Cheri Ch 07

Jan went to use the back bath room to start cleaning out her ass. I had put the enemas in there and our bath room. Cheri went to tell the others there were drinks in the kitchen. I realized we needed ice as there wasn't that much room in the fridge and my ice maker in the fridge would never keep up. Since I was still dressed, I was the one to go get some.

Before I left Leanne told me: "There is a large cooler on my back deck, grab it to put the beer in."

I realized she was right and hoped that Stop & Shop had some foam coolers as well. As I was going past Wilson Liquors, I had a thought and pulled in and went inside.

He saw me and said: "No way you need more drinks this soon."

I told him: "No, I need to go get ice and was wondering if you have a large cooler I can borrow or rent?"

He smiled and said: "I have just what you need. A while back a small start up brewery sent me a portable display cooler to use for their beer. They went broke and I still have it. You can have it; I'll have the delivery kid bring it over. It plugs in and just put water in and some ice to start. Once it gets to the right temp you won't need to add more ice."

I asked him: "How much does it hold?"

He told me: "Four cases of twelve once cans."

I started to take out my wallet when he said: "You didn't listen, I said you can have it. I have no use for it and just haven't gotten around to throwing it out because I have to pay to get rid of it. So, I am rid of it and you have a free cooler."

That solved the ice and extra cooler problem and we most likely won't need to use Leanne's that was in the back of my car. Wilsom even gave me a ten-pound bag of ice, so I was all set and could skip the super market for ice. When I got back Cheri and my daughter MaryAn were in the kitchen drinking wine.

Cheri said: "That is not enough ice."

I told her: "Wilson is giving us and electric cooler and this ice for free. His driver is bringing it over now. Don't do more for him than you did for his boss."

She smiled and told me: "That depends on how cute he is and the size of his cock."

He arrived fifteen minutes later and needed help bringing in the cooler. I was glad I hadn't taken off my clothes yet. It was larger than I expected, but would fit in the mud room inside the back door with room to spare.

I asked him" "Do you want to come in, I can arrange for you to get a tip."

He told me: "Old man Wilson told me about his tip and said if mine is better he will fire me."

I called out to Cheri: "Sweet heart the cooler is here the guy needs a tip."

Instead, Leanne came into the kitchen and stopped when she saw who the delivery guy was. She said to him: "Joey if you ever tell anyone about this, I will tell your mother you are having sex with the women you are delivering to. You know she will march you right to church and make you have confession with Father Doyle. Then she will make you quit your job and work where is works to keep an eye on you."

Joey said: "I know this might become a regular thing and I don't want to screw it up. So, Mrs. Cline my lips are sealed."

Leanne told him: "There are rules, one you get tested and two no sex out side this group. If you break the rules I tell your mother, is that clear."

He replied: "Yes, mam."

She told him: "Drop your pants and I will jerk you off so you can cum on my tits."

He did as she told him and it only took five minutes till, he sprayed her tits with his load. She scooped some of it with her finger and offered it to him. He hesitated for a couple of seconds before he sucked her finger clean.

He started to blush when he realized I watched him do it. She told him: "Get use to that, but it will be out of my pussy next time. You need to learn if the woman doesn't get off, but you do. You need to use your mouth to finish her off."

He said: "If that is what I have to do to be able to fuck you, I'll do it."

She asked him: "Are you willing to lick my tits clean now to prove it?"

He didn't say a word just started licking his cum off her tits. I wondered if he had eaten his own cum before or has he sucked cock and swallowed the load. I guess time will tell.

When he left, I asked Leanne: "You offered him to be a regular before you saw his cock, how come."

She said: "He lives next door and he doesn't always close his blinds. I have seen him jerking off several times, so, I knew how big is cock is and that he eats his own cum."

I asked: "So, you knew who was coming and you wanted to make him one of our group?"

She told me: "Yes, I have had him over to help do things and made sure he got to see my tits and pussy under lose clothes. Hoping to make him a lover and keep it from hjs holier than thou mother, by his helping me with stuff. But he just never took the hint. I hope it is alright to met him here even when there isn't a party?"

