First he rubbed it into Dan’s ass, massaging his tight virgin ass hole so he would relax, then rubbing it onto his own cock. He lifted Dan’s legs over his shoulders and pointed his cock to Dan’s ass hole. Dan felt a dull pressure and then a sharp pain as Jake applied a little more pressure, he yelped and flinched to get away from Jake’s cock. ‘Do you want me to continue?’ Jake asked as he looked into his eyes. Dan thought for a moment then nodded his head ‘yes’. ‘Then relax and look into my eyes’. Again Jake positioned his cock at the entrance and started pushing. again Dan felt pain but he resisted the urge to flinch away, he concentrated on Jake’s eyes which were full of desire, and Jake managed to push the head of his cock in. He stopped moving and let Dan get accustomed to his cock. Dan, who had never had anything in his ass, felt surprisingly good- the pain had subsided and he was suddenly aware that despite the pain his cock was rock hard and leaking precum. As Jake started. I handed my coat to the waiter, then tried to look concerned. "You okay?"Tommy finished taking off his overcoat. "Me? Oh. Yeah, yeah, fine. I just… Just caught my hand on the… The chair. Silly, really." Oh, silly." I smiled. The waiter pulled my chair out and I carefully sat down. I didn't want to let the cat out of the bag just yet.Tommy's eyes were eating me up. "I love the way you're dressed." Just something I threw together. I probably should have dressed warmer, though. It's kind of chilly out tonight." I pulled my shoulders back. My nipples were aching.Tommy eyes jumped back up to my face and smiled that smile from lunch -- toothy, dimples. "If you want, I could sit closer." Sure, that would be nice."He scooted his chair around the corner of the table, so that his leg touched mine. "There we are, all cozy."I picked up the menu. "Here, we can share. So, what's good? " I pushed the open menu towards Tommy. He took it and started talking about pasta-this and insaladé-that, saying.
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