Chapter 3

Editor: KalrogTheWriter

Daniel reads the next card: “Jason you have to vaginally penetrate Christina for five minutes.”

It is finally time to lose my virginity! And Jason is going to be my first. I lay down on the floor with my head on a pillow and spread my legs. I am more than ready for him.

Jason lays down on top of me and looks longingly into my eyes before slowly entering me. He seems concerned that I might still have a hymen, but he faces no resistance as his penis slowly penetrates me until his hips press me into the floor Without retreating, he rotates his hips in a circle stretching me out in all the right ways. As he does this, he fondles my breasts with one hand stimulates my clit with the other. After a moment, he begins to slide out and gently thrust back in, increasing in speed until he is truly fucking me. I feel the excitement rising inside me. I begin to pant, but I am not sure I will reach an orgasm before the time is up or Jason finishes. And I want that orgasm! I grab my other breast and massage it, teasing the nipple and hoping I don’t bruise. Jason places his hands under me and grabs my ass pulling me to him. This change of angle delights me as his cock goes deeper. Jason pistons in and out and I’m almost surprised when the orgasm hits me. A moment later, Jason stops moving and I don’t feel anything but I know that he is cummings in me. Daniel announces the end of the five minutes. I stay where I am for a long time, even after Jason gets up. I am adjusting to the reality that I am no longer a virgin!

Several minutes later, Daniel helps me up and I return to my seat. After we are back in place, Marissa reads the next card: “Hailey you have to vaginally penetrate Evelyn for five minutes.”

At that moment, I was paying attention to the cum leaking slowly out of my vagina so it took me a moment to realise what Marissa had just said. And it seems that the alcohol was hitting me more than I thought because I was clueless. I was apparently the only one confused as Hailey stepped into the same harness that Evelyn used earlier. She selected an unused dildo and moved to fuck an already prone Evelyn. Evelyn came in less than five minutes while pinching her own nipples.

Next up, Jacob takes the next card and after a while he says: “ Marissa and Daniel must 69 for five minutes. “ Daniel hesitates for a moment, but Marissa does not. She quickly approaches him and pushes him onto his back before inhaling his penis and planting her sex on his face. Despite not being able to see much, we knew when Daniel began actively participating as Marissa began moaning with pleasure around the obstruction in her mouth. I watch as Marissa fucks Daniel with her mouth. Suddenly she pulls Daniel’s member out of her mouth and cries, closing her eyes: “Yes! “ She remains rigid for a moment, then bends over Daniel’s cock and takes it into her mouth again. Despite her enthusiasm, she is not able to make Daniel cum before Jacob announces that the time is over. Daniel’s penis is stiff, wet, and an angry red, but he has not cum. He must be frustrated about that.

It is my turn again to read a card. The card says: “Name a person. That person must orally pleasure another person for 5 minutes using only his or her mouth and tongue. “ Essentially the same card that made Hailey give a blowjob to Jason. It is not the kind of card I was hopping for. I would have preferred to have Jason getting fucked in his ass or something like that. But it will have to do. Before saying who will do what with whom, I say: “Jason and Marissa, your little war must end now. If not, you will ruin the game for the rest of us.

In the basement, they all stay silent, but Evelyn and Hailey have a little smile in their face. I really hope that what I plan to do is a good idea. I say: “In order to even the score, Jason you have to masturbate Marissa for five minutes using only your mouth and tongue.”

Jason, with a gasp shrieked: “Are you kidding here? You can’t ask this! “ No one spoke for a moment and I see that Marissa is blushing. No one is smiling now. Maybe it was a mistake, maybe it is me that is ruining the game with that move. Should I apologise?

Evelyn than said: “Christina, you sure have a knack for incest situation! “ She has a mischievous smile while looking at me, but I do not know what to answer to that. She continues to talk with a serious face now: “Hailey and Achilles are cousins, but Hailey lost her virginity to him without complaining. What Christina is asking is indeed incest and more so than with Hailey and Achilles because Jason and Marissa are siblings but there is no risk except embarrassment. So, they must to it.”

Jason is furious at me now; it is written all over his face. He doesn’t say “ I am a chicken “, but he doesn’t move either. Marissa, still obviously embarrassed, takes the opportunity to taunt her brother. She opens her legs wide, displaying her center, and croons: “Come her big boy, come eat my pussy! “ He doesn’t move, except to cross his arms. He then says: “Christina will have to appoint another person to lick my bitch sister’s pussy. I want to keep playing, but I’m definitely not going to lick her!”

I’m about to ask if I can step in and take Jason’s place, when Evelyn says: “Jacob, Achilles and Daniel, please come here. “ Evelyn and the other three men go near the pool table and discuss the situation in low voices. I find it strange that she does it this way as it seems to me that it should be up to me to make this choice. When they come back, I think that they’re going to sit down and Evelyn is going to explain her decision, but that’s not exactly what’s happening. The three men pounce on Jason and before he can react, Daniel and Jacob each pin one of Jason’s arms behind his back. Then, with the help of Achilles, they drag him in front of Marissa, his head near her sex and lay him on his stomach. Jason is enraged, shouting insults and us and insisting that he won’t lick her pussy.

