This is a commissioned story about blackmail and involves public sex, fingering, and a cumshot at the end. I hope you enjoy it!
“What the fuck Andy! Are you actually trying to blackmail me right now?!”
“I’m not trying too Emily, I am. You think you can just cheat your way through college and it’ll be ok? I don’t think so, and now you’re going to do what I say or I will email this straight to your Professor!”
Emily couldn’t believe what she was hearing; somehow her friend Andy had found out about her cheat sheet and had come to her dorm room to confront her about it. He had the paper in hand and it had all of the test questions and answers printed off on it. Emily had sucked the Professor’s aides dick to get those answers, but what choice did she have? If she failed her Music Exam, she would have been kicked out, and no one was ever supposed to know about it. How had this happened?
Sitting on the bed, she looked Andy over, trying desperately to come up with a way out of the situation. She had known him for three years now, both having started at the University at the same time, and he had never struck her as a creep, but here he was in her room expecting God knows what in order to keep his mouth shut. He wasn’t a bad looking guy, tall with brown hair and squared shoulders; he was a nerd for sure, but a cute one at that. Finally she decided that she would just have to play this out, and figure out what Andy wanted.
“Ok Andy look, we can work something out here. But Professor Anders can’t ever see that paper. I could be expelled! So, just tell me what you want, and let’s get it over with.”
Emily was attractive and she knew it, she was taller than most girls, standing at 5’10 with short brown hair in a bob, and an hourglass figure. Her tits were always perky and her ass was well defined, an ass she had caught Andy staring at more than once. She suspected this would be sexual, Andy probably wanted a blowjob himself or something equally crude, so she was surprised at what came out of his mouth next.
“I want to take you out for a date Emily.”
“A date? Are you serious? All of this and you just wanted to go out with me?”
“That’s right, this Saturday around 9. We can go to that jazz bar that you like so much. But I expect you to wear a sexy dress and heels. What do you say?”
This wasn’t what she was expecting at all, but she did enjoy that club. And how bad could it be, they might dance a little and she would get felt up sure, but no one would ever know that she had cheated. “Alright Andy, you win. Saturday night, you can pick me up and we will go. But you promise that you’ll destroy that paper once we are done?” Andy nodded enthusiastically, clearly excited that his plan had worked. “Ok, I’ll see you then. Now get out of my room.”
Emily spent the week studying, not worrying much about what had occurred, and what was coming next. Saturday came, and Andy text her, giving her instructions on what to wear, and what to expect. Suddenly this deal didn’t seem so simple after all.
“I am a man of my word Emily. After tonight this will be done, but only if you obey everything I tell you tonight. You will wear that tight red dress, the short one that’s low cut, and wear sexy panties to match. I expect you to be waiting on the sidewalk outside of your dorm at 9, and I will be there to pick you up. Looking forward to tonight.”
Despite her outrage, Emily knew she didn’t have much choice and began getting ready at 7. It was still a date and she wanted to look good. Maybe she could seduce him enough to get off easily and finish the night quickly. She did her makeup and was careful to apply heavy eyeliner to make her eyes pop alongside s bright red lipstick.
Eight forty five rolled around before she knew it, and Emily made her way down to the sidewalk. A few people walking by definitely noticed the tall beauty, which made her excited. Emily was feeling pretty good about herself until she Saw Andy’s car pull up. Stepping off the curve, she tried to open the door only to find it was locked. The passenger window rolled down and Emily soon realized that she had no control of how the night was going to go.
“You look good Emily. I love the dress. Did you wear matching panties like I asked?”
“Yes I did, what would you like me to show you right here? Unlock the door and let me in!”
“Oh I like that idea! Yes Emily, pull your dress up and show me that you obeyed, or we can end this night right now.”
“What?! You actually expect me to flash you in the parking lot? Screw you Andy, I’m not doing that!”
