SISSY BOY
By
Cory

Once, I was at my friend Kelly's house. She was a tall, athletic, good looking woman with brown hair and brown eyes. Kelly and I were sitting in her room, and she told me she needed to step out for a few minutes. When she left, I thought it would be the perfect time to go through her panty drawer.

So, I got up, and I opened the drawer where I thought her underwear was, and sure enough, I found them. I noticed that all the panties she had were Hanes Her Way briefs, most of them white, but she had a few different colored underpants. I picked up a hot pink one, and I started looking at it, when she opened the door, and she saw me with her underwear in my hands.

She was so mad. I had never seen her that mad before. She yelled "Cory, what are you doing with my panties!?" I tried to answer, but I was so scared, nothing came out. She yelled "Answer me! What are you doing with my panties?" I said "I was just looking at them." She said "Oh, you were just looking at them, huh?"

I said "Yeah." She said "Oh my God, that is so gross! How dare you go through my underwear drawer without asking! You know what? You like my pink underwear so much? Fine! You can go into the bathroom and put them on!" I said "No." She raised her voice, and said "Excuse me? Did you just say 'no'?"

I said "Yes, I said no." She said "Okay, I guess I'll have to hurt you now." I knew she was serious, and as mad as she was, I wasn't sure how bad she would hurt me, so I thought it would be best if I do as I was told. I said "You don't need do to that. I'll go put on the panties." She said "Yeah you will, and don't wear anything but the panties."

I asked "Do I have to?" Kelly said "Yes, you do!" I said "Fine." So, I went into the bathroom, removed all my clothes, and put on the pink underwear. They were more comfortable than I would like to admit. So, I then went into Kelly's room, wearing just the panties. Kelly burst out laughing when she saw me. She said "I probably should have made you put on a bra too! Those things are huge!" She then came over, and jiggled my breasts. I stepped away, and covered myself up. She said "Awww, what's the matter, sissy doesn't like getting his breasts jiggled?" I said "I'm not a sissy." She said "Yes you are! You're wearing my underwear, and you have bigger breasts then most women, so yeah, that makes you a sissy."

All of a sudden, she grabs me hard by the wrist, and she sits on the bed, and she puts me over her knee, and she starts spanking me. I said "What are you doing?" She said "I'm spanking you sissy boy. You want to go through my underwear drawer without my permission? Well, then you get a spanking while wearing pink underwear." She spanked me as hard as she could. Soon, she pulled the back of the panties down, and she started spanking my bare butt. It hurt so much that I actually started to cry. She laughed at the fact that I was crying and she mockingly said "What's the matter sissy boy, does your butt hurt?" Through tears, I answered "Yes."

She said "Good! This is what you get for being a pervert!" After a while, she stopped spanking me, and she instructed me to stand up, and pull the panties back up, which I did. After I stood up, she said "I'll be right back. I have to get something." So, she went to go get what she needed. A little bit later, she came back up with her cell phone in her hand, and I knew what was coming.

She sat down on her bed, and she said "Alright, here's what you have to do. You need to stand in the middle of the room, and do jumping jacks, and while you're doing that, I will record video of you doing it." So, I stood in the middle of the room, and I started doing jumping jacks. She kept laughing and saying "Go sissy boy," over and over.

Soon, she told me to stop the jumping jacks. Then, she had me do all kinds of poses. I had to put my hands on my hips, blow kisses, etc. She also made me turn around and shake my butt. She said "Yeah sissy boy, shake that big butt." I was so embarrassed, I started crying and she said "You better stop crying, or I'll give you something to cry about."

It took a bit, but I finally stopped. Kelly then said "Okay, here's the situation. I have pictures and video of you in pink underwear. I promise I will not show the pictures and video to anyone, if you do what I say." I asked "What do you mean?" She said "I will send you an email, telling you all the things you need to do for me."

I said "What will you have me do?" She answered "I'm not sure yet, but I do know this. If you refuse to do everything I say when I say it, the pictures and video will go online. Do you understand?" I said "Yes." She said "Good. Now, I want you to go in the bathroom, throw the panties in the garbage, put your clothes on, and get out of my house!"

So, I did as I was told. I was really nervous, because I wasn't sure what she would have me do, but I told myself that I had to do whatever she said, if I wanted to avoid being humiliated beyond my wildest dreams.


Return to Index