I would really appreciate some perspectives on this situation with my boss.
For context, we're been working together about 3 years and while he is technically my superior, we are on a similar level. The main difference is that he is the department head and I'm a contractor... so although he doesn't really manage me as such on a day to day level, he is in charge of renewing my contract.
So we've always got along super well, we have complementary skills and have build a great relationship/trust... and he is very much a mr nice guy who everyone loves. Our relationship has always been very jokey and informal, and so possibly this has started sooner than I noticed.
A couple of months ago he started making sexual references/paying me compliments via text message-TBH I didn't think a whole lot of it to being with, I thought he was just being daft and tried to deflect his comments. i didn't immediately call him out on it, and I didn't take it seriously-I now realise this was my mistake as I think he basically took this as encouragement/that I enjoyed it,
I basically didn't want to upset the balance of our relationship by getting all serious.
Anyway, as the weeks went by the messages have got more and more frequent and they are making me massively uncomfortable now...I have asked him to stop several times, in all kinds of different ways-in a 'look, stop this nonsense, can't we just go back to normal please' to more serious. Whenever I do this, he refers back to the times in the beginning when I supposedly encouraged him. I find this really maddening because I didn't mean to, but even if I did-I am now telling him to stop and he won't.
He usually agrees to stop after these exchanges, but then starts up again-sometimes even later in the same day.
I work in a very small industry and I don't know what to do about this because I don't want to become embroiled in a sexual harassment case-I just haven't got the energy or inclination to make a massive deal out of this. I just want him to stop. I don't really want to leave as I enjoy my job and love the rest of the team and I guess I'm concerned that if I threaten to tell HR, he will end my contract. Ugh.
Any advice would be really appreciated