A wealthy old man hires a young woman and puts her into sexual situations.
Chapter 16
I wanted to add to my car collection and a Mecum Auction was coming up in Scottsdale, Arizona. I hadn’t taken Maria out of town yet to this point. I couldn’t wait to parade her around the auction to distract other buyers. The advantage to having more money than I can possibly spend in my lifetime is that there is no upper limit for me to buy a car. If I find a car I want, no one will be able to outbid me. I don’t care if I pay too much for a car. I’m not buying it for the investment. It’s for the fun of having a bunch of really cool cars. I was hoping to buy either an Aston Martin or a McClaren but I was open to other cars. I’ve always wanted a Ferrari so that’s on my list of desires also.
I arranged for us to fly to Scottsdale in a private jet, which I knew would freak out Maria. Luxury still overwhelms her. I made reservations for a suite at a top hotel. This was going to be fun weekend. I’m thinking of Maria naked for room service and wearing as little as possible at the auction. I’ll try to do what I can to expose her at the auction. As the auctions are usually televised on MSNBC and they like to show the winners of the auctions, I’m hoping to get her on TV. I set my DVR to record the broadcasts so we can watch them when we get back home.
The day before we were to leave for the auction, it was our 90-day anniversary. Her probation period was over. We sat down to talk. I knew that she wanted to stay and I’m sure she knew I wanted her to stay. I was so happy with her that I didn’t even have any suggestions of how she could do better. She has figured out so quickly what I want from her that I usually only have to point her in a direction and she just wings it and hits it out of the ballpark. Take that session with her father. That was almost all on her. She wasn’t sure she wanted to do it, but once her dad was here, she convinced her dad that she’d been wanting to have sex with him for years. I couldn’t be happier with her “work” for me. I gave her the gift I showed her at the initial interview. A pair of diamond earrings from Tiffany & Co. Each earring contains a nearly flawless one carat round diamond. I told her that I want her to wear those earrings on a daily basis. They are not to be saved for a special occasion. Every day with her is a special occasion for me.
The good thing about Maria being either naked or barely dressed was that she was able to pack light. Unlike most women, she was able to pack for a weekend with just one bag. Maria was wearing a very short crop top and a very short micro mini skirt with a nice pair of heels for the trip over. That will pretty much be her uniform for the weekend. I love watching her bend over wearing a crop top to watch it fall away from her tits and give anyone near an eyeful.
We drove to the private airport and parked the car. We were directed to a waiting Lear Jet. Maria’s mouth was hanging open as we boarded the jet. The first time anyone gets on a Lear it’s like a religious experience. We were met at the stairs by a lovely flight attendant named Nancy. We settled into our comfortable leather seats and Nancy went to the galley to fix us some drinks. When she returned, I asked Nancy if it would be against any rules or regulations if Maria flew while naked. Maria’s head snapped around to look at me with wide eyes. She wasn’t expecting that.
Nancy said she wasn’t aware of any reason it wasn’t allowed, but she’d never had that request before. She did say that if Maria wanted to do it, she should probably wait until after take off as the captain usually comes out to greet his passengers. To me, that meant she should get naked right away. She only had two pieces of clothing to remove and in seconds she was sitting next to me gloriously naked.
The captain did come back in the cabin before takeoff to introduce himself and welcome us aboard and was certainly quite surprised to see a naked woman sitting in the cabin. I introduced Maria to the captain and told him that she prefers being naked and that we hoped it wasn’t a problem for him. He assured us that he was delighted to see such a beautiful woman on his plane. The captain went back to get into his pilot’s seat and started up the engines. The takeoff was smooth and exhilarating. It feels quite different than in a commercial jet.
