As you might know from my second story, I got together with my girlfriend Emilia in March 2019.
After finishing university in June 2019, I started to work in August 2019. Being the new guy at my company I was surprised that after only three weeks of work I was offered to attend a congress in
London two weeks later. Alongside other coworkers of course but nonetheless I felt honored and accepted.
So two weeks later I flew to London with my coworkers. At the airport we took a cab to our hotel and checked in. Fortunately, everyone got his own room. It was a nice hotel in the center of London. My room had a feathery king-size bed, a big TV screen hanging on the wall and from the windows I had a nice view of the city. Could be worse.
On the first evening a networking event was scheduled to get to know the others. It was rather boring and from time to time exhausting to hear everyone talk about his/her important work. So I decided to
enjoy the open bar and after a few long drinks and more boring work stories the evening finally ended.
The next morning, I woke up tired and a bit hungover. Fortunately, the organizers seemed to have expected that and started the program in the afternoon. So while lying in bed I texted Emilia for a while and we decided to do a videocall. I managed to mirror my phone to the big TV screen on the wall so I could see her on the big screen. From her look I could tell that she had just woken up as well. She sat in bed in one of my white oversized t-shirts and her black panties. I was still undressed but lying under the sheets (sleeping naked ftw!). And yeah, I already had had a morning wood before the videocall started. And this view didn’t make it any better. Which she knew of course. “I bet you already have a morning wood” she said and laughed. “Mhm you gonna help me with that?” “You bet. Show me what we’re working with” she smiled. So I threw the sheets away and directed the camera directly to my hard cock. “Oh wow. I can’t let you suffer with this one can I?” she laughed. She pulled her t-shirt up to reveal her perfect tits only to let the t-shirt fall down again two seconds later. “Emm!” I plead. She just loves to tease me. “Okay okay” she laughed and pulled the t-shirt off. She sat topless in front of the camera just wearing her panties. God, on that big screen that view was stunning. I pointed the camera directly at my cock and slowly started to stroke it. She loves when I do that. She started to massage one of her tits. “God, I want you so bad right now” I said. “Guess you’ll have to wait” she teased. Her other hand trailed down her body and went into her panties. “God I’m so wet” she moaned. She started to rub her clit under her panties. We both continued caressing our private parts and moaned softly. After some time, I started to stroke my cock a bit quicker while my eyes were fixed
on the big screen on the wall where Emm was fingering her pussy under her panties. “Let me see your pussy” I plead. “Your wish is my command” she laughed and slowly peeled off her panties. She spread her legs to show her freshly waxed pussy. And not just that. As she peeled off her panties, I saw something round and shiny. Damn that girl had been wearing her butt plug all the time we chatted. I just love this girl so much. That view was so insanely hot that I just kept stroking my cock and moaned.
I must have been completely in the zone because I did not hear the beep at the door and I did not hear someone coming in. But suddenly a hotel maid stood in the doorframe and looked directly at me. At that moment I was lying sprawled out on the bed completely naked without sheets and stroked my hard cock while filming it with my phone. She just must have thought “wtf.” Her eyes went wide, and she threw a hand in front of her mouth. I was also completely taken by surprise and shocked. I threw my phone on the bed and hit the “mute microphone” button. I looked at her. “Oh my god I’m so sorry” I said. “No, no, I’m sorry. I … I’ll just … come back later” she stuttered. Her face was bright red as she turned to leave. Now I don’t know what hit me. I can’t explain even after all this time. I called out to her: “Hey…”. She stopped and turned towards me. I put a finger to my lips to signal her to be silent. Then I beckoned her over. And to my surprise she slowly came closer. I pointed towards the TV screen where Emm was still fingering herself. “Oh my god” the hotel maid gasped at this view and again threw a hand in front of her mouth. “Shh. Just stay out of the cam’s sight” I whispered. I picked up my phone and unmuted the microphone. “Sorry Emm, the phone slipped out of my hand” I said. “You’re
making me so hot right now”. I started stroking my cock again, quicker this time. And for the first time I took a closer look at the hotel maid standing beside the bed. She was kinda cute. About my age, about 1,65 m tall (which is 5’5″), light brown/red hair tied to a ponytail. She was wearing a blue uniform that complimented her figure, especially her breasts and her legs. For a few seconds we had intensive eye contact.
“Show me that butt plug Emm” I plead. She obeyed and rolled onto her back and lifted her legs into the air and spread them. What a view. She presented her wet pussy and that shiny plug between her cheeks. “Oh god Emm stay like this you’re so fucking hot” I moaned and rubbed my cock as fast as I could. Only a few fast pumps later I couldn’t stand it anymore. “Fuck fuck fuck fuck fuck yeeeeeeeeeeeeees” I moaned loudly. At once two big loads of cum shot out of my tip and landed on the floor between the bed and the wall where the hotel maid was standing. A few more loads landed on the sheets. I was lying there breathing heavily while my cock spit out every drop of cum I had
inside of me. It took a while to regain my composure. But then it dawned on me: What the hell just happened? Every guy knows this moment when you jerk off to something and after cumming you think “Eww what the hell”. Well, that was this moment. It was so awkward. The hotel maid just stood there and stared at the floor clearly embarrassed. And that was the moment where I realized how I had embarrassed myself. I felt so ashamed of myself. I quickly covered myself with the sheets and took my phone “Sorry Emm I made a real mess here. I’m gonna clean this up and call you back”. And before she could say anything I ended the videocall. Then there was awkward silence. I took a deep breath and turned towards the hotel maid. “I am so so sorry for this.” She just nodded and went to leave. “Um could you later maybe give me fresh sheets?” I asked still embarrassed. She nodded again and finally left for good. I cleaned up the mess and went straight into the shower. Maybe to feel clean again? I don’t know.
Two days later when we checked out, I ran across her in the lobby. When she saw and recognized me, her face turned as red as a tomato. But I also imagine I saw a faint smile. I smiled back and gave her a
little wave before we left the hotel.
Just to make this clear: Everything from the hotel maid entering the room until her leaving the room happened in about one minute. Up to this day I don’t know what hit me in that minute and what exactly happened there. But that still is one of the most memorable moments Emm and I shared. And yeah: I’m not particularly proud of this story. But when I read the theme of the Monthly Contest, I knew I wanted to submit this.