Sissy School

gemsissy wrote: ↑Thu Sep 07, 2017 5:07 pm (Humiliation is generally not something I spend a lot of time fantasizing about. I like the idea of women knowing I'm a sissy and seeing me in lingerie but I'm not sure my pleasure comes from humiliation because every time it has happened, the women have been very accepting which was thrilling in its own way. Still, I thought I'd resurrect and extend one of my stories that tried to explore humiliation. If you enjoy sissy humiliation, I hope you enjoy this story and leave me a comment.)




Mandy is Satan. That's all there is to it. She's made my life hell ever since I met her in Psych 135 class in September. She is one cruel, cruel bitch.

I don't know what I'd do without her.

They say people secrets want to get caught. They make stupid mistakes or leave evidence around to their secret. Psychologically, they need to break their silence. I suppose I'm one of those people. No other reason for me to keep a spare pair of satin panties in my gym bag. I mean I wear satin panties every day under my guy clothes. Isn't that enough? What did I think would happen that I'd need spare panties?

So I'm sitting in Psych class with my gym bag behind me and Mandy behind it. She whispers and asks for a pen. I'm trying to not miss any of the lecture so I tell her there's one in my gym bag somewhere. I listen to her rooting around for about thirty seconds before all the cupcake drained away from my head. I realized the panties were in there.

'Thanks,' she whispered, showing the pen to me. My heart was racing a mile a minute and I didn't hear another word of the lecture. When the class broke up, she cornered me.

She caressed my face with my secret panties for just a second (long enough to get some very interesting stares) and then said, "Women's bathroom on this floor, ten minutes."

With that she walked out. I could have left the building, written off the panties as a loss of stupidity and gone on with my life. But my cock was rock hard in my panties. As nervous and humiliated as I felt, I knew I'd do it. The tone for the next class sounded and the hallways emptied. I summoned my courage and went into the women's room.

I'll say I was surprised that it wasn't that much different than the men's. Tampon dispenser and a little padded couch. Mandy was sitting on the couch.

"I thought about this a lot in class. At first I thought you were one of those who gets lucky and steals his date's panties as a trophy. Pretty slimy but understandable. Lord knows with someone as effeminate as you it would be a once in a lifetime experience to actually get laid, am I right?"

My face was burning with embarassmant. I couldn't move.

"Don't worry about. I figured it out. You didn't get laid at all. Why get find a real girl when you can play one all by yourself? Now you can prove me wrong. Just drop your pants and put these on. If they fit perfectly, then I'll know I've got a sissy queer here. If they don't then I'll give you my panties too, as a consolation prize."

"Take 'em off."

I trembled and started to talk but she gave me one look that told me not to go there. I tried to take off my pants and panties at the same time so she wouldn't see but it was impossible.

"Oh... my... God! You're wearing panties right now! You've got to be kidding me! I made that all up. I really thought these were trophy panties. Oh cupcake..."

I pulled my pants awkwardly back up but my panties were stuck around my knees and kept the pants down.

"You really are one of those sissies. Look at how hard your dick is! So you get off on wearing girls' panties, huh?"

At last she was really asking a question so I nodded yes.

"This I gotta see. Here," she said handing me my emergency panties, "do whatever you do. I want to see it."

I mumbled and balked at doing anything. She whipped out her phone and took a fast picture. Then she got up, kicked open the door to the restroom and took another picture making it obvious that I was aroused, half-naked, and fondling panties in a women's restroom.

I felt like an anvil sank in my stomach at the same time my cock throbbed with pleasure. I wrapped the satin panties around my head and shaft and began to stroke myself.

Soon, there as a growing dark spot in the panties where my precum was leaking. Mandy was sitting there mesmerized. I started moaning and sighing in my building pleasure...

"Stop!"

I froze, my cock throbbing in my tight satin-covered grip.

"I didn't tell you to cum, bitch!"

I was so close I almost was past the point of no return. I pulled my hand off my cock quickly.

She stood up and I saw she was flushed. Even her nipples were happily announcing how much she was getting turned on.

"You can't cum until I tell you to. See you at next class and wear something slutty!"

