Transsexual Neighbors Ch. 03

bywalterio©

"I hope you decided to join David but for now please come over here as you can see Maurice and I are in need to cum," Jared told him.

David moved over to the sofa and knelt down between the two young men. He first sucked off Jared and then Maurice allowing them both to cum in his mouth. The three of them got, showered, dressed and left the club. Jared went home with Maurice and David drove back to the hotel. When David returned to the hotel at about 4:00 AM he went right to bed. At 8:00 AM the phone rang and it was Jerry Cole on the line. Mr. Cole told David that he had reconsidered David's proposal and wanted to discuss it with him before he left town. David agreed to meet Jerry Cole for lunch and then David extended his hotel stay and changed his flight.

DAVID'S SURPRISE OFFER

David met Jerry Cole for lunch that afternoon and Mr. Cole was very pleasant compared to when they first met. At first they exchanged pleasantries and then they reviewed the proposal. Mr. Cole had mad a few changes but they were acceptable to David. As it became clear that David was going to get this contract he could hardly contain his excitement.

"David, do you know why I have decided to do business with your firm?" Cole asked.

"Well I hope it is because you believe in me and what I proposed for your company," David replied looking confused.

"Yes that's true but there is another thing. I was at the club last night. I saw you in action and I would like to get to know you better," Jerry Cole told David.

David turned beet red with embarrassment, "Mr. Cole I don't know what to say. I'm married and my wife and I have a great sex life but I like guys too."

"There is nothing wrong with that. I was married once but a like guys too especially pretty boys that go to the club. I have two housekeepers at my home that are what I call "Ladyboys." They are both petite Asian boys that have nice small tits and curvy asses. They look so much like girls it's scary," Cole shared with him.

Immediately David though about Kelly and Nicky but then he wondered what the Asian trannies looked like naked. David felt his cock stir just imagining the two Asian Ladyboys as Jerry Cole called them. He was deep in though when he realized the Mr. Cole was speaking again.

"David would you like to come to the house for dinner next week. I will have Sue and Kim prepare an authentic Chinese meal for us," Cole asked inviting David to dinner.

"That would be wonderful, Mr. Cole," David accepted.

"Great and then we will have some fun with Sue and Kim after dinner and David, please call me Jerry," Cole replied.

After lunch they went back to Cole's office to formalize the deal. Cole's secretary Bonnie, a cute blonde with roving eyes, smiled at David and then her eyes dropped to his crotch. Bonnie made the changes in the contract and both David and Cole signed it. David was thrilled to have landed Cole's company as a client and he knew that this was a big deal for his firm and his own career. David headed back to the hotel and decided to relax by the pool. He first called his firm to tell his boss about the contract and then he shared the news with his wife Brooke.

DAVID NEEDS AND GETS A WOMAN

David was sipping cocktails by the hotel pool thinking about everything that had happened to him over the past several months. He thought about his wife, Kelly and Nicky. Then he thought about Jared, Maurice and the club. It was still hard to believe how much his life had changed sexually. Then David thought about Brooke and he wished she was here with him now. David needed a break from cocks, he needed a woman again. Just then his thoughts were interrupted by a sweet voice.

"Any one sitting here?" a pretty girl in a bikini asked pointing to the lounge next to David.

"No, no one's sitting there," David replied with a smile.

David looked at the brunette with a shapely figure that he guessed to be 36-24-36. She was very tan and her tan was accentuated by her yellow bikini. The bikini was skimpy and it looked like her tits were going to spill out at any time. The bikini bottoms were small and she was showing a lot of cheek. She had a big round ass that was perfect for her frame.

"Thanks, my name's Christy and I hate to sun by myself," she said introducing herself.

""I'm David."

"Pleased to meet you David," Christy said sexily and then asked, "Are you here by yourself?"

"Yes, I am I just wrapped up an engagement and then signed another big deal today. So I am just chilling out for the afternoon. I head back home tomorrow," David shared with her.

The two of them talked easily and got along quite well. David learned that Christy was not staying at the hotel but that she had a membership that let her use the fitness center and the swimming pool. David became more attracted to Christy as they talked and decided he would like to spend more time with her. David then thought to ask her to dinner but before he did Christy spoke.

"Any plans for this evening?" she asked.

