A spinoff to this storyline [HERE](https://www.reddit.com/r/eroticliterature/comments/n9pmuy/james_pays_a_lesbian_couple_for_kinky_sex_part_3/)(Can be read without the old story context)
Part 1 of this story [HERE](https://www.reddit.com/r/eroticliterature/comments/nbw8gi/ashlee_f25_explores_her_sexuality_with_lesbian/)
*A commissioned story*
Message me if you want me to write a story for you!
UPVOTE IF YOU WANT PART 3
**Part 2**
**Helping Ashlee Explore Her Sexuality**
After Ashlee got home from the night with Chloe and Amber, she could not stop thinking about what happened. She was starting to feel more embarrassed for running out on them than for letting Chloe make her orgasm. The more she thought about it, the more she started to think that she was into that type of thing. Ashlee was not sure if she was a lesbian but she knew that having a woman lick her pussy felt good.
The next morning she woke up with a clear head. She was not wanting to apologize to the girls for running away but knew it was needed to fix the awkward exit. Ashlee decided to feel them out with a text message. It took her nearly 30 minutes to finally decide on a message to send that did not make her sound like a weirdo.
“Hey, Chloe. I’m so sorry about taking off like that last night. It was my first time with a girl and I ended up with two. My reaction was crazy but I honestly had a fun time with you and Amber. Hope we can hang out again soon,” was the final message she ended up sending to Chloe after thinking of deleting it again.
The redhead took a shower while waiting for a reply. While in there she started thinking about how good Chloe’s touch felt. Ashlee could still imagine her hands tracing up her inner thigh before kissing on her clit. The water ran down her pale skin while the ginger started rubbing her clit. She was just as turned on by it as the night before. It did not take her long to have a leg-shaking orgasm in the shower.
When she got out there was a notification on her phone from Chloe. Ashlee quickly dried off before sitting down on her bed naked to respond to the message. It read, “We are just glad to hear you are okay. Amber and I were worried we scared you away. So you want to do it again sometime you say?”
Ashlee was grinning at her phone while responding to the message, “Maybe we can hang out tonight. I have some questions for you two since I got the idea that it was not your first time hooking up with a girl together.” It turned her on to be a little dirty over text messages. For Ashlee, that was not something she would typically do.
“You can come by anytime today. We are not busy at all,” Chloe told her while trying to get her over for a second round together. The sexy blonde knew that she could get her to open up with more time.
“I will stop by after I finish cleaning,” the redhead responded before rushing to finish some chores around her apartment. Her mind could not stop thinking about what could happen with the girls this time.
It was still early in the afternoon when Ashlee showed up to hang out with the lesbian couple. They greeted her with a hug before going to sit on the balcony to talk. The new girl wanted to find out what else the girls were lying about. She was not upset but curious about how they ended up together. On the balcony, they had margaritas while overlooking the city.
“So why didn’t you tell me you two were dating?” Ashlee asked when they started sipping their drinks in the sun.
“That was my idea if you want to be mad at someone. I just thought it would make you feel more comfortable hanging out with us,” Chloe explained trying to get off on the right foot with her new friend.
“I’m not mad. Just wanted to clear things up is all,” Ashlee told her before changing the subject to something more fun. She asked, “How did you know that I would let you lick me like that without asking about it?” The redhead was curious what sort of lesbian sixth sense Chloe had to make it possible to read her.
“You are submissive like Amber so I just treated you how she would like it,” Chloe explained it like it was a simple question of a quiz. Ashlee had not thought about it before that moment but she was very submissive. She could not believe that it took a random hookup with a girl from the gym to realize that.
Ashlee felt like she needed to know more about her submissiveness as she asked Amber, “What makes you enjoy being submissive?” The brunette grinned at the innocent ginger. She thought about how to explain it for a moment.
