"I don't know honestly, why don't you try this with John?" I pondered.John was her boyfriend at the time."You know he'll never go for this. He's not t...e real kinky type, not like you. I want my first time to be with my best friend, especially when boyfriends come and go. You've been my best friend for over ten years now. Let's just have some fun," she proposed.I still didn't know, so I ask her to let me think about it. Although, she was going to get her yes sooner or later. She did that a lot,. Then setting the napkin aside, I scooted up, straddling the back of Tim's legs and sat on them with my stiffy lying up his crack. I spread his moonlit cheeks again and pressed the top of my dick at his pucker. The tip depressed it for a split second before it opened to swallow my glans like a mouth sucking it in. I slid my hips forward, watching my stiffy disappear, and all the while concentrating on how it felt inside Tim. Warm. The main sensation was the tight ring of his sphincter sliding up. More

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