Fitting in with the Upper Crust Ch. 07

AUTHOR'S NOTE: This story includes a bisexual encounter to two consenting 18 year old boys in addition to straight sex.

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A GREAT WAY TO PASS THE TIME

Buddy and Jeanette were still having coffee and getting acquainted when Diane called the house. She told him that she would not be home before noon as she was going shopping with her girlfriends and that they would have lunch out as well. He did not tell her that Jeanette was at the house.

Buddy hung up and looked at Jeanette, "That was Diane and she won't be home until this afternoon."

"Well in that case we can relax for a while. Is the Jacuzzi still working?"

"Yes, we use it all the time. Do you have a swimsuit?"

"In my suitcase but I'm not going to bother unpacking until my brother gets home."

"Do you want to borrow one of Diane's?"

"Do you want to start a war? Do you have some extra shorts and a tee shirt?"

"Sure, I'll get them for you and put on my swim suit."

He brought the clothes downstairs and she accepted his selection. Buddy told her that he would get the hot tub ready and meet her in the gazebo. He was already excited that he would be in the Jacuzzi with this seemingly hot woman. He didn't know why but he suspected they might get it on. She was such a seductress and so damn alluring.

Buddy noticed that Jeanette's eyes went to his crotch when she arrived at the gazebo. He was wearing a tight swim suit that showed off his package. He walked over to the switch and turned on the jets and then eased into the warm water. She joined him and at first she sat across from him. Minutes later she moved closer since it was difficult to hear with the jets running. She sat closer than he thought necessary and her naked legs brushed against his. It seemed natural for Buddy to reach for her and she willingly moved into his arms.

Buddy ran his hands up under the shirt he loaned her. He found her firm tits and extended nipples and squeezed them gently. Jeanette had some of the firmest tits that he had ever felt. She put her hand underwater and groped his crotch. He dropped his hand to the loose fitting shorts and slipped it underneath through one of the leg openings. His finger slipped in her pussy and Jeanette gasped aloud when she felt the penetration. She reached down and pulled the swimsuit to the side freeing his cock and balls. Jeanette wasting no time moved into his lap and onto his cock.

Buddy began to fuck her slowly and she cooed as his cock slid in and out of her hot pussy. She still had on the t-shirt and shorts and he still had on his bathing suit. If anyone was to come by they could separate quickly and appear innocent in the Jacuzzi

Jeanette was close to her first orgasm when she whispered, "You have a big cock. I love it."

Buddy just smiled and kept fucking her until she came, "Oh here it is," she said as her body tensed and she orgasmed. He just held her and kept moving his cock in and out as she climaxed. It had been weeks since he had sex in the Jacuzzi and he forgot how much he had enjoyed it.

"I wonder how many times people have cum in this hot tub," Jeanette giggled and then asked, "Are you close?"

"Very," he barely replied.

He kept moving in her pussy and he felt his balls tighten. "If I had another mouth it would be wrapped around your balls right now," she whispered.

He felt his surge and he spewed cum deep into her womb. As he filled her pussy he felt her body tense and he knew that she had cum again too. She held him tight, kissed him and drove her tongue deep into his mouth. His hands found her firm tits again and held them as she rocked in his lap. Jeanette broke the kiss and buried her face between his neck and shoulder as she shuddered with her second orgasm.

"That was wonderful. I hope to get some more of this cock before I leave. We should get back to the house now."

"I'll close up the tub," he told her.

By the time Buddy arrived at the house she was back in her clothes. He took the wet shorts and tee shirt up to the bathroom and hung them to dry out with his swimsuit. He put on shorts and a tee and rejoined Jeanette downstairs. Buddy made them a light lunch and then they sat in the family room waiting for the others to arrive home. They were still there when Jay arrived home. He was surprised to see his aunt there and he knew that his mom would have a kitten when she got home. The two women were like oil and water.

"Aunt Annette, I didn't know that you were coming for a visit."

"I guess your father neglected to tell anyone."

"Buddy I thought you would be at work."

"Since it's raining, Tom told me to come in later so I kept your aunt company until you got home. I'm heading out soon."

"I'm going to call dad and let him know you're here. He will want to be here when mom gets home."

"I think that is very wise Jay, thank you."

Buddy took off and left Jay with his aunt. He arrived at the pro shop about 4:00 PM just before Tom planned to leave. Tom had already got a great blow job from Sandy and had fucked her once before Buddy arrived. Rainy days were always fun times for Sandy and now she had Buddy to pleasure her some more.

