Trying on Nadja's Lingerie Pt. 02

The next few days, I couldn't think about anything else. The image of myself in Nadja's lingerie lingered in my mind, tempting me to try it on again.

I tried to push the thoughts out of my head and go about my day as normal, but it was impossible. Every time I saw Nadja, I couldn't help but wonder if she knew what I had done. Did she suspect something?

On Wednesday, Anna left for a work thing abroad for a week. I always felt awkward being alone with Nadja every time Anna left. We never had any shared interests, so we mostly talked about work.

She prepared dinner and we ate in silence, the sound of utensils clinking against plates filling the room. After a bit of small talk about work, Nadja put down her fork and looked at me with a serious expression.

"Peter, I need to talk to you about something," she said, her voice low.

My heart rate spiked as I tried to imagine what she could possibly want to talk about. Had she found out about my secret?

"I don't know how to say this, but... Henry and I like to record our sex from time to time," Nadja began, her eyes fixed on mine.

I shifted uncomfortably in my seat, not sure where the conversation was headed.

"And last time we forgot to turn off the camera," she continued. "And while watching the tape, I found something."

My mind raced as I tried to figure out what she could have possibly seen. Did she catch a glimpse of me trying on her lingerie? Or worse, using her dildo?

"I saw you," Nadja finally said, breaking the silence. "On my bed... wearing my lingerie and using my dildo."

My face flushed with embarrassment as Nadja's words sunk in. I couldn't believe she had caught me in the act.

"I'm so sorry," I stammered, unsure of what else to say.

Nadja sighed deeply before continuing. "I just want you to know that it's okay. You don't have to be ashamed or embarrassed about your desires. We all have our own kinks and fetishes."

I stared at her in disbelief, grateful for her understanding and acceptance.

"Thank you," I finally managed to say, feeling a weight lift off my shoulders. "Thank you for being so understanding. It was just a one time thing, I swear."

Nadja nodded slowly before speaking again. "Peter, I understand that you have certain desires... but I need to ask you not to wear my lingerie anymore. It's a violation of my personal space and it makes me uncomfortable."

My heart sank at her words, knowing that I had crossed a line that couldn't be uncrossed. "Of course, Nadja. I completely understand and respect your boundaries."

We finished our dinner in silence, the air heavy with unspoken tension.

Later that night, I couldn't sleep. The weight of embarrassment lay heavy on my chest as I replayed the conversation with Nadja over and over in my head. I couldn't believe that she had caught me wearing her lingerie and using her dildo. It was mortifying to think that someone else knew about my secret desires.

I tossed and turned, hoping that Nadja would never tell her daughter Anna or Henry about what had happened. The thought of them knowing made my stomach churn with anxiety.

As the hours ticked by, exhaustion began to set in. Finally, I fell into a fitful sleep, my dreams filled with images of Nadja's disapproving gaze.

The next morning, I woke up feeling groggy and anxious. As I got dressed for work, I couldn't shake the feeling of shame that hung over me like a dark cloud. But despite everything, I felt grateful for Nadja's understanding and acceptance. Even though things were awkward between us now, her kindness was giving me hope.

Later that day, after a long and exhausting day at work, I made my way back home. As soon as I entered the house, I was greeted by Nadja's smiling face. She seemed to be in a good mood, which put me slightly at ease.

"Hey there," she said cheerfully. "How was your day?"

"It was fine," I replied, still feeling a bit anxious from the events of the previous night.

"I have something for you in your room," she continued, gesturing towards the hallway. "Go check it out."

I hesitated for a moment before making my way across the hall to Anna's room. As soon as I opened the door, my eyes were drawn to a shopping bag sitting on the bed. Curiosity getting the best of me, I walked over and peered inside.

To my surprise, I found a new set of lingerie neatly folded inside the bag. Below the lingerie, I saw a few more items of clothing.

My heart raced with excitement as I pulled out the silky fabric and examined it closely.

"This is... for me?" I asked incredulously, turning to face Nadja who had followed me into the room.

"Yes," she replied with a smile. "Consider it an early birthday gift."

