A Welcome Surprise - Part 2 (Patreon)

All characters are consenting adults (18+) 

For a moment, Daryl simply played with the panties in his hand. I kept the cushion clasped to my throbbing cock, and the vibrator continued to tease my prostate as sweat dripped down my naked body.

“Put them on” he said, and threw the underwear in my direction. My eyes widened as I stared at him.

“W… What?” I gasped.

“The panties. Put them on”.

Daryl strolled across the living room with a snide grin on his face. Was this some sort of joke? Was the young man purposely trying to humiliate me? I remained in place until he looked back at me and cocked a brow.

“Did I stutter?” He asked, and his voice was low and stern. “Put on the panties, Jake”.

“I… I’m not into that type of thing” I said, because it was true. The idea of dressing like a woman was beyond repulsive. The only reason the clothes were there was because they were in the box.

“Doesn’t look that way” he scoffed, and walked toward me before picking the panties up but remaining crouched down. “Come on” he said, opening them at my feet, “it’ll be fun”.

I don’t know why I did it. Perhaps I was in shock at what was happening, but I reluctantly lifted my leg and allowed my brother’s best friend to slide the red panties up my legs.

“Move the cushion” he ordered, and yanked it from my hands until my pin hard cock bounced out. He laughed as he pulled the underwear up and stepped back. “Give me a spin” he smirked, and I swallowed the lump in my throat as I shuffled awkwardly on my feet.

“Now this” Daryl said, returning to me with the dress.

“Daryl, I… I –”

“Lift your arms” he growled, and the waft of his sweaty pits washed over me. I obeyed him, and felt the tight, cool fabric slide over my body. “Aren’t you a pretty little whore?” He chuckled, as my cheeks burned red. “Look at that ass!”

“What do you want, Daryl?” I groaned, still fighting the urge to orgasm as the vibrator buzzed in my hole.

“I wanna’ see how slutty you can be” he said, taking me by the wrist and pulling me from the room.

“What are you doing?”

“You’ll see” he smiled, as he dragged me upstairs and back into my brother’s bedroom. “Put it on” he said, and handed me a stick of Emma’s red lipstick.

“You’re fucking kidding me” I replied, but he shook his head.

“Put it on”.

This was ridiculous. I was now certain that Daryl simply wanted to torture me, but he’d witnessed something that could never be found out by my family, so I spread the thick lipstick across my lips and sighed.

“Happy now?”

“Almost” he grinned, and plucked out another makeup item before dragging it up my eyelashes. “Now” he said, standing back to look at me. “A nice, pretty slut”.

“Alright” I said, ready to wipe the stuff off, “you’ve had your fun. Can you go now?”

“Go?” He scoffed, “I haven’t even started, whore”.

Daryl stepped toward me again, but this time there was a different look in his eyes. I stood still as he closed his hand around the back of my neck and pushed the other one between my legs.

“Moan” he ordered, as he began to stroke my hard, wet cock through the dress.

“Daryl-”

“Moan!”

With the vibrations still rushing through me, and Daryl’s hand rubbing my tool, it didn’t take much for me to let out a soft moan. He scoffed and squeezed my cock.

“Moan like a slut” he growled, pumping me as I moaned a little louder.

“Good slut” he hissed in my ear, taking me closer and closer to orgasm. “Lift up that dress and let me see your pussy, bitch”.

I was gasping now. Each stroke of Daryl’s hand made me shiver with pleasure, and I obeyed him and lifted the dress up to reveal my ass. He reached down and spanked me, hard.

“What’s wrong, slut?” He sneered, spanking me again and making me whimper. “Don’t you like being manhandled?”

“Oh fuck” I moaned, as the flesh welted from his hand.

“Yeah, you love it, don’t you, slut? You love being abused by men. I always knew it about you, bitch. I could see it in your cock sucking eyes”.

My cock threatened to erupt at any moment. Everything had happened so fast, and as Daryl added more welts to my ass, I couldn’t help but moan.

“That’s a nice pink vibrator you’ve got in your pussy, slut” he said, pulling it out slowly and ramming it back in. “Do you like things in your pussy?”

“Y… Yes” I gasped, as my hole clenched around the toy.

“Get on your knees, slut” he said, “and keep that vibrator in there while you suck my cock”.

I could hardly comprehend the fact that Daryl had just told me to suck his cock. I knew for certain that he wasn’t gay, which made it all the more confusing when I dropped to my knees and watched him shove his hand in his pants.

His thick, veined cock flopped out a moment later, and the ripe scent washed over me. I moaned again, my asshole squeezing around the base of the vibrator, and allowed him to rub his fat cock head across my lips.

“You look good down there, slut” he grinned, “lift that dress a little higher, I want to see your little cock while you do this”.

I dragged the dress up my body. My cock pulsed pre-cum into the red panties, and Daryl scoffed as he slapped me with his rod. “Suck” he said, grabbing the back of my head and dragging me forward.

I lipped his tool into my mouth and began to choke as he pushed it further into my throat.

“That’s right, slut” he groaned, thrusting, “gag on it”.

I swallowed down the taste of him. It was better than anything I could have imagined, but the blowjob didn’t last long. As soon as Daryl’s cock was wet enough, he pulled it out.

“Get on the bed” he said, pulling me by my hair, “pull open that pussy and arch that back like a good little whore”.

I couldn’t believe what I was hearing. Was Daryl going to fuck me? I crawled on, took the position that he’d demanded, and moaned as he slid the vibrator from my smooth hole.

“Open your mouth” he said, and as soon as I did, he pushed the toy inside. “A good slut likes the taste of their own pussy”.

I whimpered as I felt his cock slap against my eager hole. He pulled the panties aside, lashed my ass with his hand once more, and then grabbed my hips and pulled me backwards.

“I want you to be loud, slut” he growled, feeding his boner into my tight hole as I gasped. “Real fucking loud”.

The pain of having my asshole stretched around his cock began to disappear a moment later. I shook from the pleasure, and desperately wanted to reach for my cock, but instead, I moaned.

“Yeah, louder!”

He pushed deeper, and I moaned louder, and before long, Daryl was fucking me with force, and I was losing my mind with pleasure.

“Suck” he snapped, dragging his rod from my gaping hole and flipping me around. “Suck it, Jake!”

He straddled me quickly, and stuffed his warm cock into my throat. His balls pressed down on my chin as he impaled me, and all I could do was lay there, with my mostly naked body exposed, and let him use my mouth.

“You’re such a filthy slut” he snarled, slapping my face. “Aren’t you, Jake? Such a dirty little whore”.

I gagged harder as I fought for air, but the feeling of being Daryl’s slutty little toy was far hotter than I could have ever expected. I watched through glassy eyes as he squirmed and gasped, and finally, he pulled his cock back out and jerked it over my face.

“Keep your eyes open, slut” he hissed, pumping his rod, “you’re gonna look real fucking pretty after this”.

Sweaty and breathless, I lay there and looked up at the handsome young man. His eyes closed as he aimed his prick at my face, and seconds later the first splash of hot cum poured across my lips and nose.

“Mouth open, too, whore” he moaned, shooting ropes of sperm over me.

I felt his seed squirt into my mouth, and everywhere else around my face. I was drenched in the stuff, and continued to gasp as more and more of it dripped from him, until it was over, and Daryl stared down at me.

“Smile” he smirked, and held his phone in my face. “The guys in college would love to see this”.

Once the photograph had been taken, Daryl stood up and stuffed his cock back into his pants. He looked back at me as I lay there, soaked in his load.

“Yeah” he nodded, as he walked toward the bedroom door, “you look much better in that dress than your brother does”.