I had been FWB with Emily for 3 months. We've gone from condoms to no condoms, but she didn't use birth control, so I always pulled out. She was a strict tracker of her menstrual cycle, so she knew her ovulation days and we would still use a condom when the risk was highest.

One night we decided to go out together instead of just hanging out at someone's home, and that led to more drinking than usual.

Because it was 24 hours before peak ovulation, we decided to just have me pull out. We were having unhibited drunk sex when she said she wanted to "ride the fuck" out of me. I was sitting up against the headboard and she went from bouncing to grinding into me. She came once and I felt her wetness dripping all over me. She had her hands on the headboard, her tits were in my face. I had one arm wrapped around her, and another on her ass.

She moaned she was going to cum again, and the hand on her ass moved to start rimming her asshole. She moaned more and kept repeating, "I'm gonna cum, I'm gonna cum, I'm gonna cum."

Then she said the magic words: "Don't cum yet. Don't stop."

That always causes a short circuit in my brain and the reaction is to immediately cum. I grunted I was going to nut, and she said "In me. Cum in me. I need it."

She reached behind her to fondle my nuts. My finger went into her asshole. And I came so hard. That made her cum. We were in simultaneous bliss.

Once we came down from the high, she simply whispered in my ear: "It's a dangerous time of month. But that was worth it."

Thankfully our monthly reward of non-parenthood showed up a few days later. With that being said, adding in the risk of pregnancy to such an intense love-making session made it.