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It's My Fault

It's My Fault

If Calvin found out I was this kind of woman, he would definitely be disgusted by me. However, my roommate said I could wear a mask to conceal my face. In fact, I could even modify my voice, and I wouldn't be recognized. She also said all men were sexually driven creatures. The first thing to do was to find out if he was interested in my body. Otherwise, everything would be futile. In the end, I was convinced. I used an anonymous account to reach out to Calvin and explained why I wanted to chat with him. To my surprise, he actually agreed.
2.1K viewsKumpletoIdinagdag sa Library 64 Beses bilang teenage crossdresser
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Unraveled Destinies

Unraveled Destinies

JANE'S POV “Hey Jane, can I come pick you up tonight? I ignored the message because I wasn't interested. Spicy was too extra and he made me laugh the entire time. He started telling me about how some guys tried to do him dirty because he was a crossdresser and how he fought all of them for self-defense. He demonstrated everything and I was laughing, forgetting that it wasn't a comedy show. He fixed the wig and when I added a glimpse of myself in the mirror, I was looking like a 24-year-old baddie. He started my make up and in no time we were done. I was taken to another room to pick out some selected outfits, and I fell in love with the first outfit I tried. I didn't take it off.
93.1K viewsKumpletoIdinagdag sa Library 81 Beses bilang teenage crossdresser
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Tomboy

Tomboy

He whisper shout to himself. He climbed out of the bed and strolled into the bathroom, he stood staring at himself in the mirror, his ruffled hair, his hazel eyes, his thin pink lips and his strong jaw, he is a fine man and a fine man like him falls for a woman. Christ, he can't waste all these manly goodness to sucking a man's prick, "yuck" he shuddered in disgust. Yep, that's right, he is a straight man, see, even the thought of sucking a man is disgusting. If he is a gay, will it be disgusting? Of course not.
9.912.2K viewsKumpletoIdinagdag sa Library 305 Beses bilang teenage crossdresser
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The She Wolf's Heart

The She Wolf's Heart

He smiled sadly and waved his hand as if wadding off the bad vibes trying to creep in. I sat down beside him and rested my head on his shoulder. "We are in this together," I whispered with my eyes closed. "It's the fate of every queer person, even the out ones." "Yeah." I responded softly, my mind flashing back to the very first time I ever dressed up as a stud to school back in College. It was on one of those days of departmental week. It was a crossdresser day and I decided to feel like myself for the very first time in my life. But the looks and side talks that followed made me feel like an outcast. I realised that being one's self in college was a fallacy. I remember hurrying back to m
3.0K viewsOngoingIdinagdag sa Library 83 Beses bilang teenage crossdresser
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Midnight Reverse: A Cinderella in the Making

Midnight Reverse: A Cinderella in the Making

“’cross-dressing’?” Vince muttered as he looked at Reiner. “Well… I just hope so.” He said and sighed. “That’s what he told me, too, last night.” He told them. “So, he is really cross-dressing?” Reiner exclaimed in surprise. He can’t believe that Kaiser Noonwink, this other playboy of the high school department, would cross-dress! “No, he is not.” Vince answered.
106.3K viewsKumpletoIdinagdag sa Library 157 Beses bilang teenage crossdresser
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“Daddy, Will You Ever Love Me?”

“Daddy, Will You Ever Love Me?”

He'd just never found a girl willing to let the geekiest of the geeks try any of the techniques out on them. Gio's other big problem was, he couldn't dress like other teens. He had to wear dress pants or loose-fitting cargo pants, because jeans didn't give him enough room and caused him pain. There wasn't anything funny about wearing dress pants and T-shirts it just looked super weird, so he wore polo style shirts. Making him look more like the teachers than the other students. Which got him bullied and teased since he turned ten and couldn't wear shorts or jeans. Thankfully, now days because of board shorts being popular he could wear shorts barely, but not to school. Because that was again
1017.2K viewsOngoingIdinagdag sa Library 689 Beses bilang teenage crossdresser
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Crossdressing For The Emperor

Crossdressing For The Emperor

With listening. "There were people attacking him," I continued. "It was in Kaldor, the capital. I was there and I was close enough to help, so I did." I looked down at my hands. "I brought him to a place where he could get better. I cared for him while he was healing, and because he was a man and I wanted him to be comfortable, I… I pretended to be a girl while I did it." The words came out in a rush now, the dam broken, everything flowing too fast. "I didn’t know who he was. He was just someone who needed help, and I was there." "You didn't know?" Carl asked, his voice soft.
600 viewsOngoingIdinagdag sa Library 12 Beses bilang teenage crossdresser
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Young Boy X Seductive Older women

Young Boy X Seductive Older women

He was right there too, on the other side of the king-sized bed. Just then, my mom's nose twitched like in Bewitched as the alarm sounded. She rose up to stretch, the covers fell back, and I had my first glimpse of mom in a nightgown. I had never so much as looked at a Playboy in my time. Today, though, 14 days past my 18th birthday, I saw my mom's boobs and they could've been in a Playboy centerfold! She bent down to grab the covers to get out, which briefly gave me a view inside mom's nightie. We're talking nipples and all. As he looked me over suspiciously, I could barely conceal under my cotton gym shorts my growing 'interest in mom'. The prospect of helping her out now kind of appealed
102.1K viewsOngoingIdinagdag sa Library 43 Beses bilang teenage crossdresser
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Midnight Cravings: Steamy Erotic Stories

Midnight Cravings: Steamy Erotic Stories

My pen trembled as I handed in my assignment. The pages felt heavy with my secret thoughts. I'd poured my deepest desires into that story – clear pictures of the heat inside me when I watched my friends in their soft dresses, or saw them in the showers, their bodies wet and shiny. I was nineteen, a tomboy, but I hungered for lace and curves. I'd never acted on it. Until now.
1066.9K viewsKumpletoIdinagdag sa Library 2.7K Beses bilang teenage crossdresser
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I'm the school's badboy but I'm a girl

I'm the school's badboy but I'm a girl

And from Teresa’s description of him, he was sure to be carrying a guitar around, even though that won’t be allowed in school. However, she didn’t find him, instead, she was called by one of her teammates for basketball practice. She had always loved playing basketball and due to her charade, she was able to bag captain of the male’s basketball team. Who cares anyway since she is good at what she does and an excellent Point Guard. She stood up and leaned over the table to kiss Teresa on the cheek and as Teresa turned sharply to kiss her on the lips, she was able to avoid the sneak attack and grinned seeing her pouting face. “Not today, baby,” she chuckled and turned to jog to her team. She m
105.5K viewsKumpletoIdinagdag sa Library 138 Beses bilang teenage crossdresser
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