Chapter 19: Connie loses her anal cherry

I kissed and hugged the sister’s good night and then Karina, Connie and Misty joined me in the master suite. It was time to introduce Connie to the joys of anal sex. Connie had been very busy working her asshole to the point where she was able to take and hold onto a large butt plug. The plug was both wide and long and bigger than the rest of my harem had managed to use.

As soon as we got into the room Karina and Misty helped Connie onto the bed and into position. I watched as Connie laid down on the bed with a couple of pillows under her hips, this elevated her ass into the perfect position to accept my cock into her tight, virgin rectum.

“Connie my dear, are you sure that you are ready for me to take your anal cherry.”

“Yes master, I am ready, please fuck my ass and make me your property for the rest of our lives.”

“Very well, I will gently remove the plug from your ass and then use some lube to ease the passage of my cock into your tight little ass.”

I began to gently removed the large butt plug and was happy that Connie had managed to get such a large plug into her ass. Just as soon as the plug was removed Karina handed me the lube and I coated my cock and Connies still open rectal sphincter.

“I assume that you are ready, and willing to have your first anal fuck.”

“Yes master, I want to know the pleasures of anal sex, please put your cock into my ass and fuck me.”

With her agreement I put the head of my cock at the now shrinking anal opening and felt and watched as my cock went into the ass of my Latina submissive.

I heard Connie say that it felt strange having something warm in her ass, she had been using rubber butt plugs and that they were often room temperature, whereas my cock was hard and soft at the same time. Connie’s rectum was hot and tight

Soon I was gently pulling out and pushing my cock back into Connies no longer virgin ass. Just a few moments later I heard and felt Connie have her first orgasm and knew that she, out of all my submissives, would always enjoy a good anal fuck.

For the next fifteen minutes I worked my cock into and out of Connies tight clinging ass, all the while watching and hearing her have a stream of orgasms, each one more powerful that the last until finally I couldn’t hold out any longer and started to cum into Connies rectum.

Connie was barely awake and unable to move due to the fact that she had multiple orgasms. I cuddled with her for a few minutes while Misty and Karina had been watching. As soon as Connie started to stir and say that she felt the need to use the toilet and to clean up a bit.

Karina said that she had to go home due to the fact that her parents were due to leave for their new assignment in two days. Her parents wanted to spend as much time with her as possible. I hugged and kissed her and told her that I loved her and looked forward to her moving into my houses.

Misty stepped up and also hugged and kissed Karina and said just how much she appreciated Karina for helping her get into my family and harem.

After Karina had left, Connie and Misty agreed that it was late and time to get to bed, I agreed and as soon as I had finished getting ready for bed and had laid down in the middle, I watched as Connie crawl into bed on my left and Misty on my right, they snuggled into my body and each of them shared a kiss with me and with each other. It was late in the morning before I woke up and managed to walk to the bathroom, just I was about to enter I turned around and glanced at my newest submissives. As soon as I had gotten out of bed Misty and Connie had rolled over and were now wrapped in each other’s arms. I let these angels sleep while I showered and made my way to the kitchen and started to make a good-sized breakfast. I suspected that Connie and Misty would be hungry after last night’s sexual experiences.

I had just about finished laying the food and beverages on the table when both of my newest harem girls walked into the kitchen. As soon as they saw me they both walked over to me and said, good morning master in unison and wrapped me in their arms and presented their lips to me for a kiss. After we had all said good morning, I presented breakfast and invited them both to sit and eat.

The girls ate everything on their plates and then Misty said, “That was an excellent meal master I only wish that I could thank you for this kindness.” And she bowed her head in submission and waited for me to give her and order, this being her first night under my roof and her first night as my slave.

“Misty my dear, you are now a part of the family and as such you will find your place in this family. We all share the duties and responsibilities’ equally but for now I would ask you are you sore this morning?”

“Yes, master I am feeling a little sore, but I’m sure that I will be Okay by tomorrow.”

“Very good, I want you to remember that anytime you are feeling sick or ache or you just feel depressed, come to me and together we will find a way to ease the situation.”

Connie chimed in there and said, “I know how you feel sister, I was sore for a couple of days after master took my virginity.” Connie went on, “I will be happy to help you get over your discomfort the way that Karina helped me.”

Misty blushed slightly and then said, “Thank you sister.”