"No, I was just going to ask you if you wanted to get a drink or something to eat," David told her.

"Great, how hungry are you? I know a great place for Italian," Christy said.

"Italian would be great," David accepted.

"Well it's casual and the clothes I have with me are okay but I need a shower. Can I shower in your hotel room?" Christy asked.

David had learned not to be shocked by anything lately and replied, "Sure you can shower there and I need to change clothes anyway."

Christy and David then went to his hotel room to shower and dress for dinner. But Christy had other things on her mind as well. Once they were in the room, Christy stripped naked and hopped in the bed.

"Let's fuck before we shower and then go to dinner," Christy said and patted the bed for David to join her.

David looked at her in her naked beauty and he quickly stripped off his clothes and got in bed with her. He started kissing her and then she pushed him over on his back. Christy went down on David and sucked his cock until he was fully erect. David at first thought that she was going to let him cum in her mouth.

"Wow you have a nice cock. I like big cocks like yours," Christy said in a sultry tone.

"It's not that big but I'm happy with it," David answered.

"I'm getting hot. I need to sit on your dick," Christy announced.

Christy lowered her pussy onto David's cock and rode him until she came. David alternated playing with her big tits and big ass as she rode his cock. David did not cum and he had not expected to given all the sex the previous night. Christy got off of David and then headed for the shower. David showered after she did and then they went to dinner.

Dinner at the Italian restaurant was outstanding. David loved Italian food and the wine was excellent. For a casual restaurant it was a very romantic setting. After dinner David hoped that Christy would come back to his room and again Christy beat him to the punch.

"Do you want some company tonight?" she asked.

"Sure, I'd love some company," David answered in a surprised tone.

"Well I just live a few blocks from here. Let me get some clothes for the morning. I only work a few blocks from the hotel," Christy told him.

David drove Christy to her place and waited for her in the car. Then they went back to the hotel to David's room. Once inside, David had Christy stand facing the mirror as he disrobed the brunette. David stood behind her and pulled Christy's top over her head. Then he unfastened her bra and slid it down her arms baring her fantastic tits. Next he dropped to his knees and removed her shoes and then slid his hands up under her skirt and pulled her panties down and off her legs. Finally he unfastened her skirt and let it fall to the floor around her ankles. Christy kicked the skirt to one side and stood naked in front of the mirror. She had a beautiful body with great tits, a flat tummy, narrow waist, luscious thighs and a very shapely ass.

David told Christy to stand still and then he stripped off all his clothes. He approached Christy from behind as his hard thick cock bobbed in front of him. He put his hands around Christy and cupped her firm tits. His cock slid up into the crack in her ass and nestled in between the cheeks. Christy leaned back into David and he kissed her on the neck. David then let his hands slide down the front of Christy's body over her flat tummy and down to her luscious thighs. Christy cooed as his hands made their descent. David them moved his hands up to her pussy and cupped it gently. Christy was soaking wet and she couldn't stand the teasing any longer.

"Quit teasing me you prick, I need you inside me now," Christy ordered.

Christy got on the bed and opened her legs as David moved between them. His cock slid easily into her sopping wet pussy and Christy gasped as it penetrated her deeply. They began a slow and steady fucking motion but before too long they were pounding each other racing toward their orgasms. Christy came first and she wrapped her legs tightly around David's body and pulled him in tight. Her eyes rolled and her body went into spasms as she reached her climax. Christy covered her mouth with one arm to muffle her cries of ecstasy as she humped David for all she was worth. David kept right on fucking Christy and she had a continuous string or orgasms before David finally shot his load deep into her womb. David's body went rigid as he drove his cock in as far as it would go and fired warm streams of cum into Christy's cunt.

David pulled out of Christy and his still hard cock looked ominous as it glistened with their combined love juices. David rolled Christy over on all fours and then pushed his cock back in her pussy. Christy crooned as she lowered her head and turned it to one side. David pushed gently on her lower back which caused her big curvy ass to be even more accentuated. David caressed Christy's shapely ass as he fucked her doggy style and then he toyed with her nether hole. He eventually lubricated his finger with her pussy juice and slipped a finger into her anus. Christy wiggled her shapely bottom in response to the intrusion.

