PRELUDE
Carol Simpson was on a short flight from Detroit Metro Airport to Chicago’s O’Hare airport. She was going to spend a four day weekend with a guy she had met months ago in the Detroit suburbs. They met at a bar and hit it off and since then they had sex every time that Walt was in town. He had often talked about having her come to Chicago and spend a weekend with him. Carol took Thursday and Monday as vacation days to make it a long weekend visit.
In spite of the short flight Carol reflected on their times together. Walt had proven to be a good lover and he always took care to pleasure her every time they had sex. Carol was also a good lover and she loved making Walt cum. He could cum in buckets and at least three times every time they had been together. Walt was very skilled in both oral and vaginal sex as was Carol; however he admitted that his favorite was anal sex. Carol had never engaged in anal sex including anal foreplay until she met Walt.
The last time they were together they had showered and it was in the shower that Walt tongued her anus. The sensation was unbelievable and Carol loved it. That was as far as they had gone with anal sex as she was still an anal virgin and the thought of taking his big cock in her ass was frightening. They talked about anal sex and Walt promised her that if she tried it that he would be gentle and considerate. He also told her that if she wanted to stop at any time that he would not force himself on her.
Carol had agreed and this was the weekend that she was going to give up her ass. The fight attendant announced the arrival at O’Hare airport and Carol that within hours she would be in bed with her lover. Walt had a nice home in the Chicago suburbs with a swimming pool and Carol looked forward to spending the weekend with him. The plane landed and taxied to the gate. Minutes later she met Walt and they picked up her luggage at baggage claim and they were off to his home.
INTRODUCTION
Walt Robinson was a successful management consultant who subcontracted with many different consulting companies. Ideally he would land a deal on his own but he also entertained many subcontracting opportunities as well. He lived in the northwest suburbs of Chicago and worked out of his home. He had a tasteful three bedroom home with a very private backyard with a swimming pool and Jacuzzi.
Walt was physically active and worked out religiously. He had a nice home gym set up and when he traveled he worked out at the hotel fitness center. Walt was an avid Alpine skier and tennis player. He also loved to SCUBA dive and enjoyed golf when he had the time. At 28 years old he was a picture of health. He was 6’2″ tall and weighed 185 pounds. He had short light brown hair and hazel eyes and an above average cock.
Carol was a 27 year old brunette cutie who weighed about 115 pounds. She was 5’5″ tall with a 32-24-35 figure. She was nearly flat chested but her nipples stick out a good ½” when she was excited. She had lovely shapely legs leading up to her very desirable ass. Carol knew that her ass was her best asset and she dressed accordingly. She had never let guys in her ass but they loved to fuck her doggy style and play with it. The only thing ever in her ass had been Walt’s tongue in the shower.
Carol had met Walt at a hotel bar that was very popular with the locals. The hotel had a good band and Carol and Walt had danced frequently that night. She enjoyed a couple of drinks with Walt and they talked about other topics than business. She was very comfortable in his presence and she loved his sense of humor and his professional demeanor. He was a very impressive young executive. Afterward they went to his hotel room. Carol kissed Walt on the lips and he kissed her back.
Carol moaned when Walt’s tongue entered her mouth and then she let her tongue slip into his mouth. Carol then felt her body lifted off the ground and she heard the sound of the hotel room door shut. Walt carried her straight to his bed and placed her on it. Then he laid bedside her and they resumed kissing. Walt was an excellent kisser and he soon had Carol’s juices flowing and had her moaning. She kissed him back and her tongue danced with his when it entered her mouth.
Walt removed her blouse and bra and took her tiny naked breasts in his hands. Walt caressed Carol’s tits and tweaked her nipples with his fingers. She moaned and groaned in his mouth in response to the foreplay. Walt then moved his mouth to her tits and sucked gently on her nipples and placed loving kisses all over Carol’s breasts. Carol threw her head back on the bed and moaned.
Walt unzipped her skirt and pulled it off of her body and she lifted her hips off the bed to make it easier for him. Next he removed her pantyhose and panties at the same time. He moved his head between her legs and placed his mouth on her sopping wet pussy. Carol cradled his head in her hands and guided it to her vulva.
Walt placed her thighs on her shoulders and dipped his tongue into her pussy. He moved his hands up around her legs and found her tits. Walt then began to lick and suck on Carol’s pussy as s he gently fondled her breasts and tweaked her rock hard nipples. Carol had her head back and her eyes closed as she savored every moment of Walt’s skilled oral love making. Carol felt her climax building in her body and she knew that she was on the verge of a massive orgasm. She tried to think of ways to delay her orgasm as she wanted the foreplay to last forever but she was to far gone.
“Oh God, oh God, this is going to be a big one,” Carol called out.
Walt fastened his mouth to her pussy as he prepared to stay with her throughout her climax. Carol screamed and grabbed Walt’s head first to hold it tight and then to push it away as her crescendo rocked her body. But she could not push Walt’s head away and he kept at her pussy as she had one orgasm after the other. Carol drenched Walt’s face with her female nectar and her body trembled as chills ran through her. Walt kept right on eating her after she had cum and the sensation became too intense for Carol. She was not strong enough to push his head away so she begged him to stop eating her pussy.
