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Shared Experience: First Time Ass Fucked

Posted by Mistress Chianti
In Experiences, Uncategorized
20Feb 08

It seems my Sexy Friday recordings are starting to have an affect on some of you. Nathan wrote me last week and said the more he listens, the more his urge to fulfill his destiny as a cock slut grows. I suggested he stop fighting it and he finally gave in and had his little ass cherry popped this past weekend. Of course, he couldn’t wait to share his experience!!!

 

This is his letter (his grammer, his spelling, his typos!!!), detailing his lustful cocksucking, ass-filled account…

 

“Dear Mistress Chianti,

 

After finally deciding that I would never be truly happy unless and until i had a cock encounter of the closest kind, I set out (to a local gay/bi bar I’m familair with) to make that dream a reality. Finding someone to introduce me to the concept was actually much easier than i expected. i sat at the bar, ordered a drink, and before i was halfway through it a guy named Mike was introducing himself. Small talk was brief. He said he didn’t recognize me and i told him i knew of the place but hadn’t been here previously. Basically, i just leveled with him and explained that i was an anal virgin and had decided it was time i tried it. With a grin on his face he told me he could definitely help me with that. He had been friendly to that point and i liked his easy manner so i readily agreed. He then called a friend and told him the situation. His friend, who lived walking distance from the downtown bar, invited us to come over.

 

When we got to his friend’s apartment (i never learned his name lol), the door was unlocked. Mike pushed it open and ushered me inside. His friend was sitting on the couch naked and he beckoned me to come to him. For me, this was actually such a good way to get started because it didn’t give me the chance to get any more nervous with extended small talk and anticipation. Crossing the room, i got on my knees and took his cock in my mouth. He got hard almost instantly (he was semi-hard to begin with) and i i licked the tip and the shaft of his penis until the whole thing was dripping with drool. It was a nicely sized cock. i would say above average length and circumfrance (somewhere between 7 and 8 inches long and big around enough that i could take it down my throat but it wasn’t easy).

 

Meanwhile, while i was sucking his friend’s cock and balls, Mike was behind me, slipping off my shoes, reaching around and undoing my belt, pulling my jeans down. At one point i raised my knees up slightly so he could slide my jeans past them. He then did the same with my boxers so i was bare from the waste down. i felt him lick my asshole a few times lightly, then he stuck a lubricated finger up my asshole, first one and then two. i was still working on his friends cock but i could hear him dropping his pants behind me, squeezing out lube (that came from who knows where). His friend was moaning with his cock mostly down my throat and finally he moaned that he was going to cum and told me to stop sucking. i pulled my mouth off his cock and almost immediately got hit in the face with a geyser of warm, sticky sperm. We sort of switched positions with my head laid back on the couch and his legs straddling my neck and he squeezed the rest of his sperm out onto my face and neck.

 

At that point Mike told me to scoot up on the couch, hunched down himself, and pulled my legs up over his shoulders so that my lubed anus was on the same level as his hard cock (which he had covered with a condom). His friend stood on the couch facing the back, and sat his scrotum on my mouth so i took his balls in and started sucking them. He told me not to squeeze too hard right as Mike slid the tip of his penis into my asshole. It had a fat mushroom head and it really burned going in, but then he pulled it almost completely back out and plunged more of his erection into me, which made me scream around the ball sac in my mouth. He did that three or four more times and each time it brought a scream/squeal out of my mouth and tears to my eyes. i was trying to slide away from it but i was trapped by the couch and the fact that he was holding tightly to my hips. Finally the pain turned into pleasure and he was fucking me with full lenth strokes, pulling all the way out and plunging himself in until his balls slapped my buttcheeks. Finally he pulled out and tore off the condom. His friend had been getting his balls sucked and asshole licked off and on the whole time and he moved so that Mike could cum on my face, neck, and chest.

 

After he was totally spent, they both offered to let me use the bathroom to clean up. Mike asked what i thought and i laughed and told him that i picked the wrong cock for a first time (he was huge along with the mushroom head) but that i was now irreversably hooked on cock. He said that was great, asked me for my number, and told me he’d definitely be stretching my ass again soon. Mike and his friend stayed there and i walked back to my car and drove home, with an asshole that was throbbing distinctly, and a new found, unwavering desire to turn myself into the best cock whore i could possibly become.

 

Thank You Mistress Chianti.

 

nathan


5 Comments

  1. Johanna Bowie, February 21, 2008:

    what a hot encounter. what makes me wonder is how many other guys have these gay fantasies? do they really enjoy it more when a Mistress is involved? although i’m not into gay guys and dominating hardcore, there is something hot about ‘sending them’ out.

    J

  2. nathan, February 21, 2008:

    Thank You for sharing my first experience Mistress

    -nathan

  3. Gothique, February 22, 2008:

    Now that has got to be one of the hottest first time cock experiences I have heard yet. What a lucky slut you are! Thank you for sharing that with us!

  4. Lee, March 13, 2008:

    It sounds like Nathan jumped right into his first ass fucking. I guess he is now a true cock slut. :) Good job, Nathan! Hmm… I wonder if he’ll become a size queen!? LOL!

  5. michael, March 16, 2008:

    I have been honored to receive a phone call from Mistress Chianti. Mistress knew what was going through my head before I even spoke. She is the Mistress I want to give everything to. Mistress has told me she plans to take my total submission. I long for the day I am truly at her mercy.

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Mistress Chainti - Lifestyle and Professional Dominatrix
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