Trying on Nadja's Lingerie Pt. 01

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From admiring a woman in lingerie to trying it on myself.
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My name is Peter and I have been living with my girlfriend Anna and her mother Nadja for the past two years. Nadja has always been kind to me, treating me like a son she never had.

Nadja has a boyfriend named Henry who visits her every other weekend.

I didn't have many occasions to talk to Henry, but from what I've seen, he seems like a decent guy. He's always polite and respectful towards Nadja and Anna.

Nadja seems happy with Henry, and that's all that really matters to me. She deserves someone who makes her feel loved and appreciated, and if Henry is that person, then I'm happy for her. As long as he treats Nadja with kindness and respect, I have no reason to dislike him.

One night when Henry was staying over, I found myself sitting in the kitchen unable to sleep. It was quiet and peaceful, until suddenly I heard Nadja's bedroom door open.

Nadja entered the kitchen with a look of surprise on her face. At first, I was taken aback by her sudden appearance, but my eyes were quickly drawn to what she was wearing. She had on a silky negligee that hugged her curves and tight-high stockings that accentuated her long legs.

I tried not to stare, but it was difficult not to take notice of such a stunning sight. Nadja seemed to sense my gaze and shifted uncomfortably, pulling at the hem of her negligee self-consciously.

"Peter," she said softly, "what are you doing up?"

I cleared my throat and looked away from her, feeling embarrassed for being caught staring. "I couldn't sleep," I replied lamely.

Nadja nodded understandingly and walked over to the fridge to grab a glass of water. As she leaned over to pour herself a glass, I couldn't help but admire the way her negligee clung to her body.

After taking a sip of water, Nadja turned back to me with a small smile. "Well, you should try to get some rest," she said kindly before making her way back towards her bedroom.

As I watched her walk away, I couldn't help but feel a twinge of desire stir within me. But I quickly shook it off and reminded myself that Nadja was like a mother figure to me and nothing more.

I stayed in the kitchen, my mind still reeling from the sight of Nadja's silky negligee. It was unlike anything I had ever seen Anna wear. In fact, Anna never wore lingerie in bed for me. I couldn't help but feel a pang of jealousy towards Henry, knowing that he got to see Nadja in such intimate attire.

As I sat there lost in thought, I realized that I was getting turned on by the memory of Nadja's curves and the way her stockings hugged her legs. I knew it was wrong to think of her that way, but I couldn't help myself.

Finally, after a few more minutes of sitting in silence, I decided it was time to go back to Anna's room and try to get some sleep. As I walked down the hallway, my mind kept wandering back to Nadja and the lingerie she wore.

When I finally reached Anna's room, she was fast asleep. I lay down next to her and tried to clear my mind of all impure thoughts. But as hard as I tried, I couldn't shake off the image of Nadja in her negligee.

Eventually, exhaustion took over and I fell asleep with dreams of silky lingerie and long legs dancing in my head.

The next morning, I woke up to the sound of birds chirping outside. I stretched my arms and legs, feeling energized from a good night's sleep. With a yawn, I got out of bed and headed towards the bathroom.

After turning on the shower, I stripped off my pajamas and stepped into the warm water. The sensation of the water cascading down my body was refreshing and invigorating. I took my time washing myself, enjoying the solitude and peace of the early morning.

Everyone had left for work already, leaving me alone in the house. I decided to head to Anna's room to collect my dirty laundry.

I grabbing a handful of clothes and made my way to the bathroom to throw them in the laundry basket.

As I opened the basket, something caught my eye. It was a flash of turquoise silk. My heart skipped a beat as I realized what it was -- Nadja's negligee.

My hands trembled as I reached in and pulled out the delicate garment. The soft fabric felt like heaven against my fingertips. I couldn't resist bringing it up to my nose and inhaling deeply, taking in the faint scent of Nadja's perfume.

I couldn't believe that I was holding her lingerie in my hands. It was so intimate and personal, yet here it was, in front of me.

A wave of desire washed over me as I imagined Nadja wearing this very negligee just hours before. The thought of her curves wrapped up in the silky fabric sent shivers down my spine.

