1 comments/ 22495 views/ 9 favorites A Very Different, "Three's Company" By: walterio AUHTOR'S NOTE: This is a story about three bisexuals, a guy, a girl and a transsexual. For the purpose of the story I refer to the transsexual as her or she throughout the story. I felt it would be confusing to use the pronoun him when having sex with men. ***** PRELUDE Janet, Chrissie and jack were sitting around in the family room after another incredible session of sex. They were all still naked as they sipped their wine and discussed the upcoming fundraiser for the LGBT. Jack was somewhat bisexual although he had no interest in another guy's cock. He liked getting blowjobs from cute gays and he would even fuck a shapely gay ass. Chrissie swung both ways with guys and gals and Janet was a very pretty transsexual. "So the function begins at 6:00 PM with cocktails and hors devourers, followed by a few speeches and a silent auction. After that there will be an open bar and people can mix and socialize," Janet explained. "How much are the tickets?" Chrissie asked. "Fifty dollars each but don't worry I got you two covered. Are we getting a room at the hotel too," Jack inquired. "I think we should in case one of us gets lucky," Janet quipped. "People will be coming from all over the country so I better book the room soon," Jack offered. "We may hook up with others who already have rooms," Chrissie mentioned. "Maybe but then our room will be a backup plan and give us a place to change clothes," Janet stated. "Okay, we are all set. I'll book the room tomorrow. Now I don't know about you two but I am ready for more action," Jack told them as he stroked his impressive cock. "Me too," chimed in Chrissie and Janet simultaneously as Chrissie rubbed her pussy and Janet stroked her cock. The three of them returned to Jack's bedroom where the action had taken place earlier. Jack got in bed on his back and guided Chrissie onto his big dick. Chrissie moaned as the cock filled her womb and she settled down in it. Janet waited patiently for Chrissie to get in position and then she moved in behind and slipped her lubricated cock into Chrissie's ass. The three of them moved in rhythm as they always did until they climaxed. They had been having sex most of the day and that was the finale for them. They separated and each returned to their own bedroom for the night. Tomorrow was Sunday and it would be another day of wonderful incredible sex. Chrissie knew the day would begin with Jack fucking her into submission with his morning piss hard-on. THREE BECOME COMPANY Jack was a successful consultant with a prominent firm based in Chicago. He had joined the office in Northern California and had fallen in love with area. He purchased a modest three bedroom home with a private backyard and small swimming pool. Later he purchased a Jacuzzi and an outdoor sauna. He was a fitness nut and loved riding his bike along the trails. At age 28 he was in good shape weighing 185 pounds on a 6'0" frame. Jack had light brown hair that he kept cut short and hazel colored eyes. He was a chick magnet but he also had a private side to him where he had bedded a few cute gay guys over the years. He considered himself to be somewhat bisexual. He had met Chrissie and Janet at a wine tasting event and invited them back to his house. Chrissie was a pretty slender young woman with long blonde hair and blue eyes. She stood at 5'6" tall and weighed 130 pounds. She had a firm 34-26-34 figure and she was insatiable in the sack. Janet unbeknown to Jack and Chrissie when they first met was a transsexual, although she preferred the term lady boy. Janet was 5'5" tall and weighed a fit 140 pounds. Her tits although fake were a 34 B and looked good on her 34-28-35 figure. She had short brown hair. That night at Jack's home the three of them would learn secrets about each other. Jack poured everyone a glass of wine and gave them a cook's tour of the modest home. They loved his bachelor pad especially the private pool and Jacuzzi. Chrissie was already hoping that the three of them might end up naked in the Jacuzzi. They returned to the family room and Jack refreshed everyone's wine. They sat on the sofa with Jack in the middle and it didn't take long for things to move along. Jack kissed both girls and put his arms around them. They kissed him back and Chrissie even leaned across him to kiss Janet. Jack had breasts in both his hands until Janet lowered her body to free Jack's cock from his pants. She unzipped his fly and unfastened his pants. Jack lifted his hips as Janet pulled them down and gasped when his big dick spring out. "Oooh, Chrissie look at this." Chrissie broke the kiss and she too gasped when she saw the large erect cock. It had to be over 8" long and nearly 6" around by her estimate. She had seen plenty of cocks so she knew Jack was special. Janet stroked the rigid shaft for a few minutes and leaned over to take it in her mouth. Jack laid his head back on the sofa and let out a soft moan. Janet certainly was an experienced cocksucker. Chrissie who had been anxious to get in on the action decided to check out Janet's pussy. She moved away from Jack and knelt before the pretty brunette. Chrissie pushed the mini skirt up to Janet's waist baring the thigh high hose and dark panties. She noticed a bulge in Janet's panty and hoped that Janet was not having her period. Chrissie hooked her fingers in the waistband of the panties and pulled them down slowly. She let out a yelp when Janet's erection popped into view. It was an average looking cock but it was still a cock. "Jack, Janet has a cock," Chrissie bellowed in disbelief. "What, let me see," he replied and leaned forward to check it out, "I'll be damned." Janet had gone right on sucking Jack's cock and seemed unconcerned about the fuss. Chrissie had expected to be eating pussy but know she was faced