“Walt, please stop. I can’t cum anymore. Please I can’t take anymore!” she pleaded.
Walt stopped and then he stood up leaving Carol to recover on the bed. He took off all his clothes and then returned to her. Carol felt his erect cock brush against her body when he moved between her legs. Carol looked at his big erect cock as it stood out from his body. She quickly assessed that it was over 7″. Walt eased his cock into Carol’s pussy and she wrapped her arms and legs around his body. It felt so good to Carol to be filled with a large cock. Walt took his time fucking her although he was so turned on that he came quickly. Carol felt cum shoot into her womb and it had been awhile since she felt that much of it surge into her.
Walt remained hard after he ejaculated and continued to fuck Carol. Now he could pace himself and bring her pleasure as he wanted this to be a moment that she wouldn’t soon forget. Walt fucked her keeping his cock in constant contact with her clit and Carol had a string of orgasms. Carol was exhausted and sated. She couldn’t remember ever being fucked like that and cumming so many times. Carol felt Walt leave the bed for a few minutes. She closed her eyes feeling wonderful and sexually satisfied.
Walt returned to the bedroom and he stood by the bed with his erect cock standing straight out from his body. Walt was proud of his body and he stood by the bed letting Carol admire it this time before he made his next move. Walt walked along side the bed brining his cock closer to Carol’s head. Carol stared hungrily at his huge cock and then reached out with her petite hand to stroke it. She marveled at its size and compared it to her former boyfriend’s smaller dick. Walt sighed as she masturbated him.
She leaned forward and her tongue snaked out and lapped at his ball sac lightly, then she gently licked up and down his shaft. Her tongue circled his cock head as she slowly took the head of his penis into her mouth. Her lips slid further down the shaft as she was able to take half of his cock in her mouth drawing a moan from him. They hadn’t spoken a word to each other since they had kissed. Carol began to bob her head back and forth on his cock, sucking hard on his huge member and testing her gag line. She was able to get about six inches in her mouth. Carol slurped loudly on Walt’s dick as her soft lips glided smoothly up and down his long cock.
Walt stood before the shapely Carol as she sucked ravenously on his impressive cock. Her hand cupped his balls and gently caressed them as her tongue licked at the head of his dick each time it came out of her mouth. Walt placed his hands on the back of her head and guided her as she gave him an incredible blowjob. He loved the way she sucked his cock. She was so hot and he couldn’t believe his good fortune as he held her hair back to watch her pretty face and sensuous mouth. Carol kept her eyes closed with her lips snugly wrapped around his shaft as she bobbed back and forth. She was still incredibly turned on and her pussy was soaked.
Walt brought excitement into her life that night and Carol now realized that she would be addicted to him. She was so enamored with his impressive cock; she found that she loved to suck on it. Carol was desperate to please him and to make him cum. Carol wanted this to be Walt’s best blow job ever. She put all her efforts into it and it did not take long to bring Walt to the edge.
Walt announced that he was cumming and Carol clamped down on his cock determined to swallow every drop of his seed. She could feel his cock jerk in her hand as volley after volley bounced off the back of her throat. Carol swallowed as quickly as she could and did not allow a drop to escape her mouth. She continued to suck on his cock milking it dry of his sperm. Then Carol took the cock from her mouth and Walt watched as she squeezed more cum out the end of his dick. Carol then wrapped her lips around it and sucked his man juice dry. She nibbled on his dick head causing him to shiver and he pushed her away. Walt’s cock stayed hard and Carol marveled at the impressive organ before her. Carol lay back on the bed and displayed her beautiful neatly trimmed pussy to Walt.
Walt knelt before Carol 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. Carol was in a state of ecstasy and her heart pounded as she watched her lover lick her. Her cunt lips quivered as he teased them with his tongue and kissed her everywhere she desired. Walt’s tongue was long and probed deep into the inner walls of her pussy unconcerned that he had cum in her earlier.
Carol ran her hands over her body cupping her tiny breasts and rolling her nipples between her fingertips. Walt sucked her cunt lips into his mouth as his tongue snaked around in her snatch. Walt still had not made contact with her clit and Carol desperately needed his tongue or his cock to touch her clit. She moaned in pleasure and frustration as Walt continued to tease her. He again wiggled his tongue deep within her pussy before finally nudging her clit. Carol jumped as a spark of pleasure shot through her body. Walt 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. Carol arched her back as she felt her orgasm approach.
“Oh yes, oh yes,” she called out as the first wave rocked her body.
Carol grabbed Walt’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. Carol felt her pussy pulsating as she covered Walt’s face with her female juices. Finally she collapsed back on the bed releasing him in the process.
“Oh my God,” Carol moaned.
Walt raised himself up and knelt between her legs. His huge cock looked intimidating as it hovered above her hips.
“Are you ready for this again?” he asked smiling confidently.
“Oh yes, yes please, make love to me now,” Carol pleaded.
Walt 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. Walt 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 Carol sighed feeling completely full it was a fantastic sensation for her to be this full.
