Let me think a minute, it has been more than half a decade since I was in that situation..
Ok, long before I knew I was actually female, I would periodically put on a piece of my ex-spouse's clothing on occasion, and pleasure myself, eek, and the results were always powerful orgasms and self-loathing..
If I was alone, though, and had the time and privacy, I could put on a skirt, and clean the whole house, and do traditional female work, and feel wonderful, and relaxed, and be very efficient. At one point, ten years before my diagnosis, I was convinced that if I could just wear women's clothing, I would finally find peace, but my ex came home from vacation, and that was the end of that, back to furtive, occasional release and guilt/shame.
On rare occasion, I would piece together a full set of female items and try to put on makeup, which always looked horrid, but if I squinted my eyes, I could imagine I looked okay. Then came the sexual release, and the whole self-loathing, and purging of the evidence.
After my initial 'trans' diagnosis, before my XX intersex reality and past history came out, I had the green light to experiment with female attire. I was then able to see my femaleness through the ugly male features, and then came even bigger sexual release, but now came fear of what it meant, not guilt and shame.
So, I ended up doing very little female dressing until after about 14 month of HRT, after I broke up with my ex, and went full-time. The incongruity just made my skin crawl. By that time, wearing male stuff was cross-dressing, and THAT made my skin crawl even worse, and since I was being gendered female in them in public anyway, they made me feel super creepy, so off to Goodwill all that crap went. It broke my ex's heart to see years of Christmas and birthday gifted male items tossed away like garbage, but I had to be free of all that, it made me super dysphoric to have any of it in my closet. That whole transitional stage was very rough emotionally, for both her and me. I wish with all my heart I could have shielded her from that pain. I really did. Hurting her and losing her was my biggest transition regret, but lying to her all those years still nags at me. I am trying to forgive myself, but it is hard..
Missy