"I know you were embarrassed when I caught you wearing my lingerie," Nadja said gently, her eyes meeting mine. "That's why I bought you these new pieces. I wasn't sure if it was just a one-time thing for you or if you wanted to explore your desires further, but I wanted to help."

I stared at her in disbelief, my heart racing with gratitude. "Thank you so much," I whispered, feeling tears prick at the corners of my eyes.

Nadja smiled warmly and placed a hand on my shoulder. "You don't have to be ashamed of who you are or what you want," she said reassuringly. "I'm here for you, no matter what."

Overwhelmed by her kindness, I hugged her tightly, feeling a sense of relief wash over me.

As I held the lacy lingerie in my hands, Nadja's voice broke through my thoughts. "I'm sure you'd like to try those on," she said softly.

I looked up at her, surprised by her suggestion. "Really?" I asked hesitantly.

Nadja nodded, a warm smile on her face. "Of course. And if you want, you can present yourself to me later. But only if you're comfortable with it."

Her words made my heart race with excitement and fear. The idea of presenting myself to Nadja in such an intimate way was both thrilling and terrifying.

But as always, Nadja reassured me that she was there to support me without pressure. "Take your time," she said gently before leaving the room.

For a few moments, I stood there holding the lingerie in my hands, unsure of what to do next. But eventually, curiosity got the best of me and I started undressing.

The silky fabric felt cool against my skin as I slipped into the new pieces. As I admired myself in the mirror, I couldn't help but feel a sense of empowerment.

Then I pulled out the clothes from the bag with eager anticipation. The first item I saw was a beautiful top made of delicate fabric with intricate lace detailing on the sleeves and neckline. As I held it up to my body, I could feel the delicate weight of it draping over my skin.

Next, I took out a matching skirt that fell just above my knees. It was made of the same material as the top, with layers of flowing fabric that swished and danced around as I moved it in front of me.

I put on the top and felt an instant rush of excitement as the soft fabric touched my skin. The lace detailing added a touch of elegance and femininity to the garment, making me feel both sexy and sophisticated at the same time.

Next came the skirt, which I slipped on easily thanks to its stretchy waistband. As soon as it settled into place, I twirled around in front of the mirror, watching as it billowed out around me like a cloud of silk.

Together, the top and skirt created a stunning ensemble that made me feel beautiful. With each step I took, I could feel the fabric brushing against my skin in a way that sent shivers down my spine. It was like wearing a second skin - one that made me feel so feminine.

After 10 minutes, Nadja knocked on the door. I froze for a moment, unsure of what to do next. But then I took a deep breath and walked over to the door.

"May I come in?" Nadja asked softly.

I hesitated for a moment before nodding my head slowly. "Yes," I said, my voice barely above a whisper.

Nadja stepped into the room, her eyes scanning me from head to toe. "Wow," she breathed out, clearly impressed by my new outfit. "You look absolutely stunning."

A sense of pride swelled within me at her words. I had never felt so beautiful before in my life. "Thank you," I said with a smile.

"How does it feel?" Nadja asked, her eyes lingering on my outfit.

I took a deep breath, feeling my heart race with excitement. "It feels amazing," I replied, my voice filled with wonder.

Nadja tilted her head, her eyes studying me intently. "Tell me more," she urged.

I grinned, unable to contain my enthusiasm any longer. "The fabric is so soft and silky against my skin," I explained, gesturing to the delicate top and skirt. "And the lace detailing adds this touch of elegance and femininity that makes me feel so good."

Nadja nodded slowly, a smile tugging at the corners of her lips. "You look great," she murmured softly.

A flush rose to my cheeks at her words, and I felt a sense of pride swell within me. "Thank you," I said gratefully.

Nadja took a step forward, her eyes lighting up with excitement. "You know what would be really fun?" she asked, her voice playful. "If we tried out some makeup to go with that stunning outfit of yours."

I hesitated for a moment, feeling unsure about the idea.

But then Nadja's words echoed in my mind: it will be fun. And suddenly, I found myself nodding eagerly. "Okay," I said with a smile.

