend. We can't forget about my bftr, the vivacious melodee! She is witty, wise, and an all around gre...
| | 26 by jesscd April 2, 2024 in Previous | NextMore by the same author
| | 29 by nickicd April 2, 2024 in I felt so girly in my comfy spring dress.Previous | NextMore by the same author
| | 11 by jdj April 2, 2024 in So it was a day out running errands including a stop at Ultra where a nice lady gave me some pointers on the eyes. I only got one curious look from a lady in very close proximity while trying on shoes. I was nervous about dressing up this much and b...
| | 35 by michellemybell April 2, 2024 in Modeling/Posing I had my second ever transformation in Jan. of last year and posted some pictures from it. One of them was in this red dress. When the shop closed in June of last year the owner sent me the red dress to keep as a souvenir....
| | 28 by ashleel April 2, 2024 in Outfit Previous | NextMore by the same author
| | 16 by paulahollywood April 1, 2024 in Previous | NextMore by the same author
| | 11 by lillywalker April 1, 2024 in Alot of pink but I think it's cute lolPrevious | NextMore by the same author
| | 16 by tonya April 1, 2024 in Casual Same dress from Easter.Previous | NextMore by the same author
| | 33 by kendrawhite April 1, 2024 in Casual This is one of a few pictures I have where I feel my male self disappears and it's just a picture of Kendra. Those are the pictures I wish I could show my less approving family and friends just to see if they would recognize me 🙂Pr...
| | 40 by scarlett398 March 31, 2024 in Modeling/Posing Happy Easter to every member here at Crossdresser Heaven! Remember this day is not all about the bunny, it’s all about the lamb! Love you all, Scarlett ❤️🌹💋Previous | NextMore by the same author
| | 35 by trish1980 March 31, 2024 in Out and About Just relaxing a bit before we leave.Previous | NextMore by the same author
| | 24 by gemmalovegood March 31, 2024 in Outfit Who doesn’t love Easter? Spending time with family and friends. Brightly packaged sweets in a colorful basket. Wearing pretty clothes. And for me, worship and music. (Though I think I would turn heads if I wore this to church.) S...
| | 58 by theunrealangelawagner March 31, 2024 in Costumes/Fancy Dress Happy Easter, everyone. In this photo, you see me wearing my Easter Sunday dress. It may be the most conservative dress I own, but I love it! I haven’t been to church in a while. But there was a time when my...
| | 32 by melodeescarlet March 30, 2024 in Events My Meetup group held an outing to encourage girls in the DC area to come out for this event at the local LGBTQ bar. I was going to wear the red jumpsuit (previous pic), until I recalled that at least 3 people going had seen me in ...
| | 15 by jrm3702 March 30, 2024 in This photo is from Friday night, sharing dinner with Marie, Janie, and Val at the completely fantastic Circular at Hotel Hershey. The whole experience was something out of a daydream-the beautiful rooms, elegant atmosphere, the warm welcome by ...
| | 17 by stardust March 30, 2024 in Casual Hugs Jules 🥰Previous | NextMore by the same author
| | 17 by bbwmeganlynn March 30, 2024 in Boscov outfitPrevious | NextMore by the same author
| | 4 by jayneelaparte March 29, 2024 in Out and About This was one of my favorite shots from a photo session with CDH’s own Diane Crow. After the shoot, my next session was Diane’s “Posing for the Camera“. It was time well spent, and I hope that some of what I learned wi...
| | 27 by justjillian March 29, 2024 in This is post journey and I think it shows how happy I am.Previous | NextMore by the same author
| | 13 by sophiaklien75 March 29, 2024 in Previous | NextMore by the same author
| | 11 by michellemybell March 29, 2024 in It's always fun to glam up in a fancy dress but what I would really like to do one day is go out and have fun blending in like a real lady. The next couple of weeks there is a big sand festival here in my area of Florida and I would love...
| | 6 by joycehudson March 28, 2024 in Out and About Previous | NextMore by the same author
| | 12 by d44 March 28, 2024 in Party Time With Marie on Thursday evening after dinner.Previous | NextMore by the same author
| | 9 by finallyfiona March 28, 2024 in Makeup Having done my own concealer, foundation, eyebrows, mascara and lipstick before going out, I asked an MUA in a big Boots store for help with contouring and eyeshadow. She also did a bit of bronzer and highlighter. I came away with al...
