Secretary Turned Escort
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(this was originally filmed as a custom video and most of the length of the clip is focused on the gradual breaking down of the secretary's boundaries - there is only about a minute or so of slow dildo action at the end) you've got a couple of big, potential new clients flying in from japan, so you tell your secretary to prepare a party to welcome them, and to make sure she's there to oversee the waiting staff. however, once she arrives at the venue you inform her that the waitresses cancelled last minute, so she'll have to fill in for them! she's a little bit put out by this but agrees readily enough, until you inform her that she'll have to put on a special uniform that's been requested by the clients... and it's just a bikini! she refuses, saying there's no way she's going to serve them dressed in basically just underwear, but you manage to convince her that it's very important to the company that they sign a deal tonight. she reluctantly agrees and thinks seem to go well for a while, until you pull her aside to let her know that the clients have told you they wish for her nipples to be more obvious through her bathing suit... she's outraged but you eventually convince her to just ice up her nipples a bit so they stand out more. as you're sure the clients are very close to signing a deal. next, you tell her they've requested to see camel toe! this is even harder to convince her, as she's feeling very used and humiliated by now, but she moodily agrees on the condition that this is the last request... however, the clients then get you to ask her if she would consider fucking them for a large sum of money. your secretary initially says no way, how dare they even ask, but then she seems to consider just how much money they're offering... which is when you inform her that they've also insisted that you join them, but don't worry you'll make sure she gets a huge bonus from the company! this is too much money to turn down, and so your secretary finds herself catering to the three of you for the rest of the evening...