“Something is freeing about letting another person control your pleasure. I know I can trust Chloe so there is no risk in letting her dominate me sexually. Not knowing what could happen next makes the orgasms feel euphoric. It is not something I can truly put into words without you experiencing it yourself,” Amber explained with passion for the subject. She only wished there were better words to describe how amazing it felt.
Chloe could see that the new girl was thinking about how the idea made her feel. When she saw the little grin appearing on her face she knew that there was a good chance to have sex with her again. It took her a few minutes of thinking while the others talked before the blonde had an idea to push Ashlee forward sexually.
“If you wanted we could show you how it feels to be submissive,” Chloe offered since she would be happy to control the sexy redhead in bed.
“I have plenty of toys for being a good girl,” Amber teased while trying to help close the deal with Ashlee.
“I don’t know if I want to be doing that much so fast,” the redhead said as she tried to back out at the last minute. She could see where it was going and was not ready for that in her life. The other two girls were hoping for it though.
“We can start slow with something simple,” the blonde told her while looking at her girlfriend for a suggestion.
“Handcuffs are a fun place to start,” Amber eagerly told them as she thought about how good it felt to be helpless in the cuffs. She even had the perfect pair for Ashlee. It was a fuzzy pink pair that did not hurt your wrists.
Chloe did not give her a chance to overthink it before grabbing both girls by the wrist. The tall blonde guided them to the bedroom. She stood them at the bedside while seeing how serious Ashlee was about wanting to try being more submissive. Chloe started stripping Amber first to see how the redhead responded. Her hands removed her oversized shirt, leaving her in only a pair of black panties.
The redhead was staring at her pierced tits like a horny man. Then the blonde started to undress her. Chloe grabbed the bottom of her green dress before lifting it over her head. Ashlee’s long red hair fell down over her shoulder as the dress left her body. The slender ginger was left standing in only a matching white bra and panty set with pink flowers on them. Her body was sprinkled with little freckles. From her bellybutton hung a smiley face jewel while the rest of her skin was flawless.
Chloe sat her down on the bed beside Amber before walking away. In the closet was the girls’ trunk of sex toys that they collected over the years. She dug around until she found two different pairs of handcuffs. Amber giggled when seeing her girlfriend come back out of the closet with a pair of cuffs spinning on each of her index fingers. Chloe went over to the brunette first. She looked in her eyes while cuffing both hands behind her back with a black pair with padding to protect her wrists. The blonde kissed her gently on the lips before pushing her back on the bed. With her hands behind her back, she was stuck there.
Then the blonde looked over at Ashlee as she asked, “Are you ready?” She was trying to be considerate and gentle with the shy girl during her first time. Chloe knew that some submissive women liked to feel that they were being cared for, even when they were being dominated sexually.
Ashlee did not answer with words but she nodded her head to indicate she wanted to keep going. Then the blonde carefully clasped the cuffs around each of her wrists behind her back. She put them on just tight enough to keep her from slipping out of them. If all went as planned, Chloe would have plenty of chances in the future to be a little more aggressive.
With both girls wearing cuffs on the bed, Chloe started to tease them. Her hands ran down each of their inner thighs, stopping to tease their moist mounds when at the top. The blonde could feel how aroused Ashlee was by the heat coming from between her legs. She was already starting to breathe heavier from the gentle hands on her leg.
First, Chloe kissed her girlfriend on the lips to show her some attention. Then she kissed each of her pierced nipples playfully. After making sure that Amber was aroused, she moved over to the girl who was just there to try it out. Chloe grabbed the back of her neck before kissing her with lustful lips.
She could tell that Ashlee was more comfortable but still nervous. Their lips mingled while Chloe started to remove her bra. The hooks were unclasped with a snap of her fingers. Ashlee wanted to cover herself but her hands were secured behind her hands. That was when she started feeling why it was so arousing. It was her natural reaction to cover up but that simple freedom was taken away.