I held it in front of me in the mirror, admiring how the turquoise silk shimmered in the light. My mind drifted back to the night before, remembering how Nadja was wearing it. The way it hugged her curves and accentuated her long legs made my heart race and my palms sweat.

My eyes traveled down to the delicate lace trim that adorned the hemline of the negligee. I couldn't help but imagine running my fingers along the intricate pattern, feeling the softness of the fabric against my skin.

As I continued to stare at myself in the mirror, a sudden surge of excitement coursed through my body. I could feel it building up in my groin, making me ache with desire.

I couldn't stop thinking about Nadja's negligee and the way it made me feel. As I held it in my hands, I realized how curious I was to see what other lingerie she had. Without a second thought, I headed towards her bedroom.

As soon as I entered, the sweet scent of her perfume engulfed me. It was like being surrounded by her essence. My heart raced as I approached her dresser and opened one of the drawers.

My eyes widened in amazement as I saw the vast collection of lingerie that lay before me. There were lacy thongs, silky bras, and sheer stockings in every color imaginable. It was like nothing I had ever seen before.

I reached out to touch one of the delicate garments, running my fingers over the soft fabric. It felt like silk against my skin, sending shivers down my spine. The thought of Nadja wearing these intimate pieces made my body ache with desire.

I couldn't resist opening a few more drawers, exploring the treasures hidden within them. Each piece was more beautiful than the last, each one making me crave Nadja even more.

The urge to try on some of her lingerie grew stronger with every passing moment. I knew it was wrong, but I couldn't help myself. The idea of slipping into something so intimate and personal was too tempting to resist.

I never thought of myself as the type to wear lingerie. It just wasn't something that ever crossed my mind. But as I stood there, surrounded by Nadja's collection, I couldn't help but feel a twinge of curiosity. The soft fabrics and delicate lace were calling out to me, begging me to try them on.

At first, I hesitated. The idea of wearing women's underwear made me feel a bit gay, and I didn't know if I was ready for that kind of label. But the urge to try it on was just too strong. I needed to know what it felt like, how it looked on my body.

I picked up a black bra and thong set, feeling their weight in my hands. As I examined them more closely, I realized that putting on the bra might be more difficult than I had anticipated. There were hooks and clasps and straps all over the place, and I had no idea where to begin.

But after a few minutes of fumbling around, I figured it out. I fastened the hooks at the back and adjusted the straps until they felt snug against my skin. And then came the moment of truth: slipping on the thong.

As I pulled it up my legs and over my hips, a rush of adrenaline coursed through my body.

It felt strange, yet exhilarating at the same time. As I stood there in front of the mirror, admiring my reflection and feeling the soft fabric against my skin, I knew that this experience had changed me in some way.

A sudden wave of guilt washed over me. What would Nadja think if she found out? But then again, how could I resist such a temptation? I had never felt so alive before.

I continued to examine myself in the mirror, admiring the black lingerie set on me. It was then that I noticed a growing bulge in my pants. I couldn't help but feel a bit self-conscious about it, knowing that I was wearing women's underwear and getting aroused by it.

As I adjusted the thong, trying to make more room for my straining member, I realized that it wasn't going to be easy. The delicate fabric of the thong was not built for accommodating male anatomy, and it was difficult to press my penis into the tight space between my legs.

I tried shifting around, pulling the thong up higher or down lower, but nothing seemed to work. My erection was only getting harder, and I could feel myself starting to leak precum onto the silky material.

At one point, I even considered taking off the thong and giving up on this experiment altogether. But something inside me urged me to continue, to push through the discomfort and see where this would take me. I knew that I could just wash the thong afterward, so I decided to keep going.

And eventually, after what felt like an eternity of adjusting and maneuvering, I made it. My penis was finally nestled snugly within the confines of the thong, and though it was still hard as a rock, I felt a sense of satisfaction at having accomplished this feat.

I needed more time to explore. The experience of wearing women's lingerie had left me feeling exhilarated, but also a bit confused and conflicted.

So, without giving it much thought, I picked up my phone and dialed my boss's number. "Hey, it's me," I said when he answered. "Listen, I'm not feeling too well today. I think I need to take a sick leave."

My boss sounded skeptical on the other end of the line. "What's wrong?" he asked.