Evelyn explains: “you have two choices Jason. Either you do what Christina gave you as a challenge, or you say the phrase to leave the game and the house. What do you choose? “ Jason, still mad, shouts: “I’m not going to quit the game and you can’t make me lick my sister’s pussy! Choose another person, that’s it! If Christina really wants Marissa to get licked, she just has to do it herself!”

Evelyn says: “Christina, you get to spank Jason.” I kneel behind Jason and start spanking his ass with my bare hand. I deliver my blows steadily and as hard as I can. After less then a minutes, Jason is hollering and begging for mercy saying he will do it. At a sign from Evelyn I stop spanking him and she tells Marissa to get in place. She brings her sex closer to Jason’s mouth until she nearly touches him. Jason does nothing until Evelyn asks if I must start the spanking again. Finally he starts licking Marissa and for the next couple of minutes he does it well, inching Marissa ever closer to orgasm. During the last minute of the allocated time, Marissa grabs the head of her brother with her hands slams her thighs shut. Her mouth and eyes are closed, but it is clear that she just orgasmed in Jason’s mouth.

When he returns to his place, Jason does not seem furious now. In fact, he is smiling. I do not understand, but I hope that this is the end of their little war.

Achilles is the next to read a card. He seems to take a long time to choose, but finally he says: “Daniel and Hailey one of you must fuck Christina in the ass for five minutes. You have five more minutes to prepare her for it and whoever is not doing the fucking must try to make Christina have an orgasm. “ I do not show it, but for a moment, I have a moment of panic. I saw Erin’s face getting her ass fucked by Andrew and she did not seem to like it at all. But I also know that Marissa had an orgasm while getting ass fucked.

Daniel and Hailey do not move immediately. They look at me for a moment. When I do not react, they both get up and go to the pool table. Then, Daniel comes back and takes me by the hand to lead me to the coffee table. He places me on my knees, chest on the table, so that my butt is in full view. The blanket on the coffee table provides some comfort to my breasts, even as they are a roughly pressed to the table. Daniel whispers: “Don’t worry, me and Hailey will make sure this goes well. “ It does not reassure me, but at least I know he will try to make it pleasurable. I see Hailey arriving with a bottle of lube and three dildos of different sizes, but generally smaller than the penises of the men present. Then, I no longer see what they are doing because they are behind me, although closing my eyes may also have had something to do with that. I feel what I identify as fingers putting something that I assume is lube around my anus. The finger makes a light pressure without penetrating my sphincter.

I hear Daniel’s voice soothing: “You have to relax everywhere, but especially right here. “ as he wiggles the finger seeking entry into my tightest opening. Easy for him to say! I try to relax and suddenly the finger sinks into my anus. Not very far, but still beyond my sphincter. The finger moves a little, then it pops out. I feel more lube on my rosebud and this time it’s one of the dildos trying to sink in and my reflexive response is to squeeze my buttocks. Again, I hear Daniel’s voice telling me: “You have to stay relaxed; we’re going to do everything so that it doesn’t hurt you. “ After a while, I manage to relax and the dildo passes my sphincter and penetrates noticeably into my tightest hole. I would not say it’s pleasant, but it’s not painful. I hear Daniel’s voice encouraging me: “Now stay relaxed, it will be easier to get you prepared well. “ Once again, I tell myself that it is easy for him to say as he’s not in my place, but I try to do as he says, remembering again that Marissa had done it. The dildo moves back and forth for a moment, then it is removed. As soon as it comes out, I feel lube sink directly into my gaping anus. Immediately after that, a dildo a little bigger than the previous one, sinks into me. I hear Daniel saying: “That’s it Christina, stay relaxed, it’s going to be fine. “ Again, it moves back and forth for a moment before being removed. When it is completely out, I feel lube squirting directly into my anus again. This is followed by the biggest of the three dildos Hailey had retrieved. Again, I feel the object move back and forth inside me. I hear Achilles’s voice saying: “Only 30 seconds left for preparation time. “ The dildo is removed and again, there is lube applied directly into my ass.

Daniel and Hailey then help me up. Daniel sits down on the coffee table, his cock erect and obviously covered in lube. Then, with Hailey’s help, Daniel positions me to sit with my back to him. I feel his hands spreading my cheeks and I feel his cock near my ass. Hailey fondles my breasts. It is nice, but I’m more focused on the penis about to impale me than what’s happening to my breasts. Daniel said to me: “Now is the time, you really have to relax. “ After the dildos, I am starting to believe it can work. I relax as much as possible and I feel Daniel’s penis trying to pass my sphincter, but without success. I cannot help but feel stressed and nervous. Daniel’s penis retreats a little and I hear him say: “Now.”