THE WEEKEND WITH LEE AND KYLE
FRIDAY EVENING
Jim had a very busy Friday, one that was filled with conference calls and customer follow-up calls. It was 5:30 PM when he finished his last call. Jim checked the Willows' driveway and there was no sign of Lee's car. Jim was relieved as he wanted to eat dinner before he joined Kyle and Lee. Jim made a light dinner for himself and had a glass of wine. When he had finished dining and cleaning up he checked for Lee's car and he saw that Lee had arrived. Jim could hardly contain his excitement as he would not only be close to this ladyboy but he would get to fuck him. Jim headed over to the Willows' house.
When Jim arrived Kyle let him in the house and then introduced him to Lee. Jim stared at the beautiful Lee who was dressed in a black cocktail dress. Lee looked stunning and Jim knew there was no way anyone would guess that Lee was a guy. The black cocktail dress had spaghetti straps and was cut about eight inches above Lee's knees. Lee had worn thigh high nylons with elastic tops that you could see when he sat down. He also wore his hair so that it cascaded down to his shoulders. Lee was showing some cleavage and Jim was to learn that Lee was taking female hormones and that he had small implants. Lee looked very exactly like a girl in fact a very pretty girl.
Lee walked sexily over to the sofa and sat down next to Kyle. He tugged his skirt down to try and hide the tops of his hose just as a woman would. Kyle put his arm around Lee and then moved his hands over Lee's tits. Kyle slipped the spaghetti straps down off Lee's shoulders baring his small firm breasts. Jim was amazed how real the tits looked and how hard Lee's nipples were. Kyle leaned over and took one tit in his mouth and sucked on it emitting a moan from Lee.
"I really shouldn't be doing this!" Lee teased.
"Just relax," Kyle assured Lee as he slid his hand over Lee's thigh onto the bare skin above the stocking tops.
Jim looked on as Kyle and Lee played their little game. Jim's cock was rock hard in his pants just from observing the fake foreplay put on by Kyle and Lee. Jim remembered how Lee's body was hairless, well pampered and his skin was smooth and without blemishes. Kyle moved his hand up to Lee's panties and stroked Lee's little erect cock through the fabric.
"Oh see what you have done, my clit is so hard now," Lee moaned jokingly.
Kyle pulled Lee's panties aside and let the erect little cock free along with the tiny hard balls. Kyle stroked the little cock and fondled Lee's tight testicles as he sucked on one of Lee's tits. All of this activity served to turn Jim on and he felt his cock pressing against his pants as if trying to get out on its own. Kyle tested Lee's asshole and found it already lubricated.
"See how wet you made my pussy," Lee said continuing the role playing.
"I'm going to make you feel good. I am going to suck your clit now while I finger your hot wet pussy," Kyle told Lee.
Kyle then leaned over and took Lee's cock in his mouth and slid a finger deep into his asshole. Lee's cock was shy of three inches when erect and fit easily into Kyle's mouth. Jim dropped his pants and underwear to his knees and knelt on the sofa along side of Lee with his big erect cock waving in the air.
"Here Lee this is for you," Jim said as he moved his cock toward Lee's mouth.
Lee eagerly gobbled up Jim's big cock. Lee was so turned on that he came in Kyle mouth sooner than he expected. Kyle sucked Lee's cock until it was soft and then he removed Lee's panties. He pushed Lee's skirt up to the waist and raised Lee's legs exposing his asshole. Kyle lowered his pants and lined up his cock with Lee's asshole. With one push Kyle was buried balls deep in Lee's ass and he began to fuck him in search of his own orgasm.
Lee was an excellent cock sucker and had Jim on the verge of his first cum. Jim warned him that he was cumming and fired volley after volley into Lee's warm sucking mouth. Lee sucked Jim dry and kept his softening cock in his mouth as Kyle continued to fuck him. Kyle then announced that he was going to shoot and he blasted his first load into the recesses of Lee's ass. Kyle continued to fuck Lee until his cock softened and slipped from Lee's asshole.
"Oh look at me. My dress is a mess and you two filled my holes with cum. I am such a slut," Lee said playing out his fantasy.
Lee did look like a slut on the sofa with the dress gathered around his waist. His tits and ass were on display along with his limp cock and signs of semen on his body and leaking from his ass. Lee jumped up, picked up his panties, tried to cover his exposed body and ran from the room as if he were truly embarrassed and ashamed. In a few minutes Lee came back into the room wearing a robe. Kyle got drinks for everyone after he and Jim pulled their pants back up and put away their cocks.
"Lee likes to dress up in different outfits and make believe he is a girl being seduced," Kyle said to Jim.