"I don't know," I lied. "Just not feeling myself today. Maybe something I ate or whatever."

"Okay," my boss said after a moment of hesitation. "Take care of yourself and get some rest."

With that, I hung up the phone and breathed a sigh of relief. Now I had the whole day to myself, free from any obligations or responsibilities.

I continued looking through her drawers, my heart racing with anticipation. As I sifted through the various items of clothing, my eyes landed on a pair of thigh-high stockings. They were black and silky, with lace detailing at the top that made my mouth water.

Without hesitation, I grabbed them and held them up to my body. The thought of slipping into these delicate garments sent shivers down my spine. I couldn't resist the temptation any longer.

With trembling hands, I rolled the stockings up my legs, feeling the smooth material slide against my skin. The sensation was incredible - like being wrapped in a soft cocoon.

Once they were in place, I stood up and surveyed myself in the mirror. The sight of myself wearing nothing but lingerie made me feel so sexy.

As I posed and preened for myself, I couldn't help but feel a growing sense of arousal. My body responded eagerly to these new sensations, and I felt a surge of desire that left me breathless.

With one final glance in the mirror, I knew that this was just the beginning. There was so much more to explore in this world of sensuality and pleasure - and I was ready to dive headfirst into it.

I picked up her negligee that I had put on her bed before. As I slipped it over my head, the fabric brushed against my skin like a gentle caress. With every movement, I could feel the soft material sway and shift around me.

In front of the mirror, I gazed at myself in awe. The sight of myself in this lingerie made me feel so feminine and alluring. The negligee hugged my curves and accentuated my body in a way that made me feel beautiful.

I couldn't help but admire myself from every angle, turning this way and that to see how the fabric draped across my body. The lace detailing at the hem tickled my thighs as I walked, making me giggle with delight.

As I posed for myself, running my hands over the silky material, I felt an overwhelming sense of sensuality wash over me. This wasn't just about wearing women's clothing - it was about tapping into a side of myself that had been dormant for far too long.

With each passing moment, I felt more alive and more connected to my own desires. And as I stood there in front of the mirror, lost in my own thoughts and sensations, I knew that this was only the beginning of a journey towards self-discovery and fulfillment.

I walked around in the house, feeling all girly and excited. The lingerie I had put on earlier clung to my body like a second skin, highlighting every curve and contour. The sensation was so thrilling that I couldn't resist running my hands over myself, exploring every inch of my new attire.

As I moved from room to room, I felt a sense of freedom and empowerment that I had never experienced before. It was as if this lingerie had unlocked something deep within me - a side of myself that I had never explored before.

With each step, I could feel the fabric swishing against my skin, sending shivers of pleasure up my spine.

Every time I caught a glimpse of myself in the mirror, I couldn't help but stop and admire the sight. I felt like a goddess who knew exactly what she wanted.

I didn't want to risk an accidental orgasm, so I decided to take matters into my own hands. I made my way to Anna's bedroom and rifled through her nightstand until I found what I was looking for: a small foil packet nestled among the other items.

I tore it open and pulled out the condom inside and rolled it onto myself. With the condom secured in place, I knew that I was safe from any unwanted release.

Now I wanted more. So, I went back to Nadja's drawers, hoping to find something more interesting than what I had already put on earlier.

As I rummaged through her lingerie collection, my eyes fell upon a small black box tucked away in the corner. My curiosity piqued, I opened it up to reveal an assortment of sex toys - vibrators, handcuffs, and even nipple clamps.

My heart racing with anticipation, I sifted through the items until my fingers closed around a smooth black dildo. As I held it in my hand, I couldn't help but feel a sense of excitement mixed with apprehension.

I was fascinated by it - the smooth black dildo in my hand. I couldn't help but marvel at the way it bent, imagining how it would feel inside me. But as I stood there, holding it in my trembling fingers, I felt a wave of embarrassment wash over me.

What if Nadja came home and found me here, playing with her sex toys? What would she think of me then?

But even as these thoughts raced through my mind, I couldn't bring myself to put the dildo back in its box. There was something about it that called to me, something that made me want to explore this side of myself even further.

