My [last one](https://www.reddit.com/r/gonewildstories/comments/hh0x7q/amateur_photography_session_turned_threesome_mff/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) did good numbers: can’t promise this one will be as wild, but was still fun
Also note that this occurred during the SAME week as the previous story: what a fucking week it was
SO
Backstory: my family has a house on the beach that we’ve owned since the 70s. I spend a lot of time there every summer. It’s a small neighborhood, so we’ve gotten to know the other families super well. Most of them are like us: a vacation house that is shared between large extended family members from out of town. So while I might be there in June and see one group of neighbors, if I went back in August it could be a totally different group. Get the picture?
Because I have been going there my whole life, I know by name almost every person who stays at the houses on our block (it’s not that hard, there’s only 7 houses). Since I was about 11 or 12, I have always wanted to go down to the house and meet a cute girl and have a summer fling like you’d see in the movies. Unfortunately, it has never happened. Until now
Last week, I took some time off work and headed down to join my parents at the beach house for the week. I have been pretty frustrated with work recently and my city is very slow to reopen (which I’m not saying is a bad thing! Just that it means life is boring). So I was really excited to get away, where restrictions are more relaxed.
I got down on a Friday and had a few days of pure bliss: perfect weather, good time with family, delicious food, and an all around ideal vacation. Come Monday, the neighbors next door to us left and informed us that a distant cousin of theirs would be coming in, a family who hadn’t been there in almost a decade. Of course, my naive brain immediately jumped to “ooo I hope there’s a cute girl coming. Could really use the company”
I woke up the next morning to find a minivan in the driveway and a middle-aged couple unloading their stuff. Slightly disappointed, I waved a greeting from our porch and introduced myself from afar. They seemed nice, but I was a little sad: not exactly a cute girl, not even people I would really be friends with.
At the beach later that afternoon, I was greeted by a new site: this beautiful, thin girl who looked like she came straight out of a fitness Instagram page walked down the steps, followed closely by the couple I had met earlier. Unable to help myself, I did a double take. She was tall, very toned, but with good size tits and when she turned around I was astounded to see she had an ass that (while it wasn’t that wide) protruded out from her body, telling me she was very fit and knew how to work it. She was wearing this small pink bikini that clung very tight to her tits, was held together by the thinnest of straps, and the bottoms were what I believe are known as the “cheeky style”.
I waved a greeting to the couple, unable to find my voice for a minute. They introduced me to the girl, saying this was her daughter and her name was Charlie. I stumbled through an awkward greeting, and they continued on down the beach to set up their stuff, as I happily watched Charlie go. I was dumbstruck: this had been the moment I had waited for. But I also was a little concerned: she looked a bit on the younger side. Not a child definitely, but I was confident in saying she was not my age (I’m 25). I crossed my fingers and hoped that she would be a college student, knowing from personal experience that many students look far younger than they actually are.
Later that same afternoon, I was walking back to my house from the beach when I ran into Charlie on the steps. Finding my voice much quicker this time, I greeted her friendly and we got to chatting. I asked where she was from, if she had ever been to the area before. Now, this doesn’t happen to me very often, but right off the bat I could tell she was eyeing me up. I’m not the most attractive guy, but I am not ugly either. I am a former college XC runner and have stayed in pretty good shape. So while I am fit and decently toned, I am not particularly bulky and tend on the slimmer side. But for whatever reason, I could tell Charlie was eyeing me up (which was fair because I had done the EXACT same thing to her earlier lol)
She told me that she had been to the house once when she was a kid, but that was a long time ago because, this is a direct quote “I’m 18 now and nothing looks familiar”. I hadn’t even prompted her to tell me her age, so I took that as a hint that she wanted to let me know she was legal. We chatted for a little longer, enough for me to discover that she actually had graduated high school the previous year but had taken a year off to start a business, and now was enrolling in college in the fall (fun fact: her college actually is about 20 minutes from where I live so I’m anticipating this not being our only meetup).
I joked that it was too bad she was only 18 because I was tempted to offer to buy her a drink. She looked at me and laughed and said “well just because you can’t buy me one at a bar doesn’t mean we can’t share one tonight”. I told her that my family was going out for dinner that night and I wasn’t sure what time I’d be back, but I would be around for the next couple days so we didn’t need to worry. But she asked for my phone # so we could set something up (as if it was SO damn difficult to just walk next door and talk to me lol…damn Gen Zers)
While out at dinner, I felt my phone buzz and what do you know but it was Charlie. It was actually a picture of her holding a bottle of beer and saying “oops look what I found”. Here I was at a crossroads and had a decision to make before I responded.
Like I said, I’m 25. Since graduating college, I had only hooked up with one 18 year old (a tinder date, probably will share that story one day). While the sex was good, I had left that encounter feeling a bit weird. I knew it was legal and everything, but it still had felt a bit off. Knowing that Charlie was 18, I was running through those same questions in my head. If I responded in a flirty way, that would be giving myself permission to go there with her (which it was pretty clear she wanted). But I also could be more standoffish with my texts and shut it down right there, saying she was too young.
Before I even made up my mind, my phone buzzed again. It was another picture from Charlie, this time she still had the beer, but she had wandered down to the beach and was laying on a towel alone (in that same skimpy bikini I had seen her earlier in). The caption read “if we cant drink together at a bar, then this is the next best thing”. Without thinking, I responded and said “I’ll be there in an hour”. Guess my mind was made up.
