Crossdressing Retirement Party

I met my wife's half-sister a few months ago. Her husband was retiring from the military and was a crossdresser. She was throwing him a retirement party, but wanted everyone to crossdress. At first, I was reluctant, but gave in. I purchased a wig, make-up (which my wife did for me), jewelry, perfume, and the required clothing & heels. I have a high heels fetish, so the 4" black patent leather sling back heels weren't a problem. Long story short, we drove the furthest and spent the night with them. I slept with the sister and my wife slept with her husband. As a crossdresser, I have never enjoyed being with someone like her before and enjoyed doing whatever I wanted with her; she even allowed me to come home with some of her dresses, lingerie, and heels. We plan on going back and using them like they used us!

— Jon, 32