This is Chapter 5 of "Brenna at The Academy". Reading all chapters in sequence is recommended for context and maximum enjoyment.
DISCLAIMER NOTE or TW: This chapter heavily features MFMM / group sex / sharing / consensual gang bang / reverse harem tropes.
This series is a work of complete fiction and fantasy borne of the imagination. All characters and locations are fictional and any resemblance to real people, names, events or places is purely coincidental. All fictional characters are consenting adults having a good time, in safe circumstances. I hope you enjoy the stories!
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Entering the office, the two men settle on the chaise lounge, and Brenna notices that a low table set with food has been placed in front of it. There is a soft rug pad beside the edge of the settee.
"Present, Miss Swansea, here by my feet, on the rug." The Headmaster commands.
"It's getting late and in all the excitement, all of us including you have missed dinner. We will amend that now. Is steak to your liking, Miss Swansea?"
"Yes, Sir. Thank you, that's wonderful. I was getting hungry."
"Very well. You will stay in Present throughout unless instructed otherwise, Miss Swansea, and you will not be using your hands to eat. I will be feeding you your dinner. If any morsels or drops fall, we'll instruct you to either retrieve them with your mouth or we will be doing the retrieving ourselves. Try not to make a mess. Is that clear?"
"Yes, Headmaster." Brenna is wide eyed. She has never eaten while naked and kneeling with her legs spread wide, and she has never been fed by others as an adult in any type of situation. She's not sure how this will feel but she goes along with the game.
The men settle in and begin chatting and consuming their food, while she initially is left to wait by the Headmaster's feet. Every so often, his hand rests on her head, or like right now, on the small of her back touching the top of her ass. His touch is heavy, in a reassuring and possessive way. It reminds her of the way people sometimes put their hands on their pets.
"How was Discernment?" Asks the Headmaster.
"Good. We have thirty two percent of students extending their stay tonight."
"That's a large fraction, although it is a Saturday and so the most popular day for on-the-fly extensions. Most students are free on Sunday and deciding to stay for the full weekend is often not as hard a decision as into the work week."
Master Craig turns on a large TV screen on the opposite wall with the remote control lying on the coffee table. A video begins playing and Brenna is mortified when she notices what it is. The screen is filled with a scene filmed from the back, of her riding Master Craig's cock earlier today and the Headmaster manipulating the butt plug in her ass. Her face is obscured and only her writhing, eager silhouette bobbing up and down on Master Craig is seen, accompanied by low volume sounds of an unmistakable nature.
Master Craig laughs hearing Brenna gasp.
"Don't be so surprised Seventy Three! You know you signed the photo and filming policy in your package. Don't tell me that the lawyer failed to read the fine print! As you might recall, photos and videos are often taken and are used in-house only for 24 hours, then destroyed. Faces are obscured or concealed. For 24 hours, all our students get to star in their own adult movie material for exclusive in-house consumption. "
Reassured just a tiny bit by his review, Brenna feels the hot blush of embarrassment creep all over her chest, neck and face, thinking about being forced to watch this with her Masters tonight and even more horrified as she imagines others, Trainers and students all over the Academy, perhaps tuning into this channel.
"Watch how beautiful you are taking Craig's cock and riding him so eagerly while having the plug pistoned in and out of your ass. Eyes on the screen, Miss Swansea."
The Headmaster instructs, matter of fact and begins feeding Brenna her food.
Fortunately it's still warm and very delicious, having waited concealed under one of those metal cloches. She is treated to slices of delicious Argentinian steak with a chimichurri sauce, fingerling potatoes and a roasted vegetable medley. The Headmaster gives her a few sips of red wine from his glass as well in between morsels. Brenna is enjoying the food and finds the feeding strangely...arousing. She thanks the Headmaster periodically and he nods curtly in approval. During the times when he uses his fingers to feed her, she softly kisses and nibbles on his hands and at one point finds herself sucking on his fingers to his approval. Distracted by the looping video on the screen, Brenna misses a bite and a slice of beef falls and drapes itself over her naked breast. When a few other pieces fell earlier onto the table, Master Craig ordered Brenna to lower her head and lick them off with her lips. Now, the Headmaster continues feeding her and discussing the ceremony with his Deputy, seemingly oblivious to the fact that Brenna now sits with beef stuck to her flesh.
Eventually, Master Craig downs his glass of alcohol, gets up and begins undressing leisurely. He peels off his impeccable suit and soon stands bare chested, just wearing his trousers. He walks over to Brenna and crouching beside her looks into her eyes. The fingers of his right hand cup her chin and bring it upwards, a bit roughly, to meet his gaze. Still holding her face in his hand, he drops his face towards her breast and slowly, sensuously picks up the piece of beef with his lips and chews on it. Brenna feels his soft, hot tongue trailing a forceful wet line across the peak of her breast to lick off any bits of sauce and beef juice left behind. Before pulling away, he pops her nipple into his mouth and sucks hard, making her moan in pain, pleasure and surprise.
