There are known Milf spots. North shore Long Island has a good amount. Rare 650 on Thursday nights is one such spot.... Go the bar one night and hang out to see if its your crowd. Lots of neglected wealthy women who have nothing to do with their time, but go the gym, get plastic surgery and try to get laid when there husbands are away.
Rare 650 was the first place that came to mind when I read Massey's post.
Used to go there about seven years ago with my buddies, mostly to play wingman but wound up smashing a few North Shore house wives. One was Italian and I took her to the Meadowbrook Inn down the road. Banged her for three hours then when the call came that time was up she asked if I'd pay for the rest of the night and let her crash there. A little weird but I said why not, she a good fuck.
Did a Jewish girl in her car. She got me hard with her hand while we were making out then slid her panties off and climbed on bare and basically raped me until she came at least twice. My lap and the seat were drenched. Dumped a load in her.
Never saw either one of them again.