She is very sexy! She should feel encouraged to showing herself off like that!
Replies 18

I always tell her she is sexy and that she would have so many fans, always encouraging her

What other type of pictures are you trying to get her to send?
I think my next one I want is bent over no underwear, showing booty hole and vagina.
Oh yeah that sounds good! Can you ask her to flash her tits also? Looks like she has very hot nipples
She is probably more shy about her tits then her vagina i think.
Oh I see. So she is a little self-conscious about that. Well if she is having more fun showing her pussy off then you should embrace that! Will she finger herself at work for us?
Absolutely I will embrace it, I was so happy and surprised when she sent the up skirt photo. Hmm idk I haven’t asked, she doesn’t like to play with herself for some reason but I’ll test the waters with that today
Nice. Maybe she will at least spread the lips open as a start? Sliding your finger in would be very sexy though. Especially when she is supposed to be working ;)