Both girls looked at the ginger’s perky breasts. They liked how light pink and puffy her nipples were. Chloe took one into her mouth without missing a beat. She sucked it while flicking her tongue across the little nub as it stiffened. Then she moved to the other. As she started teasing her boobs, the blonde let her hands glide down Ashlee’s flat stomach.
When her fingers slipped up the panties the redhead let out a little moan. Chloe could feel her bare pubic area as she started rubbing her clit while sucking her tits. It was all it took to get the ginger wet. She was wanting more but was too shy to ask for it. Amber desperately wanted to touch herself but the cuffs kept her restrained too.
Without saying a word, Chloe started pulling down Ashlee’s panties. The eager blonde could not wait to get another taste of her sweet pussy. She had been thinking about it since last night. Even Amber wanted some and she only got the aftertaste from her girlfriend’s fingertips the last time Ashlee came.
This time when her panties came off Amber got to see her soft pink mound. Her pussy was a light pink color like her nipples. The ginger had a unique body that the girls had not seen before. Chloe used two fingers to spread open the lips when a strand of her juices spread with them. Both of the girls watched as Chloe stuck out her tongue to break the liquid string holding them together.
“Mmm! You have the sweetest taste,” the blonde teased before taking a wide lick between the lips. Her tongue collected more of her nectar before going up to share it. She kissed Ashlee. The redhead was not expecting to be tasting her own fluids but was in the heat of the moment. Her tongue went out to accept the kiss. Ashlee had done it before but not from someone’s mouth. She found it more erotic that way.
After a quick make-out session, Chloe went back between the girl’s legs. She started licking it up and down her wet slit before moving to the clit for the real fun to begin. Ashlee was already moaning when her humming lips pressed against the ginger’s pink bean. Then she could feel her tongue quickly flicking back and forth across the clitoris.
Amber could see that the redhead was going to cum soon so she did not want to miss her chance to taste her. The brunette politely asked in a sexy voice, “May I please eat her pussy too?” Chloe looked up from between her slender legs with a grin.
“I almost left out my favorite girl,” the blonde said before slapping her on the ass. Amber giggled as Chloe grabbed her by the hair. Once she was moving on the bed, the brunette was brought between Ashlee’s legs.
Ashlee was in heaven feeling the new tongue start to lick her pussy. She instantly noticed that Amber ate her sweet core differently. The brunette was feeling a little jealous that she missed out on it the night before so she was using special techniques. Her tongue made waves across her clit with both girl’s hands cuffed behind their backs. Chloe pushed the brown-haired girl’s face deeper into the wet mound causing her to be more playful.
The blonde in control waited until just before Ashlee was going to have an orgasm to interrupt. She pulled Amber’s head away by her long brown hair and pushed her over on the bed. Chloe could see that Ashlee was desperately wanting to finish.
“Beg me to fuck you,” Chloe said in a stern voice while holding her hands on her hips. She wanted to see if she could get the pure ginger to show her sexual depravity. It would only make her want Ashlee even more.
“Please fuck me, Chloe! I need to cum,” Ashlee moaned out as the sexual desire to be submissive was brought out unexpectedly. It startled her a bit when the words left her mouth without any thought. The only thing the redhead knew was that she needed to have an orgasm after being stopped early twice now.
Chloe reached into the nightstand to get her special strap-on out of the drawer. She put the pink silk and leather straps on her hips as she locked it in place. The long white cock hung from her pelvis while standing in front of the girls on the bed. Ashlee was surprised by the size of the toy. It was larger than any penis she had seen in the past.
Even though she was nervous, Ashlee’s submissive side made her beg, “Fuck me with your big cock Chloe.” The blonde was not expecting her to keep going. It made her the redhead hotter as Chloe watched her start to be sexually corrupted.
Knowing how much the fiery redhead wanted to be fucked made it more fun to start with Amber. Chloe rubbed the toy across Ashlee’s wet lips a few times before yanking it away swiftly. Then she moved over to Amber, where she shoved the entire length of the toy in with one thrust. The brunette gasped as she felt her hole being filled. It seemed like it went directly to her cervix before Chloe pulled it all the way out.