Walt held himself inside her waiting for Carol 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. Carol 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 Walt fucked her using long slow hard strokes. Carol locked her legs around Walt’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 stiff organ as it pounded her pussy. If Walt hadn’t just cum in her mouth he would not have been able to hold on as long as he did. Carol was so hot that squeezed him with her tight pussy; she was really a good fuck. Walt fucked through her one orgasm after another before he finally slipped his cock from her womb. Carol felt the void in her cunt as his cock left her body and she gasped as the coolness of the air touched her vacant pussy.
She stayed with him that night and in the morning she fucked her senseless again. He left her in his hotel room after showering and dressing. He had an early appointment and he had a flight out late that day. Carol showered dressed and went to her job. All day she could not get Walt out of her mind. She hoped that she would see him again as he did promise to call the next time he was in town. He did call her the next time and that was the beginning of their affair. Every time he came to town they would get together for dinner or a show and then incredible sex.
THE BEGINNING OF CAROL’S SUBMISSION
Walt pulled into his driveway and the garage door went up. He pulled into the garage and then carried Carol’s suitcase into the house. He poured her a glass of wine as she unpacked and then he gave her a quick tour of his modest house. Carol loved it and she particularly liked the manly taste in décor. He showed her the backyard and it was totally private with a swimming pool and Jacuzzi. Carol wondered how many girls had sat on his cock in the Jacuzzi.
“Come on let’s change and sit by the pool,” Walt offered.
“Do I need a bathing suit?” Carol teased.
“Actually you don’t but that’s your call,” Walt told her.
Carol had packed a bikini and she said, “I think that today I’ll start with my bikini.”
Walt laughed and then went to change. Carol’s clothing was in the guest bedroom but she expected that most of her time would be spent in Walt’s bed. They changed into their swimwear and Walt led her out to the pool. He set up lounges next to each other and brought out drinks for them.
Carol relaxed by the pool and she actually dozed off a few times. It was probably more due to her anxiety than the trip. They took occasional dips in the pool and sipped cocktails during the afternoon. Later that evening Walt prepared a pasta meal that was absolutely delicious. Following the wonderful meal and excellent wine, Carol sat in the living room as Walt cleaned up after dinner. He joined her minutes later with an after dinner drink. Carol was so thankful that he did not rush into sex that day.
When it was time for bed, Walt told her not to bother with sleepwear as he always slept in the nude and that she should too. Carol got in bed with him and welcomed him between her legs. They made love slowly and passionately and Carol had multiple orgasms before Walt filled her pussy with an enormous load. He then rolled Carol to her side and lay behind her in a spoon position. His cock was still hard and he eased it back into her pussy and fucked her until he came again. They fell asleep in that position. There had been no discussion about anal sex but that would change dramatically beginning on Friday.
The next morning Carol was awakened with Walt caressing her body. He had her nipples rock hard and he loved playing with the rigid nubs. Carol cooed and rolled to her back. Walt moved between her legs and she knew that she was in for one of his piss hard-on fucks. Carol had been through it many times and she knew that she would cum multiple times before she would have to beg him to stop. He never ejaculated with a piss hard-on. Walt was relentless with her and he fucked her continuously until she thought she might pass out.
“Please, no more, I can’t take any more,” Carol begged.
Walt pulled his cock out of her and then he headed for the bathroom. He was in there for several minutes before he returned. Her pussy was too tender and she didn’t yet do anal so Carol sucked his cock until he flooded her mouth. His first load of the day was huge and Carol had all she could do to swallow it all. They stayed in bed for a few more minutes and then Walt took her to the bathroom to shower together.
In the shower he washed Carol’s body and spent a long time on her lovely curvy ass. Once again he knelt behind her and rimmed her anus driving her wild and for the first time he pushed a soapy finger into her soapy asshole. Carol adjusted to the intruding finger and found that she actually liked the penetration in her forbidden zone. Walt ate her pussy as he fingered her ass and she climaxed again and moaned loudly. She felt faint and Walt held her as he turned off the shower. He held her in his arms with a fluffy towel and dried her body as she recovered. Carol was convinced that she would not be able to cum again that day.
“We need to get some food in you. Get dressed and I’ll take you to my favorite breakfast spot,” he told her.
Carol and Walt ate breakfast that morning at a delightful French bakery with a sidewalk café. Carol loved the pastries and the ambiance and she imagined she was in France. After breakfast they returned to the house and Carol was ready to sit by the pool again. They changed into their swimwear and took their lattes with them. Carol finished her latte and rolled over on her belly. She untied the top of her bikini and lay face down on the lounge.
Carol dozed off on the comfortable lounge chair and she was awakened later when she felt Walt’s hands on her buttocks. He had removed her bikini bottom and he was applying lotion to her buns. Carol looked over her shoulder at him and saw that he too was naked and sporting a massive erection. She panicked briefly as she thought that he might make his move on her ass. Looking at his impressive cock she could not imagine being able to take it in her ass. Walt smiled at her when he realized she was awake.
“I don’t want you to get sun burned,” he told her as he spread lotion on her body.
