After Frank introduced her to being butt-plugged, Carly’s immersion into his sexual world deepened. Her own sexual obsession that had been, until now, dormant, grew by leaps and bounds. Her thoughts were seldom off the subject, and her need for orgasms multiplied. She attached her new dildo to her headboard and used it to have sex in the ‘doggy’ position several times a day. Her remote toy was always in her purse, so she could have it ready when her horniness became unbearable.

On Saturday, she had the butt plug inside her when she arrived at work. During a break, Carly accompanied Jackie to the employee break room for coffee. Feeling stimulated by the plug in her ass, Carly spoke softly to Jackie, “Do you ever have anal sex?”

Jackie was a little surprised by her friend’s question, but answered, “Yeah, sure. I love it. My husband isn’t as fond of it as I am, but he gives it to me at least once a week. Why do you ask?”

“I’ve never tried it, but my new boyfriend gave me a butt plug, so I think it’s something he wants.”

Jackie grinned at Carly. “Keep in mind that I’ve seen you naked. I know what a great ass you have. I would be concerned if I were you if your boyfriend didn’t want it.”

Carly scanned the room. Then, speaking softly, she asked, “When are you going to come back to my place for some more time naked with me?”

“I was just waiting for you to ask,” Jackie replied. “I wanted to make sure you didn’t freak out about our last time together. I thought it was great fun.”

“Oh, it was fun. And now that I know you like anal sex, I want you to give me a little schooling on how to do it.”

Jackie grinned again. “How about after work tonight? My husband is out of town, and I wouldn’t mind getting off a few times.” Jackie asked, “When did you get a new boyfriend? You haven’t mentioned it.”

“Oh, just a few weeks ago,” Carly answered, deciding that she shouldn’t let Jackie know that her lover was also Jackie’s boss. “It was one of those things where you find what you were looking for when you didn’t know you were looking for it. He’s a great guy with an insatiable desire for sex. At first, I thought his needs might be a little over the top, but I quickly found I wanted it as much as he did.”

“I’m so happy for you,” Jackie said as she reached over the table to touch Carly’s arm. “But this is Saturday. Won’t you be entertaining him tonight?”

“No,” Carly said with a sad look. “Like your husband, he’s out of town. If you could join me, it would be wonderful. We can share pink tacos.”

Jackie giggled and whispered, “I would never pass up an opportunity to go down on you. And I’d be happy to give you a beginner’s introduction to anal sex.”

Forty-five minutes after they left work, Jackie showed up at Carly’s door wearing a big grin and carrying a shopping bag.

“What’s in the bag?” Carly asked.

“I stopped to pick a few things I thought we might need.” Jackie set the bag down and reached inside. “I have two bottles of wine. One wouldn’t be enough for what we’re going to do.” That was followed by a bottle of lube. “If we’re going to be exploring the virgin world of anal sex, we’ll need some slippery stuff to get things going. And, I picked up some of my favorite cheesecake. Hard work deserves a treat.”

Carly produced two wine glasses. “I suggest we get started.”

Two hours later, the two women were lying naked in Carly’s bed, both tired but smiling.

“How does your ass feel?” Jackie asked.

“It feels like I’m ready for the real thing,” Carly laughed. “I would have never thought it could feel so good.”

“I promise it will be better when your guy pushes his stiff cock in there. You should practice with that wonderful dildo you have before you actually take him on. By the way, you haven’t told me his name.”

Carly didn’t miss a beat. “His name is Jack. Jack Henderson. He’s a salesman. This weekend he’s fishing with some of his buddies. If the trip hadn’t been planned for a long time, it would have been him with his tongue in my pussy tonight. But you were a wonderful substitute. If you’d like to spend the night with me, we could start all over again.”

“That would be fun,” Jackie admitted, “But I need to go home. When my man calls, I want to be able to tell him I’m naked in his bed waiting for him.”

Fifteen minutes later, Jackie was dressed and standing at Carly’s apartment door. “By the way,” she said, “Do you ever watch Jack stroke his cock?”

“I haven’t. Should I?”

“It’s something I make Rob do from time to time. It really gets me charged up. He rarely finishes before I can’t stand it another minute and take him in my mouth.”

