A man pretends and unselfishly gives a woman new pleasure.
Anonymous Robin
2019
We were spending a week at an offshore resort. It wasn't one of the crazy party places. More of a tame beach club catering to couples and groups of friends. The guests seemed to fall into a few camps. Some were newlyweds on their honeymoon. Another camp for couples tended to be married with kids. Like my wife and I, this was just the easiest option to take a week's vacation and leave the kids with the grandparents.
A third profile were several groups of non-couple friends. These tended to be groups of single women. Women have the luxury to enjoy a calm beach vacation together whereas men often choose more active adventures.
My wife and I are quite comfortable together. Over the years we have opened up our relationship pretty far. We have never agreed to full swinging but have enjoyed watching and encouraging each other in strong flirting. In several situations we each experienced some heavy naked touching by friends in the hot tub. We found a level of pleasure in watching each other receiving sexual pleasure, just for pleasure's sake.
Sitting on the beach at the beginning of the week we laughed at the innocence of the young women and couples. We'd secretly listen to conversations around us and take notes on what they were saying and how we thought it differed from what they were thinking. The women often tried to share previous wild experiences but their stories seemed somewhat tame. Either they were lying and rounding down the truth to keep their reputations, or they really hadn't experienced much yet.
With the population of women disproportional to men, I had the luxury of sexy people watching at the beach. My wife and I would jointly comment on the beautiful women's bodies. After I made enough comments detailing my attraction to a few, my wife offered me the freedom to practice some pickup attempts. There were fewer choices for her to investigate single men yet she found it exciting to watch me in action. She was obviously the beneficiary later of any excitement I might create.
Mostly it was just fun fantasizing. But with freedom comes creativity.
On the third day, the groups of women finally got tired of sitting around talking and started breaking up into smaller groups to explore more activities. During one evening my wife and I were checking out the facilities looking for extra towels. We found the spa unlocked after closing hours. Sometimes just being in the right place at the right time is all that it takes. We weren't too worried about getting into trouble as we turned on the lights and looked around. While we were grabbing towels two young ladies walked in asking about massages. I immediately without thinking informed them the place was closed which should have ended any possibility of fun. The women started to leave until my wife's quick thinking came into action.
"The professional hours are indeed closed but John here is available. He is on staff but since he isn't fully licensed he can't get paid for yet." My wife was smooth.
"So you two work here?" asked one of the women.
"Yes, I am just seasonal so I help with general staff work during the busy weeks. John, is this your first season at the resort?" This was her way of handing the attention back to me.
"Yes, I am basically scheduling help while I study massage therapy in Miami." This was the best I could do without cracking a smile. The key was for us not to present ourselves as a couple but just two off-shift workers.
"So, are you open or closed?" The second girl sounded a bit skeptical.
And here was my brilliance taking the lead from my wife. "I am staffing this portion of the spa for a few hours each evening. Since I am not licensed I cannot charge for my services. The resort lets me use this facility after hours to acquire practice times which count towards my certification." I had no idea if anything I said was accurate or believable.
The first woman was still interested even though her friend wasn't fully satisfied. "So I can get a massage and it won't cost me anything? There is a dental school near our home that gives free cleanings for the same reason. I guess everyone needs to learn somehow." She seemed both innocent and cheap.
My wife kept adding validity. "So if one of you is interested I will finish cleaning and let John get to work. The other can come back later to see if John wants more than one session tonight." It appeared she wanted to separate the two women and hand me a naked body to enjoy. She avoided eye contact but she seemed quite pleased with the situation.
The two women whispered for a bit and it appeared the second one wanted to pull her friend away to other activities. I interjected, "So who wants to go first. Have you been to professional massage therapists in your past?" I really tried to sound professional and persuasive at the same time.
"I haven't but my mother swears by them. I was hoping to get a massage this week but the prices seemed really high." Wow, she sounds really inexperienced the more she talks.
"Ok, let's get you started. You can choose a 30, 45, or 60 minutes session. What did you say your name was?" At this point, I was physically trying to separate the two friends. My wife began talking to the second friend as a diversion.
"I guess I can go find the others. I probably won't want one but I can come to get you later. Are you sure you will be OK?" The second friend tried to instill caution.
"Oh, she will love it. John is quite calming. Just let us know where you and your friends are and I am sure John can deliver her when he closes up." My wife is really something.
"I will be OK. I think they were playing around the badminton course. I'll meet you all back at the dinner entrance later. It will be fun. I can't believe I will get a free massage!" She almost squealed.
"OK, but come find us if you need anything." The friend was practically pushed out through the doors by my wife. Now I am alone with a soon to be naked young lady.
"So why don't we start with a simple 30 minute session and see if you want more. It will be quite relaxing and feels longer than you think." I have had my fair number of massages and my wife and I of course include massages in our sexual play. But I have never actually pretended to be a professional before. The thought of more than 30 minutes terrified me. My wife is gone and I was totally alone in this charade.
"Well, what do I do?" the woman asked.
"Take this towel. You can undress behind that screen over there. Since we are actually closed you can simply leave your clothes on the bench." The locker rooms were closed and I was scanning the room for options.
"Soooo, I should remove everything?" Her voice was quiet almost like she was embarrassed. She finally realized she didn't know what she was actually asking for.
"Yes, the towel is large enough to remain modest" I was hoping at least until she was comfortable. "Just wrap it under your arms and come back to the table. But yes, remove all of your clothing." I spoke slowly to give assurance and trust. I should have taken up acting.
"Well, OK. I don't think I have ever actually been naked in front of anyone before. Not even my doctor completely." She was trying to convince herself so I remained silent. "OK, this should be fun. I guess you know what you are doing."
I returned to the nearest table to see if supplies were available. She eventually walked out from behind the screen with the towel wrapped around her body. I think she talked non-stop while she was undressing out of nervousness but it wasn't directed at me so I didn't need to respond.
"Now what?"
"Come lie down on this table. While it is normal to start face down, I am going to try a non-standard approach. Let's start with you on your back. But I will ask you to turn over twice so that you will end face up again. I will look away while you get on the table; just drape the towel over your top." My looking away gave her more comfort.
"Ok, I am ready. I thought I would be more nervous only covered in a towel but you're really good." When I turned around she was perfectly still. Her form was magnificent. This was the first time I truly examined her body. She must be in her early twenties. Her legs were amazing and smooth. And even lying on her back her breasts were standing tall. They weren't exactly large but the shape was exquisite. I recognized her now from the beach.
I clicked on some soft relaxation music. "OK, you are free to simply be quiet and calm, or you can talk. I will respond but won't initiate a conversation. It is all part of your mind and body relaxing together." I didn't even know what I was saying but it all sounded familiar from being on the table myself. "I will just give you light and long touches for a few minutes and then have you turn over."
I started at her feet. Only a few times did she jump from being tickled but otherwise, I made my way up the legs. To ensure she didn't get nervous I didn't move past the calves at this time. Instead, I jumped from the calves to the hands and arms; lightly caressing each side. I spent some time on the hands and fingers as a way to start slowly. Then I moved to the head. From the top of her head, the breasts really took on a life of their own. My optimism around those breasts getting exposed was growing.
"Am I doing this right? Am I still covered properly? I don't know what is appropriate and don't want to interfere with your training." She started to get anxious and needed reassurance.