Dating red flags

[Cornishprincess]

My dp has a friend, mid 50s. In his life he has been engaged once (they were together for 9 months) and he dumped her because she wanted an expensive engagement ring.

Some years after this, a gf was going to move in with him, but dumped him (he was in his mid 30s).
Since then, he dates women for a couple of dates then "friendzones" them. We don't know if sexual activity takes place as he's very private, we just get told, "Been on few dates, but really we're just friends." Apparently, this was also his trend earlier in life (theyve been friends for 40 years +, I've only been on the scene for 7!)

My dp is trying to set him up with a colleague of mine. On paper, they'd be well matched but I think his relationship habits are a bit of a red flag. Any thoughts?

i would probably advise against it - you'd be setting up your colleague with someone who doesn't seem that nice

I would ask DP to please not bother. It's your work colleague and the guy doesn't sound that keen to be in a relationship. Obv if they cross paths at drinks or whatever it's up to them but it isn't something I would be trying to engineer.

Yeah, I think your DP should do your colleague a favour by not setting them up.

Thanks, this is what I'm saying. DP's sister is in complete agreement too and obviously she's known him much longer than me.As she put it, "He's a lovely bloke as a friend, but you wouldn't recommend him to a friend for dating."
I think DP's trying because his friend is all "Yeah, I'd love to meet someone!" But his behaviour says the opposite!

Well, let him set the guy up with someone you don't like or have to work with then 😂

Definitely a bad idea

I can’t see this ending well, your colleague could get hurt and be annoyed at you for letting her get stitched up with this guy.