As said by another,  what pub closes at 9pm?

I think I would have ignored him completely after the first message anyway.

Why feed timewasters with replies? So you could turn up at said pub with customers still there and be the butt of a joke and a wind up.  Like the men who ask to meet in a hotel bar. Oh yes so they can be sitting in the corner watching you walk in or be with their mates having a laugh.

If in doubt, do nowt! 

Some small pubs might have limited opening hours, I have come across these on my travels.

The alarm bells for me are the wanting to mess your boundaries around, offering extra money and involvement of alcohol.

I always decline extra unless it's a discreetly offered tip once I'm there, anything I do is in my rate extra does not change my terms and conditions or screening which includes checking the property exists, taking steps to increase chances he'll be there, and in a state in which I can deal with.

Telling you to get a taxi is another alarm bell, you need to be in charge of your transport whether you drive, taxi, bus it's for you to arrange. His suggestion sounds like he intends you to be over the drink drive limit.

His repeated texting when rejected is not a good sign either, so distressing when this happens. I'd just tell him to cease contact, if he continues you'll approach the police on grounds of unwanted contact and harassment.

Most licensees do not want any trouble with the police, as I understand it puts their suitability and license at risk.

At the risk of sounding like your mum, please think twice about taking this booking.

make me smile and happy! how we can support each others? it is amazing!

when i need to post about a potential booking on here, it is almost clear that it is red flag!
so when you got small doubt or huge ones, to me better do not take it...it is your gut that make you write a post about and so keep sending some doubts...
be safe and do not care about money! some they want appeal you in offering extra money....
never accept something like this...they think they control you with money! idiots!

Thanks all for the advice

I've blocked him as he wouldnt stop texting me.

Thanks again all.

Glad to hear. You have dodged a bullet.
Anything similar in the future, just block.

A booking should be:-
He contacts you for a booking; nice quick chat on the phone; date/time/location agreed; both meet; he pays the agreed fee in cash up front; he is clean and respectful; you both have a good time and part after time elapsed.
Both parties happy.
Anything else that pushes boundaries is a no go from the start. I do not tolerate any idiots whether in or out of this industry.