If I wear this dress on our date, will you promise to take it off of me?
Should I wear this outfit on our first date?🤭
Could I strip for you after our date?
Would you let me wear this on our first date? [drop]
Is it OK if I wear this on our first date?
Can I wear this outfit on our date?
Do I wear a longer skirt on our first date?
Is it okay if I just wear this lingerie for our first date?!
I will wear this shirt to our first date ;) [32F]
Is it ok if I don’t wear a bra or panties on our 1st date?
Which outfit should I wear for our date?
I'll wear this dress on our first date
I will wear this dress for our first date!
I'm gonna wear a plug on our first date
I’ll wear this on our date…
Can I wear this on our date? [Tittydrop]
I'll wear this on our date. I hope you like it!