with an erect cock. Shrugging her shoulders she lowered her mouth to Janet's dick and performed one of her signature blow jobs. They continued pleasuring each other for several minutes until Jack suggested they take the action to his bedroom. Once there they removed their clothes and approved of each other's body. The three of them got in Jack's king size bed and moved into a daisy chain position. Jack began eating Chrissie's tasty pussy while Janet sucked on his big dick. Chrissie resumed sucking on Janet's 6" cock. Jack played with Chrissie's lovely ass and toyed with her anus as he ate her. In turn Chrissie began to finger Janet's anus and found it to be quite receptive. The three of them stayed in that position until everyone came. Jack shot a massive load into Janet's mouth and Janet filled Chrissie's mouth with a substantial load. Chrissie moaned onto Janet's cock when she climaxed and her hips shook violently. They remained in the daisy chain for several minutes, sucking, licking and caressing each other. Both Jack and Janet remained hard and decided it was time to fuck Chrissie. They were pleased to learn that Chrissie like anal sex and double penetrations. Jack rolled to his back and beckoned Chrissie to sit on his cock. As she was settling on Jack's dick she felt lube being applied to her anus. Janet probed Chrissie with one and then two fingers. Satisfied that she was ready, Janet eased her cock into Chrissie's ass. As the three of them fucked establishing a rhythm Chrissie felt Janet's firm tits and hard nipples press into her back. Chrissie loved the double penetration with a big cock in her pussy and a more manageable one in her ass. Janet was sure that she could feel Jack's cock through Chrissie's membrane. Chrissie had multiple orgasms before Jack and Janet ejaculated into her, Chrissie's lifeless body collapsed on top of Jack sandwiched between him and Janet. The three of them remained still for several minutes and Chrissie could feel the semen seeping from her vagina and rectum as they two cocks softened. Janet finally rolled off of Chrissie who in turn rolled off of Jack. Janet surprised them when she leaned over and too Jack's cock in her mouth and sucked it clean. "That was incredible," Chrissie whispered followed by a big sigh. "I'll say," Janet agreed. "You two are quite something. If you ever need a place to stay you are welcome here." "Really, because my lease is month to month and I would love live here," Chrissie replied. "Consider it done; I'll help you move in." "I'm staying with some friends temporarily, so if you're serious I'll accept your offer," Janet added. "You can move in anytime. We will have some rules though. You are not allowed to bring strangers into the house. I don't want others knowing our arrangement or where I live, if we establish mutual friends, then that's acceptable." Both Chrissie and Janet agreed to the terms and they would move in as soon as possible. They both had some furniture to purchase and they would tackle that first thing Monday. Jack looked at the two beauties in his bed and he became aroused again. Janet saw his cock stiffen and reached for it. "Jack, I would like you to fuck me in the ass. Would you do that for me?" "Of course, you have a lovely ass." Janet got on all fours and handed Jack the lube. He lubricated Janet's ass thoroughly and then applied it to his cock. There weren't many people who could take Jack's cock in their ass and he was pleased that Janet was up for it. He moved in behind her and eased the mushroom head passed her sphincter. Janet placed her hand on his thigh to control the penetration and spoke softly. "Go slow and let me get used to that ass buster." Chrissie watched in near disbelief as the big dick wormed its way into Janet's ass inch by inch. Jack would feed her a little and then withdraw slightly. He began a slow rocking motion and gradually fed his cock to Janet's receptive ass. Janet had a wanton look on her face as the massive cock went deeper and deeper. Jack then began a methodical fucking of the shapely ass. He caressed the lovely buttocks as he watched his cock chamber and re-chamber. Chrissie had been fingering her pussy as she watched the anal penetration when she got the urge to join in. She moved under Janet so she could suck Janet's cock and watch the penetration from below. Janet reciprocated by lowering her head and licking Chrissie's pussy. It was very clear now that they were going to enjoy being roommates and having incredible sex together. Chrissie reached up and fondled Jack's ball sac and let her finger lightly scrape along his perineum. Between Chrissie's ministrations and Janet's snug ass, it did not take long for Jack to cum. His body stiffened and he drove his cock as deep as he could as he released a torrent of semen into Janet's rectum. His dick was so snug in her ass that the discharge had nowhere to go and just added to the fullness in her bottom. It was too much for Janet and she ejaculated into Chrissie's mouth. Jack felt the sphincter contract around his shaft with each pulse of Janet's release, seconds later, Chrissie orgasmed rewarding Janet with the taste of sweet nectar. Jack's cock softened and he backed out of Janet's ass followed by a stream of semen that ran down over her balls sac. The three of them were done and they all crashed for the night in Jack's king size bed. That was three months earlier and since then Chrissie and Janet had moved in and they all became insatiable lovers. Things worked out very well and they were comfortable with the arrangements. They only introduced mutual friends into their world of group sex. Chrissie still had her passion for girls but she only had sex with them at their place. Janet occasionally hooked up with a guy or another lady boy but never at Jack's house. Jack had a few parties that turned into orgies but