‘Gonna need some oil on this thing before I attempt to put it in," he explained.

"Oh! Yeah. Sorry. Thought you were asking to try out my ass first for a second there." Fiona let out a long breath of relief.

“Not quite ready for that."

She seemed happy enough to fall to her knees and stroke his cock with one hand whilst pouring oil across the Length with the other.

“S-sorry," he apologized. In truth, he wanted to say more but Fiona was awfully good at giving handjobs and speaking wasn't the easiest thing in the world right then.

“It's ok. I meant I'm not quite ready for that yet. I want to see how this goes first."

“Hngk!"" Gregory clenched his teeth for a moment in an effort to stop those first little waves of an impending orgasm from getting out of control.

Mercifully, Fiona stopped stroking him and flashed him a carnivorous grin. "Wow, you really Like the idea of sticking this thing up a girl's butt, don't you, master?"

“Never done it before," he replied honestly whilst taking a few deep breaths and thinking about cold showers and Large spiders. "So, I guess we're about to find out."

Those words seemed to catch the attention of the other pair in the room, who had been contentedly enjoying each other's company during the preparations. Lydia lifted her head from between Algra's outstretched legs and used her tongue to swipe away Gregory’s cum and the orc's love juices. Algra soon sat up and shifted on the bed to allow Lydia to crawl up beside her whilst Fiona hopped on the opposite side so that they could all watch the show.

“Ready again, Jan?" Immmhmmm," she nodded her head and closed her eyes.

“Rub your pussy for me, baby. I'm going to need to hold you," he said. She eagerly took his suggestion and leaned down on one arm whilst slipping her other hand between her Legs to rub her pussy. He'd slipped his thick, bulging cockhead up against her lower back before stroking it downward between her ass-cheeks until it came to rest at her tight little rosebud. The other women exchanged nervous glances, and Gregory could definitely see why. His thick cock Looked downright comical at the entrance to her tiny hole.

“Ok, I'm going to do it just Like with my fingers." He reached down to grasp his cock with one hand whilst the other gently grasped her bare hip.

True to his word, he pushed the thick tip in a Little circle around her anus before pushing forward into the centre. Feeling the huge invader trying to enter her, Janette let out a Loud gasp. Algra had come to sit in front of her, and the orc reassuringly extended her hand to grasp the forearm Janette was propping herself up with. The girl glanced up to see the orc's features were clearly awed by the feat she was attempting. Algra‘s jaw was hanging open and her eyes were opened wide at the sight of Gregory's cock pushing against Jan's virgin asshole.

It was that awed look that made Janette Laugh, for Algra wasn't exactly the kind of person she was used to seeing awed. That Laugh served to ease the tension in her body, and ended in a loud scream when she relaxed her ass enough that Gregory managed to push the head of his cock fully inside her.

“Fuck!" Lydia yelled out.

“Get it out of her!" Algra ordered him at the sound of Janette's scream.

“No! Don't you fucking dare!" Janette immediately countered, panting heavily at feeling her asshole stretched by the invader.

“That feels so fucking huge!"

She gritted her teeth, feeling the pain whilst sensing something deeper rising beneath it. Catching on to that sensation, she held tight whilst fiercely rubbing her clit to build up enough pleasure to overwhelm the pain. Sure enough, the discomfort began to dull and she felt that ghostly feeling of something else pulse through her like a damned earthquake.

“Oh wow. Wow. Wow. Wow." She Let out a hot pant of breath between each word as the feeling began to grow, and rather than encourage him to push further she actually began to slowly rock back against him.

“Fuck, Jan!"

The tightness of her ass slowly began to give way with the assistance of the oil, and he found the snug hole swallowing up more of his length. It looked damn-near obscene, as the girl's ass stretched even more to accommodate his sizable girth whilst she shivered and quaked at taking more of the length inside her

“Algra?" Janette whispered. "Y-you're kinda squeezing too hard."

Algra noticed that her supportive hold on her friend's arm had indeed tightened to uncomfortable extremes. She immediately relaxed her grip before Leaning down to give Janette's sweat-coated brow an apologetic kiss.