Got home after dinner and my parents went right to bed (they’re in their 60s and we had been drinking). I grabbed a couple of beers and headed down to the beach, knowing Charlie would be there. However, upon arrival, I realized that she was nowhere in site. I pulled out my phone and texted her. She hit me back with the “I’m so sorry!! My parents wanted to watch a movie and made me come back to join them. Tomorrow night, same time and place!”
I was disappointed, but wrote it off as the flightiness of her youth. I settled in to watch a movie of my own and go to bed.
Now this is where it gets juicy. I was readying myself for bed, and I just happened to look out my window and boy was the timing perfect. I realized that Charlie’s bedroom was on the side of her house that faced my bedroom, and she happened to be getting ready for bed at the same time. She was wearing a baggy green sweatshirt and sweatpants with her college’s name printed on them, but before my very eyes she whipped them right off, revealing a cute black bralette and a par of booty shorts as her undergarments. I could feel my pants tighten already, even though the angle wasn’t perfect. She lingered in front of the window for a bit, then disappeared, presumably to the bathroom.
When she returned only a couple minutes later, she hadn’t changed clothes yet. I know that most girls (if they’re not crazy) wont sleep in a bra, and many prefer a tshirt and underwear (obviously there is variety, I’m making generalizations). So I waited for a show, a little weirded out by myself but also turned on by the voyeurism. I justified it internally by telling myself that she had been flirting with me, very obviously coming on to me, and she might actually find it hot if she knew what I was doing.
While I watched, Charlie unhooked her bra, exposing her pink, perky nipples. I’m not great at guessing sizes, but I’d say she was somewhere in the 34B range: a handful, but nothing overly large. Much to my surprise, she also pulled down her panties and lingered for a moment totally naked, beautiful beyond all belief. Her pussy was shaved, but that was about as much as I could tell from a distance. Her ass was just as I had imagined (the bikini hadn’t left much to it lol): perfectly round, very tight, but not huge. I’ll reiterate: the girl looked like she was a magazine model: slim, beautiful, striking eyes and long blonde hair.
She robed up as quickly as she had disrobed, opting for (you guessed it) a large white tshirt and a pair of boy shorts. In that moment, I had an idea: could I get her to touch herself without telling her that I could see everything she was doing.
I texted her, at first very casually, asking what movie she had watched and if she was still awake. From my window, I saw her text back, where she again had apologized for ditching me and reiterated that we had to meet up the next night. I told her that I was excited for that, to which she responded “how excited? ;)”. This girl was not messing around.
I decided to play along, and sent her a picture of myself laying in bed shirtless. She responded with an identical picture. I joked that it was silly for both of us to be laying in separate beds when we were so close. I even commented that it wouldn’t be that hard for me to sneak into her house, given it was a one-story house.
We traded a few more flirty texts, and it wasn’t long before I presented my request: take some seductive, nude pictures. I was getting so turned on by the idea of secretly watching her line up the angle, choose the right pose, before I then received the final product on my phone. She was all too happy to oblige (this girl was clearly VERY horny all the time). She sent me a small assortment of ass shots, cute tits and face photos, and even a seductive one with her hand down her panties.
In classic fashion, I responded to that one and said “mmm don’t you wish that was my hand down there instead of yours”. It was then that Charlie told me that she wanted that, because she had never been fingered before. In fact, she had never done anything more than making out. She was a tried and true pure virgin. She asked if that was a turn off, if I was no longer interested in her. I soothed her by saying that while i didn’t exactly have a virgin fetish (some do, not shaming), she wouldn’t be the first girl I had deflowered.
Her fears assuaged, we continued exchanging naughty pics and texts, before eventually she suggested that we FaceTime and finish together. It was a good idea, but I also realized that I wouldn’t be able to watch her through my window and on FaceTime, so it was time to tell her the truth. Once we connected, I spilled the beans about what I had been seeing. There was a small part of me that thought she’d be pissed or creeped out, but she just giggled and said “oh really?? Go look out the window then”. I turned by body, and she had stood up and bent over right in front of the window so that I could see her ass and her tight little pussy. I replied by sliding my body so that she could watch me stroke my cock.
She continued to put on a little show for me from the window, reaching back to slap her ass and sliding a finger in, all while making sounds so that I could hear it through our FaceTime call.
This put me over the top: although we had been sexting for a while, I had kept myself under control and hadn’t come close to finishing yet. But this was the point of no return, so I told her to get back on FaceTime and watched as I cummed for her. She watched me finish, commenting that she couldn’t wait to try my cum as she had never tasted it before. I then of course asked if she would reciprocate and cum for me, which she was only to happy to agree too. She set up the camera so I could watch her face (which is my favorite to see when a girl cums), and played with herself until she finished, her eyes rolling back into her head as her body released and she collapsed back on the bed.
After a few seconds of silence, we both laughed, turned on but also finding the whole incident funny. Before signing off, I promised her that after tomorrow, she wouldn’t be a virgin any longer…
Source: reddit.com/r/gonewildstories/comments/hi9sw4/spying_on_then_taking_the_virginity_of_my
Good story bud
Up
Nice. Pictures! Please!