“Your call then.” Andy pulled out his phone, turning the screen towards Emily. She could see an email already composed with the cheat sheet attached to it. “I press send and you’re done Emily. If I have to repeat myself again tonight, then you’re screwed. So I’ll say it one last time. Lift your dress up and show me that you obeyed my orders.”
As embarrassed as the young brunette was, she was determined to see the night through. Reaching down she lifted her dress up, revealing bright red lace panties covering her exposed flesh. As she stood there, the cheers from the building behind her made it obvious people could see what was happening, and her face flushed red with shame. When she heard the clunk of the door unlocking she quickly climbed in and Andy drove off, heading for the bar.
When they arrived, Andy directed her towards a booth in the back corner, away from the noise and crowds of the dance floor. He followed shortly afterwards, but not before grabbing a waiter and ordering an apple martini for Emily and a whiskey for himself. Sitting at the table, Andy seemed quite at ease, nodding along to the fast paced music, while Emily sat next to him, a mix of anger and embarrassment on her face.
“You didn’t have to humiliate me like that you know Andy. That was taking things a little far!”
“Oh relax girlie, no one will even remember it by tomorrow except you and me. Besides, if that was bad, then you’ve got a long night ahead of you. I liked those panties by the way. Very sexy, why don’t you take them off?”
Emily wanted to object, she wanted to slap this creep in the face and walk out the door, but the image on his phone stopped her, and she angry raised herself slightly off of the fake leather of the booth and began sliding her panties down her legs. When she finally had them off, she tried to slide them into her purse.
“nuh uh girlie. Lay them on the table, and don’t wad them up. I want everyone here to know that you’re sitting here without panties like a little slut.”
With a large sigh, Emily did as he asked, rationalizing that no one would notice considering they were so far in the back. Just as she laid the panties out, one of the waitresses came by with their drinks and looked at the garment on the table. She smiled as she sat the drinks down and Andy paid her, but Emily could see the judgment in the young womans eyes. “She thinks I’m a slut! I’m being blackmailed here you stupid bitch!”
As they sat there, Andy made small talk, and Emily began to get more comfortable despite how the night had started. She was determined to make the most of this night, even though she was forced to be here. While they discussed what their plans were for after school, she was almost enjoying herself, until Andy decided to step it up a notch.
“I can’t wait to fuck you tonight Emily.”
“I have to fuck you to make this go away, is that it? We could have done that back at school, why drag me all the way out here you sick jerk? Let’s just go and get this over with.”
“I brought you here Emily because I actually do like you. I wanted us to have a good time, but if you’re going to be hateful about it, then we will just skip to the next point. You’re going to give me a handjob, right here in this crowded bar.”
While he spoke, Emily could see his hands moving beneath the table. Stealing a glance down, she saw that his belt and pants button were undone, and his cock was semi hard, waiting for her attentions. Glaring at her date, she reached over and took his meat in her hand squeezing roughly in a show of defiance before stroking it slowly. The flesh became rock hard in her grasp and Andy let his head fall back, clearly enjoying himself. Emily knew how to give a handjob, and she put her skills to use, hoping that if she got him off here then maybe he would be satisfied. The two of them sat close, Emily working her hand up and down his shaft, taking time to rub her palm across his swollen head and using the precum there as lube to get him going.
“That feels good babe, let me return the favor!” Andy’s hand had slipped below the table as well and rested its self on Emily’s thigh. She continued to work him as his hands slid up between her legs, offering no resistance as he slipped a finger between her pussy lips. “You must be enjoying yourself Emily, your cunt is soaking wet.”
He was right, Emily was angry and embarrassed, but she was incredibly turned on by how forceful Andy was being. She had never been treated in such a way and her body was responding. Without a word she slid her hips forward, encouraging Andy to touch her more, which he was more than happy to do, sliding first two, and then three fingers into her wetness.
