The first time I recall wearing lingerie was when I was 5 or 6. I was staring in horror at the feet of the babysitter from under my parents bed! I was supposed to be taking a nap. I was wearing my Mom's bra & panties while sporting a tiny lil' hardon. The babysitter left to search the house for me. I undressed & hopped back in bed. The babysitter returned & asked where had I been to which I replied, "right here". I don't recall actually putting them on. There may have been other, earlier times I was wearing my Mom's lingerie; but, I just don't recall. The babysitter incident was definitely etched in my brain! Growing up, I got to watch my Mom dress/undress all the time. She rarely shooed me out of the room when she was dressing or showering. So, as a teenager with raging hormones, when I wore her lingerie, I imagined myself being with her intimately. She was only 17 years older than me & gorgeous! There was a stream behind the house. I would wear her swimsuits, swimming in the creek and also roam the woods wearing her sexy lingerie. I am surprised I was never caught because every neighborhood kid played in those woods.

My wife loves me in lingerie! Lucky me! I told her by completely by accident. I was surfing the web when she walked into the room (my back to her) and she asked if I had anything to donate to Goodwill. Without turning around, I said "No". She then said she was going to donate "these". I swiveled in my chair to see her holding two Victoria's Secret bras & panties I had given her. Without thinking, my brain just blurted out, "I'll take 'em!" Her head tilted to one side like a dog does when it hears something odd. There was silenced for a moment and then she said "Ok' and handed them to me. Of course, then I had to tell her how I had been wearing since I was 5 AND I had to model the VS lingerie for her. Once she saw how Excited I got wearing lingerie, she got excited! The next day she bought me a one-piece body suit. Sex has been out of this world ever since!
Added BONUS - she has a strap-on! Me dressed in sexy lingerie AND her in sexy lingerie WITH A STRAP-ON = Mind-Blowing Sex!