I applied a good amount of lube to my index finger and proceeded to rub it all around his anus. Once it was slippery all around his asshole and his bu...t crack, I gently inserted my finger. He moaned as I poked gently in and out. "Does that hurt?" "No, not really.”I pulled my finger back out and applied more lube and spread some over my other fingers. I gently inserted my finger. But, this time, I pushed it in a little further and then pulled it back out repeatedly. After a few minutes of this,. “You still want to try this?” I asked.Nicola gave an almost imperceptible nod. I picked up the lube and slathered it over my cock and moved forward again and rubbed the rest around her hole. When I struggled to line up with my target and holding her cheeks apart, Nicola reached behind and held herself open for me. I pressed my head against her bum and nothing. I pressed again, harder increasing the pressure. I felt like I was wincing, Nicola was wincing. I was about to give up when she opened. More

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