Ashley had just moved out of her parents house into an apartment in the city. She now lived with Anastasia her roommate. The two did not know each other very well. They did not have a lot of things in common apart from the fact that they went to the same college.
Ashley was a bit of a tomboy. She did not really care much about her looks. She always had her hair tied in a messy bun and ever since she was a child she had bangs and wore square shaped glasses. She definitely had that nerdy look but it really suited her. She had a very sexy body which she seemed to be unaware of. She is a 36D, her tits are gorgeous. Round and bouncy but always hidden underneath the large shirts she wore. She had a nice bubble butt and sexy long legs but she always wore sweatpants. Her idea of a perfect evening was her playing video games and eating fast food in her bedroom. She did not have a lot of friends, she was very shy and always kept to herself. She was in a long distance relationship with Josh.
They were from the same small town and had both moved out to different cities because of college. They had been together for a couple of years now but long distance was harder than they had both anticipated.
Anastasia on the other hand was a fiery redhead. She was very outgoing, flirty and sexy. She liked partying and would usually bring over guys. Ashley would hear them have sex all night long. After a while, she lost count of how many guys had spent the night in their apartment. Anastasia enjoyed her freedom too much to settle down. She was aware of her looks. She knew she was gorgeous, she had long wavy red hair, green eyes, full plump lips that looked gorgeous wrapped around a cock. She is a 34DD. Her tits are amazing. They are big and firm and drove guys crazy. She spent long hours at the gym to maintain her figure. She had a flat stomach, toned legs and a nice bubble butt. Anastasia knew the effect she had on guys. She loved the attention they gave her and enjoyed teasing them.
Even though they are the complete opposite of each other, the two roommates got along very well. They quickly became very close and would confide to each other.
Ashley and Josh were going through a rough patch. They knew long distance would be tough but they had naively believed that their love for each other would be strong enough. Love was not enough for Josh to remain faithful to Ashley. He had admitted to her that he had met a girl and had had sex with her. He felt remorseful and begged for her to forgive him. It was hard for her, but she understood that things like that could happen so she forgave him.
In an attempt to make things better Josh told her he would visit her next month and they would spend a week together. They both were very excited about seeing each other again. However, Ashley could not help but feel a bit apprehensive. While they had had sex in the past, it had never been mind blowing. Prior to Josh she had been a virgin and she was aware that she was not really good in bed. She was shy and too self conscious. Until now it had never been a problem but she figured this was an opportunity to “win Josh back”. She thought if she was amazing in bed, maybe he would not cheat again.
Ashley confided to her roommate. She did not tell her about the cheating, but did ask her roommate for tips. Anastasia did her best to help her roommate. Gave her tips on how to give the best blowjobs, or how to ride cocks, or use her body to please a man but there was only so much she could explain to Ashley. She really felt like she was letting her roommate down by not being able to help her more so one night, she got into Ashley’s room with her laptop and put on some porn for the both of them to watch. Now and then Anastasia would pause the video and comment on what was going on, give some tips and sometimes even criticised the actors performance. Ashley could not believe that both of them were watching porn together. While it was a bit helpful, Ashley told her she was not sure she’d be able to replicate any of those with Josh.
Anastasia was really invested in this whole thing now. She made it her mission to help Ashley out. Movie night had been good but maybe she needed to start with the basics first. Ashley was too shy and naive, of course she would not be able to replicate what she had seen in the porn videos right away. So, Anastasia invited one of her guy friend over. Knowing that Ashley would never go along with it if she knew what was going on, she made her swear that she would trust her and remain in the living room, no matter what happened. Naive as she was, Ashley had no idea what was going on. When the guy arrived, she thought maybe Anastasia wanted her to meet one of her friends or something. Then she saw them making out. She felt very uncomfortable. She knew she should not be there but as soon as she stood up to leave, Anastasia reminded her of her promise and told her to sit down and watch.
Anastasia was on the couch next to her friend, they were kissing and Ashley could see her hand exploring his body. At first she placed it on his chest, then slowly made her way down until she reached his crotch. She then started kissing his neck and whispering in his ear that she wanted him so bad. As much as Ashley felt uncomfortable about this whole thing she could not keep her eyes off them. She saw Anastasia grab his hard cock through his pants and slowly rub it. She saw him unbutton her shirt and then pull up her bra, exposing her gorgeous tits. Anastasia’s nipples were already so hard. Then the guys started playing with her nipples, pinching them, pulling them and she would hear Anastasia moan. While he was busy playing with her tits, she unbuckled his belt and slid her hands in his pants. She started stroking him before remembering that she needed to show her roommate what was going on. So she slowly pulled his cock out of his pants. He was already rock hard and so big! Much bigger than Josh!
Ashley could not believe her eyes! She had never seen a cock this big before. Josh was maybe 6 inches and not really thick but this guy was maybe 8 inches and she saw how Anastasia could barely wrap her finger around it.
