The days before our 2nd cruise together, my 3rd, were amazing. It was 5 days of amazing sex, sun and enjoyment. Christine told me she wanted me to put on some more muscle so I hit the gym hard but other than that we were together all the time. Other than when she had work calls and emails I had her full attention. It really felt like we were together in a relationship but Christine had made it clear that we weren't, yet. I didn't want this time to end but we had to go back to the real world.
Christine spoke often of the "end game" and let me know there was a plan. She told me one of the great things about being away from home is you can make the life you desire without getting a reputation. I didn't really know what she meant by this but I saw this woman with amazing confidence and passion and I accepted she knew what she was talking about. For now I had to follow and trust her.
In the morning before leaving for the cruise we were eating breakfast in the hotel but Christine was distracted and reading emails on her laptop. She looked perplexed and a bit frustrated but I knew not to ask her about it. She then made a phone call and got up to talk on the balcony. I don't know if this was for a better signal or to be away from me but I could hear her end of the conversation anyway. She kept talking about a woman who was not meant to be on the cruise but was now coming. Then she was saying she didn't want to ask "him" and he wasn't ready. I got the feeling she was talking about me. I had no idea who she was talking to.
She ended the phone call and came back to the breakfast table looking annoyed. I wanted to make her happy and calm her down but like so often I didn't know what the situation was or how to approach it, so I did the English thing of making her a cup of tea. She smiled at me and gave me a gentle kiss on the cheek.
"Got a bit of an issue" she said to me in a slightly apologetic way. "There's a notorious customer, a big spender who recommends us a lot to others in her circle and she has decided to come on this cruise last minute."
I looked at her slightly bemused and again had no idea what to say.
"She is a pain. Demanding, a bit rude and expects preferential treatment. She gets her own dinner table and doesn't socialise with any other guests, unless one of her friends is there. She expects a staff member to be there for her constantly. Do you think you can do it?"
I had no idea what this involved but said I was happy to do my best. Christine smiled and gave me a long kiss and told me I was to stay with her on this trip. I was elated at this news and was sure a difficult customer couldn't stop this from being a great trip. I cleaned up the breakfast table and carried our bags to the taxi.
We got to the harbour and Christine pointed to our ship and asked me to carry our bags to it. We didn't have much baggage as most of what we needed was already in our rooms. I happily walked onto the ship and was saying hello to other staff members when I saw something that stopped me in my tracks. The muscular guy I had seen at the hotel where I first met Christine, who had some sort of a previous relationship with her was getting on. He was dressed for work. Christine said she had ended things with him so why was he here? Was she lying? Was he trying to get her back? Did he simply have a job to do? Our eyes briefly met and we both looked away. I quickened my pace and went to our room.
The managers' rooms were on a lower floor than the other staff and it was a much bigger room than my previous rooms. It had a king size bed with a living space and own bathroom. Other than a bigger bed and a table and chairs it was the same as the regular staff bedrooms but much bigger. I put our stuff away when Christine came in.
"Get ready we need to go up soon to meet the guests and I'll introduce you to Olivia."
"Did you see who is on the staff?" I asked her.
"No, who?" she asked, looking puzzled.
"Your ex, the guy from the taxi."
"Oh, don't worry about him. He went back to England but apparently doesn't have another job so he's still working. I can't exactly fire him because I dumped him, can I?"
She dismissed it like it was nothing and I had no choice but to trust her.
"Look, we're going to be working all day then spending every night together. We said no more dramas didn't we?"
"Sorry, momentary relapse" I said, remembering my promise to her about no more dramas and not to question her. She was confident and happy, I was the one who needed to improve.
We quickly went through my work schedule and I was to serve Olivia's meals and no other customers. In the evenings I was to serve Olivia up to 10pm. Christine told me after that I had an hour and a half to use the gym then to come to our room after I showered to see her at midnight when she finished work. It didn't sound like work would be much fun but Christine assured me that if I did a good job Olivia would tip well and this tip was just for us and didn't need to be shared with any other staff. I loved her saying 'us'.
We went up to the main communal area together as boss and employee, I knew we weren't to show we were together while working, even in front of other staff. Some must have known we were sharing a room though. We got to the room and Christine clocked Olivia straight away. We walked together and Christine and Olivia greeted each like 2 people who knew each other in a work capacity but weren't friends. Christine was being friendly in a way you are to a customer and Olivia came across as quite cold in her communication.
