It was 3 months since we broke up when I saw Kate again. We had remained in contact, and decided to take a vacation together to a historic east coast city. One night, after seeing the sights, we were back in our hotel room. She was lying on the bed looking at instagram pics on her phone. I started kissing down her body, and she let out a soft exhale. I kissed up her legs and thighs, then removed her shorts and panties. I loved going down on Kate. She usually kept her pussy shaved around the lips, but left a bit above. I told her she didn't need to put down her phone, and I started kissing her around her pussy, then gave it a soft lick from the bottom up to her clit. She let out a little moan and spread her legs a bit more. I continued to lick around and her lips and up and down her pussy. Kate let out a few good moans, put her phone down and I kept at it. After a few minutes, she reached her hands down and spread herself open, not just her pussy, but her asshole as well. I know from past experience this meant she wanted a finger in her ass, which I usually did by first rubbing one through her wet pussy, and then sliding in. But not this time. Kate was fresh out of the shower when she started laying on the bed, so I took this as an opportunity to give one soft flick of my tongue across her asshole. Kate's head tilted back a bit and she let out a little moan. Seems she may have enjoyed it. I went back to licking her pussy for a bit though, and then gave another pass over her clean, tight ass. Another moan. I licked her pussy a little more, then gave my full attention to her ass. I didn't stick my tongue inside, but I licked up and down, and did circles around the hole. Kate moaned hard, arched her back and slammed her fist hard into the bed, almost as if the sexual build up was becoming too much for her to bear. I kept at it a few more seconds, then she told me she wanted anal. This wasn't entirely new for Kate, as she and I had done anal before, always at her request. I got up and my cock was throbbing. I don't have the biggest dick, just over 6 inches long, average girth, but I do get rock hard. I grabbed her by the ankles and pushed my cock head against her asshole, until it slid in. I slid about an inch more in, and gave Kate a chance to feel it and relax a bit, before sliding in another 2 inches. Kate is moaning now. I make a few in and out thrusts with the 3 or so inches I've given her, before sliding the rest of cock inside her, letting my hips press against her. For a few minutes I take long, slower strokes, letting myself almost come all the way out before filling her tight ass back up. Then, I tell her to get into doggy, and she obliges. I shove by completely rock hard cock inside her ass and start pounding her. She moans more, both with pleasure and with pain. She had brought a vibrator, which was beside the bed. She grabbed it and started rubbing it up and down her pussy. I could feel the vibrations through her body as I continued to pound her. She told me she was going to cum, and that's when I started cumming right inside her tight ass. Her legs started to quiver, and even though I had just shot hard inside her, I kept pounding her as well as I could. She finally stopped and I slowly pulled myself out of her ass. I gave her a kiss on one butt cheek and collapsed over on the bed. A huge wet spot was left on the sheets where her pussy had gushed from the combination of my cock in her ass and the vibe on her clit. I gave her a kiss and she wrapped her arms around me with as a content smile spread across her face. Kate and I pretty much stopped talking after that trip, as we lived in different states and she was ready to move on. I still think about that night, and how badly I'd like another chance to lick both those holes again.