"A deal is a deal, and I lost", she said, turning around.
He looked at her from the back. She looked fantastic.
She had small, rounded ass cheeks, with a narrow waist and widened ribcage, just right for a thinly-set hourglass shape. Shortish, neck-length blonde hair completed the ensemble, and he found himself getting hard thinking about what was coming. He touched her shoulder and she flinched. "Let's do this", she said, and reached for the waistband of her workout pants.
Usually he didn't like the look, but a simple T-shirt and sweatpants was something she was able to pull off with a certain amount of style, and even in relatively sloppy clothes she had an elegance of bearing; which made what he was about to do to her even more shocking. And, he had to admit, arousing. She slipped out of her pants, pulled down a pair of indifferent boy-cut shorts, and knelt in front of him, facing away, lowering her head and grasping the bedstead. He dropped to his knees and opened his trousers, immediately stroking his cock to a very firm state, rubbing the head and using the other set of fingers on the base, unselfconsciously getting himself as hard as possible.
He regarded the scene: upturned ass, pretty, trimmed, and blonde pubic hair nestled in the juncture of thighs, with tonight's prize between firm, high-set ass cheeks. He reached for the tube of lubricant on the side table, and quickly squirted a generous amount on his right hand, using the other palm to get his hand warmer. After a bit, and another helping, he placed his thick middle finger on the small, pulsing ass-hole in front of him and firmly pressed inward.
She gasped, then moaned as he paused, swirled the finger around her ass-hole, then slowly inserted the finger up to the first knuckle. Swapping the tube to his left hand he dripped some more of the viscous liquid on the spot, catching it with his finger and swiftly working it into and around the tight, oh-so-tight doorway. When she was well coated, and shivering, he gently but firmly slipped the index finger alongside the middle, rotating to get things larger and ready. She whimpered.