The first time I saw a woman naked was being a peeping Tom on my crush.

This was happening in the background while Jared was banging Korra, I made a friend who was super cute and into anime. She always wore really baggy clothes and I didn't think much of it until summer came along and she invited me to a Comicon. Her uncle drove us there and we both got separate hotel rooms right next door to each other. We both got our key cards and since we automatically got two we both got a copy to each others hotel rooms.

She cosplayed as a character called Envy who's from a show called Full Metal Alchemist. For those who don't know Envy wears a loose pair of shorts but more importantly, they wear a very tight, very thin, black crop top. It didn't show off any cleavage but it was tight and thin enough that you got a good imprint of her bra, that's when I first learned she was secretly stacked. Needless to say I was smitten. Seeing big boobs I didn't know were there made me extremely horny so after we finished our 1st day at Comicon I planned to jerk off once we got back to our hotel. We get back to the hotel and she tells me "Don't enter my room I'm gonna take a shower." I say ok and enter my own room and the cogs in my head start turning.

After waiting about 5 minutes I exited my room and put my ear to her door to check if she was showering. Sure enough I hear running water and enter her room. Sneaking over to the bathroom door I peek in and see an identical bathroom to the one in my room. A toilet in the corner a sink in the corner next to it and a tiny shower with a thick gray curtain. I obviously can't see past the thick gray curtain (I can't even see her shadow in it) but since the shower was so tiny she was near the back of it and with the shower curtain only covering most of the shower her butt was hanging out past the curtain giving me a really clear view. For genuinely a good 15 minutes I was just staring at her butt and occasionally when she had to grab shampoo or adjust her stance so she didn't fall I'd get a clear shot of her pubes.

I got so lost staring at her butt that I didn't notice she was exiting the shower until she grabbed her towel and opened the curtain. I assumed it was the end as I got a clear shot of her boobs and crotch but she was using the towel to dry her hair completely covering her head. Taking a moment to appreciate the way her boobs bounced when she dried her hair I snuck out of the room not risking closing the bathroom door in order not to get caught and I was able to see my crush butt naked.

I'll be honest after I jerked off I felt really guilty (post nut clarity and all that) and years later I wound up admitting what I did to her. Luckily she forgave me for it so all if cost to see some titties was a decent amount of guilt over the course of a few years.