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Billfrank1955
1 month ago
Straight Male
0 miles · Flemington

Stories

Series

We Met On A Plane - Part 2

She needed me and wanted more.

Joan and I met during my weekly commuter flight from Newark to Milwaukee. During that flight, she favored me with the distinct privilege of fingering her pussy to orgasm. Afterward, we had dinner and then retired to my hotel room for a night of exhibitionist sex. Our viewers were a couple of coeds whose room had a window not twenty feet from my hotel window. At the end of the night, Joan and I agreed to keep in touch via...

We Met On A Plane

Just the beginning... We met on a plane. She was headed home, I was going to work.

My commute was a weekly juggernaut from Newark to Milwaukee. The Sunday afternoon flight gets me in in time to leisurely drive to the hotel, check in and then grab a nice dinner before relaxing for the evening in preparation for a set of four ten hour days. Unfortunately, the planes were alway packed, and with my six foot two frame, the flights were two hours of cramped discomfort. Most of the time, my row companions were...

A Night With Fran - Part 2 of 2

Friends and colleagues delight in going to the ultimate level of friends with benefits

At the end of Part 1, we left Fran leading Hank to her home. They had finished teaching a life-saving class, did some work, skinny dipped in the pool together and then taken a shower where they intimately came to know each other's bodies. We pick up as they reach her home. Fran opened both garage doors and shut them both once they were in. She had a beautiful home which he was appreciating for the first time as they walke...

A Night With Fran - Part 1 of 2

Colleagues and friends discover their mutual desires.

Hank had always like Fran. He liked her a lot. They had a great platonic relationship which he rued almost every day. In fact, he often dreamed about her and masturbated to thoughts of her. Sure, he had girlfriends over the years, and he had his share of sexual adventures since he was a senior in high school and during his time away at college. But Fran seemed to always occupy his idle thoughts. The problem was that she w...

Parked Surprise

We only knew each other as waitress and patron... Until this day.

For many years I went to the same diner in town two or three nights a week. The management changed and they hung onto their wait staff for about six months before firing many of my favorites. One of my all time favorites was young girl, Abby, just out of high school who was working her way through the local community college. She and I spent many slow Sunday nights sitting and talking about many different topics. I ate my...

The Connecting Door

He had no idea answering a knock on the interconnecting door could be such fun.

I have been checking into the same hotel every Sunday night for the last two years. Every week they give me the same room on the fifth floor. I check out every Thursday morning, so I have four nights during which I can just relax on my bed and watch TV. The hotel provides a nice breakfast in the morning and I try to hit a different restaurant for dinner each night, but other than that, my life has become fairly routine.Th...

Through The Window - Aftermath

My hotel exhibitionism yields dividends

Sequel to "Through My Hotel Window" I had just returned to my desk from the cafeteria after lunch when my boss called me into his office. We often had conversations about how to plan and execute tasks on the company servers. I'm a consultant and have been doing computer work for a long time, so while my boss is technically in charge of me, he values my opinions and experience. "Hank," Alan said as I entered, "our corporat...

Through my hotel window

She really liked what she saw when I got busy in my hotel room

I had just finished taking my shower. The hotel I was staying in was my favorite in the city and the staff always puts me in the same room, week after week. The fifth floor seems to be where they put all the weekly guests. The apartment building that is being refurbished behind the hotel had just begun to rent apartments. The two building stand just ten to twelve feet apart. All the apartment windows were dark except for...

Beth's First Massage

Beth gets her first massage

Beth took his hand and followed him out of the bath. She saw a small clock on the hallway table and noted that an hour and a half had already passed. She knew that they had only spoken for about a half hour, so the bath that Brian had given her had been far longer than the ten minutes Mel had said it would be. Brian led her into room that had what looked to be a king sized mattress on the floor. Muted colored sheets, pill...

Swimming teachers can be more than just friends - Part 4

Hank and Fran continue to explore and expand with her friend Meg.

Fran and I had been living together for almost a month now. Her divorce left her without financial worries for the remainder of her life. The money that I made as the manager of the indoor year-round pool at the Y was enough to keep us happy, content and enabled us to do what we wanted whenever we wanted to . The heat of summer was upon us and it had become our custom to swim every night in our backyard pool It had also b...

Swimming Teachers Can Be More Than Friends – Part 3

Fran and Hank continue to discover each other

I followed Fran from the Y to Jimmy's. We parked next to each other and went in, waiting by the front door to be seated. Fran had on a short sleeve cotton shirt that I could tell covered her bare chest. That she wasn’t wearing a bra was obvious to me because I could see the outline of her nipples against the material. Below her blouse, she wore a denim skirt and flip-flops. I had decided to go commando, wanting to get out...

Swimming teachers can be more than friends – Part 2

Hank and Fran continue their extracurricular activity.

Running the pool at the Y had been my job for almost a year. There was a little friction between the Red Cross and the Y because while the Y charged for swimming lessons, the Red Cross did them for free. Holding some of our Red Cross Life Saving classes at the Y was much easier though because of the size of the pool. We just had to hold the classes very late. And by we, I mean Fran and I. She was the lead instructor and I...

Swimming teachers can be more than friends

She was my teacher before she became my partner.

I am writing this as a way of getting a very exciting chapter of my life "on paper". It's the true life story of my one and only older woman and the sexual awakening she brought to my life. I had dated and had sex with one girlfriend up to the point of this story, but what my older lover taught me was tenderness and patience. I'm in my late fifties now, but this happened when I was just coming up on twenty. I had dropped...

A Pleasant End While Driving To Work

I like to drive while masturbating. Today something different happened.

It had become my custom to stop at a particular burger place in the morning to pick up pancakes to eat when I got to work. Usually, as I drove to and from work, I would open my belt, undo my pants and pull the waistband of my shorts down under my balls. This freed my cock up so that I could stroke it as I drove. Every morning, as I pulled into the lane to place my order, I would put a handkerchief over my hard-on. It neve...