Now that she was awake he applied the lotion to he legs, shoulders and back before returning to her buttocks. He squirted lotion in the crack of her bottom and rubbed it in tickling her anus in the process. Carol was getting turned on as he played with her ass and her body moved of its own accord. She felt her hips lift off the lounge making her ass more accessible. The side of his hand slid between her buttocks and he massaged one cheek at a time.
Carol relaxed briefly as she liked the attention her ass was getting. She pushed up a little higher but then she felt a finger slip into her nether hole. She started to move away but Walt held her until she got used to the intrusion. He then fingered her pussy with his other hand as he finger fucked her ass. Carol was soon squirming and moaning with the double penetration that suddenly felt wonderful. She was about to cum again even though she thought that to be impossible after so many orgasms that day. Then Walt removed his fingers and she felt a huge void in her body. She pushed her ass back at him in hopes that he would replace his fingers in her holes.
“Come inside,” he said.
Carol and Walt walked into the house leaving their swimwear at the pool. Carol looked at his cock and he was clearly in a state of desire. “Was it time?’ she wondered. Walt led her into his bedroom and he removed something from his dresser. Carol stared at the string of beads and wondered what they were used for. She would soon learn. Walt had Carol get on all fours with her curvy ass in the air. She had her head on the bed turned to the side so she could watch him.
Walt lubricated the beads and as he did he explained to Carol that it was the first step in her anal seduction. He told her that the beads would intensify her orgasm. One by one he pushed the five beads into her asshole and Carol was surprised how easy they went in. Still she felt very full and she was glad that they were not thicker. Walt played with her pussy while her ass was stuffed with the anal beads and then he moved under her.
Carol mounted Walt’s cock and it slipped into her juicy pussy. It was her second double penetration, the first being when he fingered her ass as he fucked her. Carol was incredibly turned on and she began riding his cock like a woman possessed. She began panting and breathing hard as she drove herself toward another climax. Carol tensed and Walt sensed her pending orgasm. With his cock buried deep in her pussy, he pulled the beads out slowly. A jolt went through Carol’s body with each bead as it popped out of her ass. Her body went into convulsions and jerked uncontrollably as she had the most intense orgasm ever. When the last bead left her anus she collapsed on top of Walt and he caressed her body as he continued to fuck her slowly.
Carol was in a seemingly hypnotic state as she could not explain what happened to her body. She seemed lifeless as Walt continued to move his cock in and out of her pussy in search of his own release. Carol just remained still on top of him and then she felt him gush into her womb. His release seemed enormous and flooded her pussy. They remained together in the same position for quite a while with Walt’s cock in her pussy soaking in his cum. Carol could not move so Walt rolled her off of him onto the bed.
Carol was on her back when she put her forearm across her forehead and sighed, “Oh my God.”
“You did very well. You handled the beads and you had a good orgasm,” Walt told her.
“Good, it was amazing. I thought that I was going to pass out each time a bead let my ass,” she exclaimed and added, “It feels as if they are still in me.”
“That’s a natural feeling the first few times but you’ll get used to them,” he explained.
“I didn’t think that I would be able to cum again today after what you did to me this morning. I can’t believe that I did and that it was so intense, so wildly exciting,” Carol said as she rubbed her hands over her small breasts.
“You know it’s not even dinner time yet but let’s get up and shower. I’ll make us a couple of drinks and we’ll take them out to the Jacuzzi. The jets will soothe your body,” Walt offered.
Carol stood up on shaky legs and Walt helped her into the shower. He was pleased with the way things were going and he would introduce her to the butt plug next. They showered and Walt led Carol to the Jacuzzi. She entered it and let her body sink into the warm soothing water. Walt went back inside and brought out two drinks for them a white wine for her and a scotch for him. He got in the tub with her and relaxed in the water.
“I was thinking that tonight I would throw in a pizza and we could watch a movie,” he told her.
“Perfect,” she accepted.
After a long leisurely soaking in the hot tub, Carol and Walt returned to the house. Walt prepared the pizza and they watched a movie wearing only terry robes. Carol cuddled against him but there was no sexual foreplay as she was absolutely drained. Carol fell asleep on the couch watching the movie and Walt carried her into the bedroom and placed her in bed. He watched the end of the movie, finished his drink and cleaned up the kitchen before retiring. Walt got in bed with Carol and she cuddled up to him and they both slept soundly.
ROUND TWO FOR CAROL
Saturday morning was a near repeat of Friday as Walt fucked Carol with his morning piss hard-on until she pleaded with hi to stop. Once again she was sexually drained after multiple orgasms and she could hardly move. Walt let her rest while he relieved himself and got breakfast started. After a light breakfast he offered Carol a massage and she accepted.
Walt spent over an hour on her body and she was completely relaxed when he started on her ass. He worked over her buttocks and fingered her anus with plenty of lotion. Once she was well lubed again he used the anal beads on her and had her ride his cock. Carol had another mind blowing orgasm when he pulled the beads out and she collapsed on his body. As her lifeless form rested on top of him, Carol felt another intrusion in her ass. What ever it was it was thicker then the beads and she never felt so full.
“It’s an anal plug. You’ll get used to it and it will stretch you a little more,” he told her.
