[M]y experience o[f] our first time out in the real world. | 2016

This is a written history of a couple 29/m, 25/f that is being written down so that the both of us remember it. We're sharing with one of our favorite communities because how we've gotten together and the buildup for it has been a story worth telling. Today's story is from the Wolf's perspective. Today you get our first interaction and our first real sexual experience. Skip to The Woods if you want to read the super sexy parts of this post. Comments and PMs welcome!

Where we began

We're two pretty average people. I'm 5'9", chubby, long brown hair and blue eyes. She's 5'5" skinny, wide hips and shoulders, B-C cups and wears glasses over her blue eyes. Both nerdy, geeky types. So it comes as no surprise that I spent a lot of time on 4chan in my youth. The depravity of the site, the brutal honesty, and general lulz that it brought myself were a few reasons of why I kept coming back to it. I was in a dying relationship, yet to realize it's full potential when I stumbled across a post saying simply this.

"19/F/NY, women ONLY! Skype: ****"

So in my brilliance, I mustered up the courage to add this girl and pretend to be one myself. Obviously looking for tits, and other things after. Little did I know that 6 years later I'd still be talking to her and she'd become the love of my life. Over the course of that time, we cammed(which was hot as hell btw), we fell in and out of contact, she spent time with her different boyfriends and I had a lot of work on myself to do. However, this past Christmas was a particularly tough time for Bear. She broke up with her long-time boyfriend (and ride) which was a catalyst to many life changes. I myself had come to the realization that this girl was something to be seriously considered as a potential long term situation as well. So it was arranged that our schedules work out that we were to finally meet. An overcast day in March is when it finally happened. A friend of mine drove us down (got a ticket along the way) and we had our first encounter.

The Library

We met in a coffee shop. She was wearing a long-sleeved green top, with blue jeans and her glasses. She was exactly what I pictured. We were both petrified of each other, yet amazingly happy that we both existed. My friend insisted we looked adorable together yet I was too busy holding Bear's hand to even notice. My first thought when I saw her was "Holy shit, she's out of my league." So a light lunch, an interaction with a creepy hobo, and a few games of Catan later we were all looking to go for a walk. Our walk ended up in the historic library. A quiet place of reading and contemplation. We walk in and find a place to sit down, a lovely couch, while my friend walks off into the stacks looking for something to read. We're holding hands and talking while watching the library aide give us the stink eye as she walks around doing her job. I look at her, she looks at me and I lean in for a kiss. Fireworks go off, flowers bloom, babies giggle, and the whole forest comes to watch as Bear turns away from the kiss. Heartbroken, I look away. My mind races.

"Am I just going to chalk this up to another relationship failure? Would my streak of terribly awkward lovemaking with new lovers continue?"

Then the unexpected happens. with her full lips and a look of nirvana, she takes one of my fingers into her mouth and begins to suck on it. Slowly, elegantly, moving in a rhythm that brought my cock to a rock hard stand still. Instinct takes over. I start moving my hand to her side as she continues to suck on my finger. My mouth finds her neck and begins to kiss her skin. Up and down matching her gentle bobbing. I can't contain myself and bite her flesh. She tastes sweet and smells amazing. Her mouth and tongue work double time on my finger, while I guide my hand down her side, playing with her waistband. Our fun didn't last long. The library aide interrupted, unknowingly. We return to our normal, not-going-to-get-us-kicked-out, positions. She confesses that kissing is too much for right now, but that she's so fucking wet that she wishes she was ready for more. I completely understood. We were out of time for that day. With a very sad goodbye and a deep hug, we left each other until the Summer's blistering heat set up our second encounter.

The Lake and The Woods

If I told you that I didn't masturbate furiously to that encounter, I'd be lying. It felt Victorian with the ratio of significant contact to sexual tension. We had to wait four more months. The joke was that it would only be another 4 years til we actually met up again. I was fortunate enough to get a Saturday off from work and my buddy offered to go down and go kayaking. I put 2 and 2 together and we spent the day at a state park that I'll never forget. We tried canoeing first. She strips down to her black and white bikini and it takes me a good 30 seconds to reign in the boner I'm having so I can walk to the damn rental shed. We get on the boat and paddle like bats out of hell. There was splashing, flirting and a turtle that swam by! He was so fucking cute. It was appropriate that we started off our day connecting with nature, as once we hit the water, things would naturally come together.

The awkwardness of the last meeting was pretty much gone at this point. We were slowly falling into a comfortable space, which felt amazing and very unlike our last encounter. She kept offering me her sandals because I didn't have a pair to walk on the tarmac with. I was fine, however, and our friend decided he was going to drink the alcohol he brought whilst we were in the water. Little did I know that my amigo has a huge fear of swimming in water that you can't see the bottom of. This provided the opportunity for her and me to finally be alone. We hit the water. It's COLD. Not "I can't swim in it cold" but it's a good 10 degrees below the air temp. Eventually, we make it out to waist deep water and this is where she and I have our biggest difference. She's a fish. She loves the damn water and can swim in it so well it's screwy. I am a lead stone, tied to an anchor that is planted firmly in the bedrock below the lake. This was evident when I tried to swim the 10 yards to the dock and proceeded to blow myself up like I ran a marathon. After a refractory period and getting back on to relative terra firma in the water, we got close. I snaked my arm around her torso, resting my hand on her hip and after what seemed like an eternity we kissed. It was a deep passionate tonguey kiss that you'd have with your first girlfriend. We didn't care who was watching, or what was going on around us. The lifeguards I'm sure were looking at us like "Oh dear god stop sucking face." That was our moment, though. We pull apart and then go back in for another round. Once again I am rock fucking hard.