After the intense start, the blonde started pumping into her girlfriend’s box. She watched her pierced tits bouncing on her chest with each clash of their bodies. Ashlee wanted to crawl over and join in but the cuffs made it nearly impossible. Her wet hole craved to have the toy inside while she tried not to think about how she was letting her sexual desires take full control of her actions.
Chloe was not taking it easy on Amber. She was thrusting away inside of the thick brunette like she was in a rush to get to the other girl. Secretly, the blonde wanted to see if Ashlee could even take her toy. The redhead told her before that she had not fucked anyone in over three years. There had been no one she felt comfortable with since her last boyfriend broke up with her for her best friend at the time.
“You are going to make me cum,” Amber moaned out as she gripped the sheets under her back. Her hands were going numb from laying on them. The brunette’s legs trembled as the toy made her climax.
The moment her body started to relax after the orgasm, Chloe tore the strap-on from her girlfriend’s gushing hole. With her juices still dripping from the tip, she started gently putting it inside of Ashlee. Chloe knew that she could not ram it in as she did with Amber. It would not work with an inexperienced woman like the ginger.
Ashlee’s eyes were closed while feeling the toy starting to open her up. It was gliding through her wet canal as it made room for humping. She could not believe how good it felt sliding inside after years of only masturbating with her fingers. Chloe held onto her slender hips with her hips starting to thrust in and out. Soft moans were pouring out of Ashlee’s cute little mouth. Amber wished she could kiss her but they could not move on the bed.
It took a few minutes before she was comfortable enough to start pumping harder. Once she started, Ashlee did not want her to stop. Her perky tits jiggled on her chest as she moved her hands up to tease her own nipples. The redhead did not want the sex to end. Chloe could see that Ashlee was not feeling so shy anymore.
After years of no sex, Ashlee did not last long with a professional lesbian like Chloe. Her hips were bucking into the small ginger until she felt her starting to shake. The blonde pushed her legs further apart while slamming the toy deep inside of her tight walls. Ashlee was gasping for air as she started having an orgasm. By the time her climax was reached, Chloe knew that this was not going to be their last time together.
“That. Was. Amazing,” Ashlee said while panting from her intense orgasm. She was still trying to figure out if it was real.
Chloe giggled before reply, “I am glad to hear that you enjoyed it.” She kissed both girls on the lips before starting to uncuff them. They started stretching out their cramped wrists while climbing out of bed.
Amber was just about to whisper to Ashlee that they should return the favor to Chloe. That idea was interrupted when Chloe’s phone rang. She waited for a few rings before picking it up so she could calm her breathing. Both girls watched as the woman with a pixie cut talked about making a deal on the phone.
Ashlee was wiping the cum dripping down her thighs with her hand when Chloe ended the phone call. She did not look as excited when coming back towards the bed. Amber could already tell what was going on by the tone of the call. They were not upset about having a customer call for sex but it interrupted their private time with Ashlee. It also meant that they had to explain their job to the new girl.
“Listen, there is one other thing we did not tell you earlier,” Chloe said while looking into Ashlee’s big green eyes. Amber knew that her girlfriend was about to try to admit what they did to earn money. It was always an anxiety-inducing conversation with new friends. Some did not care while others were extremely judgemental.
“What is it?” Ashlee asked as she started to get a little worried about what could be coming after that. The blonde wished that it was not a regular calling so she could reschedule but this man was a high payer for quickies.
“We work as escorts together. It has been our job for two years and we enjoy it very much. One of our regular customers just called and we have to meet with him,” Chloe explained while trying to gauge the redhead’s reaction.
“So I need to go?” Ashlee asked since she thought that was where they were heading in the conversation. The ginger did not judge them because she thought that she was being weird for being submissive to strange girls she just met a month ago.
