Another pic in my Renaissance fest costume— a little more fun! I still can’t get over how good I felt that day!2yr ⋅ kaleyg91 ⋅ r/crossdressing
MtF (closeted) floral dress again, but no hat 😊 having so much fun! thank you for all the love!3yr ⋅ kaleyg91 ⋅ r/transpositive
MtF: Enjoying a glass of wine at my transpositive mom's place! Just being real. Happiness!3yr ⋅ kaleyg91 ⋅ r/transpositive
I love maxi dresses in the summer! I just love the style of this one!4yr ⋅ kaleyg91 ⋅ r/MTFSelfieTrain
I loved this dress but it’s just too short!! Fun to try on but I wouldn’t want to spend a day in it trying not to flash everyone.😅2yr ⋅ kaleyg91 ⋅ r/crossdressing
Went to a Renaissance festival with my mom. Loved dressing up and really feeling like myself! I think I blended in pretty well. Came home and we relaxed with some wine. ☺️2yr ⋅ kaleyg91 ⋅ r/transpositive
Prom time? I need a date. 😊 This was my mom's prom dress! Pretty in pink! eeeeeee!4yr ⋅ kaleyg91 ⋅ r/crossdressing
hanging out with mom at her condo! felt so pretty in this little dress4yr ⋅ kaleyg91 ⋅ r/transpositive
I’m visiting my mom AND I have a new dress! The perfect combo! (Muchas gracias, Pablo!😘)2yr ⋅ kaleyg91 ⋅ r/crossdressing
Another pic in my Renaissance fest costume— a little more fun! I still can’t get over how good I felt that day at the festival with my mom!2yr ⋅ kaleyg91 ⋅ r/transpositive
MtF, but completely closeted -- having fun and feminine pjs is one way I can still express myself. These are probably my favs.3yr ⋅ kaleyg91 ⋅ r/transpositive
I love florals! Still don't know if I'm trans, but I love how I feel in girl-mode!4yr ⋅ kaleyg91 ⋅ r/transpositive
MtF (closeted, pre-) one of the things I always dreamed of doing was going to an elegant ball in a gown and gaudy jewelry! So I made the wish come true myself (at least the gown and jewelry)! Maybe some day irl .3yr ⋅ kaleyg91 ⋅ r/transpositive
One of my favorite dresses. ❤️ I took a bunch of pics in this dress, so hope you don’t get sick of seeing it.☺️2yr ⋅ kaleyg91 ⋅ r/crossdressing
New blue dress! Well, new to me. Second hand😊 New “hair do “ too!💇♀️2yr ⋅ kaleyg91 ⋅ r/crossdressing
just having fun! still trying to figure out if I'm trans . . . any opinions?4yr ⋅ kaleyg91 ⋅ r/crossdressing
latest pics -- love the black with denim and love what faceapp did with my hair here4yr ⋅ kaleyg91 ⋅ r/crossdressing
off-shoulder dress (at mom's condo again)---feeling brave, so absolutely NO EDITING (except lighting). believe me, I wanted to. I worked on touching it up and it looked great, but I decided to show it raw.4yr ⋅ kaleyg91 ⋅ r/crossdressing
Finally got a couple new wigs and makeup. Also a fun dress!!! I can’t keep the wigs though😢 so I’ll take pics while I can. Forgot my jewelry here.3yr ⋅ kaleyg91 ⋅ r/crossdressing
A girl's gotta dream, right? A friend of mine's mom has a bridal store, so why not?3yr ⋅ kaleyg91 ⋅ r/transpositive
Just having fun being myself at mom's place (no filters!) Loving this little red number too much!3yr ⋅ kaleyg91 ⋅ r/crossdressing
M2F (closeted) just having fun in my floral dress and hat! Ah, someday . . .3yr ⋅ kaleyg91 ⋅ r/transpositive
a little filter effect here, and an old pic, but such a fun dress! I really need to get some new clothes!3yr ⋅ kaleyg91 ⋅ r/MTFSelfieTrain
another red dress pic! but hey, if it ain't broken . . . still love red!4yr ⋅ kaleyg91 ⋅ r/crossdressing
Mom took me out to dinner! Scary for me (pre-everything) but she gives me strength. She encourages me to continue the journey but I'm still unsure.4yr ⋅ kaleyg91 ⋅ r/transpositive
MtF: still pre-everything. Fun new look--gotta try new things! Ready for cold weather!😊❄️ Wish I could wear this out for reals!3yr ⋅ kaleyg91 ⋅ r/transpositive
favorite dress with cute denim jacket! toned down a bit from last pic4yr ⋅ kaleyg91 ⋅ r/crossdressing
Trying an artsy shot 😊. I did touch up the photo a bit...but no gender filters. You can still see flaws and the limitations of makeup.😅2yr ⋅ kaleyg91 ⋅ r/crossdressing
Love this retro brown jumpsuit!!! never thought I could pull it off! I've posted pics in this outfit before and I have lots more! Hair length is from faceapp, but almost no makeup at all4yr ⋅ kaleyg91 ⋅ r/MTFSelfieTrain