only with people they knew and trusted. Months had passed and the fundraiser was now upon them. JACK MEETS TIMMY AND TAMMY The LGBT fundraiser was held in the grand ballroom at a local hotel. There was the social hour where everyone mingled and then the silent auction as planned. A few speeches were delivered and then there was more socialization and mingling. Jack noticed Chrissie talking to a pretty strawberry blonde girl with a very nice ass. She was about the same height and build as Chrissie. He spotted Janet talking with a sophisticated looking couple in their thirties. As he mingled some more he ran into a young looking couple who could pass for brother and sister. He chuckled to himself when they introduced themselves as Timmy and Tammy and he was surprised to learn that they were married. He got along well with them and learned that they were both bisexual. Jack accepted their invitation when they invited him to their room. He followed Timmy and Tammy to their room when once inside Timmy and Tammy undressed and hung up their clothes. Jack stared at the two look a likes and he was still amazed how much they resembled one another. Except for Timmy having a cock and Tammy having a pussy they were almost identical. They both had slim curvy bodies that were virtually hairless and they both had smooth unblemished skin. Tammy had very small tits and she was almost flat chested. They both had blonde pubic hair that looked more like peach fuzz. He was so focused on studying them that he forgot he was still dressed. "Jack, are you going to come to bed with your clothes on?" Timmy mocked. Jack laughed at his situation, took his clothes off and folded them neatly in the nearby chair. Then it was Tammy and Timmy who stared at Jack and once again they admired his body and complimented him on his fitness. Then they approached Jack and they both ran their hands over his body. They enjoyed feeling his muscular torso and they ran their hands over his washboard abs. Jack was hard in an instant and then Tammy cooed. "Oh Timmy, look his lovely cock got hard already. It is beautiful," Tammy gasped as she took a hold of it. Tammy told Jack to get in bed and lay on his back. Then she knelt between Jack's legs and took his cock in her mouth. Tammy sucked Jack's cock and caressed his achy balls. Tammy was a very accomplished cock sucker and she was able to take Jack deep in her mouth. Jack was convinced that he could feel his cock at the back of her throat. Tammy seemed to have the ability to massage Jack's cock head with her throat muscles and she soon had Jack racing toward an orgasm. Jack held her head with his fingers entwined in her blonde hair as he began to face fuck her. Tammy was every bit as good a cocksucker as anyone he ever had. Jack looked over at Timmy and saw that his cock was an average size. Timmy knelt behind Tammy and slipped his cock into her. Tammy never stopped working on Jack's cock while her husband fucked her. Tammy reached under Jack's scrotum and lightly touched his perineum which sent Jack over the edge. Jack blasted loads of cum in her mouth. Tammy rapidly swallowed all of his cum and continued to suck and milk his cock dry and drain Jack totally. Jack lay back on the bed as he recovered slowly from the fantastic blow job and watched Timmy fuck Tammy until Timmy's body stiffened and he announced that he was cumming. Tammy leaned back against Timmy as he came in her pussy which caused her small tits and hard nipples to stand out. She definitely had cute tits even though they were small. Her nipples stood out like little dicks they were so hard. Jack was already starting to get hard again when Tammy asked if Jack would like to fuck her. Jack's cock was now rock hard and he moved it toward her. Tammy lifted her legs and presented her pussy to Jack and he pushed his cock against her labia allowing it to slide into her warm passage. Tammy gasped as Jack's cock nestled into her vaginal passage for the first time. Timmy moved up to Tammy's head and stuck his dick in his wife's mouth. Jack fucked Tammy slowly at first and then he picked up the pace. Tammy used her vaginal muscles to tighten her pussy and she massaged Jack's cock by clenching and unclenching them. Jack felt his second orgasm travel from his balls up through his dick as he shot wads of cum deep into Tammy's pussy. Jack leaned over her body and grabbed her small firm tits and let the rock hard nipples slip between his fingers as Tammy continued to use her vaginal muscles to milk Jack's cock dry of every drop of cum. "Oh Timmy, I'm going to cum too," Tammy suddenly cried out. Timmy pulled his cock from his wife's mouth and slid down Tammy's body to her pussy just as Jack's softening cock slipped from Tammy's pussy with an audible pop. A trail of semen trickled out of her just before Timmy got there to suck Jack's seed out of his wife's pussy. Timmy covered his wife's pussy with his mouth just in time to catch all her love juice. Her body thrashed around as she orgasmed and came in her husband's mouth. Tammy lifted her hips off the bed as Timmy sucked every drop of the combined juices from his wife's pussy. Tammy had been fantastic as Jack had just received a world class blow job and fucked her very hot pussy. The three of them remained silent and rested for several few minutes and then Tammy said she wanted two cocks in her at the same time. Tammy worked on Jack's cock until it was erect again and then she mounted him lowering her pussy onto Jack's shaft. Tammy cooed as Timmy worked his fingers in and out of her asshole lubricating it for his cock. Then he lined up his cock and slipped it right in Tammy's hot ass. She sighed as the hard cock entered her ass and Timmy fucked her slowly. Jack could feel Timmy's smaller erect cock through her membrane. Timmy didn't last long and he soon came in his wife's ass. "Your