"And then all three of them ended up fucking me up my ass against my will. They took video and everything." Jenny texted her coworker, Matt, whom she was trying to get to take her out to dinner and maybe more.
Matt had been playing coy... hard to get? Impossible for Jenny to crack. Jenny is a very average looking Chinese girl with two nice attributes—her "dick sucking lips" and round, peach shaped ass and thick legs. You might give her a 6 depending on your tastes... guys who like Asian girls could stretch to a 7, guys who didn't care for her, a 5 or 6. She was a bit overweight but not fat... just you know, like 132 pounds on a 5'3" frame but with no tits to speak of, sadly. Even when she gained weight it didn't go to her tits... they were just a bit more than A cups.
And Jenny had been very unlucky in love. Her first boyfriend was a complete tool who always made her feel substandard, and who only seemed attracted to her when she was sucking his cock. Her second boyfriend broke her for years. He fawned over her, was respectful to her, and was loving and kind. Most importantly, he seemed really into her; he made her feel beautiful, sexy, even desirable. Sometimes he even had her pose for intimate photographs, which scared her at first but over time came to make her feel cherished and wanted. When she was with him, she felt sexy.
They even experimented in the bedroom a bit with some exhibitionism, leading to several three-ways with one of her boyfriend's friends before they broke things off when he moved to France for work. She wanted to do the long-distance thing, but they both knew it would prove too hard. When he began dating a Parisian girl just a few months later, she was devastated.
She fell into a deep depression and she medicated by sucking and fucking their mutual friend who remained in New York with her but as he had a steady girlfriend, he was getting more serious about, he too became less available. Jenny didn't find many men in New York like her boyfriend—not ones that were into her, and needing affection, sex, and attention, she turned to dating apps... and she lowered her standards, considerably.
Most men took advantage of her, and as her self-esteem dropped, she opened herself to greater and greater abuse just to feel wanted by someone... anyone. In her desperation to get Matt interested in her after flirting with him at the office for months, she picked up on the fact that he lingered on a detail of a sex story she had told him while lamenting the trials and tribulations of hook up apps in New York.
They had already exchanged some nudes—as usual, his was just a dick pic, but Jenny in her quest to please and entice, had been sending full frontal nudes, pictures of her in bondage apparatus, even pics of a man's hand pushing a dildo into her ass while she grimaced. She had sent that one when Matt seemed to engage on the topic of forced and coerced sex.
"Oh god, any date that survives the restaurant I usually finish off with a blowjob just to get out of there safely and so that I don't have to call the guy back if there's no connection." She told him one night.
"Wait, you're telling me any guy that takes you out has a better than 50/50 chance of a BJ?" Matt asked incredulously.
"It's New York... I'm no ten... they expect you to put out. Believe me it's a lot better than the date rapes." She replied.
"Oh now you're just trying to titillate me." Matt replied.
Jenny knew the topic of forced sex could be highly erotic to some men—hell, even though she had been date-raped multiple times there were still certain scenarios even she felt were erotic, and Matt had just laid out the chance to explore it. Jenny took the bait.
"Oh you have no idea... I was on a date once with this guy from Flushing who picked a restaurant near my apartment in Brooklyn just for the chance to try to get back to my apartment. I don't know what I expected... I could see right through his attempts to go back to my place to 'check out my vinyl collection' and other things that could only be done in my apartment." Jenny said to Matt.
"Well what happened?" Matt asked, obviously wanting the story.
"Well... within minutes of getting into my apartment, he got touchy feely right away. It didn't feel right... he tried to make out with me—but his hand... it went to my throat right away. Like, that's not exactly first kiss material is it? I like to be choked as much as the next girl, but it freaked me out... then... you know..." Jenny said, leaving the details.
"Wh—what... what happened?" Matt asked, his voice the tiniest bit strained.
Jenny decided to get graphic and see how Matt would respond. She was 90% sure he wanted details...
"God, I hope you don't think less of me if I tell you." Jenny said, in a thinly veiled attempt to get him to goad her on.
Matt simply said, "Tell me."
"Well... I pushed him away from me and asked him what he was doing... he got mad... like, real hot, real fast. He slapped me twice and screamed at me to cut the bullshit. I just shook in fear... I didn't know what I did wrong. He told me I knew why we were up in my apartment... he said he knew what I wanted..." Jenny said in a meek voice.
