I think you are looking waaaayy too much into it. If he found your messages offensive, he'd block you, yes? Or are you questioning your behavior? If you are, well, maybe you already know the answer. Just playing devil's advocate! I say if it's harmless, flirt away, mom be damned!

So,being just a "Tease" right now? What do you believe he thinks of them? Court order to cease and desist? Knock on your door at 2am?

Typically if he is responding back, amd not drawing a clear boundary, I would suspect you are in the clear.

I'm a shameless flirt with people who like it. An RN I worked with paints psychedelic bunnies in lingerie to help her destress. She was much older, faithfully married for 1000 years and we got raunchy bc it's more fun than FB on long shifts.

Kissinger said power is an aphrodisiac, even a local weather guy will be used to casual flirting.

Disagree he'd be nuts to think you're weird bc there are creepy women out there. If he's in a committed relationships. Some psycho would want to break them up.

If you both keep it on the same level, I have to think it's mutual and those examples are FUNNY. That you're even aware it can be creepy and concerned says a ton! People with bad boundaries are almost never aware or concerned.

don't worry about it if it feels like fun whatever you do.

I think your mom is too worried

ask him

I am probably the most tech illiterate person in the world, so I don't know the protocol.

Maybe just ask him? A blunt instrument is sometimes the best approach.

I'd say ask him but I'd guess if he's LOLing things that he hardly feels bothered by it. If you are questioning it though, you might want to consider why you are becoming concerned with it. If your own ideas and instincts are waving a caution flag it might be time to back up a little, just a little. Have fun with it, just don't make it too daring, especially if you are concerned with a harassment order.

He maybe flirting back at you but if he is that popular I he does it to everyone else. No offense implied personally to you but I don't like flirting to me it's ,as you say, creepy or stalkerish.

Life is short. If this guy is single or polyamorous and the opportunity arises, you should most definitly get with him and explore how many nice things you can do to each other between the sheets.

I am thinking out loud here, ok?..... Why don't you ask him?

I feel certain he'd mute or block you if he felt harassed.

What you are doing is harmless. Any man would enjoy it. I’m sure he would s loving it.

You are keeping it light and fun and that is all. There is absolutely nothing threatening in what you are saying.

But you are hoping for love thunderstorms ?

That's enough foreplay, now take him to bed.

Trust me he gets far worse than that .....dirty underwear , nudes and probably marriage proposals .....just do what I do if I ever think I'm crazy there's always someone out there far crazier

I’m a bit confused. ‘Shameless’ flirting, but all ‘G-rated’ and about weather? I can’t imagine...