The first plan. Just make the escort think it's big.

(In Progress)

It's a simple plan, and whatever insults she may hurl on you in the process, She'll almost definitely still accept the chance at becoming a literal queen. Plus, it's not like you'd be the smallest dick she'd ever worked with right? Expectations based on your lineage aside, you're sure there have been other...Less endowed men, who've had their moms pay for them to have sex. She'll probably be at least professional...