I've really enjoyed reading others' stories, thinking about all those times that you never thought you could be so lucky, but yet you were in that moment!
I'll share a recent story that actually inspired me to start this thread, but it's a long one with lots of back-story and anticipation, which I find hot. It happened this summer while on vacation with a big group of friends in their 20s, girls and boys, most of them with their partners.
My gf is good friends with a girl named Nadia I actually met through my university. She's an attractive shorter girl with a slim figure, curly hair, and beautiful olive skin-tone. She's always super put together with her outfits/personality, presenting herself with poise and intention that is not usually very open with hugs and physicality. When my gf and I have scouted out some clothing optional spots, we actually never invited her and her bf because we figured she wouldn't be comfortable, besides, they have been together since high school, which I always associate with leaning more vanilla.
Nonetheless, Nadia's composure has more than heightened the allure around her already-attractive body over the few years we've known her, and a while ago I began fantasizing about a situation in which I could see her naked, as unlikely as it ever seemed to me. When we were at the beach a couple times, I tried to make out whatever I could through a bikini of her figure, always being very careful with my glances, as I'd be mortified if she ever caught me looking. Once, her bikini bottoms rode up her cheeks, giving a very good impression of a pert and super cute butt, and a couple times I saw a few trimmed pubes around her bikini line. Even these little experiences were thrilling, as I felt I saw way more than I should.
Some kind of naked scenario began to grow more likely this past summer, when we were swimming at an unofficial beach out in the woods with no changing rooms. After we got out of the water for the day, Nadia and her bf went behind (i.e. on the opposite side of) their car to change, and I was standing at the open trunk of our car to change bottoms. I was immediately aware that because of the placement of windows and the fact that Nadia's passenger door was open, there was a chance we would share a sightline to one another, and I kind of side-eyed to note where she was in the changing process. She took off her bikini top while facing away, but when she took off her bottoms, I bent over to sneak a peek through the window/her open door. She was super fast and was already pulling on shorts, but I was
shocked to see that she was actually surreptitiously glancing back my way as well. It only then occurred to me that maybe she had similar curiosities, and maybe didn't mind about me glancing over behind her privacy screen. Let it be known that I wasn't too careful about covering up as I pulled on my underwear a moment after, but I don't know if she saw.
So to the vacation in question - we were all staying in a big house by a lake, with a hot tub just outside. I was immediately thinking about different possibilities the first day, and we were all in swimsuits and enjoying the water before long. Nadia was one of the last ones down to the shore. "Was anyone in the house just now?" she asked, eyes twinkling, "because I was in a rush and just changed in the living room." I was surprised at this apparent change in demeanor. "I had to be quick because I didn't want anyone to see me naked!" she grinned, mixing my perceived signals.
Later that night, I mentioned to my guy friend that I was curious to push this group out of their comfort zone, and I wondered if they would all go skinny dipping. Even easier for me, he posed the idea himself as we were drinking in the hot tub, and my gf took the bait (unsurprisingly for her) and we were the first ones down to the lake, stripping off our clothes on the dock. The friend who propositioned it and one other couple joined, but the thrill was nothing for me compared to that of waiting to see if Nadia would appear at the foot of the dock. After a while, we got out and headed back to the hot tub, where we learned that the others had followed behind to "see if we were really doing it" and then headed back once they realized it was cold.
Once back inside, I gauged everyone's reaction for the probability they might be persuaded, and my ear drew to Nadia as she spoke to the girl sitting next to her. "I don't know, I've never been skinny dipping, it might be kind of fun!" she pursed her lips as though seriously tempted by the thought.
That sentence stuck in my mind until the next day, when my gf approached me excitedly after she'd gone with some others for beer nearby. "Everybody wants to go skinny dipping tonight," she said; "they feel like it would be creepy just to watch once and not live up to the moment themselves." Immediately I asked who had expressed interest, as we'd discussed before how we didn't think this group was open to that sort of thing. "Nadia and the other girls for sure," she said, "actually pretty much everyone here!"
