yessir gif

“We’re going to need some of this,” she said, unscrewing the cap. “Lubrication,” she said with a smile, seeing the confused look on my face. She poured a generous handful of oil and slathered it onto my shaft and my balls. She spied the label as she set the bottle down. “Hmm…extra virgin. That’s the only thing in this house tonight that is virgin anything.” I laughed nervously. I remember now my clueless mom never figured out why her bottle of olive oil kept appearing in my bathroom.

“Jim! We can’t screw now. We just can’t.” I wasn’t thinking about fucking her, but I liked her use of the qualifier “now.” I didn’t say anything, I just spread her ass and nestled my cock deep in her ass crack. I pushed her cheeks together and began fucking her crack.

“Good girl, sissy! I knew you had it in you! And now, you're about to really have it in you!” She laughed at her own joke, and started to push. True to her word, at least she went slow. I gasped and moaned, feeling the huge, hot weight of her gradually stretching me open, relentlessly forcing her way inside. She grabbed hold of me, one arm wrapping tightly around my leg, her other reaching around to grasp my dick. She wasn't stroking me anymore, not intentionally, but as she began slowly thrusting in and out of my ass, working her way deeper, the effect was the same. It took her maybe five minutes or so to finish getting all the way in, pressing hard against my ass, grinding to make sure I was feeling every last inch she had to give.