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The First Fingers

Posted by: Age: 18 Posted on: 8 comments
16 likes 6073 views Category: Masturbation Female-Male Tags: orgasm, squirt, jerk off, fingering
I had spent years getting off from humping, but I finally got fingered

I had been lusting over Connor for weeks. He was in my homeroom and he was gorgeous. Piercing green eyes and a sexily disheveled head of brown hair. He was about 6 foot tall, with a solid muscular build because he was a rugby player. I'd spent many evenings neglecting my homework, legs straddling my favorite firm pillow, grinding out blissful orgasms imagining it was him that I was humping. I'd even thought about squeezing my thighs and trying to work out a discrete cum in homeroom more than once, but I didn't. I'd stopped using that technique in school after I'd been asked more than once by teachers if I was alright. It had gotten too risky, but sitting near Connor had made me reconsider it closely. "Just ask him to hang out," Megan said, clearly bored with me as we bummed around in her basement on a Friday night. I'd been swooning over him incessantly for the last few days and she was a little sick of hearing about it. "I swear it wouldn't be as weird as you think it would. You guys talk in school. I'm sure he'll say yes." "Maybe I will," I said, thought I really couldn't imagine doing it. As horny of a girl as I was, I was pretty shy in school. I was 18 and had never had a boyfriend. I'd gone on a few dates and made out with a few guys but beyond that, I didn't really have much experience. I'd never even seen a dick in person. It wasn't that I wasn't cute, I was just really timid. Megan was clearly fed up with it though, "Yeah, sure you will." She grabbed her cell phone and started calling someone. "You're not calling him?! Megan!" "She raised her finger up to shush me, "Hey Craig, whats up? Its Megan...yeah, so you up to anything tonight?...no?...Oh nothing, just hanging around my place with Rosie...oh you are?" She mouthed *he's with Connor* to me and waggled her eyebrows "yeah, that'd be cool...yeah, okay, see you in a bit." She hung up. "What the fuck was that Meg?!" "Craig and Connor are coming over in an hour and bringing booze. You're welcome." ~~~ About an hour later, after I'd showered and done my hair and make up, we heard a knock at the sliding door. Megan greeted the guys, wrapping her arms around Craig in an enthusiastic hug, as I sat on the couch still, trying to seem casual. I was feeling anything but though. It was a combination of incredibly nervous and more than slightly horny. "Hey, how's it going?" Connor asked, smiling friendly at me. "Pretty good," I murmured, feeling like I may have even been blushing a little. "What didya bring?" Megan asked, eyeing Connor's backpack. He pulled off the backpack and unzipped it. From it he procured a few cans of beer, a half a bottle of vodka, and some orange juice. "Sorry, my brother won't be home til Thanksgiving and I don't have much left in my stash," he said sheepishly. "That's okay," Megan grinned, "We weren't looking to get shitty. We like you guys, we don't have to be wasted to have fun around you. Just a nice buzz." Craig laughed, "Gee thanks." Connor brought the vodka and orange juice over to me, "Ladies first?" I smiled and took a pull chasing it with the juice. I could feel the warmth of the alcohol smooth over me as it took effect. Almost immediately I started to relax. Connor sat on the opposite side of the couch as me, as Megan and Craig sat on the floor. We passed the vodka around, laughing and loosening up. Megan and I took about three pulls before we stopped, letting the boys--who were both solidly built rugby players--polish off the rest of the bottle. Soon we were all pleasantly drunk. Warm and glowy without being sloppy. That perfect level where everyone is that much funnier and everything is that much easier. After a little while we cracked open some beers to nurse, and Craig suggested we put a movie on. He and Megan had been getting pretty handsy with each other and they were both looking for an excuse to turn off the lights. I had been having fun talking and was nervous that once Megan and Craig started to hook up that things would get awkward for Connor and I. I mean I was also a little bit excited, but I just couldn't shake the feeling of concern. But I wasn't going to suggest otherwise. Megan popped in a movie and turned off the lights. She grabbed a blanket and threw it over herself and Craig on the floor as the movie started. Connor and I were still sitting on either end of the couch. He smiled at me and patted the cushion next to him. "You're welcome over here if you want," he said, his green eyes glimmering a little in the glow of the TV. "Oh is that right?" I smirked, feeling nervous but playing it cool. The alcohol letting me act more confident than I normally would have. "No pressure," he grinned, "Just friendly cuddles." God he was so sexy. I slid over toward him, lifting his arm and putting it around my shoulder, "I can do friendly." I leaned my head against his