to be upset about what this courier said to me?

[ConfuzzledToTheMax]

I had 5 boxes delivered yesterday and the guy said my 6th would be here today.
It was the same guy, when I opened door and he said "told you it'd be here today. What if it was in back of my van whole time and I just wanted to see you again?"
Then started asking if I thought he was good looking and was all "hopefully I'll see you again".
It doesn't sound much written down but his tone creeped me out, as did the "see you again". I'm very very small and it was obvious I was in alone. Am I overthinking it?!

There was no conversation. Im not big on making convo with strangers to be honest.

I have some more parcels to be delivered next month. So hope it isn't him

I think I will complain, thankyou!

He sounds a bit socially inept to me, quite immature . I wouldn't report him but I would have made it clear i wasn't keen on his line of chat.

This sounds like something my friends son , who has Aspergers, would say

That's really freaky, is it possible for you to have subsequent parcels delivered to another address?.

I think you are totally reasonable to report him.

It's very common for women to be encouraged to ignore feelings of discomfort about male behaviour. At best, this means well-intentioned men never get the feedback they would want to help them realise they are creeping people out, at worst it means that predators can "test the waters" safely knowing they have the "stupid cow is overreacting, can't take a joke" fallback.

Creepy. Report him to the company.

The possibility that he withheld a package should be reason enough.

I'd mention it to Head Office/Customer services/whateva, but not necessarily as a complaint (that said, I wasn't there - bottom line is that you've got to trust your instincts), initially. Would definitely enquire if he did withhold the package, and a general mention of his behaviour. If there have been no other reports, no problem. But if there are, or if he escalates, then you've got a paper trail.

Hope you're OK.

Report him please. The company should take is very seriously.

If my partners company found out they where using a courier who did what you have said and possibly held back a parcel, that you reported and they did nothing, my partners company would bin off the courier company as they don't want to be linked to late parcels let alone making women scared by inappropriate behavior!