The two college students spent quite a bit of time pleasuring each other, but Emily was losing the battle and she knew it, her pussy was aching for Andy’s fingers every time he pulled away, and she was getting that lightheaded feeling that told her she was close to an orgasm. In her bliss she had stopped stroking, but Andy didn’t seem to mind. Turning so he could use both hands, he finger fucked her roughly while rubbing her clit with his free hand. He wanted her to have an orgasm, and he got his wish, watching as Emily’s head fell back and a moan passed her lips, her whole body quivering in the booth next to him.
Emily felt incredible. She had never had such a powerful orgasm without using toys before, and she certainly hadn’t expected it from Andy! She let him help her out of the booth and lead her to the door by her arm. When they got outside she expected him to head toward the parking lot, but soon found that they were making their way behind the building.
“Andy? What are you doing, the car is that way.”
“I know where the car is, but like I said before, I couldn’t wait to fuck you. Now I don’t have to anymore!”
They were barely around the corner of the building and out of site of the front of the bar when Andy spun her around and pinned her back to the wall. He began kissing her passionately with a hand in her hair and the other on her hip. Emily was consumed by his passion, kissing him back and running her tongue across his lips. She wanted him, all thoughts of the blackmail were gone, and she needed more.
“Come on Andy, do it. Fuck me!”
Emily quickly found herself facing the wall, Andy having turned her around using her hair as a handle. His hand still on her hips, he angled her lower body away from the wall and lifted her dress up exposing her for anyone who happened to be walking down the alley to see. Quickly undoing his own pants, his 8 inch cock sprang forth and he buried it in his crushes cunt in one thrust. Emily braced her hands against the cold brick wall, enjoying the fullness as Andy slammed into her repeatedly. Still holding onto her, he wrapped an arm around her body and began teasing her clit with his fingers as they fucked, eager to make her cum again. All was forgotten in their love making, as Andy fucked her like a whore and Emily loved every second of it, her screams echoing down the dark alley as she came two more times.
“It’s my turn now Emily, and I’m gonna cum on your face, do you hear me? I’m gonna paint you with my cum!”
In her sex drunk state Emily was more than happy to do whatever he wanted, falling to the ground she opened her mouth and stuck her tongue out, looking up at him as he jerked himself in front of her. The sight of her sitting on the ground eager for his seed was to much and Andy groaned loudly as he shot his load across her face, coating her eyes, lips, forehead, and dripping off her nose. Taking his phone out, he snapped a pic of the beautiful cum covered brunette before pulling the panties out of his pocket and handing them to her to clean off.
“Everything ok back here?”
Andy whipped around to see a security guard wearing a shirt labeled as part of the bar standing there staring at the two of them, Andy with his cock still out and Emily wiping cum off her face.
“Yeah man we are all good here!”
“Miss? Are you alright? This guy’s didn’t force you to come out here did he?”
With cum pooling around her eyes Emily knew what she looked like, and realized that she could get Andy in serious trouble here easily, but decided against it.
“No sir, it’s all good. We were just having some drunk fun. I appreciate it though!”
The security guard looked them both over once and grunted his acceptance, flashed Andy a thumbs up and left. The two lovers quickly got cleaned up and headed to the car. They were both quiet until they got onto the road, when Andy finally spoke up.
“A deal is a deal Em, I’ll delete the files as soon as we get back. And thanks for not trying to get me in trouble with that guard. Tonight was incredible, but I imagine you and I probably aren’t gonna see each other again, are we?”
As Emily sat there with gravel on her knees and cum still in her hair, she thought hard about what had happened over the last week. At first she was angry, but the more she thought about it, the more she realized that she had a lot of fun being forced to act like a cheap whore. It didn’t take her long to realize that she wanted more, she wanted to be a cheap whore for Andy, as long as he continued to make her feel like he did tonight.
“No Andy, we won’t see each other again, not until next week that is. I’ve never had an orgasm like that with anyone, so if you promise to make me feel that good every time, then I’ll see you at the same time next week.”
Source: reddit.com/r/eroticliterature/comments/7kou5r/same_time_next_week