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An Anal Arrangement

Category: Anal Sex
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Charlotte was in her office with the door locked. She was kneeling on the seat of her executive chair facing the back of it and she was completely naked. Her younger co-worker Brad, also naked, was standing behind her caressing her lovely ass. Normally they would not be totally naked in her office but it was Sunday morning and no one else was there.

Brad began to tickle her nether hole and then applied his saliva to her anus. He got her wet with his spit and gently probed her with his finger. He took his time as he loved playing with her and preparing her ass for his cock. He had his finger half way in her when she handed him the jar of cream. Brad liberally applied the cream to her anus and began to finger her hole. When he had his middle finger easily sliding in and out he added his forefinger. Minutes later both fingers moved in and out smoothly and he knew she was ready for his cock.

He applied the cream to his thick shaft and eased it into her. Charlotte gasped and held her breath as the impressive cock entered her. They had done this many times and she knew that she could take all 7+ inches but he still had to go slow. Brad was gentle and fed it to her a little at a time until he was balls deep in her ass. Charlotte held on to the back of the chair as Brad began to fuck her. He held to her hips and watched his cock slide in and out of her curvy bottom.

He was never in a hurry to cum because he loved being in her ass. If he felt close he would slow the pace to last longer. Charlotte liked it that he was not in a hurry to cum as she loved to feel him slide in and out. She also liked the sensation of having her rectum filled with his seed, a feeling that she savored. When Brad ejaculated for the first time he would shoot five or six forceful streams of semen into her. Charlotte swore that she could feel each jet blast into her rectum.

Kneeling in the chair was challenging and Charlotte’s thighs started to burn. Maintaining her balance in that position fatigued her muscles. “Brad, my quads are burning. Let’s move to the floor.”

He eased out of her ass relishing in the sight of his large cock sliding out. He moved back while Charlotte spread out a large beach towel she had brought to her office that day. She knelt on the towel and lowered her head to her hands. Her face was turned to the side and she looked very vulnerable in that position. Brad knelt behind her and pushed his cock back into her ass. She gasped again and let out a soft moan as he filled her slowly.

“I love fucking your ass,” he whispered.

“I know and I love having you in me,” she replied in a sexy voice.

Brad picked up his pace and he caressed her lovely buttocks. His cock felt thicker than normal that day and very snug in her chute. Charlotte was hot and she was fingering her pussy in search of a most needed orgasm. She sensed that Brad was getting close and her fingers flew over her clit. She felt him drive into her and his body stiffened just before he released his discharge in her rectum. She felt the force and volume of his ejaculation and that triggered her orgasm. She muffled her cries of ecstasy with her arm as her body quivered with pleasure. Brad remained still for nearly a minute and then he began to move slowly again. His cock remained hard and he made sure that it did not slip from Charlotte’s ass.

“Brad, let’s move to our sides,” she pleased.

Brad rolled her with him to the left side of their bodies. He kept his cock in her ass all the time. His left arm was under her and he held her breast in his hand. His right hand found her pussy and he diddled her clit as he began to move in her ass once again. Brad could feel his seed in her rectum as some of it trickled out. As he fucked her as a second time, more and more semen oozed out. At 25 years of age he was capable of three and sometimes four ejaculations in a day. Two in the office were always enough for Charlotte however.

They stayed in the spoon position until Brad came a second time. Charlotte had multiple orgasms and she was drained. Brad eased his cock out of her shapely ass and it was like removing a plug. His seed ran from her rectum as she clenched her sphincter and dribbled over her buttock onto the beach towel. They stayed on their sides for several minutes and then they cleaned up and get dressed.

They had been at it for over and hour and it was time for Charlotte to get home. She wanted to be there when her husband got home from golf. Brad’s live-in girlfriend Wendy, a flight attendant, was due home later that afternoon.


