So thanks to you – best readers ever – I topped what I did last year and am nominated for four Black Weblog Awards! You guys fucking rock. Now you know what to do right? Head over here to get instructions and whatnot and help me bring it home this year. First off, my sincere [...]
So thanks to you – best readers ever – I topped what I did last year and am nominated for four Black Weblog Awards! You guys fucking rock. Now you know what to do right? Head over here to get instructions and whatnot and help me bring it home this year.
First off, my sincere apologies to you guys for not giving you something nasty on Friday. Blame it on the combination of being fresh out of dirty ideas and a nap that went horribly wrong. But to make it up to you today I’m telling you a story a lot of you have been asking me about for a long time – the first time I had sex.
So I was 18 and newly attractive; having only recently learned the value of contact lenses and gotten my weight, hair, and eyebrows under control. And one Friday night my sister and I set out to see a show. As is our custom, we got there early and secured our position at the very front of the stage – we don’t like being at concerts when you can’t see well. Pretty much everyone we knew in life was at the show too, so we talked and drank and cut up with our friends until the show started.
Not too long before this day I’d seen this person (let’s call him Doc) perform and met him and some of his entourage. So when, throughout the show he was grinning and winking at me, I really didn’t think much of it. Like I said I was newly attractive and not yet able to see the meaning behind that particular gleam in a man’s eye.
Anyway, two twos the show was over. We’re milling around, talking, laughing and making plans about what to do next when a burly man who had been on the stage came over and said Doc would like to speak to me. Let me just say this now in my defense – I was 18 and very very stupid – so I went. Doc and I chatted, he probably flirted with me and I probably didn’t realize that’s what he was doing. He asked where I was going next and I told him and he asked if he could roll with us. I said sure and he told me to meet him at his van out front and I could ride with him and show him where the place was.
So I tell my sister the plan and we head outside. A little time passes, he comes out and he and I get in the van. My sister…I don’t know what happened to her. I pretty much stopped thinking about her the minute burly dude said Doc wants to talk to you.
So yeah I’m in the van and we’re talking; I don’t remember much of the conversation. After I wrote that sentence I sat here for a minute with my head turned up; searching the recesses of my brain for just one thing we talked about. I can’t remember a thing. Anyway, a little time passes and next thing you know his dick is out.
Now I’m 18 and I’m a virgin but I’m not completely inexperienced. I’ve seen dicks before but this? This was – gargantuan. This was less a cock and more a…third arm. I’d never seen anything like it in my life. And as I marveled at it in a combination of horror and fascination it struck me that that THING was supposed to go inside me.
I said something to that effect and he reassured me that it would be fine. That yes – we would be able to get that thing in there. Don’t worry, just relax and leave it up to me, he said. I was laughing in that hysterical nervous way I do when I know I’m about to get hurt and to calm me down he suggested I suck it a little.
Um….you want me to do what?
Colour me stupid but before that moment I didn’t know people did that. I truly didn’t. Even though I was 18 and even though I’d gone to school with pervy Catholic school boys my whole life, I still didn’t really know that that went on. My classmates used to joke about giving head and I used to laugh along but I never really knew what it meant. I thought I did but I was always like….but there’s no way anyone could do that. Well guess what?
Charming devil that he was, Doc convinced me that yes people do this and yes people like it. Let me show you. So I lowered my head, he put his hands in my hair and slid his dick in my mouth. And the sky opened. I didn’t really know what I was doing, but I liked it. I liked everything about it. I liked the smooth hardness of his dick, liked the noises he was making. I liked the gentle tug on my hair and the pulsing in my pussy that all of this was causing. I was ready for what came next.
He undressed me and laid me gently down. He got on top of me, put a condom on. With his dick hovering just outside the path to glory, he began to tell me stories. He rocked gently against me; lightly hitting my pussy with his cock as he told me a story of something funny one of his dancers had said on the way there, then told me a story of the time they all got in a huge fight after a show in Saskatchewan. He told me story after story of his adventures while he gently eased that anaconda into me.
And then he stopped talking. And I was filled with him. As he stroked me he told me what to do – wrap your legs around me, arch your back, tilt your pussy up (at that one I was like – huh?!?) he contorted me into whatever position he wanted me and he coached me and encouraged me the whole time.
And then, when he was close, he put me back down on the floor. Got on top of me and pounded me, hitting that spot years before I even knew there was a spot to hit. Sounds I had never made before began to come out of me and I clutched him and tried to draw him deeper into me. He began to moan louder and louder until he collapsed on top of me.
We were both quiet for a minute or two and then he looked at me and said “Holy shit! Are you sure you never did that before?”
After that we chatted for a bit, laid there idly stroking each other as he asked me if I was okay, how I felt, if I liked it. Then people began to knock on the door of the van and we had to organize ourselves and head over to meet up with everyone. When we got there, he asked me for my number and I gave it to him; knowing even at that age that he would never call me.
Surprisingly enough, he did call the next day. Just quickly to let me know he was heading back home and to let me know he’d had a good time. Shocking right? But get this – the next time I saw him, which was probably about 7 years later and after another show of his, he apologized to me. He said he’d been thinking about me and he realized that he’d taken advantage of me and that I was a nice girl who deserved a better first time than that. Weird, right?
Anyway – that’s the story of my first time. Are you guys gonna tell me yours?
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