Once we were airborne, Nancy came by to see if we needed anything. I asked Nancy if she wanted to make an extra thousand dollars for the flight. She looked at me suspiciously. I told her I would pay her one thousand dollars if she joined Maria in being naked for the flight. I promised her that she would not be touched unless she asked to be. I just enjoy seeing lovely women’s bodies. She didn’t want to do it, but a thousand dollars is a lot of money. She was only making a couple of hundred for the flight. She finally agreed and went to the back of the plane. She came back a short time later wearing only her shoes. She had a darn nice body. Her tits were probably C-cups and her pussy was completely shaved bare. She was trim and fit. I asked her to sit with us for the flight. She was nervous to be naked and kept her knees together for a while but eventually she loosened up when she realized she really was safe and probably from seeing Maria sitting there with her knees wide open to show off her pussy.
We were about half way into the flight and I reached over and started fondling Maria’s tits. Nancy was watching my hands squeezing Maria’s tits and pinching and pulling on her nipples. Maria was getting turned on by my touch as well as having Nancy watching. She dropped her hand to her pussy and started lightly playing with her clit. Between the two of us we got Maria to a climax and she shook in pleasure. Nancy said, “Wow, that was the sexiest thing I’ve ever seen. I’ve never actually seen someone masturbate and orgasm from three feet away. You guys have made me totally wet.”
I told Nancy, “Well, there’s nothing stopping you from rubbing one out yourself. We’d love to see you have a nice orgasm.” Nancy replied, “I don’t think I could really do that. I’ve never done that in front of anyone before.” But as she said that, her hand was between her legs and just lightly touching her clit.
Maria said to Nancy, “If you don’t want to do it yourself, I’d be happy to help you out. Have you ever had a woman’s tongue on your clit?” Before Nancy could even respond, Maria slipped out of her seat and got on her knees in front of Nancy and pried her legs apart. Nancy resisted at first, but then gave in and let Maria open her up. Maria leaned forward and planted a kiss on Nancy’s pussy and Nancy sucked in a breath and uttered, “Oh, wow.”
Maria started licking Nancy’s pussy up and down her labia. As she worked, Nancy’s knees got wider and wider apart. Maria reached around Nancy and grabbed her butt and pulled her closer to the edge of the seat and then lifted Nancy’s legs over her shoulders like I do to her all the time. This opened Nancy up completely to Maria and she started licking Nancy from her asshole to her clit. Nancy was moaning and groaning in delight. When Maria stuck two of her fingers in Nancy’s vagina and found her G-spot, Nancy immediately started to orgasm. Maria could hardly keep up with the juices gushing out of Nancy’s pussy. Nancy grabbed Maria’s head and pressed it hard against her clit while she rode out her orgasm. Nancy was covered with a sheen of sweat and looked totally relaxed. Maria got up, leaned over and kissed Nancy on the lips. Nancy’s eyes shot open in shock but she didn’t pull away. It was just a brief kiss, but evidently something else new for Nancy.
Maria sat back down beside me and I kissed Maria to taste Nancy’s juices on her lips and then I licked around her mouth and especially her chin. Nancy’s juices tasted really nice and I told her so. She blushed and looked to be totally embarrassed over what had just happened. “Nancy,” I said, “there’s no reason to be embarrassed over what just happened. It was wonderful to watch two such beautiful women enjoy each other. I can tell you that, as a man, there is nothing hotter to watch than two women pleasuring each other. It looked like you enjoyed it and that’s all that matters.”
Nancy smiled but didn’t know what to say. Just then the captain came over the PA and announced that we were approaching the airport and to buckle up for landing. Nancy started to get up to go to her seat and probably to get dressed. I asked her to stay where she was so I could enjoy looking at her for a bit longer.
It was a silky smooth landing and the plane rolled to a stop. Maria got dressed, but Nancy was nervous because she was still naked and was afraid the captain would come out and catch her. I told her to relax it’s all okay and I handed her the thousand dollars. Just as Nancy opened the door for us to disembark, the captain came out to thank us for our business. He was obviously shocked to see Nancy naked. She tried to cover her tits and her pussy with her hands. I complimented the captain on having such great service on the flight. He couldn’t take his eyes off of Nancy and I knew he wouldn’t make trouble for her.