A TENNIS FANTASY

Buddy admired Sandy in her tennis outfit. The outfit consisted of a very short tennis skirt with a snug top. Her shapely legs were on display and her flat tummy peeked out under the top.

"How did it go today?"

"Okay but uneventful," she replied not telling him about banging Tom.

Buddy locked the pro shop door and went into Tom's office. Sandy followed and closed the office door. He took in her beautiful shapely legs. He felt that all too familiar stirring in his loins again as he looked her up and down. She felt his hand caress the back of her knee and then move up her thigh. Her body stiffened and she caught her breath when she felt his touch. He moved his other hand to the front of the same leg and then he stroked her with both hands. She remained speechless as his hands moved up and down her thighs and roamed under her tennis skirt. She gasped slightly when his hands caressed her panty covered pussy and ass.

"You know I always thought it would be cool to fuck a female tennis player in the ass right before a big match."

"Really, you think that would be cool?"

"Yeah, she would be in her tennis outfit with her panties pulled down to her knees. I would fuck her in the ass and cum in her ass. I would pull up her panties after cumming in her ass and pat her lovingly on her shapely round bottom as she headed out to the court for her match."

Buddy then stood up and had Sandy bend over the desk. He pulled her panties down to her knees and flipped her short tennis skirt up over her back putting her beautiful ass on display. He took the hand lotion and pushed an ample amount of it in her anus. He fingered her ass with one then two fingers before he pushed his shorts down and lubed up his cock with lotion and saliva. Buddy then stepped up behind her and slipped his rock hard cock deep into her ass. Sandy emitted a gasp as the big cock slid all the way in on the first thrust. He plowed her asshole and fucked her rapidly in search of his much desired release. She began to move her hips in an attempt to match his thrusts and it was obvious that she was turned on by the situation. She was gasping and grunting as he began to really pummel her ass. He picked up the pace even more and held to the shapely buttocks as their hips slapped noisily together. She was really into it now and the two of them fucked like maniacs.

Sandy couldn't believe her own voice when she said, "Oh yeah that's it, that's the way to fuck my ass. Give it to me, cum in me, cum in my ass," she screamed.

They were both sweating from the physical intensity of their butt fucking. Buddy slammed into her as his cock now moved freely in her ass. He felt his release approaching and as much as he wanted to prolong the ass fucking session, he couldn't. His body stiffened and he plunged his cock all the way into her gorgeous ass. Streams of semen shot into her rectum as he seemed to cum continuously for several minutes.

"Oh good, I feel it. Fill me up, fill up my ass," she cried out and then her own orgasm hit her, "Oh shit, here it is, I'm cumming too!"

Her body thrashed around as he held onto her curvy ass cheeks and kept his cock buried in her ass. Her fingers flew over her pussy and clit as his warm seed flooded her anal passage. She then collapsed face down on the desk and his cock slipped from her ass with an audible pop. Buddy knelt over her as his cock dripped the remaining cum on her curvy ass and Sandy wiggled her bottom and squealed in delight.

He stepped back from her and admired her shapely ass. She looked so sexy with her tennis skirt thrown up over her back and her panties down around her knees. He rubbed her buttocks lovingly and she clenched her glute muscles in response. He pulled the panties back up and covered her cum filled ass. She groaned feeling very naughty all off a sudden. She could feel the semen oozing from her anus and wetting her panties. Sandy turned around and slipped off her panties. She lay back on the desk with her legs splayed and beckoned to Buddy.

"You made me so hot, come here and eat my pussy."

Buddy moved his head between her legs to eat her pussy but first he kissed and licked around the area and her inner thighs. He breathed warm air right on her snatch and she grabbed his head and pulled it to her cunt. He pulled his head back off her pussy and let his fingers trail to her mound. He lightly rubbed her outer lips as she twitched with each touch. She moaned as her clit responded to the stimulation and slowly exited its hood looking for attention.

He placed his fingers on the cunt lips and trapped her clit between them and it became engorged and stood erect. She squirmed in pleasure while he moved her cunt lips up and down on her clit and she shuddered from the extreme arousal. Still moving her lips up and down, he bent down and kissed her clit. Sandy jerked and bucked as his lips touched her upright nub. He drew his head back a bit and again blew air directly onto her clit as she writhed and bucked again, moaning with pleasure. He placed his arms behind her knees and raised her hips up. He put her legs over his shoulders and he lowered his mouth to her pussy and kissed it as though it were her mouth. She groaned with delight as she waited for the next advance. He drew his tongue along her outer labia, up one side and down the other without touching her clit.

