Emily: My wonderful MILF masturbation muse!

BY IN LOVE WITH KATE MOSS

 

I was reminded of Emily at a recent yacht club banquet. It had been 15 years since I had first seen her at the same banquet. She wasn’t there this year, but the other ladies, in their skimpy dresses and –cum-fuck-me shoes, reminded me of my muse. My mind drifted back to that winter of 2001. It was January and it was cold out. Still, many women at the banquet wore dresses and shoes that defied the weather. Long legs revealed by short skirts and sexy, sandaled feet were in abundance. I was standing near the bar, sipping on a drink when I spotted her: Long, strappy black gown with a revealing slit down the side. Inside that slit was Emily’s sexy leg, pointing down to a beautiful foot that she revealed with very bare high-heel sandals. I looked up and saw the cute, smiling visage of Emily. My cock stirred.

I drank in the view of Emily. I knew right then that I could not wait to go somewhere and masturbate to this beautiful image of this sexy woman I had just met the previous September. I had not expected her to be at this banquet; Emily belonged to another club. However, I soon realized that she and her all—female crew had won a ladies regatta at my club the weekend I met her. She had come south to collect her trophy. It was a beautiful September weekend in 2000. Temperatures were around 80-degrees in the day and there was hardly a cloud in the sky. I had been doing a little bit of work on my sailboat, which was parked in front of the club. My attention was diverted by another boat approaching the pier. It was crewed by five women, several of whom were very cute. However, I was taken by the captain who turned out to be Emily. Emily, I learned, was 38-years-old at the time. About 5’7 – 5’8”, she had a tomboyish look about her. She wasn’t remarkably beautiful in a model sort of way, but she had this outdoorsy air with lean legs and a well-defined body. I could tell because she wore a bikini top with running shorts covering the bottom. Her medium-brown hair was up in a kind of bun but when it was down, it went halfway down her back. She had square, sexy shoulders capped by a wonderful smile.

I watched as the boat docked in the slip next to mine. I could not take my eyes off Emily. I wanted to get to know her and make her a masturbation muse. Emily was captaining a borrowed boat for that weekend’s ladies regatta. She and her crew sailed about four hours down the bay to get to our harbor. A cheery and friendly woman, she wore these wire-framed eyeglasses when not in her sunglasses. The eye wear accentuated the pleasant features of her face. I made sure I was down at the dock the next afternoon when the girls brought the boat back from the day’s races. I wanted to check out Emily and the other gals she had on board. When they returned, my masturbatory senses were not disappointed. Emily had discarded the white shorts from the previous evening and was in full bikini mode. It wasn’t a string bikini, but close. An orange and white number, the fabric looked like an orange-swirl ice cream. I tried to pretend I wasn’t looking but I’m sure I was obvious. The other girls all wore shorts and shirts and deck shoes. Emily, as the helmsperson, could get away with such skimpy attire and flip flops. I felt my cock jump as her beautiful feet and leg landed on the dock a few feet from me.

I realized I had to masturbate to this lovely view right then and there, and I had the perfect opportunity to do so. The cabin windows of my boat were tinted enough that on a bright day it was difficult, if not impossible, to see inside. I sauntered down the hatch, pretending I was doing chores. Instead, I quickly stripped and positioned myself on the main cabin berth to get a view out the port window of the girls next door. Emily, running around in her orange swirl bikini and flip flops, got most of my attention. My cock was rock hard as I moved my hand up and down. I gazed up and down Emily’s nice, long legs. Looking up past her pretty ass and sexy back, I fantasized about fucking this MILF from behind. I gripped my penis harder, pumping for maximum pleasure. Emily turned around, showing off her tight abs and the front of her sexy legs. She appeared to smile right at me, and that almost caused me to spurt right there.

