HRT is shrinking me sooo much, this .38 nano keeps falling off. What’s should I do?3mo ⋅ charlotte_funtimes ⋅ r/SissyChastity
Hi! He pounded my holes for an hour, and then, while leaving, said he wanted a new pic posted before he got home. What’s a girl to do? 👄🍑🐷🔥🖤6mo ⋅ charlotte_funtimes ⋅ r/SissyChastity
beginning to show my age here towards the end of a very long night and morning of hard partying, but at least my belly’s full of cum 🐷🖤2yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
Hi! I wasn’t very happy with how this outfit turned out, but I like how the pose overcomes that!4yr ⋅ charlotte_funtimes ⋅ r/crossdressing
Hi!! I’m Charlotte. I was here once before, and here I am anew.4yr ⋅ charlotte_funtimes ⋅ r/crossdressing
Hi!! I’m Charlotte. I was here once before and now am here anew. Here’s a pic that lets you know what I’m about..4yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
There’s Something About Wearing A Skirt That Always Fills Me Up With Such Joy...4yr ⋅ charlotte_funtimes ⋅ r/crossdressing
I really just like being caged with something up inside my little hole...4yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
OMG why do I even bother putting panties on in the first place??4yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
Hi!! There’s a tiny bit of space behind me if you want to squeeze in...3yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
In anime, this space between the skirt and stocking is called zettai ryouiki; plus also too, I get tired of hearing how I should hide my shoulders, so here they are!4yr ⋅ charlotte_funtimes ⋅ r/crossdressing
A description is probably unnecessary. You can take it from here, right? “It” meaning my ass, obvs... please take my ass...4yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
I started wearing my cage solely to keep men focused on my holes; now I wear it mainly as a fashion accessory that makes me look and feel more beautiful...4yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
Does anyone else think of her cage first as a fashion accessory that makes her feel pretty?4yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
When I spread my legs like this, my cage transforms me into a girl showing off her pussy. Or at least that’s how I feel inside...4yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
Hi! I made this to use in a personal ad, like kind of an old school anonymous rough trade feel thing, like you might find in an old issue of Flesh World. What do you think? Will I get any responses?2yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
Hi! So that hookup I was raving about? 🍑🔥 He came back and pounded my holes for real for real 🍩🐷 and he told me he wants me to be his personal bitch... and I said yes 🖤🖤🖤 Then, when he’d sprayed his hot sweet jizz all over my body and left I took this pic for him... cuz I’m his bitch 🤸♀️😭🔥2yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
Hi! Anybody hungry? Eating ass is like the perfect snack. That’s just how I feel...4yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
Mmmmm, this bed is so soft... is that where you’d like to begin?4yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
I can always be counted on in any situation to provide the least believable attempt at modesty...4yr ⋅ charlotte_funtimes ⋅ r/Sissies
Hi!! r/CharlotteFuntimes is now a thing, where I’m putting my pics all in one place, some of which will not be elsewhere. You should totally join me there...4yr ⋅ charlotte_funtimes ⋅ r/u_charlotte_funtimes
Mmmmm... soft light, soft bed, soft- - ...well I can see not everything here is soft...4yr ⋅ charlotte_funtimes ⋅ r/Crossdressing_xxx
Here’s me wearing many of my favorite pieces. I call it “preening demure” haha...4yr ⋅ charlotte_funtimes ⋅ r/sissydressing
Question 69) How many facefuls are in a buttload? Please show your math...4yr ⋅ charlotte_funtimes ⋅ r/sissydressing
my first fetlife hookup today and omg 🔥🔥 exactly as advertised and pounded my holes until I purred and also too left me with rugburn and wobbly knees plus bred with a hot sticky jizz load so far up inside me it could stay there all week 👄🍑👄🍑🦢🐰🐷🖤 pic is me foolishly waiting for it to drip out2yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
I’m having fun playing with a different look here! I hope you think it’s pretty and gives you thoughts of using me roughly... 🐷💕2yr ⋅ charlotte_funtimes ⋅ r/Sissies
beginning to show my age here towards the end of a very long night and morning of hard partying, but at least my belly’s full of cum 🐷🖤2yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
Hi! I have no idea what MILD is cuz I’m trash, so pls lemme know if this is too mild or not mild enough or nicely mild, k thx!4yr ⋅ charlotte_funtimes ⋅ r/GoneMildCD
Yeah, we might have to get creative, but I really think we can all fit on the bed... or at least around the bed... let’s just start and see how it feels...4yr ⋅ charlotte_funtimes ⋅ r/Sissies
Yes, I may be acting extra bratty, but if you’re going to just stand there, I’m texting your bros to come over and show you how to properly fuck a girl...3yr ⋅ charlotte_funtimes ⋅ r/SissyChastity
Hi! Taking this pic made me realize I didn’t want to wear this kind of stocking garter anymore cuz it made the whole outfit feel un-feminine, though on the plus side it made me work harder to look and feel girly regardless.4yr ⋅ charlotte_funtimes ⋅ r/sissydressing
#dirt #cheap [repost; original was banned for being trashy, so I’m posting it here until I find a sub daring enough to accept it]4yr ⋅ charlotte_funtimes ⋅ r/u_charlotte_funtimes
Hi!! There’s a tiny bit of space behind me if you want to squeeze in...3yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
hey there... i’m charlotte funtimes... shhhh... c’mere, i wanna show you sump’n...4yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
my first fetlife hookup today and omg 🔥🔥 exactly as advertised and pounded my holes until I purred and also too left me with rugburn and wobbly knees plus bred with a hot sticky jizz load so far up inside me it could stay there all week 👄🍑👄🍑🦢🐰🐷🖤 pic is me foolishly waiting for it to drip out2yr ⋅ charlotte_funtimes ⋅ r/u_charlotte_funtimes
This look makes me feel super tough! ...but still smooshy on the inside! 🖤3yr ⋅ charlotte_funtimes ⋅ r/crossdressing
beginning to show my age here towards the end of a very long night and morning of hard partying, but at least my belly’s full of cum 🐷🖤2yr ⋅ charlotte_funtimes ⋅ r/u_charlotte_funtimes
So I was writing this song called “Houston’s Valves” and the lyric went “it’s just a jump to the left and then a step to the riiiiight” but then someone said “What, no, stop, don’t do that” Sigh... This is exactly the kind of trouble I get into whenever I’m not being stuffed full of dick...3yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
Hi! I made this to use in a personal ad, like kind of an old school anonymous rough trade feel thing, like you might find in an old issue of Flesh World. What do you think? Will I get any responses?2yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
Hi!! I had all these pics so I made a flip book. I hope you like it... 🐷🐷3yr ⋅ charlotte_funtimes ⋅ r/GoneWildCD
Hi!! I liked this pink champagne minidress so much I tried out a completely different look just to wear it! I still feel like me though... 🐷🤸♀️2yr ⋅ charlotte_funtimes ⋅ r/crossdressing
