Exercise the same caution with this man as you would when considering sex with anyone else. Use protection against sexually-transmitted diseases (people in your age group have the fastest growing rate of STD's), and don't let him pressure you into anything you do not want to do.
As for the anal sex, in particular, go slowly and use LOTS of lube (in anal sex, there IS no such thing as too much lube). Also, after having anal sex, make sure he cleans off his penis VERY thoroughly before having vaginal sex. Going from anal sex to vaginal sex without first cleaning off will introduce fecal bacteria into your vagina that will likely give you a nasty infection.
Finally, none of us are as young and resilient as we used to be. Know there are some things you can't do quite the same as when you were in your 20's or 30's, and exercise a little basic common sense (mostly a matter of not rushing things too fast or pushing yourself too far).
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