The two women hugged, and Carly thanked her friend again for the lesson. After Jackie was gone, Carly went back to her bedroom and found the plastic cock they had been using. She took it into her bathroom and cleaned it. When it was covered with soapy water, she began stroking it, thinking of Frank’s member. She wondered if it would feel as good pressing into her ass as the toy had.

Drying off the toy, Carly thought about calling Frank. Maybe they could have phone sex, and she could watch him stroke his beautiful cock. Before picking up her phone, Carly remembered it was Saturday night, and Frank might well be with another woman. The thought of him fucking someone else made her unhappy, but also convinced her not to call him.

At 10:30, Carly was in bed, alone but naked and thinking seriously of playing a bit longer with her toys. She had just inserted her new butt plug when her phone rang. Picking up the phone, she saw it was a FaceTime call from Frank. She quickly answered to see a smiling Frank.

“Hi, baby,” he said cheerfully. “What’s doin’?”

“I was just getting into bed. How wonderful to hear from you. Have you been out on a date?”

“No, sugar,” he laughed. “I’ve spent all day working on a new project for work. I finished just a while ago and decided to fire up a cigar and open a new bottle of scotch.”

“What are you doing working so late on a Saturday?” she asked.

“We have some new products coming out in a month, and the company asked for sales estimates by next week. Since I wasn’t doing anything special today, I thought I’d go ahead and get it done. I kinda like being the first one to complete a project. It never hurts to have another star by your name in the corporate office.”

While he was talking, Carly moved her phone, accidentally exposing most of her bare breasts.

“Are you naked?” he asked.

Carly blushed. “Actually, yes, I am.”

“Do you always sleep naked?”

“Since meeting you, I do.”

He grinned. “That’s good to know. Were you planning on entertaining yourself with some of the new toys I got you?”

Her blush deepened as she confessed. “I did that earlier. Jackie came over to give me a lesson on anal sex.”

Carly watched as he blew cigar smoke from his mouth, still grinning.

“And how did that go?” he wanted to know. “Did she teach you something you didn’t know?”

“Yes, she did. I’m sure it doesn’t come as a shock to you that I’ve never had anal sex. I’ve never had a butt plug and had no knowledge of the subject.”

“But now you do?”

“Now, I’ve had a practical demonstration,” she said while lowering her phone to display her breasts.

“Do you think it’s something you’d like to try with me?”

The conversation was warming her up. Carly could feel her nipples hardening and her pussy getting wet. While trying to hide her actions, she slipped her dildo between her legs and pressed the head inside. “I think I most definitely want to try it, Frank. I’d never thought about it before. But after Jackie showed me how it worked, I’ve thought about little else.”

The grin disappeared from Frank’s face. He was looking at her seriously now. “Do you know that you have a sexy ass?”

“You’ve mentioned it,” she answered. “And Jackie says she can’t imagine a man NOT wanting to fuck my ass. She thinks it’s sexy.”

“Oh, baby, it is. And Jackie is exactly correct.”

Carly drew up her courage and asked, “Do you want to fuck my ass?”

“In the worst way,” Frank said softly.

“Does the idea excite you?”

“You’d better believe it.”

She swallowed before asking, “Are you hard now thinking about it?”

“Do you want me to show you?”

Fuck! Carly thought. “Yes, I would. Show me.”

“Hold on,” he said and appeared to put the phone down.

Carly could hear the sound of a zipper before he picked up the phone again.

“How’s that?” Frank asked while moving the phone to display his erect penis.

Gasping, Carly said, “It’s so beautiful, Frank. Would you stroke it for me?” She could see his hand wrap around his stiff member and begin to move slowly up and down.

While she watched, Frank spoke to her. “Where’s your hand?”

“Between my legs.”

“Where is your plastic cock?” he asked.

“It’s about six inches deep in my very wet pussy.”

“Show me,” he growled.

Now, both of them watched while the other masturbated. Carly quickly decided Jackie was correct in saying that watching was very hot. She understood why Jackie would watch and want to take the cock into her mouth.

“I love watching you do that,” he told her.

