Step-mother Series 03

bywalterio©

Lori was drained but Sheila was not ready to quit just yet. Sheila slipped the dildo harness on and then rolled Lori over on her stomach. Sheila then lubed Lori's ass and shoved the fake cock all the way in. Sheila pulled Lori by her hips until Lori's ass was in the air. Sheila caressed Lori's shapely ass as she fucked it with long steady strokes. Lori put her head down on her bed and turned her head to one side. She moaned and cooed softly as Sheila had her way with her ass. Sheila picked up the pace and Lori knew that the dildo nub was getting to Sheila. Sheila felt the little nub rubbing against her clit and she fucked Lori harder and faster. Sheila then stiffened with the fake cock shoved all the way into Lori's asshole and her entire body shook as it was rocked by another intense orgasm. Sheila leaned over Lori's body as she slowly recovered and she instinctively reached around and cupped Lori's tits. Then Sheila withdrew the dildo from Lori's ass, unsnapped the harness and flopped down next to Lori.

"I am very pleased to have you as my stepmother," an exhausted Lori whispered.

"I will look forward to more of our get togethers," an equally exhausted Sheila replied.

They both agreed that that was enough sex for one night and they cuddled up in each other arms. The two beauties slept soundly through the night. When they woke up, Lori realized that she had not set the alarm and she dashed about getting ready. Lori apologized for rushing off and she told Sheila to let herself out. Sheila took her time and ran a warm bath in Lori's tub. Sheila soaked in the tub and reflected on her two conquests. Two down and two to go, she thought. Barry was next and so far the sex had been fantastic. She tried to imagine what Barry would be like. Would he be as handsome as his younger brother Chris? Would he have a nice cock like Chris? Time would tell.

BARRY IS A PUSHOVER

James was going to be tied up with a Board Retreat for a couple of days so Sheila decided to do some shopping in Beverly Hills. She called Barry and told him that she was going to staying at the Beverly Hills Hotel and shopping along Rodeo drive. He was surprised to hear from her but he was please as he wanted to meet her. Barry agreed to meet Sheila at the hotel restaurant for lunch. He would never know what hit him and he would never be the same afterward.

Barry arrived at the hotel restaurant but there was no one waiting for him. He was annoyed that he was stood up and he was about to leave when stunning blonde carrying shopping bags from upscale boutiques entered the hotel. Barry stared at her and he was sure or at least he hoped it was Sheila. She looked toward the restaurant and smiled as she recognized Barry from the family picture. Sheila walked toward him and every head turned to watch her.

"Barry, I recognize you from your picture. I'm Sheila and I am so sorry that I am late," she apologized.

Barry responded, "Here let me help you with those packages. It's nice to finally meet you Sheila."

"Oh my feet are killing me. Would you mind if we dined on the terrace in my room? We can order room service," she said almost pleading.

"Sure, that's no problem. Here let me take these bags and you lead the way," Barry accepted.

Sheila turned toward the elevator and Barry watched her shapely figure all the way. She was wearing a tight white cotton dress that showed off her narrow waist, shapely legs and curvy ass. Barry admired her ass even though he was not into anal sex. At that moment he envied his father who landed his trophy bride. Sheila got on the elevator and pushed the button for the suite level. After a quick ride the doors opened and as Sheila stepped out the light showed through her dress outlining the full length of her marvelous legs. Barry felt his cock stir at the sight and he tried to put her beauty out of his mind.

Once in the room Sheila ordered food and iced teas for both of them. "Barry there is something stronger in the mini-bar if you don't want iced tea."

"Maybe after lunch but iced tea is fine now," he replied.

"I'm going to put on something more comfortable. Why don't you take off your jacket and tie?"

Sheila disappeared in to the bedroom and Barry took off his suit jacket and tie. He rolled up his short sleeves and waited for Sheila to reappear. Minutes later she came out of the bedroom and Barry's eyes bugged out of his head. She was wearing tight white shorts that looked like they were painted on and a tangerine colored halter top. It was obvious that she was not wearing a bra.

Room service was prompt and Sheila told the server to put the food out on the terrace. She signed the check and then invited Barry to join her for lunch. Barry asked to use the bathroom to wash his hands and Sheila gave him permission. It had worked out great as she used the time to add an erectile performance drug to Barry's iced tea. She had taken on of her husband's pills and ground it up earlier. She stirred the tea and then took her seat. Barry joined her minutes later and Sheila offered a toast with her iced tea. Barry toasted her back and took a big drink of the tea.

