Money Can Buy Happiness - S01 E31

4 weeks ago

Money Can Buy Happiness - S01 E31

Read Story: SEASON 1 EPISODE 31

Introduction:

An old rich guy hires a young sexy woman as his housekeeper and personal assistant. She is always naked and having new sexual adventures.

I wanted to take Maria somewhere for her to show off her body. She's getting to really enjoy being an exhibitionist. I came up with the perfect place - New York City. In New York, it is legal for women to walk around town topless. A group of women sued the city for discrimination because men could walk around without a shirt but women couldn't. The court agreed and now women can freely show their breasts around town. The question will be, how much will she need to wear on the bottom? think it's legal for women to walk around wearing a thong bikini, so if she can be topless, can she walk around wearing only a thong? I want to try it out with Maria.

I didn't find out from Maria until after the Scottsdale trip that not only was that her first time on a private jet; it was the first time she'd flown anywhere. I didn't think we should book a private jet to fly all the way to New York. That seems like an incredible waste of fuel for just two people. Therefore, we'll need to fly commercial. I imagine Maria's first time in first class on a Boeing 777 will be just as mind blowing as the Lear was.

We needed to figure out what she could wear on the plane, however. Airlines have gotten really shitty about women dressing in any way sexy for a flight. The problem is that Maria only has sexy clothes. That's all I've ever bought her. I hate the thought of having to buy her something for just the plane flight that she'll never wear again.

Like Scottsdale, though, I expect she will be able to pack very lightly as she'll be as close to naked as possible during the day. She'll just need some slinky stuff for the evening.

We went on-line and looked for clothes for her. We found a dress for her to wear on the plane which wasn't too sexy but she'd still look terrific in it. She had a couple of outfits she could wear for an

evening out in New York, but we added to that with a couple more.

I made our reservations for first-class air seats and a large suite in the Hyatt Regency in Manhattan and I arranged for a car to take us to the airport. Maria was ready with her new dress and heels with a single carry-on bag. Our car got us to the airport in plenty of time to check in. Maria simply stepped out of her heels and walked through the TSA sensor without a problem. After all, all she was wearing was a dress with her naked underneath it.

Being in first class, we were among the first ones to board the plane. We were in the second row and I took the window because it is usually colder at the window and Maria wasn't wearing much. Her dress was fairly loose on top because she only has B-cup tits. She purposely let one of the spaghetti straps of her dress fall off her shoulder so that the top of her dress gapped nicely. As passengers walked by to their seats, if they looked down at Maria as they passed by, they were able to see most of one of her perfect tits.

During the flight, we got a blanket to cover us which gave me free reign to rub her tits and her pussy throughout most of the flight. I tried to keep her on the edge of orgasm for hours as we flew across the country. Under the blanket, I had one of the straps of her dress all the way down so that the tit closest to me was completely exposed for my fingers to work on her nipple. I hated to have to stop playing with her body when the flight attendant brought our meals.

We landed in New York and took a cab to the hotel. On the way, I had the strap of her dress down and was openly playing with her tit while the driver tried to watch in his rear-view mirror without getting into an accident.

I checked us in and a bellman took us and our luggage up to our room. As soon as we got into the room, Maria grabbed the hem of her dress and lifted the whole thing over her head and tossed it on the bed. Within seconds of getting into the room, she was naked. The bellman was showing me the minibar at the time and when he turned around, he saw Maria standing there naked. Maria just looked at him and said, "I've been in this dress all day. I couldn't wait to get it off"

I started to reach into my pocked to get out some money for a tip for the bellman when Maria stopped me and said she'd handle it She dropped to her knees in front of the bellman and reached for his zipper. She looked up at him to be sure he was okay with it and he smiled and nodded. She unzipped and unbuckled his pants and dropped them to the floor along with his boxer shorts. She took his

dick into her hand and rubbed it up and down while kissing the crown. She reached up with her other hand and played with his balls and in no time, he was hard as a rock.

Maria slipped his cock into her mouth and went to work on it. She licked and sucked and stroked his cock. She took it out of her mouth, lifted it up, and licked his balls and then sucked each one, one at a time, into her mouth while continuing to stroke his dick. She sucked his dick back into her mouth and licked and sucked it while playing with his balls until he exploded in orgasm and shot rope after rope of cum into her mouth. She kept licking and sucking until she was sure she'd gotten all of his cum.

She sat back on her heels and licked her lips. Before the bellman left, I asked him if he'd like to fuck Maria. Of course, he said he'd love to. I made a deal with him. I had been wanting to find a guy with a really big cock for Maria to enjoy. I told the bellman that if he could find a guy with a big cock of about eight inches to come up to our room and fuck her, that he'd be able to come back and fuck her, too. He wasn't sure how he was going to go about finding a guy with a big cock. It's not like he wanted to start asking guys how big their cocks are. I suggested he look for a guy who is at least six feet tall and seems to have big hands and feet. And if he's a black guy, that might add to the chance he'll have a big dick.

He told me his name was Sam. I told him to find a guy with a big cock and have him come to our room saying that Sam sent him. If the guy has a big cock and fucks Maria, then he can come back and fuck Maria as well. The bellman thanked Maria for the best tip he'd had in years and left.

Because of the long flight and the loss of three hours on the clock, it was already evening and we were tired from the trip. We laid down on the bed to take a nap and feel asleep pretty quickly. By the time we woke up, it was 9:30 but to our internal clock it was only 6:30 so we started thinking about dinner. Maria didn't want to get dressed and go back out, so we ordered from room service.

Of course, Maria answered the door for room service completely naked. To her disappointment, though, the room service person was a female. She looked to be in her twenties and wasn't bad looking. She must have seen a look of disappointment on Maria's face and said, "What's the matter? Were you hoping for a man to bring your food?"

Maria replied, "Well, it is usually more fun as I give really good tips." The room service girl surprised us by saying, "Oh, so I guess you don't give such good tips to women then? That's too bad."