His Own Personal Ladyboy Ch. 01

"I can't believe how much they look like girls though."

"Yeah I know. They both take female hormones, which is why their breasts are developing and their bodies are so shapely," then Jack asked, "Cliff why don't you stay the night?"

"Really, I'd love to."

"Sure I have plenty of room and I know that Mali and Kulap would like more of your cock."

"Sounds good to me," Cliff exclaimed.

Just then Mali and Kulap returned with the drinks. They served Jack and Cliff and then left the room. Cliff and Jack were still naked and they sat around drinking and talking as it was the most natural thing in the world. Cliff was thrilled to be in his uncle's company and Jack really liked his young adventurous nephew Cliff. They finished there drinks and Cliff went to pick up his clothes.

"Cliff leave them, the boys will take care of them. Come on I'll show you to your room," Jack told him.

They both walked upstairs naked to the bedrooms and Jack showed Cliff the guest room. Cliff was surprised to see that the guest room had its own bath.

I'll send the boys in and they will turn down the bed and get you anything you need," Jack told him and then said, "Goodnight, I hope you sleep well."

Jack left the room and then Mali and Kulap entered. They turned down the bed covers and Cliff watched them closely. As Kulap was leaning over the bed Cliff ran his hand over Kulap's ass. Kulap looked over his shoulder and smiled then he dropped his robe and continued working on the bed. Cliff got the message and he played with Kulap's ass. Cliff fondled the pretty buttocks and fingered the tight anus. Cliff felt his cock harden and he rubbed it over Kulap's buttocks. Mali then dropped his robe and got in bed on all fours.

"We all fuck one more time, okay?" Kulap said.

"Okay," Cliff gasped.

Kulap got behind Mali and slid his cock into Mali's ass. Then Cliff got on the bed behind Kulap and put his cock in Kulap's ass. Kulap did all the work as he thrust into Mali's ass and impaled his ass on Cliff's cock. Kulap picked up the pace in search of his own orgasm and as he did he drove Cliff toward another one as well. Cliff stiffened and came for the fourth time that night and he knew that he was done. His cock slipped from Kulap's ass as he went soft faster this time. Kulap came in Mali's ass and then Mali turned around and sucked both Kulap's cock and Cliff's cock dry.

Mali was now hard so he fucked Kulap's ass. Cliff watched the two of them fuck right next to him in the same bed. After Mali came, Kulap turned around and sucked Mali's cock. Cliff was in awe of how beautiful the two of them looked together. Mali and Kulap then got out of the bed and put their robes back on. They said goodnight to Cliff and bowed slightly as they left the room. Cliff lay in bed thinking that he could get used to having a ladyboy around. He thought it would be cool to have a Thai housekeeper. Cliff then dozed off in one of the most comfortable beds he had ever slept in.

SATURDAY AT UNCLE JACK'S

Cliff woke up early with his bladder about ready to burst. He went into the bathroom took his morning piss and then he returned to bed. He had no trouble falling back asleep and within minutes he was in a deep sleep. Cliff had a wonderful dream that he was surrounded by pretty Thai ladyboys and they couldn't get enough of his cock. In the dream his cock seemed to stay hard forever as he fucked countless mouths and assholes. Cliff slowly woke up to find Mali and Kulap naked in bed with him sharing his cock.

Just as they had done in the den last night they took turns sucking his cock. When Mali sucked his cock, Kulap licked his balls. Then Mali passed off Cliff's cock to Kulap who took it as deep as she could. Mali ran her fingers over Cliff's scrotum and lightly scratched his perineum. Cliff blew his load without warning and Kulap calmly swallowed the first several discharges. Kulap then passed the cock to Mali who received the next series of cum shots and then she passed it back to Kulap. Kulap sucked some more and then the cock went back to Mali. Cliff was beside himself with the eroticism of the moment. Finally with his cock sucked dry, Kulap and Mali kissed as they had done the last time. Cliff lay back in bed and watched as the two beauties kissed and shared cum between them. Then they broke the kiss and smiled at Cliff.

"Master say you get up now for breakfast. We fuck later," Mali told him as Kulap nodded, smiled and said, here clothes."