We got into the waiting limo I had ordered and it took us to the hotel. We were given a really nice suite with a nice view of the countryside – if you like desert. Maria unpacked and got naked. I had told her that the same rules apply in our house as in a hotel room. She now loves to be naked so I’m sure I didn’t really need to tell her that.
We relaxed and watched some TV until dinner time. I asked if she wanted to go out or order room service. She said she was too relaxed to go out so I grabbed the room service menu and we figured out what to order. I called it in and we watched more TV until a knock came at the door. Maria got right up and went to the door and opened it wide for the room service waiter. He started to roll a cart in but then stopped short when he realized he was looking at a naked woman. Maria invited him in so he continued to roll in the cart. He unloaded our meals and set our table for dinner. I told Maria to go ahead and sign for the meal. She knows me so well. She started to add a tip but then stopped and turned to the waiter. “Would you like a standard tip, or would you prefer a blow job?”
Now the waiter was really shocked. He looked at me and I nodded my approval while Maria got on her knees in front of him. She reached for his zipper and looked up at him he smiled and nodded his head. Maria undid his pants and pulled his pants and underwear down in one pull. His dick was probably a bit under average. He wasn’t fully hard yet but I doubted he’d get bigger than five inches. But that’s perfect for blow jobs. Maria prefers that size for blow jobs because the whole thing fits in her mouth. She gave one of her wonderful blow jobs and he released a good batch of cum in her mouth. After probably the second squirt, she pulled his dick out of her mouth and pointed it at her face and let him paint her face with the rest of his cum. This was something I hadn’t seen her do before and I loved it.
After he left, Maria came to me and gave me a kiss that tasted of cum. “Did you like that,” she asked? “You bet,” I answered and I started licking the cum off of her face. When I had gotten all I could, she smeared what was left all over her face to let it dry on her skin. Everyday with her all I can think is, what a woman.
Chapter 17
The next day we got up and got dressed. Maria, once again, was wearing a crop top which didn’t quite cover the bottoms of her tits and an extremely short skirt with a set of cork-heeled sandals. I hoped she wouldn’t get sore feet from walking around the auction all day in the heels. Hopefully, the cork would absorb some of the punishment on her feet.
We had breakfast at the hotel and then took a shuttle to the convention center where the auction was being held. I registered and got my bidder’s badge. I had pre***********ed a few cars I was interested in from the catalog they had sent me. There were hundreds of cars up for auction so it took quite a while of walking around to find the cars I wanted to see. I was disappointed with a couple of them. I considered a Ford GT, but I’ve never been a fan of Fords. If I was going to own one, though, the GT is the one to get. I was the most impressed with a 2004 Ferrari 360 Spider. It had very low mileage and was in Ferrari red with the camel interior. A classic Ferrari. You can’t just go to a showroom, you know, and buy a Ferrari. You have to get on a waiting list to buy a new one. The best way to buy a Ferrari is to find a good one at auction. It always amazes me how little people drive these fine cars. They rarely have more than 10,000 miles on them so they’re pretty much new even when they are several years old. If they’ve been well-maintained, it’s a great buy. The other car I decided to buy was a 2012 Lamborghini Aventador. I have wanted a Lamborghini since I was a kid. Back in the 1970’s I once sat in a Lamborghini Espada and it was the most comfortable seat I’d ever been in. It was soft, kid leather that form fit to my body. I’ve wanted a Lamborghini ever since.
Those two cars weren’t going to be coming up on the auction for a couple of hours so we had time to kill. We continued to look at a lot of cars and I made sure that Maria bent over to look inside as many cars as possible to hopefully show off her tits to people behind us. As we walked down the aisles of cars, Maria got many looks and double-takes. Her little tits just bounce so nicely as she walks and her nipples were hard the whole day. I had her get in a few cars to try out the seats so that she could spread her legs as she got in and out to show off her lovely pussy. We were having fun showing her off. She has become quite the exhibitionist.
