Should i go on a date with him?

Do it

Ofcourse u should

👍 Go for it.

Be brave and put yourself out there. Wishing you a fun date.

Guess it depends on how long you've known the dude and how interested in him you are.

Sure, why not?

Give it a try

Yes, have some fun.

Go, and have fun.

Sounds like you are overdue. Get on it.

idk take someone with you if you question it

As long as you feel safe and there's other people around. Why not?

No, why enjoy yourself?

Years ?

What's stopping you ?????

I don't know - you didn't tell us anything about "him".

Use your best judgement.

You won’t know if you don’t try.

Yes

Yes

Go!