The next morning I lay in bed impatiently waiting for my aunty to leave the house for work. When finally I heard the door close downstairs, I raced into her bedroom, grabbing a short black bob wig with bangs that looked super sexy.

I remembered Jeff's words from the day before, 'wear something slutty for me.'

I wandered back down the hall and into Veronica's room, laying the wig on the bed before jumping into the shower quickly to freshen up and prepare. After my shower, I began searching through my cousin's room, looking for the most slutty clothing I could find.

As I searched through her wardrobe my heart skipped a beat, my eye-catching the sight of a slutty Halloween costume tucked away near the back. I reached in and pulled out the costume, revealing a naughty little halter neck nurses outfit with matching thong and white stockings.

My tiny cock stiffened and I knew this would be the thing to drive Jeff crazy. I quickly slipped on the thong and stay-up stockings, before putting on the dress and heading over to the vanity mirror.

I could feel myself trembling with excitement as I donned my wig and applied some makeup, staring at myself in the mirror. You do look slutty, I thought to myself, adding some gloss and puckering my lips.

This was the most feminine I had ever felt, imagining myself as Veronica, getting ready for a date with a hot guy, texting her jealous friends who all wanted to fuck a sexy guy like Jeff.

Time flew by, as I wandered around the room, staring at myself in the mirror, adjusting and modifying my behavior. I practiced walking in high heels, speaking softer and higher, swaying my hips, and correcting my posture. All the while, slowly becoming more and more effeminate.

The doorbell rang startling me. I peeked out the window through the blinds to see Jeff waiting eagerly by the door. I glanced at myself one more time in the mirror, enamored by my reflection, before heading down the stairs. As I opened the door to reveal my slutty nurse's costume, Jeff's eyes almost popped out his head.

"Oh damn!" he exclaimed, "You look super sexy, baby!"

"Thank you," I replied, "please, come on in."

He stepped inside the door, eyeing me from head to toe with his deep brown eyes, an erection starting to form under his jeans.

"So, you wanna show me your bedroom, sexy?" he asked eagerly.

I smiled and led him up the stairs towards Veronica's room, swaying my hips, making my ass wiggle to ensure he caught an eyeful under my tight dress.

As soon as we entered the room his hands were all over me, caressing my body and grabbing my ass ferociously. He rubbed his hands around my body, thrusting his pelvis against my petite frame.

I'd never felt so sexy or wanted as he pressed his lips against mine. I closed my eyes and imagined how Veronica must have felt, inviting a guy into her room, knowing she was about to let him go all the way.

Jeff pulled back and ripped his shirt off, revealing his super-toned physique and rock hard abs. I couldn't help but run my fingers softly over his chest and down his stomach, feeling his strong muscles, making me feel weak as I trembled in anticipation.

He grabbed hold of my ass, pulling me close again before kissing me passionately on the lips, his tongue lashing at mine.

I could feel his hard cock pressing against me as we kissed, proof of how much I was turning him on. The sudden realization that I had caused this massive erection, making me feel even hornier than before.

Jeff leaned back staring into my eyes deeply. "I want you, baby," he said, ushering me over to the bed.

I moved over to the bed and lay down on the soft pink duvet. He frantically pulled off his pants, revealing his hard cock that stood proudly to attention, then lay down next to me naked.

We kissed for a while as I played with his hard cock. I was really nervous and was trying to bide my time, kissing him passionately and jerking him off to avoid moving on to the next step. He reached under my short dress and yanked my thong down, sliding it down over my legs and off my heels.

I started to think about my cousin Veronica. She must have invited boys back to her room before. She almost certainly had sex with a few of them, maybe she even lost her virginity on this very bed. The thought made me wild with excitement, loosening me up and turning me on.

Jeff licked his finger and gently starting rubbing my boi pussy, moistening my tiny pink hole and slowly easing the tip inside me. I yelped as his finger slid inside me, letting out a girly moan while I jerked his stiff cock.

"Do you like it, baby?" Jeff asked in a gritty low voice.

I moaned softly and replied, "yes, baby, finger my pussy."

Gently, he continued fingering me, occasionally licking his finger, caressing me slowly and loosening me up. I laid back, enjoying his soft touch, feeling myself open up as his finger slid deeper inside me, rubbing gently against my g-spot and making me moan louder.

I heard the sound of a condom wrapper tearing, my eyes opening slightly to see Jeff sliding it over his hard cock with one hand and rolling it down to the base. I was ready. I wanted him to take my virginity, to make me a real girl.