She got tired of walking around so we took our seats which were right up front because I’m considered a high roller. There were always cars and people passing in front of us and Maria’s legs were always wide open. With the short skirt, there was no hiding of her pussy. At one point, a guy next to us was bidding for a car and there was someone else he was bidding against. I saw the TV cameras keep swinging in our direction as the guy next to us kept raising his bid. He eventually was the winner of the car and he was undoubtedly being shown on TV. I wondered if Maria was in any of the shots and whether the show’s producers caught her pussy display. I couldn’t wait to get home and check the video.
I did end up buying both the Ferrari and the Lambo. The Ferrari cost me $126,500 and the Lambo was $192,500. That really wasn’t bad. If I’d found an Aston Martin and a McClaren as I wanted, I would have paid way more than that. I arranged for Mecum Transport to ship the cars to the house and we left.
We made our way back to the hotel and decided to go out to dinner to celebrate our auction victories. I made reservations at an Italian restaurant that was supposed to be really good. Maria wore a shear blouse which clearly displayed her tits and a short flared skirt and high heels. She was wearing her new earrings, but I think she really needs more jewelry. I love fine jewels on women and I want her dripping in them. I was considering asking her if she’d get her navel pierced so I could put a nice emerald in her belly button. It would look great when she wears crop tops. I hate to ask her to actually modify her body for me, though. I’m afraid she’d do it just to please me even if she didn’t want to do it. I’ll have to say something about it the next time we see someone with a belly piercing and see what she says.
When we got to the restaurant and stood in front of the maitre d’ stand, he couldn’t stop looking at Maria’s tits which were clearly showing. Maria really loves the exposure now and makes no attempt to cover herself or turn away from someone’s gaze. She enjoys having men looking at her body, as well she should. As we were escorted to our table, eyes were following her tits the whole way. It’s fun to watch guys try not to be obvious while they’re drooling.
We had an excellent meal and went back to the hotel. We got in bed and took our time making love. As far as I was concerned, I was making love to her. I realize I love her very much. Unfortunately, I’m older than her father. Heck I’m old enough to be her grandfather. As much as I would like to profess my love to her, I can’t do it. As much as I hate to admit it, we’re temporary. Hopefully it’s several years of temporary, but it can’t last. I’m just too fucking old for her. I had to wait until I’m an old man to find the woman of my dreams. Life sucks, you know?
Since we’d already bought the cars I wanted, we still had a day to kill before our flight back home. We decided to lay out by the pool for a while. I’m glad I had her pack her Wicked Weasel swim suit. It barely covers anything; it’s mainly just strings. The little bit of material that is there is white and turns transparent when it’s wet. So, of course, I made sure Maria made frequent dips to the pool during the day to keep that suit as wet as possible. She looked to be completely naked all day. Believe me, no one complained. They had a waiter out by the pool to serve drinks to the guests and this one young guy kept coming over all afternoon to ask if we needed anything. Do you suppose he was interested in keeping us hydrated, or did he just want to see Maria’s naked body? Duh! She made sure her legs were spread wide every time he came by. Every so often she’d make sure the bottoms got stuffed into her pussy slit so that her labia were on display for the waiter. I think she kept him hard all day.
The next morning, we had breakfast sent to the room. Once again, Maria tipped the waiter with a blow job. She told him to come back in an hour to pick up the dishes. She said we don’t like leaving it out the door so to knock to get them. In about an hour there was a knock at the door. Maria was on the bed this time with her legs spread and her hand rubbing her clit. I opened the door and let the waiter in to collect the dishes. He saw Maria rubbing her pussy and he stopped to watch her. Maria said, “Do you want another tip for taking away the dishes?” He said, “Sure.” She spread her legs even further and said, “Come fuck me.” He looked at me and I smiled. It’s funny how guys always look to me for approval before taking her up on her offers of sex.