"Well he certainly does look like a girl and he pulls off that role very well," Jim confirmed.
"Have you guys ever fucked a school girl? You know the ones that wear the private school girl uniforms," Lee asked.
"No but it is definitely something I had always wanted to do," said Jim playing along.
"I'm game," added Kyle.
"Oh good, take off all your clothes and wait for me while I change," Lee said excitedly.
Kyle and Jim stripped and waited for Lee in the family room. Lee came out dressed as a school girl. He had put his hair in rubber bands to make it look like he had pigtails. The uniform was complete with a white blouse, bow tie, a navy blue jacket; a plaid skirt cut 10 inches above the knee, white knee high socks and saddle shoes. Underneath he wore white cotton panties and a white bra. It was unbelievable how much he resembled a schoolgirl.
"You boys shouldn't be in my room. You should put your clothes back on and leave before my mother comes home," Lee said.
"Why should we do that?" Kyle said playing along.
"Because the last time my mother caught me doing bad things with two other boys and I should not be doing bad things," Lee told them.
"And what bad things did you do? What did the boys do to you?" Kyle asked.
"Well the one boy held me by my pigtails and put his thing in my mouth. The other boy pulled my panties down to my knees, flipped up my skirt and put his thing in my pussy," Lee told them and then said, "They kept their things in me until they shot their hot juice in my mouth and pussy."
Jim and Kyle were rock hard again from playing this game with Lee. Lee spun around allowing the skirt to fly up exposing her thighs and panties and then flopped down on the sofa allowing the dress to rise up displaying the panty covered crotch.
"Oh look at your things they are so hard. You must have got hard when you saw my panties. That's what happened last time with the other boys," Lee giggled.
Kyle and Jim went over to the sofa and had Lee kneel on all fours. Kyle grabbed Lee's pigtails lightly and pulled Lee's head down to his cock. Lee sucked Kyle's cock right into his mouth. Jim pulled Lee's panties down his thighs to his knees. Jim then lined up his big cock with Lee's asshole and slowly eased it in. Lee's eyes got wide when he felt Jim's cock inching its way into his ass. Jim applied his saliva which when mixed with the lube made the entry easier. Lee had never been so stuffed with cock in his life. Once he got used to Jim's girth, Lee started fucking back at Jim and his ass cheeks slapped against Jim's thighs.
Kyle unloaded in Lee's mouth and Lee greedily swallowed every drop of Kyle's seed. Lee was working his anal muscles around Jim's big dick. Jim could feel his pending orgasm building in his balls. Jim's body stiffened and he blasted another load into Lee's ass. Lee felt the hot sperm coat his rectal lining and he relished the warmth of the cum. Kyle and Jim removed their soft cocks from Lee's holes and sat back on the sofa.
Lee stood up with the panties still around the knees and said, "I mustn't get my uniform soiled."
Lee then took off the uniform slowly. As each piece of clothing was removed in was folded neatly and placed in a pile. Lee took off everything except the knee high socks and stood in front of Kyle and Jim. Lee actually was very shapely with his small firm tits, narrow waist, bubble butt ass and very nice legs. Lee looked like a shy school girl who just did the dirty deed.
Lee went over to Jim and took his cock into his mouth. Lee massaged Jim's big balls as he sucked on Jim's cock. Lee could feel Jim's cock hardening in his mouth once again. Kyle was getting hard watching the action and decided to fuck Lee in the ass. Kyle knelt behind Lee and slid his cock into Lee's ass. Kyle's cock went in easy as the hole had been stretched by Jim and Jim's cum was still present acting as lubricant.
As Lee sucked Jim and Kyle fucked Lee's ass, Kyle reached around and found Lee's hard little cock. Kyle jerked Lee off as he fucked him. In a matter of minutes, the three of them were cumming again, Jim in Lee's mouth, Kyle in Lee's ass and Lee in Kyle's hand. The three of them took a seat on the family room sofa and chairs and relaxed. Kyle got more drinks for everyone and they sat around naked enjoying the refreshing drinks.
"Jim, would you like to stay here tonight?" Kyle asked.
"No that's okay. I've had enough for one night. I'll see you tomorrow," Jim said and then he finished his drink and got dressed.
"We'll use the pool tomorrow, okay?" Kyle called out to Jim as he was leaving.
Jim turned back to the good looking couple on the sofa and replied, "That will be great and I'm looking forward to it."
Jim left the Willows' house leaving Kyle and Lee kissing and fondling each other as they sat on the sofa. Then Jim heard Lee say, "I want to fuck you tonight in bed." Jim closed the door and walked back to his house leaving the two lovers to themselves. Jim was sure that the two of them would have more sex well into the night. Jim thought about spending the next two days with Kyle and Lee and he was looking forward to fucking Lee as much as he could.
