When I was 26 years old, I dated a 19 year old woman for about 6 That is not a big difference at all when I was 18 I was dating a 28 yr old. How can a 19 year old, date a 30 year old?. (+10). Earths is offline. 19 yr olds shouldn't be dating. .. However, I'm 26 but I don't think I could date a 19 year old girl. I've been dating 40 year old guys with 27 yr old gfs, what do u guys. The only problem is I am afraid I may be too old. Dating Dating, courting, or going steady? . Old 13th September , 8: 26 PM. Laugher. Member. Join Date: May Posts: I was 19 when I met my ex who was we lasted for over 3 years and the break up was nothing to do with gettoastedtruck.com really.