I told her: "Run it by Cheri because she may want to enjoy him also, plus I will want to watch now and then."

She said: "Hell take pictures and video as long as you don't put them online or show them outside our group. I hope he is willing to let my cuck suck his cock."

I asked her: "How is your mother doing stretching her ass?"

She told me: "When I came out here, she was getting ready to let the guy with the thickest cock start to do her."

We went to the living room and I saw Jan on her knees with her face in Curt's crotch sucking his cock. Her ass was up and one of the guys that came with Juan was balls deep in her ass. When he pulled back, I saw his cock was very thick but not as thick as Tito's. When he arrives, he will need to go slow till she gets use to his thickness. The guy started to fuck her ass faster and she stopped sucking Curt as she had a massive orgasm.

The door bell rang and I looked at my watch it was only 4:15, Tito wasn't do for an hour. I went to the door and wondered who it could be, looking out I was glad to see Tito had gotten off early. Opening the door, he came in and was removing his clothes as he went to the living room.

Jan saw him and said: "These guys have stretched me some and I have KY Jelly, but you will need to go slow to start."

Dallas and Kimmie lubed his cock and her ass. He moved behind her and started to try and push his massive cock into Jan's ass. The head slipped in and she had him stop till she adjusted to the size. Then she had him fed her ass more of his cock. It took a half hour before he was balls deep in her. She had several orgasms before he was in all the way. He slowly started to fuck her ass till she told him to fuck her harder. Several orgasms later he told her he was about to cum.

She told him: "Fill my ass, but doing my web show I want you to cum in my mouth and on my face."

When he finished shooting his load and pulled out, Sue got behind her and used her phone to take a picture of her mother's wide open asshole and the cum pooled inside it.

Cheri asked her: "How was it compared to him fucking your pussy?"

Jan told her daughter: "Honey that was the best fuck I have ever had. The porn star that I asked for advice was right, you can handle much longer and thicker cock in your ass and the orgasms are much better. You said you would never ley him fuck you in you pussy again, but think about taking him in your ass. Believe me you will, want him to do it often, I can't wait to do him during my web show."

Leanne said: "Mom don't stand up or you will mess the rug, your ass is so open the cum will flow right out of you."

Cheri went to the kitchen and came back with a plastic tumbler. My daughters helped her up as Cheri held the tumbler under her mother's ass. I was surprized how much cum came out of her ass. The tumbler was half full.

Kimmie asked her to bend over and when she did, I saw that her ass was still wide open. I felt she will need to wear a diaper till it is back to normal. If she keeps letting him fuck her there, she will need one all the time. I hope Cheri doesn't let him fuck her there, it would make it hard to work as an escort wearing a diaper.

She said: "No way, is he fucking me there either, she needs a diaper and god knows how long she will need to."

Jan was done for the rest of the day and Cheri helped her to go up stairs and take a shower. Juan and his guys needed to recoup and decided to take off. Kimmie needed to get home as she was opening the diner in the morning and had to get up at 3AM. Tito was willing to stay, but none of the women were willing to let him fuck them, so he had a beer and talked to Curt about how he started giving free massages to women.

Cheri came back down and was talking with my daughters and Dallas, while Leanne and Sue were talking on the phone with who I figured was one of their husbands.

Cheri came over to me when she finished talking with the girls and said: "Betty Ann and Dallas are moving into the back bed room as soon as they can rent out their condo. MaryAnn already has her house on the market, for now she is leaving the furniture for the realtor to show the house. She already rented a storage locker and move most of the things she wants into it. Betty Ann and Dallas will rent one and move their personal stuff into it.

Tomorrow I will make appointments for the four of us to have our hair and makeup done the next day in the morning. I will also make an appointment to introduce then to Cyd and Jake in the afternoon."

I said: "Let me guess, you and Dallas will be made up and your hair done to look almost alike?"

She replied: "I love how smart you are, to figure out what I was up to."

I said: "I figured Betty Ann would want to be an escort when Dallas decided to do it. But MaryAnn wanting to go to apply is a surprise, what made her decide to do it?"

