Another first time anal... [m/f] | 2016

So my bf and I have been enjoying anal play for about a month and a half. We've had fingers, plugs, and dildos (oh my!) up my ass numerous times with only pleasure and joy to report. Penis in butt was something we had planned on doing eventually, but we weren't in a terrible hurry. It seemed like a "down the line" thing.

Well... last night we were enjoying some show and tell. I was fingering my ass and when I was able to get two fingers in with no trouble, I told him we should give it a try. He asked if I was sure and I told him that if I could fit my dildo, we would do it. I quickly covered the dildo in lube, and carefully pushed it into my ass. I relaxed very quickly, and smirked at him as I effortlessly slid the dildo in and out of my ass. When I asked if he was ready, the look on his face was adorably priceless.

He slowly knelt between my legs while I got comfortable in the armchair. I watched excitedly as he lubed up and got into position. While I inhaled and exhaled slowly, he placed the head of his penis against my anus, and he slowly started to slide in. It went in effortlessly with no discomfort, and he started gently fucking my ass. We were both in disbelief that we were really having anal sex for the first time and it didn't take long for us to move faster and grind together. Between his cock in my ass and the vibrator against my clit, I came hard and fast. Shortly after, I felt sensitive and uncomfortable so I had him pull out and he quickly jerked himself off.

I feel like we probably could have just added more lube and kept going, but it was our first time and I didn't risk a problem. I'm extremely excited to try it again and foresee many ass fuckings in my future. Today I'm occasionally texting him and teasing him with thoughts of me riding his cock. Mutual frustration is kind of my specialty.