"Miss Swansea, as we wind down from our meal, we'd like to have a bit of a chat with you...What are your favourite positions?"
Brenna is startled by the Headmaster's sudden question and scrambles to obey and answer in a timely manner.
"Oh Sir, ummm... it is a hard question to answer. Here, every single position has felt infinitely better than when I've experienced it in real life before... but... if I had to rate them... I guess I would say... Missionary, doggy style, spooning... those would be my top three." The blush has returned and paints Brenna's chest and neck in big, red splotches.
"Good girl. Now... more serious talk. Miss Swansea, do you understand what we will be doing here tonight?"
"Ummm... yes Sir, I think so. We will continue our ménage a trois... You and Master Craig will... work me over... and I will service you both tonight in some ways... I also couldn't help to overhear that another Instructor may join us as well, making this, I guess... a ménage a quatre? I was not expecting that... but I confess it makes me very hot... who will it be, Masters?"
"We don't know, Miss Swansea, that will be a surprise to add to tonight's excitement for all of us. Are you alright with it...?"
"Yes, Sir." Brenna answers.
"Good. Do you understand that you don't have to do this tonight... there is a lot of time for you in the future at the Academy when you may choose to explore this and other new horizons. Please don't take this lightly, girl. It's a lot to be with two or three men at once. Most students work their way up to this, if like yourself they have never done something like this before..."
"... no, I want this, Sir. I want you both with me. I already had a taste earlier tonight and it has been the most amazing experience I've ever had... I want more...please..."
"Very well, Miss. What you had already was indeed just a taste. Tonight we will go further. If you recall what you lustfully suggested before we had to break for Discernment, Miss Swansea, we will aim to fulfil that fantasy, that is, we will have two cocks in two different holes while your tight little ass holds that beautiful aquamarine heart. In a strict sense of the word, that would be triple penetration, although somewhat tamer than an actual third cock moving in and out of your ass. Tell me Miss Swansea, wasn't that the video that you watched in processing hall that got you so hot and bothered when you first...met Master Craig?"
"Yes Sir. It was a girl getting penetrated in her mouth, her pussy and her ass by three Masters. I find that very, very hot still... I always had the fantasy of being with two men... in my college days, we used to laugh about it with my girlfriends and call it "codeword multicock"! A lot of us had this fantasy so apparently it is quite popular, but but I've always thought I had the worst case of it! Anyways...for tonight, I am still training with my first plug... so even though part of me would love to try three cocks, with you...mmmm... I will settle for what you described... I can't wait to have one of you in my needy pussy and the other in my mouth..."
"Eager girl. Very well then, Miss Swansea. Are you...afraid?"
"...um... A little, Sir."
"What of? We hope you will have no fear. Do you trust us?"
"Y...Yes, I think so. You have been the best Instructors and I've been on board with everything we have done, or that was done to me so far..."
"Good. We will never hurt you, Miss Swansea, I hope you know that by now, and I hope you know and remember that ultimately,
YOU
are in charge here, always. It may seem strange, as most of the time we are running the show, giving orders or instructions, but think about it, Miss Swansea, you have paid us to be here and take you on this ride. A ride that you have wanted for a long time and sought out. We strive to fulfill your needs and fantasies. Your learning plan is created from your input in your application and the Discernment surveys... and you always have the ability to slow things down or stop them. Remember the safe words, Miss Swansea."
"...Yes, Sir. You make excellent points. It's all true, as you say. It's strange to see it that way sometimes given I'm here exploring my fantasies of submission, but I suppose that makes sense. I remember - YELLOW and RED."
"Good girl. Another thing, Miss Swansea, If you recall your initial application, there was a question about...taking a cock bareback. Do you recall?"
Brenna blushes beet red. She has practiced a lot being open about her most lewd needs and fantasies with these men, but being asked so directly and having to answer this type of question still embarrasses her.
"Yes, Sir. As you know, I am not on birth control because of medical reasons, I cannot tolerate the pills, the side effects are too unpleasant for me. Thus I have always used condoms with men and have asked for the same here. I cannot afford a pregnancy nor the health scare of dealing with an unwanted one. However... as you rightly recall... having a man... take me bareback... is one of my biggest fantasies. The application asked if it were possible to have zero pregnancy risk, and knowing the rigorous STD testing regimen of this facility, would I be open to having that experience here... I said yes, and rated that to be a 10/10 turn on. I also answered the next question that it would be an absolute dream to have the experience of someone coming inside me. I have
