With first anal it's all about patience
My girlfriend loves my big cock, but she always freaked out once it got too close to penetrating her tight virgin asshole. We've been dating for three months and pretty much tried everything in sex except for anal, so it was time to take it to a whole new level. It took me an hour of talking and gently playing with her anus, a huge amount of lube and maximum control to take it really slow and easy, but once I felt my cock deep inside of her ass.
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