Where it happened: Friend's House
Langauge: English
Sex: Female
Rating: 10
Category: Straight
The first time I did it was with a guy who was just a friend. We were going to an all guys and all girls school, respectively, and met up one time at one of the few co-ed clubs. We were talking for a bit, and I thought he was kinda funny, so we exchanged MSN addresses.
Over the next month or two, we got really, really close. He’ll be my best friend forever, no doubt. I don’t really love him, per se, but he is a really cool guy and I’m glad he’s my friend.
So anyways, I was going out with this other guy, who I’ll call T. I loved him a lot (we’re broken up now… ;_;), and we were just about to get past kissing into all the good stuff, as I know now. I was really scared that I wouldn’t be good enough, so one day, when I was over at my best friend’s house (let’s call him D), I asked him how to please a guy. Maybe naively, but still, I wanted to know. Thankfully, he told me he’d help me out.
It started off like this. He brought me to his bed, and asked me to kiss him like I do with my boyfriend. It was a little awkward, but I did it… D is kinda hot, I have to admit. After a few seconds of it, he stopped me, and instructed me on a better way to do it – something about me using my tongue a bit more to grab his, and to hold onto his lip at the end and just linger a bit. So I practiced that with him for a while longer, and as I was doing it, he slowly lifted my shirt off of my body. I asked him what he was doing, and he told me that he was helping me learn to please a guy, so I went along with it. I trust him, he is my best guy friend.
Anyways, we kept kissing for, like, ten more minutes or so, and I was starting to get a little turned on by it. At that point, we stood up and continued, and he started to pet my sides a bit, which was weird but felt nice. Then he told me to take off his shirt and do the same to his back, so I did, and started petting his back. I didn’t realize how muscly he was under his shirt, but that with the few black hairs on his chest were pretty cute. We continued on like that for a bit, and then he undid my miniskirt, and it fell to the ground… again, I went along with it, totally trusting him. This time, we fell back on the bed, and he laid down and told me to get on top of him and keep on making out, which I did passionately. I was really starting to get into it now, when I felt his hand slide down to my butt, still over my panties. I stopped for a second, and looked at him, and he said again that I was doing great and should keep going, and it would be pleasing to any guy if she would just let that happen, and seem to enjoy it.
So I did just that. He rubbed my butt, thighs, and all over my back as we kept making out passionately. Then we sat up, with my legs wrapped around his back and me sitting in his lap, and continued kissing as he undid the hook on the back of my bra, and quite skillfully I might add. I remembered that he said it was pleasing to guys when girls let them do that and enjoyed it, so I tried to get a little bit more passionate on the kissing and heavier on the petting while he undid it. When he finally got it off, he pushed me back and got on top of me, and I got really, really embarrassed. I felt myself blush really heavily, and he commented on how hot it is for girls to do that… which made me even more embarrassed. He told me that my breasts – at that time, if you must know, a 32-b cup – were beautiful, and that I should be proud of them… which made me even more nervous, but at the same time gave me a little bit of confidence.
Then it got really bad – he started to lick the area between my breasts, which started to get me going… I could feel myself starting to get a tiny bit wet down there. Then he started to go in swirls around each one, ending off with a little kiss to the nipple. At that point, I was starting to lose it a bit, wanting him to just tease the nipples already, so I grabbed his head and situated it so his mouth would be right on the nipple. He said that was really hot, so “rewarded” me by gnawing gently on my nipples… which started a flood down there.
At that point, I was starting to get conflicted. I really love my boyfriend, and wanted to give him my first, but this felt so damn good that I didn’t really mind giving it to my best friend. I decided I’d just let it keep going, and see where it ended up – D might not take it all the way.
Well, it kept on with him sucking my nipples and me holding the back of his head to them for a while, until he said that he was starting to get really turned on by it, and that it was my turn to do the same to him. So he told me how to take off his pants, and I did. He told me to start sucking on his dick through his tighty-whities (I laughed at these when I saw them), and i twas kinda weird – I got a tiny taste of his sweet dick mixed with a tiny bit of what I thought was laundry detergent. Anyways, when his briefs started getting soaked, he told me to pull them off, and that’s where I saw it for the first time – his long, hard dick in its erected glory. I cautiously reached out to touch it, and it felt weird – soft, but at the same time hard like there was a bone in it. Anyways, as he told me to, I started by slowly licking the outside, and then finally I put it in my mouth. It hardly fit, but I got it in there somehow. He told me to stop using my teeth so much, which was hard, but after a bit of moving his dick in and out of my mouth, he told me I got the hang of it. It tasted kind of weird, but I quite liked the taste of his precum, and that turned me on a bit. I kept sucking for a bit, and then he started to hold my head on his dick and pushed his dick in almost so that my nose was touching his stomach. It felt like it went down my throat a bit, and then I felt and tasted it – his hot, sticky cum. I coughed a bit, and tried to swallow it as he instructed, but a little bit dribbled down my chin. He said I did good, and licked up the bit on my chin and came in for a kiss, which really started to get me horny. We kissed for a while longer, and then he said for me to close my eyes and lay on the bed with my legs together. I did as I was told, and in one pull, he got my panties off. I was really nervous, and tried to cover myself, but he held me in place and said that my vagina was really pretty, but needed a fix. Now we were both naked. He got up, grabbed my wrist, and led me to the bathroom, and put a towel down and had me lay on it. I held my legs together and tried to cover my breasts, which I was still really embarrassed about him seeing. He knelt down with a razor in hand, and told me he needed to shave the pubic hair off of my pussy. It was dripping wet at the time, so I was scared, but eventually I let him pull my legs apart, giving him full access. He slowly brought the razor to the lips of my pussy, which gave me this warm, delicious, tingling feeling deep in my stomach. When he was finally done shaving it, he took a damp cloth and wiped my pussy with it, which felt amazing, and I started to convulse. He chuckled a little, and led me back to the bed, where he told my to spread my legs again. This time, he put his head down there and started licking – in my upper thighs at first, and then closer and closer to my lips, eventually hitting them and going just slightly inside my pussy. Then he trailed his tongue up to my clit, and just didn’t let up. When I was just about to cum, he stopped and said that he wanted me to hold my breasts together, which I did eagerly, wanting him to get me off to orgasm. He rubbed his dick on my pussy, getting it soaked in the juices flowing out, and then he took his dick and put it between my breasts, which shocked me a little bit. He told me I should move my breasts up and down along it, and that I should rub the tip of it with my tongue. This felt amazing, so I started rubbing it vigorously with my breasts, until I finally came. When I came, I was rubbing his dick with my breasts so vigorously that he moaned and spurted his cum all over my face and a little on my neck and the top of my breasts. He said I looked really naughty, and then licked it up, and we made out again.
