“A Blackmail Attempt”
I met Gina when I took my mom out to eat. She was our waitress, and she was gorgeous.
Think of a cross between Demi Moore and Salma Hayek. She had the most beautiful big brown eyes, haunted and damaged, but still cautiously hopeful. And something about her full lips and mouth, even with a space between her two front teeth, made hers the sexiest mouth I had ever seen.
We hit it off immediately, joking and talking non-stop to each other. My mom even made a comment that we should just exchange numbers so she could relax and enjoy her meal in peace.
I didn’t ask for her number. Instead, I started hanging out in the bar attached to the restaurant where she worked.
We played pool, hung out and really got to know each other. Every guy in that restaurant and bar made passes at Gina, but she wasn’t interested in anyone, it seemed, so I played it cool.
Then, about a month later, Gina confided in me that she was trying to break up with her daughter’s father. He was a crack addict, and their daughter was only two years old.
That’s when I confessed how attracted I was to her. I told her I’d like to remain friends even if she wasn’t interested romantically, but I was all in if she was.
At closing that night, she invited me to a friend’s house for drinks. We ended up kissing in her friend’s bedroom.
After that, we had a very hot two or three week affair, and really couldn’t get enough of each other.
It was 1992. So, I was 28 and Gina was 25.
Around two or three weeks in, having Gina sleep over my house every night, a very bad thing happened that last night in my house.
Gina confessed to me that she was also hooked on smoking crack, and had been for more than a year.
She told me that after not having a hit for so long, that she had to leave so she could go get high. She also said that she would have to have sex with her sugar daddy to get enough money for the crack, and she needed to smoke it with her ex at his house, so she might have sex with him, too.
I was devastated. She said she’d understand if I never wanted to see her again.
My first reaction was to beg her to go to rehab. She flatly rejected the idea.
Then, knowing I was fucked because I was already hopelessly in love, I told her I would let her go, but I wanted her to come back to me.
She thanked me, and cried as she left.
Letting her go that night was one of the most painful things I have ever done, but she was so honest about it I didn’t resent her for it.
She came back to me two nights later, admitted that she had sex with her sugar daddy, and gave her ex a blowjob.
I forgave her and made love to her that night. We had another great week or two together, and she told me she had to relapse again.
This happened half a dozen times over the course of three or four months. I forgave her and took her back every time.
She didn’t always have sex with her ex, but Gina always had sex with her mysterious sugar daddy.
She talked all about her ex, but would never divulge the identity of her sugar daddy. One time, as I was asking about the guy, Gina shut me down by saying, “Nobody can ever know who he is, and he will never tell anyone who I am. We will take that secret to our graves.”
The only thing I knew was that he was an older white guy, and had accidentally gotten her pregnant a year before I met her, but he paid for an abortion.
His identity gnawed at me. Gina had been fucking this one guy to support her habit to avoid working the streets or fucking drug dealers, but she wouldn’t tell anyone who he was.
Well, one fateful night, after Gina informed me she had to leave to get high, I followed her with my car and my video camera.
I wanted to see who she was meeting. I pictured someone famous, a politician or a news anchor.
Gina drove to the parking lot behind Kent County Hospital. She backed in to a parking space way out near the woods. Another car was parked there, too. She had pulled in beside it.
I couldn’t approach them with my car. They would see me coming from a hundred yards away, so I pulled up next to the woods on the far side of the lot from their cars.
I got out of my car and hiked on the edge of those woods until I was within twenty feet of them.
Gina was fucking a man in the back seat of her car. I turned the video camera on, and luckily, they had parked under a streetlamp.
You could make both their faces out as they fucked.
The man who was fucking her, to my shock and surprise, was Gina’s stepfather. I had met him and her mom several times before.
I kept filming.
It was obvious they were fucking, even at night and from a distance. I zoomed in and also noticed that Gina wasn’t exactly distraught or crying about it.
Actually, she looked quite into it.
They finished up and I saw Bobby handing Gina cash. She French kissed him goodbye and drove off to go buy her drugs.
I left and never said another word about it.
Gina got clean soon after that and we had a rocky eight year, on and off again, relationship. This was not due to drugs.
She had stuck with the program the whole eight years, but she cheated on me five times.
She would be completely honest about cheating, but always break up with me after she cheated.
This drove me insane. She would blame her cheating on how I treated her or claim we weren’t really together as a real couple when she cheated, anyway.
There was always some excuse that excused her infidelities.
Then she would date the turd she had cheated on me with, and always come back a few weeks or months later, telling me she was sorry and begging for me to forgive her.