turn," Tammy whispered to Jack. Obviously Tammy wanted Jack in her ass so she lifted off of him and then she got back on all fours. Timmy handed Jack the lotion and he put an ample amount on his cock. Jack added his own saliva to his lotion coated cock making it as slippery as possible. Jack eased his cock into Tammy's ass and she tensed up when she felt Jack's larger cock at the entrance. Jack was excited to be fucking her ass. He held Tammy's hips and slowly pushed his cock into her rectum. "Oh easy, go easy, let me get used to you. Remember how big you are. Not too deep at first, please," Tammy begged. Jack didn't want to hurt Tammy so he slowly fucked her ass with about half of his cock in her. Tammy loosened up gradually and as she did more of Jack's cock slipped into her bottom. Soon with patience and steady strokes Jack was fully imbedded in her ass. Tammy grunted as Jack picked up the pace and drove his cock home with each stroke. He looked at her beautiful ass as he fucked her and he couldn't believe that he was really fucking her cute ass with her husband watching. Jack excitedly watched his cock slide in and out of Tammy's tight bung hole and he felt his ejaculation building in his balls. He shoved his cock in as far as he could and unleashed a torrent of cum into Tammy's rectum. Tammy was surprised by the force of Jack's ejaculation and the amount of semen that he shot into her ass since it was his third time that evening. Jack kept fucking her slowly and Tammy's anal muscles contracted around his cock involuntarily milking every drop of cum from him. Jack wanted to stay in Tammy's beautiful ass forever but he felt his cock soften in her rectum. His cock slipped out slowly and made an audible popping sound when it cleared Tammy's sphincter. Jack had just experienced another incredible ass fuck. Tammy was in need of an orgasm and she reached between her legs to finger her own pussy. Timmy rolled her over and told her to let him take care of that for her. Timmy knelt between her legs and lowered his face to her pussy. Tammy had a quick orgasm and humped her pussy up into her husband's face. She coated her husband's face with her pussy juice as she thrashed about on the bed. Jack was hard again so he moved up and slipped his cock into Timmy's ass and fucked him. Jack fucked Timmy until he shot his load into Timmy's ass. A Very Different, "Three's Company" "Good job Jack, we needed that," Timmy said. "Bring that delicious cock over to me Jack," Timmy requested. "I've got nothing left Timmy, you two have drained me of every drop," Jack replied. "That's okay I just want to nibble, you don't have to cum." Timmy sucked on Jack's cock and although Jack was at least semi-hard he knew that he wouldn't cum again for quite a while. Timmy kept sucking Jack's cock and Jack realized that Timmy was every bit as good as his wife at sucking cock. Timmy got Jack hard again and then asked Jack to fuck him again. Jack watched as Timmy got on all fours and lubricated his asshole. Jack looked at Timmy's shapely ass it looked just like Tammy's. Other than his ball sac hanging down he looked just like Tammy waiting to get fucked. Jack lubed his cock again and then eased his cock into Timmy's ass and fucked him with long deep steady strokes. Tammy got in front of her husband and took his cock into her mouth. Jack fucked Timmy until Timmy came in his wife's mouth but Jack could not cum again and he pulled out after Timmy ejaculated in Tammy's mouth. It was time to get some sleep so Tammy and Timmy invited Jack to stay with them that night. They all stayed naked in the bed and pulled the covers over their tired bodies. Jack had no trouble falling asleep with Tammy in the middle between her husband and him. Sometime in the very early hours Jack was awakened by the bed moving. When his head cleared he realized that Timmy was fucking his wife. Somehow Timmy had gotten in the middle and he had his back to Jack as he fucked Tammy from behind. Jack didn't know if Timmy was in Tammy's ass or pussy but Jack was overcome with desire and he decided to get in on the action. His cock was hard so he moved it to Timmy's ass and touched the anus with the head of his cock. Timmy reached back and guided Jack's cock into his ass and then he resumed fucking his wife. Jack didn't have to move much since Timmy's fucking motion caused his ass to slide back and forth on Jack's cock. Jack felt Timmy stiffen and Jack knew that Timmy was cumming in one of Tammy's holes. Timmy's asshole tightened around Jack's cock as he ejaculated into his wife. Then Timmy relaxed but Jack was not done so he picked up the pace and fucked Timmy with more urgency until he ejaculated in Timmy's asshole. Timmy cooed and moaned when he felt Jack's semen shoot into him. Jack's cock eventually deflated and slipped from Timmy's ass. The three of them then fell back asleep. CHRISSIE HOOKS UP WITH SANDY Sandy and Chrissie were attracted to each other so it was no surprise when Sandy invited Chrissie back to her room and Chrissie accepted. As they entered the hotel room Sandy pushed Chrissie back against the door and pressed her knee into the young woman as she pinned her against the door. Sandy's hands were all over Chrissie as she started kissing her passionately on the lips. Sandy's kisses were so wonderful and eager as her hands cupped Chrissie's face, Sandy kissed her over and over. Chrissie reveled in the thrill of all the emotions and adrenalin coursing through her body. Sandy nibbled on Chrissie's lower lip gently causing her to gush with exhilaration as their tongues intertwined. Sandy shoved her tongue deep into Chrissie's mouth causing her knees to almost buckle under her with the excitement of the moment. As Sandy's wet hot tongue explored Chrissie's mouth her hands roamed all over her body. She explored inside Chrissie's blouse, up her skirt