Carol nodded that she understood and she remained still. There was no pain but she felt the intrusion and she felt somewhat constipated. They stayed in bed for nearly another 30 minutes before Walt pulled the plug from her asshole. Carol heard the pop and then she felt the cool air caress her dilated anus.
“I feel like I have to poop,” she giggled.
“You will for awhile but it will pass. Let’s hit the Jacuzzi again,” he suggested.
They got out of bed and showered. In the shower carol had another new experience when Walt douched her asshole. It was a strange but interesting sensation as he got her squeaky clean. After the shower they went into the Jacuzzi and relaxed in the bubbly warm water. At one point Walt had Carol kneel on one of the seats and lean over the edge of the hot tub. She felt his hands on her ass as he played with her bottom. Then he spread he cheeks and dipped his tongue between and rimmed her anus. Carol cried out when the tongue touched her nether hole and she cooed as in darted in and out of her anus. Walt certainly knew his way around the female bottom and he had Carol squirming with delight. He licked her pussy from behind and ran his tongue from one hole to the other. Carol thought that she would die if she didn’t cum soon.
Walt then moved behind her and slipped his cock into her from behind. He fucked her for several minutes before he turned her around and sat her on his cock. Carol rode his big dick franticly as she needed to cum. She kept her clit in constant contact with his cock and rode it until she climaxed. She buried her face in his shoulder and screamed as another intense orgasm rocked her body. Walt held her to his body until she stopped shaking and moved off of his cock.
He had not cum so he sat up on the Jacuzzi and Carol took his thick cock in her hand and ran her tongue over the head of it. Then she wrapped her mouth around it and slowly moved her head up and down taking him as deep as she could without gagging herself. Carol was indeed an excellent cock sucker and she soon had Walt on the verge of his first cum that morning. Carol bobbed her head up and down on his cock pursing her lips together until she felt Walt shiver. Carol would remove her mouth briefly to prolong his orgasm. She would lick the underside of his cock and his balls driving him wild with desire. Carol sucked his balls into her mouth and tickled his perineum with her fingers. Carol let her hands run over his hard abs and loins which caused him to tremble as a tingling sensation ran through his body.
Walt couldn’t take anymore and he grabbed Carol’s head and pulled it back onto his cock. Carol knew this time he would cum in her mouth and she was prepared for the surge or the volume of his ejaculation. Walt held her as he unloaded in her mouth. Volley after volley of cum bounced off the back of Carol’s throat and she swallowed as quickly as she could. Carol managed to keep all of his cum in her mouth and she sucked him dry. Carol lovingly sucked and drained his cock. Walt was trembling as Carol nibbled the head of his cock and massaged his tight scrotum.
They stayed in the Jacuzzi for awhile longer and then went in the house. They put on the terry robes again and Carol realized that she had been naked except for the robes for over 24 hours. She helped Walt make lunch and afterward they were back poolside. They were sunbathing in the nude when Carol joked, “I think that I over packed for this trip.”
Walt laughed too and remarked, “Yeah but since they won’t let you travel naked you had to bring some clothes.”
“God could you imagine everyone traveling naked,” she giggled.
“Well there would definitely be some people that I would not want next to me on the plane,” Walt chuckled.
“Yeah, no kidding,” Carol agreed.
“How you ever been to a nude beach?” he asked.
“No, have you?”
“A couple of times, once in France and once in the Caribbean,” he admitted and added, “We should do that sometime.”
“I don’t know if I could do that.”
“Sure you could, you get used to it pretty quickly.”
Carol rolled on her belly and replied, “If I was with you I could probably handle it.”
Walt looked at her on her stomach and admired her ass again. “Time for some lotion,” he told her.
Walt applied lotion to her body starting with her shoulders and working his way down to the small of her back. He bypassed her ass and put lotion on both legs. He then moved his hands to her ass and spent a long time massaging her beautiful buttocks. He put lotion in her crack and tickled her anus before pushing a finger into her rectum. He fingered her bottom for several minutes and then added a second finger. Carol felt the added thickness but she did not protest and she actually adjusted to the two fingers rather quickly. Walt was pleased that she handled his two fingers so efficiently. He decided that he would finally take her ass on Sunday.
The anal play got Carol turned on again so they went inside and had sex in Walt’s bed. Once again he used the anal beads on her and she went wild when she came. He dumped another massive load in her pussy and then they rested. After dinner that evening they relaxed in the living room before turning in. Once in bed they fell asleep in the spoon position, Carol’s favorite.
THE FINAL HURDLE
Sunday morning Carol woke up to the sound of the shower running. She was surprised that Walt had not made love to her that morning as he usually did. He came out of the shower and told her to get cleaned up and dressed as they were going out for breakfast. Carol took a quick shower and put on a sun dress that she had packed. She did not wear hose or a bra. They went to a nice restaurant for brunch. The restaurant had a great Bloody Mary bar and they both enjoyed one although Carol asked that hers be made weak.
