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Remembering an Embarrassing Mistake

Posted by: Age: 19-24 Posted on: 5 comments
1 likes 34 views Category: Masturbation Male Solo Tags: Masturbation solo masturbation caught

Getting caught gave me a really great idea.


Catching someone in the act recently reminded me of this experience.I've jerked off with a lot of people but never really thought about getting caught as being a turn on until, the first time I was, I've been caught many times by accident and even set up some situations to be caught; when I knew I could do so safely. On a family vacation when I was 19, I decided to jerk off in my hotel room. I put the do not disturb sign on the door, stripped down, put my headphones on, climbed onto the bed and went for it. My eyes have been closed as I was enjoying myself and I couldn't hear anything over the music playing, through my headphones. After my orgasm I open my eyes to see I maid, probably about 30 years old, standing at the entrance to the room with a look of shock on her face. I was so surprised to see her, I immediately pulled my headphones off, jumped off the bed and grabbed a pillow to cover myself, my movement seemed to snap her out of her shock and she said "I'm so sorry, the please make up room sign was on the door" . I hadn't realized the do not disturb sign was double-sided and placed the wrong side facing out. I've never been able to go on a trip since then without remembering this extremely embarrassing experience but a few years later when I was on a trip by myself, I was walking back to my room when I noticed an extremely attractive member of the housekeeping staff cleaning the rooms, he looked like he was about my age with black hair, green eyes and was so muscular his shirt was in danger of popping off and an idea popped into my head. I remembered that my room had the same type of double sided, do not disturb/please make up room sign from my previous embarrassing experience in thought, maybe I could have a little fun. When I get back to my room I put the please make up room sign on the door, stripped off my clothes ,put my headphones on loud enough that he would be able to hear that I was listening to music but low enough that I would still be able to hear him come in (yes I'm really that sneaky). I closed my eyes begin to jerk myself off as slowly as possible, while thinking of the extremely attractive housekeeper and hoping he would join me when he came in. When I heard him knock on the door and say housekeeping, I continue to jerk myself off with my right hand and moved my left lower to play with my balls and give him a good show. When he walked in I heard him shout "OH MY GOD!!!!!" Which I took as my cue to open my eyes pull off my headphones and say "what are you doing in here?" He stammered out a "i i i I came to clean your room, the please make up room sign was on the door" his face was so red I was actually slightly concerned for him but I said "no I put the do not disturb sign on the door". I guess his customer service training must have kicked in because he seem to compose himself a bit before saying "oh the sign is double-sided you must've put it out facing the wrong way. I am so so so sorry". I channeled my previous experience and pretended to be embarrassed while saying in a shy manner "don't worry about it". He started to slowly back away towards the door saying "well I'll just leave you to it" he subconsciously gesture to my dick when he said to it and blushed even reder; he retreated from my room with a very obvious erection in his pants. When he accidentally gestured to my dick I realized I still had it in my hand, I was so focused on him during the encounter that I didn't realize I was still holding it. I found the whole thing so hysterical that I had to grab the pillow and put it over my face, to keep him from hearing me laugh when he left. The encounter didn't turn out the way I had hoped but it was still a major turn on, I went back to jerking off thinking about the extremely hot housekeeping guy, who maintain a constant presence in my fantasies throughout the remainder of my trip. Sidenote when I left my room for dinner, I noticed that the housekeeping guy had left the please make up room sign on my door when he left LOL.

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