"Suck it please, please lick it, oh please!" she moaned lustfully.

He flicked his tongue across the edges of her pussy as Sandy quivered and her juices seeped from between the lips. He licked the juices from the edges of her lips telling her she tasted delicious. She was nearly mad with desire as she begged him to pleasure her with his tongue. He finally parted her labia with his tongue and licked the insides of her cunt lips, nibbling each one a little and then sucking on them both. She whimpered and moaned when he suddenly plunged his tongue as deep as he could into her pussy. She screamed with delight as his tongue explored the insides of her pussy. Instinctively, she grasped Buddy's head and pulled it into her cunt, begging him to lick and suck her. He did not disappoint her as he swirled his tongue around her engorged clit and back into her sopping wet cunt. She was constantly moaning as his lips closed about her clit and sucked her clit in and out of his mouth. Writhing and gyrating she exploded in another powerful orgasm, drenching his face and mouth with her copious juices. She seemed to cum with each spasm of her body. He did not let up sucking her clit and she tried to push his face away as she cried out.

"Oh that's enough, stop, please stop. I can't cum anymore let me rest," she begged.

Sandy's body shuddered through yet again another orgasm and she lay there gasping and breathing heavy as her climax abated. Finally the sensations subsided and she embraced Buddy and kissed him. He knew that she could taste her own juices on his lips and he plunged his tongue into her mouth taking her breath away. This was nothing new as she was used to tasting herself and Monique.

"That was marvelous, absolutely incredible. I felt so wicked when you fucked my ass in my tennis outfit."

"It was one of the hottest things we have ever done. Come on let's straighten up and close up shop. This rain is not going to stop anytime soon."

Buddy didn't know about Sandy's new affair with Tom and she certainly didn't know that he had fucked Jay's mother and aunt that day. For Buddy it was a first, three women in the same day. He drove back to the Shafer house wondering how things were going there with Jeanette's arrival. Sandy headed for Monique's place as she couldn't wait to tell her about the day with Tom and Buddy.

TENSION IN THE SHAFER HOUSE

When Buddy arrived at the Shafer house that evening he sensed the tension in the house. Albert was trying to calm Diane who made it clear that she did not approve of Jeanette staying at the house. Jeanette was unperturbed by the whole scene and actually seemed to enjoy Diane's outrage. What nobody really knew was that Diane knew that with Jeanette at the house, any sex with Buddy would be impossible.

Jay was also put out for the same reason as he looked forward to his Mondays with Buddy. Not wanting to be a witness to the tirade, Buddy went up to his room and listened to music. Minutes later Jay came in the bedroom and joined him.

"Dad really fucked up by not clearing it with mom."

"Why can't she just get past it for a couple of days?"

"She hates my aunt. She thinks that she is a tramp. Always sleeping around and she's been divorced twice."

"That's interesting that your mom feels that way," Buddy said as he that it was somewhat hypocritical of Diane who had been fucking him.

"It kind of pisses me off too. Her being here is going to fuck up our Monday."

"You know what, let's go and see Caleb Monday. Now tell me about your day with Lyle."

Jay went on about the day he had with Lyle and the great sex they had together. He explained that Lyle was in a fraternity made up of gay guys and bisexuals. He told Buddy that Lyle wanted him to pledge to that fraternity this fall. Jay went on about the day and as he told Buddy about the sexual escapades Buddy got hard. Seeing this, Jay smiled.

"Hey pal under different circumstances I would have you suck my dick right now but I am drained."

"So am I although I would love to have your cock in my ass."

"Maybe tomorrow morning before everyone is awake."

"Okay, I know that dad is taking the day off so hopefully the adults will sleep in."

"Go on get out of here, I want to get some sleep."

Jay went to his own room and Buddy turned in. The shouting and arguing had stopped and the house was quiet. Buddy was sexually drained and very tired from the marathon of a day. He fell asleep quickly and slept soundly.

