“A Night In The Woods” [highschool] [2m on f] [anal] [long] [lust]

“A Night In The Woods”
“I’m a 23 year old woman, and I have a story for you. When I was in 10th grade I lost my virginity to a senior. I’ll call him, “Rob”. I was always hot on Rob. Everyone looked up to him. He played football, basketball, and baseball. He had a lot of friends, but never had a girlfriend. All the girls “loved” Rob. On Friday nights there was always a party to go to. I didn’t drink. But I loved to go to these party’s to tease guys, shake my ass to music, and have fun. It always seemed like ANY girl, from any grade, could go to a seniors party. The younger guys, not so much. Unless you were pretty cool with them.

The senior boys seemed “so much older”, and deep down I knew that I probably would sleep with one, if given the chance, and I liked him. Maybe, thinking about it, I probably would of done it just to be popular. Well, my thoughts on what I would do if presented with it, came true. But, not like I imagined it.

I was at a party on a Friday night at a local golf course. The 2nd hole of the course was located right on the edge of deep woods. You actually had to walk a while through the woods to get there. There was no way possible for us to get caught unless the groundskeeper was walking the grounds at night. Anyway, I could see Rob over there sitting on a bench talking with a bunch of guys surrounding him. I decided to dance on over and nonchalantly shake my ass in front of him. All the other guys were like “yah! Yah! Let me hit that”, and stuff like that.

I saw some the senior girls flashing their boobs to some of the guys, laughing. I decided to up my game and I quickly pulled down my pants and flashed my ass in my tiny panties. This was driving the boys mad, and it totally turned me on. I looked around and I saw a lot of the guys checking me out. I don’t know what came over me, but I went right over to Rob and squeezed in between him and his friend. His friends immediately started joking, “Rob is robbing the cradle!” Haha. Real funny. I guess this kinda bothered me. I wanted to be seen as a young woman, not a 10th grade girl. That’s probably why I did, what I did, next.

I don’t know what in the hell, this girl, was thinking, but I grabbed his friend, Connor’s package, right through his sweatpants. He was embarrassed, yet I was impressed. He felt pretty large down there! I don’t know how I pulled it off. I must have the instincts of a great actress, who just had a stellar performance, because, on the outside, I appeared cool and calm, but on the inside I was thinking, Wow, this is the first dick I ever touched, and it felt ‘wonderfully’ huge. It got me kinda aroused!

Then, I don’t know where in the fuck my head was. I grabbed Rob’s crotch. Yes. I. Did. He might have been semi-hard, I’m not sure, but I said, “Why don’t the three of us go find ‘something’ to do?”, and I think I even licked my lips or something, trying to appear so advanced in my sexual life or something. When, in reality, I didn’t know what in the hell I was doing. Umm hmm. I guess it was my hormones making all of the decisions, because I wanted “Rob”, and I don’t think I could get him by myself, so at the spur of the moment I figured I’d definitely get Connor to get him to go along with the plan. And I did NOT care.

We headed off into the woods and Connor’s hands were all over my ass. Squeezing it, rubbing the crack of my ass, as we walked. It felt ok, but I could tell he didn’t know what he was doing. I think he was trying to rub my pussy through my jeans, but he kept poking my butthole.

We stopped at a clearing in the woods, and the boys got into a huddle to talk to each other. Probably trying to figure out, who was going to do what and whatever. If they thought I was going to get double-teamed, they had another thing coming. I never had sex in my vagina by a guy. I wasn’t about to have one in my ass also. I wasn’t worried about my pussy being penetrated, I’ve been using things in there for a while. Other than a finger, I’ve never had anything in my ass. I mean, I’d try to blow Connor, while I have sex with Rob. Which would probably be a good idea, because I never actually sucked on a cock, and I don’t think Connor would even know if I was good at it, or not. I just wanted Rob to be the one to take my virginity. That’s all I thought about. All. The. Time.

Rob came out of the huddle and it looked like he was all business. Ready to run a play. He kissed me! I don’t know if you guys know this, but girls LOVE to be kissed! He was really good at it too. I could feel myself getting turned on and wet between my legs. I don’t know if you girls know this, but Justin would love to see you naked. After all, he does write these for you. ?…….What just happened?..Anyway, Connor was just sitting back looking at his phone like there was something really important that he was doing. Rob put his hand down the front of my jeans. Mmmm. His hand was cold at first, but the heat from my pussy warmed it up almost immediately.