The waiter dropped his pants and climbed on the bed. His face went right for that wet pussy and started licking. Maria was already plenty wet from playing with herself, but she wasn’t going to complain. She finally urged him to get up and fuck her so he raised up and positioned his dick at her vagina and pushed right in all the way in one thrust. She was plenty wet enough. The waiter didn’t have very much finesse, he just pounded her like a jackhammer. Maria didn’t mind though. It would just be a fast fuck is all. It didn’t take too long before she raised her legs up and wrapped them around the waiter to use her heels on his ass to push him as deep as possible. She was ready to cum and wanted him to bust his nut, too. She started telling him and pleading with him to fill her cunt with cum and that did the trick and both of them were humping like mad in orgasm.
When his dick fell out of her pussy, he got off the bed and got dressed. He gathered the dishes and thanked us profusely before wheeling the cart out the door. That creampie was waiting for me so I dove in and cleaned that pussy and kept licking until Maria had another orgasm. We got up and took a long shower together and packed our stuff. When we got to the front door after checking out, our limo was waiting to take us to the airport.
It was a different Lear that took us home. I had hoped to have Nancy with us for the trip back, but instead we had a male flight attendant. He enjoyed seeing Maria naked for the flight back, but we didn’t give him any opportunity to touch her.
It was a wonderful fun weekend. I bought some great cars and Maria was sexy and fun and got filled repeatedly with cum. You can’t ask for a better weekend than that.
Chapter 18
Bill came by to take care of the cars the other day. He worked on the Audi, which we had taken to the airport and left for the weekend, and the Jag which really only needed to be wiped down.
Maria met him out in the garage, naked as usual, and gave him the keys and a blow job. She told him about the Ferrari and the Lamborghini I bought which should be delivered by the next time he comes over.
Bill said, “Maria, I’m not sure I can come on my regular day next time. That weekend is my son’s birthday and I should spend some time with him. I’ll check for sure and let you know and we’ll arrange for another day for me to make it up.” “How old is your son going to be,” Maria asked? “Tim is going to be 15. I figure I don’t have too many more years left where he’ll be willing to hang out with his dad.”
“I’ll let Mr. Joe know, Bill. But I might have another idea for you. I’ll talk to you about it later when you come to the backyard.” Maria came into the house and told me that Bill wouldn’t be able to make it on Saturday in two weeks because of his son’s birthday. Then she gave me a smile and said, “I did have an interesting thought that might allow Bill to still come on that day.”
“Oh, yeah,” I said, “and what is this interesting thought of yours?” “Welll,” she said, “how about if Bill brings his son over here with him and I entertain him while Bill works on the cars? I could probably take his V-card. It would be cool to have fucked both a father and a son.” I like the way this woman thinks and she sure knows how I think. We talked it over and made a tentative plan. She would talk it over with Bill to see if he’s interested in giving his son a really special birthday present.
When Bill was done with the cars, he went to the backyard to find Maria laying on the chaise on her stomach. She wiggled her butt at him and he started stripping off his clothes. He got on the lounge between her legs and grabbed her hips and lifted her butt up. Maria got her knees under her and her butt was in the air and her face was still down on the lounge. What a beautiful sight, seeing that perfect ass in the air waiting for a cock. Bill did not disappoint. He pushed his cock into her pussy and pulled her ass back into his groin and held it there, savoring the feel of being balls deep in her pussy. Bill started pushing and pulling on Maria’s hips while he stayed still fucking himself with her pussy. Maria was in ecstasy. “Fuck me, Bill. You’re so deep. It feels so good. Fuck me hard. Harder, Bill. Fill me with your cum.” Bill was really pounding her today and she was loving it. I guess she needs a good pounding sometimes. I just can’t do that. I don’t have the stamina to do that anymore.
It was finally too much and Bill started pumping his cum into her pussy as Maria shook underneath him. I think it was their best fuck ever. Seeing her butt in the air like that made me realize again that I still hadn’t taken that ass. I need to rectify that situation.