I then came to the realization that although the girls could not really see me through the port window, the main hatch offered a slightly better-lit view of the inside of my cabin. If someone were to walk down the dock past my boat, they might be able to catch a glimpse of my naked self in full masturbatory enjoyment. It would be only a dark, quick glimpse but knowing this made this session so much more exciting. One of the girls could have jumped up on the dock to borrow my hose and could look inside and see me making love to my cock while taking in their beauty. This realization made the pleasure coursing through my member that much more intense. My heart beat faster. Emily and crew folded sail and coiled lines. Emily kept walking up and down the dock to her truck and back. Each time, I could hear her cheap flip-flops slapping against her pretty feet. That’s a sound I love, and masturbating to this view of her walking in her bikini while hearing that Thwack, Thwack was incredible. I wanted to scream out loud how much I love to masturbate and how much I was enjoying Emily. I kept my mouth shut so I would not be discovered but the urge was almost too great. After about 20 minutes, the girls had the boat all cleaned up. Emily had hosed the vessel down and the water droplets clung to her tanned and toned body. I realized she would be leaving for the evening, and I pumped hard and shot off an incredible load of semen while Emily coiled the hose. It was a beautiful orgasmic end to a wonderfully voyeuristic masturbation session.

I was drenched in sweat from being below for so long. I sat there for a minute, covered in my own sperm, gathering my breath. There was a dinner that night for the sailors. I had not planned to attend, but I made up my mind right there that I had to go. I cleaned up the semen, put my clothes back on and raced home. It didn’t take much to convince Cheryl to go to the dinner; she didn’t want to cook that night, anyway. We went down to the clubhouse at the appointed time. There was Emily; hair down, lovely smile, sun-kissed body in a tight t-shirt, shorts and those cheap flip flops. I drank in the view and thought about how I had masturbated to her just a couple of hours before.

I chatted-up Emily over the course of the event and we became very friendly. She had a husband and two young daughters who were also at the dinner. We talked about boats and sailing and family. I enjoyed her pretty smile, and I kept stealing glances down her sex legs to those pretty feet. Hearing that Thwack, Thwack when she walked in those flip-flops reminded me how much of a masturbator I am; of how I spent a chunk of the afternoon naked on my boat, spying on her in her little bikini. I felt the dopamine rush a masturbator feels when he even thinks about wanking his cock.

The next day was Sunday, and Emily and the girls would leave the race course and head right home after the last race. That meant I had to get down to the boat early to see them off. Of course, I got there before any of them and hid inside my boat, naked with a ready cock. All of the girls looked cute, but Emily was the best. She donned her orange-swirl bikini, and this time eschewed the flip-flops. Masturbating to her pretty barefoot image was so nice. I spurted my jizz just as they were pulling out of the slip. I don’t think they even knew I was on the boat. I didn’t see Emily again for the rest of the year but I could not get her out of my masturbatory mind. I kept playing those images of her back again and again, pumping my cock to Emily on a weekly, if not daily basis. By the middle of winter, I still thought about Emily but my masturbation to her was less frequent. The images were getting too hazy and the thrill was less; until that night at the banquet. All of the masturbation pleasure and my masturbation crush on Emily came rushing back. When I got home from the banquet, I masturbated to her until I fell asleep. I continued to masturbate to her for months afterward. Over the years, Emily and I have remained friendly. I only see her a couple of times per year, but each time I drink in enough of her beauty for masturbation fodder that it lasts me for months. I’ve also managed to either take pictures of her or get pictures of her that I use for my masturbation. She is such a good muse. Now 54 years old, Emily maintains that outdoorsy beauty and slender body I became enamored with when I first saw her. In the intervening years, she got divorced and remarried. Her girls are grown. She and Pete own a beautiful boat that they sail up and down the bay. Sometimes they stop in our harbor and socialize with our crowd, even going to dinner with Cheryl and I.

As I gaze at Emily, I marvel at her cuteness and think of my masturbation infatuation with her. I always can’t wait until I can get somewhere to make love to my own cock over her. Masturbatory Love.

 

 

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