Finally, the day of my trip was here. I couldn't wait to get on the plane and head down to the islands for a week of rest and relaxation. All I kept thinking of was being by myself.
My name is Debbie and I am 40 years old, single by choice and, if I must say so and I will, not hard on the eyes.
The flight to the island was going to be about three hours which gave me a chance to browse the brochures of the hotel and what was available to do while I was there. The place looked amazing. The chalets were on the beach and spaced out for privacy which was perfect for me because I like being naked when I am taking the sun.
The plane must have caught some tailwinds because we arrived earlier than expected. The resort had sent a car for the guests and transported us to the hotel. The ride was short and the place looked fantastic as we approached it. We piled out of the car and went inside to check in.
Several minutes later, I was being taken to my chalet. It was beautiful from the outside. It was very private as the chalets were spaced a good distance from each other to afford privacy. There was even a six foot high privacy fence on each side of the patio with the ocean view directly visible from the patio. There was even a hot tub.
I went inside and unpacked and noticed there were some clothes in the dresser. I figured the previous guest left them. Then I heard a man's voice, "Hey, what are you doing and why are you in my chalet?"
I looked up at the loft and there was a guy standing there. "Who are you and what are you doing here?"
He came down and introduced himself as Roger. I told him my name. Then we checked our hotel papers only to find out that the hotel booked us both in the same chalet for the week. We looked at each other and headed to the front desk.
I said to the clerk, "Excuse me but you have booked me and this gentleman in the same chalet for this week. Please fix this now.
The clerk looked at us and said, "I can't. There are no chalets available. We are completely booked."
Then Roger said, "So, what do you suggest?"
The clerk told us to wait while she got the manager. A few minutes later the manager, a Ms. Larson arrived. The clerk advised her of the problem and then I asked her what she was going to do. She hesitated for a second and said, "First of all I want to apologize for this mess. The next thing I want to do is make things right for both of you. That being said, your stay here will be on us. That will include meals, drinks and even excursions."
I replied, "That's fine but what do we do about sleeping arrangements?"
She replied, Since we have no chalets currently available, I'm afraid you two will have to share the chalet until another one becomes available. Right now that is the best I can do. The other option would be for one of to cancel your stay here and of course there will no charge and you can return anytime and your stay will be on us."
I looked at Roger and said, "Thank you but we will be back once we make a decision."
And then we left and went back to the chalet. Once we got back I started crying from disappointment. Roger said, "Look, don't cry. This is an easy fix. I'll cancel my stay and come back another time."
"I can't let you do that. It's not right. There has to be another solution."
"Well, we could get married." As he laughed
"That's not funny."
"Listen, we are both adults so why don't we share the place. It won't be so bad. There is a bed in the loft I can use and you will have the bedroom."
"I guess that would be ok, but I like being naked and I was hoping to take the sun that way."
"So do I. Look, you still can. I can be somewhere else when you take the sun and when I'm sunning you can be somewhere else. We can work out a schedule that is good for both of us."
"That could work. We could try it. What do you say Roger?"
"I say we should stay and enjoy ourselves."
"I agree. Let's go tell Ms. Larson."
We went back to the reception desk and saw Ms. Larson and told her we would be staying. She told us just to sign for everything and she will take care of it. We thanked her and went back to the chalet.
Over some wine, we came up with arrangements that seemed like it could work out. After we got everything settled we decided to go out for a stroll around the grounds. As we strolled we got to know one another and even shared some laughs.
I found out that he was single and 41 and never married and owned his own business. I told him I was 40 and single by design. He told me that he never had time to get serious with a woman but would like to.
We walked up and down the beach and decided to have dinner together at the hotel restaurant. By the time we got back to the chalet it was time to get ready for dinner.
"Roger, you want to shower first?"
"Whatever you want. I can wait."
"No. Go ahead. I'll wait until you're finished."
"Ok."