“And I love watching you stroke that beautiful thing,” she muttered. “I want to watch until you cum.”

“I’ll do that if you’ll get yourself off for me.”

“Oh, trust me, Frank, that’s going to happen soon.”

He watched as her hand moved faster, driving the toy deeper and faster.

“Oh, fuck, Frank!” she moaned. “I’m gonna cum! I’m gonna cum so hard!”

Frank watched as she pushed the toy deep into her pussy a few more times before her body shook. The phallus was deep inside her when she cried out. He could see her juices stream out around the toy.

“Now it’s my turn,” he told her.

She watched as his hand moved faster and faster. She heard him grunt before seeing a stream of hot semen blast out of his cock and shoot a foot in the air. Just as the steamy juice fell back on his hand, another stream shot out, followed by another and another. Carly could hear his breathing heavily and his hand holding his shaft tightly. Carly waited a second before whispering, “If I were there, I’d lick it all up and beg for more.”

“If you were here, it wouldn’t be covering my hand. It would be inside you, and I’d be getting ready to keep going.”

“You are just an animal,” Carly laughed. “I guess that’s why I love you.”

Frank turned the camera away from his cum covered fingers to his face. “Do you love me, Carly?”

She was a bit startled. The words had come from his lips without any hint that they were coming. Thinking for a minute, Carly replied, “I do, Frank. I hadn’t thought about it until you said it, but the answer is, yes, I do.”

“Are you working Friday and Saturday next week?” he asked.

She didn’t know where he was going with the question, but answered, “I’m scheduled to work until 6:00 on Friday and from noon until 4:00 on Saturday. Why?”

He was grinning when he answered. “I was thinking that I could drive up to Austin on Friday after I finish my reports. I could be there by 7:00 and stay with you until I have to return home on Thursday afternoon. Would you like that?”

“Are you kidding?” Carly almost yelled. “That would be five nights with you in my bed. That sounds heavenly!”

“You’ll be tired when I leave.”

“I’ll probably be exhausted, but I can’t think of anything I’d rather do or anyplace I’d rather be.”

“Then it’s a date,” he told her. “I’ll be spending two or three days in Laredo this week. I have a one-day call in San Antonio, and Friday will be spent finishing up some monthly reports. When that’s done, I’ll come to see you. And I mean ‘see’ you. I don’t want to see you dressed until I leave.”

“When you’re around, I don’t want to be dressed. I prefer to be naked so that you can take me whenever you want. I never get enough of you, Frank.”

The week seemed to drag on for Carly. Knowing that Frank would be with her on Friday evening was all she could think about. Well… until she was home alone. Then she was thinking of Frank while using her toys. Every orgasm she produced seemed to lead her to the next one, but it was the only way to stay sane while she waited for Frank’s arrival.

Frank was also looking forward to his visit with Carly. He called her twice from his hotel room in Laredo using ‘FaceTime’ so that they could watch each other masturbate. His mind stayed filled with images of Carly’s naked body. He could hear the sounds of her whimpers and moans.

On Friday evening, as Frank was nearing Austin, he felt excited about seeing Carly. He wondered how she would greet him and how five days with her would work out. To date, they had spent only two nights together without a break. This five-night visit would prove whether they were really compatible.

As he walked to her apartment door, Frank was feeling eager and horny. He had to carry his bag in front of him to cover his growing erection. He knocked on her door, wondering what to expect.

The door opened to give him another rush of adrenaline. Carly stood before him wearing a light cotton robe. Her nipples were showing through the thin fabric, telling him she was ready. There was no doubt in his mind that he would find nothing by hot skin under the wrap.

As soon as Carly shut and locked the door, she was all over Frank. He dropped his bags when she threw her arms around his neck. Their kiss was pure fire, lasting for several passion-filled moments. Before he released her, the robe had been stripped away and was lying on the floor. He grabbed her ass, pulling her against him so that she could feel the hard lump of flesh in his pants.

When she let go of him, Carly slid down his body until she was on her knees. Grabbing his belt buckle, Carly moaned, “I need this, Frank. I want it so much.” Her hands moved quickly to pull his trousers and boxers down to his ankles. One hand wrapped around the base of his stiff member while she pulled the head into her mouth.

