His first time. - Sex Stories

His first time.

I would just like to point out I'm kinda bisexual but I kinda need a feminine edge normally, I like shemales and females the most if I'm honest. This however, was an opportunity I could not turn down. I've condensed sections of this in to separate days, so you get a sense of how long this has build up. It all started when I began classes at my college, there was a younger guy just turned 18. He's NEVER admitted to being gay, I honestly think he just wanted to cum so bad he'd let anyone do it because he can't 'figure it out' I was amazed that in this day and age that a guy can't figure out how to cum! Anyway this guy had a sexy s****r (but that's a story for ANOTHER day) and I thought &#034.. hmm, maybe this could be new.&#034 So one night we were drinking and he said that he &#034wasn't&#034 gay but he really wanted me to wank him off. At the time I was with my ex girlfriend and we were VERY happy in that department (don't expect any of those stories on here, I respect that girl too much). So, although I felt merciful I blue-ball'd him and he'd still not figured it out, fucked or had any interaction sexually at all! So one night, he messaged me again. He said &#034would you ever make me cum?&#034 I said 'no' 3 times but then I said &#034wait.. actually, y'know what.. Let's do it.&#034 he said &#034really?&#034 and I said, &#034Yeah, but lemme show you what you're in for :P&#034: He messages back &#034I thought that was your arm lol&#034 and I reply &#034thanks ;) .. so, you ...

... wanna ride this bad boy?&#034 he says &#034I don't think I could fit it in..&#034 and I said &#034Well, I got lube.. ") But we agreed just to keep it simple for now. We got talking and I had to ask him about why he couldn't cum and he just can't finish himself off, I still can't understand it. He said he tried and tried but never could, so I asked him &#034Can I film you cum?&#034 he said ..&#034 no&#034 I said &#034If you let me do that, I'll let you do it in my mouth&#034 and he said &#034I'll have to think about it.. but only show my cock ok?.&#034 and I said &#034ok.&#034 *he later declined to the post, I must add that* So anyway, I see him in our little spot. It's completely quiet, and he goes to stand and I tell him &#034hey, sit down and close your eyes.&#034 he does. *I also asked him to shave, I don't like hairy men* *I lick his lips and kiss his neck then I pinch his nipples and tell him to undo my fly* My cock flings out, kinda like the chestburster scene from alien ;) hehe It hit him on the chin and he said &#034ohh.. wow..&#034 and I could sense he felt a little bit intimidated ;) So I gave him a chance at blowing me, he didn't exactly satisfy my needs until I took charge. So I told him to just open his mouth wide and relax his throat for me. I put my cock halfway in his mouth and made him gag (it gets me off for some reason) he said &#034I can't to that it hurts&#034 *at this stage I was frustrated* so I told him to pull his smelly, little cock out for me. He ...