I was a part time crossdresser when I was young but suppressed those desires to attempt a more vanilla lifestyle. During my last relationship, my girl and I got into experimenting with the cuckold lifestyle. She started having regular lovers and would often spend whole weekends with them at their homes. In fact, some of those adventures are posted within these forums. The excitement I felt when she was out with her lovers reignited by desire to try on some girly clothing again while I was alone. I found myself so turned on that I just kept experimenting further. I started buying my own clothing and makeup. Eventually started shaving myself smooth. I loved feeling sexy and passable. I even started to desire the attention of men - something I never felt before.
My relationship with my girlfriend did come to an end eventually. Not because of our alternative lifestyle though. It just kind of ran it's course and we parted ways. She moved out of my house and then I suddenly had the freedom to explore my fem side even further! It's quite exciting. I'm attaching some pics of myself dressed up and will chat more about this if anyone wants to hear about it. I know it's kind of steering away from the cuck lifestyle, so I don't want to bore anyone.