I felt him go beneath my panties real slow, and he began to kiss me harder as his hand brushed over my patch of pubic hair. I gulped. This was the point of no return. Connor came up behind me and lifted my shirt over my head as he started to kiss the back of my neck. These guys were being really gentle. Rob moved his hand up and down on my pussy, and my lips just opened up for his finger to slide in. I moaned. Rob unbuttoned and unzipped my jeans to make him have easier access to my private’s. Connor began to shimmy my jeans down, as we all got down on our knees.

This was mid-May, so the evening was pretty warm. I reached down into Rob’s shorts and began to jerk him off. I just wanted to feel that cock in my hand. He had his natural lube dripping from the tip of his dick. Connor was rubbing my shoulders as he undid my bra, and put his hands around me and started to play with my breasts.

Rob and I were making so much noise from our lust-filled kissing. His tongue and my tongue were wrestling with no clear winner. He took my hand that was on his growing dick and began to jerk himself off using my hand. Connor slipped down my soaking panties, exposing my tight ass to him. I was so horny. At this point, I Seriously was up for anything. I was willing to try, if it went there. I was ready. I wanted this so bad.

I wasn’t worried about anything. I was living in the moment. I had hands all over me. I felt like a slut, …and I liked it. I was so worked up, I just wanted Rob to fuck me, and fuck me now! I pulled his dick out of his shorts, pushed him back until he was on his ass. I straddled over top of him in the upright position. I took his cock and slapped it a few times off my clit, getting each of us wetter with his pre-cum splashing tiny droplets on us. Then I slipped it in. I’m not going to say it didn’t hurt, but it did as it slowly went in. But, I wanted it more than it hurt.

I started off doing small up and down motions stretching my pussy open with each little hump. Until finally I worked myself down the whole way, filling me up. I was doing it! Finally, I had Rob’s cock in me. I wiggled myself on him, feeling his dick circle my slit from the inside. It started to feel fantastic. I think this was a combination of mental, lust, and want.
I felt comfortable now. I spread my ass with both of my hands, and started to piston up and down on him. I could feel my exposed asshole slapping up against his balls which was actually feeling pretty good on the center of my anus.

Connor came around as I started to pick up speed riding Robs rock hard shaft, shoving his dick in my face. But, with the motion of going up and down there was no way I would be able to suck him off so, I just jerked him off by my face with an overhand motion. The penetration in my pussy was feeling really fucking good. I was fucking Rob! The Senior! Shit it felt good sliding in and out of my cunt.

I put my arms around Rob’s neck with my head over his shoulder as he took over pumping me. He was fucking the shit out of me. I moaning so loud. I couldn’t help it. It was like nothing I ever felt before. As I was motionless, as Rob pumped in and out of me, I felt a sharp pain coming from my anus. Rob has his eyes closed so he didn’t know what was going on, and I’m sure he thought he was making me get even more vocal, because he began to pump me harder.

Each time he came down I could feel what was Connor’s dick inching its way into my ass, a fraction at a time. I couldn’t believe it! His cock was sliding into my ass. That initial pain began to subside as he got that huge head in past my sphincter muscle. My pussy juice was running down the inside of my thighs, running into Connor’s shaft making it a smooth entry. Yes, entry. My exit hole was now an entryway for cock, and I was liking it. I could of stopped this at any time, but the way it was feeling in my colon, I didn’t want to. I could feel Connors cock getting deeper into my tiny ass. I felt my asshole widening for what it was receiving.

Everything felt so fucking good. Here I was, this 110 lb. teen girl getting double penetrated by two jocks with huge wide cocks. I loved it. My whole body was tingling as they both pumped me. I thought I had orgasmed by myself before, but nothing was like this. I looked up to the dark night sky, through the tree limbs, surrounding the clearing we were in, unable to make words. I never wanted this feeling to end! I loved the feeling of having two men holding me from the front and back, pounding the shit out of me.

My ass was so loose. It lost its ability to grip Connor’s dick as he continued pumping. “Shit! Shit! Fuck! I love it! My ass is on fire!” were the only words I could say. Words actually couldn’t describe this feeling of complete want and lust. I had a cock pounding my pussy, and one in my ass. A place that’s not made for anything to enter, let alone a huge meaty dick. It was made for, well, you know, but, that’s what made it so intense, slutty, dirty, naughty, whatever whore word you want to say. That was me, and that thought made me want to cum all over these guy’s dicks. Even from my ass.

