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Chapter 37
by
Karmaaa
What's next?
You give up your secret as well
You look up at Caitlyn, your eyes meeting hers. You can see the hurt and confusion in her gaze, the way her lips tremble as she tries to hold back her tears. You know that what you're about to say will change everything, but you can't bring yourself to hold it back any longer.
You learned about Cait's secret, you feel like you have to share yours, it's the only way to make this right for how you treated her in the kitchen.
"Cait," you begin, your voice soft and trembling. "There's something I need to tell you. Something I've been hiding for a long time." You pause, taking a shaky breath as you try to find the right words. "I... I like to wear women's clothes. Sometimes, when she's away, I sneak into Mom's room and try on her dresses and lingerie."
You look down at your hands, your heart pounding in your chest. You can feel the weight of Caitlyn's gaze on you. You take a deep breath, trying to calm your nerves as you gather your courage to continue.
"I know it must be a shock to hear," you say softly, your voice barely above a whisper. "But I've been dealing with these feelings for a long time. Sometimes, when I'm alone in my room, I imagine what it would be like to be feminine. To wear dresses and high heels and makeup."
You feel a blush creeping up your cheeks as you continue, your words tumbling out of your mouth before you can stop them.
"Seeing how sexy and feminine you have become in the 4 years was too much" you stop, your words hanging in the air between you and Caitlyn. You can see the confusion in her eyes, the way her lips tremble as she tries to process what you just said. You feel your heart pounding in your chest, your palms sweating as you wait for her response.
What's next?
Stepcation
Crossdressing Step Journey
It's Christmas period and your step sister is finally visiting your family for the first time in 4 years after she went to study abroad. Your crossdressing urges overcome you after you are exposed to your step sister's and step mom's femininity.
Updated on Dec 29, 2024
by Karmaaa
Created on Dec 10, 2024
by Karmaaa
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