As Roger was showering I picked out the dress I was going to wear...a short black one that showed a lot of cleavage since I wasn't going to wear a bra.
"Shower is all yours Debbie."
"Thank you."
And then I headed to take my shower. I wasn't long and as I came out of the shower Roget saw me wrapped in my bath towel. "Hey, you look pretty good in that thing." As he laughed.
"Thank you sir. Now please get ready while I get ready.
A short time later we were both dressed and all set to go when Roger said, "Wow Debbie, you look fantastic."
"Thank you Roger. You look pretty good yourself."
We laughed as we walked to the restaurant. The dinner was terrific...plenty of it and the wine was excellent. It was even better knowing we didn't have to pay for anything. After quite awhile we finished and headed to their lounge for some dancing. I was beginning to think that this whole fucking mess may not be so bad after all.
We had some drinks and Roger asked me to dance and I accepted. He wasn't half bad either. Finally, it was time to head back to the chalet. When we got in we said our good nights and Roger went to the loft and I went into the bedroom. I got out of my dress and put on a white tank top to sleep in to go along with my thong. Then I went into the bathroom to brush my teeth and as I was doing that, I heard a noise and turned to see Roger standing there.
"Oops. Sorry." Roger said.
"No problem. I'll be right out "
I hurriedly finished and vacated the bathroom. As I was exiting, I looked back and couldn't help but notice how fit Roger looked in his briefs.
That night I was a little restless in bed and tossed and turned until I finally fell asleep.
The next morning I woke up early, showered and put on shorts and tank top leaving off my bra as I wanted to be comfortable. Just as I finished Roger came down, said good morning and headed to the shower. I heard the water running and my curiosity got the better of me and I managed to peek through the edge of the door which wasn't completely closed. I watched as he showered and gasped when I saw him as he turned my way. He had a cock that was bigger than I have ever seen. I quickly moved away and went outside to get some air.
Awhile later, Roger came down in shorts and a t-shirt. "Are you ready to go get some breakfast?"
"As a matter of fact, I am. Let's go."
As we walked to the dining room he asked if I had any special plans for the day. I told him that I hadn't made any. Then he said, "Look, if it's ok with you, we can take a cruise to the other island and do some snorkeling. That is if you want to."
"Thank you for asking. That sounds like fun. I was just going to lie around and take some sun, but yeah I'll join you."
He called the front desk and asked what time the boat was going to leave and he was told it would go in 30 minutes. So we both hurried up and got into our suits and headed to the dock just in time. As we we were going to the island I realized I put on the wrong bathing suit. I put on a white bikini that wasn't lined, one that I used for tanning and one when wet, my breasts and pussy would be almost completely visible. The trip took a half hour to get to the island where we anchored. There were three other couples on board. We were told we had all morning to snorkel and then we would have lunch on the beach before heading back.
Roger and I snorkeled together and the water was crystal clear and it was just fabulous. Before we knew it, we were on the beach getting ready for lunch. I tried to cover myself up up with a towel but it just wasn't working so I said to myself...just fuck it...if they want to look, let them. Then I dropped the towel.
We had lunch then headed back to the main hotel. On the way back, Roger and I chatted and I thanked him for a great time. When we got back I took a shower first then Roger. It was late in the afternoon so we just relaxed on the patio with some island drinks. Then Roger said, as he smiled, "I don't want to be crude or rude but now we are both even."
I looked at him and replied, "Excuse me, but what are you talking about?"
"This morning...when I was showering...I noticed you checking me out. And at the beach, after we finished snorkeling, we are even now."
I turned a beet red and replied, "Oh...you saw? I apologize. I hope you can forgive me."
"It's no big deal. I hope you liked what you saw though." As he smiled, he continued, "I know I liked what I saw today."
I blushed, "I wore the wrong suit today. I use that one for tanning. I'm sorry."
"Don't be. I enjoyed the scenery."
We both laughed and had another round of drinks.
