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Honestly, It has everything to do with the trust factor and the finesse of the man and the level of relaxation for the woman. Not trying to brag but I'm a comfortable 8 1/2 inches and with the right encouragement and a HIGH TRUST factor any woman can get into anal. I've only been with 8 women and three of them told me they would never do anal, a month or so later I'm pounding it out.
I would also recommend you not try it for the first time until you've helped your lady to an earth shattering visit to O-town. That tends to put them in the perfect state of relaxation. Also serious clit stimulation is a must for most women either with a vibrator or fingers....
Of the 8 women I've done it with, two of them were anal champs and took it like they needed it. So chin up and asses up ladies...give it a shot...
Any more Q's? I'm here all day...
-RB