Chapter 11

Day 47 Tuesday

When my eyes opened, I saw Tiffany watching me. “Are you ready to go to Hawaii?”

If I don’t need a bathing suit, then I have everything I need. If I need a suit, I may need to shop.”

“They sell suits in Hawaii. Pack up and I’ll call to get our flights.”

Three hours later we were boarding a plane and settling into our seats. It was after dinner by the time we checked into our suite. It was overlooking the ocean and had almost two thousand square feet and everyone spoke English. We stayed for three days and except for going out to a restaurant one night we didn’t leave the resort.

We had sex, just the two of us. We laid on the beach, swam and had more sex. Tiffany never said, ‘No,’ and often would ask me if she could do anything for me proactively. The stay was great and relaxing.

Day 51 Saturday We were on the early flight to SFO and landed in San Francisco. We stayed at a Kensington property in Union square and had a nice Italian dinner in North Beach before calling it a night.

Day 52 Sunday We could both feel the trip winding to a close and starting to let the real world creep back into our thoughts. Tiffany called her husband. They talked some more and both felt bad that they hadn’t done more to save the marriage when they started to see things turning south but both were happy to be able to move on. After the call she said that she thought that they’d be friends and had both forgiven each other for what they’d done behind the other’s back.

I took her to an afternoon performance of the San Francisco symphony. She enjoyed it and held onto my arm as her eyes danced with the music as she watched them perform. We had a nice meal at a very nice restaurant. I ordered the duck and she laughed as the waiter walked away. I asked what was so funny.

She said, “The first time we went out to a high end restaurant was in New York and you ordered a hamburger. I know it was the dry aged prime something burger but it sounded like a kid’s meal and I was concerned that I was going to spend a couple months with a rich kid living out his fantasies and being a tutor in the ways of sex. You and this whole trip have opened my eyes and you have won my trust and respect. I hope the experiment turned out as well for you as it did for me.”

“It isn’t over yet but I’m glad that I chose you to travel with me. I’m happy with the way you supported me proactively during the trip and I didn’t have to drag you along kicking and screaming.”

The dinner was nice and that night it was more like making love than just another hard fuck. Like I said, we were winding down and the tension was no longer there. We kissed before she rolled over so she could spoon back into me.

Day 53 Monday We were up by 8. Had a good time having sex until 9. Had breakfast and were at the airport by 10 and were on a plane at 11. We landed in Chicago at 5 and were at the hotel by 6 including the time changes. I’d decided to treat Tiffany the same way I’d treated Jody and pretty much mirror the weekend that I’d had with the little high school blonde from Tallahassee.

We went out for Pizza and it was the first time Tiffany had eaten Chicago style deep dish pizza. Then back to the suite for some serious sex. Tiffany wasn’t as impressed by the room. She still thought it was great but compared to some of the others we’d stayed in, it was just really nice.

Day 54 Tuesday.

Tiffany was treated to a day at the spa and she was pampered. She also got a haircut, her nails done as well as the massage. We went to see the White Sox since the Cubs were out of town. It was also a night time game so we went to the Chicago Art Institute in the afternoon and she enjoyed looking at the paintings and sculptures. It wasn’t the Louvre but it had some pieces that she really loved.

She didn’t want to go to Mortons and instead we had hot dogs at the game and peanuts to snack on. The White Sox won the game and Tiffany was happy since we were cheering for the home team.

Back at the hotel, she had on her White Sox jersey and a thong as she sat on my lap and sipped Champagne out on the balcony. We were just listening to the sounds of the city and enjoying the view of all the lights. She leaned over and kissed my cheek. I could feel the tears on her cheek.

“Are you okay, Little One?”

“I’m getting a divorce. I’m losing you. I have a job but the two main people in my life are moving on.”

“To make room for someone else. Tiffany, in case I haven’t told you in a while; you’re beautiful. I picked you because of your picture as well as your letter. You’re still a young woman with a big future. Many women live their whole lives trapped in a relationship they decided on when they were little girls. You’re lucky enough to see your mistake now and were honest enough to do something about it.

“You also now know more about what you like and don’t like about where you live, what you do for work, what you want in a lover and what you want for a spouse. You could work at an all girls boarding school and watch little teenage girls all day. Or you could go somewhere else and not tempt yourself like that and just teach at one school and look for college freshmen from another school. You can and should be honest with your spouse if you choose to have one so they can support your desires, needs and fantasies.”

