College Sissy Program Part 5

Hunter couldn't accept what just happened. Lily had to be fucking with him, right? There is no way there was cum in the food. But what if there was? What does it say about him that he just ate it without thinking? Shawnee was basically dragging Hunter in the hallway. But she was getting tired and placed Hunter against a wall and gave him a light slap on the face.

"Hey, snap out of it. Jayne. Are you still with me? Come on, it's not that bad."

Hunter shook his head, regaining his composure. "Was what Lily said true? "Please tell me she was just trying to fuck with me. She is just being a lying bitch, right? Shawnee?"

Shawnee didn't know whether to shake her head or nod. She could easily see Jayne was shaken up about this revelation. She takes a step back and exhales deeply.

"No, she wasn't fucking with you, Jayne. They really do put cum in the food here. That and a few other things. I almost threw up myself when I found out about it myself. I know it's off-putting to say, but you get used to it and ignore the aftertaste. You did eat a lot of it, I must say. I was surprised you didn't stop after a few minutes and ask more questions. But by the way you were eating, you must have been famished. I'm sorry you had to learn it this way and so soon. But we do need to get moving. Remember, a standing student is a prime target for random acts of abuse."

Hunter saw the worry and concern in Shawnee's eyes. So far, only she has had a look like that. The others he's witnessed so far had a darkness in their eyes. It was a cold feeling. Either it was a darkness of evil or a darkness of a lost soul in the eyes of others. He sobs at this thought, and a few tears fall on his face. Shawnee leans over and gives Hunter a hug. It was so soft and caring, like a hug from a loving family member. Through sniffles, Hunter manages to get some words out.

"Why are you being so nice to me, Shawnee? Everyone else here is a cruel and unfeeling bitch. No concern for anyone's well-being. They only want to see me suffer. Why are you acting so different to me?"

Shawnee, still with her arms around his neck, looks into his eyes. "Because you are the only one I can seem to trust. You aren't like the others either. You have your own personality and haven't been corrupted by this place yet. Usually, even on the 1st day, people are isolated from others. They don't want to talk to anyone. They get too embarrassed in their first humiliation class. Or they act out so much they get taken away, and I never get to know the real them. I feel like this place is even getting to me. I find myself having random thoughts I would never consider thinking. I have to correct myself and say, That's not right. Why would I think that way?"

A memory was triggered with that last sentence. Hunter remembers when he was in the Cosmo room that he had a random thought just like that. something he had to correct himself for thinking. "Wait, you have those as well?"

Shawnee was surprised that Jayne already had to question her thoughts. She was getting more abuse than others on their first days. Maybe that's why it was accelerated. "Yeah. I'm just surprised you have had those thoughts already. We can discuss that later; we need to get to the dorm like now."

Hunter nods his head in appreciation and follows Shawnee. They reach the hallway that reads 'Purple Pecker Dorm.' As they walk, Hunter notices something seems off about the dorm. Then it hits him. There are no doors anywhere. While they pass the rooms, you can glance and see if anyone is in the room and what they are doing. Hunter diverted his eyes as much as possible until they reached their destination. They stand in front of a room labeled Room Assignment Room.

"Well, Jayne, I have to head to my room. You have to go in there to get your assigned room. They will also give you your guidebook and calendar in there. Tootles, I hope you get a room close to me." With that, she kisses his cheek and shuffles off.

Hunter stood outside the door as he watched Shawnee walk away. He shouldn't just stand there. Might as well get this over with. He walks in and sees a desk with what he assumes is a secretary. As he walks closer, the person at the desk looks up. "You must be Jayne. Sit down, hun, and we will get you situated with your room."

"Yes, miss," he says as he sits down. The chair is cold as ice and sends a shiver throughout his body. Then the woman at the desk grabs some papers and some things from the desk drawers. She looksike she's in her late 30s with wavy black hair. Her attire is similar to what the dean's secretary was wearing but was purple to match her dorm aesthetic.

"So, Jayne, first, I'd like to welcome you to our lovely program. I hope your first day is going well. Anyway, we need to get things going as smoothly as possible. Before I assign you a room, I need you to read to me what's written on page one of your guidebook." She hands him a small purple book simply labeled 'Guide Book.'

Hunter grabs the book from her hand and turns to the 1st page. He quickly skims it and is shocked by what is written. This can't be right.

"Is there something wrong, Jayne? If there is, I can call security, and they can assign you a room personally." Her hand hovered over a button on her desk.

Hunter, nervous, thinking of how security would probably drag him out and he would never see the light of day again, shakes his head and answers. "No, Miss, just making sure I'm reading it all correctly so I don't say it wrong by mistake." He clears his throat and begins.

