Well, I decided I'd Post This Here just to see what you fellow ladies think..

First of all, I am a 27 year old black female(virgin), who really hasn't put herself out there on the dating scene, due to self-esteem issues(12 years of my school years being heavily bullied for not being like my peers) and a Overprotective Sheltering Mother, but now that I'm 27 I've decided enough is a enough, if my Mom(45) can go with a guy one year older than me, she can't say a thing about me finally going into the dating scene and wanting to look pretty and cute for a change.

A Fellow Employee of mine suggested that I try online dating...Now I'm one of the nerd gamer type like girls, who really is happy and peppy most of the time(IF I take my iron pills like I'm supposed to), I also look ALOT younger than 27, people assume I'm 19 or in my early 20's, for years I've seen this as a set back, but now I've started to see it as a advantage. I'm also a Web Designer, eventually I will move from the town I'm in as it really doesn't cater to technological degrees.

Met this guy on OkCupid,(white, 31), very handsome, one of those "bear" types yanno. He's into anime/gaming, conspiracy theories and other silly things in nature, like I am. He renovates and refurbish homes and sells them, by night he works for Uber Eats. So, he always keeps himself working, something I like. He was very excited to meet me, so eventually we do meet after I get off of work..

We had dinner, we went to a Thrift Shop, had Boba Tea, it was my first date and I enjoyed it, I was happy and genuinely smiling, he was shy at first, but as the date went one he got more confident and relaxed as he could see I was clearly having a great time. Last Date I've ever had was 10 years ago, it was a Prom Date, and it was more of a Trashy Club Party, than a Prom, so I don't really consider that day a date. But, I had fun with this guy I met online.

I also had my first kiss that night, don't know if it was too fast, but I did enjoy it...However he has told me about his past, he was once married when he was alot younger. His Parents are also Massive Bible thumpers and don't allow him to come to family visits, due to his previous wife being Bi-Sexual, as a Christian myself, I think it's appalling what they did to him.

What Advice Do You Ladies Have? Is it possible to find the right guy for the very first time or should I date more first(he's told me to take as much time as I need) Also for his past do you think I can do something about it, what should I do? His Birthday is coming up soon, should I do something for him or not(I've been thinking of baking him a cupcake)? Sorry if I'm asking alot of questions but this is a new and alien experience for me.