"I took the liberty of ordering Chicken Caesar Salads for both of us. I hope that is okay," she stated.

"That's fine," Barry replied even though he would have preferred a steak.

They chatted amiably as they dined on the terrace and Barry discovered that he really liked Sheila. Although it would be difficult to accept her as his stepmother since she was one super fine piece of ass. Barry finished his iced tea and his salad and leaned back in the chair. He was incredibly turned on by Sheila and for some reason he could not control his cock. He got an erection just from looking at her and listening to her sexy voice. It had been quite some time since he had been this turned on in a woman's presence.

"Oh I see that you glass is empty," Sheila said and she stood up and picked up the pitcher.

Barry looked at her cleavage as she leaned over and he confirmed that she was not wearing a bra. He felt his cock throb in his pants as if it was seeking release. Sheila moved to the other side of the table and stood close to Barry with the pitcher in her hand. Barry felt the soft skin of her thigh press against his naked forearm and it was all he could do to keep from pulling her into his lap. His cock throbbed with urgency and pressed against the front of his pants. Sheila looked at his lap and smiled when she saw the outline of his erection. She poured the iced tea into his glass slowly as she continued to press her thigh against his forearm and Barry did not remove his arm. She then purposely dumped the remaining iced tea from the pitcher into Barry's lap soaking his crotch.

Barry jumped up from his seat and Sheila cried out, "Oh my God, I'm so sorry. Here let me get that."

Sheila grabbed the linen napkins from the table and began dabbing and blotting Barry's crotch. "Sheila, it's okay. Let me do that," Barry stammered.

"Nonsense, it's my fault, I'll take care of it," Sheila replied firmly.

Sheila continued to rub his crotch with the napkin and Barry groaned when her hand passed over his still erect cock. He would have thought that the cold liquid would have cooled his jets but for some reason he remained hard.

"Take off your pants, underwear and shirt and I'll use the hair dryer on them," she told him and added, "There is a hotel robe in the closet."

Barry was at a loss and he just did what he was told. He went into the bathroom and stripped off his clothes and put on the terry cloth robe. He looked silly with his shoes and socks on so he removed them as well. Barry returned to the suite and handed his wet clothes to Sheila. She took them into the bathroom and began drying them with the hair dryer. Barry took the opportunity to call his office and tell his assistant that he probably would be late getting back to the office. She told him that his calendar was clear in case he wanted the afternoon off. Barry looked into the bathroom to see how Sheila was doing and he nearly gasped out loud.

Sheila had intentionally untied her halter top and he beautiful breasts were on display. She acted as if she didn't know the top had fallen to her waist and Barry stared at her fantastic tits. His cock was as stiff as a board and pushed the robe out at his crotch. Sheila looked over and turned off the hair dryer, "Something wrong," she asked.

"Your top," was all he could manage to say in a shaky voice.

"Oh damn, this thing is always coming loose. I might as well take it off," she said and she did just that.

Sheila turned to face Barry and present him with a full frontal of her magnificent tits. "You like," she asked sexily.

"You're beautiful!" Barry exclaimed.

"I'm glad you like me," Sheila replied as she stood up and walked over to her stepson. She saw the bulge in the robe and she reached in and took his cock in her hand. "This confirms that you like me."

Sheila dropped to her knees and parted the terry robe exposing Barry's impressive cock. He was about the same size as his younger brother Chris just the size that Sheila loved. She too his cock in her mouth and fondled his balls. Barry was so turned on that he felt his balls tighten and without warning his cock spewed his load into Sheila's mouth. He was embarrassed that he came so quickly but even more so because he didn't warn her. Sheila was unmoved as she stayed glued to his cock and sucked it dry.

"Oh my God, Sheila, I didn't want that to happen," Barry apologized.

Sheila stroked his still stiff cock with her hand and replied, "Not to worry, I loved sucking your cock. Now I need it in my pussy."

Sheila stood up and took off her shorts and thong panty and got in bed on her back. Barry stared at her beauty as she crawled in bed showing off her fantastic ass before rolling over and spreading her legs. His cock had remained hard which surprised him as he usually went soft after cumming. Barry decided that he wanted to taste her before he fucked her.

Barry knelt before Sheila at the end of her bed and kissed her from her knee up her soft thighs towards her womanhood. He took in the lovely smell of her as he kissed her smooth creamy white skin just beside her vagina. Sheila was in a state of ecstasy and her heart pounded as she watched her stepson lick her. Her cunt lips quivered as he teased them with his tongue and kissed her everywhere she desired. Barry's tongue was long and it probed deep into the inner walls of her pussy.