broad chest, taking a little breath and sinking into him. Two hours ago I was swooning over this guy to Megan, and now here I was cuddled against him, pleasantly drunk, and getting increasingly more horny. If there was a better best friend to have than Megan, I can't imagine how. We watched the movie for a little bit in silence, though I was too focused on him to pay attention. He'd begun casually stroking side with the hand wrapped around me and it could feel myself heat up under his touch. Between the alcohol and the contact with him, I could feel a warm ache building between my legs. And the smell of him...oh my god...every inhale I could feel myself wanting to melt into him. Everything in me want to just turn and kiss him but I was so damn shy I couldn't bring myself to make a move. Megan didn't have that problem. Ten minute into the movie her and Craig were making out. I could hear her giggling as he pawed aggressively at her boobs. Connor shifted a little next to me, adjusting his position. I turned to look up at him, "You okay? Do you want me to move?" I was worried I was making uncomfortable. "Yeah, actually," he said, and I felt my heart drop. I started to shift myself away from him, feeling stupid for being so silly when he said, "Well now wait, I didn't mean move that way." He reached a hand toward my face and said, "Come here." He pulled my face gently toward him and we were kissing. It was amazing. The pressure of his surprisingly soft lips. His tongue lazily grazing against mine. He bit my lower lip, gently dragging it through his teeth. "I said, 'Come here'" he breathed, sliding his hands down my sides and lifting me onto his lap. I buried my face in his neck, sucking the skin between my lips as I brought a leg over him and straddled his lap. All of my nervousness gone, I ran my hands over his firm, round shoulders. My whole body felt electric, most especially concentrated between my legs. My pussy had been damp since before he even showed up, but now with him between my thighs it was positively drenched. I moved my lips back up to his and kissed him aggressively. He groaned, grabbed my hips, and began rocking me back and forth against his lap. I gasped, feeling the jolt of pleasure pulse in my clit. I heard Megan giggle from the floor in between ragged breaths, "Someone's figured her out." "Shut up, Meg," I laughed, taking over the motion of my hips as Connor slid his hands up my shirt, under my bra to my sensitive erect little nipples. He pinched and pulled lightly as I dry humped him through both of our jeans. He brought his lips to my neck sucking lightly, and a sigh escaped me. I was so turned out. I cupped his face in my hands and kissed him aggressively now, our tongues slipping against each other as tried to grind harder against his hips. It felt good, but I couldn't get enough pressure in that position to push me over the edge. He sensed a little bit of my frustration and lifted me swiftly and slid one of his legs from between mine, then set me down on the other and started pumping my hips for me again. I began whimpering into his mouth as I realized now I had the pressure to make me cum. I kept thrusting my swollen aching clit down onto his muscular quad through our jeans as he returned to fondling my tits. Little grunts escaped me as I increased my pace and Connor's rock hard cock pressed against my thigh through his own jeans. In that moment I wasn't self-conscious or embarrassed in the least, I wasn't even thinking, my whole body just needed to cum. "Fuck, this is so hot Rosie," Connor groaned, grasping my hips again and digging his fingers in and pulling me down, helping me achieve that final bit of friction I needed to push me over the edge. He pumped me against him a few more times and then all of the tension that had built between my legs just burst as went rigid and shook frantically against him, waves of pulsing pleasure ripping through me from deep in my pussy. I came in my jeans for what I know was only seconds but felt like minutes. Before I could catch my breath as it subsided, Connor lifted me off him, laid me on my back, and tugged the button and fly open. He pulled down my (completely and utterly) soaked panties and, still kissing me, effortlessly slid the first two fingers I had ever had into my pussy. The noise that came out of me was loud and low and guttural as it felt like my entire body clenched down onto his hand. If I had thought the orgasm I"d just hand from grinding on him was intense, the feeling I felt in that moment as he slid his wiggling fingers in and out of my untouched pussy was catastrophic. I grabbed at him. His arms. His hair. I dug my fingers into his broad back. I thrust my spasming pussy into his pumping fingers. And then I lost what little control I had left as my body began to buck violently and the extreme pleasure exploded. A gush of cum flooded out of me, all over his hand, my thighs, and the couch and I heard him mutter "Fuck, yes". I felt like my body was going to break apart from the intensity as I gasped sharply over and over. Squirts of hot, sweet girl cum