Spying on then taking the virginity of my vacation neighbor [MF] Part 2

For context, here’s [Part 1](https://www.reddit.com/r/gonewildstories/comments/hi9sw4/spying_on_then_taking_the_virginity_of_my/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

So the next day I awoke full of expectation, well satisfied with the night before but definitely wanting more. I mean, this girl was HOT. I don’t know how many times I have to say it but it’s worth repeating: I don’t think I am a bad looking guy, but Charlie was definitely way out of my league. She and I are not even really playing the same sport. So yeah, I was pretty thrilled with the way things had turned out and was definitely looking forward to the next one.

I went through most of the day the way I usually would: sleep in a bit, have a big breakfast, then spend the late morning and all afternoon on the beach. I was pleasantly surprised when Charlie and her family set up their beach chairs perfectly in my line of sight, so every time Charlie stood up or shifted I got a great view of that ass. I was so ready for it, I could barely contain my excitement. To keep people guessing, she and I also had to act very new around each other, so as to not give off the hints of familiarity like anything had happened.

One of my favorite things about the beach house is the outdoor shower. Don’t know if any of y’all can relate, but an outdoor shower is one of my favorite experiences, especially this one. It isn’t super private (not like the private stalls you often find), it is a pretty open experience. Usually this means I shower in my swimsuit, but with Charlie around I started to wonder if maybe I could use this to my advantage.

At one point in the mid afternoon, I noticed Charlie get up and head back to her house alone. Knowing that my family was all out fo the house for the day, I knew I had a unique opportunity here. I followed her back to her house, speeding up my pace a little. As I passed her, I said (under my breath but loud enough for her to hear), “go to your backyard”, and then sped on past. I started to get a little hard, thinking about how she didn’t know what she was walking into.

True to form, I got back and turned on the water, letting it heat up, and in the corner of my eye I spotted Charlie, sitting on her back deck peering around into my yard. I pretended like I didn’t notice, and proceeded to strip down and shower off my body right in front of her. I was slow and deliberate as I soaped up my whole body, paying special attention to the private areas. The whole show didn’t last very long, but I got super turned on thinking about her watching me, knowing I had provided a little payback for my spying the previous night.

As I toweled off and headed back upstairs to change, I got a text from Charlie. No words, just this:???. I knew I had her hooked, so all I sent back was “11pm: beach bonfire”. The plan was on.

The rest of the afternoon dragged as I looked forward to the evening. Ate dinner with my parents, played cards until they finally got tired enough to go to bed. As they went off, I told them that I was going to the beach to have a bonfire, as it was my second-to-last night at the house and we always had fires. I invited them to come, knowing that they’d say no and go to bed. At long last, the time was ready.

I packed up my largest beach towel, grabbed some firewood and a few beers and headed down. I wanted to be ready for her arrival, so I set up the fire, spread out the blanket and played some music. Sure enough, right on time, Charlie showed up. She was wearing a loose fitting white v neck and jean shorts. She looked like she had walked straight out of a beach magazine cover. I had no words, so I just let out a long, slow whistle as she approached.

We cracked a couple of beers and made small talk. As we chatted, looking up at the stars (the sky there is truly unbelievable), we inevitably started moving closer and closer to each other, until she was wrapped in my arms, her head tucked against my shoulders. I joked that I was in a vulnerable spot: that if she turned me in for giving her alcohol underage, then I’d be in jail and she’d have to come visit me there. She, being the smart girl that she was, said “well how are you going to shut me up”

And I kissed her. And oh boy, was she something. The girl said she was a virgin (and I believed her), but she was far and away the best kisser I had ever been with. She was in control of her tongue, had just the right amount of lip biting. I was in paradise.

We made out for a while, and as our hands starting exploring each other’s bodies I stopped her. I told her that she had said she was a virgin, and so I wanted her to feel as comfortable as possible and not do anything she was hesitant about and that if she ever needed to stop, then just say so and I would stop. She looked up at me, cute as a button but with that little hint in her eyes that she was ready to try anything. She bit her lip, said mhmmm and then basically tackled me down onto my back.

As we made out, we started stripping each other and I was finally able to see up close and personal all of the things I had seen from a distance the night before. Her nipples were just as perky as I had seen, her tits fit perfectly in my cupped hand. Her ass filled more than just my hand, but was also very tight (just how I like it) and pretty strong. But really it was her whole body: the legs, her proportions, and her waist that really took me. She had confessed earlier to me that she was doing some modeling as a side interest before starting college, and it showed. The girl just radiated beauty.