Nadja clapped her hands together in delight and walked to the bathroom, returning with an array of cosmetics in every shade imaginable. "Let's start with something simple," she suggested, holding up a tube of tinted moisturizer. "This will even out your skin tone and give you a nice glow."

I watched as she applied the product to her fingertips and then gently rubbed it onto my face, taking care to blend it seamlessly into my skin. As she worked, she chatted away about all the different products and techniques she was using, explaining each step in detail.

I nervously watched as Nadja rummaged through her makeup bag, pulling out an assortment of eyeliners, mascaras, and eye shadows. My heart rate quickened as she approached me with a small brush in hand.

"Okay, now we're going to do your eyes," she said cheerfully.

I swallowed hard, feeling a knot form in my stomach. I had never been comfortable with anything near my eyes before. The thought of applying eyeliner or mascara made me feel uneasy.

Nadja must have sensed my hesitation because she paused for a moment and placed a comforting hand on my shoulder. "Don't worry," she said soothingly. "I will be very gentle."

She dipped the brush into a pot of shimmery eyeshadow and began to apply it delicately to my lids. I closed my eyes tightly, trying to relax as she worked.

Despite her gentle touch, I still found myself flinching every time the brush came close to my lashes. It was difficult for me to do as she asked when doing my eyes - I wasn't used to having these items so close to such a sensitive part of my face.

But Nadja was patient and understanding, taking breaks whenever I needed them and encouraging me every step of the way. And slowly but surely, I began to feel more comfortable with the process.

By the time she finished, I opened my eyes and looked at myself in the mirror, amazed at what I saw. The shimmery shadow brought out the color of my eyes in ways that I had never seen before. And while it may have taken some getting used to, I couldn't deny how beautiful it all looked together.

"Wow," I breathed out finally. "I can't believe it."

Nadja grinned from ear to ear. "See? I told you it would be fun."

Nadja recalled that she had a wig for a costume party somewhere. She couldn't remember where exactly it was, but she knew it was in her bedroom. She rummaged through her closet and found what she was looking for - a large box filled with various costumes and accessories. She dug through the box until she finally saw the wig peeking out from behind a pair of oversized sunglasses.

"There it is," Nadja said triumphantly as she pulled out the curly blonde wig.

Nadja looked at me with a scrutinizing eye as I tried on the blonde wig. "It's not perfect," she said, "but it would definitely give you a more feminine look for now."

I frowned slightly, unsure of what to expect. This was all so new to me - I had never experimented with wigs or makeup before. But I trusted Nadja and her expertise.

She helped me adjust the wig until it fit snugly against my scalp, making sure that no stray hairs were poking out from underneath. As she stepped back to admire her handiwork, I couldn't help but feel a flutter in my chest.

Turning towards the mirror, I saw myself in a completely new light. The curly blonde locks framed my face perfectly, softening my features and giving me an entirely different look. For a moment, I just stood there in awe, taking it all in.

"It looks amazing," I breathed out finally, turning to look at Nadja.

She grinned back at me, clearly pleased with the result. "Told you it would be worth it," she said with a wink.

Nadja pulled out her mobile from her pocket, quickly unlocking it with a flick of her thumb. She turned to me, her eyes scanning my face as she asked me to smile.

"Come on, give me a big smile," she said, holding up the phone in front of us. "I want to take a picture."

I hesitated for a moment, unsure if I was ready for this kind of exposure. But then again, I had come this far already - what harm could a picture do?

"Yeah, sure," I said finally, feeling a small smile tug at the corners of my lips.

Nadja's grin widened as she adjusted the angle of the camera. "Perfect!" she exclaimed. "Hold still for just a second."

I stood there frozen as Nadja snapped a few quick shots, the flash illuminating our faces in the dimly lit room. After a moment, she lowered the phone and looked back at me with excitement in her eyes.

"Wow, you look stunning," she said. "I can't wait to show you these pictures later."

I felt myself blush at her compliment, feeling a sudden rush of confidence that I hadn't experienced before. Maybe this was all worth it after all.

