It all started one night when my friend, Bret, convinced me to cross-dress as a girl for fun. At first, I was hesitant and even a bit offended. I mean, why would he want to see me in female clothes? But Bret was persistent and eventually, I gave in.

I have to admit, I was a bit curious myself. I had never tried on women's clothing before and I was secretly intrigued by the idea. He led me into his mom's bedroom and then started going through her dresser drawers. Bret even helped me, selecting what he thought would look best on me.

As soon as I put on her lingerie, I couldn't believe the transformation. I felt like a completely different person. And surprisingly, I actually enjoyed it. I never thought I would feel so comfortable and confident in women's clothing.

But it didn't stop there. Bret was getting more and more excited as he saw me in different outfits and accessories. He even suggested we take some pictures to remember the moment. And as we were taking the pictures, I could see the desire in his eyes. It was as if he was seeing me in a whole new light.

Before I knew it, things started to escalate between us. Bret's hands were all over me, exploring my body in ways I never thought possible. And as I looked into his eyes, I could see the desire and passion burning inside of him. It was like he couldn't resist me in this feminine form.

I was completely taken aback by the turn of events, but I couldn't deny the intense pleasure I was feeling. And as we continued to explore each other, I couldn't help but wonder if maybe I had been suppressing these desires all along.

As the day went on, things got more and more intense between us. The lines between male and female were blurred and it was an exhilarating experience. I never thought I would enjoy cross-dressing, let alone be intimate with another man. But in that moment, none of that mattered. All that mattered was the intense passion and desire we had for each other.

I never expected to see Bret's reaction when he saw me in woman's clothing. We were just two friends hanging out, and having some fun. But as soon as saw me in a dress and high heels, I could see the look of desire in his eyes. His jaw dropped open and his breath caught in his throat. I could feel his gaze lingering on my curves and the way the dress hugged my body.

At first, I was taken aback by his reaction. I wasn't used to seeing Bret in this way. He was always the one who cracked jokes and kept a cool demeanor. But now, as he stared at me with such intensity, I couldn't help but feel a rush of excitement. I could feel his eyes following me, his desire burning hotter with each passing minute.

"You look incredible," he said, his voice low and husky. I could feel my cheeks flush with a mix of embarrassment and arousal. But before I could respond, he took a step closer to me, his hand reaching out to gently caress my cheek.

I could feel my heart racing as he pressed his body against mine, his hands roaming over every inch of my body. I could feel his hardness pressing against me, and I knew that he wanted me just as much as I wanted him.

I couldn't resist him any longer, and I gave in to my own desires. Before I knew it, I was on my knees in front of him, his cock in my hand.

Bret's moans of pleasure filled the room as I took him into my mouth, eagerly working my tongue and lips to bring him to the brink of ecstasy.

I could feel his hands gripping my hair, his hips thrusting forward as he lost himself in the pleasure I was giving him. And as he finally reached his peak, I could taste his release on my tongue, savouring his precum.

I couldn't believe what was happening. One moment, I was giving him head, enjoying our steamy play session. And the next, he was trying to convince me to let him do something I never thought I would ever consider: anal.

"Come on, babe," Bret pleaded, his hand caressing my cheek. 'I promise it'll be amazing. You won't regret it.'

I shook my head, trying to push his hand away. "I don't know, Bret. It just doesn't feel right to me."

He let out a frustrated sigh. "Listen, I know you're nervous. But I wouldn't suggest it if I didn't think you would enjoy it. Trust me."

I looked into his pleading eyes and felt a twinge of guilt. He did have a point. Bret had never steered me wrong before, and he had always been so attentive and caring in our friendship.

Maybe I was just being closed-minded about it. Still, the thought of it made me nervous and uncomfortable.

"I don't want to upset you," I said, my voice shaky.

"You won't," Bret assured me, his lips brushing against mine. "Just relax and let me take care of you."

His words sent shivers down my spine, and I found myself starting to give in to his persuasive tactics. He was so good at it, always knowing just what to say and do to get his way. And before I knew it, I was nodding my head in agreement.

"Okay," I whispered, feeling a mix of excitement and fear coursing through me.

Bret's face lit up with a grin, and he wasted no time in preparing me for what was to come. He grabbed the bottle of lube from the nightstand and slicked his fingers, gently massaging my virgin hole.

At first, it felt strange and uncomfortable, but as he continued to work his magic, I started to relax and even enjoy the sensation.

"See? You're doing great," Bret praised, his voice filled with excitement.

He positioned himself behind me, and I could feel his hard member pressing against my opening. I took a deep breath, trying to calm my nerves as he slowly pushed himself inside.

It was a strange feeling, and I couldn't help but tense up at the discomfort. But Bret didn't stop, instead, he kept pushing until he was fully inside me.

"Relax, baby," he coaxed, his hands running up and down my back. "Just wait until you feel the pleasure from this."

And with that, he began to move, ramming his hard cock deeper inside my tight virgin boy pussy, groaning heavily as he began fucking me harder and faster.

I couldn't believe the sensations that were coursing through my body. It was a mix of pain and pleasure, and before I knew it, I was moaning and gripping the sheets. Bret's words had proven to be true, and I couldn't believe how much I was enjoying it.

