Don't mind if I do!

I couldn't refuse. The sight of this girl, being given the first taste of what it meant to be the world's fuckmeat, was just too appealing. I felt tremendously honoured to be given the opportunity to give this cumrag-in-training her first anal stuffing. I was determined to make it worth her while.

Hank removed himself from Ruby's cunt and made way for me. Ruby turned her face back towards me, smiled warmly, and rested her forearms on the ground, raising her virgin butt up for me to examine. I inserted my thumb into her sphincter, eliciting a tiny moan from the slender body beneath me. This was quite possibly the tightest ass I had ever felt.

I grasped her rump and aligned my crotch with her rear. Taking care not to scare her, I rubbed my thrumming boner along her pussy and taint, teasing her asshole, which was puckering with excitement. Then, when I felt her squirming against me, eager to take me in, I carefully placed my tip in her sphincter and started pushing.

It was slow work at first. Every millimetre elicited a yelp from Ruby, who was anything but used to massive rods working their way into her digestive tract. Her breathing became choppy and she held on to the grass below her as if her life depended on it, but she took it like a champ. Inch after inch, my hungry cock slid inside her ass, until I felt my balls slap lightly against the moist lips of her pussy. I held the position for a while to let her get used to the sensation before I slowly started thrusting.

I had given Hank my phone, and he had taken over filming duties. The three guys were watching with rapt attention as I calmly started assfucking Ruby with greater and greater intensity. Soon, I was groaning ecstatically, she was screaming loudly, and Ben, Hank, and Max were cheering us on.

After swapping Ruby around several times so everyone could get into every hole, we climaxed all over her. Exhausted, we lay down on the grass while Ruby examined her first round of cumshots with fascination. Ben told her not to lick up too much of it because she would be expected to present her soiled body to the town, and she grudgingly complied.