First Time at Nude Beach

This story happened about five years ago before we joined "the lifestyle". I often look back at it as the beginning of this journey, since it put some ideas into my head that I later acted on. Compared to some of the stuff I did later, this is really tame, but it is a fun story.

It was right around our 30th wedding anniversary and my husband Jim had a business trip planned for Miami. He suggested I join him. Luckily it was in March and aligned with my teaching spring break.

A little background first. Jim had been trying for years to convince me to go to a nude beach, but I was hesitant. "Who wants to see a woman in her fifties naked?" I would say.

"You will be surprised by all the horny men - of all ages - that would love to check you out," was his usual response.

For this Florida trip Jim was especially persistent. He reminded me that we would be far from home and this would be a safe place to test the waters. I started to give it more thought. I was in the middle of an extremely trying school year and felt the need for something new. So I finally decided what the hell. "OK Jim" I told him. "I will go with you, but I will wear a suit and only take it off if I feel comfortable."

Now that I had decided to do it, I figured I better try on my favorite bikini to see how it looked on (and off) me. At that time I was in my early 50s. Looking at myself in the mirror I realized that to some, I may have looked like I was trying to recapture my younger years, though I've accepted that gravity has its say. The bikini top did its best to support my full bust, while the bottom tried to keep us with my curvy hips. My waist might have been a bit more defined in my mind than in reality, but I still tried to rock the look. It would take a lot for me to actually get the courage to take it off on the beach.

We had an uneventful trip and settled in at our hotel. Jim told me that the nude beach was called Haulover and we would go there the following day. I was super nervous, but also a bit excited.

The next day we drove to the beach and parked in a lot across the street. After a long walk we found a nice spot to set up our towels. I was really self-conscious as everyone all around us was nude and I still had my bikini on. I tried to stay calm as Jim undressed. He looked expectantly at me and said, "well?"

I noticed that everyone seemed totally fine with being nude, and the people all seemed friendly. I relaxed and gave in, sheepishly removing the bikini.

Since it was really hot, and we had all our stuff on our towels, Jim suggested that we take turns going into the water. I didn't want to go first (I was nervous about walking around naked) so Jim did. When Jim came back he told me it was no biggie and the water was great. It was so hot and the water looked so inviting. I gathered up my courage and made my way into the water.

I walked out a ways until the water was about waist deep. I was worried about being alone out there, but everyone was smiling and being nice and polite and I started to enjoy the wonderful day.

I did notice one gentleman that seemed to be watching me. This made me nervous. He slowly approached me and I was about to freak out when he said "I don't mean to scare you, but I believe we've met. You're Claire right." I was a completely taken aback and didn't know what to do, I became extremely nervous and covered my breasts. I could see that this bothered the man and a worried look came over his face.

"I'm really sorry; I should not have approached you without warning. That was very rude of me", he explained. "Please accept my apology. It is just that I remember the great seminar you gave in Houston last summer. I got a lot out of it and it made me a better teacher."

I was still in a bit of shock and could only stammer "it's ok, and thanks for the kind words."

"I will leave you to enjoy your day in peace, and I again apologize for my rudeness," he said as he started to walk away.

"Hey, it's ok," I told him. "This nude beach thing is new to me - and I was a bit startled - but I am genuinely glad that you enjoyed the seminar. So you are a teacher?"

He stopped at that and made his way back towards me. He introduced himself as Bill and we ended up having a nice long conversation about teaching and nude beaches (a strange combination). Bill was about my age and handsome. He had a bit of a dad body, but was a complete gentleman. I knew that he must be a great teacher. After a while I realized that I was no longer covering my breasts and was completely comfortable just having a nice chat with Bill.

But after being out there a bit, it occurred to me that Jim may be worried. So I said my goodbyes to Bill and headed back to our towels. When I approached our spot on the beach, I noticed that Jim had nodded off. He stirred awake and asked how it was in the water. I said it was nice and left it at that.

About then Bill came walking in from the water and headed our way. This was the first time I had seen him below the waist. It was a bit shocking. He was extremely well endowed, much bigger than Jim. I was surprised especially by how thick it was. And he had a cock ring on, which was the first time I had seen one of those. There was no way anyone could help but notice his very large penis swinging back and forth as he approached us. When he was near us he waved and said "great to get away from the kids, huh Claire"? We both laughed and he kept going to his spot. Jim looked at me and said "what the hell was that?" I told Jim that while I was out in the water Bill recognized me. He had attended one of my seminars down in Houston -- as if it was no big deal at all. Jim seemed ok with that and just said, "how crazy is that, is he from the metroplex?" No I said, "he's from the Houston area."

Then a bit later, Bill came over to us and said he had an extra umbrella and asked if we would like to use it against the sun. I made the introductions and Jim said sure we would love the umbrella. Bill brought it over and even set it up. Bill and I continued to discuss school stuff. I really enjoyed our conversation and could see that Bill seemed to like me. I pretended not to notice, but it was obvious as his cock was getting a bit hard. He then suggested that Jim and I go into the water and he would watch our stuff. So we did. After a bit, I wanted to go back in. Jim told me to go ahead as he wanted to stay in the water a bit longer. When I got back I sat in my chair while Bill remained in Jim's chair. I am sure we looked like a middle-aged couple just enjoying the nude beach. As we enjoyed our conversation, I noticed that the people walking by were staring at Bill's tool as much (or maybe more so) than my chest.

Finally Jim headed back in from the water. As Bill saw him coming he got up and headed back to his place.

Unfortunately it was time for us to go; Jim had a business dinner to make. We packed up everything then stopped by to say bye to Bill before leaving. I tried to avoid looking down at his tool, but I couldn't help myself. I mean come on; no one could have ignored that big cock and balls straining under that cock ring. We said our goodbyes and went on our way.

After we got to the car and started driving Jim asked me if I was attracted to Bill. I said I liked him and that if I ever did agree to playing, I could see it being with someone like him. Jim asked me about Bill's cock-ring. I had to admit that it was a bit shocking at first, but I said I didn't notice it after that (which was a big lie).

Follow up to this:

About a year later, Jim finally owned up to what he had done.

Unbeknownst to me, a couple of weeks before this trip Jim had posted some of my pics on a wife showing site. He had been emailing some guys about me. Bill was one of the guys, and in fact it was Bill who told Jim about Haulover beach. Bill and Jim arranged to have Bill "accidentally" run into us at the beach. Jim had briefed Bill about me, that I was a teacher and that I also trained other teachers on the side. Jim suggested that Bill should "recognize me" from one of my seminars. Bill was to be another teacher who really enjoyed my presentation, and the seminar made him a better teacher. Jim knew that I would eat that up.

Yes, they did absolutely fool me; I bought it hook, line, and sinker. But I got the last laugh. A few years later we were going to go back to Haulover. I asked Jim if he was still in touch with Bill. He said yes and so I had Jim contact Bill and arrange another "accidental" meeting at that nude beach. But this time I knew more than Bill. I played like I was so shocked to see him after these years. I didn't let on that I knew about our last meeting being a setup. I ended up teasing the hell out of Bill for a couple of days before finally letting him fuck me (which was incredible). But that is a story for another time.