Search Results: should i ask him out relationships

So I’ve known my friend for a year through college classes, but we’ve only been friends since December, along with 2 other people. The first semester we met she had a boyfriend and I was getting over a serious 2-year crush so wasn’t interested in a relationship, but I knew I wanted to be her friend. I asked her, but she said no to being friends cause of her boyfriend. I was a little disappointed, but accepted it. The next semester we met again and started talking and hanging out more before our classes. I wasn’t going to be friends with her since I remembered she had a boyfriend and said no, but then I found out she had broken up with him and decided there wouldn’t be any harm in asking again if she wanted to be friends. Around this time I also noticed I was developing feelings for her. I emailed her saying I enjoyed spending the two semesters with her and asked her if she wanted to be friends and gave her my number in case she did. Few minutes later I got a text from her that said and I quote “I really enjoyed spending the semesters with you too and I’d love to be friends with you!” Since then we’ve been texting all the time, but haven’t been able to hang out since becoming friends cause we’ve both been busy. I want to tell her I like her and got her a Valentine’s present (a mug that says “you’re the best” and a small box of chocolates). I’ve read/heard that it’s better to get your feelings out in the open asap, but we’re also still getting to know each other, so should I go ahead with telling her I like her or wait a bit and do I still give her the Valentine’s gift?

So I’m at a bit of a crossroads, and thought I’d ask on here. To get right to it, I’m 30 and have no dating experience and never been in a relationship. Usually on Valentine’s Day, I go to the casino to play slot machines while I drink and vape THC oil as it helps lessen the blow that I’ve been alone my whole life. But just the other day, I heard an ad on the radio that the station airing the ad is hosting a singles mixer. Now I can’t decide what to do, but I am reluctant to go to the singles mixer because I feel like where I’m at in my life will get me written off by all women. Not only do I have no experience at 30, but I also still live at home with my parents, all I do for work is deliver for DoorDash, and I don’t have any friends. Asking what you do for work is one of the most common icebreaker questions and saying that all I do is DoorDash at 30 is more than likely gonna get looked down upon. So maybe I should try and improve these aspects of my life and go next year.