He was in a deep sleep and having a very pleasant dream about sex with a pretty woman when he realized that there was someone in bed with him. A hand reached around and took a hold of Buddy rock hard cock. He felt the warm smooth body behind him and then the unmistakable feeling of Jay's little hard-on bumping into him. Buddy rolled toward his friend who smiled at him and then turned his back to Buddy.

Jay whispered, "I am all greased up for your cock."

Buddy moved closer and eased his thick dick into the receptive ass. It was very risky having sex with the parents being home but the boys threw caution to the wind. Buddy moved slow savoring the sensation of another great ass fuck. Jay guided his friend's hand to his small erection and sighed when Buddy jerked him off. The two of them stayed coupled together until they both ejaculated. Jay shot his load on the bed sheets and Jay filled his friend's rectum with a substantial discharge.

As much as Jay wanted to stay in Buddy's bed he knew better. He got up and quietly went back to his own room. Buddy had to pee so he got up and went to the bathroom. The house was very quiet a stark contrast to the night before. He went back to bed and did manage to doze off for a bit. An hour later everyone was up and moving about.

That weekend things were uneventful around the house and Buddy spent most of Saturday and Sunday at the tennis center. He managed to contact Caleb and get an invite to his house on Monday. Although he had no intention of joining Jay and Caleb, instead he planned to spend Monday with Jeanette. She would be leaving on Wednesday and she wanted to hook up one more time. Buddy knew that Albert and Diane would be gone so he just had to get Jay out of the house.

MORE WITH JEANETTE

Monday finally rolled around and as usual Albert went to work and Diane went to her morning social. This particular Monday Diane also planned an afternoon away as well to avoid spending any time with her sister-in-law. Jay headed over to Caleb's house alone as Buddy told him he would come over later that he had to swing by the club first. That left him alone with Jeanette and they began their day at the swimming pool. He called Caleb and told him that something came up and that he couldn't make it.

"Well that's too bad. I will miss your big cock but don't worry I will take good care of Jay."

Buddy then joined a naked Jeanette stretched out face down. "Be a dear and put lotion on my back and shoulders."

She knew the back yard was private and had shed her swimsuit. Buddy didn't hesitate as he was anxious to touch this mature beauty. He poured lotion into his hands and began to rub it in to her shoulders and back. He worked his hands down her lower back staring at her incredible ass the entire time.

He straddled her body and as he leaned forward she felt the weight of his erect cock resting on her ass cheeks. It felt huge resting against her buttocks. He worked his way down from her shoulders to the small of her back and then started with her calves and worked up to her thighs. Gaining more and more confidence he began to massage her ass and she felt a familiar stirring in her loins. He spent a long time massaging her ass cheeks and inner thighs and occasionally he let his hand slip between them. Buddy took hold of her shoulders and slowly turned her over on her back.

"Kiss me," she whispered.

He kissed her deeply plunging his tongue into her mouth. His tongue sought out hers and he had her reeling in passion. At that moment Jeanette felt so good to be desired by a young man. He kissed his way from her lips to her jaw line and along her neck. He lightly kissed, licked and nibbled her neckline softly. He tongued her ear just enough to add stimulation. Buddy worked his way further down to Jeanette's chest kissing her along the way. When he finally reached her breasts he gently squeezed them and rolled her nipples between his fingers. She felt so feminine, so exquisite and she longed for more of his touches and caresses.

He looked into her eyes and whispered, "You have lovely breasts."

Buddy tortured her by neglecting her nipples as he went close and blew his warm breath over them exciting her and increasing her desire. For a young man he knew his way around the female body and he was a good lover. Jeanette was on the edge and close to an orgasm just from his foreplay. She urgently craved the touch that would provide her much needed release. He brought her to the edge of desire and allowed her to linger there as he touched her. His one hand cupped her vulva and probed at the opening of her moist passage while he continued to tweak and tease her nipples. His wet warm mouth covered her other breast filling her with lust.

Buddy had her to the point that she would orgasm if he touched her clit. She was overheated and her pussy was on fire. Just a touch would have ignited her flame and sent her crashing over the edge. He pushed both her breasts together, took both nipples into his mouth and sucked them. He would release them letting them pop out of his mouth and he repeated the process until her hips were moving of their own accord. He then slid his tongue across her nipples and flicked them back and forth but stopped before she exploded in orgasm. As he touched the tip of her labia he inserted his finger inside her juicy and wet pussy searching for her clit. He then spread his remaining fingers opening her outer lips as he slid his finger back and forth over her erect hard clit.