| | 36 by carolyn March 28, 2024 in Glamming Up We were at our cottage and I decided to put on a dress my wife bought me a while back, our dinner turned formal.Previous | NextMore by the same author
| | 6 by lisalingerie March 27, 2024 in Party Time Previous | NextMore by the same author
| | 13 by jrm3702 March 27, 2024 in Taken about 7 hours and many drinks earlier in 2024 than last year’s penultimate 2023 Jill & Marie keystone photo, this time we have the benefit of cloud-filtered sunlight. When I think about all the anticipation and preparation and time ...
| | 4 by xerri March 27, 2024 in Costumes/Fancy Dress Gala dinner at the '24 Keystone ConferencePrevious | NextMore by the same author
| | 24 by melaniejames March 27, 2024 in My effort for this wonderful day.Previous | NextMore by the same author
| | 36 by alexkokokline March 27, 2024 in Went to dinner with an amazing group of ladies and then hit the club. I had such a blast with you all, too many gals to name but you know who you are. Cdh was well represented in Harrisburg that night! Shout out to the photographer, the a...
| | 9 by jerryn March 26, 2024 in I think that blonde hair and a blue dress go well together, don’t you think?Previous | NextMore by the same author
| | 23 by d44 March 26, 2024 in Party Time After the Saturday night Gala with Marie and Jill, two of the nicest, most attractive ladies at Keystone.Previous | NextMore by the same author
| | 9 by March 26, 2024 in Previous | NextMore by the same author
| | 18 by jerriekaye March 26, 2024 in When I first tried this gown on, I wasn't thrilled, and almost returned it. But then, I decided to take it to Keystone as a "backup". When I showed it to a good friend there, she liked it and told me it looked lovely on me. I took her advice...
| | 25 by jrm3702 March 25, 2024 in This was during a few quiet moments before heading down to the Keystone Gala. This year was absolutely wonderful from beginning to end, and sitting down even if just for a few minutes to chat with friends old and new while we were between desti...
| | 14 by d44 March 25, 2024 in Party Time With my lovely friend LynneLee before the Saturday night Gala event.Previous | NextMore by the same author
| | 12 by annaredhead March 25, 2024 in This is me at a recent photo shoot, Such a fun dayPrevious | NextMore by the same author
| | 48 by krisburton March 25, 2024 in This early '90s two piece skirt suit by Patra was my outfit for the wonderful 2024 Keystone Gala. It's complete with intact shoulder pads and everything - sending props to Linda Evans!Previous | NextMore by the same author
| | 16 by carolcorbett March 24, 2024 in Out and About There are times when you catch the essence of your true self and this is one of them. I love this photo and it just makes me so happy as I look like my real selfPrevious | NextMore by the same author
| | 11 by brandi777 March 24, 2024 in Out and About I was out for dinner and drinks with several of my girlfriends a few nights ago … we got a bit silly and goofy and then started taking a few photos to commemorate the evening! Brandi 💕Previous | NextMore by the same author
| | 28 by gemmalovegood March 24, 2024 in Outfit This adorable little dress was a very last minute purchase when I stopped by Walmart to buy a fitted white blouse for my girlie getaway. I had almost 12 hours alone as I traveled, and spent every moment trying out different outfits...
| | 28 by theunrealangelawagner March 23, 2024 in Outfit I recently went on a cruise to the Galápagos Islands. On the last day, I got a chance to do some shopping. And I was determined to buy a souvenir dress. Well, it didn’t take me long to find the right one. As I passed a s...
| | 13 by briannabay March 23, 2024 in It's still winter here, just enjoying the day as Brianna making a big pot of Chilli, waiting for my wife to get home, hope everyone is enjoying the day!! Xx BriannaPrevious | NextMore by the same author
| | 15 by synthia March 23, 2024 in This picture was taken in 2018 while up north deer hunting. Didn't see many deer so decided to get dressed.Previous | NextMore by the same author
| | 20 by athelas March 23, 2024 in One of the reasons I like dressing is that Danielle looks younger than the 68 year old man inside. Vain, yes - but with all the physical travails of aging I put up with, changing genders for the evening, even in the privacy of home, is a small ...
| | 8 by laurensp March 22, 2024 in Casual I just like wearing leggings on days that seem to call for them. And the lavender flats. They're my favorite!Previous | NextMore by the same author
| | 11 by miamora371 March 22, 2024 in Simple summer dresses are delightful!Previous | NextMore by the same author
| | 14 by michellemybell March 21, 2024 in I tend to post my sitting images since the higher up camera angle is kinder to my 76 year old face. The disadvantage of this pose is that it doesn't show the entire outfit. I really like the side by side pictures my friend Angela posts a...
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