To ask out the headmaster?

[brotown]

Ds has a week left in the school.
No idea if he's got a girlfriend
I dreamt about him and can't stop thinking about him.

How well do you know him?

I’ve had about 5/6 meetings with him. Dc not been at the school for long. He’s v friendly, chatty, talks about personal stuff. Very easy to talk to.Professional. Big hello when he’s sees me.
He’s a very approachable guy.
I feel some sort of connection

Go for it! I fancy my sons teacher like mad but don’t have the guts, couldn’t anyway as he is going to be his teacher again next year in year 3. If your sons leaving then at least it won’t be awkward if he says no.

Don't do it.
I think you might be confusing 'friendly professional with flirting and it'll be so awkward.
Plus he's probably not allowed to date people connected to his work. Plus you don't even know if he is married / has a girlfriend already.
Plus your DS will probably be picked on if you did date his headmaster.
It's just a bad idea all round.

DO IT! and please come back and tell us what he said (it might go on classics you might get married in the end! 😂)

Why not. Life is short. Good luck!

There’s been no flirting
I don’t think I’m confusing anything, I don’t think for a minute he’s thought of me in any way other than professional. I think he’d be shocked, but if somehow I could let him know that I’m interested, he might think about it.
There’s an event at the weekend that could involve a few drinks

Also bear in mind that I have never asked anyone out before.

Think you need to find out if he is definitely single

Eek cringe. Don't. It could go badly!!

No, please don't. There may be a connection and he may fancy you but he will not say yes. He is the headteacher of a school, he cannot be dating the mum of any student, DS leaving or not.

I would never in a million years start dating the parent of a student, its just not worth it.

Does your child move on to a different school?

Just NO. If he is all you say then it will be a big no and it will be mortifying.

But I’ll never have to see him again after this week

Have you asked him if he's married/got a partner? That's a good start! But yes, do it. Every single one of my relationships I've done the asking at the start, I prefer it that way 😁

Once your son has left the school you should go for it

If your child is leaving and you will never meet him again (the head master... not your child ) then why not?
Not sure how you would approach it though, technically you can’t ask him in school, very unprofessional to making dates whilst at school.

Why not. You'll not have to see him again if he says no, go for it

You have no idea whether he's single and I doubt very much he'd say yes anyway.

There’s been no flirting, he’s just friendly? I wouldn’t. Bloody hell it could be very awkward for him! Just don’t.

Ask him now if he wants to meet in the holidays when your DS is officially off roll. Keep it casual. Best do some digging first, someone must know if he's got a DP or maybe is gay

Only professional interaction, flirting would have been v unprofessional. I can’t think of any kind of situation where I could ask him. I’ll do a bit of detective work at this event. He’s probably got a drop dead gorgeous girlfriend

Honestly I really wouldn’t OP. Yes you won’t see him again if he says no, but you’ll more than likely put him in a terribly awkward situation for him and you. How would handle his flummoxed rejection?!

I think the way to do it would be to suggest something whilst giving him a very easy out.
Not actually say “ I really fancy you, wanna come round to mine?”!

Those saying no are actually cringing aren’t you?