As we were making out, I started feeling something poking the lips of my pussy. Then I realized he was teasing my breasts with one of his hands, and rubbing my neck with his other, so I got really nervous. Then he told me that the sexiest thing to do is be resistant at first, then beg for the guy’s dick. He said I was really hesitant at first, so now I should beg. I couldn’t bring myself to do it, so we just kept making out for a bit, with his dick rubbing my pussy and his hands all over me. Finally, I couldn’t take it anymore, so I said that I couldn’t stand it and that I really wanted him to fuck me. By this point, my pussy was getting the bed around my butt soaked, and I had already came once, so I was totally ready.
After I asked, he said that was really good, and he started to kiss me again, really passionately. As we did this, he slowly put the tip of his dick to my pussy lips, and eased his way in. It didn’t hurt at first, and then after it was about an inch in, I felt a really sharp pain and started to moan in pain. He could see the look of pain on my face, so he pulled out a bit, and slowly started to ease back in, which felt good till he bumped against my hymen again. Then he told me that I should hang on and kiss him as hard as I could, he’d make it feel good. So I kissed him really hard, and in one thrust, he put himself all the way in. It hurt like hell, but at the same time the feeling of his balls slapping my butt felt really, really good. He started slowly pulling himself out, and then slowly pushing back in, and so on, for a while. As he slowly did that, the pain started to slowly ease away and be replaced by that warm, delicious tingling feeling again.
I let out a moan of pleasure, and started kissing him back more passionately, so he started to speed up. Soon, as he told me to, I was rocking my hips back to meet his thrusts, and it was feeling really amazing. After a while, I felt like he was about to come, but he pulled out just before, and quickly put his dick back between my breasts, squirting all over them again. He licked it all up again, which felt great. Then he wiped off his dick, and told me to roll over onto my stomach, and lift my butt up a bit. I did, and he eased his erect manhood back into my pussy. The moment he got all the way in – which felt much deeper than before, I came so hard that he stopped kissing my ear to moan really loudly. He continued to pound my pussy from behind, and this time he had both hands all over my breasts, tweaking and teasing my nipples. This really got me going, and he said that I was like a fucking animal when he did that, and that it was really sexy. After a while, I was about to come again, and I told him that I wanted to hug him while I came. So, he pulled out, rolled me back over, and I wrapped myself around him as he pounded his dick back into my pussy. I moaned really loudly, and started to gasp for breath as I finally came to another powerful orgasm. But this time, he started to really pound it in me, which kept me on a high, even after I came. My head nearly went blank as I held him tightly with my arms and legs. He moaned and told me that I was so good, and finally planted his dick really deep, and made on long and hard stroke in my. Then I felt it – his hot, sticky cum pouring into my stomach. I was scared, but I didn’t care because it felt so good that I came again. My heart was beating rapidly, and right after he came, our lips met again, and we were passionately kissing as he made me feel so incredibly good with his long, hard strokes that pumped his seed into me as my pussy milked every last drop. He kept going in and out, slowly like that, and his penis started to soften, and I felt satisfied. He laid on top of me like that for a while, with his soft penis in me, and we just sort of rubbed noses for a while and grinned at each other.
He finally pulled out, and his cum started to leak out of my pussy onto his bed. I apologized, and he told me no worries and that he’d help me clean up, and that he was sorry for cumming inside me. I didn’t mind too much, but I was still a little worried about coming up pregnant. After we both got dressed again, we went and watched a movie, then he kissed me goodbye as my mum came to pick me up.
Turns out, I didn’t get pregnant, so that was good.
When I finally got to my boyfriend, I did as D had told me. My boyfriend said that I was great, but he wasn’t as caring for me as D was. He didn’t get me off or anything first, he just went straight in, and pounded me for a while while kissing me, and then I came and then he had me suck him off to finish. The next day in school, I caught him making out with this other girl, so I dumped him, and after school I went home and cried to D about it. One thing led to another, and we ended up doing it again – even more hotly and passionately than before.
It’s been four years since then, and I’ve currently been having a casual sex relationship with D, and he’s still my best friend. Romantically, I don’t want him, but D is one of the best guys I’ve ever known.
Thanks for reading,
~E
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