They returned to the house after brunch and Walt steered her into the bedroom. He led her over to the bed and hiked her dress up around her waist. He maneuvered her onto the bed and whispered in her ear that he was going to play with her ass. He then removed Carol’s panties pulling them off her buttocks slowly as if he were unveiling an art masterpiece. He placed a pillow in front of Carol so that she could place her head on it and as she did she pushed her ass up and arched her back. Carol was now eager to be pleasured anally.
Before Walt began he stood behind Carol and took in her marvelous ass, so round, so shapely and so beautiful. Then as Walt knelt on the bed he noticed Carol’s face aglow and her eyes wide in anticipation. Walt then began to explore her ass as he began to caress it, massage it and rub her cheeks. He pulled her cheeks apart slightly and revealed her sweet tight aperture. Then he ran a finger over her sensitive little bud and watched it quiver when he touched it. Walt then lowered his head and planted soft tender kisses all over her buttocks. Carol cooed aloud when she felt his lips on her backside.
Walt placed both hands on her ass and began to massage her buttocks again. Carol felt the tender but firm deep massage of his fingertips. Walt would push her ass cheeks together and then pull them apart to expose her sweet asshole each time. When he exposed her anus, Carol could feel the cool air on her rosebud. Walt again lowered his mouth to one of her buttocks and pressed his lips against it. Then he blew a steady breath onto Carol’s anus and watched as goose bumps covered her skin.
He took his time planting well placed kisses on her buttocks and then began a slow torturous journey toward the crack of her ass. Carol smelt so nice and so fresh that Walt realized she had prepared herself for that moment. Carol had remembered to douche both her pussy and asshole in the shower. Walt’s lips then came into contact with the crack in her ass and trailed a line of kisses down to her anus. Carol’s body tensed as she was nervous, anxious and excited all at the same time.
Walt gently pried her cheeks apart wider exposing her nether hole even more. Then he lowered his lips to her anus and gently kissed it and caressed it with his lips. He repeated this act several times and Carol moaned aloud as her ass was pampered. Walt then moved lower and kissed the sensitive spot between her asshole and her pussy and Carol groaned again. He then extended his tongue and lightly licked the sensitive area as he continued the journey toward her pussy. Carol flinched at the first contact with her pussy. Walt then began to lick a line from her pussy back to her asshole and then he flicked his tongue across her nether hole. Carol’s body gave in to the incredible erotic sensations and it craved more attention.
Walt took his time and spent many minutes repeating the actions that seemed to turn Carol on. His hands continued to massage her fabulous globes while his lips and tongue explored her asshole. He knew how much she like to be kissed, licked and gently nibbled. Her body would twitch and flinch at the long strokes from his tongue and her buttocks would tighten when his tongue probed her anus.
Carol lay on the bed and she could feel her heart racing and her chest pounding. Walt then leaned over and whispered to her again and told her how beautiful she looked with her ass pushed up high in the air. Then he began to explore her with his fingers. He placed his index finger on her tailbone and slid it down ever so slowly toward her puckered asshole. He probed gently with the tip of his finger and it fit perfectly in the entrance of her tight hole.
Carol tensed up at first and tightened her ass but then she relaxed when she realized that he was going to be gentle. Walt pressed his finger in gently applying a little pressure as his finger entered the outer edge of her anus entering it just ever so slightly. Then he probed a little deeper and wiggled it inside Carol’s ass. He then removed his finger and Carol felt its absence. Then she felt a cool substance on her anus and she realized that Walt had applied some sort of lubricant to her ass.
Carol felt Walt kiss her ass cheeks again and then his finger returned to her asshole and spread the lubricant around the entrance. Carol felt her asshole pucker up as it received the tip of Walt’s finger and she wondered how it would feel when he finally put it in her. Her body ached with desire and she realized that she wanted more. She wanted to be touched, penetrated, and filled up and to be explored in her forbidden area. Walt’s finger slid in deeper and Carol instinctively clamped her asshole around his finger. Walt held still in her and waited for her to relax before probing deeper.
Walt then wiggled his finger back and forth and let it slide out slowly to the first knuckle. Carol felt his finger slide out and she instinctively clamped her ass around it again, this time to hold it in place. Walt could feel her anal muscles clench his finger as if she were milking it and nursing it. Walt knew the battle that was going on within her body. The sphincter was designed to push things out not pull them in. Each time Carol relaxed her asshole, Walt pushed his finger in deeper until she clamped around it again. This process continued until he entire finger was buried in Carol’s ass.
With his other hand Walt continued to pat attention to the rest of her ass. His hand wandered all over her shapely buttocks massaging and caressing her soft skin. At the same time he continued to slide his finger in and out of Carol’s asshole and he enjoyed watching her anal muscles grip his finger each time. Carol’s breathing had become labored and she began to rotate her ass in tiny circles as if to get the finger in deeper. Walt was in no rush as this is exactly what he had planned. He wanted Carol to enjoy every moment of the anal sensations. He wanted to work Carol into a state that she would beg him to fuck her ass. For now though he was content to worship and devour her hot luscious bottom.
Walt then lowered his face to her ass and licked her as he probed her with his finger. He took his other hand and reached under her to find her pussy and her clit. As soon as Walt made contact with Carol’s hot wet pussy her body trembled as a wave of pleasure passed through her. Walt was very skilled at finding a woman’s g-spot and he located Carol’s instantly. Between the fingers rubbing her g-spot, another diddling her clit and a third finger in her ass, Carol groaned loudly and her body shook with desire. She knew that she was close to her first orgasm.