Maria collapsed back down on the chaise and Bill tried to stay inside her and laid down with her on top of her back. Maria turned her head to Bill and said, “That was a really good one, Bill. We have to do that more often. I talked to Mr. Joe and I told him my idea for your next visit. How about you bring your son here with you and give him a special birthday present – my pussy. I can punch his V-card while you clean the cars and then you can fuck me after he does. I’d love to have both of you cum in my pussy the same day. A father/son fuck would be hot. What do you say? Is that twitching in my pussy any indication of what you think about my idea?”
Bill pulled out of her and sat up. Maria turned onto her side to look at him. “If I were 15, I’d love for my dad to give me a pussy for my birthday. My wife would kill me if she found out, though. I’m not sure I could get him to come with me on his birthday as he’d think it was boring. I couldn’t tell him the present he was going to get.”
“How about you tell him about the new cars we’ll have,” Maria countered? “I bet he’d love to sit in a Ferrari and a Lamborghini. Maybe Mr. Joe would take him for a ride in one of them. That should get him interested. It’s up to you, though. The offer is there. It’s not like I’m that much older than your son. I’m sure we could have some fun while you slave away on the cars. Think about your son rubbing my pussy while you’re rubbing the cars. It would be a birthday he’ll never forget. And maybe someday you both can have me together. I’d love to have one of you in mouth and the other filling my pussy. I think that’s called as spit roast. That would be so hot.”
By the looks of Bill’s cock starting to get hard again, I think he was thinking it would be hot to share Maria with his son. “I’ll try to talk him into it and let you know,” Bill said. “The new cars may be just the ticket. I can’t wait to get in them myself. But I do like being in you so much more. You are quite a young lady, Maria. I should feel bad cheating on my wife, who is a very beautiful woman too, but, honestly, I never even think about it. There’s no way that I could possibly refuse your body. My son would be in my debt for life for you to be his first. I’ll let you know.”
Bill got dressed and left and, as usual, I went to the backyard afterwards to clean Maria’s pussy of cum.
I got a call from the manicurist that did Maria’s nails for our big night out. I invited her to the house to see our setup so she’d know it could work out. She’s a little Asian gal, I think maybe Korean, named Mi Cha. I had to have her spell it for me because I couldn’t figure it out with her accent. She’s a petite little thing but she’s got that cute Asian face and long black hair. I hoped she’d be willing to do it and I hoped that she wouldn’t have a problem doing a naked Maria’s nails.
She showed up at the house on time. She was wearing one of those dresses Asian girls like to wear that is black with colorful designs on it of dragons or something. The dress came down to just above the knees and other than being fairly tight fitting, it wasn’t particularly sexy. She looked quite pretty, though.
As I suspected, she was pretty shocked to see Maria naked. I explained that we consider our house clothing optional and that Maria rarely wears any clothes in the house. I asked if that would be a problem for her. She looked again at Maria and then said, “No, I guess not. I’ve never done nails for a naked woman before.”
We took her upstairs and showed her the therapy room. I have an actual salon chair that is usually used by manicurists which has the little table attached. I told her that if she gives me a list of any materials she would need such as what polish she likes to use, nail files, emery boards, etc. that I would supply everything. She would just need to come every other week and do Maria’s nails. I asked how much she would charge and she thought for a bit and said, “I think $50 would be okay.” I said, “are you sure? Take into account travel time as well. I want to make sure you feel it’s worth it to come out here.”
Mi Cha considered it and said, “Okay, $65 would be really good, if it’s okay with you.” “In that case, Mi Cha,” I replied, “I think we’ll just make it an even $100. How does that sound?” “Oh, Mr. Sullivan, that too much,” Mi Cha cried out. “Nonsense, Mi Cha, you have to drive all the way here and back. I think it’s fair.” She promised to email me a list of her material needs and we set for her to come next Wednesday for the first time.
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