"I am a sissy. I may have thought I was a male, but I always have known I was a girl on the inside. I always knew I was not correct acting and presenting like I was a male. I love wearing heels and skirts and other things that let me present as female. I know that I could never be as good as a true biological female, but I wish to emulate it the best I can. I will do whatever it takes to correct my behavior and be the best girl I could possibly be. I don't need privacy in my room. Everyone should be able to witness my journey every day at all times. My roommates will help assist me on my journey, and I will take all advice they give me and follow it so I can be the best I can be. Lastly, when my journey here is finished, I hope to make others happy in any way I can. Everyone I meet, I will be kind and offer myself to them."

Hunter almost threw up in his mouth reading that. He can't believe those words came out of his mouth. What do some of those things even mean? What are they trying to turn him into?

"Very good. Jayne When you get to your room, I suggest reading the rest of your guidebook so that you don't get in trouble. Anyway, here is your personal planner. Every day it will update before 11 pm with your schedule for the next day. Alarms and reminders will be set when it gets its daily updates. Now off you go."

Hunter grabbed the planner, thanked the lady, and walked out into the hall, looking at the planner. It was just a small box, fairly low-tech. Still a digital screen, but probably like maybe early 2010s level of tech. No app store, just a few icons. Alarm, calendar, notepad, and email. Notepad had a notification icon on it, so he tapped on it. It said to go to room X35. The room will have 2 other occupants.

" So multiple roommates to each room, it seems. I don't even know what I want anymore. The others, what are they called... sissies, are kind of weird. But then again, the women here are kind of cruel. Either way, I'm not going to have a good time." He looks at the planner again, and there is a clock on it. He hadn't thought about it, but none of the rooms had a clock to tell the time. How did the other people know when the bell would ring? Also, he didn't see a planner anywhere on their person. Where do they keep it? Many more questions filled his head as he passed by the other rooms, trying not to look inside while looking for the properly labeled one. After what seemed like forever but was really like 5 minutes, he finds his room. He looks at his planner: 4:23 pm. Has it really been that long already? Time had surely few by since he was woken up this morning by those two women that brought him here. He walks in and sees 2 female figures talking near the back of the room. He's not sure if they are like him or not. It doesn't take long before he gets his answer as the two women turn around.

"Well, well, well, look at what we got here. Someone hit the lottery, it seems. Isn't that right, Shawnee?"

Hunter had both a face of relief and annoyance. He was happy to see Shawnee again but dreaded to see the other one was Lily. Shawnee runs over to Hunter and gives him a big hug.

"Oh my god! We get to be roomies. This has to be fate or something."

"Quit with the dramatics. Shawnee, we knew we would eventually get another roommate since our previous sissy graduated last month. But we did get lucky to get this great one. She did such a good job at lunch. Yes, you did. You were quite the shoe lover, Sissy Jayne." Her eyes locked on Hunter, like a predator locked on to its prey. She couldn't wait for the fresh meat to be in her clutches. Shawnee glares back at her.

"Hey, don't be like that to her. Yes, she did do a great job, but you didn't need to go that far on her 1st day." She whispers in Hunter's ear. "Jayne. Lily is a sadistic bitch. I'll try whatever I can to keep you sane here."

Hunter was confused by this. His cock in his cage was twitching from the embrace from Shawnee but couldn't go anywhere and hurt a bit. He couldn't believe he would be rooming with 2 smoking hot women. Real women at that. And one he considered as a friend. At least he hopes she was a friend.

"Yea, yea, Shawnee, whatever. So Sissy Jayne. Welcome to your new room. As you can see, the room is spacious and has a fairly sized bathroom with a shower and vanity. The closet holds everyone's uniforms. And your undergarments will be in the bottom drawer of the dresser next to the closet. Laundry day is Saturday. Oh, and I suggest finishing reading your guidebook. Sissies and women get different books, but I know what's in your book from reading our previous roommates' book."

Lily sits down on her bed and grins evilly. Shawnee removes her embrace and walks over and sits next to Lily and watches Hunter as well. He sighs and opens the book and starts skimming. It's actually only a few pages thick, but with blank pages in between to make it seem thicker. He gets to the dorm room etiquette page. He is horrified but kind of expected something like this.

Sissy Dorm etiquette rules:

1: Sissy nightwear can only consist of the following: a bra, panties, heels, stockings, a see-through top, see-through bottoms, and/ or a see-through baby doll.

2: Sissies do the rooms' laundry every Saturday between 6 am and 11 am. Must wear laundry day attire located in the closet. Failure to do so will result in a demerit for all in the room. When laundry is complete, put all clothes away in proper locations. After laundry is completed and put away, sissies will be cleaned out with roommates' assistance.

3: Sissies must receive permission from roommates before using the bathroom.

4: Sissies will clean the bathroom every Sunday in only their undergarments and shoes. Cleaning items will be located outside the room at 7 am. Inspection by staff will be every hour after 7 am until 2 pm to keep up standards.

5: Sissies will assist roommates with anything they may ask for, but not limited to, dressing, toy inspections, makeup, hygiene, and affirmation.