Sheila ran her hands over her body cupping her breasts and rolling her nipples between her fingertips. Barry sucked her cunt lips into his mouth as his tongue snaked around in her snatch. Barry still had not made contact with her clit and Sheila desperately needed his tongue or his cock to touch her clit. She moaned in pleasure and frustration as Barry continued to tease her. He again wiggled his tongue deep within her pussy before finally nudging her clit. Sheila jumped as a spark of pleasure shot through her body. Barry slid his hands under her curvy ass and lovingly cupped her shapely ass cheeks. He sucked her clit into his mouth and held it between his lips as he ran his tongue over the hard little pearl. Sheila arched her back as she felt her orgasm approach.

"Oh yes, oh my," she called out as the first wave rocked her body.

Sheila grabbed Barry's head with both hands and pulled his face harder into her crotch. She vigorously humped his face as his tongue danced over her super sensitive cit. Her thighs clamped around his head and her entire body trembled as she came again almost violently. Sheila felt her pussy pulsating as she covered Barry's face with her female juices. Finally she collapsed back on the bed releasing him in the process.

"Oh my God," Sheila moaned.

Barry raised himself up and knelt between her legs. His huge cock looked menacing as it hovered above her hips.

"I'm going to fuck you," he whispered now smiling confidently.

"Oh yes please, fuck me now," Sheila pleaded.

Barry held his cock and lined up the swollen head with the entrance to her sex. He pushed forward slightly allowing her tight cunt lips to open up for his impressive cock. He was about half way in when he pulled out and then slowly eased back into her causing her to moan in pleasure. Barry would push in a little and then pull out a little slowly working his cock deeper and deeper into her vagina. Finally his entire cock was buried in her and Sheila sighed feeling completely full.

Barry held himself inside her waiting for Sheila to start fucking him. He looked down at her and smiled and then she pulled him down to her and they kissed deeply with their tongues playing with one another. Sheila was ready to be fucked and she needed his big dick to slide in and out of her and rub her clit. She began to move and then Barry fucked her using long slow hard strokes. Sheila locked her legs around Barry's ass and pulled him into her. He began to fuck her harder and faster and she felt another orgasm on its way. She was at the mercy of his rigid organ as it pounded her pussy.

If Barry hadn't just cum in her mouth he would not have been able to hold on as long. Sheila was so hot and squeezed him with her tight pussy; she was really a good fuck. Barry fucked her through one orgasm after another before he filled her pussy with cum. His orgasm was as intense as hers as their bodies ground together and they moaned and groaned loudly.

Sheila could feel his stiff cock as it still filled her cunt. Barry slowly lifted himself off of her body and in so doing his thick cock slipped from her pussy. He was still rock hard and he couldn't believe his own endurance. Of course he had no idea that he had been slipped a magic pill. Sheila felt the void in her cunt as his cock left her body as gasped as the coolness of the air touched her vacant pussy. Sheila rolled over on her stomach so as to look at Barry who lay on his back.

Barry looked at Sheila's ass and he could not resist running his hands over her shapely cheeks. Her ass was so amazing that he felt his loins stir with desire. Barry got to his knees behind Sheila and kneaded her gorgeous ass cheeks. He then began to kiss her cheeks and run his tongue lightly in the crack of her ass, something he had never done before. Sheila wiggled her ass feeling very wicked as he tongued and kissed her.

Barry grabbed a buttock in each of his hands as if they were melons and lifted her so that her ass was perched in the air. Sheila's head was still on the bed and she turned it to one side and let out a gasp as Barry's tongue licked close to her asshole. Barry ran his tongue from her pussy to her ass causing Sheila to tingle in anticipation of what might be next.

Barry spread her ass cheeks with his hands and dipped his tongue into the crack locating her nether hole. His tongue slowly circled her anus and she flinched at the contact. He then pushed his tongue as far as he could into her asshole and she found herself wanting him to fuck her up the ass. Barry surprised himself as he had never rimmed and asshole in his life. Sheila's body seemed to command that attention. He continued to ass fuck her with his tongue and she was at his mercy. Her desire grew as he worked her ass to the point that she really wanted more in her ass.

"Barry, fuck me in the ass," Sheila whispered sexily.

"I'm not into anal. Maybe some other time but not now," he replied and with that he eased his cock back onto her pussy and fucked her from behind.

