Imagine this scenario.
You’re chatting with an attractive woman and you’re both enjoying the interaction. All of a sudden some douche cuts in and interrupts to get her attention. Which option would be the best on how to handle the new circumstances
As I said in that little anecdote, I find passive-aggressive confrontation usually works wonders. Most guys cut in because they think you look "nice" and they can muscle you out of the way. It's your job to prove them wrong.
For the record I'm not some macho man who walks round headbutting other guys at parties! If a guy's getting with a girl before I've even talked to her I leave them to it, it's only fair to do that. But if you're talking to a woman for a while in private and some idiot thinks he can just rudely block you, it's pretty much your right to tell him to f*ck off.
So let them wave their little d*cks around for 20 seconds and then give them a stare and a subtle put down based on what he's saying (double points if it makes her laugh at him).
Example:
Guy: "Hahaha so yahhh I'm like totally like getting a big promotion at the bank hahaha"
Me: "I guess we can all look forward to another big crash soon! Hope you're not going Gordon Gecko on us up there."
Guy: *Kind of confused* "Mm-y-yeah, well really banking is..."
(*I have now encouraged him to talk about his boring-as-s**t job)
Me: "Well, that's fascinating. Anyway Hotness, you were saying about Shakespeare?"
Hotness: "Yeah Shakespeare is pretty good. I like..."
Guy: *Awkwardly walks off*
Or you can go the physical route like I did and just separate the two of them cleverly. If he starts physically trying to muscle you out of the way, skip to the physical route immediately. It's best if you're bigger than him too, because you can just size up to him subtly and 9 times out of 10 he'll get the message. Immediately after doing that, get her talking to you again and get her off of whatever BS topic he got the conversation on.
If physically gently giving him the "F*ck off" message doesn't work, combine it with a verbal put down. It sounds a bit cruel maybe, but I've turned conversations almost entirely to ripping the p*ss out of the guy who's trying to block me, and they just deflate a lot of the time.
Again, bonus points if you whisper something to the girl once he leaves, like: "That guy was a tw*t, right?" 90% of the time they'll agree and tell you they thought he was a loser tryhard. Score.
I try to politely enter the conversation. The older (and now drunk) lady looks me in the eye and says, “You’re OLDER THAN HER (my date).”
<Yeah no shyte>
Then she turned her back and continued to talk to my date (ie her now adopted daughter of sorts) non-stop.
The older lady finally leaves with her (very bored and annoyed) date. My date finally leaves shortly after.
At this point, I REALLY needed a drink, maybe two lol.
Mike: Double rum and coke please.
Bartender Guy: It’s on the house. You deserve it. What was up with that bytch?
Mike: lol
What a b*tch. There are some spiteful people out there. Sounds like this old crone was jealous that you were dating a younger girl and decided to mess you up for giggles.
Either that or her "you're older than her" comment makes me think she had some weird old-fashioned grudge against older men dating younger women. Not even like you had much of an age gap though, wut.
I think you should have been less polite. I know it's easy to say as an outsider, but being firm in these situations works wonders. If you said "Hey, I'm sorry, we're here on a date, do you mind?" and then moved to another seat maybe you would have salvaged the date.
Much like the party blockers situation, you can turn it to your advantage too. Go to the toilet and send her a text that says something like "Want to move away from the creepy old bat?"