The New and Improved Carly Chisum
Copyright© 2026 by JefferyB
Chapter 4
Erotica Sex Story: Chapter 4 - Working in the cosmetics section of a department store in Austin, Texas, Carly Chisum, a thirty-year old, divorced woman, meets a salesman from another city who completely changes her life. What she knew of love and sex evaporated when she met Frank. This story is told in five parts.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Lesbian Heterosexual Fiction Anal Sex Cream Pie Facial Masturbation Oral Sex Pregnancy Sex Toys Squirting Tit-Fucking Public Sex
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.”
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.