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My breath was suddenly shallow but my cock started pressing my boxer briefs. I nodded as he leaned in and kissed me lightly, at first. Sweat, his subtle cologne, and our need seemed to swirl. My mouth parted and his tongue slid in. I moaned as his hand caressed my cheek.We looked at each other like horny teenagers as we walked to the elevator in the condo building, unsure whether to grab each other’s hand, not knowing where it was going but wanting it to continue. The elevator arrived and people stepped out. As the doors closed I kissed him and then asked, yours or mine.We went to his.To his great credit, after he locked his door, he sat us down and looked at me. Really looked at me.“I have to know you are okay with this. I have to know you want this.”I was going to try to make a clever remark, but for once my internal censor kicked in and helped me. I took a breath.“Yes, Philip, I do. I want you. We can talk about the rest of it later, ok?” He smiled and we moved to his bed. Kissing. After about a minute, he got close behind me, his left hand reached forward to grab my shoulder as his right hand helped his head angle against my asshole. He began to press it in and maybe got the head in before I said "Owwwww! Stop!" and he pulled out. "Did that hurt, baby?" "Yes." His fingers began to rub my ass gently. "Relax, cutie. Relax all of your muscles." The hand on my shoulder began to massage it as he began to finger my ass gently with his middle finger. "Keep relaxing, baby... That's it..." he inserted another finger and fucked me slowly and gently with them. "Stay relaxed sweetie," he said as he quickly removed his fingers and replaced them with the head of his dick. It was significantly wider, but with him commanding me to relax, it didn't feel as bad this time. "Ohhhh yes, baby, stay relaxed," he reminded me as he got his head all the way in and began to work on getting the rest of his cock in my ass. It began to hurt again, but I kept reminding myself to relax..
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