My first femcation (is there a word for a cross dressing trip?) was a success9mo ⋅ [deleted] ⋅ r/sissydressing
How would you react if we matched on dating app and I sent you this as an opener.. 💕8mo ⋅ nekakvihqp ⋅ r/sissydressing
How would you react if we matched on dating app and I sent you this as an opener.. 💕7mo ⋅ nekakvihqp ⋅ r/sissydressing
Finally go confident enough to show y’all my front view💕 did I tuck ok?😅3yr ⋅ skirtlover13 ⋅ r/sissydressing
If I let you suck my girldick on the first date, would you spit or swallow?6mo ⋅ leonkaminf ⋅ r/sissydressing
I'm embarrassed by the size of my dick, do people still like sissies with larger dicks? 3wk ⋅ CreativeBadHabits ⋅ r/sissydressing
A guy blocked me for having a cock☹️ Would you block me if I sent you this type of vid?1mo ⋅ Haxxzo_o ⋅ r/sissydressing
You can creampie me just make sure you say no homo so its not gay1mo ⋅ International-Ice225 ⋅ r/sissydressing
oh no.. my bikini fell down... could you give me a hand.. or a mouth?9mo ⋅ Jaybaesunny ⋅ r/sissydressing
I’m your best friend and I borrow your phone and take pictures of me cross dressing on it1yr ⋅ Sassyleaf ⋅ r/sissydressing
How would you feel about dating a trans woman? Would you give it a try? 🤔1mo ⋅ ArianaAngelsxo ⋅ r/sissydressing
