After Will left I laid on the bed, sticky with our combined cum. I had wiped some of it off but not all. My heart was still racing and my asshole hurt like hell! We had used plenty of lube but Will had stretched me to my limit. I had cum so hard that it shot onto my face and some had gotten in my eye. That is not a comfortable feeling! I got off the bed and walked gingerly to the bathroom. My right eye was very red and it hurt. I flushed it with water and it felt better. I had some Visine in my suitcase so I used that too and most of the redness went away.

I sat on the toilet for a while and messaged Zach. I told him exactly what had happened with Will, leaving out none of the details. Zach got very excited and told me he was going to jack off. I asked him to show me a pic but he wouldn’t. I needed a shower so I did that. I spent extra time cleaning my hole, it was really tender! After my shower I put my sweatpants and tee shirt back on and checked my messages to see if Zach had responded. He hadn’t but there was a message from Ben, asking if the guy I had chosen had actually shown up. I told Ben that he had, and that the experience was very satisfying. Ben then asked if I could handle another round. I hadn’t even considered being with more than one person on this trip but as soon as he suggested it I instantly got rock hard again! The memory of what Will and I had done was so fresh and I decided I wanted to get fucked again. I wasn’t sure if my butthole could handle more but Ben had sent me one picture of his dick and it appeared to be a little longer than Will’s but not as thick, so I figured it would be ok.

While I was chatting with Ben I got a message from Zach asking if he could come over and jack off. I told him no, mostly because I didn’t think I’d be into that. Then I told him I might have another guy come over to fuck me again and he couldn’t believe it! I told Zach that if he wanted to come over and fuck me I would cancel with Ben, but Zach said he didn’t think he could top another man. I said that was cool but I’d be busy for a while.

After asking Ben if he was ok with sloppy seconds he assured me that he was and said he could be at my hotel in 20 minutes. I cleaned my asshole out again while he was on the way. There was nothing in there but I wanted to be sure I was clean. I met Ben at the same door of the hotel and took the same elevator up to my room. Ben was much more talkative than Will was and asked if we could have a drink before we got started. I had a bottle of whiskey in my room so I went down the hall to the ice machine then made two drinks. We sat and chatted while we drank and one drink turned into three. Ben said he had recently been tested and would like to have sex without the condom. He looked like a clean person and had a paper saying he had tested clean two weeks before so I agreed.

Ben was a little smaller than me and pretty fit. He was descent looking, blonde, a good smile and trimmed facial hair. After my third drink I was feeling no pain and was hard again from our conversation. My butthole was also feeling ok so I asked if he was ready to start. He said yes and we both got naked. Ben’s body was really nice, not much hair. His cock was as advertised, about 7”, cut and about as thick as mine. Not nearly as thick as Will’s.

Ben asked me to get on all fours at the edge of the bed so I did. He came up behind me and began to eat my asshole. I had never had that done to me and I didn’t know what to think! It felt fantastic but I just kept hoping that I was clean enough for that. Apparently I was because Ben licked my hole for a long time, even sticking his tongue in there as far as it would reach! I really enjoyed that sensation!

After what seemed like an hour of Ben playing with my asshole I was really getting excited. I told him that I really needed him to fuck me! He hadn’t even touched my cock while he was rimming me which was probably a good thing since I was ready to explode. He grabbed the lube from the nightstand and squeezed a bunch all over my back side. I was still on all fours on the edge of the bed and he was standing behind me. He didn’t take it easy on me and jammed himself in all the way to the hilt in one thrust! I was loosened up from Will and all the foreplay that it didn’t hurt. It felt amazing! Ben started to fuck me like a crazy person, his hips were slamming hard against my ass as he pumped into me. I absolutely loved getting dominated by him! I didn’t touch my cock as I had two handfuls of bedding trying to keep by body from getting pushed across the bed! We never changed positions, Ben fucked me hard until I felt his cock tense up. He held my hips tight and pushed into me one final time. Then I felt a hot sensation as he dumped his load deep into my bowels! God that felt so fucking good! I was experiencing such euphoria that I didn’t even consider the fact that I hadn’t cum myself. Ben pulled his dick out of me and slapped my ass hard enough to leave a welt! I loved that too! I felt Ben’s cum leaking out of my ass and down the inside of my right leg, I felt sooooo fucking sexy!

I laid over on my side and looked back at Ben. He smiled but looked like he was a little sad and ashamed. I asked if he was ok, he said yes but that he needed to go. He put on his clothes and left without another word.

More to come.