--

Five days. That was Thursday and the next class was the next Tuesday. Oh god, I got so close to cumming so many times, but I kept stopping. I had to see how far this Mandy wanted to go.

I'd had a very small number of girlfriends and the panty-thing ended every one of them as if I'd declared "I'm actually gay. Can we fuck while I think of men?"

If Mandy was going to become something pleasurable, I wanted in on it. I just hoped she'd allow me to cum when we met on Tuesday.

I saw her in Psych class. She handed me a note and sat several seats away. I opened it.

"Go to the women's room after class. Put on whatever is left in the last stall. Come back into this lecture hall to show me."

I couldn't even swallow. Who knows what costume she had planted for me, but there was another class in that hall after ours. A class with about 200 Freshmen trying to learn English as a First Language. I'd be totally humiliated if she'd gone too far.

I at least had to see what she'd left for me. I lingered until I counted the last girl had left and went in.

Going into the ladies room was kind of a thrill for me, but I tried to ignore that. The last stall was taped off as 'broken' but since I didn't find anything in the other stalls, I suspect she'd put up the sign.

Entering the last stall, I found a large paper shopping bag. Looking inside, I told myself I could never do this. I could never put all that on in front of a huge lecture hall.

And I knew that I would. It took me a while to strip down, slip into the panties and bra, pull over the tight top, step into the short miniskirt, pull on the pantyhose and put on the heels.

At the very bottom of the bag were two things. A thin feminine cat collar with a large tag on it that said "Sissy" and a tube of lipstick with a note on it... "This too."

I put on the collar and the lipstick and stepped out of the stall, ready to claim that it was all a fraternity rush stunt. I peeked out into the hall and saw no one. Clicking my way to the lecture hall I saw that the little window was covered over. I listened and heard someone lecturing.

I'd never felt so humiliated in my life and never more aroused. The panties barely contained my raging hard-on so the skirt tented a little, just to make sure everyone knew I was getting off on this.

I opened the door and walked in.

The hall was empty. Mandy laughed and turned off the recording of the lecturer.

"You actually did it! You were ready to walk into a full lecture hall dressed like a sissy faggot slut!! Oh my god, this is amazing! What a slut you are!"

"Please, Mandy, please may I cum?"

"Pa-thetic," she laughed. "But I must say, you don't make a bad girl. A little special attention and you might be able to pass..."

She seemed to be pondering something and then shook her head.

"No time. Here, give me your clothes." I obediently handed her the pile of jeans, sneakers, panties, and t-shirt.

"Okay, you may cum, but you have to cum into this specimen cup while you're walking in those heels. I want to see your best catwalk while you orgasm."

She attached the specimen cup to the end of my cock with a nurse's detachment and stuffed it back in my panties.

"Oh, and hurry up. Early students start arriving any minute now for the next real class and that one wasn't suddenly cancelled."

Mandy unbuttoned her jeans and got her hand down inside with a small object. I soon hear a buzzing and she caught her breath suddenly.

"Hurry up, slut or you'll still be walking here and wanking when they show up. Perv jail for you!"

I started to walk in the heels and felt a tiny bit of pride at doing it well. My feet were placed one in front of the other and my hips were trained enough to swing naturally as I walked.

"Ohh, sexy," she moaned, obviously delighting herself with her vibrator.

I reached into my skirt and started pulling my cock. It was awkward with the cup but I was so ready that I exploded after three tugs.

"Keep going as you cum... girls can't stop performing if they... cum on... stage..." I saw Mandy tense up and then shudder and moan softly.

We both pulled ourselves together and she handed me my clothes back.

"I'd change quick. The TAs should be here any second. See you next class..."

I ran down the hall toward the women's restroom as she walked off the other way whistling very happily. I rushed into the last stall, my breathing ragged and my body shaking. I heard the door open again and multiple women come in.

They were whispering and I could barely hear, "Is he in the last stall?" "Yea, Mandy said so."

Suddenly, my stall door opened and three pretty girls were staring at my holding my bundle of guy clothes to my chest. My cock recovered rapidly, tenting the front of the mini-skirt through the panties and pantyhose, even moreso with that cum-filled cup stuck on the end.

"Oh, my God!" exclaimed the brunette, her hands rushing to cover her mouth as she started laughing. "What a sissy slut! He did everything she said she'd make him do!"

