Coming soon - Get a detailed view of why an account is flagged as spam!
view details

r/sissydressing

224,267 subscribers

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

Filtering for posts by u/Cassyloveyou
cancel
Sort by: New Top
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for Would you be able to take all of this if I ask ??? image
Would you be able to take all of this if I ask ???
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for Do you think we can still be friends if I send you this on a saturday night ??? image
Do you think we can still be friends if I send you this on a saturday night ???
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for Hey !!! Second time doing face post !! I feel soooo sexy and horny , what do you think ??? image
Hey !!! Second time doing face post !! I feel soooo sexy and horny , what do you think ???
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for OMG ! I actually did it !! First face post , do you think i'm cute btw ???? image
OMG ! I actually did it !! First face post , do you think i'm cute btw ????
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for Would you still be my friend if I send you this by '' accident '' ??? image
Would you still be my friend if I send you this by '' accident '' ???
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for Hey !! Do you think i'm sexy enough to be your girlfriend ??? image
Hey !! Do you think i'm sexy enough to be your girlfriend ???
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for Hey !! Im feeling soooo sexy in my lingerie tonight !! What do you think ??🥰🥰🥰 image
Hey !! Im feeling soooo sexy in my lingerie tonight !! What do you think ??🥰🥰🥰
to r/sissydressing by Cassyloveyou
5 months ago
Preview thumbnail for Would you have fun with what I hide under my black dress all night ???? image
Would you have fun with what I hide under my black dress all night ????
to r/sissydressing by Cassyloveyou
6 months ago
Preview thumbnail for Do you think i'm hot in white lingerie ?? Also it make me hard af 🥰🥰 image
Do you think i'm hot in white lingerie ?? Also it make me hard af 🥰🥰
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for You caught your roommate like this , What do you think it will happen ?? image
You caught your roommate like this , What do you think it will happen ??
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for Do you think we will still be friend if you saw me like this ????🥰🥰 image
Do you think we will still be friend if you saw me like this ????🥰🥰
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for Would you be more than a friend if I send you this ??? image
Would you be more than a friend if I send you this ???
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for Would you like to suck your gf tonight ?? image
Would you like to suck your gf tonight ??
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for If we were friend , would you like to receive pic like this ?? image
If we were friend , would you like to receive pic like this ??
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for Would you fuck with a femboy schoolgirl ??? image
Would you fuck with a femboy schoolgirl ???
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for Any straight guy would like to taste what I hide under my skirt ???? image
Any straight guy would like to taste what I hide under my skirt ????
to r/sissydressing by Cassyloveyou
7 months ago
Preview thumbnail for Would you suck your Girlfriend tonight ?? image
Would you suck your Girlfriend tonight ??
to r/sissydressing by Cassyloveyou
8 months ago
Preview thumbnail for Horny and on my knees for you . What's next ??? image
Horny and on my knees for you . What's next ???
to r/sissydressing by Cassyloveyou
8 months ago
Preview thumbnail for Do you like red dress with big cock ?? image
Do you like red dress with big cock ??
to r/sissydressing by Cassyloveyou
8 months ago
Preview thumbnail for New wig and outfit !!! Do you think its hot ??? image
New wig and outfit !!! Do you think its hot ???
to r/sissydressing by Cassyloveyou
8 months ago
Preview thumbnail for You find your roomate like this at night , what will happen next ??? image
You find your roomate like this at night , what will happen next ???
to r/sissydressing by Cassyloveyou
8 months ago
Preview thumbnail for Is this the kind of photo you want from your friends ??? image
Is this the kind of photo you want from your friends ???
to r/sissydressing by Cassyloveyou
8 months ago
Preview thumbnail for Can I be your girlfriend material for the night ?? With an extra 😉😉 image
Can I be your girlfriend material for the night ?? With an extra 😉😉
to r/sissydressing by Cassyloveyou
9 months ago
Preview thumbnail for I opened my legs , so open your mouth ... image
I opened my legs , so open your mouth ...
to r/sissydressing by Cassyloveyou
9 months ago
Preview thumbnail for Would you suck my dick if I wear lingerie ??? image
Would you suck my dick if I wear lingerie ???