These were the only times she would ever say how much she loved me.
I loved her too much to resist.
On top of that she was so frigging gorgeous, and we had such amazing sex that I could never turn her away.
Gina was never squeamish in bed. She loved every hole filled, and enjoyed drinking cum.
Girls that beautiful are rarely that wild in bed.
She had a fetish for brutally rough anal sex that was so off the hook I probably would have been obsessed with her for that alone.
More on that later.
First, you must understand this, I have a cum swallowing fetish. No. Not me swallowing.
When a girl drinks my cum I am thrilled. It probably stems from an experience I had when I got my first blowjob. (See *Two Lonely Women: Ch. 1, on Literotica, by me, Hofeeder.)
Gina, according to her, hated the idea of swallowing cum and had never done it before we met.
Well, after Gina would leave me to get high and have sex with her sugar daddy and her ex, when she returned she would try to make it up to me by learning to swallow my cum.
This was huge. I could tell it was difficult for her to do, but she would power through it and swallow anyway.
It was so exciting for me, especially because of how much I ejaculated. Most girls who had no problem swallowing cum had problems with mine. It was just too much for them to handle.
Having Gina devote herself to learning how to cope with swallowing my copious amounts of semen helped make me obsessed with her.
Also, I adored her personality, and really enjoyed spending time with her.
Lastly, she was the most brutally honest girl I ever met, and I appreciated that. Her excuses for cheating were complete bullshit, but she always confessed that she cheated without me prompting her, and would convey every detail if I asked.
In the end of our eight year run, however, after Gina got her bachelor’s degree, she cheated on me with a doctor and it finally stuck.
She dumped me in the summer of 1998, and I was heartbroken.
A few months later, I heard through a friend that they were very much in love, buying a house and getting married.
I called Gina that night. When she answered I congratulated her and told her I needed her to come to my house for a few hours to talk about something so important that it could change her life.
She refused to see me in person.
“Gina,” I said, “It’s about your secret sugar daddy.”
The phone went silent.
“What about him?” she asked.
“I know who he was.”
“Harry, nobody knows who he was, and nobody ever will.”
I said, “It was Bobby, your own stepfather.”
She laughed a little too loudly, and said, “Don’t be ridiculous.”
“It was Bobby. I have a video tape of you two fucking.”
“You are fucking insane and disgusting. I can’t believe you would make up this elaborate–”
“I followed you, way back when, right after we started dating.”
“So?”
“So, I taped you fucking him in Kent County Hospital parking lot.”
The phone went silent again.
“I have the tape. You can come and watch it at my house… while you blow me, of course, and drink all my cum.”
She screamed, “What? Excuse me? I am not fucking coming to your house or ever fucking blowing you again, you sick, twisted, motherfucking bastard! If you think I would ever–”
“Then I mail a copy to everyone you know, and I have about twenty copies.” I hung up the phone and waited, staring at it.
Several minutes elapsed, and I got more and more chagrined.
I walked to the fridge for a beer, completely puzzled. “She’s got to call,” I muttered.
Popping the cap, I took a long swig. Then I sat down by the phone, watching that video tape on TV, and I waited for her call.
About ten minutes later, a car sped into my driveway and screeched to a halt. I heard stomping footsteps and then it sounded like someone was trying to beat my door down with their fists.
“Open this fucking door you sick fuck! Open it!”
Gina lived almost twenty minutes away. She had made the drive in about twelve.
I went to the door as she continued to pound on it and scream for me to open it. I shouted, “Only if you calm down!”
She must have kicked it. My heavy wooden door cracked. Knowing it wouldn’t break, I said, “If you don’t fucking calm down I am calling the cops.”
She stopped beating on the door. Out of breath, Gina shouted, “Open up, you filthy fucking liar. You don’t have any tapes. It’s just a pathetic and stupid bluff. I don’t even know why I got so mad.”
“It’s playing on a loop in my VCR right now.”
“Then open up and prove it.”
“Do you promise not to hit me?”
She laughed, “What are you afraid of a fucking girl, you fucking pussy?”
“Yes!”
Gina cleared her throat, and snickered. In a calmer tone, she said, “Just open up, Harry. I won’t beat you up. I wanted to, but I’m calm now.”
I unlocked and opened the door.
She glared at me. “Why would you make something like that up?”
I moved aside, giving her a clear line of sight to my TV. “I wouldn’t.”
Gina spotted the video playing. It was a clear shot of her and her stepfather’s profiles as they fucked in the back seat of her car.
Her mouth dropped open and her eyes nearly popped out of her head. She walked quickly past me toward the TV.
