I took a little peak over to see his face and his eyes were closed as tight as they could. I kissed him behind his ear and whispered, "Shhhh...it's ok baby. Daddy's going to take good care of you." while my hand slid down his body again. This time instead of going down his ass crack, I pulled the thin garnment out and to the side. "Help Daddy out and hold this," I whisper and he complied. I reached over to the night stand and got out the lube. I prepped my cock and with a generous amount I slid it between his ass. Feeling his rosebud got me so hot. But I wanted to savor it. I felt him try to resist, but it's no use. With the lube doing it's job, I entered him and felt his anus walls tighten up. Smiling I whispered, "It's ok baby, Daddy's going to treat you real nice. If you keep doing that, it might not feel to comfy when I stick my cock in your pussy." his body tensed again. My finger danced in his ass, slowly fucking his hole. I could feel him grip the sheets with his free hand. I. Curvy, not too much make up, olive skin, wavy hair and glasses??! Fuck! She looked good!She said thanks and I replied, “Looks like you’re the one that almost missed the opportunity ... enjoy and take care”I turned around and walked away as I heard, “Hey thanks, man!” “No worries” came out next as I raised my right arm to say good bye not turning back around. As I said before, I’ve learned a few things... In this case, not seeming desperate even though you know you aren’t. I took a few steps towards home as I turned around and shouted“Hey, hold up!” A quarter block away, she turned around instantly which boosted my ego.As a got within a few steps of her I said, “Give me your number and I’ll ask my guy if it’s OK for you to reach him. If he says yes, I’ll call you with his info.”As I pulled out my phone she looked at my hand and told me to put it away.I thought to myself, wow, as she explained, “I’m old school, let me see your hand” I extended my other hand as she pulled out a sharpie.
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