and stroked the exposed skin of her thighs above her thigh high hose. Chrissie murmured into Sandy's mouth as the caresses sent shivers through her body as Sandy seductively stroked her breasts and thighs. Chrissie's desire intensified as Sandy stroked her pussy through her damp panties. Sandy dropped to her knees and raised Chrissie's skirt pushing it up to her waist. Then she hooked her fingers into Chrissie's panty and slowly peeled it down her thighs and off her legs. She held the panty to her nose and inhaled the sweet smell of Chrissie's sex. Next Sandy steered Chrissie back against the dresser and helped raise her up until she was sitting on it. Sandy smiled wickedly at Chrissie as she pushed up her skirt and then dropped slowly in front of her. As Sandy spread the shapely legs Chrissie couldn't conceal a moan and she had to stifle her gasps with the back of her hand. Chrissie could feel Sandy's hot breath on her sopping wet pussy. Sandy then started to place delicate kisses upon the naked thighs and the sensation of her wet lips on Chrissie's skin sent waves of excitement through her. Sandy ran a fingertip down Chrissie's slit causing her to groan with pleasure as the fingers honed in on the engorged clit. As Sandy inhaled the sweet odor of Chrissie's pussy her tongue darted out for an exploratory lick and then she lapped excitedly at the sweet quim. Sandy began to lick her from her little puckered asshole to her clit. She then pulled Chrissie's pussy lips open and exposed her pink pussy as the tongue darted in and out of the now dripping cunt. Chrissie felt as if she were being fucked with a little cock as Sandy stiffened her tongue. Using her thumb Sandy rubbed Chrissie's clit and she also dipped her fingers into Chrissie soaking wet pussy. She next took one very wet finger and slid it into Chrissie's tight asshole. Oh how good it felt to Chrissie to have something in her ass again. Sandy sucked Chrissie's clit into her hot mouth and slid her fingers into her pussy and one into her ass. Chrissie groaned with the pleasure of the raw sex and her love of anal foreplay betrayed her. Soon the intensity in Chrissie's ass, pussy and clit built up to the boiling point and she came noisily with her juices spilling from her and into Sandy's waiting mouth. Sandy hurriedly took Chrissie by the hand and led her to the bedroom. Once in the room they frantically removed the rest of their clothes. Chrissie knew it was her turn to pleasure Sandy. Sandy stood by the bed as Chrissie moved behind her and placed gentle kisses all over her body. She started at Sandy's shoulders and worked her way slowly down to her buttocks. Chrissie was enthralled with Sandy's body with her firmness and smooth skin. Chrissie began to lick and kiss Sandy's hips planting kisses all over her sensitive body. Chrissie couldn't resist sinking her teeth into Sandy's firm ass cheeks causing her to shiver and gasp in surprise. Chrissie turned Sandy toward her and then kissed the inside of her thighs and worked her way steadily toward her pussy. She kissed the area around Sandy's pussy and inhaled the sweet aroma produced by her arousal. Chrissie loved the smell of Sandy's pussy and she was desperate to taste her. She was pleased to find that Sandy tasted as sweet as she smelled. She began by probing Sandy's pussy gently with her tongue diving into the luscious pussy. Sandy fell back onto her bed and Chrissie moved to a sitting position between her legs. She then began to lick the clit and loved the way it swelled under her tender touch. Remembering her lesbian experiences, Chrissie enveloped Sandy's clit with her mouth and swirled her tongue around it emitting squeals of delight from Sandy letting Chrissie know that she was driving her crazy. Chrissie was gaining confidence with her tactics as she started to lick Sandy's pussy again tasting her sweetness. She ate her, licked her and probed Sandy's sweet hole with her tongue and then slipped a finger into Sandy's dripping pussy and finger fucked her while she sucked and nibbled her swollen clit. Chrissie felt Sandy's clit swell and stiffen a little more as she continued to hold the hard pearl in her mouth. She lavished delicate kisses all over Sandy's pussy and then returned to lustily licking her clit again. Chrissie's tongue danced all over Sandy's clit before probing her quim, this time her tongue delved into every fold of Sandy's now soaking wet pussy. Sandy reached down and took hold of Chrissie's hair and pulled her face tighter to her snatch forcing the blonde's tongue deeper inside her pussy and she ground her clit against Chrissie's mouth. Chrissie could feel Sandy's body quake as her orgasm rose within her and Sandy continued to push back against Chrissie's face. She ground herself against Chrissie as her breathing quickened and she moaned aloud and became uncontrollable. Chrissie felt Sandy's body stiffen and then she was cumming all over her face and Chrissie's tongue hungrily searched out every drop of Sandy's sweet nectar. Sandy collapsed across the bed on her back as Chrissie licked her pussy clean of all female juices. She then moved to the bed and lay next to Sandy. "You know when I ate you before I noticed that you enjoyed having my finger in your ass. Do you like anal?" Sandy observed and asked Chrissie. Chrissie blushed at the question but replied, "Yes I do. Your finger felt great." "Well it seems as if the lady would like a nice cock in her ass," Sandy says teasingly. "Do you plan on growing a cock tonight?" Chrissie laughed. "Not really but I have just the thing for you but let's get you ready first," Sandy replied. Sandy rolled Chrissie over on her stomach and lifted her by her hips so that her ass was in the air. She wet one of her fingers with her own saliva and rubbed it gently against the opening in Chrissie's ass. Sandy lubricated Chrissie's