6: Sissies can not receive assistance from roommates for the following: putting on clothes, toy usage, and class assignments. If caught, all offenders will be punished.

7: Sissies will be addressed by their 1st name or by the title sissy.

8: Any theft of others' belongings will be properly punished.

9: Any romantic relationships between a sissy and a real woman are forbidden. But Sissy + Sissy is encouraged.

10: Roommates will determine where you sleep in the room at night.

Lily sees the dread in Hunter's expression as he reads each line. She is enjoying this and touches her chastity, knowing it's turning her on. She thinks of how to break Jayne and make her a personal bitch for herself.

"That's right, Sissy Jayne. You have to do as we ask. No one is going to help you with much. You have to do it all yourself like a good bitch. Now, we've had a rough day, so I want you to undress Shawnee and me from our uniforms and put them in the hamper. Then grab us our baby dolls from the dresser. Mine are in the top drawer, and Shawnee's is in the middle drawer." She triumphantly sits there, getting all giddy. Shawnee nods her head as well and sits next to her.

Hunter didn't know what to do in this situation. The offer of undressing 2 hot women made his caged cock twitch in his cage. The horniness is getting unbearable. He really needs some relief. It was fogging his thought process, so he went with the natural instinct of wanting to see women basically naked in front of him. He walks over to the ladies. "Uh, um, ok, who should I do first?"

Lilly can see he's excited about this proposition. With an evil smile, she quickly kicks him in the crotch, causing Hunter to get on his knees in pain. "Don't get any ideas, sissy. It's good to enjoy doing your work, but this isn't about your pleasure. This is about you making us happy. You got that?"

Shawnee watched in agony. She couldn't show compassion for Jayne in front of Lily. Or else Lily would definitely let the staff know about it. So she plays along.

"Yea, Jayne, this is about you doing things for us. You should be happy when we are happy. So make us happy. You can start with me, cutie." She gives Hunter a wink and a soft smile to ease his worry a bit. Through his tears of pain, he understands her tone and body language to be more at ease.

"Yes, Shawnee. I'm sorry about before. Where should I begin?"

"Take off my skirt and then blouse, but first grab the baby doll on the right side of my drawer."

"Yes, Shawnee, thank you." Hunter walks over to the dresser and notices it's low to the ground; he would have to crouch or bend over to open any drawer. So he bends over to open the drawer. His skirt rose up, showing off his ass.

"Nice ass. Sissy Jayne, I hope nothing bad happens to it while you're here. It's so small and soft. I like your tiny breasts. Grab one from my drawer as well, but do it slowly. I want to witness that fine ass for longer."

Hunter blushes in embarrassment but also a strange pride. He opens the middle drawer and grabs the baby doll as requested. It's purple like all the other clothes, but this one is very lacy, not see-through, but has tons of frills on the edges, and is silky. then grabs one from the top drawer, all while Lily coos and caws at his ass. He shows the items to the two women.

"Are these the correct ones?"

"Yes, good job, Sissy Jayne. Keep up getting things right, and things will go much smoother for you here. Place mine in front of me and work on Shawnee; I can't wait to see your work."

Hunter places Lily in front of her and walks in front of Shawnee. As he looks up at her, he notices a happy smile, not an evil one like Lily's. He composes himself and begins. He unsnaps the buttons on her skirt, one at a time. nervous but also excited. He slowly slides her skirt down her smooth, glossy legs. The light in the room really shines perfectly off them. He blushes when he sees her thong and chastity, wishing he wasn't stuck in this situation. places the skirt on the floor then stands up and starts on the blouse. He tries to divert his eyes from the obvious cleavage. Shawnee notices and blushes a bit. One by one the buttons are popped open until the blouse is completely open. Hunter takes a step back for a moment and gazes at her. A perfect hourglass body. flat tummy with a belly button ring, but more standard unlike his own.

"Hey, hey, no gawking, sissy. You've got a job to do. Finish up so you can dress me. I don't think you want another kick, do you?"

Hunter recomposes himself and removes the top and places it on the ground with the skirt. He picks up the baby doll, and Shawnee lifts her arms up in preparation. Hunter has a hard time opening up the babydoll with his new nails. He was still getting used to it... It kept catching on the fabric. Eventually he gets it right and puts it over Shawnee's head. Slowly rolling it down past her breasts, then her tummy, and finally it sits right at her waistline. Thong still showing. Shawnee and Hunter give each other a pleased smile.

"Ok, you two, enough of that. It was very hot, I know. But it's my turn now, Sissy."

Hunter gets up, and then his planner sends off multiple notification sounds.

"Oh, hold it, this can wait. I get to see what our new roommate has for her classes tomorrow. Bring your planner here. But don't look at it. I want to see it first."

Hunter quickly goes to the dresser, where he placed his planner, and hands it to Lily. Lily gleefully looks at his planner and lets out an evil laugh.

"Oh, this is going to be quite a day for you tomorrow, sissy."

To Be Continued...