Three to get ready......

(OOC warning -  This part will not be everyone's cup of tea. I warned you these were written when I was in a very bad place in my life)

The man heard someone enter the room when the friend opened the door and wondered who.

The girl smiled. "Oh you'll like him, he can be very entertaining," she told the man as she looked past him at the newcomer.

The newcomer bent to kiss the friend, allowing her to stroke him for a moment. "Thank you for inviting me," he said his voice a low rumble. He walked to the bed, moving to the side so that the man could see him.

The man's eyes widened.

The newcomer was tall and broad, his body well muscled. In one hand he held a crop which he flicked lightly against the tall boots that were his only clothing. As he examined the man a cruel smile crossed on his face. "This should be fun," he said walking behind the man.

The man gave a shout of surprise as the crop lashed across his back. He bit down hard on his lower lip not to cry out again as it hit twice, and once more.

The girl was still kneeling on the bed. She licked her lips, a look of hunger in her eyes. She ran a fingernail along the man's cock. "You'll be begging for more pain before he's finished, they always do," she whispered.

"Never," he choked out, struggling against the cuffs, trying to avoid the crop that was now slashing the cheeks of his ass.

"You will." She took his hard shaft in her hand and leaned down to stroke her tongue over the tip.

The man arched towards her, wanting more. Instead he felt her wrap something around the base of his balls and cock.

She laughed. "Not yet, the lessons have hardly begun and there will be no release until they're over, not for you." She backed away into the arms of the friend who was now behind her.

The friend began stoking the girl's clit, watching what was happening in front of them.

The newcomer slid his hands between the man's legs, forcing them apart, and then struck again, the crop biting the insides of his thighs. Then he tossed the crop onto the bed.

The man sighed with relief, and then bit back a shout.

The newcomer chuckled as he inserted a second finger into the man, stretching his hole even more. "He is a virgin," he told the women.

Again the man struggled, trying to pull away.

The newcomer wrapped his arm around the man's waist, whispering in his ear. "You're going to like this, eventually, once the pain goes away."

The man felt the newcomer's hard cock pressing against him for a moment and then it was gone. For a second he thought they had changed their minds, until he felt something cool and oily being rubbed over his hole. Lubricated fingers pushed into him, stretching him even more, and then pulled out.

The newcomer pressed the tip of his engorged member at the entrance of the man's rectum and very slowly thrust in, inch by inch, his hands on the man's hips to hold him still.

The women watched, playing with each other, their eyes alight with excitement as the man moaned in pain.

Suddenly the newcomer drove his huge cock deeply into the man laughing gleefully when the man screamed and tried to pull away. "Now that I like," the newcomer said as he began to ride the man.

The man thought he'd die from the pain. He cried out again and again as the newcomer plunged into him over and over.

The friend continued to stroke the girl, her fingers deep inside of her. "Enjoy his suffering, it will make your pleasure greater," she said, feeling the girl's muscles tightening as she started to come.

The girl watched the man as her orgasm hit, his agony escalating it for her. When she finally came down, still shivering with delight, the friend moved close to the man.