Then Mali and Kulap left the room. Cliff got out of bed and took a quick shower and then dressed for breakfast. He noticed that his clothes had been cleaned and pressed. Cliff made his way down to the breakfast area where Uncle Jack was already there reading the morning newspaper.

"Good morning, how did you sleep?" Jack asked.

"Like a rock it was the best night's sleep I had in a long time," Cliff told him.

"Good, how was your wake-up call?" Jack asked with a snicker.

"The best," Cliff replied with a laugh and then said, "You know hotels could do very well offering a service like that."

Jack laughed and said, "Have some coffee," as he pushed part of the newspaper toward Cliff.

After breakfast Jack and Cliff put on a couple of terry robes and went out to the swimming pool area. They were both naked under the robes and sat in the lounge chairs drinking coffee and discussing Mali and Kulap. Cliff learned that Jack paid a large sum of money to the organization that trained and placed the ladyboys. He also gave Mali and Kulap and allowance of a thousand dollars a month in addition to free housing and food. Jack also took care of all their medical expenses when they arose.

Mali and Kulap then joined them at the pool and they too were just wearing robes now and Cliff knew that they would be naked under them. Shortly thereafter, Mali and Kulap shed their robes and then applied suntan lotion to each other's body. Cliff watched as they took turns covering every inch of the other one's body. Cliff got an erection and he put his hand inside his robe to stroke it. Jack noticed this and spoke to Cliff.

"Go ahead and fuck one of them if you want," Jack told Cliff.

Mali and Kulap looked over at Cliff and smiled. "You come and fuck Kulap first," Mali said.

Cliff stood up and dropped his robe on the lounge. He walked over to the two ladyboys with his erect cock sticking straight out. Kulap got on all fours on the lounge chair and Mali lubricated Kulap's asshole in preparation for Cliff's cock. The Mali lubricated Cliff's cock and lined it up with Kulap's asshole. Mali held onto Cliff's cock so he wouldn't go too deep as he pushed forward. As soon as Mali felt that Kulap's ass had loosened up sufficiently she let go of Cliff's cock. Cliff then went deeper into Kulap's ass and fucked him with long steady strokes.

"You pull out this time," Mali said indicating that he didn't want Cliff to cum in Kulap's ass.

Mali played with Kulap's tits and Kulap's cock as Cliff fucked Kulap. Then Cliff felt his release build up in his scrotum and pulled his cock from Kulap's ass. Mali took a hold of his cock and jerked it as Cliff fired streams of cum onto Kulap's body. The first shot hit Kulap in the head and left a trail from his hair down to his lower back. The next couple of shots covered Kulap's shoulders and back. The final couple of shots landed on Kulap's ass. Mali continued to jerk Cliff's cock and move it around on Kulap's ass. Mali used Cliff's cock to spread cum all over Kulap's buttocks and then Mali pushed Cliff's cock back into Kulap's asshole. Kulap then used his anal muscles to milk Cliff's cock dry.

"Wow that was some show!" Jack exclaimed as he stroked his cock and then called to Mali, "Come here Mali I need your mouth."

Mali went over to Jack and sucked Jack's cock until he came in Mali's mouth. Then Mali and Kulap went into the swimming pool with Jack and Cliff who relaxed in the water as Mali and Kulap played with each other. At one point Kulap sat on the side of the pool while Mali sucked Kulap's cock. Then they changed positions and it was Kulap's turn to suck Mali's cock. This got Cliff hard again and he wanted to fuck Mali this time.

Cliff put a rubber raft in the pool and he had Mali lay flat on it face down. Cliff pulled the raft into the swallow end where he could stand with his cock out of the water. Cliff then had Kulap lube Mali's ass with lotion as Cliff applied the lotion to his cock. Cliff moved closer to Mali and eased his cock into Mali's ass. Cliff fucked Mali slowly and used the raft to push and pull Mali back and forth. It was an erotic scene and it caused Cliff to cum quicker then he normally would have under the circumstances.