My heart leapt and all of that day I couldn't stop imagining what might happen later. When everyone put on clothes for dinner, I wondered if Nadia's thin t-shirt and green denim shorts would be the outfit I saw her strip out of. I imagined the shape of her naked body going into the water, leaving the details to be filled in later, hopefully. In the back of my mind, I was actually quite worried that it would be too dark, or that people would do the lame thing of getting down to their underwear and only fully undressing once underwater. Still, there was always a chance of a glimpse on the way back wrapped in towels, etc.
As the night went on, the idea was referenced a few times, and someone always said "we're definitely going, just later when the moment is right." Around 1 am I began to have my doubts, when my girlfriend exclaimed that the time had come, and started running down to the water, stripping as she went, first one in as usual. Later she said she was trying to egg everyone on, and it seemed to work. Nadia's bf was close behind, followed by my other guy friend who'd gone the night before.
I purposefully hung back with the main group, pacing my steps in time with a cluster that included Nadia, the girl friend to whom she'd mentioned her interest, and another one of the other guys. The vibe was very much "ok, are we doing this? let's go friends," and the like. I was nervous but tried to seem confident, looking at the darkest corners of the yard as we walked so that my eyes would adjust fully.
I assumed that we would leave our clothes on the end of the dock like the night before, but to my surprise most of the group had stopped at the edge of the yard to strip down, by a bench separated from the beach and dock by a long flight of steps. I set down my phone and towel while observing the others' movements so I didn't get too far ahead, knowing from experience that guys have fewer clothing items to take off. Without so much as acknowledging it, Nadia and her friend began to undress, Nadia slipping out of the same t-shirt and shorts I had noted earlier. Before long, they were down to their underwear and I had just swimtrunks left.
"I don't know you guys," Nadia's voice came. She had her arms over her bra and a smile on her face. "This is where I get nervous." I decided to go for encouragement. "You just have to go for it, once we're all naked it feels normal," I assured.
I could definitely see fully in detail by now, but I wasn't sure about the others, as my eyes adjust fast. I was surprised by how close everyone was standing together, despite there being ample space. Nadia was right next to me, the friends on the other side continuing to strip down. Out of the corner of my eye, I saw her unhook her bra and slide the straps over her shoulders, and I decided to finish pulling off my shorts. My heart leapt as I saw her profile bending over to slide her panties over her hips and down around her legs, acutely aware that she was about to straighten up in front of me completely naked.
I couldn't believe my luck. First I noticed her small but surprisingly round and bouncing boobs, the nipples hard from the cold and pointing ever slightly upwards. My gaze fell down her exposed body, and I was so startled by the amount of exposed skin, as silly as it sounds. I never expected to be seeing her like this, and I am pretty sure I was maybe one of the first handful of people to do so (including her close girlfriends, apparently), save her boyfriend.
We all sort of stood there for a moment awkwardly waiting for the last guy to be ready. I'm not sure if others were checking me out as I was strategically timing my glances at the full frontal view of Nadia I never thought I would see in a lifetime.
I was the first to head down the stairs, followed immediately behind by Nadia. I had an idea in this moment and cracked a joke, turning my head around as though to speak over my shoulder, but actually glancing behind me out of the corner of my eye. Nadia's pussy was not 6 inches from my face, very neatly shaped and shaven maybe several days ago with just a few wisps of hair starting to grow back in. I will never forget that lol.
We got to the end of the dock and everyone was in the water before Nadia and me. She actually stood there for a minute in front of everyone pretending to be nervous about the water, perhaps confirming my suspicions of an exhibitionist streak. I certainly didn't mind hanging back to convince her it was fine once you got in, kinda like taking off your clothes
In the water, the vibes were all good and friendly, as I certainly don't ever want skinny dipping to turn weird or uncomfy. I was serendipitously right behind Nadia on the way back up the dock, and got a full view of her very tantalizing ass. I told my gf later I was so surprised that she got completely naked at the top of the stairs, directly in front of me without hiding, even though (I avowed) I wasn't trying to see anything.
My girlfriend winked at me. "You were a little bit, though, weren't you?"