She went after me

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Because of our society and me being, well me. So this caught me abit off guard when a girl contacted me online and was rather clearly interested in me. Normally I'd suspect spam, but no she's an actual person and we've had some talks and all that. Though I am as awkward with women as ever, but still managed to get a date with her so thats something.

Was a nice confidence boost though. Even if just one girl, its been a very long time since a girl made an effort to talk to me. Luckily I'm somewhat better then last time, when I was so down on myself I was in denile that someone found me desirable.

Only real downside is she is alot younger then me. Legal age for where I live, but just barely. Our familities wouldn't exactly approve

I don't think most people would approve. You're 23. She's, what, 16?

If its legal I wonder why not.
Why would it be any better if they were both 16?
Then it would seem to me more likely to result in irresponsible pregnancy.

Hypothetically.
I am not imagining myself in that situation or otherwise interested,
and certainly concerned about people thinking otherwise.

for my family its more about how young she is then the age differance itself. My grandparents were ten years apart and happily married until the day my grandfather died. Compared to that 7 years isn't that big of a deal. We believe chronological age is ultimately a very minor thing. Two years from now when she is 18 they wouldn't bat an eye. But they worry about the implications. The trouble that can cause.

Make no mistake I wouldn't enter a serious relationship with anyone I didn't find mentally mature. Which I need to spend time with her to find out. Teenagers tend to be, well, stupid. But she seems to be past that point in her life. Long as she is mature enough for a relationship I dont see why age matters

I think that the age difference between a 16 year old and a 23 year old is much greater than that between a 37 year old and a 44 year old, because a difference in years doesn't tell the whole story.

I have read posts on this forum from 17 year olds that suggest far greater maturity than some 55 year olds. No one is perfectly mature in all areas and I think it is the responsibility of all people to behave in the most mature manner that they can. To not do so is... well... irresponsible. There is a good chance that you have more experience and than a 16 year old so you need to make sure you do not take advantage of a choice she makes out of inexperience. From what you have written, I suspect you have this maturity.

I will quibble a bit on one statement you make:

Women my own age don't look twice at me.

I like school girls.

teen girls liking guys in their 20s is a novelty, they feel "cool" to have an older boyfriend to show off - and it wears off as they grow up.

Yeah 7 years isn't that much difference on the scale of things. The reason people don't approve of it is because of the maturity difference. It doesn't matter for your grandparents because probably they were both fully grown adults when they got together. Not an adult getting into an adolescent.