Kulap realized that Cliff was close to cumming so he pulled Cliff cock from Mali's ass and held it under water. Kulap felt Cliff's cock throb and pulse as he ejaculated into the pool. Jets of semen flew out of Cliff's cock and formed into milky cloud under the water. It was incredibly erotic to see cum shooting under water. Kulap used his fingers to play with the milky cum in the water and giggled as he tried to pick it up. Kulap continued to jerk Cliff's cock and then he leaned over and took Cliff's cook in this mouth. Kulap sucked Cliff's cock dry and Cliff knew he was done for the day. Cliff got out of the pool, dried off and then sat naked in the lounge chair. Jack, Mali and Kulap also got out of the pool and sat naked in the lounge chairs. Cliff excused himself to go get dressed as he knew it was time for him to leave.

Cliff returned to the pool and thanked Uncle Jack for a wonderful weekend. Mali and Kulap smiled and waved goodbye as if they were two little nymphs. Cliff left the property and then drove home. He made up his mind to investigate buying a ladyboy.

CLIFF DECIDES TO BUY JEIDEE

For days Cliff pondered the question, "Should he buy a ladyboy?" It was a big commitment but the more he thought about it the more he leaned toward it. He had enough money saved up based on what his uncle told him they cost. Cliff decided he would contact Lei Lin and tell him of his interest.

When Cliff spoke with Lei Lin the man was pleased to learn of Cliff's interest. Lei Lin was also pleased because he knew Cliff's uncle. "I have a very special Kathoey available right away. His name is Jeidee but he looks so much like a young girl that you have to see him to believe it," Lei Lin told him.

"When can I meet him?" Cliff asked with excitement in his voice.

"When can you come to Los Angeles?"

"I can be there in two days. I have an appointment there on Wednesday," Cliff answered.

"Wonderful, I will look forward to seeing you then," Lei Lin concluded.

Cliff hung up the phone and then called his uncle to tell him. Uncle Jack was thrilled to hear of Cliff's decision and he agreed to meet him in L.A. and introduce him to Lei Lin. Things were shaping up nicely for Cliff. That Wednesday Cliff met Jack for lunch and afterward jack took Cliff to meet Lei Lin and check out the ladyboy. Jack and Lei Lin greeted each other like long time friends and then Lei Lin shook Cliff's hand. "You will be please with what I have to show you," he said.

Jack and Cliff went into a room and Lei Lin served them a drink. Jeidee was called out and Cliff was stunned with the ladyboy's beauty. Jeidee was wearing a long red silk gown that was slit up the side and showed off ample beautiful legs. Jeidee turned around several times and then let the dress dropped to the floor. Jeidee had a beautiful body, great legs, small firm tits, and a wonderful ass. Jeidee also had the smallest penis that Cliff had ever seen.

"Jeidee would like to be a woman some day. I know someone who can perform that operation when you are ready. That is if you still want Jeidee," Lei Lin offered.

"Yes, I do. She, I mean he is beautiful," Cliff replied.

Both Lei Lin and Jack laughed and Lei Lin said, "Jeidee would prefer she and you should get used to treating Jeidee like a woman."

"Now, because Jeidee is so beautiful and so close to becoming a woman she is more expensive," Lei Lin stated.

"How much more?" Cliff asked nervously.

"Ten thousand dollars," Lei Lin told him.

"I don't have that much money," Cliff admitted and he was obviously disappointed.

"I'll give you the extra cash. You just have to promise to bring Jeidee over to the house once in awhile," Jack offered.

"Really Uncle Jack, that is great. I will definitely bring her to you house," Cliff accepted excitedly as he already envisioned the three ladyboys together.

"Wonderful, then we have a deal," Lei Lin announced.

"We have a deal," Cliff confirmed.

Jeidee picked up the dress and left the room to get dressed. Cliff and Jack concluded the transaction. Jack headed back to his home and Cliff took Jeidee to his condo. Cliff's life would be very different from that day on and he was excited about the possibilities. He was anxious to get Jeidee home and fuck that beautiful ass. Along the way home Cliff learned how skilled Jeidee, now Jodie was in oral sex.

NEXT CHAPTER

Cliff and Jodie get to know each other intimately. A visit to his uncle's home proves to be the erotic weekend of Cliff's life.