Cheri said: "When Kimmie and I told her the amount of money she was interested. It was all the sex with no commitment that intrigued her the most. She told me she had more and better orgasms today than she had in the last five than quote 'the asshole gave me, thank god for my vibrator'."

I said: "I am surprised she didn't take a lover or picked up guys to pleasure her."

She said: "She considered stripping with Betty Ann and Dallas and tricking in the VIP room. Especially after she found out about Jeff's other family."

I told her: "My girls turning tricks is something I never would have thought would happen, after what their mother turned into."

Cheri told me: "It is common for some wives whose husbands are deployed to work in the sex industry. The money is part of it, but the sex without the attachment is the main reason they do it. One of my assignments was to deal with the wives that did it. In most cases the husband knew about it and was ok with it. They preferred the wife be a whore than get involved with a guy and leave him."

I asked her: "What about wives that were deployed with the husband back home. Did you ever have any cases like that to deal with?"

She smiled and told me: "Several, some had an agreement that the husband could if he was alright with her getting some also while deployed. One the wife was ok as long as it was only oral sex, and she agreed to only have oral sex also. The craziest on was the wife was bi-sexual and her lover was also deployed with her. She was arranging dates for him with the wives of guys she was deployed with. Her deal was she and her partner would have sex with the guys if they allowed her husband to fuck their wives."

I was shocked and said: "It wasn't like this when I was your age, how times have changed."

She said: "The only thing that has changed is people are more open about it. Speaking about talking about it, have you come up with other businesses we may be able to trade with."

I told her: "I think my best bet is to talk to Wilson about it. He has many business contacts and may know who is inclined o want to trade goods or services for sex."

She said: "Mom told me some of the women Curt massages and fucks talk about their husbands having affairs. He maybe able to help point out prospects."

I asked her: "Do you think Harry may know some people that would be interested?"

She said: "I will have mom talk to him."

Two weeks later my girls and Dallas were moved in and they were working for Cyd and Jake. Cheri and Dallas had already done four dates as twin sisters, three of them with just one guy each time and one with brothers. Betty Ann and MaryAnn were also booked twice as twins. Jake made it clear to the clients that they would not have sex with each other. Of course, that didn't apply with Cheri and Dallas and the dates gladly paid extra to watch them doing each other.

With four women and only two bathrooms, I needed to do something. I asked Wilson: "Do you know a plumber that would be interested in making a barter deal?"

He asked: "You mean a barter deal like ours?"

I said: "Yes,"

He replied: "I know just the guy, I will call him and let you know what he says, I will also let him know he has to get tested and show you the results."

Three days later the plumber came to the house and introduced himself. His name was Jerry and I explain what I needed. He told me I had two options, one add a bathroom in the attic and the other add one in the basement.

I asked him: "What about adding both?"

Jerry said: "The problem is the water you would need."

I asked: "What can you do to fix that?"

He said: "The feed coming in is big enough, but after the meter it is only half inch. I would have to run a three-quarter line and connect it to all the feeds to the other bath rooms and your kitchen. Then run a line up to the attic for the new bath room up there. The one down here is just a matter of taping into the drain which means cutting the concrete to install the trap and fittings for the toilet. That does not include installing walls around the new fixtures."

I asked: "Do you know someone that does that work that would be interested in doing a deal like I am, making with you?"

He said: "As a matter of fact I do, he and I have worked on several projects together. I will call him and let you know what he says."

I said: "Let him know if he agrees he has to get tested."

He said: "By the way here is the test results I picked them yesterday from the clinic, so my wife didn't see them in the mail."

I told him: "You should tell your buddy to do the same thing."

Jerry said: "No a problem for him he is divorced."

I asked him: "About how much is this worth?"

He said: "Pussy or a blow job each day I work on it till it is finished then I'll let you know how many more days of free sex till we are square."

We shook on it and he left. That night I let the girls know about the two new bath rooms and how I made the deal. I also informed them about needing to make a second deal for the walls for the bath rooms.

