r/Cutesissycaptions

🔥 Hot ▲ 748 r/Cutesissycaptions+6 crossposts

Your roomate caught you doing sissy stuff

u/Caption4Blowjob — 9 hours ago

🔥 Hot ▲ 61 r/Cutesissycaptions+15 crossposts

so um… who’s doing the fucking here😭

u/CamilaPink — 1 hour ago

🔥 Hot ▲ 141 r/Cutesissycaptions+6 crossposts

Be willing for him and it will happen 🥰

u/Randibaby00 — 9 hours ago

🔥 Hot ▲ 377 r/Cutesissycaptions+23 crossposts

It's that simple

u/TokyoTempo96 — 17 hours ago

🔥 Hot ▲ 59 r/Cutesissycaptions+3 crossposts

You deserve even tighter panties, don't you

u/MoxxiebyProxxie — 5 hours ago

▲ 19 r/Cutesissycaptions

Transition and live your life.

u/GoonerAudioLabs — 3 hours ago

🔥 Hot ▲ 56 r/Cutesissycaptions+1 crossposts

I wanna be a good girl

u/BoringKate — 11 hours ago

🔥 Hot ▲ 126 r/Cutesissycaptions+4 crossposts

Keep training, you'll be taking it all soon enough

u/MoxxiebyProxxie — 23 hours ago

▲ 36 r/Cutesissycaptions

It's what all sissies deserve

u/BoringKate — 11 hours ago

▲ 8 r/Cutesissycaptions+1 crossposts

How would you like to come?

u/Alt_sis — 9 hours ago

▲ 21 r/Cutesissycaptions

every sissy wants a hung sugar daddy

u/PaigePrttyxoxo — 17 hours ago

▲ 13 r/Cutesissycaptions

Time to dress up

u/xDGxCDx2 — 14 hours ago

Week