She heard Mark breathing a bit more heavily, before he said, "Go on..."
"Well... then... then he raped me." Jenny said, pausing... " I mean... I don't want to scare you off with too much detail... I like you, Matt."
"No... it's okay." Matt replied. She knew he wanted more detail. All of it.
"Okay... well... he reached for me and ripped my button-down blouse open... he spun me around as he tore it off my shoulders... somehow he tore my bra off of me as well. It all happened so fast... I just remember him pushing me over my dining room table right here in my apartment... he flipped my skirt up onto my back... he tore my thong partially off so that it didn't block him... I just remember him slamming my face down into the table two times and telling me not to scream... then he pushed into me from behind. I just remember his sounds... like an animal... growling at me as he pounded into me from behind... he had licked his fingers and rubbed my pussy some before pushing into me I guess... so it didn't really hurt much... I just remember thinking... fuck... this is going to happen to me again sometime." Jenny said.
"Oh... God..." Matt said, groaning.
"I thought he would just cum in me, pull up his pants, and leave... but he was in for the long game..." Jenny said trying to see if Matt was excited or sad or angry or what. She felt like she was hearing 'excited.'
"What else did he do to you?" Matt bluntly asked.
'Excited. Perfect!' Jenny thought as she continued, "Well then he flipped me onto my back on the table so he could fuck me and see my tits and my face... he covered my mouth and told me what a stupid whore I was... how I knew I was going to put out an how I was trying to dine and dash... he fucked me a little slower like this... like he was trying to slow down and savor it... I just laid there and let him do it... I didn't fight back at all... I didn't want to get slapped again."
"Fuck..." Matt said.
"Yeah, fuck... so then when he realizes I'm not fighting anymore, he tells me to come over to the couch and face him and ride him. Me. He wants me to just fuck him while he lays there and enjoys it... so of course, I had to. He would have beaten me senseless if I hadn't... it wasn't a suggestion or polite request. And I just remember looking up at him with my "am I a good girl" blowjob eyes when he stood and told me to kneel in front of him... both of his hands in my hair holding me down on him as he stabbed at my throat with his cock. I just wanted him to cum and think he had a good time and not hit me anymore. He asked me if I was loving his cock... I told him I was. I told him I wanted to make him cum. I did want him to cum... to get it over with."
"So he slapped you, stripped you, bent you over a table and fucked you... flipped you on your back to fuck you some more... then made you ride him on the couch... then he facefucked you?" Matt asked... Jenny thought she could maybe hear him pumping his cock in the background.
"Exactly... can you see that? Can you imagine that happening to me?" Jenny asked.
"I'm imagining it right now... I hope you're not upset... I mean... you know." Matt replied.
"No... no it's in the past... and I can see how maybe it's hot for you. I wish this was the only time that had happened... but it's more common than you think here." Jenny replied.
"Fuck... so... so how did he finish?" Matt asked.
"Like, did he cum on my tits or in my mouth?" Jenny asked with a laugh.
Matt laughed too, but clarified, "No... I mean... was that all... He came from your blowjob and left? He didn't... try to fuck you in the ass or anything else?"
"Oh no, thank God... I mean that's happened... just not with him. No, he just fucked my mouth and then pulled out and pumped his cum all over my face... the asshole even took a video of it and texted it to me to show me he had leverage on me and that he was going to get away with it. No girl would want that as a matter of public record..."
"Wait... wait... so... you're saying there's video of this guy's cumshot after date raping you... And... you're also saying... You've been raped in the ass?" Matt asked borderline wistfully.
"Two for two." Jenny said, hoping he'd ask for more... Matt was out of her league, looks wise... he seemed nice to everyone in the office, had a good upwardly mobile career... She didn't want Matt to rape her, but she did think getting him on the playing field for a little dinner and a BJ could give her a chance with him. Jenny had done some kinky things... that can be pretty enticing for a while to any guy.
There was a long pause in the conversation... Matt's breathing was heavy... he was obviously turned on and thinking about everything she had told him.
"Can I see?"
"Oh my god... Promise you won't show anyone at the office... I'd be dead." Jenny said.
Matt was elated her response wasn't "NO!"
Matt watched his cell phone patiently, thinking a 10 second tiny cell phone video of a guy popping in Jenny's mouth was about to drop. Instead, there was a cloud drive link to a 484Mb MP4 video.