what can I improve? no going all out here, but general comments welcome4yr ⋅ kaleyg91 ⋅ r/transpassing
(MtF pre-everything) HAPPY LABOR DAY, USA! A last celebration of summer with this outfit.3yr ⋅ kaleyg91 ⋅ r/transpositive
flattering light and angle helping here, but still felt genuinely pretty. pre-HRT5yr ⋅ kaleyg91 ⋅ r/transpositive
Thoughts on this ball gown style on me? and no, I won't wear the red flower at my wedding4yr ⋅ kaleyg91 ⋅ r/weddingdress
new nightgown! so comfy -- a dream to sleep in! (lots of filters here)4yr ⋅ kaleyg91 ⋅ r/crossdressing
Same burgundy gown, showing off shoes. Felt so elegant! Still no ball to attend tho.3yr ⋅ kaleyg91 ⋅ r/crossdressing
MtF: On a roll so here's a retro brown bodysuit that I love! makeup turned out pretty good too3yr ⋅ kaleyg91 ⋅ r/transpositive
an older pic . . . I need new outfits! If anyone wants to buy me something, I'll model it for you! lol 😘4yr ⋅ kaleyg91 ⋅ r/MTFSelfieTrain
MtF felt cute in this casual skirt and top. Wish I could be out more!3yr ⋅ kaleyg91 ⋅ r/transpositive
felt great to be out a little in a cute dress -- still a bad wig tho. pic taken by my mom!!! still have so far to go!3yr ⋅ kaleyg91 ⋅ r/transpositive
I can’t believe how happy I feel and look!! I love being a girl, even a little bit!!! And I think this wig is cute!☺️3yr ⋅ kaleyg91 ⋅ r/crossdressing
Still questioning being trans, but felt so pretty and whole in this pic (taken by mom!) still need the wig, but maybe someday...4yr ⋅ kaleyg91 ⋅ r/transpositive
fun little pose with a flower! and my current fav red wrap dress! no filters!3yr ⋅ kaleyg91 ⋅ r/crossdressing
fun retro dress! just a touch of help from faceapp here, but this is the only way I can make my hair longer! hardly any makeup at all. I don't think I'll ever live full time, but omg this feels wonderful!4yr ⋅ kaleyg91 ⋅ r/transpositive
another stripes pic, love this dress!!!!! still some hair/makeup help from faceapp, but the rest is me!4yr ⋅ kaleyg91 ⋅ r/crossdressing
The hair is not mine, but everything else is, including the farmer tan. Just a little bit of concealer and eyeliner. This dress is great for giving the illusion of curves. I hope to go out later this summer when I visit my mom.4yr ⋅ kaleyg91 ⋅ r/transpositive
A glass of wine with mom at her condo--I love flowery, flowy dresses (even short ones)! Wish I could dress up fully and be REAL more often!3yr ⋅ kaleyg91 ⋅ r/crossdressing
Out at the beach! Not in a bikini tho!😂 not my best pic, but it’s the beach. 😊🏖☀️3yr ⋅ kaleyg91 ⋅ r/crossdressing
Love the casual girl-next-door look, or am I getting closer to soccer mom? lol felt cute and feminine in this outfit3yr ⋅ kaleyg91 ⋅ r/crossdressing
Good morning! I have to use faceapp for hair and makeup right now because I’m not free to present as female. So, not totally realistic (esp hair) but not far off.4yr ⋅ kaleyg91 ⋅ r/transadorable
I love wedding dresses! This one is simpler but the lace is fabulous! Showing off a little leg here so you can see my shoes and polish.😊3yr ⋅ kaleyg91 ⋅ r/crossdressing
Same dress! Same condo with mom! New sassy (?) pose! Thanks everyone for the encouragement! I'm not out, but feel my masculinity slipping away . . . 😬3yr ⋅ kaleyg91 ⋅ r/crossdressing
pic from time with mom at her condo! outside in my favorite little dress. NO FILTERS4yr ⋅ kaleyg91 ⋅ r/crossdressing
Retro brown bodysuit! so fun! kinda like my makeup here, nothing fancy3yr ⋅ kaleyg91 ⋅ r/crossdressing
More Wedding Gowns!! eeeeeeeeeeeeee! I love the fit of this one!! But should a wedding dress be sexy?5yr ⋅ kaleyg91 ⋅ r/crossdressing
Brown jumpsuit! Hair and makeup by faceapp (only way I can fully dress right now)4yr ⋅ kaleyg91 ⋅ r/MTFSelfieTrain
Just hanging out, feeling pretty. Don't think I shared this one before. Not my best, but hey.4yr ⋅ kaleyg91 ⋅ r/crossdressing
This pic was from a weekend getaway in2019 when I got to be Kaley for more than 2 days straight. Loved these denim shortalls! so fun!2yr ⋅ kaleyg91 ⋅ r/crossdressing
went shopping yesterday, liked a few outfits -- opinions on this one?3yr ⋅ kaleyg91 ⋅ r/crossdressing
New overall dress w/stockings!!!! loving it! and tried a new pose? Does it work? idk2yr ⋅ kaleyg91 ⋅ r/crossdressing