Charlotte was a senior partner with a management consulting firm. At 36 years of age she was very fit and had a nice figure. She was not a beautiful woman but she presented herself well. She was 5’6″ tall, 125 pounds with short curly brown hair and brown eyes. She wore glasses and had a mousy look about her. She traveled frequently in her job and she always worked out at the hotel fitness rooms while on the road. She didn’t marry until she was 31.

Brad had recently joined the consulting firm and he was assigned to Charlotte’s team. It was his first job after graduating with his MBA. He was a handsome fit young man at 6’2″ and 185 pounds. He like Charlotte took pride in his appearance and stayed in shape. Brad had a live-in girlfriend who was a flight attendant. He had met her on one of his business trips and they hit it off. Wendy was in need of a place to stay as her former roommate moved on and her lease was up. It was perfect timing and they got along great.

Charlotte and Brad didn’t know it when they first met but they had one thing in common. They both liked anal sex but their partners did not. That was only disappointing thing about Charlotte’s marriage, the absence of anal sex. Her husband didn’t even like the thought of it. Charlotte lost her anal virginity in college when she was 20 and then became addicted to it. She was always selective about who she let in her ass before her marriage. Now she had been without anal sex for five years.

Brad also liked anal. He thought that there was nothing more alluring than a beautiful female bottom. He loved the curve and shape of it. Watching his cock slide in and out of a curvy ass was a huge turn on for him. Wendy was not into anal and she made it quite clear. He couldn’t even bring up the topic with her. Brad had got hooked on anal in college and always sought out a nice ass to fuck. However, he too was very selective.

It seemed that Charlotte and Brad were destined to become anal lovers. It happened on a business trip. Charlotte was leading a project and Brad was on the team along with other consultants. One morning Charlotte and brad were both working out before going to the client’s office. She noticed on more than one occasion that he was checking out her ass. The idea that he found her ass appealing messed with Charlotte’s mind. She was always careful not to have sex with co-workers and she had not been unfaithful in her five years of marriage. Still the though of being butt fucked by her handsome young colleague was intriguing.

Brad did not disguise his interest in Charlotte’s ass and he was constantly looking at it. All the while he wondered if she liked anal and if she and her husband did it. He knew given the opportunity to pork that killer ass, he would jump at it. He was not as faithful to Wendy as one might expect and he was sure that on her trips out of town she had her share of fun. One evening over dinner, Charlotte brought up the topic of sex and quizzed Brad about Wendy.


“So Brad, I have to ask you something,” Charlotte steered the conversation during dinner, “I know that you have been checking out my ass when we work out in the gym. I see you looking at other women’s bottoms too. Are you into anal sex? Do you and your girlfriend enjoy that?”

“I have to be honest. I do like anal and I think that the female bottom is incredibly sexy. I wish Wendy was into to it but she won’t even discuss it,” Brad admitted.

“Well, it seems that you and I have similar issues. My husband isn’t into it and despite my efforts he will not hear of it.”

“That’s his loss, you have a beautiful ass.”

“Thank you, I guess, but you have only seen me in shorts.”

“Well I can tell that it is very firm and shapely.”

“I think we better change the topic.”

“Why? I like talking about your ass. In fact I think that we should do it.”

“Do it?”

“Yes, have anal sex together. It can be our secret. We should try it and see if we are right for each other. I would kill to make love to your ass.”

“I can’t believe what I am hearing. I have not been unfaithful to my husband.”

“Having anal sex isn’t being unfaithful. It’s something that you want that he won’t give you. Just like Wendy and me.”

“I don’t think that that justifies being unfaithful.”

“Well that’s my opinion. I say we give it a try.”

“I don’t know. It is tempting though. We do travel together often. Can I count on you being discreet?”

“Absolutely, why don’t I come to your room later and we will start with a nice massage.”

“I can’t believe that I am agreeing to this. Okay, come to my room at 9:00 PM.”

They finished their dinner and then went to their own hotel room. Charlotte’s panties were wet when she undressed and she realized that she had been turned on by the discussion. She slipped into workout shorts and a tee before calling her husband at home to check in and say good night. At 9:00 PM she heard a soft knock on her door. She peeped out and saw it was Brad. She opened the door and let him in. She was trembling like a school girl as she thought about what was to happen.