A DAY OF SUN AND FUN
Saturday morning Jim woke up with a morning erection as he was already thinking about the day ahead. He got out of bed and put on a pot of coffee to brew while he showered and shaved. Then Jim threw on a robe and walked down his driveway to pick up the morning paper. Jim took notice of Lee's car still in the Willow's driveway and his cock stirred as he thought of Lee again. Jim went back inside and made breakfast and afterward he relaxed reading the morning paper and enjoying a second cup of coffee. Jim's mind kept wandering as he thought about Kyle and Lee. He was anxious to get to Lee's body again but he did not want to appear overanxious and he waited until late morning to join them.
When Jim arrived at the Willow's house he decided to go on in rather than ring the doorbell. Jim wasn't sure what he would find when he entered but nothing would surprise him at this point. As it turned out Kyle and Lee were already on the pool deck. Jim walked out onto the deck and he was greeted by the two lovers.
"Hey Jim come on out the sun feels great. I made a batch of bloody marys, so help your self," Kyle offered.
"Thanks I will," Jim replied checking out Lee in the process.
Lee was wearing a bright yellow bikini that showed off his great tan. Jim studied the pretty oriental boy and he was still amazed how much Lee looked like a woman. Lee's nice sized firm breasts filled out the bikini top and his narrow waist, flat abs and shapely legs completed the beautiful view. Jim felt his cock stir in his bikini Speedo as he took in Lee's beauty. Jim poured his drink and then joined the other two by the pool. Jim took off his tee shirt and shorts before stretching out in the lounge chair next to Lee. Jim noticed that Lee's eyes went right to Jim's crotch checking out the package in the tight Speedo.
"How did you sleep last night?" Kyle asked.
"Great how about you two, did you sleep well?" Jim asked in reply.
"We didn't sleep too much," giggled Lee.
"I bet you didn't," laughed Jim.
"Jim, is it okay if Lee crashes at your place tonight? Some guys are coming over later and Lee isn't into a big group thing," Kyle asked.
Jim was surprised by the request and he was momentarily lost for words. "Is that okay Jim? If not I'll just leave early today," Lee asked in a soft voice.
"Yeah sure, of course it's okay. I was just surprised by the request," Jim replied anxiously. However the last he wanted was for Lee to leave early.
"Good then I'll be able to stay and get some sun today," Lee said and then she took off the bikini bra. Looking at Jim, Lee smiled a sultry smile and spoke softly, "Jim would like to put the lotion on my tits?"
Jim didn't answer but instead he moved over to Lee's lounge chair and picked up the suntan lotion. Jim stared briefly at Lee's unbelievable breasts and wondered how guy could have such great looking tits. Jim poured the lotion in his hands and then gently massaged the lotion onto Lee's tits. As Jim fondled the lovely firm tits he felt Lee's nipples harden in the palms of his hands. Jim let the slippery hard nubs slide between his finger tips as he continued to coat Lee's tits with the lotion. Lee moaned softly as he loved having his tits played with. Jim noticed that Lee had tilted his head back and closed his eyes as he enjoyed the titillation.
Jim's cock was rock hard in his Speedo and his excitement was obvious. Kyle watched with interest as his neighbor fondled Lee's tits. Normally Kyle would have joined them but he was saving himself for the orgy later that evening. Jim continued putting lotion on Lee's body working down from Lee's tits over his abs and down the front of his legs. Lee cooed as the entire front of his body was covered with lotion. Jim then gently guided Lee over on his stomach. Jim stared at the shapely bare buttocks exposed by the thong bikini bottom and his cock ached in his own bikini Speedo.
Jim began with Lee's shoulders and massaged the lotion down to the small of his back. Jim skipped over Lee's beautiful curvy ass cheeks and began massaging the lotion onto the back of Lee's legs. Jim worked his way down the legs and then back up to Lee's buttocks. Unable to resist any longer, Jim began to massage the lotion onto Lee's ass. Lee rolled his hips in response to Jim manipulations. Jim then pulled the thong aside and squirted the lotion into the crack of Lee's ass rubbing it between his cheeks. Lee raised his buttocks slightly as he lifted his hips upward. The move was enough to expose Lee's anal aperture and Jim gently inserted a finger in Lee's asshole. Lee groaned with pleasure when he felt Jim's finger enter his ass.