Barry fondled Sheila's marvelous ass the entire time that he fucked her doggy style. He lasted a long time before he finally ejaculated a third time and then they both collapsed. Barry was thrilled with his performance as he had not cum three times in one session in years. Sheila was the hottest woman he ever fucked and he was sure that she brought out the best in him.

"Christ that was unbelievable!" Barry sighed.

"I'm glad you enjoyed it. I did," replied Sheila.

"Obviously my father and my wife never can know that this happened," cautioned Barry.

"What we do is between us. Tell me why you don't like anal," Sheila inquired.

"I don't know. It's just something that I have never done and I have never gotten into it. Now my brother on the other hand would have been all over your ass," Barry admitted.

"So Roger likes anal does he?" Sheila mused.

"Yeah he was a butt fucker in college but his wife doesn't go for it. She's obese now and they don't have sex anymore. They have even gone to twin beds. I know he's popping his administrative assistant at work and she apparently loves anal," Barry shared.

Sheila listened and as she did she formulated her game plan to seduce Roger. It would be easier than she would have thought. Once he got a look at her hot ass and realized that he could fuck it, he would be putty in her hands.

"I better get going," Barry said and then asked, "When can I see you again?"

"I'll call you when I'm going to be in the area," Sheila promised.

Barry got dressed and his pants were nearly dry. He left the room leaving Sheila naked in the bed. She rested in bed for awhile and then she drew a bath for herself. Things were going better than expected and she looked forward to her next conquest.

ROGER'S ANAL ADDICTION

Roger had not experienced anal sex until a year ago when he began an affair with his secretary. His secretary Sherry was a cute chubby blonde in her early twenties and a free spirit. When the office affair started and for the past year every business day Roger had his cock either in Sherry's mouth, pussy or ass. When Roger had a full day and little time in his office, Sherry would suck his cock. On some days when there was more time together he would fuck her on the small conference table in his office. When he had the most time he would fuck Sherry in the ass.

Sherry was a wonderful cock sucker and she drove Roger wild with her talented mouth. She would come into his office lock the door and have Roger stand up. Sherry would then drop to her knees, unbuckle his belt and unfasten his suit pants. By the time Sherry pulled Roger's trousers and boxer shorts down, Roger's cock was stiff. Sherry would lick around the mushroom head of his cock before taking it in her mouth. Sherry had no trouble deep throating the 7+" cock and Roger could feel her lips on his pubic hair. Sherry had a technique of swirling her tongue around the stiff shaft when it was in her mouth that sent chills through Roger. Because of her oral skills it never took Roger long to cum and he loved shooting in her mouth. Sherry would swallow every drop and then she continued to suck his cock until every drop had been drained from him. Roger could never imagine his wife performing an oral act like that. Beside she would rather be sucking on a box of chocolates.

On days when they had more time they would fuck on his small conference table. Once again Sherry would enter the office and lock the door, only this time she would take off her panties and get up on the small table. Roger would push Sherry's skirt up over her waist so that her pussy was accessible to him. She always looked so vulnerable lying on the table with her skirt around her waist still wearing her garter belt and stockings. Roger would drop his trousers and boxer shorts and move in close to Sherry. She was always wet and Roger's cock slid into her pussy easily. Roger would fuck Sherry until he came in her pussy and Sherry would work her body so that her clit got the desired attention. Sometimes Sherry would orgasm and other times she didn't but she never seemed concerned if she didn't. Sex in the office was all about keeping Roger happy.

Roger's most desirous act was when he got to fuck Sherry in her fleshy round ass. With the office door locked, Sherry would lean over the small conference table. Roger stepped up behind her and lifted her skirt up over her waist and draped it on her back. Then Roger would pull her panties down slowly exposing her gorgeous buttocks. He only pulled the panties down to her knees because he felt she looked sexier that way. Roger stared at her hot ass framed between the skirt, panties, garter belt and nylons. He lowered his trousers and boxers and ran his cock around her ass cheeks. Then Roger stepped closer and eased his cock into her asshole. Sherry always lubricated her ass before she came into his office so she was prepared to receive Roger's cock. Roger never lasted long in her ass but he enjoyed anal sex more than anything with Sherry. He watched his cock slide in and out of her nether hole as his thighs slapped against her buttocks. He loved the way her flesh jiggled when he slammed into her ass. Sherry would use her anal muscles to squeeze Roger's cock driving him mad. Roger would always cum in her ass and he would hold still with his cock embedded in her rectum as Sherry milked it dry with her sphincter muscles.

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