I met D on a dating app, and after some flirty back and forth, along with a few picture exchanges, I learned that I had given him the perfect nickname.
I was working the night we were supposed to meet up, but it worked out because he showed up at my bar for a casual meet. Thankfully, he was just as cute in person as in his pictures. Tall, handsome with strong shoulders and arms. If you haven’t noticed a trend, they are sort of my weakness.
I’m going to mention that he was black for no other reason than some people might be interested in that detail. For me, it really didn’t matter, though I have to admit he is the first black guy I’ve ever slept with. Which kind of gives away the rest of the story.
After I closed, we went back to my place and did every dirty thing you could imagine. Honestly, he was pretty amazing, and I fell asleep with a happy, satisfied smile on my face.
I woke up also smiling because I had already felt his strong hands caressing my body. I pushed my naked ass against him and could feel he was already ready to go. And then, he did something that woke me up quicker than any energy drink. He pushed a long, wet finger into my asshole.
I felt the air rush from my lungs, but after I recovered from the initial shock, it actually felt terrific. He rolled me onto my stomach, and his tongue went to work as I moaned into my pillow.
Did I mention he was big? Let me reiterate; he was fucking enormous. Probably the thickest I have ever been with, I felt him press the head of his cock against my spit-lubed ass. My nails dug into the mattress.
He was only partially in when we realized this wasn’t going great for either of us. From my prone position, I pulled open my nightstand drawer in hopes I would have some lube. Fresh out. I didn’t have any condoms left in there either, but we already knew that part.
I was ready to settle for some shower sex when D popped up and said that he would be right back. So I laid there, super naked, with a red, wet asshole, patiently waiting for him to return.
It didn’t take him long to return to bed with a half-full bottle of olive oil. Don’t get it twisted; I don’t cook. Like, at all. My Mom left it when she came over once. Thanks, Mom…
It didn’t take as much convincing as you would think before my ass and his dick were covered in olive oil. Not to mention my now stained sheets.
It did the job, though, and with a bit of patience, I felt his balls bottom out against my pussy. Once he got a nice rhythm, I moved two fingers to my clit and actually came before he did. Three days later, I still have a little trouble getting comfortable when I sit down, but at least I found a new use for olive oil!
Source: reddit.com/r/Erotica/comments/xr52wn/confessions_fm_anal_wakeup_call