I've never had sexual relations with a woman older than me (at the time). I hope that trend continues...
Well, my girlfriend is almost exactly one month older than me. Long story short, for one glorious month in high school, the things she did to me were oh-so-illegal.
Who the hell gets that desperate. Although making a porno with Barbara bush might get you a fan base.
Back before the military banned good porn from their bases (except Playboy and other soft-core weak mags) we found a "Women over 50" mag while deployed to Bosnia. We slipped it into our commander's sleeping bag as a practical joke. The plan was we would all be sitting around in the tent when he got back from his late briefing. Then we would all act appalled when he got ready to climb in and that mag was displayed in all it's wrinkled glory. Of course we would take pics of his embarrased face. However, the meeting was cancelled and he got into the tent first while we were all in the chow tent. But it would have been classic! Yeah, you don't want to be a popular Commander/Firt Sergeant in a tent full of NCO's. We are known to kidnap them in their sleep, cover them with shaving cream, and tape them to trucks and drive them around.