"Thanks," I said softly, still staring at myself in the mirror.

Nadja stepped closer to me, placing a hand on my shoulder as she looked at our reflection together. "You know," she said thoughtfully, "with some practice and maybe some more accessories...you could really pass for a woman."

I turned to look at her in surprise. Was that even possible? The thought both thrilled and scared me at the same time.

"Do you think so?" I asked tentatively.

Nadja nodded firmly. "Absolutely," she said with conviction. "But we'll take it one step at a time."

I was still feeling a bit nervous as Nadja pulled out her phone again. She had already taken several pictures of me, and I wasn't sure if I was ready for any more exposure. But then she said something that made my heart skip a beat.

"Do you mind if I share one of these with Henry?" she asked, looking at me expectantly.

I felt a sudden surge of panic at the thought. What if he recognized me? But before I could even voice my concerns, Nadja was already trying to reassure me.

"Don't worry," she said with a smile. "I won't tell him it's you. I just want to see what he thinks."

I hesitated for a moment, unsure if I should trust her. But then again, she had been right about everything else so far - maybe she knew what she was talking about.

"Okay," I said finally, feeling my nerves start to settle down. "But just one picture, okay?"

Nadja nodded eagerly, holding up her phone and adjusting the angle. "Perfect," she said with a grin. "Hold still."

I tried to relax as she snapped the picture, but my mind was racing with all sorts of scenarios. What if Henry saw through the disguise? What if he figured out it was me?

As soon as Nadja finished taking the picture, I snatched the phone out of her hand and started scrolling through the photos. They looked good - almost too good. It was hard to believe that was really me in the pictures.

"You look amazing," Nadja said, leaning over my shoulder to get a better view.

I couldn't help but smile at her compliment, feeling a small spark of confidence ignite inside me. Maybe this could work after all.

"But are you sure Henry won't recognize me?" I asked hesitantly.

Nadja shook her head firmly. "Trust me," she said with conviction. "With the wig, makeup, and outfit...he'll never even suspect a thing."

As soon as Nadja sent the picture to Henry, she turned to me with a grin. "He's already replied!" she exclaimed, holding up her phone for me to see.

I felt my heart skip a beat as I read his message. "Wow," he had written back. "Who is this mysterious woman? She looks amazing."

I couldn't help but feel a surge of excitement at his words. Maybe this was really going to work.

Nadja looked over my shoulder at the message and then turned back to me with a satisfied smile. "See?" she said triumphantly. "I told you he'd love it."

My heart was racing with a mixture of surprise and excitement. I never thought that he would react so positively to the picture.

As I looked up at Nadja, expecting her to be jealous or angry, she just smiled knowingly. "Don't worry, it's not a big deal," she said nonchalantly. "Henry and I sometimes have threesomes, so he's used to getting pictures of other women from me."

I was taken aback by her admission, but also strangely intrigued. Was this what their relationship was like? Did they share everything with each other?

Nadja must have sensed my curiosity because she continued, "It's not for everyone, but it works for us. We both enjoy exploring our sexuality together."

I nodded slowly, still trying to process everything.

"But don't worry," Nadja added with a smile. "Henry will never know it was you in the picture."

We sat down at the kitchen table, enjoying the evening with a glass of wine. As we chatted, I couldn't help but feel a deep connection to Nadja that I had never felt before. It was like we were two old friends catching up after years apart.

I asked Nadja to keep our secret safe, afraid of what Anna would think if she found out about my newfound desire for crossdressing.

Nadja didn't judge me or make me feel ashamed. Instead, she told me that her daughter was still on her business trip for a few more days and that I should take this time to understand my new desire better.

As the night wore on and we finished our glasses of wine, I couldn't believe how lucky I was to have someone as kind and accepting as Nadja in my life. And as I went to bed that night, wearing the lingerie she gave me, I knew that this was just the beginning of a whole new chapter in my life.

--

I hope you enjoyed the second part of the story.

Stay tuned for the next part.

xoxo Nathalia