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Chapter 19 by asscapade asscapade

Can I even participate at cumbreak after this?

Skip cumbreak and search Anastasia

After I´ve cleaned myself and rearanged my clothing, I wish Ms. Laurence a nice day and head to the cafeteria. I´m to exhausted to participate myself, but there are some things I need to get done. First I talk to Andy and Sarah and they both agree to help me with my plan to surprise Anastasia and we agree to meet in our room after classes. Sarah will bring the special equipment I asked for and I´m already getting a bit hard, at the thought of Anastasia finding me later when everything is prepared.

I have no luck finding her at cumbreak, but my next lesson is literature with Mr. Summers and I know I will meet her there, so that´s no problem. I notice Gwen and Cassy on a nearby coach. With Gwen pressed into the cussions while Cassy fucks her hard, I decide it´s the perfect moment to talk to her. Her green hair hangs in her face and she notices me only as Cassy adresses me.

"Hey Daniel, nice to see you again." She presses her friend down as these tries to stand up. "Oh no bitch, you´re staying down there until I´m done."

"But Cassy..."

"Wanna use her mouth, so she finally shut´s up?" Cassie asks generously but with a warning undertone adressed to her friend.

"Thanks for the offer, but I would prefer if she could answer my questions. It would be very kind if you held her in that position some more."

"Had nothing else planned." The blonde futa answers grinning.

I kneel before Gwen and look her directly in the eyes, but before I can ask her anything, the words blurt out of her.

"Listen Daniel, I´m really sorry. I tell you the same I told Anastasia, Gina lied to me. She said you were a little shy, but deep down you like beeing dominated and just need to be pushed in the right direction. I really had the impression that you liked what we did to you. I swear, I would never **** someone, I just thought it was some roleplay. {Futa2} asked me about our little blowing session with Paul and Cassy and I told her, that you are really submissive and a slut. Then she came up with her plan to 'surprise' you. I´m really sorry and I will do everything to compensate you. I could be your sexslave if you want. With Gina I´m done, she can fuck off."

"What have you done Gwen? That´s the reason you broke with Gina and the brawl between her and Anastasia?" Cassy is obviously very shocked.

"Please, it was a mistake. I´m very sorry." She tries to explain to her roommate.

"I think I´m done here. Perhaps you want to sleep somewhere else tonight, I would prefer to not see you anymore today." Cassy stands up, straightens her clothes and leaves after wishing me good bye as friendly as ever.

"Fuck!" Gwen sits up and looks really sad. "I fucked it up really bad, not sure I can convince her with just a blowjob this time."

"Perhaps try a sincere apology, Anyway, I believe you. And I don´t need any compensation, I think I´m not even angry at you anymore. I just had to know why you did it." We both went silent for a minute until the bell rings. "Besides that, you were not completely wrong and I am a submissive slut and I really enjoyed it at some point. It´s just... I wanted my first time to be with someone special."

"Shit, that was your first time? So you really were a virgin? Fuck, that´s even more fucked up than I thought." She looks like she sincerely regrets what happened.

"Forget it, it´s over. Nothing can be done to turn back time, so I just have to live with it." I really mean it and I´m even sorry for her beeing tricked by Gina.

"I can´t believe how calm you are about this. I would be furious. I would really hate me." She looks really depressed now. "I can't put into words how sorry I am."

"Let's forget about it. How about a fresh start?" I stand up and extend my hand and smile at her. "Hi, I´m Daniel, nice to meet you. I really like your piercings and your hair style suits you very well. Interesting color. What do you do for fun around her?"

She shakes my hand and looks at me unsure. "Hi Daniel. I´m Gwen, thanks for the compliment. For fun? I would say mostly we just fuck around." She is lightly smiling again now, but still a little uncertain.

"Sounds awesome, perhaps we could fuck together some time. I could suck yours, you could suck mine, perhaps some anal sex. How does that sound to you?"

"That sounds really nice, I would like that." She is oviously still unsure about my kind behavior, but her smile is brider now.

"I have to go now, but I´m sure we will see again soon. Have a nice day." I wave her goodbye and turn to head for class.

"Thanks, you too." She looks really cute, when she is not acting so tough. I have to visit her soon. Perhaps I can even help her and Cassy get back together.


The last course before the weekend is a double lesson in Literature with the blonde Ms. Summers and I´m a bit nervous because of my planned talk with Anastasia. As I enter the room, she greets me happily and approaches me to give me a long hug.

"Everything ok with you? I wanted to look after you, but I got room arrest for attacking Gina and couldn´t slip away. Could Nurse Reid..." She speaks so quickly, I have to stop her.

"Calm down Anastasia, everything is fine. I still have to talk with Gina, but except from that, all is good." I look deeply into her eyes, than my gaze wanders to her knuckles, where the traces of her fight can clearly be seen. "Why did you do this?"

"I had to. She was so cruel to you she deserved to be punished and..." Gently I stop her again, this time by planting a kiss on her soft lips.

"I really appriciate your caring for me, but that was a little bit to much, don´t you think?"

She sadly nods with her eyes pointing to the ground. "I was so furious about her. And so envious. And..." Ms. Summers entering the class interupted her.

