Your girlfriend walks in on you trying on her stockings. But instead of getting upset, she gets excited to dress you up. She is inspired by your bravery to try something new herself, pegging her sweetheart. [F4M][GFE] [Crossdressing Listener] [Nerdy GF Speaker] [CFNM] [No Degradation] [Lots of Encouragement] [Cross Dressing] [Make Up] [Wig] [Pegging] [Prostate Orgasm] [Aftercare] [M and F Petnames] Written by u/I_make_leather_stuff