HELP I have Couple of questions. They may sound silly to some of you, but were else does someone ask?  
I have a ATF close to being a girlfriend. How do I ask her if she would do Greek ? Without insulting her.
2. If she says she would like to try it. What does she need to do ? Does she do a small dildo, butt plug? Or just have me enter her? She is petite, very small sweetest little ass you can imagine. So I do not want her to get hurt. My penis is about 9" so I am not huge. But she is small.  

approach.  Simply ask her "most favorite" things to do, sexually.  Then ask her "least favorite" things to do.  You will definitely get your answer without pressing her.

suggested it herself, sometimes on the first date.

If she hasn't suggested it, then forget it.   She's not into it and that's that.

lady you have been with, who will never mention it to you, but would be open to it.  You would have to PM me to find out who that is.

 
Hint, hint, she has a clit piercing.

the same tattoo I have on the small of my back just above my butt-crack . . . . ."Exit Only."  If you see this, the answer is that you don't even mention Anal.  

 
Seriously, I agree with the indirect approach.  You didn't say what her ethnicity is, and that can be a factor.  In the case of Asiancy girls, I have brought it up by asking one I was seeing if she knows of any girls at her agency that offer this.  Rarely, they will say they do either themselves or others) with some guys who are "small", but most will say no.  With Asians, best bet for anal is Thai girls, but 9" is going to look like a telephone pole to a 5-1, 95 pound Asian girl.  You will have better luck with Caucasian, Latina or AA Providers.

1. I personally against sodomy of any type incluead bbj bj. But have been told by many that do it.  
2. 9 inches is huge but guess you don't know how to measure it.  
3. Greek what asking just ask she say No just hung up anfld call the next one the lust.

1. I personally against sodomy of any type incluead bbj bj. But have been told by many that do it.  
2. 9 inches is huge but guess you don't know how to measure it.  
3. Greek what asking just ask she say No just hung up anfld call the next one the lust.

For me, I'm MORE LIKELY to be open to try greek with a long time friend or someone who considers me their ATF. Dont be nervous about it and it will help if you start by regularly dining at the o.... as a start for her to see how much pleasure can be had FOR HER in this area. Next, take her to the sex store or go on amazon and suprize her with the 3 pack buttplugs. I prefer metal as im mfind it easier to move against my skin than silicone which is frictiony EVEN WITH LUBE. Also grab lube lol. Remember this could take weeks of you getting together and making her want to explore other pleasures with you so be patient. When you guys have playdates ask her to wear the plug for you...start with the small one for the first month. IF SHE FEELS DISCOMFORTS FROM SIMPLY WEARING THE PLUG SHE MAY NEED TO ADJUST SOME OF HER MEALS TO INCLUDE LESS DIARY, FRIED FOODS, ETC. Maintain a gentle relationship with the O and Y and before you know it she may ask you tom put it in the O or if you ask she just might say yes and be prepared for it....at least it worked for me lol goodluck

You really speak a lot of Greek!   You should call yourself the butt-whisperer.  Lol

If you don't know how to ask your "ATF" about jacking up her ass then she isn't your ATF and more like your roommate.
Man, for god sake..Just ask her...
Now you're 9" and she's petite, then tread SLOWLY and carefully. But sensing how this was bought up you'll probably jack hammer her the minute you enter.
Some how. I feel sorry for your friend.