"Sit down please, we will take a test now about the lecture we talked so much about the last lessons." A groan goes through the class, but she silences it with a big smile and some words of comfort. "No need to groan ladys and gentleman. If you paid at least a little attention in class, this shouldn't be a problem for you." Next she adresses me directly. "Since you have just joined the class, I leave it up to you whether you take the test. I will not note it, if it´s too bad."

"That´s fine by me, I will take the test with the rest."

"Fine. Then take out your pencils, everything else from the tables and I will hand out the papers. Who is done may leave for the weekend."

I hurry to whisper some last words to Anastasia before the test starts. "As I said, I´m thankful for your caring, but you should let me fight my fights myself, ok?" She simply nods, biting her lower lip. "Nontheless I want to thank you properly, so please come to my room at 6 pm, I have a gift for you."

"l´ll be there." We smile at each other and then we get our papers and have to concentrate on the test.


The test was easier than I thought and I have a good amount of time left, when I´m done. Mr. Summers smiles at me warmly as I hand her my sheets and wishes me a nice weekend, what I reply. I run to my room, happy about the unexpected free time and begin with my preparations.

First I make an enema, than I take a bath and remove any hair stubbles that have regrown in the last days. I put on some of Andys lotion and my whole skin is soft and silk after I´m done. At last, I put a good amount of lube into my ass to prepare me for later. When I leave the bathroom, Andy and Sarah arrive simultaneously, my dorm mistress with a big bag over her shoulder.

"Oh good, you're ready for part two." Sarah greets me and immediatly starts with her part. I have to sit still, when she applies some subtle makeup on my face and after what feels like eternity, she finally hands me a mirror. I could swear the face looking at me is that of a girl, although I know it´s me. Red lipstick, some rouge, eyeliner and I´m a new person.

"Thank you, I really like it. It´s nothing I would wear everyday, but for a special occasion like this it´s awesome."

"You look really cute Daniel, she will love it." Andy encourages me.

"Are you sure with the blindfold? I put so much time on your eyes and they look fantastic. It´s a shame." Sarah asks me.

"She will see them sooner or later. But for the effect, the blindfold is a must. Thanks again Sarah."

"Your decission faggot." She sticks out her tongue to me. "Now for the stockings. I think the black ones, since they match your hair."

"Ok, you are the expert, I trust your judgement." She helps me put on the hold-up nylon stockings and fascinated I stroke the fine material on my skin up to my mid thighs.

"You look awesome Daniel. I´m so envious."

"And would you like to be Daniel or Anastasia in this scenario little brother. To fuck or to be fucked, that´s the question."

"I´m honest, I can´t decide, both is very tempting."

"I must confess, this arouses me also. Perhaps we can help each other out when we are done with him." She provocatively strokes the bulge in his skirt.

"You are the best twinsister in the world Sarah." The twins share a short frenchkiss before they turn back to me.

"I know, I know. Let´s tie him up so we can start quickly." Sarah seems to be in a hurry now.

"Is it not a bit early?" I speak out my concerns. "It´s still over an hour until six."

"You should get used to beeing tied up for much longer than that, depending on the kinks of your family. Now lay on your back faggot."

"Could you please stop adressing me like that Sarah."

"The time will come faggot. But not today. So lay on your back now and we will bind you." My hands were put in handcuffs at first, than fixated over my head on the headpart of my bed. As they told me, the beds are especially designed with a lot of holes, hooks and such things to offer every possible position for bonding someone. After my hands are in place, the put two big pillows under my ass to lift it up, than spread my legs and order me to pull my knees up. In this position, my most **** parts in plain view for everyone who enters, the fixate me on the bed. I´m only able to move a few inches on my own now and as the last part, they put the blindfold on me.

"It looks perfect, I´m sure Anastasia will get hard the moment she sees you. She will fuck you so hard yoUUUUUU..." Andys words were cut off, I´m sure from something his sister has done to him.

"Enough talked little brother. You like it when I squeeze your balls like this, right?"

"Yes Mistress." He moans to her.

"Turn around and watch your little sissy roommate, bonded and waiting to be fucked. Flip up your skirt and spread your cheeks for me little brother. I didn´t bring this strapon for fun. I know you prefer a real dick, but I promise I will give you a long and proper fucking. What do you say?"

"Thank you mistress. Please ravage my slutty ass. I deserve a good fucking." I feel Andys weight as he is bend over on my bed and his hot breath hits my crotch as Sarah starts to fuck him. My bed shakes under her hard pounding of her brother and the whole scenery, their moans and the heat of their bodies next to mine arouse me to the limit. My cock is painfully errect, but bound as I am, I can do nothing to get a much needed relief. I try to push my cock in the direction I sense Andy and I earn a little lick over my glans, but get interrupted by a loud slap immediately.

"Don´t touch him you little slut. He has to save up all his cum for someone else."

"I´m sorry mistress, it will not happen again."

"Surely it will not happen again, unless you want a gagball in your filthy mouth." Andys answer is just a load moaning and he doesn´t touch me again.

Their fucking goes on and on and from their moanings I´m sure both of them had at least two orgasms before they finally stop. I totally lost my sense of time, it could have been five minutes or almost an hour until they finally leave me alone. Both of them give me a quick goodbye kiss and wish me an awesome evening. Andy has decided to sleep in his sisters room and will not be back until morning. So I lay here, still with a raging boner, full of adrenaline and impatiently waiting.

How long do I have to wait for Anastasia?

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