The wall guys name was Wes and he was all to happy to do the walls for free pussy. He asked me if I had an electrician yet. I forgot about electric; he had a guy that would be willing to do it for sex and hooked us up. It wasn't long before we were getting almost every thing we need in exchange for sex. Even the girls were getting their hair done for free. Cheri hooked the woman than owns the place with Curt. He does her three times a week.

The plans for the wedding were set, we were going to Vegas when Cheri's son finished school for the year. His dad is stationed out there and after the wedding, he will go to spend the summer with his father. Cheri made the arrangements for the travel and Harry took care of the accommodations. The day came and Chiru left to pick up her son, he had his last final at 8AM and she would meet us at the airport. We used a car service to get to Hanscom Air base's Mass Port terminal.

When we boarded the plane Cheri's son was already on board, but I didn't see Cheri, so I asked him: "Where is your mom?"

He said: "In the cockpit."

I asked: "What is the pilot a friend of hers?"

He smiled and said: "No, she is the pilot, this is her plane. She never told you she owned a plane or that she was a licensed pilot."

I asked him: "When did she get the plane and when did she get her pilots license?"

He said: "You didn't know she flew planes for the first few years in the Air Force. My grandfather gave her the plane so she would divorce the asshole so, he could marry the bimbo he knocked up with my sister."

I asked: "What does it just sit here when she doesn't need it?"

He told me: "Mom and some other guys she served with all have planes, they have a charter service that services big corporations. None of them work for the charted service. They lease their planes to it and each owns a equal share in it. It is run by a guy they hired that worked for a major air transport company to take care of the day-to-day operations. That way they can afford the maintenance and other costs of owning their planes."

I asked him: "Why do you call your father the asshole?"

He told me: "Because he is, he cheated on his first wife with my mom and on her with the bimbo. That is something an asshole would do."

I asked: "Then why are you spending the summer with him and his wife?"

He laughed and said: "Because it will piss the bimbo off and make him miserable. Besides if he declined me going, he must pay mom a thousand a month for the three months I am on summer break. Then the bimbo will really make him suffer."

I asked: "What is the up side for you?"

He said: "I get to spend time with my little sister, we both hate the asshole and do things to fuck with him. The bimbo even helps us with ideas. It was my sister that gave them the nick names."

I needed to know so I asked: "Why did she call then those names?"

He chuckled and said: "Asshole cheated on the bimbo and she screws other guys even in front of the asshole."

I said: "Maybe they have an open relationship."

He shocked me when he said: "You and mom have an open relationship, theirs's is just two assholes doing whatever to hurt the other. Sis is in boarding school like me, but unlike me she hates it. I asked to go to Philips, my sister wants to go there also, but the asshole won't send her."

I asked him: "How do you know about your mom and my relationship?"

He said: "Mom told me, she is open and honest with me. When she finished, I only had one question for her, I wanted to know if she was happy and she said she was the happiest in her life other than having me."

Cheri came back and said: "We will be taking off in a few minutes, if you want drinks or snacks get them from the galley now or what till I turn off the seat belt sign."

I said: "I don't like you keeping secrets."

She said: "What secrets?"

I said: "The plane and that you are a pilot."

She said: "I was in the Air force what did you thin I did, didn't my mom or Leanne ever tell you I flew jets. The plane was just part of the divorce settlement. This is the first time I am using it myself."

I asked: "Will you teach me to fly?"

She smiled and said: "Yes, but not in this, I have access to other smaller planes that would be better for you to learn on."

I asked the boy if he wanted anything for the galley and he said no. When I got there Dallas and Betty Ann were already there and were there talking and looking through a door at the back of the galley.

I asked: "What are you looking at?"

Dallas said: "There is a bed in there and we were wondering if the owner would mind if we used it to join the mile high club."

I told them: "I will ask if there is a co-pilot so the owner and I can make me a member to that club first."

They both had a confused look on their faces. So, I told them: "Cheri is the pilot and owns this thing."

Bett Ann said: "Please change the sheets when you're done."

I got a soda and a bag of pretzels and left them on my seat and went forward to the cockpit.

Cheri saw me and asked; 'what do you need?"