Ok, thanks one and all for the worthwhile advice.
Last call for a few more tips? Anal sex tips....anybody, anybody????
I have managed anal with all my girlfriends except one, and that was because she was always worried about infection. I don't blame her, and I said no more about it after we talked openly and honestly about it one night.
Some will try it not knowing what to expect, and either have a good experience or a bad one, but some expect it to be great the first time and it isn't for one reason or another.
My advice is as per Fox. Toy the area first (finger or small dildo), lube it up, stay hard and go slow.
Cleanliness is next to godliness, so make sure you're clean and she is too. And that's were the passion dies for some. Also, first time, make sure she's in the doggy position, with ass higher than back. That way poop gets dealt with by gravity and then no brown pole
But don't get your hopes up. If she's never done it before it can also be very tight and that, depending on your girth, can make it painful for both of you, hence the toying first. Also, if it's not loosened up first, that can reduce the blood flow in your cock and you loose the erection, then it just becomes a weird feeling with no pleasure for either of you.
I had one girlfriend that had a nut allergy - wait for it, there is a connection - and she accidentally ate something with nut oil in. She was then on antibiotics and that affected her pill, so vag penetration was off limits, but she suggested anal and I thought "hell, why not". It was unprepared sex, so no time to flush the pipes, and we were in her car, but we went for it anyway. I can tell you this much...no brown pole and little or no toying and it was still great. I found out after that it was her first time, but she felt no more pain that when she lost her virginity. After that we went anal every other time. Mind you, she was a randy little minx. I miss her
My message is simply this, try to be prepared for the first time and remember the lube; but if it's good you'll find your rhythm and what works for you both for subsequent anal adventures. Happy hunting