Guys, Why would a guy ask me to wear my glasses and my hair up in a ponytail for our date?

[Anonymous]

So I'm dating a guy older than me (8years older, i'm 22) and he said to wear my glasses and my hair up in a ponytail on our next date or he will be SAD and disappointed if I don't. Wtf? I get that it's because it's sexy... but
It feels a bit controlling to me.
How should i respond?

[Anonymous]

Was it in a demanding kind of way, or more of a request? Like you said, kind of controlling and you're only dating. Imagine what he'll be like in a relationship? If it were me, I'd say "thanks for the dates, but I've realized we're not a match and I wish you well. Goodbye."

[Opinion Owner]

Unless it's a casual or fwbs type relationship you're looking for.

[Asker]

He said exactly that "otherwise i will be disappointed..".
He said that now 2 times, and when I didn't show up like that last time he said "where's the ponytail that I asked you to do?"

[Opinion Owner]

If you were to see him again (which I don't suggest), ask for 1 Million Dollars "otherwise I'll be disappointed", and then ask him where it is when he doesn't bring it.

[alltafgradur]

It might be a dominance thing for him.
Also he might really like how you look when you do that.
Either way I find it being a bit off to be asking you to do that

[Anonymous]

He thinks you look really cute looking that way, hehe.

[OlderAndWiser]

He wants his Lolita.

[OlderAndWiser]

Wear a white blouse, plaid skirt, and saddle oxford shoes and he'll probably cum in his pants within the first five minutes!

[Anonymous]

Dump him asap