I’ve been questioning if I should write this, or even how, after this weekend’s events…but figured I might as well.
For a bit of a backstory, I went through a breakup earlier this year, unrelated to the events that (eventually) transpired in this story and I still maintain a friendship with my ex-girlfriend, we just wanted different things out of life. But, that’s not this story.
(I apologize for the length, skip to —— for fun)
I’ve always had a bit of an interest in crossdressing, and after the breakup, it felt like the perfect opportunity to experiment, and see if I enjoyed it. Fortunately, I have a fantastic girl friend (not my ex), that really enjoyed me helping transform myself.
As October approached, I mentioned to her that I didn’t have a costume picked out for the party, and she off-handedly suggested picking out a woman costume, and that sounded like a fantastic idea. With the new idea, her and I proceeded to put together a pretty good Velma (from Scooby Doo) costume for myself, while adding some subtle sexiness – namely lace underwear and taller heels and she went as Daphne.