He too was wearing workout shorts and a tee shirt. Charlotte noticed the bulge in his shorts and she knew he was hard from just thinking about her ass. She double locked the hotel room door and turned to face her young colleague.

“First, here are the rules. No kissing, no vaginal sex, no oral sex and you are not to touch my pussy. This is only for our mutual anal pleasure,” she spelled out to him.

“I’m cool with all that. Now let’s finally get a look at your lovely ass,” he agreed.

Brad turned Charlotte so that her back was to him. He dropped to his knees and pulled her shorts along with her panties down her legs. Brad pulled them down slowly over her buttocks as if he was unveiling a work of art. When her ass came into view it was as if he had unveiled a masterpiece. Her ass was perfect. The skin was flawless, the glutes were firm and the shape was magnificent.

“Charlotte, you have a beautiful ass. The nicest I have ever seen,” he whispered.

She didn’t speak but her body shivered slightly and goose bumps appeared briefly on her skin. Brad lowered the shorts and panties all the way down her legs and she stepped out of them. Charlotte could feel his breath on her buttocks. Brad next placed light kisses on her bottom causing her to gasp. She then felt his tongue tease her tailbone and dip into crevice between her cheeks. She had prepared her ass earlier and it was clean.

“I cleaned myself very thoroughly,” she told him in soft voice.

Brad had suspected as much as she smelled very fresh. He held her buttocks in each hand and gently pried them apart exposing her nether hole. Looking at her snug anus, Brad would have never guessed that she had done anal before. He leaned in and dipped his tongue between her buttocks and let it dance over her anus. Charlotte gasped aloud when she felt his tongue touch her most private part.

He continued to caress her buttocks and rim her anus driving her wild. Charlotte took off her tee and rubbed her small firm breasts as Brad made love to her ass. Her nipples were rock hard and she rolled them in her fingers. She let one hand drop to her pussy and she rubbed her already stiff clit. A mild orgasm snuck up on her and she groaned softly.

“Brad, let’s go to bed,” she said hurriedly.

Charlotte moved toward her bed and lay face down on it. Brad pulled off his tee shirt and dropped his shorts. His cock was rock hard showing that he was in a state of desire. Charlotte stole a glance at his erection and she liked what she saw. Brad was bigger than average but not too big. He moved over to the bed and rubbed her buttocks in both hands. Brad spotted the hotel supplied body lotion on the nightstand. He smiled as he knew she had placed it there earlier.

He took the lotion and applied an ample amount to her ass. He rubbed her buttocks and let his hand run up and down her crack. He put one finger in her anus and lubed her until she loosened up. Next he added a second finger and once she stretched out more he removed his fingers. He lifted her by her hips so that her ass was level with his cock. Charlotte head was on the mattress turned to the side as she anticipated what she had missed for so long.

Brad applied lotion to his cock and then added his saliva making it very slick. He moved in behind Charlotte and eased his cock ever so slowly into her anal passage. The soft mushroom head pressed in and cleared her sphincter. He paused briefly before feeding her more of his cock. Little by little, inch by inch, he entered her ass until he was all the way in. He was so turned on from watching the penetration that he was afraid he might cum too soon. He stayed pressed against her buttocks for several seconds before he started to move.

Charlotte’s hand was between her legs rubbing her clit. She was incredibly turned on and extremely happy that she once again had a stiff dick in her ass. Brad began fucking her slowly and he continued to caress her lovely curvy ass. He was mesmerized by the sight of his engorged cock moving in and out between the cheeks of her gorgeous ass. He had had anal before but this was the best ever. He felt her sphincter tighten around his shaft and heard her moan as she had gotten herself off with her fingers. Brad felt his release building in his scrotum. His body tensed, his toes tightened and he drove his cock deep into her ass. He held to her hips as he came in her ass. Charlotte felt the volcanic like ejaculation in her rectum as six streams of semen filled her like never before.

