I did this once. My fuck buddy had messaged me and let me know he would be in town in a few days. Unfortunately, I couldn't host at the time. So we made plans to get a hotel room for the night. We got to the hotel room early. We both showered and had a few drinks before we got down to business. After we came, he had to leave. I had the hotel room to myself for the night and I was still horny, so I setup a new anonymous account on Grindr, changed my profile to say I was a traveler in a local hotel for the night, face down/ass up. I started getting messages right away.
I had a college student come over first. Once he was gone, I saw another college student who was interested in rimming my ass before he fucked me. He came over, rimmed my ass and eating the other guy's load and then he fucked me with his curved dick. This was the most prostate-intensive fuck I had ever had. The curve was just right that his dick hit my prostate each and every time. I was leaking precum like crazy. After he came, I found another guy to come over. This guy was a 'straight' married guy who was leaving work and wanted to get off before going home. He came over, got off and left. Next was a trucker who was staying at the hotel next door. He came over, got off and left. Next was another trucker who was staying 3 hotels away (they were all very close to each other). He walked over, rimmed my ass, fucked me and left. After he left, I started talking to this guy. He was a black guy who said he was hung. I gave him my room number but he said he was waiting on his friend to show up. As a joke, I said to bring his friend. I didn't expect him to do that, but about 30 minutes later, he messaged me and said they were on their way. Sure enough, they came over. I sucked on one while the other would fuck me. His friend (I'm guessing it was the friend) was average in size. But the other guy was huge! They took turns, trading off between getting sucked and fucking me. Finally, the friend came first and then the 9" guy went to town on my ass. He pounded my hole and then started to cum. Once he finished, they both got dressed fast and left. I was wore out and went to sign off Grindr. I noticed a guy who I knew had been looking at my profile. I found this guy hot but we had never hooked up. I decided to chance it and I sent him my room number. He showed up 10 minutes later and fucked me. He was okay. Nice dick but didn't have much technique. He lasted about 3 minutes before he came. Once he was gone, I knew I had to get to bed. I signed off Grindr and passed out. It was lots of fun. I have thought about trying it again but I haven't done it yet.