Ah this is legitimately my favorite thing and what I fantasize about the most. I have a couple stories through the years.
I was very into photography in both high school and college. The first time I ever saw the tits of someone I know it was a platonic friend (perhaps that’s where this kink comes from). A friend in high school had taken some nude photos to send to her partner but she said something was off about them, I offered some suggestions of how to edit based on her description but eventually she got frustrated and just showed me the pictures which I then edited for her. She didn’t bother asking me to get rid of them so that was hot!!
In various art and photography classes I did end up seeing nude photos of some girls I knew but while they were definitely beautiful I didn’t find them as erotic as it was almost expected in such a class.
In college one of my exes lived with her best friend. One day at the kitchen table over some wine we had asked her a bit about her dating life and she was relaying that she liked a guy but he wasn’t making a move on her after two dates. We suggested she send him a topless photo and kind of egged her on and dared her. To my surprise she actually popped her tits out right at the table and took a photo. She then showed us and asked our thoughts (keep in mind she didn’t put her tits back in!) and snapped a few more based on our suggestions. Definitely a hot memory!! I had to play it cool my ex was fairly laid back so she didn’t mind me seeing but I definitely had to act very non chalant about the whole thing which I think made it so much more erotic for me.
A while back I used to work an office job at a sports center but I was fairly friendly with the trainers as I was on the younger side of the desk monkeys. One had went out of town to a fancy wedding with her boyfriend and had shown everyone this gorgeous dress she picked out. When she got back I asked her how the wedding was and she started showing pictures to a colleague and I. Apparently at the end of the night the zipper broke and she couldn’t get out so her boyfriend basically had to yank the dress off. This was thoroughly documented by her friends with photos and though blurry there was one full shot of her side profile completely nude. She shared this with us as a “hahaha look how silly this was” and though the photo wasn’t “sexy” it was still erotic that she had no shame showing it off.
I try often to get myself in situations like this so if anyone has any tips let me know!
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