Day Five
I slept restfully that night yet felt a little anxious as I headed to breakfast. I thought fondly of Mei Ling and hoped the rest of her week here went well, but also hoped my own string of good luck so far would continue. I was already signed up for an activity aptly named Naked Poker that would start after lunch, something I didn't think I would have had the courage to do had it not been for my unexpected threesome two days ago.
I was not particularly shy, but the thought of being naked in front of more than one woman at a time had previously made me reluctant, although I admitted to myself that there had not really been any opportunity in the past so it was a moot point. I decided to first try my luck and find some female companionship for the morning before hopefully being lucky at cards.
As I arrived at the restaurant, I looked around and saw the few people there were already paired up so not much luck there I thought. I took a second glance around the room and saw one table I had overlooked which had two females in their early 30s sitting together. Based only on their body language toward each other it did not look like they were in a relationship.
"What the hell, I need the practice approaching women and this is likely what I'd face in a bar singling one woman out from a pair or group," I thought so I approached the table to see what would happen.
"Good morning ladies, I'm William and I was wondering if I might join you both for breakfast," I said pleasantly.
The woman sitting to the right of where I stood did not look happy with my intrusion and the one on my left looked decidedly uncomfortable, but my intuition told me that it more at the other woman's reaction, not my request.
"No thank you William. We don't need any additional company," the first one said with barely disguised venom.
"I am sorry that I intruded, but I hope my faux pas won't spoil the remainder of your day," I said politely, taking my rejection pleasantly on the outside.
I found a table a sufficient distance from them and ordered breakfast. As I waited for my food to arrive, I thought about how difficult it would be on my ego when I returned home and took risks approaching women for dates.
I already knew there were women at work like Heather that would be interested in sexual liaisons, which was just fine with me at least for awhile, but that path was fraught with workplace dramas and potential legal hassles. It was also low hanging fruit.
What worried me most was how I would find dates outside of such familiar environments. There were of course bars, clubs, dating apps, and perhaps getting set up on a blind date by friends occasionally, but I struggled to see this being an easy or fruitful path for me if what I just experienced was any indication. Too bad there wasn't a local version of the Resort in my town.
"Hmm, I might have to talk about that with Mathew when I return home," I thought.
I finished my meal and decided that I would spend the morning out by the pool relaxing and watching what other couples were doing. Maybe I'd pick up some ideas I could use later.
I had been relaxing for about 10 minutes when the silent one of the two women from breakfast approached me looking chagrinned.
"First, I'd like to apologize for my friend this morning. Second, if you allow me to sit down and talk with you, I'll explain the back story to that incident at breakfast and make a peace offering. Oh by the way, my name is Ashley," she said in a rush.
"Good morning again Ashley, please have a seat," I said as I smiled up at her.
Ashley was Latina with long black hair and a gorgeous figure. She was dressed in tight shorts, a cotton top, and sneakers with anklet socks. She tucked some loose hair behind an ear and began her story.
"My friend Donna and I went to high school together and have worked in the same business since graduating. We both married well, but as you can probably guess from our presence here at the Resort, are now divorced," she started.
"We used the same lawyer and she took our philandering vice-presidents of the company husbands to the bank and did quite well for us financially. When the lawyer mentioned the Resort, I was not interested because I was happy to be rid of my husband and that the settlement was substantial, but Donna badgered me until I agreed," she continued.
"I need to get out of here and I don't want to go without you," she complained.
"A little background here will help you understand something about Donna. Her husband was a real jerk, but I think Donna is bisexual and won't admit it even to herself. Because of the way her husband treated her, she is angry at all men, but I think she is subconsciously using that as an excuse to be around women all the time," Ashley said.
"Her reaction to your approach at breakfast had nothing to do with you personally, it was just because you have a penis. She has been that way to every male she has met here, even the tour guide," she said with a look of embarrassment.
"The other reason is that I believe she wants me all to herself. She has latched on to me as the only one who understands what she is going through, but I'm pretty sure she also harbors sexual feelings for me and uses every excuse she can find to keep me near," she said.
"She demonstrated this to me once at a work party a couple of years ago after we had all been drinking way too much wine. I went with her back to her apartment because her husband was out of town and I wanted to make sure she made it there safely. Both of us were three sheets to the wind, so when she suddenly kissed me on the mouth, I was surprised by this behavior and uncertain what to do about it," she said.
"She had never given any indication of feelings toward me before despite all our years as friends and I initially chalked it up to her being drunk. Regardless, my husband had not been very attentive to my sexual needs for some time and I was beginning to suspect he was having an affair, so my guard was down and I went with the moment," she said.
"I had seen her in various states of undress at times through the years, like in the gym locker room at school, while changing clothes together for a work party, etc. and did find her good looking, but I had never thought of her in a directly sexual way. However, that night I needed some release and decided that a little experimentation wouldn't hurt, so why not," she confessed sheepishly.
"I returned her kiss and we began undressing each other. We stumbled into the bedroom and fell on the bed, our hands roaming each other's bodies everywhere they could reach as we kissed fervently. It felt very different from touching a man: the soft curves, hairlessness, the feeling of being caressed instead of pawed, and of course fingering a pussy different than my own, among other things," she said.
"We each found the release we needed that night and I'll be honest that I've relived that memory many times and it still excites me, but I know she wants me to fall in love with her. I'm sure that was why she insisted I come with her to the Resort in hopes that my divorce would leave me as dependent as she is right now. I feel badly for her, but I need a man to gratify my sexual needs," she admitted.
"Wow, that certainly explains the back story...," I started to respond but before I could continue Ashley interrupted.
"Which brings me to the peace offering William. Donna's constant need for my company and attention has not made my stay here very...productive...shall we say. I was flattered by your attention this morning. Most other men have not been bold enough to approach because of the negative vibes Donna has been giving off and I believe other men think we are a lesbian couple because we are always together, which is perhaps the impression she is trying to send," Ashley said.
"You were very gracious when confronted by her rudeness and I liked you even more as a result. I saw you leave after breakfast and walk toward the pool, so I quickly came up with a plan," she continued.
"I told Donna that I wanted to take one of the small catamarans out this morning, knowing that she would not want to come with me because she gets motion sickness quite easily. I've sailed all my life and she knew it was something I enjoyed, so she relented without too much argument, but was clearly unhappy that I wanted to do something without her," she said.