“You make me sound like a pedofile. Maybe I am but I think I was taking advantage of a situation. It isn’t what drives me or fills my mind all day every day.”

“Then work hard and then take a trip during the summer to Thailand or Japan and find what you need for those special occasions.”

“That’s a good idea but I don’t see any 14 year old girls here in Chicago that will spread her legs for you or me.”

“They’re here but I’m not looking for one and won’t go looking for you either. I don’t see the need to break the law when I have a sweet pussy right here on my lap that I can lick and fuck all night long.” I used my hand to move her thong out of the way and started to rub her. By now on the trip she was so used to me that she just spread her legs and let me do what I wanted.

We finished our glasses of Champagne and then took the bottle and glasses to the bedroom. We got a little rough but she was just as much the one pushing the action as I was. It was a fun and playful night.

Day 55 Wednesday We flew into New York and were back in the hotel where we started our journey. We’d gone around the world. We were back at the Oak Room having dinner and she had on a little black dress and looked great.

Sipping martinis as we waited for the food, I said, “I know that I said 60 days but we’re a few short. There are some great museums here as well as plays, restaurants and historical places. You can stay here for the rest of the week or the rest of the time or if you want to get back to Orlando, you’re free to go at any time. You’ve fulfilled your part of the agreement.”

“I’d like to spend a couple days seeing museums and going to plays sounds like fun. Am I still your fuck toy? Do I get to pretend to be your girlfriend?”

“How about friends with benefits? You can say, ‘no’ or make suggestions. If you’re my girlfriend then we’ll have to break up and that’s always awkward. I’m sure my mom would love to meet you if you could put up with that?”

“I might blush but I’d meet her. I’ve done plenty of embarrassing things over the last couple of months.”

Both of our hamburgers arrived and she smiled as she took a big bite of hers. As she chewed, she had a big smile as she tasted the meat. “You’re the one with the money but I was being a snob last time we ate here. You obviously know what’s good on the menu and what’s exceptional.”

Day 56 Thursday I woke up in a mood and looking back I think that Tiffany was in the same mood. I took her around the world and she wanted every bit of it. I think she was trying to see the difference between the first time we were together and then now after a couple months of getting comfortable with each other. I on the other hand was less worried about her and just used her and pushed her hard. As we laid together afterwards she was smiling.

We went to lunch and then over to MOMA for her to see more art. It took all afternoon and I walked with her as we made our way from the bottom to the top of the museum. Afterwards we had dinner and then went to see Starlight Express. It was a fun play or musical. It was like the little engine that could. All the actors were on roller skates and zipped around the multi story stage that came out into the audience.

We had slow and sensual sex back at the hotel before we fell asleep.

Day 57 Friday I called over to my parent’s home and Dad hadn’t left for work yet. I told them we were in town and Dad asked us to stop by the office and Mom wanted us to come for dinner. I looked over to Tiffany, still in bed with the sheet barely covering her belly button and she looked sexy.

“Hey sleepy head. The company that just put us up in the hotels around the world wants to talk to us and Mom has invited us for dinner. Time to get up.”

She stretched and said, “Maybe I should fly home or I can do a me day in the city while you take care of business.”

“Get dressed. We’ll have breakfast here and then go into the office.”

In keeping with the theme of the company, the headquarters was an old building that looked out on the river and had a view of the Statue of Liberty. The receptionist didn’t know who we were but a quick call to Dad and we were on the elevator to his office. He was on the top floor and the view was great. I introduced him to Tiffany and she was feeling a little frisky when he asked, “My wife tells me that you two met through a classified ad.”

“We did. You should try it sometime. It was very exciting and I had to overcome my fears just to put the letter in the mailbox.”

“I’ll run it by my wife and see what she thinks about the idea.” He let out a light laugh before turning to me. “You didn’t just sightsee while you were out. We closed on the hotels here and in Croatia last week and the deal looks very profitable. I also heard that your tour business in Paris has already grown a lot and had to hire four new tour guides. All the customers seem very happy with the tours.”

“That’s great. We liked it.”

Tiffany spoke up and said, “It was right under our feet and we had no idea until that long spiral staircase. It would be like walking into a room of gold or something. The way the bones were stacked or displayed was almost like a competition between churches to see who could display their dead the best. I loved it from the surprise that it was there to the subject matter, to the history and then how it was all displayed.”

Dad was nodding his head. “I’ve told them that I want to go next time I’m there. How did you like the hotels you stayed in, Tiffany?”