“Fuck. Fuck. No. Fuck.” She stopped and stared at the screen with both hands on the top of her head.
It was getting to the part where both were about to orgasm, or at least each appeared to climax.
Bobby went first, his face contorting and his body shuddering as he thrust his hips upward.
Gina, who was riding him, was pushed up, the back of her head and shoulders pressed against the roof of her car. Then, her mouth opened and her body quivered.
I had watched it a thousand times.
The Gina in my house spun around to face me. Her mouth moved, but nothing came out. Then she shrieked, burst into tears and covered her face with both hands.
She fell to her knees like that and wailed, almost incoherently, “Please, Harry! You have to burn it! Burn it, now!” Her whole body shook as she sobbed violently into her hands.
I felt horrible. Walking over to her and rubbing her shoulder, I said, “Do you need some water, Baby?”
She shook her head, and removed her hands. Tears streaked her face and a tear droplet hung from her nose. She looked up at me, took a few shaky breaths and said, “You knew this whole time?”
I nodded.
She almost lost it again, but maintained control. “You must… You must think I’m disgusting.”
“No. I love you, Gina. I think you are amazing.”
She sniffled, wiped her tears away with her hands and shook her head. She blinked a few times, looked up at me and said, “If you really loved me you would destroy every fucking copy of that tape.”
I smiled and said, “That would be very unselfish love, wouldn’t it?”
She nodded, a hopeful look in her eyes. “Yes!” she said, “Yes, it would.”
“Do you think cheating on me with five men, that I know of, and then dumping me for a doctor was unselfish love, or selfish love?”
She looked up at me, a snarl forming on her pretty upper lip and her brow knitting in anger.
“I almost mailed it to your fucking mother without even calling you.”
Eyes widening, she inhaled sharply and held her breath. The anger gone, Gina’s face turned to stone.
“What? No, thank you?”
She blinked her eyes and exhaled, shaking her head as if at a loss on how to respond.
“Well, I think not sending it out to anyone for a week deserves a nice, sloppy blowjob.”
I unbuttoned and unzipped my jeans, yanking them down to my knees, along with my boxers.
My dick was already hard in anticipation. I had been wanting to do this to her since she fell, blubbering to her knees.
My dick popped up and wagged in front of her face.
Her eyes opened wider. She looked up at me in disbelief, and said, “You cannot be fucking serious?”
I nodded and gave her a rueful chuckle. “You are going to give me one blowjob every week for life, until one of us fucking croaks… or I will start mailing those tapes out. You can get this week’s blow job done right now… since you’re already down there.”
“Really?” She laughed and shook her head. “You really thought this insane and ridiculous fucking blackmail plan could work?”
I shrugged. “It was a long shot, but I figured it wouldn’t hurt to ask… before just mailing them all out.”
“You are serious! You really thought I would cheat on my fiancé on a weekly fucking basis just to stop you from embarrassing me? You are truly a stupid fucking man. Truly stupid.”
Gina stood up, pointed her finger in my face, and said, “If you send anyone I know a single one of those fucking tapes I will fucking shoot you. Do you understand?”
I half chuckled. “You think dying scares me?” I nodded at my desk and my.45 sitting on it. “Go grab my gun. It’s loaded. The safety’s not even on. You can shoot me right now. I try almost every night. Haven’t had the balls to shoot.”
“Okay,” Gina said, “I’ll do you that favor.” She pushed past me and lifted the pistol.
Here it was, my true plan all along. I exhaled and said, “Better aim for the head. You already ripped out the heart.”
Gina turned, lifted the gun and pointed it directly at my head. I truly expected to die. This was no joke. It was the perfect way to go, shot by the woman who broke me.
Gina had a terrible temper, and a very scary violent streak. She had beaten me with a lamp once and ended the beating by breaking it over my head.
To be honest, I wish she had beat me up like that more than just once. It had led to the best make-up sex of my life.
I held my breath, waiting for her to end my misery.
Her face turned to stone, as her finger fidgeted on the trigger.
“Well? What are you waiting for? I’m going to mail those fucking tapes and show everyone how you fucked your own stepfather.”
She took in a sharp breath, blinked and aimed the gun lower, at my chest.
I scoffed and shook my head. “Of course. That’s where you get me every time. Right in the heart. Finish the job.”
She lowered the gun a little, shook her head, and took several breaths. “I will,” she said. “I will do it, Harry.”
She raised the gun up to point it at my head again.
I shuffled forward, my pants still down around my legs, and slowly leaned in, pressing my forehead against the barrel.
Her eyes widened. She took several short, sharp breaths, and held in the air.
