"Hey Alex."

He stops with with only half the dildo inside him and turns to look at Emily. She was grinning at him with a hand between her unclothed legs.

Alex wasn't sure what to do in this situation. Emily seemed to have an idea and walked in taking a seat on his bed. He moved to get up when she held up a finger to stop him. He froze and then she pointed downwards so he lowered him until he was sitting on the chair feeling lovely filled.

"So about last night." She pointed upwards and Alex took her meaning. He began to ride the dildo slowly as she talked. "I think we both know you liked the arrangement and since you can do my tasks for me, I have a proposition I think you'll like." Her voice had a domineering tone and Alex felt himself becoming even more turned on as she spoke.

Alex sped up a little as her hand returned between her thighs. "Y-yes."

"You haven't even heard it yet." She walked over and tapped him on the nose. He stopped with the dildo fully inside him, rubbing his nose. "You don't have to stop." She said as her hand returned between her legs. Alex went back to taking the dildo as deeply as he could. She seemed a little surprised by the vigour with which he fucked himself and hummed as her fingers began to toy with her clit. "S-so, I figure when we get the tasks we can split them up, you know so we each get to do what we want."

Alex felt a tiny spark of disappointment that the arrangement wasn't going to be the same as last night. He began to slow down his butt fucking as she kept talking.

"A-and I figured that since you like playing dress up, you could borrow some of my clothes if you wanted." It seemed like she wasn't sure if he would be the same as he was last night. He then thought about how much she had to drink and that she might not be able to remember all of last night. "Also, fuck," Her hand between her legs sped up as she watched him biting her lip as a moan escaped. "Also maybe we could, you know, have some fun together."

He had a chance here. He could remind her and go back to the more Dom/sub dynamic, just stick with this, it would give him a chance to actually explore more of this side of himself.

"And if you wanted to maybe try the whole **** thing again we might be able to work something more permanent out." She had a sly look and her back straighten as she said it. Alex realised she was probing him with all this talk, just like he was probing himself with the dildo, only more figuratively and less fucking his tight little butt.