Walt’s two fingers in her pussy matched the rhythm of the finger in her ass Carol could feel all the fingers in her separated only by a thin membrane inside her. Walt pumped his fingers in and out and Carol went wild. Walt could feel her body giving itself over to him. It was his now to do as he wished. Her pussy was dripping wet, her ass clamped tight around his finger and her hips pushed back at him but Walt did not want her to explode just yet.
Walt suddenly removed his fingers from her holes leaving her empty. Carol screamed for him to put them back in her, to fill her up again. Her eyes were wide open and she had a wanton look on her face. Her body was begging to be fucked but Walt was in no hurry. He enjoyed this moment and he savored her dilemma. Walt loved doing this to a woman, teasing her and prolonging her climax. He wanted Carol’s anticipation to last as long as possible. It was the very reason he had not fucked her that morning.
Walt then lowered his lips down to her hot ass and planted kisses all over it again. He massaged the smooth white flesh of her ass as he kissed it and Carol cooed. She longed for his fingers to be back in her. Walt moved his mouth directly over her anus and blew on her nether hole. Carol thrust her ass back into Walt’s face as if to impale her ass on his tongue. Walt needed no further encouragement and his hands spread her ass open wide so he could probe her asshole. Walt stiffened his tongue like a tiny dick and probed Carol’s asshole. He poked his tongue in and out of her ass then he covered her ass completely with his mouth and sucked hard on it. Walt began to lick, nibble and tickle the sensitive rosebud and Carol cried out in passion.
“Do you need to cum, Carol? Do you want me to make you cum?” Walt teased her.
“Oh God yes, please make me cum, let me cum,” Carol screamed back.
It was the first words they had spoken in over an hour. Walt then reached under her again and located her clit. Carol’s pussy was sopping wet and Walt knew she was very close to a climax. He played with her puffy pussy lips as she diddled her clit and then he pushed first one, then two and finally three fingers into her pussy. Walt then pulled his mouth off her ass and pushed two fingers from his other hand into Carol’s snug asshole. Carol gasped and swallowed hard at the new invasion in her ass but her state of desire and the lubrication facilitated the extra digit.
Walt now had three fingers in her pussy and two in her ass as he picked up the rhythm. The thrusts became deep and hard as he relished with the delight of devouring her ass and pussy with his fingers. Carol responded by pushing her ass back against his hands as she fucked back at them.
“That’s it Carol, fuck back, fuck my fingers in your holes,” Walt called out to her.
Walt finger fucked her two holes with both hands as Carol pushed back against him. He could feel the small patch of skin separating the three fingers in her pussy from the two in her asshole. Walt was getting carried away and he began to furiously fuck her lovely hungry body with his fingers. Then it happened and Carol exploded. She clamped down on the fingers in her body and her pussy spasmed as a massive orgasm rocked her. Carol screamed out loud with her mind blowing climax. Walt pulled his fingers from her asshole and replaced them with his mouth.
He could feel the hot moisture in Carol’s pussy as it coated his fingers. Walt continued to lick her quivering asshole as her first orgasm subsided but then another orgasm rocked Carol’s body. This one seemed even more intense than the first and it caught them both by surprise. Walt kept his mouth on Carol’s ass until the second orgasm had passed and she seemed to recover. With one last kiss on her cute little rosebud, Walt lifted himself up and looked at the beautiful Carol. She had her head turned to one side on the pillow with a look of pure lust and gratitude in her eyes.
Walt then stood up and removed all his clothes and Carol saw his rock hard cock. Walt moved around the bed and removed Carol’s dress so that she was completely naked now. He gently squeezed her small tits and tweaked her hard erect nipples as he complimented her on her figure. Walt had Carol remain in the same position on the bed and then he caressed her curvy ass again.
“It’s time to fuck your hot ass. I can see that your ass is asking to be fucked.”
“I’m scared,” Carol said nervously.
“Relax, I won’t hurt you.”
Walt poured more lubricant on her ass and worked it into her asshole. Carol arched her back and pointed her beautiful ass back at him. He coated her asshole with a generous amount of oil and slid his thick finger back in her hole. He took his time preparing her ass relishing every moment. He then coated his entire cock with the oil and placed the head at the entrance to her anus. Walt pushed forward and the thick cock head squeezed into Carol’s tight asshole. Walt was surprised that it went in easier than he had expected and Carol was glad that she had stretched out with the beads and anal plug.
Carol winched in pain as her asshole was stretched wider than it ever and she gasped, “Go slow let me get used to it.”
Walt withdrew his cock head and then pushed it back in this time causing more pleasure than pain. He pushed until a couple of inches were in her ass. Carol was holding her breath, her body covered in goose bumps. Walt was so thick that her asshole stretched to new dimensions and held his cock in a vice like grip. Walt slowly slid his dick in and out of her each time going a little deeper. Carol pushed back as if she were trying to poop as she knew that would make the penetration easier. Carol’s brief pain had subsided and it was replaced with a feeling of fullness.