With her tits still out, Anastasia got on her knees and started stroking this massive cock. She then brought it to her face, close to her mouth and started licking the tip. She rubbed the head against her lips before slowly pushing it in her mouth. While playing with this massive cock, she kept eye contact with the guy. Slowly she slid the cock deeper in her mouth but she barely had swallowed half of it before she pulled it out. She licked the shaft then sucked the head before jerking it again. She told him how big his cock was before sliding it in her mouth again. This time, when she reached halfway, she kept still for a few seconds before slowly swallowing even more of it. Ashley was completely mesmerized by what she was seeing. Ashley now had about 3/4 of this huge hard cock in her mouth. She was gagging and chocking all other it but did not take it out. She kept eye contact with him while he was buried down her throat. When she finally took it out, she was breathless and the cock was covered in spit. She got back to sucking it again before using it to slap her cheeks. She was really enjoying herself while sucking his cock. Ashley had no idea sucking cock could be that enjoyable.
She had tried it once with Josh but did not really like it. Josh did not force her either so they never did it again. But now, seeing her friend tease that cock with her mouth, she wanted to try it as well.
The guy was now holding Anastasia’s head in place and was literally fucking her mouth. Tears were rolling down her cheeks but she made no attempt to try and stop him. His balls slapping against her chin each time he’d thrust deep down her throat. He was still too big for her, unable to fit it all down her throat but he sure tried his best. He was moaning and grunting and Anastasia remained on her knees, allowing him to fuck her mouth. By then her tits were covered in spit and she started playing with them.
When he finally let go of her head, Anastasia was gasping for air. While she was catching her breath, she grabbed his glistening cock and started jerking him, then she used it to spank her tits, rubbed it against her nipples before licking it and sucking it. As much as Anastasia wanted to fuck this guy, she decided that tonight she would focus on giving him a blowjob. She did not want this first lesson to be too overwhelming for Ashley. So, she sucked, licked, teased this cock, then his balls, then his cock again, until he was ready to cum. She had him spay his hot load all over her big tits and rubbed it all over them when he was done.
As soon as she left, she focused her attention back to Ashley. She explained to Ashley how important it is to use her tongue when she is giving a blowjob and not to hesitate to improvise and try new things. However, as much as she was willing to give tips she knew that the only thing that would really help Ashley was practice. On that note, she went to the bathroom for a quick shower.
Ashley could not believe what had just happened. She was very grateful to Anastasia who was being more than helpful and while she believed now she did grasp the concepts, she still did not feel very comfortable about doing that with Josh. She really wanted their next time together to be perfect and did not really feel confident about her skills.
Throughout the rest of the week, Anastasia invited other guys home and had her roommate watch as she was giving them a blowjobs. Ashley payed really close attention to what Anastasia was doing. While at first she had felt embarassed, after reminding herself that she was doing all this for Josh, she now felt more comfortable.
Something else that Ashley would never admit was that watching her roommate suck cock was a huge turn on. She enjoyed watching the cock disappear down her throat, watch her choke on it, watch tears roll down her cheeks, spit covering her tits while she was struggling to fit it all in her mouth. Ashley particularly loved it when the guy would grab Anastasia’s head and force himself down her throat. At night she would dream of Anastasia sucking more cocks and by the time she’d wake up in the morning, she would have soaked her panties.
This lesson had been going on for about a week now and Anastasia wanted to take it to the next level. So, that night, after giving yet another sloppy blowjob, she pulled up her skirt, revealing that she was not wearing any underwear. She then got on top of the guy, facing him, and slowly lowered her body onto his hard cock. When he was finally buried balls deep inside her, she slowly started moving her body. At first all she did was grind. Ashley was soaking wet by then and even a bit jealous of Anastasia. She watch her friend slowly slide up and down this massive cock, watching it disappear in her wet pussy. The whole room was completely silent albeit the sound of this big cock sliding in and out of that wet pussy. It did not take long for the guy to cum. Ashley heard him tell Anastasia that he was close but rather than get off him, she started riding him faster until he came inside her and even then she did not get off. Instead she remained on top of him, his cock still buried inside her, and started grinding again. Both of them were moaning and kissing. It did not take long before he was hard again and Anastasia started riding him. This time he did not cum quick. Ashley watched them fuck for at least 30 minutes. Her pussy was aching. She wanted to play with herself so badly. She watched them fuck and started imagining she was the one riding him. She wondered how it would feel to have such a big cock inside her. She watched it disappear inside Anastasia’s pussy one last time, heard him grunt and knew he had cummed again. She wondered how it would feel to have a guy cum inside her. She had never allowed Josh to. In fact, she had never allowed Josh to fuck her without protection but now she could not help herself wondering how it would feel to be fucked raw by such a big cock and then feel it cum inside her.
