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    Brendon - My First Time (anal)

    Like I said in my last entry, I became fixated on Brendon's cock.  We didn't have this moment and then never look or speak to each other, we were still friends.  That isn't to say we didn't have a period of awkward moments.  Being around him often meant drifting back to that night, the smells, the tastes, and his cock.  

    Eventually, Brendon and I became friends with benefits, stealing moments for me to go and service his lovely cock.  Orally, I was getting better at sucking cock, perfecting my craft if you will.  But it was the moments away, at night and in bed, that I made me really think about him.

    My first time getting fucked by Brendon wasn't really a shining moment in my sexual history.  It wasn't planned, I wasn't educated, it just happened, which was really the best part of it.  Once again we planned to do some hiking in the forest near their cabin.  It was assumed, or at least I did, that I would have a few opportunities to work on my oral fixation with his cock.  It was probably an understatement that he knew this too.  

    Pretty much the entire trip there I had my hand on his crotch, fondling his package through his pants.  By the time we arrived at the cabin, both he and I were charged up.  Out in the middle of no where and after that trip Brendon wasn't shy at all.  After getting our gear inside, and a piss, he presented his cock.  I wasn't bashful either.  Other than he was pretty thick, Brendon's cock wasn't anything that great, but fuck if I didn't love licking it, bathing it with my tongue, or tasting his juices.  The more times I did it, the more often I found the things that made him moan.  Mouthing and sucking the base of his cock, running my tongue along the crown of the head, or the underside, then sucking it, or taking his balls into my mouth and softly sucking them.  Unfortunately, my first time on this weekend to play nice with the cock was short.  My antics in the car had worked him up, so it ended up being less than a minute and I was swallowing his thick, creamy cum.

    After we finished we headed out to the trails.  There isn't much special about trail hiking, it's just walking but some of the views and vistas can be quite spectacular.  There is the cacophony of sound, amidst an air of silence.  Birds, chipmunks, squirrels, the wind, and water conspiring to spoil an otherwise silence, but at the same time making a brilliant statement in it's own right.  We had been hiking for a good two hours when we stopped to pee.  After we finished, I offered to go down on his cock again.

    The hiking had intensified his man scent, it wasn't rudely pungent, just a musky smell mixed with the smell of cum from earlier.  Unlike earlier, his cock was rather soft.  I drew him into my mouth, stroking his cock with my lips and sucking him firmly.  Brendon's cock didn't have any curve to it.  It was in some respects a pretty easy cock to deep throat, especially for my first cock.  Not too wide, not too deep, and not too long.  The head flowed nicely up to the shaft, where it crowned just over it onto a veiny shaft.  The shaft was slightly wider at the head, which intensified any sucking.  He has a pronounced urethra, so when he cums you can't help but feel it against your lip. 

    He was more vocal, more reassuring than our first time together.  We weren't quite boyfriends or lovers, but he would let me know when something felt good and when he wanted more of it.  He wasn't shy about liking me sucking his cock anymore either, which felt good.  This time, as he came he grabbed my head and forced his cock deep into my throat.  It was an intense orgasm leaving us both out of breath.  My biggest disappointment was that I didn't get to take his load in my mouth, but I cleaned up his cock and we went back to our hike.

    After getting back to the cabin Brendon, we prepared and ate dinner, then cleaned up.  We sat around for a while watching some movies they had, then we prepared for bed.  Brendon set the stage for the evening after he came out of the bathroom towel-less and without clothes.  I followed close behind, using the facilities, then washing and showering.  When I got out of the bathroom and back into the bedroom, Brendon was already in bed.  I settle into mine, and before long Brendon and I were talking.

    It was clear by the nature of the conversation that Brendon was interested in fucking me.  I knew what anal sex was, but I hadn't really considered it.  But both Brendon and I were engaged in the conversation, and increasingly aroused by it.  So my initial hesitation, overwhelmed by curiosity and a raging hard-on, relented.  Brendon went to the bathroom and grabbed an old bottle of mineral oil, lubed up his cock, poured a little onto my hole, and then used his cock to work it around.

    As Brendon pushed his cock against my hole, there was an odd combination of pain, pressure, and ecstasy.  That latter would easily be overwhelmed as he continued to push deeper in.  The pain was overwhelming, and I had to have him pull out.  After a minute or two, and the pain died down, I had him try again.  This time he was able to go deeper into my ass, and while there was still some pain, the pleasure of having his cock in my ass was telling.  As he got deeper in my ass, the pressure was building up and once again I had to have him pull out, but this time only a little.  With the pain subsiding, my ass easing around his cock, I had him finish the plunge. 

    He laid there on top of me with his dick firmly embedded in my ass, for a few minutes.  With the exception of a slight pricking around my anus from having to stretch to his full girth, I was in intense pleasure.  His pubes tickling my ass cheeks, his warm balls cupped between them.  I could feel his breath against my neck and ear, then I felt his lips gently kiss my neck as he drew himself up onto extended arms, and began to fuck me.

    At first the fucking was slow going, and probably for the best.  The pain that wasn't there while we were resting returned, but again mixed with the pleasure of his cock fucking my ass.  The slow, methodical fucking persisted for several minutes.  It was an intense feeling made more so by the slow strokes of his cock inside my ass.  After which, once again he rested by lying on top of me, but this time I turned my head and upper torso toward him and e began kissing.  It was the first time we had ever kissed.  It was a kiss full of passion and lust.  Wet and sensual.

    After our impromptu make-out session, he began to fuck me faster.  My ass was slicker now, the only pain I felt now was at my anus and that was only a mild sting when he went balls deep.  Otherwise, it was an intensely pleasurable moment, filled with girlish moans of ecstasy on my part.  The sound of his hips smacking against my ass filled the room.  The longer he fucked me, the more intense it felt.  My ass was numb with sensation.  It was as if at the same time that my ass was both accepting of his cock and tightening around it.  I was gasping to find breath as the pleasure was mounting, and then he came.

    I had been quite unaware of the pleasure he was feeling, I was so drawn into my own.  He pressed his hips tightly against my ass.  His cock as deep as he could possibly get it, thicken, and spasmed as his cum shot in my hole.  I could feel his orgasm against my anus, the cum shooting inside.  He pulled out, as I laid there, and went into the bathroom to clean-up and piss. 

    Before he was out of the bathroom I bee-lined it in, I needed to take a shit worse than every.  Lucky for me, before I took my shower I'd gone, so the only thing to that happened was a mixture of cum, mucus, and fecal matter came out.

    Back in the bedroom, Brendon invited me to sleep in his bed with him, it was the first time we shared a bed.  Being twin beds, we spooned side by side much of the night.  His cock at times sliding up into my hole, or resting comfortably in my crack.  My hole felt completely different.  While there was pain still being felt, the pleasure of it would not cease.  My cock didn't stop spasming, and precum didn't stop trickling out until well after I had begun a restless sleep.

    From that I learned to enjoy getting fucked, and getting off from getting fucked more so than wanking.  The next day, despite the pain, I wanted to be fucked again.  While I still love sucking on cock, the experience help solidify my interest in being fucked.

     
      Posted on : Jul 28, 2011
     

     
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