Each time his cock pulsated, she felt another jet shoot into her. When he stopped shooting he leaned over her and hugged her tightly with his cock still in her ass. Charlotte instinctively contracted her sphincter around his cock and released it several times as if she was milking it dry. Brad stayed hard and he knew that he could fuck her ass again but he decided to pull out and give her a break. He backed out, sat on his haunches and stared at her lovely ass. He watched his semen ooze out of her anus and trickle down between her legs and over her pussy.

Charlotte then got out of bed and dashed for the bathroom where she expunged the semen from her rectum. She cleaned out her passage and returned to the bedroom. Brad was lying on his back and she noticed that his dick was still hard. She got back on all fours and spoke to him in a sexy tone.

“That was incredible. Now why don’t we do that again? It looks like you’re ready.”

“Gladly, I will never tire of fucking this wonderful ass,” he replied.

Brad used the lotion and his saliva as he had before and reentered her marvelous ass. It took him longer to cum the second time but not much longer than the first. His second load was almost as voluminous as his first and Charlotte had to douche herself again there was so much of it. He took her ass one more time that night and they ended up in the spoon position before he came a third time. Brad cleaned up, dressed and returned to his room leaving an exhausted Charlotte in bed with a cum-filled rectum.


The following morning Charlotte woke up filling fulfilled. She felt constipated but she had expected that as it had been so long since she did anal. Also Brad had dumped some serious loads in her the night before. Strangely she did not feel guilty as she thought she might. Sure she was unfaithful but it was somehow different since it was anal sex. Brad never touched her pussy and they really didn’t make love. They just both satisfied a desire that they had.

She got out of bed before the alarm went off and showered. Charlotte would have the constipated sensation all day but it was somehow pleasing. She knew that it would pass in time once she got used to anal penetration again. She was already thinking about Brad taking her ass again. They had two more nights in town before returning home. She knew as she got dressed that she would give up her ass to him again that night and the next. Once she was dressed she went down to the breakfast room and joined the project team members already there. She was pleased that Brad acted normal as if nothing had happened between them. She knew then that they would have a great relationship going forward.

Later that evening Charlotte and Brad were together in her hotel room again.

Brad smiled. “When you showered, did you douche your ass?” he asked.

“Yes, I did,” Charlotte admitted shyly.

“Good because I want to treat to you to some more rimming,” Brad offered.

Brad stared at Charlotte’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. He loved her perfect ass and he desperately wanted to fuck it but first it was foreplay. Brad got to his knees behind Charlotte and kneaded her gorgeous ass cheeks. He then began to kiss her cheeks and run his tongue lightly in the crack of her ass. Charlotte wiggled her ass feeling very wicked as he tongued and kissed her. He lifted her by her hips so that her ass was perched in the air. Charlotte’s head was on the bed and she turned it to one side and let out a gasp as Brad’s tongue licked close to her asshole. Brad ran his tongue all over her ass causing Charlotte to tingle in anticipation of what she knew was coming.

Brad 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 increasing his desire to fuck her up the ass. He continued to probe her anus 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 than his tongue in her ass.

“Oh my God that feels incredible. I love that!” Charlotte cried out.

Brad removed his tongue from her ass and ran his hard cock between her ass cheeks teasing her as he spoke to her, “Do you want me to fuck your hot ass?”

“Oh yes, fuck my ass,” Charlotte squealed.

Brad took the bottle of lubricant as Charlotte arched her back and pointed her beautiful ass back at him. He coated her asshole with a generous amount of lube and slid his thick finger in her hole. He took his time preparing her ass relishing every moment. He then coated his entire cock with the lube and placed the head at the entrance to her anus. Brad pushed forward and the thick cock head squeezed into her tight asshole.

Brad withdrew his cock head and then pushed it back in causing her more pleasure. He pushed until a couple of inches were in Charlotte’s ass. He could feel her sphincter muscles surrounding the first 2-3 inches of his cock. Charlotte’s body was covered with goose bumps. Brad slowly slid his dick in and out of her each time going a little deeper. The pressure had subsided and it was replaced with a feeling of fullness.

