First time being a real bottom on a work trip

by MikeTallow

25 Jun 2023 5134 readers Score 8.9 (86 votes) PDF Mobi ePub Txt


For years I have been talking to guys online. I'm married and have always had to be discreet so meeting up has been sporadic at best.  I've met up with a few guys and gotten blow jobs over the years. I've used toys on myself and have always wanted to get fucked by a real cock but have always chickened out before the deed could be done. 

I was going away for a few days on a work trip with a hotel room to myself. I logged into a site i use to talk to other guys with the hopes of finally talking myself into going all the way. Another married man in the area i was going to, Bob, had a great looking seven and a half inch thick cock in his profile. We started chatting and the conversation started going great. We were available at the same times, he seemed friendly, and he said all the right things to make me feel comfortable. We planned on him coming over around 7 on his way home from work to my hotel room. 

Throughout the day I kept checking in with him. I kept pumping myself up trying not to talk myself out of meeting up and finally going through with getting fucked by a guy. I snuck into the bathroom at work and jerked off to his cock picture to clear my head. My mind wanted me to back out but I kept the conversation going and the meeting scheduled. 

After work, I headed to my hotel, knees shaking and heart racing the whole way. I grabbed a quick bite, hopped in the shower and cleaned everything up really well. 

As soon as I got out, I looked at my messages and he was on his way. I had given him the hotel but not the room number yet in a last ditch effort to stop myself from going through with this. He messaged me that was at the hotel so I told him to go to the floor I was on but still no room number so I could watch him walk by to ease my nerves that he wasn't a serial killer or something just as silly. 

I watched through the doors peephole as he walked by my room. I was terrified but he looked sane. A message came through and I was honest with him about being nervous. He reassured me that he was sane, nice, and would only do what I was comfortable with. 

With my knees rattling and my heart coming out of my chest, I opened the door and called for him from down the hall. No turning back from here. 

He came into my room and was dressed in his business pants and button up shirt. As he came in i closed the door and locked it. Wearing only my boxers and a shirt, he hugged me and asked me if I was okay and if I wanted him to stay. I said yes so he sat on the couch and started to methodically undress. He asked if I wanted to get naked and i immediately took off my shirt and boxers while I watched as he took his time making sure everything was folded and set aside. He stood up naked and came to me. He held my cock lightly and I led him to my bed. 

I sat down on the bed with him standing in front of me, his cock even bigger and better looking than in his picture, and I grabbed it. At this point I've only ever gotten blow jobs, never reciprocated, but was honest and told him. I jerked him off for a minute while he kept reassuring me that we could stop if I wanted. At this point my cock was rock hard and my asshole aching to feel him inside of me. I told him I wanted him. 

I'll never forget the smile that crossed his face. He turned me over, spread my legs apart so he could access my ass, and pulled out the bottle of lube that he brought. This was my last chance to stop before I couldn't anymore so I shoved my face onto a pillow and pushed my ass up a bit more. I felt the lube pour onto my ass and his fingers rub it around and inside. I heard him rip open the condom and I looked back and watched him put it on his hard dick. Once I was sure it was on, I put my head back into my pillow and held my breath. 

Then I felt it. My God it felt amazing. 

His huge cock pushed into my eager asshole. I breathed into the pillow and clenched my fists as I felt him slowly push in a few times to open me up for good. He was incredible. He knew exactly how to grab my hips and pull me closer to edge as I kept creeping further onto the bed with each of his thrusts. 

After a few minutes, I him if I could lay on my back and he obliged. As I turned onto my back, he grabbed my legs, put them over his shoulders, and pulled me far enough over the edge of the bed so he could have full access. 

As he fucked me, I kept thinking about how amazing this felt and my mind was finally wiped of the guilt and nervousness. 

I didn't say much but I kept watching his cock pump in and out of me in ecstacy. After a couple of minutes, he paused and bent over to suck me a little. He looked up and said, "this isn't the first time I've sucked a cock". I started to get hard again in his mouth. Once he was reassured I was enjoying this, he turned me over and told me to put my feet on the floor and bent over the bed. I obliged. 

He fucked me hard. After what felt like 20 minutes of him using me for his pleasure, he pushed down onto my back with his full strength and let out a hottest grunt. 

I felt his cock throbbing in me while he came. He held me pinned down and pumped hard but slow a few more times to make sure he was as satisfied as possible. 

When the pressure left my back, I turned over and watched as he removed the cum filled condom and said, "don't worry, it's all in there".

I laid there, finally used by a guy and happy that I was able to please him. 

He slowly got cleaned up and dressed.

After he left, I laid in bed on the wet lubed sheets and came harder than I ever have before. 

by MikeTallow

Email: [email protected]

Copyright 2024