Loved this dress!! Had to get a large tho. One of my favorite pics lately but not sure what made it turn out so well. Added some sparkles, lighting effect, a little touch up, etc. On the down side, this photo shows that my foundation was the wrong color. lol2yr ⋅ kaleyg91 ⋅ r/crossdressing
one of my fav pics, though have to admit help from faceapp on hair and almost no makeup because I'm not free to fully present female right now. but the rest is all me!4yr ⋅ kaleyg91 ⋅ r/MTFSelfieTrain
this was just after going to church (as Kaley) with my mom (a very inclusive church)4yr ⋅ kaleyg91 ⋅ r/transpositive
Another bridal pic -- trying on gowns is the epitome of femininity!!!!5yr ⋅ kaleyg91 ⋅ r/crossdressing
I loved this dress but it’s just too short!! Fun to try on but I wouldn’t want to spend a day in it trying not to flash everyone.😅2yr ⋅ kaleyg91 ⋅ r/u_kaleyg91
Another dress, another pic from time with my mom (she's the photographer) ... we enjoyed some good wine, too! if you've only seen my faceapp pics, here's the harsh reality! (this is a maxi dress btw, the wine is Dark Horse cabernet)4yr ⋅ kaleyg91 ⋅ r/crossdressing
off-shoulder dress (at mom's condo again)---feeling brave, so absolutely NO EDITING (except lighting). believe me, I wanted to. I worked on touching it up and it looked great, but I decided to show it raw.4yr ⋅ kaleyg91 ⋅ r/transpositive
Celebrating 20K karma! Thank you everyone! Posting some special pics. A little sexier? The wig is different, not sure my best look, but you may not have even noticed the wig 😉 Sorry I keep starting over with this post! Had to edit the background a bit.3yr ⋅ kaleyg91 ⋅ r/crossdressing
just before going out with mom! sun's a little bright, but not too bad.4yr ⋅ kaleyg91 ⋅ r/crossdressing
Another pic in the red dress! I really needed a belt I think. But still love this dress!4yr ⋅ kaleyg91 ⋅ r/crossdressing
Been feeling really confident in public lately. Tried on clothes at a few shops. Feels soooo good to have some time for “me,” even if it isn’t 24/7. Hate my voice tho. Foundation was the wrong color lol. Added a few effects to the pic for fun.2yr ⋅ kaleyg91 ⋅ r/transpositive
No make up, very little effect on the photo (I do look younger), but not my own natural hair. I liked the way the light worked here. Closer to the true me. Ever since I was little, people have mistaken me for a girl and I'm really starting to believe that this isn't an accident/coincidence.4yr ⋅ kaleyg91 ⋅ r/transpositive
still from the SAME visit to my mom's . . . just another pose in prob my fav dress. No filtering except color. Reality? or fantasy? lol3yr ⋅ kaleyg91 ⋅ r/crossdressing
Doggos make any pic better! Red lipstick (my fav) with my new little overall dress. This may be a new profile pic. Luv my doggo!2yr ⋅ kaleyg91 ⋅ r/crossdressing
a beach cover up my mom loaned me while visiting her place -- she's so awesome!!5yr ⋅ kaleyg91 ⋅ r/transpositive
Twirling a little in my mom's prom dress! Fun! (it's hard to see that I'm twirling, but I am!)4yr ⋅ kaleyg91 ⋅ r/crossdressing
hanging out at my mom's condo (yes she supports me!) no filtering/alteration3yr ⋅ kaleyg91 ⋅ r/crossdressing
MtF pre-... dresses really bring out my girly side! not sure about this wig, but gotta experiment (can't grow hair out right now). just a fun pic! always love feedback and encouragement3yr ⋅ kaleyg91 ⋅ r/transpositive
Trying a younger look— these kinds of outfits are so fun!!!☺️ Not the best for winter though. 😂💕I had to pixelate my face because I didn’t have time to get pretty. Have a great holiday!!1yr ⋅ kaleyg91 ⋅ r/u_kaleyg91
Elegant formal gown and jewelry, just for fun! (thank you Paul😘) Wig didn't turn out great, but still felt pretty.😊More pics to come.3yr ⋅ kaleyg91 ⋅ r/crossdressing
Another pic from an evening with mom! Love this dress, but the shoes, while fabulous, do not go with. Need some new poses!4yr ⋅ kaleyg91 ⋅ r/crossdressing
Gotta have the coffee! This is FaceApp — I don’t look this good in the morning😂3yr ⋅ kaleyg91 ⋅ r/Crossdress_Expression
I just LOOOVE this jumpsuit! I'll keep posting on my user page if it seems like people are seeing it, so upvote and comment! 😊4yr ⋅ kaleyg91 ⋅ r/u_kaleyg91
