When I was younger I worked at a smaller hotel as a night auditor overnight. It was pretty chill, but I was the only employee in the hotel and so I had to do everything. When I had to leave the desk I had a portable phone so I could answer any incoming calls.
Anyways one night around 2 or 2:30 AM I think, it was completely dead and a guy calls down and asks for extra towels. I told him since I was the only one here, could he come get them. He said he really didn’t want to have to get dressed. I checked his room number and he was on the first floor not too far from the desk so I figured it would be really quick.
I got to his room and knocked. I heard him yell asking if I could bring them in. I started to wonder if the guy was disabled. I had a master key, so I let myself in.
The guy was stark naked on the bed with a massive erection. I was really nervous, but kinda turned on. He was a beautiful older (to me anyways. I was like 20 and he was like late 30s) guy, otterish with a furry body, full beard and balding with a shaved head. He was just starting to get a little gray. Honestly he was exactly my type at the time.
He told me to set the towels in the chair and I started to leave. He told me to hold on he had a question. My heart was pounding it my chest. He asked if I knew where he could find some action. I stuttered. It was the late 2000s so I suggested a gay.com chat room or one of the gay bars downtown. He frowned and said he’d rather not leave the room.
Then he went in for the kill. He told me he was hoping I could provide him with some extra services and that he’d happily pay for them. I was taken aback. This had never happened to me before (or since). I’ve always been a chubby guy and I was pretty awkward looking back then.
I didn’t say anything. I was still standing by the chair. He smiled and told me to come over. I just did, still nervous. He patted the bed next to him and told me to get in. I did. He leaned over and started kissing me and I let him. I’d had a raging boner for a while now and he could tell. He undid my belt and slid his hand down my pants and started jerking me off while we kissed. I did the same for him.
After a few minutes he pulled back from the kiss and told me I should suck him off. I nodded and did so. He was bigger than anyone I’d given a BJ to before. I have a bad gag reflex and he started kinda fucking my face and hit me in the back of the throat and I kept gagging. I think he liked it.
Anyways, after a bit he told me he was going to fuck me and said to lay on my back. He said he liked to look into a guy’s eyes while he fucked them. He wanted to make sure they knew who was in them. I nodded and laid back. I couldn’t really get my legs in the air then (or now), but I did my best. He asked me if I’d ever had anyone that big (it was a good 8 inches or so and a bit on the thick side). I said no and he smiled. He licked my ass to relax me then grabbed some lube and poppers. At that point I’d never used them. He explained how and I inhaled them.
I was immediately light headed but felt more relaxed. He started to finger me and it felt so good. Then, all of a sudden what was in me wasn’t a finger. A condom went on and he pushed in slowly. I moaned and whimpered. He told me he’d go slow and gentle-at first. He got deeper and deeper and was knocking on that second sphincter. And then he got past it. He started to fuck me faster and faster. I was moaning and whining. I wasn’t 100% convinced I was actually enjoying myself but the whole situation turned me on so hard I let it continue. I didn’t mind having uncomfortable sex with a hot guy during work hours at my place of employment.
Anyways, he fucked me for quite a while and it got rather rough. He stared me right in the eyes and told me not to close them. He occasionally leaned over and kissed me. There was something strangely intimate. Like I was not just getting fucked but I was making love to a total stranger.
But that’s not all, remember the phone? I had set it on the night stand. And of course it rang right in the middle of me getting my guts rearranged. He nodded to me and I reached over and answered it. The whole time he kept fucking me, though at least much more slowly while I was on the phone. The person was asking our rates and I said it depends on the day and that I was away from the computer doing an errand and asked him to call back in a half hour.
I hung it up and set it aside. He smiled and said that he’d better get busy since he had a deadline. He started pounding me hard again, maybe even a bit harder. After about 5 minutes of intense fucking he came while inside me. He pulled out and fell into the bed winded. I just lay there completely wrecked. It was the best sex I’d had in the year or so since I’d lost my virginity to a guy. After a couple minutes to get my bearings, I got out of bed and started to put my clothes back on. He told me he was sad he was only there one night. I agreed. I grabbed the phone and he told me to wait a sec. He pulled his wallet out of the drawer on the night stand and brought out 2 $50 bills and told me to take them. I felt sheepish and told him he didn’t need to, that it was my pleasure and that I wasn’t a sex worker. He insisted and told me he wanted to thank me for such a good time. He said he’d never done anything like this before and that the money wasn’t for the sex it was for bringing the towels. I laughed and took the money. I thanked him and left the room.
I still hadn’t quite processed what happened and walked back to the desk. There was a women there (it was now about 3:30 AM) saying she wanted to check out and was annoyed to have had to wait 10 minutes for someone to show up. I apologized and said there had been an emergency in one of the rooms.
Anyways around 6, it had gotten a little busier and that’s when my new friend showed up to check out. He was dressed like a lot of the business guys we got, polo and khakis with a black rolly suitcase. He smiled at me but we didn’t say anything about what happened. I got him checked out and wished him a nice day. He left and I never saw him again. I wouldn’t have even known his name if I hadn’t checked him out.
Anyways, I hope you like my story. It’s the only really interesting sex story I have. Most of the rest is just random standard hookups lol
Source: reddit.com/r/gonewildstories/comments/11obdsr/i_had_sex_with_a_customer_at_work_mm
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