Things changed dramatically for Ash once Craig found out she had cheated on him. Craig left and never went back, which had surprised Ash. No talking, no fighting or arguing, just silence and to be honest that hurt far worse.
She blamed herself completely and felt terrible. Her self esteem spiraled and so did her overall judgement abilities. She began to drink a lot -- not a ton, just a bit every night -- it helped numb everything and stopped her from thinking too much. She would also get high more than she knew she should. Weed mostly, but occasionally dabble in some of the harder stuff. Without Craig around there was little to stop her from getting into trouble.
At first she hated Drew for putting her in the position he did. What kind of guy goes after a taken woman like that, especially so relentlessly? And why did he keep texting even though she wasn't responding? Like, get the point dude.
But she did have to admit that sometimes in her weakest moments, when she was especially fucked up and lying-in bed trying to sleep her hand would wander between her legs while she thought about that night. She'd relive it repeatedly -- how aggressive he was, how helpless she was to stop it. How he felt, how he tasted, how he made her feel.
And it was in a moment like that, coupled with loneliness, when she finally responded to one of his late-night texts. He was over within minutes and soon after she was pinned down on her bed, his face buried in her pussy. They fucked and he left, leaving her feeling lonely once again as she lay in the darkness, his semen drying on her chest and neck and her pussy aching from his thick cock. She wished she never answered.
Yet, she answered again about a week later. At least this time he brought some drinks and they talked for a bit before he bent her over her couch and fucked her exceptionally deep. But again, he left her feeling alone and used once he was done.
She wasn't sure how it happened or what did it specifically, but she started to get excited when he texted. She started responding every time, eagerly. He noticed this change and ran with it -- becoming more and more aggressive both in his propositions and in person. Soon she was leaving work almost every day at lunch and meeting him at her place. He'd walk in with his dirty construction clothes and she would get on her knees in her skirt and work blouse and take his sweaty dick down her throat. And often he would just leave after, leaving her to finish herself off with his taste at the back of her throat and the front of her blouse soaked in spit and precum. She often felt very cheap after these encounters, as much as she loved them at the time, and wondered why she kept finding herself drawn to him as time went on, and that's how she realized she was developing feelings.
Over the next few months she continued to be at his beck and call, hoping he would eventually want more, but he never did. Her self-worth hit rock bottom when he came over one Saturday morning and as she was first taking his impressive dick deep into her mouth he asked how his date from the night before tasted. Infuriated, she tried to push off of him but he placed both hands on the back of her head and thrust his hips up off the couch as he pulled her head in towards him. She fought back hard at first, but as he stretched her throat further which each powerful thrust she eventually gave in, letting him use her warm, wet, and helpless mouth. She found it to be a much more violating act sober, especially with the taste of another woman in the back of her throat and by the time he tensed up and came she was whimpering.
To his credit, after he was spent he actually apologized for being too rough, brought her in and kissed her. He picked her up and carried her to the bedroom, still whimpering and ran his hungry tongue all over her pussy and ass until she had her hands on the back of his head and eyes closed as orgasms rocked her tiny frame. He kissed up her body as she quivered in the aftershocks, his tongue eventually slipping deep in her mouth. She kissed back and her legs wrapped around him in an embrace -- she felt closer than ever. He broke off the kiss and looked deep in her eyes before laughing slightly. "I'm sorry Ash, I just took one Viagra too many last night but I think one more time ought to do it" and she instantly noticed how rigid his enormous cock was against her.
And as betrayed as she felt, her hand traveled down and began stroking the thick shaft to let him know that she was his. And he kissed her deep again before reaching over into the nightstand for the lube. And as he stroked it on to his cock in front of her she couldn't help but admire his frame, her eyes focusing on his legs, his very impressive member, his abs. But when she got to his face she saw an empty look in his eyes.
And that was the only warning she ever got before he flipped her over on the bed so she was prone and pushed the head of his cock against her asshole. He hadn't tried anything like this since that first night and Ash tried to protest but Drew just pushed her head into the pillow as he forcefully entered her. The air was forced out of Ash's lungs and her vision went black as her tiny asshole was stretched open to impossible lengths for the second time in her life. After she was penetrated all the way he began to slowly thrust in and out, as well as her reaction. Soon he was fucking her harder and faster and as he looked down at her back as he slid into the hilt he decided he didn't need to hold back...or at least didn't want to. He ever so slowly pulled back until just his head was in her ass and then thrust back in as hard as he could -- forcing the most guttural groan out of her. Ash clung to the bedsheets as hard as she could and squeezed tears from her eyes, hoping he would cum soon.
Drew did not cum soon at all. In fact, it was obvious he was growing frustrated as he reached down and pulled her head back by the hair roughly, causing Ash to cum against her will (although part of this was the friction of her clit against the sheets rather than the pure degradation of the act). After that she tried begging him to stop again, but it was hard to get the words out and she just stammered between grunts as he used her. He responded by pulling back on her hair harder, causing her head to snap back uncomfortably and more tears to stream out of her eyes.
It was then that his balls finally tightened and he came inside of her, as deep as he could. With a loud moan in her ear he collapsed on top of her as his dick softened in her very used asshole. They lay like that for a minute as she realized how sore she was and how sweaty the both of them were: she felt disgusting and started to squirm slightly to get him off of her. Unfortunately the motion did not have the intended effect as she felt him start to grow and get hard inside of her again. She couldn't believe it and stopped but it was too late, he was fully erect and starting to pump on his own. His hot breath hit her as he whispered in her ear: "Just one more".