"Ever been butt fucked?" David asked her casually.

"Yes a few times. If you want to fuck me in the ass you have to use lots of lube and go easy," Christy replied.

David pulled his cock from Christy's pussy and got off the bed to get the lubricant. David returned to the bed and put an ample amount of lube in Christy's asshole and liberally lubed his cock. Then he positioned his cock at the entrance to Christy's asshole and slowly pushed forward. The head of his cock disappeared in Christy's shapely ass. Christy grunted softly and David slowly fed his cock to her.

David fed his cock a little at a time to Christy and he seemed to take his cue from her hand on his thigh. Christy would press her hand against David's thigh and he would stop his penetration. Once Christy was comfortable with the intrusion she would relax her hand and David would press forward again. Eventually David began fucking her slowly sliding his cock in and out of Christy's ass. Christy looked so vulnerable and so sub-serviant on all fours with her head turned toward the side and her hands grasping the bed sheets as David's big cock invaded her most private area. Christy's expression was a combination of complete bliss and helplessness a she was dominated by David's impressive cock.

David fucked Christy slowly at first but then picked up the pace. He began slamming into her ass and they could hear their flesh slapping together as David penetrated Christy's ass. Instead of retreating, Christy pushed back at David as if she was trying to get more of his cock into her. David then stiffened and shoved his cock all the way into Christy's ass and Christy knew that he was cumming.

"Oh I feel it. Give it to me. Cum in my ass, it feels so good. Oh God I love it," Christy called out to David.

Christy was frantically rubbing her pussy as her ass muscles clenched around David's cock. David then slowly slid his cock from Christy's asshole and trace of cum bubbled up at her anus. Christy flipped over and her fingers plunged into her pussy as she needed to get off again. David pulled her hand away and dove in between her legs and licked Christy's pussy. Christy was surprised that David was not concerned that he had cum in her pussy earlier and she decided that he was her kind of guy. Christy grabbed David's head and humped her pussy up into his face. David ate her until she came again and he sucked up all her juices.

Christy then turned around and moved into a 69 position with David. Just as David had shown no hesitation eating cum filled pussy, Christy did not hesitate taking the cock that had just been in her ass into her mouth. The two of them ate in each other for awhile and then they fucked once more in the missionary position. After the final act they lay together and kissed and cuddled. David caressed Christy's fantastic tits and played with her rock hard nipples.

"Oh man that was great fucking sex," Christy sighed.

David just lay there and groaned as he was drained. The two of them didn't move again before they fell asleep. During their sleep however they ended up cuddled together in the spoon position. When they woke up in the morning it was still early and David decided to fuck Christy with his morning piss hard-on. He rolled over on top of her and she spread her legs for him. David sank his rock hard cock into Christy's juicy pussy and then he fucked her until she begged him to stop. David loved fucking girls with his morning hard-on and it never failed that he would bring them off several times. David got out of bed and made his way into the bathroom to pee.

When he returned Christy was lying on her stomach so he got behind her and pulled her up on her knees. David then greased up his rod and slipped it back into her ass again. He fucked her hard and fast and it didn't take long for him to cum in her ass. Then they both went into the shower where they soaped each other's body and played with each other. David ate Christy's pussy again and she sucked him off until he came in her mouth.

David left Christy in the bathroom and he called room service for breakfast. David and Christy both got ready for work and then ate breakfast in the room. Christy gave David her phone number and told him that she would like to see him again and that it was the best sex she had in awhile. David told her he would be in touch. Christy left for work and David started to make his phone calls. He checked voice mail and he had another message from Jerry Cole's office.

Jerry left a message inviting David sailing on Saturday. David knew he had no choice but to accept so he called his office and explained the situation. His boss was actually pleased that David would change his plans to be with the new client. Then David called his wife Brooke and explained his situation. Brooke was very understanding and told David not to worry as she had Kelly and Nicky to keep her company. David hung up from his phone conversation with Brooke and he envisioned her sandwiched between the bodies of Kelly and Nicky. David knew that those two big dicks would be in every one of Brooke's holes many times that weekend. David briefly considered calling Christy since he was going to be in town but then he decided against it and to relax and get some rest.