I took this time to talk to Misty and Connie in aspects of living in this type of family or group. I started by telling them both that it is important to trust each other and to not be afraid to come to me or each for aid, and advice. I went on to explain that sex and love are separate yet at the same time one and the same. I stood up and gestured for the two girls to come to me and we shared a deep kiss. I now had five in my harem, that just left the twins to consider, Karina was bringing them to the main house later this afternoon. It would only be a meet and greet. Their problem was much more complex and would most likely calling in a couple of favors from friends in the government. But if they were truly happy to live with me and to join the family as members of the harem, then I would do my best to see that they were granted the privilege to remain in this country for as long as they wanted.

Karina had shown me pictures of these twin girls from Thailand. And ever since I had first seen them, I knew that I would very much like to have them in my harem.

“Connie my dear how are you feeling this morning, are you in any pain or discomfort from last night?”

“No master, I was prepared for my first time being fucked in my ass. All of my holes are available for you to use, anytime you command me, I will obey.” As soon as she said that she knelt on the floor and place her hands on her thighs, palms up and without any hesitations Misty did the same.

“Very good my dears, please stand up it is time to wash the dishes and to clean up the house and backyard after the BBQ.”

I stated that I was going outside to tackle the back yard and that they were to change the sheets on the master bed and to in general tidy up the main house. I told them that some furniture was going to be delivered and that they should dress in more clothing that I had laid out for their use while cleaning and greeting the delivery workers. The furniture would be used to supply the bedrooms that would be used for Misty and any new submissives that would be allowed to join the family.

Earlier Misty had requested a room in last house that I had acquired. The room she had requested had a view of the mountains to the east. The room was just right for one person and the needed furniture. She had explained that she didn’t have much other than her clothing and a computer she used for school. Her clothing and shoes would fit in two or three large suit cases.

Together we decided go get her stuff the next day when she was alone, that would solve the problem of answering a lot of fool questions by her guardian.

After three hours, the yard work and general cleanup we were done. I invited Connie and Misty to share a shower with me.

After stripping off the dirty and sweaty clothing we stepped into the shower and soaped each other down and then rinsed off the soap. I got out of the shower and briefly watch the two girls wash each other’s long black hair. Misty had to bend down a little for Connie to rinse all the shampoo from Misty’s hair. Misty had no trouble since she was the tallest of my harem.

After the shower I had retreated to my office and answered a few emails and contacted a friend of mine in the government and explain what I wanted. After a few questions and answers, he agreed to do what he could to aid me in my pursuit of getting the twins permanent status as legally able to remain in the country.

The furniture arrived just as the two newest members of my harem came to the door of my office when I heard the doorbell ring. My monitors showed four workers and a large delivery truck parked out front of the houses. I pressed a button and said, “Good morning gentlemen I’ll be right there.”

For the next two hours the workmen took furniture off the truck and moved it into the various rooms and assembled and set the pieces into the designated rooms. All of the furniture was of the highest quality and was meant to last for many years.

Just as the truck pulled away, Karina and the twins walked up to the front door and knocked, I noted that the three girls has arrived right on time.

Misty and Connie came with me to the front door where Karina and the twins waited for me to answer the bell. I paused at the door for a second or two, then I opened the door and invited Karina and the twins into the house and ushered all of the girls into the front room.

For the next twenty minutes, I talked about some of my history and background. Finally, I asked the million-dollar question. “What else would you like to know about myself or the girls, or the houses. The twins turn each other and silently looked into each other’s eyes, as if they were silently communicating with the other.

Mau, the older of the twins then spoke for the first time. “We have only one question, sir.”

“I don’t have an answer right now but I have called in a couple of favors and I expect a response in the next few minutes.” I continued, “Karina, have any of you had lunch?” Connie, Misty, and I have been very busy this Morning and we haven’t had lunch, would you like to all share a meal?”

I then heard all five of my harem in attendance say that they were hungry. I speed dialed the closest and best Chinese delivery and twenty minutes later we all sat down and ate. The twins came alive and talked with the girls about fashion and music and college and other topics that were of interest to the entire group.

About half the way through lunch, my home computer announced that I had a call and that it was one of my contacts in the state department. “Ladies, I must take this call, it is about your status,” I said, looking at the twins and smiled.