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I think it's weird he wanted to do that stuff with girls younger than his sister. I can not ever feel an age difference when with him unless he starts talking about 80's movies or music way before my time but other than that it is great.I couldn't imagine dating someone more than a year younger than me, because my sister is three years younger than me & anyone younger would be a kid (kind of like your point about your "baby" sister). While it is odd, being an adult and still having to deal with parents. I find it way better than when I was with guys my age or one or two years older than me. That is usually how most couples are, most couples are usually dating someone with a 3-5 year age difference.

If the boy/girl goes to a different state he can be prosecuted depending on the age of consent there.

A new college grad isn't completely settled down yet and/or financially stable.

This is primarily because girls usually go for older guys (hence the 5 year difference in your scenario).

My boyfriend and I have been together for three years (15 & 23 when we started dating) he's always been really good about not pushing me.

so, my friend's ex is about to turn 23 in july. apparently, he dumped her to start dating a high school senior. she turned 18 in october, and he was dating her before then, when she was 17.

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