An Anal Arrangement

Authors note: This story was requested by a reader who apparently has a passion for anal sex and was not satisfied at home. I did not use any real names in this submission.

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PRELUDE

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.

INTRODUCTION

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.

CHARLOTTE GIVES IN TO HER DARK DESIRE

"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 ANAL ARRANGEMENT

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.