Olivia was quite a large lady who looked to be in her 50s with tanned, slightly ageing skin, short bleached blonde hair with large hooped earrings, pearl necklace and a white dress designed to make her look classy but she couldn't pull it off. She didn't move or talk with any grace and despite her high opinion of her status she just didn't seem like an upper-class person, just someone wearing the right clothes. She looked at me and seemed unimpressed and asked me to get her a glass of wine. I asked if she wanted red or white and almost annoyed at the question said white. So I went to the bar and got a glass of white wine for Olivia and Christine. Christine hadn't asked but I had seen her have the occasional glass so knew she wanted one. When I returned with their drinks they were in conversation and barely acknowledged my return or that I had given them drinks.
They continued talking like I wasn't there as they drank and I stood there empty handed. When she finished her drink Olivia dismissively told me to get her another drink then take her bags to her room. I picked up her bags and took her spare key card and saw she was in a room in the managers quarters but the floor below mine and Christine's room. Her room was much larger than our room. It had a king size bed and a double with lots of floor space with a small sofa and dining table with chairs and a large bathroom. I put her bags into the large wardrobes and then she entered the room.
She looked at me with a sly smile and slowly walked towards me and backed me up against the wall. I could smell her slightly rank breath as she stood right up against me. I instinctively turned my head away as she lifted my shirt and and ran her hands up and down my stomach and chest. It felt horrible and I didn't know how to react. Was there a line she wasn't to go past? She gently grabbed and felt my ass from inside my trousers but outside my boxers and moved her hands round the front and felt my unerect penis from outside my boxers and pushed her body against mine. I was deeply uncomfortable and have no doubt it showed. She coldly laughed and seemed to be enjoying her power over me. I couldn't stop her and she knew it. She moved her head even closer to mine and she took a long sniff like she was smelling for my fear. She took her hands out of my trousers and softly patted my ass to show she was done with me, for now.
I left the room and went back to my room. I realised I had a break until dinner so laid down on my bed and started to read. I was in the room for a few hours on my own and was getting a bit bored but also apprehensive about my next meeting with Olivia. I had agreed to make sure she had the best time possible but it was never said if anything outside of doing my work duties was expected. Christine came into the room about an hour before we had to go up to start serving dinner and laid down with me. She seemed tired but happy and feeling the warmth of her embrace raised my spirits and suddenly I felt a bit horny.
Christine smiled on realising this and took down my trousers and jerked me off. It felt really great having her soft hands massaging my penis. I had wanted sex but I realised this was because I wanted to please her but actually this was just what I wanted, she always seemed to know what I wanted. After I finished I laid down with her and felt more relaxed but then I remembered Olivia and felt myself tense up a bit. I wasn't sure if I should but I decided to tell Christine about what Olivia had done in her room. She gave me a kiss and reminded me I had agreed to please her. I didn't recall saying I would please her but that I would be there for her constantly. The lines were blurred and I still didn't know what was expected of me but I had gone all in to please Christine and to become the man she wanted me to be. If she didn't stop what Olivia was doing to me then I would go ahead with it. She reminded me that the happier Olivia was the higher the tip and we could spend this money on enjoying ourselves after the cruise.
That evening at dinner Olivia was dressed similarly to how she was when I first met her but she had changed dresses. I was to arrive at the table before her and seat her like she was an upper class guest then I got her a bottle of champagne. Her table was sat by the window with the seats looking away from the other guests. There was a seat for me and I sat next to her while she drank her champagne. She put her hands under the table and massaged my leg and occasionally brushed over my penis. She was acting very subtle like nothing was happening. She was enjoying her drink and quiet dominance over me and she sent me away to get her meals. I sat down with her while she ate and she quietly ate, drank and touched me under the table. By the time she had finished eating she had also finished the bottle of champagne. She didn't seem drunk but looked a bit tired then told me I was to escort her to the fitness room.
When we got to the fitness room she told me she had a room booked. It seemed strange that she knew the details and the keys but I didn't as we went inside a private room. The room had a massage bed and she took off her dress and jewellery. She was wearing only her bra and a large pair of pants covering her decent sized ass. She laid down on her front and it was clear she expected a massage. I started to massage her but she told me to take off my shirt first. She said I had an hour so I slowly massaged her whole body, slightly worried the whole time about what was to come. Once I finished she sat up looking relaxed and content.
