This is a short essay of an experience I had in the mid 1990's, the first (and only) time I was caught masturbating by a stranger, and is the most embarrassing experience I have ever had. I have always enjoyed masturbating in front of woman but I soon found out that I definitely do not like surprises! So with that, telling it the way it happened...
I was attending a work conference away from home for 4 days in a small town about 2 hours drive from where I was normally based. It was easier to spend a few nights away than driving 4 hours each day. At that time I was in a relationship with a woman and sex was pretty high on both of our agendas. We counted once how often we had sex and it was 65 times/month, sometimes morning -- noon and night, sucking and fucking, so we were both pretty horny and in our early 20's. Even when she had her period she would get hornier than usual at that time of the month and we would still be at it making a real mess sometimes with blood all over the sheets and towels.
Back to the conference, I was staying in a hotel, usually I would get a studio room on work assignments when I was away from home but because there was an event on, all of these cheaper rooms were booked out. This was a unit lounge room with two bedrooms and a bathroom that had a toilet, shower and spa bath. My work was paying for it and I was told I could have it for 1/2 price since I was the only one staying in it. Chloe, at the reception was the owner operator, a semi attractive brunet lady in her late-thirties checked me in for 4 nights, I told her I was in town for a conference and would be back each night around 8pm after dinner and socialising with other colleges from various organisations that were also attending the conference. That was the plan at the time anyway. We talked for a few minutes more and had a bit of a conversation about the conference and joked a bit. I did not need to drive anywhere as this hotel was only 500 meters away from the conference venue so I just walked there daily and left the car in the hotel carpark.
The second night I was there after the conference had finished for the day, feeling a bit horny, I stopped in at the local dairy next to the hotel and bought the latest copy of Penthouse magazine. I could not wait to get back to the hotel room so I could masturbate over it and relieve a bit of sexual tension as I was missing it out a bit from being away from my partner. I got back around 6.30 pm, and thought I would have time to have a wank and a shower before heading back out with some of my colleges to a restaurant we had planned for 7.30.
I set myself up sitting with my back against the headboard on the double bed with the door mostly closed, wearing only a tee shirt, my knees spread wide and my heals together, a bit like woman are taught when they get a pap smear or sometimes give birth. My handkerchief under my cock ready to catch and clean up. With this Penthouse magazine draped over across my feet and lower legs displaying a very lustrous centrefold photo of this beautiful naked young c cup woman with a cleanly shaven pussy. A very detailed display of her vaginal opening, urethral opening and clit amongst her well spread labia. Going for gold for a few minutes and with my right hand skilfully at work on my almost 7 inch uncut rock hard cock, only a fraction of a second away from cumming, the intensity still building, my eyes rolling in to the back of my head in pure ecstasy almost ready to release, when I noticed a bit of a movement by the bedroom door in to the left in my peripheral vision. I was so focused on finishing at what was turning out to be a very intense orgasm to take much notice of it. A little distracted though, I ejaculated 3 big spurts of cum that shot past the handkerchief onto my chest all over my t-shirt followed by another 6 or 7 smaller events over my hand, and I breathed a sigh of relief and a bit of frustration because of the distraction and the mess it resulted in. Almost all of my cum had completely missed the handkerchief and landed on my upper t-shirt instead.
I looked left to the door to see what was happening there and to my complete shock, there in the doorway was the receptionist, Chloe, staring at me intently from the left side of the bed where the door entrance was, only 1.5 meters away. I suddenly froze with my cock still in my hand and the magazine fully open displaying this centrefold picture. I could have or should have grabbed something to cover myself up with like I thought I would have, but in reality, I just froze at what was one of the biggest spontaneous surprises of my life. Chloe, her eyes fixed on my cock, also seemed frozen from the unexpected sight in front of her. At first we were both speechless at finding ourselves in this completely awkward situation. Staring at her with my hand subconsciously milking the last bit with cum oozing from my cock head and spilling onto my thumb and over the back of my hand then dribbling down onto my leg.
'Ahhh, hi' I said sheepishly wanting desperately to hide my modesty or even better get teleported another planet, not that it mattered now, but completely unable to move at all. 'Do you do the cleaning here as well?' I asked not realising or intending the double meaning of it.