spurted from me as he mercilessly kept pumping his fingers into me until I couldn?t bear it a second longer and I begged him to stop. He pulled his fingers out of me and I squealed, my pussy pulsating in their absence. "Holy fucking shit, Rose," Connor muttered, "That was the hottest thing I have ever seen." I smiled sheepishly, opened my eyes, and then realized Megan and Craig were no longer on the floor. I sat up quickly, "Where?d they go? When did they leave?" "A while ago. Before we got to that part," he smiled, wiggling his still-wet fingers at the soaked spot on the couch, "I think they went in her room where her condoms are." "Oh," I said, getting a little nervous, "I'm I'm not ready for that? I mean like at all." Connor just smiled and leaned over to kiss me, "That's okay. I'm not? I mean, I've never either. We don't need to. But could you help me with this?" He asked, gesturing down at his erect cock, hesitantly. I started laughing. This boy who had just given me the most intense orgasm I had ever felt was nervous that I now wasn't going to return the favor. "Of course I can, but I've never done this before. Just, tell me what to do." "Well first you should take it out of my pants," he laughed. And I opened his jeans and tugged them and his underwear down. Out popped his beautiful, rock hard dick. It was throbbing and full and I slipped my fingers around it at the base. The skin felt like a silky sheath wrapped around an incredibly firm rod. His length extended several inches out of my fist and the head was red and taut and dripping precum from the little slit at the top. I slid myself closer to him so I could nestle next to him and watch as I stroked him. Up and down, I let my palm glide over him. "Is this good?" I asked, wanting to make sure he was enjoying himself. I wanted to make him feel as good as I had. He had leaned his head back and closed his eyes, "mmhmm," he mumbled, "very nice." But I didn't want very nice, I wanted amazing. I thought of what Megan had told me she'd done when she'd given handjobs, and so I leaned over his cock and let some spit drip down onto the head getting my hand wet and making his whole cock slick. "Oh fuck," he groaned as my hand slipped up his shaft and over the head, slick and smoothly. As I got a rhythm going that he clearly enjoyed, I got the overwhelming impulse to say filthy things to him, so I leaned in close to his ear, "That feels good, huh? Nice and slippery wet. I love how your cock feels in my hand. Oh it feels so hard." His breath caught in his throat for a second and his cock twitched, he clearly liked me talking to him like this. "Connor, I want to make you cum. I want to feel you cum in my hand. I want to make you feel so good. You made me feel so good. You made me squirt. You are the first person to ever touch my pussy. You fingered my tight little pussy and you made it squirt. I've never felt so good in my life." I bit his ear lobe lightly, and then sucked on it. All the while my hand still jerking his gorgeous cock. His breath started to become increasingly more ragged as I leaned back down and spit again on his dick. Wet and slippery, my hand worked him, gripping tighter as he started to thrust his hips up into my hand. "Connor, I wanna see you cum," I panted, pulling his face to my tits that were still exposed as my shirt had been pulled up. He looked up at me looking down on him and began sucking my nipple as I tugged my hand faster up and down his throbbing cock. "I want you to cum on me like I came on you. I want to feel your hot cum shoot out onto me. Please." He sucked my nipple thrust into my hand, sweat forming on his forehead. "I'm almost there," he gasped, humping into my hand and burying his face in my tits. My hand moved at a fevered pace now, "Oh please, Connor, please cum for me. I need your hot cum. I need to feel it shoot out of your cock. Oh my god, I need it." He looked up at me, his mouth frozen into a O-shape, his body went stiff, and he began grunting. Cum shot out of his cock at me, the first rope hitting my stomach and hips, the second rocketing on onto the thigh of my half-pulled-up jeans. Then a few more spurts poured out onto my hand as I pumped him until nothing was left. The warm, sticky white cum spreading over my fingers. I slid my hand up a few more times until he grabbed my wrist and made me let go. I pulled my cum-covered hand toward me and examined it, then took a small lick and smiled at him and giggled, "That was so fucking hot." "Jesus Christ, Rosie. You are fucking dirty aren't you?" He laughed, "It's always the quiet ones." I smiled, and leaned into him. We laid there sweaty and cuddling on the couch for a bit before we cleaned up as best we could. 

We woke up on the couch the next day when Megan and Craig came back down. They smirked at us both when they saw what a mess we still were. "Have fun?" Craig asked. We both laughed and nodded. We wound up dating for about a year, and we went way further than just masturbating each other, but those are stories for another site. ;)

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