Josh was coming to visit in 2 days now and for the past 2 weeks, Ashley had watched Anastasia get fucked by different guys, in different positions in the leaving room. While she felt a bit more comfortable with trying new things, she was still stressed out about trying to make everything perfect for Josh. That night Anastasia invited yet another guy and had Ashley watch as she sucked him. However, before moving on to fucking him, Anastasia, who was already naked, looked at Ashley and told her to join her. Anastasia told her that as much as she had taught all she could to Ashley, it’s only through practice that she would be able to acquire the necessary skills. Ashley knew she should not join her friend but Anastasia had made a valid point. She needed to practice if she wanted everything to be perfect for Josh. Despite knowing this would be cheating, she let herself be convinced by Anastasia and finally joined her at the foot of the couch. That guy could not believe his luck. He had two gorgeous girls at his feet, playing with his cock. He was rock hard.
Ashley repeated what she had seen Anastasia do these past weeks. Stroking this hard cock and then slowly bringing it to her lips. It was already covered by her roommate’s spit. She brought it to her mouth and slowly rubbed it against her lips before shyly lickling the tip. Ashley could not believe she was actually doing that. She could taste the precum already and surprisingly this really turned her on. She slowly slid the cock between her lips, gently sucking on it as it made its way down her throat. She heard the guy, who she did not even know the name of, moan and this really encouraged her. He had maybe half of his cock in her mouth when her gag reflexes started kicking in. She held the cock in place and focused on breathing through the nose. She ran her tongue along his cock and played with his balls a bit before trying to swallow more of it. All the tips that Anastasia had given her were really working. While this guy was not as big as the guy from the first night, he was still bigger than Josh and she was able to deepthroat him! His cock was completely buried down her throat. His balls pressed against her chin. She remained like this, running her tongue along his cock. She had never been so proud of herself before!
When she finally ran out of breath, she finally pulled off him. She looked over at Anastasia who was watching her proudly. Anastasia told her that she was amazing and encouraged her to keep going. As she was busy licking and sucking cock, she felt Anastasia’s hands all over her body. Teasing her tits, grabbing and squeezing them, then pinching her nipples before kissing her neck. Ashley was really turned on and when Anastasia asked her to take her shirt off, she did. Anastasia immediately unclasped her bra and pulled it off her body, completely exposing Ashley’s tits. The two girls started making out, almost forgetting about the guy in the room.
That guy could not believe what he was witnessing. He watched them kiss and touch each other while he jerked off. Anastasia had slowly undressed her friend and they were now both naked. He wanted to fuck them both but Anastasia had told him not to rush her friend so instead he watched them makeout.
Ashley knew what she was doing was wrong but she just could not stop herself. For the past few weeks she had been so horny and even playing with herself did not help. She had kept thinking about Anastasia sucking and fucking different guys every night. Tonight things had escalated so quickly but she did not want to stop. She never thought she was bisexual but tonight having Anastasia touch her, kiss her, she was really turned on and wanted more. After having her remove her shirt and her bra, Anastasia had her remove her sweatpants and her soaking wet panties as well. The two girls were kissing and exploring each other’s body. She felt Anastasia’s fingers between her legs, rubbing her thighs, slowly making their way to her pussy. She did not stop her. Then she felt the fingers rub against her clit. It sent sparks of electricity throughout her body and she let a moan escape. Ashley was lying on her back, completely naked while Anastasia was rubbing her clit and playing with her boobs. It felt so good. She had never experienced this before.
At this point, the guy could not just watch them so he kneeled next to Ashley and slid his hard cock in her mouth. He grabbed her head and started fucking her mouth. She made mo attempt to stop him, instead he felt her tongue running along his cock so he kept going. While he was fucking Ashley’s mouth, Anastasia was fingering Ashley’s pussy. She could not believe how wet and tight she was. She slid in 1 finger and started sliding in and out until her pussy was used to it, then slid in 2 fingers. She fingered Ashley and started licking her clit as well.
This was the first time Ashley had her pussy eaten. She could not believe how good it felt. She was trying her best to focus on the cock in her mouth but it was very hard. And then it happened. Her whole body started shaking, she tried to close her legs but Anastasia did not let her. She kept fingering her and licking her clit. Ashley could barely control herself, she was moaning around the cock buried in her mouth, her whole body was shaking. This sent the guy over the edge as well and he started shooting his cum in her mouth. He had never cummed that hard. It kept on and on for several minutes but even when he was done, his cock was still hard.
Anastasia watched both of them cum. This was the hottest thing she had ever witnessed. She also watched her roommate swallow the huge load of cum and she was so proud of her! She leaned forward and started kissing her, still able to taste some of the cum. While the two girls were busy kissing, the guy moved between Anastasia’s legs and started teasing her opening with his still very hard cock. She was soaking wet. He slowly slid inside her and started fucking her while watching them make out. As much as he wanted this moment to last forever, he came very quickly inside Anastasia. By then he was completely drained. He pulled up his pants, thanked both girls for that amazing experience and left.
The two girls went to take a shower together and spent the whole night playing with each other. They finally fell asleep in the early hours.
Source: reddit.com/r/eroticliterature/comments/pq9i11/the_roommates_v2_mf_mff