Disclaimer: this story involves cuckolding, humiliation, cross-dressing, and gay incest.
***
I have to admit, it was difficult to contain my excitement as Jenny invited my dad and brother over to show them what a little sissy slut I'd become.
To prepare, Jenny let me try on the outfit she'd had on when we'd come over to Andrew's house: a pink, tight-fitting, girl's t-shirt that stopped above my belly-button, and a pair of white shorts that I could barely squeeze into. I looked like a cheap boyslut selling himself on the street.
Once I had changed into the appropriate sissy-boy outfit, Jenny, Andrew, Kevin, Steve, and myself relaxed while we waited for my brother and dad to arrive, watching TV. Jenny - wearing nothing but her panties (since I was wearing most of her other clothes) - snuggled up between Kevin and Steve. Andrew, shirtless in just a pair of boxers, let me cuddle up against him. His strong arm groped my ass as I rested my head against his muscular chest.
This is what my dad and brother walked in on: my girlfriend snuggling up against two shirtless jocks, and me, dressed in her skimpy clothes, cuddled against another shirtless jock whose hand was squeezing my tight ass.
"What...the fuck," was all my dad could say. I was a little nervous - my dad had never been the most open-minded guy, always being super-masculine.
"Um...hi, daddy," I said softly, biting my lower lip. I knew this was going to end up either with my dad kicking my ass or fucking it, so I tried to be as sexy as possible. I rubbed up and down Andrew's toned body with my hand and pushed my ass out a little.
My dad looked me up and down. I could see my brother already rubbing his crotch - I knew he would be into this based on how he made me suck his cock earlier. "So let me get this straight," my dad said firmly. "My son is not only a pathetic cuck, he's a little sissy faggot."
I didn't know what to say, but fortunately Andrew chimed in: "A sissy faggot with the tightest pussy I've ever fucked."
My brother let out a little groan. "Damn," he said. "You popped his cherry?"
"Sure did," Andrew said, squeezing my ass. "He's full of my load right now. Hope you don't mind sloppy seconds."
My brother laughed. "Nah, bro, thanks for lubing him up for me. As long as that pussy's still tight, I don't care," he said. He looked over at my dad, who hadn't taken his eyes off me. "What do you say, Dad?"
"Stand up," my dad ordered me gruffly.
I did as he said, stepping in front of him. My dad towered over my slim, short frame. I noticed his bulge growing in his jeans. Encouraged, I looked up at him and smiled seductively. "Wanna see what I learned today, Daddy?" I asked.
My dad scoffed at me with a mixture of disgust and arousal. "You look like a fucking whore," he said, sounding angry but at the same time putting a hand on my bare waist and turning me around to check out my ass.
I turned around completely for him, arched my back, and wiggled my butt. Looking back at him, I said, "Then I guess you should treat me like a fucking whore."
"Fuck," said my brother. He quickly pulled his shirt over his head and started unbuttoning his jeans. "I don't know about you, Dad, but I'm giving this slut what he needs. Get on your knees faggot."
I quickly dropped to my knees in front of my brother as he took his hard cock out. Staring at my dad, I took the tip of my brother's dick in my mouth and started licking and sucking at it like a pro.
As my brother moaned and pushed the back of my head further down his cock, my dad still looked uncertain. That's when Jenny got off the couch and walked over to him, in only her panties. She rubbed her hands up and down his chest, then started unbuttoning his shirt to reveal his bare, hairy, muscular chest. "Mmmmm, I've been missing you," she told him. He smiled down at her, wrapping his hands around her waist, then grabbing her ass firmly. She pulled his shirt off of him, then unbuttoned his pants. He stood before her in just his boxers now, which were tented from the largest cock of any of the guys in the room. She dropped to her knees and pulled his boxers down, cock popping into her face, oozing with precum.
Now my girlfriend and I were both sucking cocks, as the other guys watched and lightly fondled themselves. I looked up at my brother, sliding my hands up his smooth, toned body as I kept sucking. Then I looked over at my dad's hairy, muscular physique. I wanted nothing more than to feel his monster cock slamming into my tight hole. I was so thankful to Jenny for getting him ready for me.
"How's that little boyslut doing over there?" my dad asked Jeff.
"Fuck, he's a natural," Jeff said. "Watch this." He gripped my hair firmly with one hand, holding my head in place, then started fucking my face rapidly, his balls slapping my chin. I felt myself gagging on his cock but he kept going anyway. "That's it, fucking bitch, take that fucking cock," he groaned.
Finally, he released me and I fell back, coughing and catching my breath. I just looked up at him, smiled, and said, "Thank you for fucking my face like a real man, big brother."
"Goddamn," my dad said as Jenny continued sucking him off.
She pulled her mouth off his dick and looked up at him. "Wanna see what he can do for yourself?" she asked.
He could only nod. My brother looked at him and smiled. "All yours, Dad," he said, then he looked down at me. "I'm gonna fuck your girlfriend while you suck off Dad, okay, Beta?"
"Yes, sir," I said obediently.
