Ch2 -- Jamie to get an offer she might not be able to refuse.
In the first chapter of this story, I came out of the closet and shared with Jamie my hotwife fantasy. She did not react negatively, and nor did she judge me, but she expressed to me clearly that I should not expect her to behave as I desired. I respected her boundaries, all while answering her questions about what would cause me to want this, while also addressing her concerns about what it could mean for our relationship.
A few months later at a tropical resort, the playful vacation adult pool atmosphere led her to tease me when she expressed a desire to remove her bikini top.
Unfortunately, this resort was not a clothing optional resort, and her top remained on while we passionately kissed in the pool.
A year has passed, and it would seem she is more open to the idea. She may never take that leap, and I will never demand it from her (as there would be no satisfaction in that), but she has surprised me over the past several months, leaping into a world I never expected.
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After Jamie and I returned from our tropical time away, we started talking about the trip and decided to take a similar vacation the following year to a different Caribbean location.
I also asked her, "Were you serious about taking your top off in the pool on that last trip?"
Jamie replied, "I was, and I would have done it. It's just tits, and everyone there has seen those before."
I inquired further, "What made you want to do that?"
Without a doubt, Jamie has a bit of an exhibitionist fetish in her, and more so when she feels good about her body. Before the trip, she lost some weight and was feeling more confident in herself and in her appearance. Our communication improved tremendously, especially where previously unspoken thoughts were now openly shared and discussed.
Jamie replied, "Well, I was feeling good about myself that day, and at the same time I thought you might like it."
I said to her, "Like it? I would have loved it! I love your body, and you are gorgeous! It would have been fun to show you off like that! Unfortunately, the resort didn't cater to that type of atmosphere, otherwise I would have had no issue whatsoever."
A few more months had passed, and it came time to start booking our next trip. I suggested to Jamie this time, if she thought she might want to be a little more risqué, let's choose a more risqué-friendly resort.
As luck and determination would have it, Jamie lost a significant amount of weight since we returned from that first trip to now. We both hit the gym and were significantly more fit. Many of our friends and co-workers even commented about how good they thought we looked.
With all this positive feedback, and with our appearances improved, Jamie said, "Sure! I have never done anything like that. Let's try it." I was completely surprised how quickly she took up my offer!
We waited a little too long to book. Most clothing-optional places were full having no availability. As luck would have it, a major swinger resort had premium rooms available, looking right out on their nude-only beach, with a hot tub on the patio. Jamie LOVES hot tubs and beaches!
I was shocked when she agreed to visit the resort! I immediately booked the room and flight!
A year earlier, any hotwife fantasy I expressed was met with a solid "not a chance." Here we are a year later expecting to party naked at one of the world's most famous swinger resorts.....but with a boundary. Under no circumstances were we going engage in sexual activity with other people, either as a couple or individually. If anyone asked us to play, we would be saying "no, we do not play."
Jamie did express a concern that I was setting her up to be tempted. Well, the truth is, I was. She called me out on it, and made me promise that even if she was wanting to play, I was to have the strength to say no.
I agreed I would say no. That said, I also indicated that minds change with time, but that once we set foot on the resort, if she had not changed her mind, then that was the result she could expect. And if she had a moment of overwhelming desire in the resort and I stopped any potential non-monogamous lifestyle activity, under no circumstances did I want to be chastised for taking that action later on.
We also had further conversations. It's one thing to have physical sex. What about things like kissing? Touching? Having sex ourselves in front of others? Masturbating where others might see? What if we befriended another couple and invited them to the hot tub? What about risqué games the resort sponsored that might have some brief touching in some way when naked? What if she wanted to kiss another woman, but not have sex with her? Previously Jamie had expressed desires to explore and experience another woman.
After discussing a variety of scenarios, everything the resort had to offer was fully okay with Jamie, except non-monogamous sexually touching situations that would lead to orgasm or resulted in orgasm. Playfully touching situations such as a game sponsored by the resort did not cause her concern, and nor did anything involving she and I touching ourselves or each other regardless of any onlookers.
I thought to myself, "Great! I understand her boundaries and will do as she requested." But I also reminded her she had until we stepped on the property to change her mind or refine her thoughts if she felt differently later on.
As the months passed, we had fun buying and trying on very sexy outfits to wear at the resort parties. But there was also a significant amount of unexpected activity and expenses going on in Jamie's personal life. Our marriage is a second marriage for both of us, so for the most part, we keep separate finances. She was becoming quite stressed at some expenses that seemed out of her control.
As a result of events taking place in the lives of her children, Jamie racked up thousands of dollars in credit card bills. I assisted her numerous times over the years with financial matters, especially during Covid when she lost her job. But with the cost of this trip and expenses I had, I was also now tapped, and I could not easily find the money to relieve her stress. With some juggling, however, I could get the money, but it was highly unconventional and not particularly in anyone's best financial interest. If I had to do it, I could.