asshole with her spit before sliding one finger into her pressing it past her sphincter. Sandy pushed it in up to her knuckle and stroked it in and out of Chrissie's nether hole causing her to groan loudly. Sandy then slid a second finger into Chrissie's ass and gently started to pry Chrissie's asshole open. Sandy pulled Chrissie's cheeks apart and spit on her bum allowing the saliva to dribble into Chrissie's gaping hot asshole and then she probed Chrissie's ass with her tongue. Chrissie almost orgasmed then and there and she marveled in the technique of the wonderfully experienced Sandy. Sandy continued to eat Chrissie's ass for a while longer dipping and probing Chrissie's ass with her tongue. Then Sandy stopped and went over to her suitcase and retrieved the strap-on dildo and a tube of lubricant. Sandy slipped on the harness and then snapped the dildo in place. Sandy approached Chrissie again with the lube in her hands. "This one is slender and perfect for anal. I have a thicker one for our pussies too." "I see you come prepared." "Oh yes, I always travel with my toys." Chrissie felt the cool soothing liquid enter her ass as it flowed slowly into her and coated her anal passage. Sandy began to rub the tip of the dildo against Chrissie's ass, teasing her and causing her to push back against the fake cock in frustration before Sandy finally pushed it deep into her. Sandy stroked the thick rubber cock slowly and deeply into Chrissie's ass and soon they were both groaning in pleasure. As Sandy thrust deeper and harder into Chrissie's ass, the strap-on base rubbed steadily against her already swollen red clit. Chrissie was moaning loudly now and Sandy's fingers began to strum Chrissie's clit as she fucked her really deep and hard. Sandy thrust the strap-on into Chrissie harder and harder, stretching her tight little ass. The strap-on was rubbing Sandy's swollen clit making it tingle and throb. Sandy knew she was close to her climax and she reached around Chrissie and as she fucked her ass deep and hard and she teased Chrissie's pussy. Sandy stroked and pinched Chrissie's clit and let her fingers slip into her wet cunt. With a few more thrusts of the strap-on Sandy went over the edge and she came hard; her body trembled in orgasm and her juices ran down the shaft of the dildo and onto Chrissie's ass as well as down her silky thighs. Almost instantaneously, Chrissie was cumming too, her body was quaking and her pussy was gushing. Chrissie's cum gushed all over Sandy's hand and Sandy brought her hand to Chrissie's mouth allowing her to taste herself. As they caught their breath and calmed down Sandy was the first to speak, "You are more than welcome to spend the night here if you like." "I would love to," replied Chrissie. Sandy produced another toy, a double dildo that was thicker than the strap-on. Sandy and Chrissie decided to try out the double dildo on each other. They got on the bed and kissed and caressed until they were aroused and ready to try the long dildo. Sandy took the dildo and liberally coated the entire length with lubricant. Sandy placed one end against her pussy and slid it into her sweet pussy about four or five inches. Next she placed the other end against Chrissie and slid it into her hot pussy. It slid in some four inches inside her. They giggled as they worked their bodies toward each other and the dildo slid inside their pussies. They made a fascinating sight as they moved together and the long dildo slid further inside them. Sandy had measured it and found it to be 20 inches long with a set of fake balls in the middle. That left 9 inches on either end. Chrissie didn't think she could get it all in and she was right. Chrissie was the first to say that she could not take any more inside her but Sandy already had her end in up to the fake balls. There was a portion still left on Chrissie's end. They stroked their breasts as they fucked each other. They were soon were breathing heavily and Chrissie was the first to cum. Her hips lifted off the bed and her fingers flew over her swollen clit. Sandy was not far behind her and she too moaned, and her hips rotated and thrust as she too climaxed. Sandy was drained but Chrissie was not ready to quit just yet. Chrissie slipped the dildo harness on and then rolled Sandy over on her stomach. Chrissie then lubed Sandy's ass and shoved the fake cock all the way in. Chrissie pulled Sandy by her hips until Sandy's ass was in the air. Chrissie caressed Sandy's shapely ass as she fucked it with long steady strokes. Sandy put her head down on her bed and turned her head to one side. She moaned and cooed softly as Chrissie had her way with her ass. Chrissie picked up the pace and Sandy knew that the dildo nub was getting to Chrissie. Chrissie felt the little nub rubbing against her clit and she fucked Sandy harder and faster. Chrissie then stiffened with the fake cock shoved all the way into Sandy's asshole and her entire body shook as it was rocked by another intense orgasm. Chrissie leaned over Sandy's body as she slowly recovered and she instinctively reached around and cupped Sandy's tits. Chrissie withdrew the dildo from Sandy's ass, unsnapped the harness and flopped down next to Sandy. They both agreed that that was enough sex for one night. JANET SURPRISES A COUPLE Janet had hit it off with the sophisticated couple, Ronald and Delores. Delores had hoped to invite a woman into their bed that night however Janet shared her secret with them. They still invited Janet to their room and asked that she strip for them. Janet shed her clothes and revealed her lovely body. "I hope that you are not disappointed with me." "Of course not but you are our first tranny. What do you think dear?" Ronald had fucked bisexual men before but never a transsexual. "I love it. I have never seen such a beautiful woman with a cock." With that