Charlotte relaxed a little and then felt more of his cock slide into her asshole. She grunted out loud as she felt fuller and then a wave of pleasure passed through her body. She felt so full so had no idea that he had another two inches before he was done. Brad kept feeding more and more of his cock into her ass. There was fullness and then more pleasure each time he went deeper. Charlotte would tense, relax and then enjoy it. This pattern continued until Brad had all 7+ inches buried in Charlotte’s ass.

“Oh my God, I feel so full,” cried out Charlotte and then, “Uh, uh, uh oh yes, it’s so good,” she cried out.

Brad reached around and played with Charlotte’s tits as he pounded her ass. Her pussy and asshole were on fire as the big cock reached the sensitive areas in her body. Charlotte was on the brink of another huge orgasm as Brad methodically fucked her in her tight anus with his sizeable cock. He loved watching his big cock slide out of her shapely ass and then plunge back in. His hips slapped against her curvy ass cheeks causing them to jiggle with each thrust. He loved watching her ass impaled on his cock. Charlotte looked so submissive and vulnerable on all fours as his cock filled her asshole. Her orgasm surged within her as he fucked her ass harder and faster.

As Charlotte orgasmed her entire body went into spasm. Her pussy convulsed and clamped around her fingers coating them with her cunt juice. Charlotte’s asshole pulsated as he drove his big cock in and out of it. Her ass involuntarily squeezed and released his huge member as he fucked it causing him to finally lose it. He slid his pecker deep into her rectum as his cock spasmed and sent a thick stream of hot cum into her channel. Brad kept fucking her as load after load was fired into her ass as his cock kept twitching and spurting inside the impaled senior partner.

Charlotte felt so full of cum and there was no where for it to go as it was blocked by Brad’s swollen cock buried in her ass. He slowed his pace and eventually stopped, allowing his cock to remain buried in Charlotte’s ass. He did not go soft and he gently moved his hips pushing cum around in her ass. Some of it trickled out and ran down over her pussy lips.

Brad stopped and slowly withdrew his cock from Charlotte’s loosened asshole. He marveled in the sight of his enormous cock sliding out of her shapely ass. Charlotte looked magnificent with her just fucked curvy ass in the air. Brad now knew why he would have to have her ass all the time. It would be impossible for him to keep his cock out of her fantastic ass. He could not resist sticking one of his fingers in her asshole and Charlotte just wiggled her bum slightly in delight.

As he did the night before, Brad fucked her ass two more times but this time Charlotte never got to douche her rectum between sessions. Her hole was flooded and when Brad pulled out after the third time a stream of semen poured out of her anus. Charlotte remained in bed with semen seeping from her ass as Brad dressed and returned to his room. The following evening it was another marathon anal sex session. Brad once again came in her ass three times. That night he never removed his cock from her ass until he ejaculated the third time.

On the flight home Charlotte kept thinking about the wonderful sex that she and Brad had in the hotel. He lived up to her rules and never tried oral or vaginal sex. He had exceeded her expectations as an anal lover and she knew she was hooked on him. They were in the office Friday afternoon but not a word was said between them. Charlotte would not be traveling with the team to the client site for several weeks and she was already thinking about how she and Brad might hook up.

By the time Sunday rolled around Charlotte was desperate for anal sex. One would have thought that getting butt fucked nine times in one week would be enough for anyone, but not Charlotte. She had an itch that needed to be scratched and she yearned for Brad’s cock. After her husband left for golf that morning she called Brad at his condo.

“Brad, its Charlotte. Do you have anything going on right now? Could you meet me at the office or somewhere?”

“Hey Charlotte, what’s up?”

“I need to chat with you about the project.”

“Really and hear I thought that you were calling because your ass needed attention. Why don’t you come over here? Wendy is in the friendly skies and she won’t be home until tomorrow evening.”