His thrusts were long and hard, filling me up completely with every stroke. I could feel the force of his hard cock penetrating deeper and deeper, hitting all the right spots that made me moan and beg for more.

But Bret wasn't satisfied with just one position. He flipped me over onto my back, spreading my legs wide as he entered me again. This time, he used his hands to guide me, pulling me closer to him as he pounded into me with an intense force. I could feel his cock stretching me, making me feel completely owned and dominated by him.

Bret used his cock in a variety of ways, each one making me feel more submissive and satisfied than the last. And I couldn't help but crave for more of his dominance, begging for his cock as he pounded me more.

As he continued to fuck me, his words became more and more degrading. He called me his little slut, his sissy, and I couldn't help but feel even more turned on. The dirty talk mixed with the intense pleasure of his cock was almost too much to handle.

As he fucked me harder, his rough hands gripped my hips, I couldn't help but feel a thrill of excitement coursing through my body. I had always been one to enjoy a little bit of kink in the bedroom, but this was a whole new level.

Bret had always come across as a dominant man, but now he was taking it to a whole new level. The silky lingerie and high heels that I was wearing seemed to only heighten his arousal, as he growled in my ear.

"Look at you, my little sissy slut. You love being my little toy, don't you?" My heart raced as his words sent shivers down my spine. I couldn't help but moan in response, the feeling of his dirty talk only adding to the intensity.

And then, without warning, he plunged himself deep inside of me, his strong hands holding me in place as he began to thrust with a ferocity that left me breathless.

"You love it when I fuck you like this, don't you? You love being my little bitch," Bret taunted, his words only fuelling my desire.

With every thrust, I could feel myself becoming more and more lost in the moment, his words and his touch pushing me to the edge of ecstasy.

I looked down at myself, dressed in lingerie and heels, I couldn't help but feel a wave of pride knowing that this was exactly what he wanted. He wanted me to be his submissive little sissy, and I was more than happy to oblige.

Our bodies tangled together in a frenzy of passion, I couldn't help but revel in the feeling of being owned and dominated by my lover. Bret was sweating heavily, his body slamming against mine. He whispered in my ear, "You're my sissy," and at that moment, I knew that I belonged to him.

As Bret continued to dominate me, my body quivered with pleasure and anticipation. He pinned me face down on the bed, his strong hands holding me down as he took control.

I could feel myself getting lost in the sensation, my body responding eagerly to his every movement. Bret fucked me wildly and passionately, his hands roaming over my body as he claimed me as his own.

Bret continued to ravage me, taking me to new heights of pleasure that I had never experienced before, completely consumed by the intense pleasure that was coursing through my body. I could feel my moans getting louder and more urgent, urging Bret on as he showed me just how good it could feel to be submissive to him.

He continued to fuck me for what felt like an eternity, each thrust sending me further into a state of pure ecstasy. He picked up the pace, his movements becoming more frantic and urgent. I could feel his grip on me tightening, his hips slamming into me with a primal force that left me breathless and completely at his mercy.

Just when I thought I couldn't take anymore, Bret whispered in my ear that he was going to come inside me. Hearing those words sent me over the edge, and I could feel myself tightening around him as he released his hot creamy load deep inside me.

It was a moment of pure ecstasy, feeling his hot come fill me up and knowing that I had pleased him.

As I lay there, trying to catch my breath, Bret finished his orgasm inside me. We both lay there for a few moments, in complete silence, basking in the afterglow of what had just happened. It was intense, passionate, and completely unexpected.

But just as quickly as it had all happened, Bret got up and started getting dressed. I watched him, slightly confused by his sudden change in demeanour. He didn't say a word, just grabbed his clothes and headed toward the door. I couldn't help but feel a pang of disappointment and hurt as he left without a word.

I quickly got up and started gathering my own clothes, feeling the urge to get out of there as soon as possible. I hurriedly changed back into my male clothes, feeling a mix of emotions. On one hand, I couldn't believe what had just happened. On the other hand, I couldn't shake off the feeling of being used and discarded.

As I made my way back downstairs, I could hear Bret's loud laughter coming from the living room. He was back to playing video games as if nothing had ever happened between us. I couldn't help but feel a surge of anger and resentment towards him. How could he just act like nothing had happened? Didn't he feel anything?

I sat down next to him, trying to act nonchalant, but I couldn't stop the questions from racing through my mind. But before I could confront him, he turned to me and flashed a smile. "Hey, you wanna join me in this game?" He asked as if we were just two friends hanging out.

I was taken aback by his sudden change in behaviour, but I couldn't bring myself to say anything. Instead, I just nodded and we spent the rest of the evening playing video games like nothing had ever happened between us.

As the night went on, I couldn't help but feel a sense of confusion and sadness. I couldn't understand how Bret could just move on so easily from what had happened between us. Did it mean nothing to him? Did he regret it?

But as time went by and we continued to hang out like normal friends, I realised that maybe it was just a one-time thing for him. Maybe he didn't feel the same way I did. And even though it hurt, I had to come to terms with the fact that our relationship would never be more than friends.

But even with all the mixed emotions, I couldn't regret what had happened. It was a moment of pure passion and desire, and I would always cherish it, even if it was just a memory now.

And as I look back on it, I couldn't help but smile, knowing that I had experienced something special and unforgettable with Bret; and that he would always be my first.