said Delores lowered her mouth and easily engulfed the lovely stiff dick in her mouth. She deep throated Janet for a few minutes and then she just held the head of the cock in her mouth. Ronald watched as Delores performed her specialty on Janet. She would keep the head of the cock in her mouth and let her tongue snake down the shaft and lick up and down. Ronald knew all too well what Janet was feeling at that moment. Janet was in seventh heaven as she had never had anyone treat her cock with such a loving technique. Not to be left out, Delores stripped off her panties, pulled her dress up and straddled Janet in a 69 position. No stranger to eating pussy, Janet dove right in and began to suck on Delores's cunt and clit. The two of them made quite an erotic sight and Ronald decided it was time to join them. He stood up and removed all of his clothes. With his impressive cock standing straight out, he approached the bed. Seeing her husband in his excited state, Delores moved off of Janet to free up her mouth. Ronald moved close to Janet's head and she welcomed the stiff cock into her mouth. Ronald was easily twice the size of Janet but she was used to handling well-endowed men thanks to Jack. Delores removed her clothes and rejoined them on the bed. She took Janet's cock back in her mouth and resumed sucking it. None of them were in a hurry to cum as they enjoyed the foreplay immensely. Delores had had a mild orgasm while Janet ate her pussy but she was far from done. Janet was trying not to cum in spite of all the wonderful feeling that Delores was producing with her mouth. Janet really wanted to fuck Delores in her lovely ass and cum in it. She lifted her head off of Ronald's cock and made her request. "Delores can I fuck your ass?" "Delores lifted her head and replied, "Of course you can. Ronald lay on the bed so I can suck your cock and she can fuck me from behind. Take your dress off Janet." The three of them moved into position with Janet stripping down. Delores sucked on her husband's big cock and he watched as Janet first fucked Delores's pussy before putting it in her ass. The average size cock went in easily and Janet caressed the exquisite buttocks as she slowly fucked Delores's ass. "You have a beautiful ass. It's lovely," Janet announced. Ronald liked seeing Janet fucking his wife. It was very erotic to see Janet's small boobs jiggle each time she thrust into Delores. For Delores it was a new feeling to have a smaller cock in her bottom. It felt more like a thick finger but she liked the sensation and she hoped that Janet would shoot a big load in her. Janet began to breathe heavily and she sensed that she was very close to cumming. With a final thrust she pressed against Delores's buttocks and ejaculated into her rectum. Delores felt the surge and she was pleased that her rectum was flooded with semen. Janet leaned over and grasped Delores's breasts as she emptied her balls in the beautiful ass. Delores felt the tiny breasts with the hard nipples press into her back as she continued to suck her husband's cock. Janet remained still caressing Delores's breasts as Delores used her sphincter to milk the smaller cock dry. Having witnessed one of the most erotic scenes ever, Ronald was very turned on. He could have easily cum in his wife's mouth but he was anxious to fuck Janet. Lifting his wife's head off of his cock he stated his desire. "I want to fuck Janet now." Delores rolled over and patted her pussy. "Janet I need your mouth again. Eat my pussy while Ronald fucks you. Janet glanced at the large stiff cock that was about to enter her ass. "Ronald please use some lube. You are quite big." "Of course," Ronald agreed and he retrieved some lubricant from the bathroom. When he rejoined them in bed, Janet was on all fours with her mouth buried in Delores's pussy. Ronald applied the lube to Janet's bottom and fingered her rectum. First one and then two fingers moved easily in and out of her ass. Satisfied that she was well oiled, Ronald eased his large cock into her bottom ever so slowly. He loved watching his cock slide in inch by inch until he was buried in her shapely ass. "You have a lovely ass Janet, so fuckable." Janet had easily adjusted to Ronald's cock and she resumed eating Delores's pussy. Delores always liked watching her husband fuck another woman in the ass but this time it was very special with a tranny. Ronald held to her hips as he picked up the pace and drilled Janet. He admired her ass. Of course no one could match his wife's bottom as it was the loveliest he had ever seen. Ronald felt his balls tighten and his toes curled just before he unleashed a massive load into Janet. A Very Different, "Three's Company" Just as Ronald was shooting a huge load, Delores came too and flooded Janet's mouth. Ronald remained in Janet's bottom and caressed her lovely buttocks as he felt the sphincter squeeze every drop out of his shaft. At the same time, Janet licked every drop of love juice from Delores's sweet pussy. Ronald eased his cock out of Janet's ass and lay down along side of his wife. He watched as Janet licked up the last bit of Delores's juices. Seeing that her husband was still hard, Delores rolled over and straddled him guiding his cock into her pussy. She knew that it would take some time before he came again and she would ride him until her orgasm. Janet watched the handsome couple fuck next to her and she stroked her cock back to hardness. She then moved behind Delores and eased her cock back into Delores's sweet ass. "Oh I love this," Delores called out excited by the double penetration. The three of them stayed at each other until they all came again. Delores had multiple orgasms with the two cocks in her. Janet was the next to cum and then it was Ronald. Delores loved the sensation of semen shooting into both her rectum and vagina. She was spent and collapsed