And then I spotted the lubricating gel tucked away in the corner of the box. My heart racing with anticipation, I squeezed a dollop onto my fingers and began to massage it into the toy.

As I worked the gel into every inch of the dildo's surface, I felt a sense of excitement building inside me. This was my chance to explore my deepest desires.

I questioned my sexuality, wondering why I had become so aroused by the sight of that smooth black dildo. Was I gay? Did this mean that I was attracted to men? These thoughts swirled around in my head as I made my way over to Nadja's bed.

With a deep breath, I lay down on her soft sheets and spread my legs wide. Pulling aside the thong that I had put on earlier, I reached for the lubricated toy and positioned it at the entrance to my butt.

At first, the dildo wouldn't enter. I was too tense, my muscles clenching up at the sensation of something foreign pressing against me. But I didn't give up. I wanted this - no, I needed it.

I took a deep breath and tried to relax, focusing on the feeling of the soft sheets beneath me. Slowly but surely, I felt my body begin to yield to the pressure.

The tip of the dildo slipped inside me, sending a shiver down my spine. It was an odd sensation - not quite pleasurable, but not entirely uncomfortable either.

I pushed back against the toy, urging it deeper inside me. As I did so, a jolt of pleasure shot through me, making me gasp out loud.

Encouraged by this reaction, I began to move the dildo in and out of me, slowly at first but then with increasing speed and force. Each time it penetrated me, I felt a surge of pleasure that radiated throughout my entire body.

My moans grew louder as I picked up the pace, my fingers clawing at the sheets beneath me. This was what I had been missing all along - this intense physical pleasure that made everything else fade away.

Finally, after what felt like an eternity of ecstasy, I came undone in a wave of pleasure that left me trembling and gasping for breath. As my orgasm subsided and my breathing slowed, I couldn't help but smile to myself.

As I lay there on Nadja's bed, my body still trembling with the aftershocks of my orgasm, I couldn't help but marvel at what had just happened. It was unlike anything I had ever experienced before.

Sure, I had slept with a few women in my life. But this...this was different. So much more intense and satisfying than anything I had ever felt before.

I thought back to the dildo that had brought me to this incredible high. The way it had filled me up, stretching me out in ways that no woman ever could. The way it had pressed against all the right spots inside me, sending waves of pleasure radiating throughout my entire body.

And then there was the lubricant - a simple gel that had transformed the experience from something uncomfortable and foreign into something utterly divine. With every stroke of the toy, I could feel it sliding effortlessly inside me, making everything feel so much better.

It was almost hard to believe that something as simple as a dildo and some lube could bring me to such an incredible climax. But as I lay there panting and sweating on Nadja's bed, one thing was clear: nothing would ever be quite the same again.

Still breathless from my intense orgasm, my eyes wandered over to the lingerie I had been wearing. I couldn't help but reach down and trace my fingers along the delicate lace, feeling the soft texture against my fingertips. It made me feel so feminine and sexy, like I could conquer the world with just a flick of my wrist.

With a sense of finality, I washed the lingerie and the dildo carefully, taking my time to make sure everything was clean and dry before putting them away in their respective drawers.

Once everything was put away, I changed back into my male clothes - jeans and a t-shirt - and looked around Nadja's room one last time. It was almost as if nothing had happened here, as if everything was exactly the way it had been before.

But inside, I knew that something fundamental had changed. I wasn't quite sure what it meant or where it would lead me next, but I knew that things would never be quite the same again. And somehow, that thought filled me with a sense of excitement and possibility.

--

I hope you enjoyed this first part of the story.

Stay tuned for the next part.

xoxo Nathalia

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AnonymousAnonymous3 months ago

Every cross dresser remembers the first time they tried on lingerie. It is totally addictive.

dreamer31adreamer31a10 months ago

yes it was great reading

nathalia_skynathalia_sky10 months agoAuthor

No worries, part 2 is in the works.

AnonymousAnonymous10 months ago

Would have loved to do similar with my mother-in-law. I think she would have helped with me enfemme and would have been very sympathetic to my wanting more than my wife will allow

luvtodoitluvtodoit10 months ago

Well done. I know the feelings you experienced, you did a great job of putting them into words. Thanks for the story.

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