Apple and Ray have been together for many years and although their life was good and they still enjoyed each other's company immensely, the spark had died down a little. Ray has always been a little more adventurous and in Apple's mind, like all men, a bit of a pervert at heart. She had tried to indulge him when possible in the bedroom but being raised with a conservative upbringing in Hong Kong, she was always very reluctant to gather attention in public, choosing to dress in a way that played down the sexy body she has. She also only put on light make up in keeping with her overall look. Not that it mattered, she has a natural look that was beautiful even without makeup. Truth be told, Ray preferred her without makeup, it's just that he would have been much happier if she would show a bit more flesh. Even though Apple has just past the age of forty, she was definitely MILF material and Ray was keen to get her to out of her shell more.
One day while they were having lunch out at the nearby mall, Ray caught sight of this lady who was probably around the same age as Apple wearing a nice sundress that showed off a generous amount of cleavage and from the bounce in her walk, it was clear that she was also not wearing a bra, although the pattern of the dress kept her nipples from being visible or obvious in anyway. Ray, as was his habit, drew Apple's attention to the lady and reminded again that she could be dressed just like that. Although Apple found his constant observations of sexily dressed ladies to be tedious, she suffered his habit as long as he didn't force the issue with her. His constant assertions that she would look better if dressed the same way as those ladies was a compliment which although taken with a very light pinch of salt, was still nice every once in a while. However, she just never felt she could dress like those ladies even though on some occasions, she did find the outfit to be quite nice and attractive. Perhaps even something she could risk wearing while on vacation where no one knew her...
Speaking of vacation, living in Asia, and effected by the lockdown and restrictions of covid in recent years, they were definitely due for a long vacation. They had held back to avoid the crowds rushing to their holiday freedom as well as to take advantage of lower rates when the holiday fever calms down a little. Ray has plans for a trip to Thailand where they can finally relax and if Ray can have his way, get Apple to dressed up in more relaxed and sexy clothes. He had secretly even went online and ordered some sexy bikinis, lingerie, and outfits that he hoped she would wear while on the trip.
Finally, towards the end of September, they set off for their trip. Having relented after the incessant pleads from Ray, Apple was dressed in a long wrap dress showing both her arms and kept most of her cleavage covered unless she loosens the ties a bit... something which Ray hopes to convince her to do once they reach their holiday destination. The trip to the airport and the flight was all rather uneventful but it did eased them all into that holiday mood, the stress of daily life finally being left behind. The hotel transfer limousine service that they got as a free upgrade was also very pleasant, it got them quickly to their hotel where they were greeted with amazing hotel staff that got them settled without any fuss. Their hotel room was on the top floor and overlooked the swimming pool and the beach beyond, giving their room's balcony a lot of privacy from the other rooms.
"Darling, since it's already early evening, let's take a walk around the resort and then have some Thai food in the hotel restaurant", Ray said.
"Sure babe. Do you think we should change?", Apple said...
She was feeling a little hot with the bra top and tights she was wearing under the dress to keep warm given the cold air-conditioning from the airport and plane. Ray decided to push his luck a bit and suggested that she just remove her bra top and tights and keep the dress on.
When Apple hesitated he said, "Darling, no one could really tell if you went braless under that dress given the multicolored prints of the dress and how high you are keeping the neckline!"
Apple laughed and said, "Babe, I am sure you would like me to lose the bra top as well as loosen the straps so that half of my boobs would be on show wouldn't you?"
Ray laughed and said "Damn! You know me too well!".
Although Apple still kept the dress tied tight, she did take off her tights and bra top. Ray was happy to take that as a big win and was immediately hard just thinking of Apple walking around braless. Apple also noticed Ray's condition and teased him but if Ray was not wrong, it looked like she was pleased of the effect she was having on him!
They passed the pools and saw a few couples swimming and lounging around. With it already past the peak season, there were definitely a lot less people around. The resort pool was actually two pools, one which is closer to the beach and which had a bar between it and the stretch of the beach reserved for the resort. The other pool was closer to the hotel and included a bar in the middle of the pool that you could swim up to and and enjoy your drinks while sitting on underwater benches.
The resort also had tennis courts and even a nearby golf club that guests could visit for a reduced price but Apple was really just keen on relaxing on the beach and maybe getting a few massages. While the hotel was top notch and the same applying to the hotel spa, Apple did find the prices to be much more expensive than some of the nearby spas that she had found through the internet while planning her trip. It made sense to go out for those if it meant getting 3 massages against the price on 1 at the hotel. As they walked around the greenery of the resort grounds, Apple found that she needed to use the toilet, luckily, they were near the bar by the beach at the time and the were toilets nearby.
As she started to walk off towards them, Ray said, "Are you going to give me a surprise when you come back from the toilet?"
"What do you mean a surprise?"
"Well, you could come back with the dress loosened up a bit or keep it tight and go commando underneath!" Ray said all this with a gleam in his eyes, looking like a child asking for his Christmas presents.
Apple shocked her head at him and laughing said, "Keep dreaming!".
However, when she went in the the loo, she did find her nipples hardening a bit and her panties getting a bit damp! The thought of doing something naughty to surprise Ray did get her excited. So after she decided to take off her panties and tease Ray a little... Washing her hands and looking at herself, she thought, no one would know I have nothing underneath this dress. Somehow, the thought both excited and disappointed her. She was excited that she would be doing something daring but disappointed that there would not even be a hit of it.
She made a quick decision and quickly loosened the wraparound tie of her dress and retied it a little bit more loosely so that it would sit lower. She had C cup breasts that although were not as firm as when they were when she was younger, they were still in pretty good shape. The dress showed some cleavage that was still probably more conservative than most of the other holiday goers but it did make her feel much more sexier. She also knew that Ray was be drooling when he sees her some out like this. She even absentmindedly tweaked her nipples over the dress, making her nipples hard as bullets and giving her a pleasant feeling between her legs. Looking at the mirror, Apple had to admit that Ray was right, even with her nipples in their excited state, it was still hard to tell she was braless unless someone was particularly looking for the fact and was up close and personal. Tweaking her nipples again, Apple had a smile on her face as she stepped out of the toilets.
"Wow! Darling, you look so hot!!" Ray looked like he just won't the lottery.