Charlotte could hardly believe her good fortune. “I’ll be there in 30 minutes,” she said excitedly.

She was desperate enough to have anal sex in the office if she had to but going to Brad’s place was much better. She wore tight slacks and a cotton sweater with no bra. She also wore a thong to avoid panty lines. Charlotte didn’t speed or drive reckless but she got to Brad’s condo surprisingly quick. He was glad to see her and he sensed her need.

“You know why I am here.”

“I sure do. It’s this way to the bedroom,” Brad guided her.

Within seconds Charlotte was naked on his bed on all fours waiting for him to lube up her ass. Brad had stripped down and had a tube of lube in his hand as he got on the bed behind her. Charlotte moaned softly when she felt the cool substance touch her anus. She lowered her head and arched her back making her ass look even more inviting. Brad greased her thoroughly and then pushed into her ass with one steady motion. Charlotte moaned and groaned in pleasure as Brad penetrated her fully. Once in he began the slow fucking pattern as he wanted to prolong his ejaculation as long as he could.

Charlotte loved his cock and the way it slid in so easy. Brad filled her ass with his cock and he marveled how she could take it all the way into her ass. He fucked her slowly trying to savor every moment of the ass fucking. He caressed Charlotte’s shapely ass as he fucked her. As much as he wanted to fuck her ass for hours, Brad felt his ejaculation building in his balls. His body tensed and he flooded Charlotte’s ass with his seed. Cum flew out of his cock deep into her ass and Charlotte used her talented sphincter to extract every drop of cum from Brad’s pulsating cock.

“I love it when you cum in my ass,” Charlotte whispered.

“I love it too,” Brad replied.

“I’m going to miss this next week while you’re out of town.”

“I’m going to miss it too Charlotte.”

Brad kept his cock in Charlotte’s asshole and she continued to squeeze it with her sphincter. Brad knew that he would remain hard and be able to fuck her ass again. He fondled Charlotte’s body and curvy ass as his cock began to harden once again. Brad knew that he could cum two, three and even four times without removing his cock from her asshole. Charlotte liked the soothing feeling his semen gave her ravaged asshole and she felt unbelievably full. Brad started to fuck her again with long deliberate strokes as he admired her beautiful ass accepting his huge cock. Brad stroked her marvelous ass cheeks and told her how good she looked in that position with his dick skewering her luscious ass.

Brad felt another orgasm start down in his balls and rush up through his cock flooding Charlotte’s rectum again. He came more than he expected and cum soon filled her asshole to overflowing and backed up coating his cock and running down the inside of her thighs. However Brad was not done with Charlotte and he continued fucking her tight ass. Her rectum held his cock tightly and Brad felt as if he could stay hard forever in Charlotte’s marvelous ass.

Brad watched his cock saw in and out of her beautiful ass. Charlotte had her head turned to the side of the mattress and she was gripping the sheets with both hands as Brad fondled her shapely buttocks and plowed into her. He loved being in her beautiful ass. He kept slowly fucking her ass until he came a third time and his cock started to soften. Charlotte’ ass involuntarily was milking his cock draining it of all his seed. When Brad’s cock finally slipped from her asshole with an audible pop, his cum shot out and ran down the back of her legs and over her pussy. It looked like Charlotte was shooting cum out of her ass. She collapsed face down on the bed and Brad stroked her buns lovingly as she lay quietly.

“Will that hold you for a while?” he teased as he fondled her lovely ass.

“Yes, thank you!” she sighed.

Minutes later Charlotte got up and with Brad’s permission showered in his bathroom. She was sexually sated and she was always amazed at the pleasure she received from anal sex. Brad would be out of town again until Friday and she was disappointed that she wouldn’t be with him. Once she showered, she dressed and left for home as she wanted to be there before her husband returned from golf.


Fortunately for Charlotte she was extremely busy at work during the week and she would have had little time for sex. Even if Brad was in town it would have been difficult. Finally Friday arrived and the project team was back in the office. Charlotte met with them and got an update on the progress at the client site. It was almost 5:00 PM when Charlotte finally got to speak to Brad alone.

