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I wasn't sure it would fit in Jane's ass without causing her discomfort, but eventually, I could get about half way in and fuck her ass for a short time before I would cum. The first time that happened, we were staying over at the home of some friends after a party. We had a mattress on the floor to sleep on, and we had had a few drinks. As we were lying naked on the mattress, I began to rub my dick in her ass crack and then tried entering her asshole. Because she had had a few drinks and was very relaxed, It didn't take too long for me to be about half way in and gently stroking in and out. When I was ready I came in her ass. When we awoke the next morning and were still lying in bed, I started thinking about what had happened the night before and I got really horny, so I entered her ass to about half depth again and fucked her until I deposited another load in her tight little asshole.One night, Jane was on her knees and elbows in front of me on the bed as I was fucking her doggie. Her body was truly spectacular and my eyes could not help but try to examine every square inch of her. While I was taking in her physical beauty, I was reminded about our online connection, and the ways in which we had brought each other to orgasm solely through our imaginations (and masturbations of course): texts, phone calls, and a few pics always seemed to more than enough to do the trick. The incredibly creative and vivid fantasies we had shared previously flooded my mind again as I lowered myself between her legs. She was still so wet that I didn’t need to guide my hard cock into her, instead, simply rubbing the head against her incredibly swollen clit caused her to arch her back and I slid right in. Oh God, it felt so incredibly good to go all the way to the hilt the first time I entered her! Her hands still bound, she used her legs and hips to draw me in deeply, keeping me in as deep as I could go. She wrapped her legs around me and started grinding her clit against me,.
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