David extended his hotel stay again and changed his return flight again. He decided to workout in the fitness center and hit the Jacuzzi before lunch. Then after lunch he hung out by the pool and started a book that he had wanted to read for sometime. He ran into Jared later but he passed on any company and any trip to the club that night. David got a much needed good night's sleep that night.

A DAY OF SAILING AND SURPRISES

When Jerry picked David up at the hotel, David was surprised to see Jerry's admin assistant Bonnie in the car. They greeted each other and then Jerry drive drove them out to the marina. Jerry turned out to be an excellent sailor and he handled his 40 foot boat with ease. Once they were out to sea Bonnie took off her bikini and sun bathed in the nude. David kept checking her out while they sailed particularly when she was on her stomach with her beautiful round shapely ass displayed.

Jerry told David that Bonnie was a bit of an exhibitionist but she was a pleasure to look at. David also learned that not a day went by when Bonnie had Jerry's cock in her mouth, pussy or ass. There would be days when Jerry just wanted a blow job and other days when he would pull off Bonnie's panties and fuck her pussy or ass. His favorite position was with Bonnie bent over his desk, her skirt thrown up on her back and her panties down around her knees while Jerry reamed her ass. Jerry's admission surprised David since David was sure that jerry was gay. Now David knew that Jerry was also bisexual.

David checked out Bonnie's 34-24-36 figure and visualized her and Jerry having sex together. Bonnie had small perky tits, a flat tummy, shapely legs and a killer ass. David felt his loins stir as he thought what it would be like to fuck Bonnie's ass. However David knew better than to try anything with Bonnie as he did not want to jeopardize his relationship with Jerry. After a day of sailing and lunch on the boat, Jerry had his driver drop David off at his hotel.

"David, do me a big favor and take Bonnie home. I'm running late for a dinner tonight and I need to get home quickly," Jerry asked.

"Certainly Jerry I'll be glad to see that she gets home," David agreed.

"Thank you! I'll see you on Monday," Jerry said and then drove off.

David and Bonnie stopped for a drink in the hotel bar at Bonnie's request. After a few drinks Bonnie insisted on going to David's hotel room. In the hotel room Bonnie got right down to business where she undressed and sat on the side of the bed.

David stripped off his clothes and walked toward her with his big hard dick swinging as he walked. David looked down at Bonnie and lifted her face with his hand. Bonnie smiled at him and she marveled at his confidence. Bonnie took his thick cock in her hand and ran her tongue over the head of it. Then she wrapped her mouth around it and slowly moved her head up and down taking him as deep as she could without gagging herself.

Bonnie was indeed an excellent cock sucker and she soon had David on the verge of his first cum. Bonnie bobbed her head up and down on his cock pursing her lips together until she felt David shiver. Bonnie would remove her mouth briefly to prolong his orgasm. She would lick the underside of his cock and his balls driving him wild with desire. Bonnie sucked his balls into her mouth and tickled his perineum with her fingers. Bonnie let her hands run over his hard abs and loins which caused David to tremble as a tingling sensation ran through his body.

David couldn't take anymore and he grabbed Bonnie's head and pulled it back onto his cock. Bonnie knew this time he would cum in her mouth and she was prepared for the surge or the volume of his ejaculation. David held her as he unloaded in her mouth. Volley after volley of cum bounced off the back of Bonnie's throat and she swallowed as quickly as she could. Bonnie managed to keep all of his cum in her mouth and she sucked him dry. Bonnie loved the way she controlled him now as she lovingly sucked and drained his cock. David was trembling as Bonnie nibbled the head of his cock and massaged his tight scrotum.

David stayed hard as he pulled his cock from Bonnie's mouth. He pushed her back on the bed and slid between her legs. David eased his cock back into her pussy and fucked her through multiple orgasms until Bonnie pleaded with him to stop and give her pussy a rest. Bonnie rolled over on her stomach almost as if she was protecting her pussy from any more pounding.

Report Story

bywalterio© 0 comments/ 50349 views/ 17 favorites

Share the love

Report a Bug

PreviousNext
3 Pages:123

Forgot your password?

Please wait

Change picture

Your current user avatar, all sizes:

Default size User Picture  Medium size User Picture  Small size User Picture  Tiny size User Picture

You have a new user avatar waiting for moderation.

Select new user avatar:

   Cancel