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He walked away momentarily, only to return with a bottle of some sort of oil. I felt the cool splash of the liquid fall at the top of my butt, and drizzle down towards my virgin hole. His fingers began to work the oil into my skin and massage my ring. Diligently, he began to press his finger inside of me, and lubricate my rectum. He had just one finger inside, and it already felt I was being split open. Thankfully though he took his time and let me adjust as he worked. Eventually, he pushed a second finger inside of my tight opening. I had to readjust, and relax as he began to saw them in and out of me.When he was satisfied that I was thoroughly prepared, he withdrew his fingers and and positioned his cock at my entrance. Miraculously he was still rock hard, and ready to begin the process of taking my anal virginity. Slowly and methodically, he began to feed my tight ass more of his long, thick cock. I could feel myself being split open, but the pain only added to my pleasure and I. Shortly after I sat down, the next hand finished, with my girlfriend being the loser. The winner was her first boyfrind from highschool, Darcy. i guess the deal was whoever won could either tell the loser what clothes to remove or do it themselves. Darcy told my girlfriend to stand up and turn around. i noticed as she stood up her pussy was wet. Darcy stood up, wearing his pants and i assumed under wear. Approached my girlfriend and put his hands on her shoulders. There was at one time a little history with these 2 when she was 15. they dated for about 6 months at the time and at one time, during a dirve-in movie they were at, they were kissing and doing some heavy petting. His was the first cock my wife ever squeezed or touched. she had done it through his pants and after feeling how big he was, she got real scared and that was it for the night. now as he touched her shoulders, she gasped, out of excitement and nervousness. He proceeded to rub her shoulders, causing her.
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