“What do you have planned for the weekend?” she asked hoping that he would have sometime for her.

“Wendy is home so I am occupied all weekend. Sorry I would love to fuck your ass again but I can’t break away,” he told her.

“Come to my office at 5:30 before you leave today,” she directed.

Charlotte was his boss and he agreed to meet her later. At 5:30 he knocked on her office door and she let him in and she immediately locked the door. Brad saw the paper towels and lotion on her desk and smiled to himself. He knew what was on her mind and he was only too glad to accommodate her desire.

Charlotte stood as still as a statue as Brad approached her. He took her hand and led her over to her desk. He gently pushed her over so that her elbows rested on the desk. Brad lifted her skirt up to her waist baring her panty covered ass. He loved the fact that Charlotte was wearing nylons and garters. Her panties were under the garters so they could not be removed unless the garters were unfastened. Brad was excited to see her wearing the hosiery.

He ran his hand over her curvy bottom and cupped the shapely buttocks. “I missed your ass, Charlotte,” he told her.

Brad continued to fondle her ass and squeeze it gently through the panties. Charlotte thought that she would cum just from the foreplay if it continued. Her panties were now soaking wet and she needed Brad to do something. He knew he had her turned on but he was in no rush to give her relief. Brad pulled her panties down to where the garters were attached to the stockings and he stared at her lovely ass. He caressed her buttocks for several minutes driving Charlotte wild and then he squatted down behind her.

Charlotte felt Brad place soft kisses on her ass and then she felt her cheeks pried apart. Brad ran his tongue up and down her crack before dipping it into her anus. Charlotte flinched and moaned when she felt the tongue probed her nether hole. Brad licked all around her pink aperture and darted his tongue in and out. Charlotte could not help it and she had a mild orgasm just from the anal foreplay.

Brad lubricated Charlotte’s anus and finger fucked her ass with first one and then two fingers. He was an incredible lover and Charlotte was squirming all over the place. Her next orgasm was so intense that she had to muffle her cries in her arm. As Charlotte recovered she watched Brad unzip his fly and take out his cock and balls. His big dick was hard and it looked a little intimidating to Charlotte at that moment. As she looked at it she still had a difficult time believing that it had been in her ass so many times.

Brad moved in close and eased his rod into her anus and filled her rectum. He remained still for a bit letting her adjust to the penetration. As soon as he felt she was ready he began fucking her ass with long slow steady strokes. He caressed her buns as he watched his cock slide in and out of her curvy bottom. Brad loved anal sex and Charlotte’s ass was perfect. It was hard to describe the pleasure he derived from watching his cock move in and out of a beautiful ass but it was a pleasure that he relished and savored.

“Don’t cum in me this time. Cum on my ass instead,” she whispered.

Brad felt his ball sac go taut in preparation of his ejaculation so he pulled out of Charlotte’s ass and aimed his cock at her buttocks. He shot a sizeable load onto her cheeks and stroked his cock until the semen was squeezed out of it. He liked cumming on her shapely ass and made a mental note to do it again sometime. Brad the paper towels, wiped off his cock and then he wiped the semen from Charlotte’s buttocks. She cooed as he cleaned her bottom. She would have preferred to have him cum in her but she didn’t want to deal with the huge load in her rectum.

“You know you are my boss and if you wanted to discuss the project on Sunday morning I would tell Wendy that I have to be here,” Brad hinted.

“I think that we should meet here Sunday morning in my office. Save some of your juice for me,” Charlotte told him.

“Don’t worry; I’ll fuck Wendy in the morning with my piss hard-on. That will be plenty for her and I have plenty of juice for you,” he promised.

Charlotte and Brad tidied themselves up and left the office separately. Charlotte had taken a big chance having sex in her office but she was horny and desperate. Sunday would be saver as no one else would be in the office. As Charlotte drove home she hoped that it wouldn’t rain on Sunday so that her husband would be playing golf.