"He looks hot in Mandy's clothes," commented the redhead and I flushed hard, thrilled to learn I was wearing her clothing.

CLICK! The blonde captured me multiple times with her phone in my red-faced humiliation. She kept clicking when the brunette lifted my skirt reveal my sissy erection and the specimen cup.

"Okay, you pansy slut," declared the blonde. "You want to keep your secret with us? I want to see how far you'll go. Mandy told us you filled that cup with spunk. Good sluts always swallow, don't we girls?" The others nodded with devilish delight. "Bottoms up, you sissy whore."

I put my clothes down and moaned when the redhead grabbed them and walked away. I worked the cup out of my pantyhose and panties and saw that I'd half-filled it with cum. Abstaining for five days had really worked me up.

"Pour it in your mouth and show us like a good cock-sucking whore," commanded the blonde firmly and I lifted the specimen cup to my mouth, pouring the cum in. I held it there a long time, letting the last cum slither out on to my tongue.

"I don't believe it," said the redhead quietly. "He really did it? How pathetic!!"

"I know, right? He's such a sissy slut, he'd do anything we want. Show us your tongue, bitch."

I opened my mouth, cum covering my tongue and teeth. My cock was throbbing in deep, intense arousal at my predicament but it didn't stop me from shedding a tear.

"Now, move it around in your mouth so you won't lose the taste all night. Now swallow it all!"

I complied, loving the feeling of performing as a sissy for these beautiful women, opening my mouth wide after I'd finished swallowing.

"We gotta do something with him... I mean her."

"Can I have my clothes back?" I ventured and they laughed at me. At least my gym bag was still in the stall with my wallet and keys.

"Do you have a car outside?" I nodded yes and described it when they pressed me.

"Oh we'll have lots of fun, but Mandy found him. She gets to decide. But, slut-girl, you have one more thing to do today. If my ears do not deceive me, teams have arrived for a special competition. All female teams. The building is now filled with girls from all over the state. You have to go from this second floor bathroom to your car outside. We'll leave your clothes on top of your car. And don't worry, we'll be taking video of every second of it." With that she reached under her skirt and pulled down a pair of gold satin panties. She took them off and put them in my hand. I felt how warm and wet they were, how aroused all this was making her and probably the other women too.

With that, the girls left the women's room and I could hear the voices of countless women in the hall outside. Any moment they would start coming into the women's room, seeing me, laughing and who knows what they would make me do? I was trembling but so hard I couldn't keep my mini-skirt down. I looked down at the panties in my hand and got a crazy idea.

That's why when I opened the women's rest room door to see the faces of all the women look at me all dolled up, slutty, and obviously a guy, I had her gold panties over my face with the leg holes pulled so I could see. With this make-shift disguise, I ran through the halls as fast as I could in the heels, carefully down the stairs and toward the parking lot. The whole time, beautiful women and girls were laughing at me, taking pictures, and grabbing pinches of my pantied bottom.

Somewhere along that run before I got to my car, i came again and nearly fell down. I had to stop right next to a group of pretty, athletic girls who pointed and laughed at me as my cock spasmed over and over, soaking my panties and pantyhose with cum. As soon as I could control myself, I ran on, face beet red and tears in my eyes.

My clothing was on my car with a note: "We're watching. Drive home like the sissy slut you are and we'll think of something nice to do for you." It was signed with lipstick kisses. The ordeal was pretty much over though some girls had come out to see what I was going to do.

I threw my clothes in the trunk and drove back to my apartment dressed as a total slut, convinced that pictures and video of me would appear on the internet if I ever refused them.

Empress Stephanie wrote: ↑Fri Jun 08, 2018 3:03 am LOVE it!
Thanks for sharing! I get not being into humiliation, but a an author you did a great job. I could absolutely picture this taking place at a campus near me.

Empress Andi wrote: ↑Sat Jun 30, 2018 9:16 pm gemsissy,

this is a fantastic fantasy. Its okay to get turned on by something but, not actually want to experience it, in real life. I have to laugh though, because, this is something I love doing, getting guys to dress up and humiliate them. Thank you for sharing such a great story with us. I loved every word.

Andi