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Being Watched

Posted by: Age: 50 Posted on: 4 comments
11 likes 82 views Category: Masturbation Male-Female Tags: Male-Female, Masturbation Male-Female, Masturbation, Stranger

This is a true story highlighting my ever-growing exhibitionist tendencies.  This time in a hotel.


 I always look forward to my business trips as this gives me a chance to have some fun.  My fantasy is to have some stranger watch me while I masturbate, and I was hoping it would happen on this trip.  My wife and I have tried mutual masturbation together a couple of times, but it really isn’t her thing.  I love having someone watch me as I stroke myself and watching their face as I announce that I am going to cum and shoot all over myself!  I got to the hotel early afternoon after a long drive from the City (I have written about one of those escapades before).  After an extremely horny drive, I quickly checked into my room and unpacked my suitcase.  As usual when I stay at hotels and am feeling horny, I strip out of my clothes as soon as I enter my room.   I went to the window and opened up all of the drapes.  My room was on the second floor and overlooked the parking lot.  I grabbed my phone and pulled up some videos of men and women masturbating outdoors (another fetish of mine).  I grabbed my bottle of lube and my Fleshlight and headed to the bed.  The anticipation was intoxicating.  I squirted some lube on my cock and spread it around with my hand making it very shiny and hard (I love the look of my lubed up cock standing straight up.  Does anyone else?).  I was watching a video of a couple masturbating together at the beach.  They were really going at it and had a couple of other people watching from a distance.  I was super horny.  I stroked for about 10 minutes and began edging as I really wanted this to last.  I then got up from the bed and moved over to the window, all the while stroking with my Fleshlight.  It looked like a number of people were arriving for a wedding as they were very nicely dressed.  Unfortunately, none of them looked up at my window.  I was so hoping they would see me playing with myself.  It would be such a turn on.  After a while, a woman pulled up and got out of her car right below my window.  She looked to be in her late 40s, had long wavy brown hair, was wearing a nice top and a black, short mini skirt.  She obviously worked out and was in great shape.  She pulled out her phone and made a call while she waited on the curb.  While she was waiting she began glancing around.  My heart jumped with the thought she would look up at my window.  I was close to cumming but really wanted her to see me, so I stopped stroking.  Then, it happened.  She looked up to my window and stared.  I knew for sure she saw me.  As she began talking on her phone she continued to stare.  This was my dream.  I put the Fleshlight down and began stroking my cock with my hand.  I really wanted her to see how hard and ready I was.  It only took 3 strokes before it erupted.  I closed my eyes and shot 2 big ropes on the window before the rest dribbled out on my hand.  I opened my eyes and saw her staring with her mouth wide open.  As the orgasm subsided, I realized that she might not be keen on exhibitionists and might alert the front desk.  I quickly moved away from the window and cleaned up.  I sheepishly went back to the window and she was gone.  I tried to put the idea of her reporting me out of my head and turned on the tv to relax.  After a couple of minutes there was a knock on my door.  My heart sank thinking I had been reported.  I went to the door and looked out the peephole.  To my surprise, and delight, it was her.  I slowly opened the door and said hello.  She just stood there looking at me.  I then started to apologized, but she said not to.  She then reached for something in her purse.  It was her panties.  She said that was the hottest thing she had ever seen and handed them to me.  She then told me to enjoy them as she was so turned on she jilled herself to a huge orgasm while wearing them.  She then walked away and I closed the door.  I couldn’t believe my good fortune.  A major fantasy of mine worked out beautifully!  I went back to the bed, stripped off my clothes and masturbated to another huge orgasm while sniffing and licking her panties.  I really hope I see her again on a future trip.

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