Saturday seemed to drag for Charlotte as she was anxious for Sunday to arrive. On Sunday she told her husband that she was going to stop by the office later in case she wasn’t home when he finished his round of golf. He told her not to worry that he would stay at the club for a few drinks. After he left, Charlotte drove to the office and found Brad already there waiting for her.

They entered the company office suite and locked the door. Next they entered her office and locked the door again. Charlotte had worn a simple sun dress with no bra and no hose. She just wore panties under the dress. Brad had worn slacks and a polo shirt. They both got naked as they felt very secure in the locked office.

“I douched my ass before I left home,” she whispered as if there were other people nearby.

“I see. Does that mean that you would like to feel my tongue in you anus?” Brad teased knowing very well how much she loved the foreplay.

“You know, I do,” she replied in a sultry tone.

Charlotte leaned over the small conference table in her office and presented her glorious ass to her subordinate. Brad dropped to his knees behind her and caressed her lovely hillocks with both hands. He next placed tender kisses on her buttocks before slipping his tongue in her crack. Charlotte gasped and held her breath waiting for the moment when his tongue would touch her anus. Brad did not disappoint.

He held her curvy cheeks and gently pried them apart exposing her sweet nether hole. At first he teased her by licking it and then he began to probe it with his tongue. Charlotte’s pussy was on fire and her hand darted down to her clit. She loved the rimming and anal foreplay and Brad was the best ever. He probed deeper with his tongue and she went wild cumming on her fingers.

Brad then stood up and retrieved the lube and paper towels from her desk while she remained bent over the table. He applied the lube to her and fingered her bottom as always. First one and then two fingers moved easily in her ass before she was ready for his cock. As he always did he lubed his cock with the lotion and saliva. Brad moved close behind her and eased his impressive cock into her ass ever so slowly. Charlotte loved the way his dick glided into her rectum.

“You make me like anal sex more than the regular way,” she cooed.

“I’m glad because I love to fuck your sweet ass,” he replied.

Holding onto her hips he began to move in and out. Brad would pull his cock out until just the head remained in her ass. Then he would push back in until it disappeared and his hips pressed against her buttocks. He always fucked her slowly at first and gradually picked up the pace. Soo he was moving rapidly in and out and each time he thrust into her he watch her cheeks jiggle. She had the most desirous ass that he ever fucked and it didn’t take long for him to cum.

Brad pulled out and sprayed his seed on her buttocks and anus. Five streams landed on her skin and one directly on her anus. He rubbed his cock in the semen and then put it back in her ass pushing some it back in her. Charlotte used her sphincter and massaged the thick dick in her passage. He remained hard and kept on fucking her. Her finger flew over her clit and she climaxed a second time.

Brad would cum two more times. The second time he pulled out and like the first he came on her and then put his cock back in her. The third time he came in her ass and she squeezed every drop out of his shaft. Using the paper towels they wiped the semen from their bodies before they dressed. Charlotte left her panties off and went to the ladies room to douche her ass. By the time she came out of the ladies room Brad had already left the building. Charlotte drove home feeling sexually sated and pleased with Brad’s anal performance.


Charlotte and Brad continued their anal affair for over a year. When they were out of town together it would be every night in her hotel room. Brad would cum at least three times in her as she loved the feel of his shooting in her rectum. The times that they didn’t travel together they would get together on Sundays whenever possible either at his condo or the office. They even took chances in her office during the week in the evening and on those occasions they remained partially dressed.

One day word came down from the senior partners that a partner was needed in the Paris office. It was Charlotte’s turn at an overseas rotation and she had no choice but to accept. Normally she would have jumped at the chance to live in Paris for three years but she would desperately miss Brad. On their last night together in a hotel room Brad told her that she would find plenty of French men who would love to fuck her ass. She would have nothing to worry about in terms of satisfying her need for anal sex. That proved to be true and for three years in Paris she had numerous anal lovers.

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