Bold, Sensual Beauty Takes Lingerie Lover to the Next Plateau of Cross-Dressing Joy

My interest in women’s lingerie began in college, when I managed to find a coed as horny as myself and finally got laid. The girl, Candy, lived in the same off-campus apartment building as I did. Candy was one of the best-looking women on campus, had a terrific body and loved sex. After we made it that first time, I was so proud of myself that I asked Candy if I could keep her panties as a memento of the fantastic evening we’d spent together. She told me I could have them on one condition. I had to try them on for her first. This was something I had never thought of doing, but trying on her underwear sounded like fun.

Standing there in front of the girl I’d just fucked, wearing her panties while she commented on how cute my cock and balls looked in her underwear, I began to get hard again. Candy—my dear, hot, always horny Candy—immediately dropped to her knees in front of me and gave me an incredible blowjob. She fondled me as she sucked me, rubbing her nylon underpants all over my cock and balls. It felt magnificent, and when I came in her mouth I knew I was hooked on wearing women’s panties.

Following my adventure with Candy, I thought constantly about how sensual and exciting the texture of her panties had felt on my body. I began sending for catalogs of women’s sexy lingerie, and soon I was ordering complete sets of the dainty undergarments through the mail. At first, I wore them only in the privacy of my apartment, but eventually I began wearing them to class. It was only a matter of time before I wore my new panties everywhere, a practice I’ve continued to this day.

Over the years, I’ve never tried to hide my love of women’s panties. Whenever I make love to a woman, I boldly reveal my beautiful underwear, proudly declaring how turned on it makes me to wear women’s panties. Happily, most of the women I’ve fucked have been understanding of my fetish, and a precious few delighted with it.

One woman in particular was intensely stimulated by seeing me in panties. Her name was Claudia, and she was gorgeous. When I first met Claudia I had just turned twenty-eight. She was thirty-five. A smoldering, dark-complected woman, Claudia was part German and part French. She had long, jet-black hair, high cheekbones, dark, almost black eyes and an exquisite body. She stood a shade under six feet and was extremely voluptuous, with a well-proportioned body, long legs and large breasts.

“Do you always wear women’s panties?” she asked me, as I disrobed for our first fuck. I told her yes, I did, explaining that I loved the feel of the delicate fabric on my cock and balls.

“Have you tried stockings? With a garter belt? Or a crotchless teddy?” I told her that I hadn’t, although I had considered it. “Well, you’re going to tonight.” Claudia told me to take my panties off, which I did. From her dresser drawer, she selected a stunningly erotic teddy in deep purple, trimmed with matching lace. The crotch had a slit opening from which my cock protruded, the reddish-pink flesh contrasting nicely with the sexy purple of the teddy.

“Lovely, very lovely,” Claudia said. Kneeling in front of me, she sucked me hard, teasing me about how hot I was, then she led me to her king-size bed.

“Spread your arms and legs,” she said. I did as she instructed, allowing her to strap me into wrist and ankle restraints at each corner of the bed. When I was firmly bound, Claudia disrobed and mounted my erect cock, fucking me feverishly until I came. She cried out with pleasure as I spurted into her, then collapsed on top of me, her large breasts pressing against my chest.

I was still horny, and somehow I managed to retain my erection. Gradually, I began to push up into Claudia, letting her feel the full length of my cock.

“My God!” she gasped, raising her head off my shoulder. “You do love wearing my teddy, don’t you?”

“Yes,” I hissed, excitement coursing through me.

“Would you like me to fuck you?” she asked. Stunned, it took me a moment to comprehend what she’d suggested. While I pondered her question, she got off me and walked to her lingerie chest, opening the top drawer. I raised my head up off the mattress and watched her strap on a long, thick, artificial cock. She turned to me, smiled, and then lubricated the latex penis with K-Y jelly. As she walked back toward the bed, she began stroking her “cock.”

“I need to uncuff you for a moment,” she said. Moments later, I was on my stomach, once again restrained by the wrist and ankle cuffs. “There… much better,” Claudia said.

I felt the bed sag under her weight as she crawled up between my outstretched thighs. Her fingers began coating my anus with the cool lubricant, then a finger slid inside my asshole.

“How does that feel?” she cooed, kissing the nape of my neck, her naked breasts rubbing against my back.

“Wonderful.” I sighed, and I meant it.

“Wait until you feel this,” she said excitedly. “I think you’re going to enjoy getting fucked.”

She spread the cheeks of my ass as she positioned the tip of her “cock” against my anus. Then, ever so slowly, she began to push forward, stretching me, filling me with the artificial penis. I groaned in discomfort, but then pleasurable sensations took over and I began to moan with joy as Claudia fucked my ass.

“Are you turned on?” she whispered, her hips lunging forward, driving the dildo deep inside me.

“Yes!” I gasped, raising up slightly to give her even better access to my body. Claudia took advantage of my new position to reach beneath me and fondle my cock. Some of the K-Y jelly was still on her fingers, and it felt marvelous on my cock as she masturbated me.

“Oh God!” I cried out. “I’m going to come again!”

Claudia fucked me faster and faster, trying to match my rising excitement with her own impending orgasm.

“Play with yourself until you come,” she gasped. “Let’s come together.” She unfastened one of my hands, and I did as she asked. I could tell she was masturbating herself as she fucked me, and it was driving us both wild.

My body tensed, and I rubbed my cock faster, achieving another incredibly satisfying orgasm. Then Claudia lunged forward into me as she let out a wild, animalistic cry of unadulterated pleasure. Her body tensed for a moment, then she collapsed on top of me. After a moment or two, she moved back, allowing the dildo to pull out of my body with a soft “plop” sound. I sighed and immediately drifted off to sleep.

I awoke in a darkened room, with Claudia resting peacefully next to me. I got out of bed and went to the bathroom. I closed the door and turned on the light, looking at myself in the mirror. Still wearing the sexy purple teddy, I reached down and caressed my cock with the thin material. I knew that what I’d done constituted a new beginning for me. I would experiment with cross-dressing again, perhaps with Claudia, perhaps with another woman or by myself, but I knew these silken sensations would become an important part of my life.

—Mr. H.P., Phoenix, Arizona image