Megan’s Story
Taken from my latest survey, details redacted and edited for easier reading. Megan is my kind of gurl, I would love to get dressed with her and have some fun!
Let’s start with how you discovered this side of yourself. Can you share your earliest experiences?
My first experience was actually quite pivotal. I was only 11 or 12 when I first tried on a pair of panties. As soon as I slid them on, I got an erection, which I really don’t recall having before then. It felt amazing through the nylon panties, and I started touching and rubbing myself until I came inside them. I wasn’t even sure what happened at first and was a little bit scared. But it felt amazing, and I knew I was going to explore that sensation again.
It didn’t take long to start thinking that if panties felt that amazing, what if I added a bra or other feminine clothes?
Tell us about your fashion preferences – what makes you feel most feminine?
I absolutely love formal gowns – cocktail dresses, bridesmaid dresses, prom gowns. They’re fabulously feminine and I love the way they look and feel when you move in them. A wedding gown is still my top wish list item. I feel like it represents the pinnacle of femininity. Some day!
I’m particularly drawn to the shimmer and silky feel of satin and nylon lingerie. The way they look, move, and feel gliding across your body is incredibly sensuous and so unlike boring guy’s clothes. I never got the allure of leather or PVC. While they can look hot on the right body, they don’t have the same tactile appeal or flow. They don’t scream feminine like satin and nylon, or lace.
Let’s talk about your fantasies and desires. What scenarios excite you most?
My recurring fantasy is being with another crossdresser and his wife or girlfriend. I’d love another gurl that dresses classy, with sexy lingerie underneath. I want to have slow, lingering foreplay, with lots of kissing and caressing. Slowly undressing to our lingerie and then becoming more intimate from there. I would love it if the wife/GF watched and encouraged us, or suggested what we do to each other. I’d be okay if she just watched, or wanted to get involved as well.
Girl-on-girl play is the most erotic and intimate type of encounter to me. Whether it’s cis girl and cis girl, cis girl and CD, or CD and CD, the idea of two women together is mesmerizing. There’s nothing more sensual than two fem girls of whatever kind, in lingerie, making love to one another.
Can you share a particularly memorable experience?
Years after my first not-so-great experience, I had an encounter that really stands out. It was with someone close to my age who wore a wig and makeup, a pretty matching bra and panty set, thigh highs and heels. He looked good. I was dressed similarly, though I also had a full slip on. He was more experienced than me at dressing fully, and it turns out, at other things as well.
He guided me through some light touching and then had me sit on the edge of the bed. He knelt down in front of me, lifted my slip and slid my panties to the side. He pulled back his hair in a scrunchie in quite the experienced and practiced manner! What followed was one of the best experiences of my life. Looking down at him in his pretty lingerie with his long wig pulled back, with his eyes closed and obviously loving what he was doing was incredibly exciting. He wasn’t totally passable – looking at him I knew he was a guy, but he was still so fem and pretty. I think that made it more exciting for me. He had the feminine aspects I needed to turn me on, and having someone pay such loving attention to me while I was dressed was incredible.
How do you feel about dressing in public versus private settings?
Although there are times when I think it would be fun to go out in public, and I enjoy seeing pics of other girls out and about, I’m actually okay with dressing in private. I kind of wish there was more chance to dress and hang out with other CDs, but in a private setting. While I love the feeling of being dressed and find it relaxing and a major stress reliever, there is definitely an underlying sexual aspect to it that I’m comfortable acknowledging.
If you could switch bodies with anyone for 24 hours, who would it be?
Maybe a college sorority girl? It might be fun to go out clubbing with the other girls, make out on the dance floor, and then go home with another girl or two! But honestly, if I could be anyone’s object of desire for a day, it would be my wife’s. I wish she’d see the Megan in me as her object of deepest desire. And I would hope she’d find all sorts of naughty things for us to do!
Looking back, what advice would you give your younger self?
Start dressing fully – makeup and wig – sooner, and don’t be as hesitant about seeking out other CDs to explore and hang out with. The community aspect is really important, and I wish I’d embraced it earlier.
Any final thoughts about attraction and identity in the CD community?
I think it’s important to recognize that for many of us, it’s about being sapphic or gynesexual – attracted to femininity in whatever form it takes. While masculine guys don’t do anything for many of us, we’re often drawn to cis women, trans girls, and CDs. It’s about celebrating and being attracted to feminine expression in all its forms.
Read more discovery stories in the 2025 Crossdresser Survey, including Aanya’s intimate journey and Vinny Anna’s first time.
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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