Seeing Jessa Louise for the First Time in Nearly Nine Years

 

It was July 3^rd.  I recognized her sexy, slender form and the outline of her pretty face under her Covid mask shortly after I walked into the grocery store. Her short, light brown hair was the same as I remember.  Her legs slender but slightly muscled.  Her feet feminine yet powerful in her summer flip-flops.  Looking at her from her sexy, long toes up to her pretty eyes made my cock twitch.  I had not seen her in-person in almost nine years, but it was unmistakably her.  It was Jessa Louise.  

I had first met Jessa Louise back in 1992.  She was a 28-year-old mother of two, and I was a 31-year-old sports anchor on a local TV station. In this market, amateur men’s and women’s softball was a big deal back then.  It drew crowds, and we always featured big games and feature stories on the news.  I had gone to a local field to see two women’s teams play.  I was a little unfamiliar with both teams, so after the game I asked someone if they had an opinion of who would be a good interview subject.  “Talk to Jessa Louise,” they told me.  “She just had a baby a couple of months ago, so that will be interesting.”

I had noticed Jessa Louise during the game.  She was about 5’5” tall, slender but slightly muscled in an athletic, sexy way.  I followed her sexy legs from her lovely calves up to her cute little ass as she swayed at the plate and ran around the bases.  I watched her hustle in right field and throw out base runners with athletic grace.  My cock stiffened for her.  I knew I had found a new masturbation muse.

I was delighted to talk to Jessa Louise after the game.  She was really cute.  Definitely a county girl with a bit of a hillbilly drawl, her ears stuck out of her short haircut.  She was so nervous about our on-camera interview I thought she might turn and run, but she stayed and did a fine job.  I managed to make her smile, and I loved the way her pretty face slightly creased as she upturned her lips.  I was totally charmed by this young mother of a two-month-old and a ten-year-old. That night, when I was alone in the TV station, I replayed the tape in a locked editing booth and pulled out my cock to masturbate to her sexy images on the screen. When I got home that evening, I masturbated again to visions of her slender and sexy body, and of her pretty face, and to the sound of her lilting country voice.

I ended up becoming friends with Jessa Louise.  Every time our paths crossed we would smile and wave, then stop and talk. She was fun, a little bit goofy and ditsy, but also strong, and a leader.  She was her league’s vice president for a while, then the president.  I got to watch her older daughter grow up into a very lovely young woman, and her youngest daughter, the one born just before we met, become a teen.  Jessa Louise ended up become a go-to person for me when I needed help with softball history in our area or help finding guests.  I had such a good time with her and valued her help and company so much, that I asked her to occasionally be the co-host of a half-hour sports show I produced and hosted. 

As the years rolled by, my masturbation over Jessa Louise increased.  Except over the winter months when I didn’t see her much, I usually saw her in shorts, tank top, and flip-flops. During her game days she wore her team’s uniform of sleeveless jersey, shorts and cleats.  After games she would always change into flip-flops or sandals, and I would go home with her pretty vision dancing in my head for the evening’s masturbation session. My favorite masturbation sessions have always been over my female friends, and I have usually have a list of five or six I think about every time I masturbate.  For years, Jessa Louise was always in the top five. Pumping my cock while thinking about her lovely eyes, smile, square shoulders, athletic arms, cute ass, wonderful legs, and sexy feet would cause me to produce so much sweet-smelling pre-cum, cause so much pleasure to course through my penis, that much sperm would eventually come shooting from deep in my balls while I orgasmed in intense pleasure!

Her oldest daughter, Alice, eventually became a secondary masturbation muse for me, as she shares her mother’s pretty eyes, nice legs, and beautiful feet.  Jessa Louise’s blonde sister, Joan, who is a few years younger that her, also became my masturbation muse, as she had the same smile and a very sexy ass.  Joan would often giggle when she said hello to me.  I’m guessing it was because she knew how good friends Jessa Louise and I had become, and for her it was a little bit like meeting her big sister’s crush.  Not that Jessa Louise and I had anything but a Platonic relationship, but it was obvious to many that we thought a lot of each other. 

I mostly saw Jessa Louise during the softball season, which runs from April through September. The rest of the year, I only saw her on occasion.  But every once in a while, the phone would ring.  It would be Jessa Louise calling to ask some question or to check in.  We would talk about health, family, sports, vacations.  At Christmas time, we would exchange small gifts.  She would come by my office with some fruits she had canned and I would give her a tin of my wife’s Christmas cookies.

One thing about Jessa Louise is she was very gullible.  Others often had a good time at her expense, leading her on with some outlandish story.  One time, for example, a 50-year-old guest on our sports show had her convinced he played for the local minor league baseball team. We had a laugh at her expense, but as always it was with smiles and laughter.

Basically, our friendship came to an abrupt end when Cammie (another “friend” who you can read about here: https://masturbationisbeautifulblog.blogspot.com/2019/07/cammie-my-nemesis-my-masturbation-muse.html) poisoned our relationship. I was crushed by Jessa Louise’s actions toward me.  It was like having your sister rip your heart out.

Almost eleven years after that whole episode started, my emotions toward Jessa Louise are still quite conflicted. I heard from several people that she had misgivings about joining up with Cammie and wished she had never been a part of that whole drama. I could see how Jessa Louise could be coerced, and I guess Cammie did too.  My masturbation to Jessa Louise came to an end, but years later I occasionally pump my cock to her, especially when I look at my old photos of her, or find new photos on social media.

I never really got to know her husband Steve. He wasn’t into the softball thing so he never came around, and he never came to the TV station when we would tape shows. My wife Cheryl met her a few times at banquets and liked Jessa Louise.  She always appreciated her small gifts at Christmas and knew how much I valued Jessa Louise’s friendship. Most of my good friends are women, so Cheryl knows not to be threatened by that relationship. She also knows what a masturbator I am and probably figured I was wanking to my cute pal on a very regular basis.  I was!!

That day last July, Jessa Louise checked out at the cashier before I was finished speaking with the store manager.  I sneaked a peek at her cute ass sashaying in her shorts as she left the store, hoping I would get another view before she drove away.  I walked out two minutes later.  Jessa Louise had pulled her mask down so I could see that still-gorgeous face. She had put her purchases in the trunk of her white sports car, the same car she was driving 11 years before when we were still friends.  We nearly walked past each other as she returned her shopping cart.  My mask was still up, and I don’t think Jessa Louise recognized me. I was tempted to call out her name, to engage her, but I’m not sure how that would have worked out. Best just to let that lie for a while longer. Besides, I was in a hurry and it looked like she was too.

I walked back to our car at the side of the building where Cheryl was waiting for me.  After we pulled out and got on the road, I saw Jessa Louise pull out behind me.  She followed for a few miles then made a left turn. Judging from what I saw in her grocery basket, she was heading to a July Fourth Weekend party somewhere.

Cheryl and I had lunch at a waterfront restaurant then went home.  I spent the whole time, the whole evening, thinking about Jessa Louise.  Her 56-year-old body still looked as strong and sexy as it did in her 20’s.  That night, I masturbated to her GILFish frame and pretty face, and I remembered how her beauty, sexuality, and friendship led her to be a primary masturbation muse of mine for nearly 18 years.  I felt pangs of regret over a lost friendship, yet when I smelled the sweet scent of my pre-cum and masturbatory semen, I was reminded of how much of a masturbator I am, and what a wonderful muse Jessa Louise was and still can be.