He grabbed my slim body and turned me onto my back, quickly spitting on his cock and guiding himself into my pink hole. I arched my back and lifted my ass towards him, feeling his strong hands wrap around my waist as he slowly began to enter my tight boi pussy.

As the tip slipped inside my moist hole, I yelped in pain, instinctively pulling away.

"Does it hurt?" he asked.

I looked back and nodded. He looked at me empathetically and spoke softly, "do you have any lube?"

"I'm not sure, shall we look?" I replied.

We got up, frantically rummaging around the room in search of some lubricant. As Jeff searched my cousin's room, I raced down the hall, my heels clicking loudly on the wooden floor, as I searched my aunt's room.

'Yes!' I thought, finding a tube of Durex play gel in one of the drawers.

I raced back to the room and handed the tube to Jeff who immediately began squirting ample amounts of gel into his hand, tossing me onto the bed and wildly lathering my ass in gel.

I bent over, moaning as he rubbed his fingers around my hole and grabbed hold of me once more, slowly pushing his cock gently inside my moist boi pussy.

I closed my eyes and fantasize about being a girl. I'd heard all girls say it hurt the first time and tried to relax, allowing him to fuck me deeper. He inched himself in further with each thrust, slowly filling me up with his huge hard cock.

After a few minutes, the initial pain subsided and I could start to feel my g-spot pulsing with pleasure from his throbbing cock. 'Yes,' I thought, 'this feels better than a finger, for sure.'

Jeff began to fuck me faster, pushing my head down into the pillow as he powered his cock deeper into my ass, talking dirty as he pounded me hard from behind.

"You sexy bitch. That's it, take it! Take that cock, you fucking slut. You love my cock, don't you?"

I whimpered softly back to him, my words muffled by the pillow, "yes baby, I love your cock. Please fuck me harder, baby!"

He let out a loud roar, pushing my head deeper into the pillow and ramming his cock all the way inside me, his balls pressing against my bum. Fucking me fiercely, faster, and harder than before as he continued to degrade me.

"Your ass feels so good, baby. You such good little slut! You love my cock in your ass, don't you? Tell me how much you love it, say it!"

I tried to lift my head, gasping for breath and moaning back at him, "yes baby, I love your cock in my ass!"

He started panting heavily, his balls tightening as he yelled at me from behind, "Do you want me to come?"

"Yes baby, please come for me!" I wailed back.

His hands clasped tight to my hips, slamming his cock faster inside me as he shouted, "beg for it, sissy!"

I yelped like a sissy girl as he fucked me. "Please come for me baby, please!" I screamed back, feeling his sweaty balls slap against my ass and wincing as he rammed his cock deep into my tight hole.

He began to growl and grunt heavily, his body jolting as he pressed against me emptying his warm sticky load inside the condom. I could feel his cock tingling as he continued to shoot his load, his whole body shuddering while he held on tightly to my petite frame.

After several more shudders, he relaxed and eased away slightly. I lifted my head from the pillow and looked over my shoulder. He had cum for sure! A look of pure relief and shame was in his eyes as he tried to avoid looking at me.

"Is everything ok, baby?" I asked.

"Yeah, it's fine," He replied. "I have to go."

He quickly pulled his cock from out of my ass making me jolt, then tore the condom off, come trickling out and onto the bed. Quickly, he rushed to put his pants and shirt back on.

I lay on the bed, lovingly watching as he dressed, admiring his sexy body that glistened with sweat. My ass was a little sore but felt kind of nice, a tender sensation as my erogenous spot gently pulsed.

"Thanks, see you later," he said, looking down at the floor, a quick glance in my direction as he left, walked down the stairs and heading out the front door.

After a few more minutes, I slowly got up and looked at myself in the mirror. My dress was pulled up over my ass, my stockings were hanging halfway down my legs and my hair was a mess. I looked used, like a dirty whore, makeup all smeared across my face.

Is this how all girls feel after sex? I thought. I was hoping Jeff would have stayed a little longer. Maybe held me tenderly after he had deflowered me. I tried to comfort myself in the fact that he probably had work to do, or maybe he was late for something important, but deep down I knew he had gotten what he wanted and didn't need me anymore.

'Oh well,' I thought, 'I guess I better clean up now before my aunt gets home.'

That was the last time I saw Jeff, and although it was nearly the end of my sissy summer, it was just the start of my sissy adventure!