“Umm,anxiety-inducing you can stay if you want. He is usually pretty quick,” the blonde slowly responded. She did not expect that response. Chloe wondered if the girl misheard her or did not know what an escort was.
“That would probably be too weird,” Ashlee responded to the girls. She did not want to be waiting around while they had sex in the bedroom.
Then Amber made a naughty suggestion, “You could watch us from the closet if you wanted.” Chloe felt proud of her girlfriend for trying to help push the boundaries of the girl. She could see that she was rubbing off on her in the right way. Ashlee got wet thinking about secretly watching them from the closet while they were paid for sex.
“Are you sure?” The ginger asked. Chloe knew that she was in at that moment. She looked at her girlfriend with a thankful smile.
“He will be here in about 10 minutes so you will have to be ready,” the blonde explained to her before they started getting ready.
The doorbell rang right on time. Ashlee was in the closet while Amber and Chloe went to let their guest in. They had slipped into a sexy matching bra and panty set that they knew the customer would like. It was just his type. Chloe accepted the money while Amber started taking off his pants. The man in his early 40’s visited like it was his normal routine. After the money was collected, he walked the girls to the bed.
Both of them bent over the bed for the man named Rob. They left their panties on so he could unwrap them at his own discretion. His hands went for Amber’s thick ass first. The panties were slipped down to her ankles as he slapped his favorite girl on the butt. She teased him by shaking it back and forth before rubbing it against his erect cock,
Rob wasted no time as he shoved his fat dick inside of the brunette. He grabbed her long hair and used it to start pumping himself in and out. Ashlee watched from the closet as the man started roughly fucking her from behind. She was surprised that there was no foreplay or anything. Besides the moans, none of them spoke.
Amber felt his dick slip out of her wet pussy before gliding into her ass. The redhead in the closet could not believe that they were allowing him to put it in their butt. She could not imagine having a man with a girthy cock like that going inside her ass. Seeing Amber take it with ease turned on the redhead though. Her hand moved down to start rubbing her clit while trying to be quiet in the closet.
After a few minutes of pounding inside of the brunette’s tight asshole, Rob released her long brown hair. Then he moved over to the girl with the pixie cut. Since there was no hair to grab, he took both of her arms and pulled them back towards himself. Ashlee was not sure if it was painful but Chloe did not complain as he skipped right to her ass.
Chloe was not expecting it even though the man usually enjoyed being unpredictable with them. She moaned deeply as she took in his length. Ashlee was starting to have an orgasm in the closet as she watched her friend’s ass be stretched out. Amber rested on the bed while waiting for him to finish with her girlfriend.
“You are worked up tonight,” Chloe teased while looking back at the man slamming his dick inside of her ass. She could not keep quiet as the moans filled the room. He seemed to be enjoying the fact that she was taking it like a champ.
The man did not respond to her. He was working towards getting his nut off and that was it. Rob did not have time for the small talk tonight. Chloe could feel his dick throbbing inside as she hoped he was getting close. When customers were in this kind of mood there was no pleasure to be found in the sex. It was not the best for Ashee to be watching but she was loving every moment of it.
It only took him a few more minutes of pumping in her ass before he was finished using them for the night. His dick dumped his thick white load deep in Chloe’s ass before he slapped it on his way to get dressed. He thanked them for seeing him tonight and left a hundred-dollar bill on the dresser for each of them as a tip. Then he walked out of the room as if he had never met the escorts before in his life.
After he was gone, the girls all talked about the way he fucked them. Ashlee could not believe that they were willing to fuck random strangers for money. It was a job that she knew would never be a good fit for her but the idea of watching her friends turned her on. The redhead wanted to hear more about their escorting job. They spent the rest of the night talking about the best, wildest, and weirdest nights as an escort with the innocent ginger named Ashlee.
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Source: reddit.com/r/eroticliterature/comments/nc3n1h/ashlee_f25_explores_her_sexuality_with_lesbian