Well... I did once fork out £100 (in total, not an extra lol) with a girl who advertised as a squirter. Between rounds with me there was a very enjoyable interlude where she broke out her favourite dildo and fucked herself with it quite vigorously whilst sucking my cock, until she soaked the bedsheets. It was a pretty neat party trick.
But its a hard thing to plan for if you are meeting someone for the first time, because who knows if they are pulling a fast one or have any chemistry with you IRL? In my mind if you are aiming for an erotic evening, you are best off finding an experienced prossie who you are comfortable with already (perhaps a regular if you have one such), and then match your likes and dislikes to come with something you both want to do. AW has likes and dislikes, but I've often found that SPs will do something that isn't on their likes list there so long as they know the punter, and he doesn't take the piss.