The position that we were in made each of their cocks hit the nerve endings of my clitoris. I was visibly shaking and moaning as they fucked both my holes rhythmically. Incredible. It felt incredible. Rob was pumping so fast, I knew it was coming. He was gritting his teeth, thrusting deep in me, when he pulled out and shot his hot load all over my tits and under my chin. “Oh, yah, mmm” I said, reaching under my chin and scooping up his hot cum and licking it off the palm of my hand. I liked the taste of semen. I just found this out. While Connor pumped his missile into my subtle ass, I collected more of Rob’s nectar from my tits and licked that up. Mmmm. So good.

Now, I was enjoying Connor’s balls deep cock thrusting into my intestine, causing a visible bulge to show below my belly button with each deep pump into my giving ass. I reached down and grasped Robs pulsating cock and milked the remaining shots of cum directly into my opened mouth. I swear I could feel it swimming in my stomach.

I just continued to ride my ass on Connors dick as I repositioned myself in the squatting position as I wrapped by arms behind me, around his head as I could feel the absolute pleasure his cock was doing so deep in my gaped ass. Having just one guy now, I began to pump up and down. Fast. My thighs were beginning to burn. But, I didn’t care. The orgasmic feeling each time his cock exited my chute was taking over anything that was consciously happening to my outer body.

Connor reached around and was doing his best to find my clit and play with it. He was bottoming out in my ass. Every time I came down on him I could feel my muscles grip the head of his dick deep within my colon. My sphincter muscles were destroyed. The only line of defense were those muscles hidden somewhere deep inside me. It made me want to see how deep I could actually go with something in there. I’d have to try that at home. Along with, how wide can I get. The thought of this made my anal canal tingle. It liked what I was thinking.

Up, down, up, down, faster, faster, I slammed my ass against his thighs. I think I timed it perfect because I could feel my self having a massive anal orgasm. “Mmm, do you like fucking my tight teen ass?! Mmm, yah..I want stretched out more!… Mmm, oh my ass. Fuck my little ass!” I was going insane. I wanted to spread my ass further. I reached around, and stuck two of my fingers from each hand, up the sides of my ass, running along Conner’s cock, pulling my asshole apart. Stretching me out further.

“Shit! Damn! Deeper! Cum inside my tight butthole, I want to feel it! I want to feel you.. I want to feel your hot cum injected into me!” I exclaimed with obviously so much emotion. I had my back arched inward, as I rode Connor’s massive tool, while he was pinching my nipples. All I could hear was Connor breathing heavy, I wanted more! He stretched my ass out even more by cupping and spreading my numb ass cheeks by holding on to the rim of my asshole with both his thumbs making a space on the sides of his dick, right beside mine…”Ohh, shit”..I mumbled. He exploded what felt like a gallon of hot cum I could feel coating the inner walls of my dark cave. “Mmmm, God, aaahh..” I managed to say, just as this caused me to squirt everywhere on the forest floor.

I rubbed my clit frantically, with tears in my eyes. Rob just looked on in disbelief and lust at what was happening. I slowed down and continued to feel Connors cock ejaculate every last drop of his sperm in me. I eased off of him and his cum just poured out of my gaping hole.

My sphincter muscles didn’t know what to do, being forcefully taking entry the way it did. My ass was squirting out and ass queebing all of Conner’s baby batter, spluttering everywhere. Rob just lied there, and instead of going for Rob went for Connors pulsating cock. I put that cock that was just in my ass and cleaned it all off with my mouth. I sucked it clean. Licking my lips. I did not care. The way that his cock made me feel, I probably would of done far worse. Besides, I owed that to Conner, for bringing me to the most amazing orgasm, to this day, I have ever had. And it’s been seven whole years, and not one guy’s dick that I have dated even compared to Conner’s massive cock…”

Whew. If you’re like me, that turned me the fuck on! I haven’t heard from anyone, except for one special girl (you know who you are, thanks ?), in like four days. I love writing. But, I also, love being turned on. Who wants to help a starving writer? Email or PM me. I’d absolutely love to hear from you. I hope you enjoyed this! After all, that’s what it’s all about anyway. Right? Take care guys. Love you all! ?

Source: reddit.com/r/eroticliterature/comments/dajx0j/a_night_in_the_woods_highschool_2m_on_f_anal_long