I realized that because she was a virgin, I needed to take the reigns and show her how its done, especially focusing on her pleasure. After all, I was hoping that this would become more than just a one-time thing and nothing drives second chance out the window faster than a two pump chump who does not reciprocate.

So I put her on her back and took a minute to admire her as she laid there: her striking green eyes, her sloped shoulders, her flat stomach with a cute little belly button running down to a tight waist. I slipped her shorts off, exposing a pussy that matched the rest of her body: tight, slim, with a shaved landing strip pointing me the way to paradise. It was, in a word, adorable.

I kissed her, and as I did I started playing with her pussy. First I teased the edges, spreading the lips and grazing the clit, but didn’t enter. I wanted her to feel the anticipation. But soon enough, I slipped a finger in, using the come hither motion, and mixing in some clit play. One, two, then even three fingers were in. Every time I added a finger, she would gasp a little bit and I would feel her pussy clench around my hand. This girl was TIGHT. I knew I needed to get at least three in, or else I was afraid I might not be able to get my dick in (it wouldn’t be the first time…and no that’s not a humble brag. It’s actually a really embarrassing story)

After some fingering, I decided it was time to give her the tongue. I like the progression: finger, tongue, then dick. Seems to be a good way to build the tension, and Charlie had never been eaten out before. I wouldn’t say that muff diving is my #1 skill (I’m definitely better with the fingers), but I enjoy it and she was new to it, so I’m sure she enjoyed my tongue exploring the edges of her pussy, licking and flicking the clit as I slipped in a finger every now and then to keep her honest.

I knew she was ready to be entered when she assumed the position that lets you know as a guy that you are doing well: when the girl, laying on her back, starts to arch her back so that her hips start to come off the ground and her head throws back even more, usually accompanied by some gasping and/or moaning. Charlie went there only a couple minutes into my diving, and that told me she was ready to be fucked for the first time.

Pausing a second to strip, I double checked one more time that she was ready. All I got in response was “fuck me already you idiot”. This was a request I was all to happy to oblige. To get her started, I teased her a bit with my tip, before sliding in all so slowly, then back out. It wasn’t even the moaning that was the hottest part: it was the sharp intake of breath, the gasp, the “holy shit” under her breath, and I knew she was mine. I spread her legs a little bit wider as I entered her again, this time to stay. We fucked missionary, as I slowly brought her legs higher and higher up, allowing me to get deeper and deeper. I said it before and I’ll say it again: Charlie was no doubt the TIGHTEST I had ever been in. Going in and out felt like a vice grip, but it was soooo good.

After a little bit, I had her roll over on her side and entered her from behind in a spooning position. This is one of my favorite positions, as it allows me to kiss her neck and ears from behind, while wrapping a strong arm around her chest/stomach as I fuck her. It’s like doggy, but with more intimacy. She started getting loud, so we actually had to stop, as I was afraid someone might be around to hear us, which only turned me on even more. This position also allowed me to watch her perfect little ass and slap it as I fucked her.

Trying very hard to keep myself from cumming was difficult, the tightness and all. So we had to change positions a few more times just to give me a break. Eventually, she ended up on top, riding a dick for the first time in her life. She wasn’t the best, I had to put in my work than I typically do when in cowgirl, but it still felt amazing and allowed me to stare into those captivating green eyes as we did it by the fire.

She had cum a couple of times already (once during fingering, once during muff dive, and once more while fucking), and I was finally ready to blow. She said that for her first time she wanted me to finish somewhere easy, like on her stomach. So we switched back to missionary, her arms wrapped around my back, scratching me just as I like it, while I pumped and pumped until finally I was ready, and pulled out and finished all over her stomach. Like a good girl, she wiped some up and licked it.

Next time, she said, you can do it in my mouth.

Next time I said? Well shit, I got one more night here. What about tomorrow?

Spoiler alert: I was right

Source: reddit.com/r/gonewildstories/comments/hlzxob/spying_on_then_taking_the_virginity_of_my

4 comments

  1. “Take the reigns” – I kind of like it better spelt like this

  2. Very nice, great job making sure she thoroughly enjoyed her first time!

    I would have thought the easiest place to finish would have been inside her :)

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