I asked Sir why he wanted to date me when we first met knowing I was a hard limit no anal girl. His answer was that he knew he could convert me. Of course, he did not say that to me when we started dating. I'm sure our vanilla BDSM sessions (LOL) would have been enough for a while, but my no anal line in the sand would eventually become an issue between us. Looking back, I'm happy that he did not take the typical, arrogant, "I'll make you love anal", approach with me. Instead, he built my trust and quietly added more and more anal stimulation to our sessions. Initially, I would brush his fingers or toys away from my ass, but as I became more comfortable with him and the sensations, I let him do more and more. Now I crave our anal play sessions. I guess you can say I'm hooked. This vid is the first night I let him really take my ass including my first anal hook experience.
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