True Story: Caught Wearing Panties

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By Anon.

I remember an incident that happened to me when I was in high school. After classes one day I decided to cut through the girls’ gym. I saw two girls talking to each other there. One of the girls was very pretty. Her name was Jenny. The other girl was a skinny, mousy girl named Lisa. She was about 4 inches shorter than me.

To get Jenny to notice me (I had a crush on her) I teased Lisa as I walked by them. All of a sudden Lisa grabbed my arm, spun me around and slapped me across the face! I was shocked and pretended it didn’t hurt me so I wouldn’t look bad in front of Jenny, but I was dazed from it. I put up my hand to keep Lisa away but I accidentally caught her blouse and it tore slightly open.

She got real mad at this and then punched me in the stomach. I doubled over, Lisa pulled my head up, hauled off and punched me right in the jaw and down to the floor I went. I was really embarrassed as I could see Jenny’s mouth open amazed that this little girl was beating me up.

I was quite embarrassed to be beaten up in front of the girl I had a crush on. She grabbed my tee-shirt. In those days I was already wearing panties. Lisa must have caught sight of my panties exposed above my jeans as she was pulled on my T-shirt. She exclaimed, ‘What’s this!’ To my horror she began to unbuckle my jeans. To get a better view Jenny walked over closer to us.

I struggled but she was stronger than me. Lisa furiously undid my jeans. I held on with both hands but with one quick motion she yanked my jeans down to my knees! My heart sank as Jenny gasped as she saw me laying on the gym floor exposed in my women’s’ white nylon briefs with little flowers on them and a thin lace waistband. I was totally humiliated as Jenny shouted, ” Oh my God! Gregory’s wearing his Mother’s Underpants!!!” She laughed and laughed.

All of a sudden two more girls walked into the gym. I was so embarrassed. They asked what was going on. Jenny shouted, “It’s Gregory and he’s wearing his Mother’s Underpants!”

One of the 2 new girls, Karen, said “What a Fag! You should spank him!” I begged Lisa, “No, please don’t. I’m sorry, PLEASE!”

But Karen came over to help. Between the two of them they yanked my shoes off, pulled my jeans all the way off and Lisa then turned me over her knee. My heart sank as Lisa began to spank me VERY hard! I could hear jenny laughing even louder than before. Karen shouted, “Harder!” and Lisa spanked me even more.

I actually started to cry from the pain and the humiliation. There I was in my women’s flowered panties in front of four girls.

Karen then shocked me when she said, “No Lisa, on the BARE butt!” Jenny came over squealing and grabbed the waistband of my panties. “Mr. Gregory, you’re a Bad boy!”

I couldn’t believe it but Jenny actually reached down and removed my underpants in front of everyone. I was completely devastatied. Jenny then taunted me about being overpowered and stripped by a girl. Karen shouted, “Look! You can see inside his butthole!” As they all laughed. I tried to keep it closed but I knew they all could see right in it.

The final act of humiliation came when Karen said, “Let’s check him out. Lisa, turn Gregory over!”

I struggled desperately but Lisa was too strong for me. I was devastated as I was being turned over I could see Jenny’s (the girl I had such a crush on) face with its big smile. She was staring right at my penis. I was so humiliated. As soon as they all saw it they all laughed and screamed. Jenny said, “Look at Gregory’s little penis ( 1″ soft), no wonder he wears girls’ underpants!”

They all continued to laugh as I saw Jenny pointing at my little penis she could barely breathe she was laughing so hard. I knew she was never going to go out with me now. Karen then took her thumb and index finger and flicked my cock. This brought howls of laughter and more tears to my eyes. Karen then said “Nice little penis, Gregory, almost like a real one!”

Then Lisa slapped me right across my face. My crying was constant now. I couldn’t stop. One of the girls watching called me a faggot for letting a small girl beat me up. Lisa slapped my balls and then threw me off her lap. “Fag” she said.

They left me there on the floor crying, except that Jenny took my panties with her. I could never look her in the eye again. Once she walked by be and whispered ‘How’s your tiny little panty-covered penis, Gregory?’ And walked away with one of her girlfriends laughing.

6 comments

  • Ms. Sarah j. Babcock

    fun story.

    Reply
  • Zac

    I love being called a fag because of my small dick. Awesome story 🙂

    Reply
  • vici

    Nice story love it… i agree with Zac i to love being called a phag with my small 3 inch limp dic

    Reply
  • SissyToes

    Great story!! I have always dreamed of going through this kind of humiliation. I would have enjoyed being Gregory and getting caught in womens panties. I would love to hear a group of girls laughing and teasing me for having such a tiny penis and wearing girly panties. In my fantasy, the girls would have fully feminized me and forced me to dress like a pretty girl all day and if I am asked why I am crossdressed, I would be forced to say in a feminine voice “I dress like a girl because I have a little baby sissy cock, not a real mans cock!!”. Mmmmmm, the humiliation of being a sissy with a little girlie penis!!

    Reply
  • Alan

    As a pre teen I was caught by my mother wearing her panties and she paddled me with them around my ankles, then made me pull them up and keep them on all day under my jeans. It was like she had radar and seemed to know when I had snitched a pair out of the hamper and would do a “panty check” by hooking a finger in my waist band and looking. If I failed she would paddle my but red.
    It became a joke when I was older and she would sneak up and exclaim panty check while hooking her finger in my jeans. I failed quite a few times even as an adult and she would laugh.

    Reply

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