Our story doesn't have much dialogue because honestly I only remember a few key phrases and exact conversation. In this case, we shared I love yous. It was one of the most fulfilling moments of my life honestly. Something that had been built up that much, well. Let's just say the walls came crumbling down from there. We spent the next hour in the water fooling around. Moving away from the people swimming and our hands were on each other's crotches than not. She spent time swimming around me, and I stopped her a few times to carry her like she was my wife through the threshold. one of those instances, I pulled her bottoms down a bit and found her bush. She kept it trimmed and neat, but the hair was there. Didn't bother me any as I found her amazingly soft clit, looked her in the eyes and started rubbing. She recoils a bit but buries her face in my shoulder. My middle finger slowly moves around the mound and I whisper her name and encouragement. Then I find her vagina's opening and my finger slides inside. She changes to someone just enjoying the moment to someone who's only concern is my hand inside of her. It's like no one else was there as she inhales sharply and her eyes roll back into her skull. My finger slides in and out, realizing she is amazingly tight. Like holy shit, I can only fit one finger inside of her. We're interrupted by the real world and we return to our normal positions. Light fondling and other shenanigans occur before we realize that my friend isn't coming in with us. There was minor stroking of my cock as well, but in the end, we get out of the water and change so that we can have a snack.

Terribly dry rose wine, fruits, and veggies with ranch and some of the best fucking beer I can ever have was the spread while we listened to my buddy talk about his day so far. He wasn't drunk, and he spent his time on this bike that had 4 wheels and killed your knees. We decided that it would be fun to take a walk, as Bear enjoys walks very much. My amigo decides he wants to stop at the shop to get a piece of nostalgia. That's fine, we'll go get lost and maybe kiss some more I thought to myself. Boy oh boy, did we do a little more than that.

We find a path through the woods and realize that no one can see us. My hands wrap around her waist and grab her ass while our lips find each other again. Her hesitation and that look of fear stopped us for a few moments before we finally laid down on the forest bed and began to touch each other. Things get murky here for me. So if this is out of order I do apologize as I'm trying to remember everything we did. I undid the button of her jeans and slid them down a bit. My finger finds her slit once again and she is soaking wet. I look in her eyes and play with her clit while whispering more encouragement in her ear. She's very quick to cum here, and she has her first orgasm. Shaking, on another planet, and clinging to my hand, each wave rolled over her. She turned to me and we continued to talk about how the day felt and how we never expected any of this to happen. Then I asked her to suck my dick. She has quite the oral fixation you see. Favorite thing in the whole world to be honest. I love her for that. Anyways, I'm balls deep in her throat when I hear a car coming. Now you have to realize we're at the bottom of a ridge. So we have no clue there's a road up there. My dick disappears in my pants and the fear and panic set in. Did we get caught? Considering they didn't stop, and there were no shouts from a park ranger or anything like that we carried on.

She's back stroking and sucking me off. Her lips wrap around my dick and it feels like heaven. It's been a long time since I've had that happen, but I was getting into it. There was a point where things got too sensitive and I had her stop. We stood up, and then she said, "I'm so fucking close to cumming just doing that." I had to oblige. I asked if she was okay with cumming standing up as I'd been with girls that hadn't been that okay. She was and then my finger was lost inside of her. Her hands on my shoulders, her mouth on my chest and she's starting to cum. I think it's going to last a few seconds when I stop and pull out of her. She stops me and says "I'm still cumming." That was so fucking hot. Jesus Christ. My finger goes in and she shudders and continues to cum. With her Multi-orgasmic period over, she needs to sit down again.

She snuggled up next to me and I tried getting myself off. Still, that wasn't working. I became frustrated and took a deep breath. we look at each other and I tell her that I need to start touching her, or getting her off in some fashion because that's the only way I was going to cum today. I began to lose hope a bit because I wasn't going to be able to get off as I was nervous. However, because this woman is so fucking amazing she starts to play along with me. I'm stroking my cock, her rubbing her clit laying in the woods together, and our moans mixing in with all of the animals and nature around us. I begin to finally climax when I realize her mouth is hovering a centimeter above my cock and what I thought was a breeze was her blowing air into my mouth. This was so incredibly stimulating that I just came. I closed my eyes and in that moment I was one with everything around me. The serenity of my hot, sticky cum coating her mouth and spilling out onto her face is something I did not see but felt happen. I'm having a hard time describing the emotional and physical validation I felt in that moment because I truly felt that I had sex the way you're supposed to. She cleans us up and then all of a sudden we realize that our time is up. My hand was on her knee the entire car ride home. I love this woman with all of my heart and I'm looking forward to the next week, where I would rent a car and we'd be by ourselves for the first time. That's another story at another time.

Conclusion

I hope you enjoyed my story. There were a lot more emotions and conversations that were had that I'm just forgetting at this point, I think I captured my experience. I'll have more from my end of this experience soon when I write up about our past weekend at a concert.