Thread: Fiction: Ashley’s New Year’s Eve
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Old 04-20-2014, 11:40 AM   #38
peter1111
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Join Date: Oct 2012
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Target Chapter 21

Ashley’s New Year’s Eve

Chapter 21



We get back to the game, and I hope that I am not getting a six too soon again. My tits are still burning from the wax, and they seriously need a break before anything more is going to happen to them.
The game goes on for some rounds, and Eva loses a sock, while Julia and Marcus each drops a belt in the clothes pile.
I am happy to see that the others are stripping too, and I can see that Julia only has her dress and what she has underneath it. I get some hope that I am not the only one doing dares in a moment.
Just as my hopes are at their highest for many hours, I get my next six and another dare.
I get the dare from Julia and reads it: “Ask a boy to fuck your ass.”
I am stunned. I have never sexually played with my ass before, not even slipped a tiny finger inside. I always imagined that this would hurt so bad that I do not see the point trying.
I have seen many porn movies online, where girls are fucked in their ass, but I have always believed that it would never contain any pleasure – only pain and humiliation.
I remember from my last dare that only Diego is left, so I see no reason for not picking him. Any boy would do, I only hope he has a small dick, so it does not hurt too much.
I look at Diego: “Diego… Would you please fuck me in my ass?”
Diego is delighted: “Sure I will! Anytime my horny slut.”
I blush from his hard comments, and it does not help that Robert signals for me to repeat the request into the camera: “Please fuck my ass.”


We all get up, and I follow Diego to the table where I was spanked earlier.
Diego points at the table: “Bend over, spread your legs and push your ass up.”
I go to the table, spread my legs wide, before I bends over. My ass and pussy are now clearly visible from behind. I feel my pussy get wet, it tickles in my slit and in my clit. It is such a strange feeling, as I am also extremely nervous, because I have no idea on how it will feel to be fucked in my ass.
Diego takes off his trousers and shows his boxers.
I look over my shoulder to see him. I cannot take my eyes away from his boxers, as I am wondering how his dick is going to looks like. In a moment Diego will show me my first live dick ever. I am getting even more wet from the thoughts.
Diego stands with his trousers in his hands, he has noticed my staring: “You really want this, don’t you. Look at you – You cannot take your eyes away from my boxers. Just wait to you see my burrito!”
I blush even more, but still I cannot take my eyes away from him. I don’t want to miss anything.
Diego pulls his boxers down, and out flies a huge dick. It must be at least eight inches, maybe even nine or ten!
I should have known that a tall boy with his huge feet and hands, of course also has a huge dick. I am devastated, he will never get that enormous dick inside my tight virgin ass.


Diego gets closer and is now standing a feet behind my ass. His huge dick is pointing straight up into the air.
I am starting to get very worried. How is that going to fit inside me? I hope he will be gentle, and take it very slowly, so he does not rip my ass apart.
Diego stops with dick, with just an inch to go: “Are you still wet?”
I turn my head again and look at him. Wet? Why does he ask? Does he just want to humiliate me further?
Diego: “I hope you are, so you can have some lube on my cock, else it is going to hurt.” He laughs.
I degree myself: “Yes… I am wet…”
Diego: “Good!” Then he aims his dick a little lower and moves it into my wet slit. It slips fast up and down due to my pussy juice.
I fear that he is about to insert his dick into my pussy, but luckily he just moves it around my slit until it is moist.
Diego: “That is better.” He then moves it back to my ass, and slowly pushes against my tight virgin hole.
My eyes are wide open, as I feel Diego’s huge cock entering me. It feels so big, and slowly it get further and further inside: “Uhhhh…”
Diego stops and moves it a little out again, before he pushes on again.
Half of his dick is now inside me, and I feel that I am more than filled up already: “Ohhhh…”
Diego does not care about my small protests, he just continues pushing against my asshole.
I don’t want to even think about how painful it would have been, if Diego had not lubed his dick with my juice. It starts to really hurt, even with the lube: “Arrrhhh…”
Diego has his hands at my hips, and he use them to pull my body against his, while he pushes his dick inside me. He takes another break, and let his dick get out a little, before he with all his force pushes it all the way inside me.
This hurts so much: “AAARRRRRRRHHHHHH!!!” It feels like I am having an arm or a leg inside me. It is so huge, and it filling me out completely.


Diego is of course not satisfied to just get his dick inside my ass. He is as horny as I am, so he starts to move his dick in and out of my tight ass: “Oh yeah! – You are so tight! I love to fuck your tight ass slut!”
My fear of not having any pleasure from ass fucking has unfortunately come true. All I feel is the pain from the invading cock: “Ohhh… Arrrrhhh… Ohhh… AARRRhhhhh…”
Diego picks up his pace, and my tits are starting to swing. It feels so humiliation to have them jump around. I feel like a female dog that are being fucked by a male dog.
Robert still moves around with his camera. I hope that he does not get too many details. I wonder if he got the talk about my wet pussy? I hope he did not.
Diego is still ramping his dick in and out of my ass, and I can hear that he must be close to his climax: “Ohhhh… MMmmm…”


I hope that he is finishing soon, my ass are really hurting: “Arrrhhhh… Arhhh…”
Diego must have heard my begging, because seconds later he is pumping his sperm into my ass: “MMMMMMMmmmmmmmmmm!!!!”
I feel his dick get limp, and soon after he withdraw his cock from my ass
Diego whip his dick on my buttocks, before he leaves me hanging over the table: “Good tight ass!”
I am relieved that my ass survived, and now I sense the sperm running slowly out of it. The sperm runs down both my legs. It is so degrading.
Robert of course gets the sperm on camera, before he moves to my head.
I lift my body from the table and thanks it: “Thank you for fucking my virgin tight ass… And thank you for your cum…”
Julia throws a towel to me, and I dry my ass and legs, to get Diego’ sperm of my body.
On my way to the game area, I wonder why I said so many humiliating things to the camera, I could just have thanked it, but I did not. I blush from the thoughts and try to forget about it, as I do not have the answer.
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