Carol relaxed a little and then felt more of Walt’s cock slide into her asshole. She grunted out loud as she felt fuller and then a wave of pleasure passed through her body. She was convinced that Walt had his whole cock in her now but really he only had about half of his big dick in her. She felt so full so had no idea that he had about another four inches before he was done. Walt kept adding more and more of his cock to her ass. There was discomfort then fullness and then pleasure each time he went deeper. Carol would tense, relax and then enjoy it. This pattern continued until Walt had his whole cock buried in Carol’s ass.
Walt reached around and played with her clit as he pounded her ass. Her pussy and asshole were on fire as the big cock reached previously untouched areas in her body. Carol was on the brink of another huge orgasm as Walt methodically fucked her in her tight anus with his sizeable cock. He loved watching his cock slide out of Carol’s shapely ass and then plunge back in as his hips slapped against her curvy ass cheeks causing them to jiggle with each thrust. Her orgasm surged within her as he fucked her ass harder and faster.
As Carol came and came her entire body went into spasm. Her pussy convulsed and clamped around Walt’s fingers coating them with her cunt juice. Carol’s asshole pulsated as Walt 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. Walt slid his pecker deep into Carol’s rectum as his cock spasmed and sent a thick stream of hot cum into her channel. Walt kept fucking her as load after load was fired into her ass. His cock kept twitching and spurting inside the impaled Carol.
Carol had never felt so full of cum and there was no where for it to go, blocked by Walt’s swollen cock buried in her ass. He slowed his pace and eventually stopped allowing his cock to remain buried in Carol’s ass. He did not go soft right away and he gently moved his hips pushing cum around in her ass. Some of it trickled out and ran down over her pussy lips.
Carol could not take any more fucking and she pleaded, “Please no more, I can’t take any more Walt, please stop.”
Reluctantly Walt stopped and slowly withdrew his cock from her loosened asshole. He marveled in the sight of his impressive cock sliding out of Carol’s shapely ass. His man seed flowed from her asshole and ran like a river down over her pussy and between her sweet thighs. Walt and Carol stayed in the same position for awhile and he massaged her beautiful ass as she remained on her knees with her ass perched in the air. Walt pushed down lightly on Carol’s back causing her to accentuate her ass even more. He loved looking at it and playing with it as she cooed into the pillow. Walt’s cock remained hard and looked menacing around Carol’s asshole. It was hard to believe that he finally fucked her beautiful tight ass. Carol looked magnificent with her just fucked curvy ass in the air. Walt could not resist sticking one of his fingers in her asshole and she just wiggled her bum instinctively.
Carol looked at the clock and saw that they had been at it for over fours hours. No wonder her muscles were aching and she was exhausted. As Walt closed his eyes and relaxed Carol thought about the final act of giving up her ass to him. They moved to the spoon position that Carol loved so much but this time Walt’s cock found her ass again. He fucked her slowly as they lay on their sides as Carol adjusted to the second penetration. Walt was very turned on as he always was when he took a virgin ass. It didn’t take long for him to ejaculate a second time into Carol’s rectum and she felt the surge. Walt remained in her ass until his cock softened and slipped out. Cum oozed from Carol’s ass and trickled over her buttock. She had strange feelings in her bottom and she felt wicked, naughty and excited all at the same time. She had surrendered her ass to Walt as he had desired and she knew she would do it again. He had been a gentle and considerate lover in the course of her anal seduction.
DAY OF DEPARTURE
Carol would head back to her home in the Detroit suburbs that Monday afternoon but not before Walt took her ass two more times that morning. They began the day fucking with his morning piss hard-on and as always Carol was sexually sated when he stopped. After he took his morning pee he was after her ass. Carol allowed herself to be placed on all fours with her lovely ass in the air.
Walt did not deviate from his routine of anal foreplay even though he was anxious to get his cock in her ass. He worked Carol over to a point when she actually wanted him in her ass. He eased his cock into her ass slowly and it slid in much easier this time. Carol liked the fullness in her bottom as it was a feeling like no other. It was hard to describe but she felt so vulnerable and so submissive with a cock in her ass. She liked the sensation of his cock sliding in and out of her well lubed passage.
She felt him stiffen and push his cock in to the hilt just before he ejaculated into her rectum. Carol liked the feel of the warm semen filling her rectum. She used her sphincter to milk his cock and the effect was to keep him hard. Walt resumed fucking her ass and stayed in her until he came a second time. When he removed his cock it was like opening flood gates as his seed flowed out of her anus. Carol felt it run over her pussy lips and down the inside of her thighs.
She stayed on all fours as Walt played with her ass. He fondled her lovely buttocks and fingered her anus pushing his seed back in. Carol had gotten turned on again and she needed to cum so Walt gave her a good cunt lapping. Carol wished she could stay with him but they both knew that she had to get home and he had appointments the next day. Walt took her to the airport and stayed with her until she boarded her flight. He told her he would see her in a couple of weeks and he promised to take her to the Caribbean later that year. It had been a marvelous four days and Carol was a changed woman forever.