“Oh, fuck, Frank!” she growled. “I need this.”

Frank began removing his shirt while he watched Carly suck on his cock as if she would never have another chance in her lifetime. He was reminded of how much she had learned about oral sex since she had first tried it. “Finger your pussy while you suck me off,” he coached her and watched as Carly spread her legs and followed his instructions.

Carly removed the cock from her mouth and began stroking the spittle-covered member. “Am I doing it right, baby?” she asked in a begging tone. “I want to please you.”

Frank put his hands in her hair, pulling her up to her feet. “You couldn’t possibly please me more,” he said before pulling her into another passion-filled kiss. When the kiss broke, he moved Carly to the dining table, laying her back on it and spreading her legs wide. “And now I’m going to give you some of the same.”

Moving his head down between her legs until he could smell her overflowing passion, Frank slowly ran his tongue from her asshole to her clit, causing her to shriek with delight. In another two minutes, Carly’s body shook in a massive orgasm.

Not waiting for her to calm down, Frank put two fingers inside her juicy pussy searching for her sensitive spot while going back to work on her clit with his tongue. It took only two more minutes to get her to another orgasm.

Frank stood back, once again spreading her legs wide, thinking he would fuck her with his primed cock. But before he could begin, he noticed the butt plug was positioned in her ass. Another surge of power surged through him. He pulled Carly from the table, turned her around and bent her over the table top. He wanted to see (and perhaps touch) the plug while he fucked her. “Are you ready for my cock?” he asked.

“Yes, baby. I’ve been ready for it all week. Fuck me, Frank. Fuck me hard!”

That was all the encouragement Frank needed. He slammed his rock-hard member into her over-stimulated pussy and began to hammer her hard and fast. His eyes were focused on the shiny end of the butt plug while he pounded her and listened to her cries of pleasure.

It took no more than two minutes for Carly to reach another orgasm. To Frank, it felt like his dick was inside a vibrator. Her entire body shook as she seemed to gasp for air.

“You want more?” he called out.

“Yes, baby. I want to fuck me until neither of us can stand up, and then I want you to cum in my ass!”

Carly’s words just drove Frank farther into his sexual frenzy. His balls seemed to be boiling and demanding to release their load.

“I’m going to cum, Carly! Tell me where you want it!”

“In my ass, Frank, please!” she wailed.

Frank had been involved with several women in anal sex, but none of them had ever begged for cum in her ass. He pulled the plug from her crinkled opening, dropping it on the table and could see that her opening was slightly gaped. “You’ll get what you asked for,” he told her as he withdrew his cock from her pussy and pressed it against her rosebud. His push was steady and not gentle as he slipped deep into her anal channel.

Three-quarters of the way in, Carly screamed, “Oh god, Frank!”

He was concerned that he hurt her, but was unable to do anything but bury his member inside her and allow it to fire out the hot semen he had been saving up for the past two hours. He pressed as deep as possible as one shot of cum after another blasted into her depths. Frank groaned and growled while he emptied himself into her, grabbing Carly’s breasts and pulling her back against him.

“Don’t stop, baby!” she called out. “I love your dick in my ass. Give me more, Frank. Give me more!”

Now Carly’s anal channel was slick with hot, creamy cum. Moving again, he said, “You want more? I didn’t hurt you?”

“No, Frank. I love it! It’s so fucking good I can’t believe it.”

“Your ass is too sexy not to fuck it, Carly,” he said while starting to plunge into her again.

“It’s yours, Frank. Take what you want, and I’ll be thrilled.”

It was another five minutes before Frank shot his second load of semen into Carly’s sexy ass. By then, he was almost too weak to stand. Frank reached back and pulled a chair over, sat down, and pulled her down on top of him, his cock still buried in her ass.

“That was incredible,” he gasped. “Just incredible. Are you sure I didn’t hurt you?”

Turning slightly to look back at him, she replied, “It was fantastic, Frank. I don’t know why I waited so many years before trying it. We’ll do it again, won’t we?”

“We most certainly will if you enjoyed it,” he said with a laugh.