on top of her husband. No words were spoken and it was assumed that Janet would spend the night in their bed. SUNDAY MORNING Jack woke up the Sunday morning with his customary piss hard-on that he always seemed to get after a night of great sex. Jack looked over at Tammy lying on her back with an angelic smile on her face. Timmy was already out of bed and Jack assumed that Timmy was in the bathroom. Jack eased his body over Tammy and slipped his morning erection into her sweet pussy. Tammy moaned softly and then she opened her eyes and smiled at Jack. Tammy wrapped her arms and legs around Jack's body and they began to fuck. Jack had done this many times with Chrissie and he knew that he could fuck Tammy into submission without cumming himself. Tammy didn't expect the ride that she was in for that morning. Jack fucked her with long steady strokes keeping his cock in constant contact with her clit. Tammy went wild as she repeatedly orgasmed. Her orgasms seemed to be continuous and her body squirmed under Jack as one after the other rocked her petite body. Jack stopped fucking her when she collapsed on the bed. Her arms and legs left Jack's torso and flopped alongside her body. Jack eased his cock from Tammy's pussy; it was still hard and looked ominous as it glistened with her juices. Timmy had come out of the bathroom and he was standing in the bedroom watching as Jack fucked his wife. Timmy was stroking his own cock as he watched them. Jack moved off the bed and Timmy dropped to his knees and sucked Jack's cock clean of Tammy's pussy juice. Jack told Timmy that he had to pee and that he would be back after he relieved himself. Jack went into the bathroom took his morning piss and then returned to the bedroom. When Jack returned to the bedroom, Timmy was in bed on all fours and Tammy was lubricating his asshole. "Timmy wants you to fuck him again," Tammy said sexily. Jack climbed up on the bed and Tammy took his cock in her hand and applied the lube to it. Tammy had Jack hard in no time and then she guided Jack's cock to Timmy's ass. Jack eased his cock into Timmy's snug opening and Timmy groaned as his asshole was stretched again. Jack fucked Timmy slowly at first and then he picked up the pace. Tammy had moved under Timmy and she was sucking her husband's cock as Jack fucked him. Jack felt his balls tighten and he knew that he was only seconds away from cumming in Timmy's asshole. He felt the surge of cum rifle through his cock and he flooded Timmy's ass. Timmy groaned aloud and announced that he could feel it. "Oh yes, I feel it, shoot it into me," he called out and then, "Oh Tammy I'm cumming too." Jack felt Timmy body stiffen as he shot his wad into his wife's mouth. Timmy's asshole tightened around Jack's cock and squeezed any remaining cum from the shaft. Timmy fell forward on the bed and Jack's dick slipped from his asshole. Jack looked at him and saw traces of cum seep from Timmy's anus. Tammy smiled at Jack and looked at his still hard cock. She got on all fours, tossed Jack the lube and patted her ass in an invitation for him to fuck it. Jack was ecstatic with desire as this couple had him really turned on. Jack lubed Tammy's ass and he fingered her asshole and pussy at the same time. She cooed and told Jack how much she liked his fingers in both her holes at the same time. Tammy begged Jack to stop teasing her and put his cock in her ass. Jack eased his cock into her and he was still amazed how the both of them were able to take his cock. Jack fucked Tammy for a long time working up to his second ejaculation. Timmy had recovered and he moved under his wife in a 69 position. Tammy took her husband's cock in her mouth and he began to lick his wife's pussy. Timmy also played with Jack's balls as he licked his wife's pussy. With Timmy caressing Jack's balls and tickling his perineum Jack's ejaculation was accelerated. Jack held to Tammy's shapely ass and drilled her as his cock fired a barrage of cum into her rectum. Tammy cried out that she was cumming too as she lifted her mouth off her husband's cock. Her body shook with a violent orgasm dislodging her husband's mouth from her pussy and Jack's cock from her ass. Tammy collapsed next to Timmy and she was still quivering and gasping from the intensity of her orgasm. Timmy was still hard and he reached down to jerk himself off as Tammy was done for a while. Jack watched as Timmy's balls tightened and he shot a stream of cum on his abs. They were all done for the morning or at least Jack was finished. Jack showered, dressed and thanked the couple for a great time together. Timmy gave Jack their contact information in case he ever wanted to hook up again. Jack left them naked in their bed and returned to his hotel room. When he arrived he saw Chrissie and Janet in bed. They were both asleep and he assumed that they had had an adventurous evening. He changed into casual clothes and left the room to go to the coffee shop. He placed the "Do Not Disturb' sign on the door. At the coffee shop he enjoyed a bagel and a café latte. He decided to have another latte but take it to the room. He also got Chrissie and Janet lattes and pastries. He returned to the room and the two of them were awake and talking. They were thrilled Jack had thought of them and they enjoyed the pastries and coffee. As they enjoyed their coffee, each one shared their story about the night before and early morning activities. Listening to the stories got them all horny but Jack suggested taking it back to the house and they could enjoy the hot tub first. They all agreed that it was a better idea and besides it was close to check-out time. Chrissie and Janet showered and dressed and the three of them checked out on the hotel. On the ride back to the house Chrissie and Janet were already anticipating another great afternoon of sex starting off in the Jacuzzi.