Layla’s Crossdresser Story
Taken from my latest survey, details redacted and edited for easier reading.
Jenny – Tell us about yourself?
Layla – My name is Layla, I am an occasional crossdresser and a millennial and I adore pink, satin and lace. Lace and satin just feel so good on your skin, especially when freshly shaved or waxed. And pink because duh! All girlies love pink! It’s so hot and makes me feel extra girly. But I do love black and red as well.
Jenny – If we could spend time together, what would you like to happen? Your full fantasy?
Layla – Go all out! Hair, make up, nails, trying on different outfits together deciding which ones look the hottest, going down to the lobby bar or local bar to pick up men and bring them back to the room for some naughty fun all together! We would explore everything and o would fully become a woman that night. Emotionally, physically, and mentally.
Part of me loves the process of and end result of dressing as a girl. Knowing I have a tiny, little secret locked away in my pink panties. But also, part of me what’s to be a real girl. Feel the pleasures and experiences of being a true, real girl.
Jenny – Tell us about your first erotic experiences as a girl.
Layla – My first orgasm as girl was me just dressed up and I ended up jerking off my little clitty. It felt amazing to look at myself and see a girl looking back me. I wanted more. Each time I progressed and would move on to using toys and vibrators, also while locked in chastity. Eventually mustering up the courage to have a real man use me.
My first experience as a girl with another persona was when my girlfriend at the time was out of town. I had been spending a lot of time dressed up while she was away. I was chatting with an online mistress/friend I had met on the internet. She hooked me up with this guy in my area. He and I chatted while I spent time getting all dolled up. Finally I couldn’t take it anymore and I drove to his house where I had my first real sexual experience as a girl.
I truly love getting in touch with my feminine side. The process of getting all dolled up as a woman is so alluring and sensual. It overtakes me and I just can’t help but love the woman I become when I dress up. I love experiencing things, especially sexually, as a woman
Jenny – What is your favourite fantasy clothing to wear and how does it make you feel.
Layla – I love panties. They’re the best. Nothing better than a cute, girly matching bra and panty set too. It’s truly what makes me feel like a girl, even when wearing it under my boring boy clothes. But especially when fully dressed. Nothing like having on cute panties and a bra under a skirt or dress.
Jenny – Can you describe your most vivid or exciting crossdressing experience?
Layla – I got to spend a whole week dressed as Layla. 24/7! It was the best week of my life. I did my hair and make up every day, skin care routine, used the bathroom like a girl, well, I was also locked in chastity so I had no choice but to sit to pee. Would shave my legs and armpits every other day to ensure I was smooth all over, even got a Brazilian wax. Went to sleep in girly pjs or even just panties, woke up as a girl and would wear girly clothes throughout the day. I even wore cute girly workout clothes to go on walks and do home workouts in. Got a spray tan wearing a thong so I had a thong tan line. My girlfriend at the time would fuck me with a strapon when we’d have sex. As I mentioned, I was locked in chastity the whole week so I had no choice but to have sex as girl and seek pleasure solely from my boipussy. BEST. WEEK. OF. MY. LIFE!
My most intense experience was with a guy I met on Grindr. We chatted for a bit and he came over. I was, of course, in chastity, and my whole body was freshly waxed. I put on longer, fake nails to give my hands a more feminine look, and of course they were pink. Had fake, French pedicured nails on my toes, threw on a sexy red lingerie set, matching bra and thong with a cute garter belt, a super short, skimpy blue and white dress. I did my make up in the mirror to look extra feminine for him, foundation, blush, highlighter, false lashes, and bright red lip stick-my favorite. And finally threw on my 6-inch platform heels.
He came over and picked me up in his car, and well, it ended in the best sex I’ve ever had.
I love dressing up with and for other genetic girls. It’s so fun learning girly things from them too. A trans girl would be fun too because I know we’d be extra girly and we have the same “equipment”.
Jenny – If you could go back in time and offer your younger femme self some advice, what would it be?
Layla – Rip the bandaid off earlier. Have more fun as a girl. Go out as a girl. Meet people as a girl. Be your best, girly version much earlier. Life would be so much more fun and I’d have far fewer regrets.
Meet more norty gurls in the 2025 Crossdresser Survey, including Veronica Vile and Tixxa.
I live for all things feminine—stockings, heels, scarlet nails, and above all, the intoxicating touch of another woman. A translesbian muse and unapologetic hedonist, I share my most divine and wicked misadventures in words and now as a podcaster too. All gurls welcome. You are gorgeous. Just like me. xxx
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