Yes he does

"Thought you'd never ask," he teases her as he holds himself in her and cums, filling her tight, hot pussy with ropes of his cum as Roy returns from the store just in time to see Jeb finishing inside her.

"Looks like you better take one of these," he tells Taylor, handing her the bag of morning-after pills, Taylor smiling at him as they leave the restroom, taking one of them as she calls Mark.

"Hi Mark, Taylor here," she tells him, "I'm fine. At a gas station up the road. Have an idea I need to talk to you about when you get here."

"Okay boys," she tells them, "just got off the phone with my driver. He'll be here in a little while. Would one of you like to help me "pass the time"?"

"Oh yeah, I think we can do that Taylor," Roy tells her, looking at Jeb, the men still not believing their luck that they had uncovered Taylor Swift's slutty side.