Carly poured wine for them before they retired to the bathroom for a ‘quick’ shower. It, of course, turned into a long shower after all of their kissing and touching. The shower lasted until the water cooled. After drying off, the couple moved to the bed, where the kissing intensified.

In all, their lovemaking lasted until 11:00. The only thing they had consumed in the four hours Frank had been there was two bottles of wine and each other. They moved to the kitchen, where Carly opened another bottle of wine and pulled finger foods from her fridge.

While they were eating, drinking and giggling, Frank asked, “How many orgasms have you had tonight?”

“Not enough,” she giggled.

Frank pulled her close, hugging her tightly. “What time do you have to go to work tomorrow?”

“I’m working from eleven to four. But maybe I’ll call in scared.”

“Called in scared?” he said with a rumpled brow.

Carly started to giggle again. “Yeah, that’s when you call and say, ‘I’m afraid I can’t make it in today.”

The laughter started all over again and lasted until Frank turned her around, bending her over the countertop, and pressed his semi-hard cock against her hairless pussy. “Do you remember the last time we were in this position?”

“You bet,” she replied more seriously. “I ended up on my knees giving my first blowjob.”

“We are both very oral people, aren’t we?”

“Without a doubt,” she replied, rubbing her backside against his hardening cock. “We both love to kiss. And you seem to enjoy pleasing me with your tongue as much as I love your cock exploding in my mouth.”

“Do you think about it when I’m not here?”

“Lots of times, when I’m masturbating, I imagine I’m holding on to the headboard and riding your face. That always brings me to a hard orgasm. What about you?”

Now his member was stiff again, and he slipped it inside her pussy, still wet from multiple cum deposits. “I like to remember the same thing, baby. I love the way you taste and smell.”

“Do you stroke your cock when you think about me?”

“At least twice a day,” he answered honestly. “It’s hard not to think about you.”

“It’s pretty hard right now, Frank,” she said with a groan and pushed back against him. “Fuck me once more and let me have your cum in my mouth. Just once more, please, and then I’ll let you go to sleep.”

It was after midnight when they went to bed sated and happy. It was a grand beginning to their five days together.

The next four days were very much the same. When they were in Carly’s apartment, they were rarely dressed. The slightest touch or look could catapult them into another wild sexual ride. On Sunday, they didn’t dress until after 5:00, when Frank insisted they go out to dinner. But even then, he insisted that she wear the remote-controlled vibrator and teased her through their meal. By the time they were back in Frank’s car, Carly was a bit of a wild woman, demanding that he satisfy her immediately. On Monday, Tuesday, and Wednesday, they both had work to do, but once their jobs were done, the clothes came off.

Before returning home on Thursday, Frank met Carly at her apartment. He insisted that she ride his face once more before leaving. Afterward, he laid out a plan for them to get together again at his condo in San Antonio.

“I want you to come spend some time with me in my home,” he said while she was still breathing hard. “You’ll love my home,” then laughed, saying, “And you’ll love my headboard.”

“This one works pretty well,” she said, “But I think any headboard will work well for us.”

“Can you take some time off work?” Frank asked.

“I’ll be able to next month. By then, I’ll have had the job for a year and will have some vacation time.”

“You could also just quit your job and come live with me.”

Carly stared into his eyes and realized he was being serious. “That would be pretty special.”

“Next month, you take off a week, and we’ll give it a test run. If it pleases you, we’ll discuss the possibilities. I love you, Carly. We make beautiful music together.”

“I don’t know if it’s music,” she replied, “But the sounds we make together are pretty amazing.”

Frank gave her one more long kiss and rolled out of her bed to find his clothes.

After he was gone, Carly lay naked alone in her bed. She could still taste his kiss and the lingering essence of her orgasm from his lips and tongue. Carly rolled over on her back, staring at the ceiling. Her mind began to run a movie of how they had made love for five beautiful days. She could remember almost every position and each finale. With one hand on her breast and the other between her legs, Carly wanted the next month to fly by. The idea of spending another few days together was too exciting not to imagine.

“He said he loved me,” she whispered aloud.

Edited by ChrisM