Part 7: My First Experience With Someone While Dressed En Femme

Reader Stories: First Experiences En Femme

Gurls, we are spilling all the delicious, silky secrets of crossdressers’ first sexual encounters! 

So, slip into something soft and sensual, pour yourself a glass of something naughty, and let’s dive into the confessions of our fellow crossdressers! 

The Nervous Newbies 

We all know that first-time jitters can be a mix of butterflies and sheer, trembling excitement! My first encounter was just like this, I could hardly breathe. Many girls shared that their first time was a whirlwind of emotions—nerves tangled with anticipation. Some, like Mary and Felicia, are still waiting for their first  experience, their anticipation mounting like the slow slide of silk against bare skin.  I do hope and pray your moment will come. All us girls do. 

Stephanie shared, “Not happened yet.” while Felicia admitted, “I have yet to have my first experience but I am so excited to one day live it.” To those still waiting, know that you are not alone. Your journey is unique, and when the right moment arrives, it will be magical in its own way. 

The Passionate Romantics 

For some, that first encounter wasn’t just about raw, carnal desire—it was about feeling truly seen, desired, and adored. Imagine a strong, confident lover pulling you close, whispering how beautiful you look, and making you feel like the most delicate and desirable woman in the world. Sigh. 

Evelyn shared, “I met a lovely man who treated me like a lady all night. When we finally got to bed, he made love to me so gently. It was a dream come true.” Similarly, Bianca revealed, “I remember wearing lingerie and stockings, and my partner telling me I was the most beautiful woman in the world. I felt euphoric.” These moments remind us that femininity isn’t just in the clothes—it’s in how we’re held, kissed, and worshiped.

The Naughty Minxes 

OK you scandalous gurlies, some of these stories had me clutching my pearls!  The thrill of being taken in full girl mode, skirts lifted, lips parted, feeling completely submissive and adored—some of you dove headfirst into your feminine sexuality without a second thought.

Chris10 confessed, “Much later in life I met another CD, sucked my first cock, and got fucked for the first time. I loved it. She appeared to have a good time, as we hooked up again several times.” Justine KK revealed, “It was with another crossdresser, first mutual oral, then I was on all fours having anal for the first time and I was addicted.” The sheer exhilaration of these first times left them breathless—and hungry for more. 

The Dominated Darlings 

A special mention to my loves who explored the darker, more deliciously submissive side of their fantasies. Riley and Juliette painted the most intoxicating pictures—being tied up, dominated, taken, and utterly possessed in their finest lingerie.

Riley confessed, “I got tied up and dominated in my best lingerie. It was the most exciting and feminine I had ever felt.” Juliette added, “I was bent over the couch, hearing my skirt rustle as he took me. I never felt more alive.” There’s something so deeply feminine about surrendering completely, allowing someone else to control the pleasure, the passion, and the pace. It’s not just about sex—it’s about being claimed. And oh, what a feeling that must be! 

The Sweet Explorers 

Not all first times are wild and reckless—some are sweet, gentle, and filled with the slow, tantalizing discovery of one’s true self.

Mandy reminisced, “I was on a date, fully dressed up, and he kissed me in public. That moment of feeling like a real girlfriend was as thrilling as what followed later that night.” Sophia shared, “We met at a party, and I was dressed head to toe in my finest outfit. He whispered in my ear, ‘You’re stunning,’ and that’s when I knew it was happening.” These encounters weren’t just about lust—they were about affirmation, identity, and stepping into a long-awaited dream.

The Seduced and the Seductresses 

Then, of course, we have the ones who walked into their first encounters fully aware of their power—oh, you vixens know who you are! Sasha, Vanessa, and Kimberly didn’t just experience their first times—they orchestrated them.

Sasha admitted, “I got pegged… it was nice cause I got compliments for my look.” Vanessa detailed, “My wife helped me seduce a guy. I felt so sexy and submissive, and she loved watching me explore that side of myself.” And Kimberly shared, “The first time someone called me ‘princess’ while making love to me, I knew I’d found my place.” These ladies owned their femininity, wielding it like a weapon of mass seduction. And isn’t that the ultimate crossdresser fantasy? To not just be desired, but to be irresistible? 

A Note to Those Still Waiting 

Now, my gorgeous girls who haven’t yet taken that thrilling plunge (yet), again, I want you to know something: all of us in heels, stockings and skirts too short, we hope and pray that your time will come. 

It may be a whirlwind of passion, a slow burn of romance, or an unexpected moment of surrender, but we hope it will be all you desire. The important thing is embracing your femininity, your sensuality, and your journey at your own pace.

And know this. I will be your lover in your imagination. You will be my gurl. It will be all you ever fantasize about. I want it as much as you. So slip into fantasy with me lover girl. I s

Now, for those of us who have been blessed with encounters, here’s what you told m in the survey.