“Besides the fact that the rooms were so much bigger and nicer than anything I’d ever stayed in before? I loved them all. They were like the tour in that they preserved history. I like to read about the history of the buildings and locations at each hotel. I liked that they were restored and hidden behind the doors were some of the nicest hotel rooms in the world. The staff, bars, restaurants and spas were all top of the line.”

Dad turned to me and said, “What happened in Tokyo?”

I was quiet for a moment then just said, “We were out on the town one morning and wanted to get a room. We walked in and were told that check in was at 3pm and we should come back then. Even if all the rooms were full from the previous night, she could have turned us away in a kinder manner.

“After digging a little bit, I found out that the head housekeeper figured out how she likes things to run to make her and her staff’s job easier and it meant not having any check-ins before 3pm. I later found out that if someone checked in for a while but checked out the same day that she just left the room for the next day’s cleaning. The regional manager was called in and made aware of the situation. I left it up to him to figure out how to fix the problem and get it done. We should send someone over to check and make sure it’s done.”

“The head housekeeper was fired when she told Mr. Tinja how her hotel would run. I think most of the staff was happy to see her go. Sometimes it takes changes to the status quo to find problems that are hiding in plain sight.”

For the next two hours, Tiffany and I talked about all the hotels we stayed in and our competitor’s hotels to compare and contrast. Dad asked about some of the places that we didn’t have hotels to see if we should expand into those areas. I told him about the hot springs resort near Mt fuji. How they were all okay but none were up to the standards of even a nice 4 star hotel. If we went in and went big, we could attract the high end customers. He leaned forward and wrote something down.

When we left, both Tiffany and I got a hug from Dad and he thanked us for making time for him on such short notice.

As we rode down the elevator and walked out she said, “I was nervous at first, like being called into the principal’s office. But then I remembered that you were the owner and he works for you. I wasn’t afraid of saying something to get you in trouble at work and just said what I thought. I knew there was something that went on in Tokyo but was with Hina. You were off moving and shaking and getting people fired.”

“You were moving and shaking yourself. Do you want lunch, a matinee in the theater, a matinee in the bedroom, another museum?”

“Can we see another play?”

She wanted to see Cats but I took her to see 42nd Street and we both enjoyed it. We took a cab and showed up at Mom’s around 5pm. She was handing Tiffany her first martini when Dad walked in. We had changed for dinner and Tiffany was in a tight fitting short dress that made her look hot. Dad gave her a double take and Mom just smiled.

We sat down in the living room and Mom asked, “How was your trip? Did your theory play out as planned?”

“It went better than expected. There were a few surprises along the way but overall it was a success.”

“What would you change?”

“I would have made it shorter. It was a long trip for both of us with a lot of changes of locations.”

Tiffany said, “Along the way the story was told about how we came to be in the place that we were and about Brad testing his theory. He has a list of about 10 others hoping to be picked for next year. I think when you read words on a page, you’re very skeptical about who and why they placed the ad. If they were a good looking nice guy, he wouldn’t have to place an ad. It was like rolling the dice to see who was on the other end of the offer.

“If he would’ve posted his picture or had a booth at the fair to sit and talk for 10 minutes he would’ve had thousands of letters, pictures and offers to go with him. We ran into some girls in Paris that saw the ad and were too scared to reply but it prompted them to go together and backpack around Europe.”

Mom smiled and said, “I probably could have told you that. He gets more looks than he realizes but is too aloof to see what’s in front of him and make good on it. How did you deal with your part of the experiment?”

It was a straightforward easy question but Tiffany had to decide how to answer it. I knew when she pushed her shoulders back a bit what to expect. “Brad was honest from the beginning as to what he was doing, why he was doing it and what the expectations were. I think if I would’ve been 18 he would’ve been much kinder and gentler. If I’d have been a whore or that stuck up snob from Atlanta that he would’ve pushed me so hard in a way to break me.

“I wasn’t either of those things. I was a woman that had backed herself into a corner and needed to get out and clung to the opportunity he offered and was willing to do whatever he asked or told me to do for that opportunity. I was married or still am married. I knew the marriage was over but needed to know in my heart that there was something else, something better.

“Brad pushed me but in a way to take one step beyond my comfort zone. To test myself and my beliefs. I learned a lot on this trip and have become a more adventurous and stronger woman as a result. I even called my husband and told him that we were done. Brad didn’t make me but he made me see that honesty wasn’t harmful or hurtful, it was what it was. I explained my feelings and observations to my husband and he was feeling and seeing the same thing. We’ll deal with it when I go home.”