Jim could no longer contain his emotions and he had to fuck Lee before he came in his swim suit. Jim pulled his Speedo bikini down to his knees and knelt behind Lee. Jim applied lotion to his cock and then spit on it to make it as slippery as he could. Lee knowing what was next raised his ass in the air and turned his head to one side on the lounge chair. Jim moved in close and then positioned his cock at the entrance to Lee's asshole. With painstaking slowness Jim eased his cock into Lee's snug asshole. Lee groaned loudly as the cock entered him and filled his rectum once again. With the bikini bottom still covering Lee's cock and balls, he clearly looked like a girl getting fucked in the ass.
Jim started to move slowly watching his cock slide in and out of Lee's shapely ass. As he fucked Lee, Jim caressed the curvy luscious ass cheeks of his new found lover. Lee had a look of ecstasy on his face as the impressive filled his hungry asshole. Kyle had taken off his swim suit and was stroking his cock. Try as he might he could not avoid being turned on by the action before him. Kyle then decided to suck Lee's cock as a distraction to his own need to get off. Kyle moved to the side lounge and dipped his head under Lee. Kyle then pulled Lee's bikini bottom to the side freeing Lee's cock and balls. Kyle took the tiny erect cock in his mouth and began to gently suck on it. Lee groaned again this time it was in response to his cock being engulfed by Kyle' warm wet mouth.
Jim had picked up the pace by now and he was fucking Lee furiously. Jim's hips slapped against Lee's buttocks causing them to jiggle with each thrust. Lee felt Jim's cock swell in his ass and he knew that Jim was close to ejaculation. Then Jim felt the surge rush through his cock as he unleashed a torrent of cum into Lee's clenching anal passage. Jim moaned out loud like an animal as he shot his wad into Lee's ass chute. Lee felt the jets of cum shoot into his rectum sending him over the edge. Kyle drank down every drop of Lee's cum as it gushed into his mouth. Lee was overcome and he collapsed on the lounge chair causing Jim's cock to slip from his ass. Jim then lay down on top of Lee placing his cock in the crack of Lee's ass.
The two of them remained in that position for several minutes before Jim lifted his body off of Lee's petite form. Kyle sat back in his own lounge and his erect cock stood up from his body. Jim moved back to his lounge and removed his swimsuit completely before laying back on the lounge. Lee also removed his bikini bottom and the three naked buys chilled out for several minutes. Kyle got up and refreshed their drinks and as he poured Lee's drink, Lee teasingly stroked Kyle's stiff cock.
"Down girl," Kyle said teasingly, "I have to save myself for later."
"What time are your friends planning to arrive?" Jim asked.
"They said about 5:00 PM but they could show up earlier," Kyle replied.
"It's almost 2:00 PM. I think that I should take off now. I don't want to be here if they arrive early," Jim suggested.
"You know that you are welcome to stay and party with us," Kyle offered.
"I don't think would be a good idea. Thanks anyway," Jim said passing on the offer.
Just then the phone rang and Kyle rushed to answer it. As his naked body moved to the phone, Jim looked at Kyle's naked body and checked out his curvy ass again. Lee noticed Jim checking out Kyle and smiled.
"He has a nice ass doesn't he?" Lee quipped.
"Yes he does but not as nice as yours," Jim was quick to respond.
"Yes you do like my ass don't you?" Lee said sexily.
"I love your ass," Jim admitted.
Kyle hung up the phone and spoke, "That was the guys and they will be here in an hour."
"I'm going to get my things together," Lee said and then he picked up his bikini and walked naked into the house.
Jim put on his shorts and tee shirt and picked up his bikini. Jim then finished his bloody mary while he waited for Lee. Minutes later Lee came back with his overnight bag. Lee was wearing a tunic that just covered his pubes. He had opted not to put on a bra and he just wore panties under the tunic. Lee looked very sexy in the tunic and Jim felt his cock stir once again as he admired the pretty ladyboy. Jim went back to his home and lee drove his car over and parked in Jim's driveway. Jim invited Lee into his home and he carried Lee's overnight bag just as he would have done for one of his female guests. Lee liked the attention and he loved being treated like a lady.
Jim put the overnight bag in the guest room although he was sure that Lee would spend the night in his bed. Jim returned to the family room and smiled at the beautiful Lee curled up on his sofa. Lee's gorgeous legs were displayed below the short tunic that he wore.
"Can I get you something to drink?" Jim asked.
"White wine, if you have it," Lee responded in a soft sexy tone.
"Coming right up," Jim said as he took a bottle of white wine from the wine cooler.
Jim opened the wine and poured a glass for Lee and one for himself. Jim brought the wine over to Lee and handed it to him. Then Jim turned on some soft easy listening music. Just the kind of romantic type music he played when he had female company. Jim sat next to Lee on the sofa and held his glass up in a toast.