She set her jaw, grimaced and began squeezing the trigger.
I sighed in surrender, and closed my eyes. The last thing I would feel was a single hot tear running down my left cheek. I don’t even know why it fell.
I had wanted this for so long.
“God damn you!” Gina said, throwing the gun across the room.
I opened my eyes, let out a breath I didn’t know I’d been holding and blinked at her. “I don’t get it?” I said. “Why didn’t you shoot me? I’m fucking blackmailing you.”
“I just… I just can’t,” she said, shrugging. “Mail them out… if that makes you feel better.”
“Dying… dying is the only thing that would make me feel better. Without you… I just want to die.”
“You wanted me to shoot you,” she said, exasperated.
I nodded.
“Why?”
“I can’t live without you, Gina.”
Gina shook her head. She frowned and shrugged. “Sorry. I’m with Mike.”
I growled in frustration, tears falling. “You should have pulled that fucking trigger. Why do you always… always… just want me to suffer?”
She put her hand on my cheek. “I don’t want you to suffer. I never wanted you to suffer, Harry.” New tears welled up in her eyes. “But I know how much I made you suffer.” She nodded. “I really do. And it was a lot… a fucking lot… over these past eight years.”
She wiped her own tears away with her other hand, sniffled and shook her head. “Whew,” she said, flashing a smile. “We’re both doing a lot of crying today.”
Gina cleared her throat, stood straighter and shook her head again. “Let’s get back to the business about these tapes.”
I shrugged and shook my head, ready now to just let her go. “I’ll do the unselfish thing, of course, Gina. I’ll destroy them all.”
“No,” she said, “That’s unacceptable.”
Confused, I grimaced and said, “Unacceptable?”
“Mike has classes every Saturday morning, but I’m off Saturdays. I can be here around 9 AM. Is that okay for you?”
“For what?”
She smirked, raised a brow and tilted her head, waiting for the light to dawn.
I asked in complete disbelief, “You mean for the… the weekly blowjob thing?”
“That was the terms for my blackmail, wasn’t it?”
“Are you… are you fucking with me, Gina? Or are you actually being serious right now?”
She took a deep breath, and sighed in resignation. “I cheated on you for years. Maybe it’s time I cheated with you.”
With a mischievous smile and a shrug, Gina stared into my eyes as she dropped slowly to her knees. “I can get the first blowjob out of the way right now… since I’m down here.”
She opened her mouth wide, and turned her attention to my penis, hanging only a few inches in front of her face. With a quick lunge forward, she greedily took it all into her mouth and suckled it.
I gasped loudly at the warmth and bliss of Gina’s mouth around my cock.
My soft member immediately responded to its favorite place to be. She moved her head in a bobbing and nodding fashion, coaxing my cock to get harder and harder.
As it reached its full length and girth within seconds, Gina said, “Mmm-mm,” so loudly that it vibrated my penis.
She pulled her mouth off, looking up at me as she slowly stroked my cock with her hand, and said, “I’m required to swallow all your cum, right?” Pursing her lips and squinting inquisitively, she asked, “So, what’s the penalty… if I miss a drop?” She shrugged and smiled. “I mean there has to be a penalty, right?”
“I guess,” I said, enjoying where this was going.
“May I make a suggestion?” She looked back to my cock, quickly engulfed it with her mouth again and sucked on it, delivering half shaft strokes with several bobs of her head.
I gasped, and breathlessly said, “Sure… what’s your… what do you suggest?”
She went deep, nearly taking in the whole length of my cock, her nose almost touching my pelvis.
She pulled her encircling lips slowly back up the shaft, moaning in pleasure the whole way up.
Nobody ever sucked a better cock than Gina.
Her mouth came off again, and she went back to stroking me slowly with one hand.
She looked back up at me, swallowed the spit in her mouth and cleared her throat.
She said with her lip curling up into a snarl, “Anal. I mean hard… pounding… deeply penetrating… anal.” She smiled mischievously and gave a little shrug. “I mean if I ever were to miss a drop of your cum, getting pounded in the ass with this thing seems appropriate.”
She went back to sucking my dick.
“That sounds… like the perfect penalty,” I said, then I moaned in pleasure at another attempt by her to deep throat.
The tip of her nose touched my pelvis this time.
I took in several short, sharp gasps as she worked her mouth back up the shaft.
“Anal it is then,” I said. Chuckling, I added, “You best not miss a single drop.”
She took her mouth off my penis, smiled and said, “I’m feeling… very clumsy today.”
Gina took my cock in again and started feverishly working it, bobbing, nodding and moving her head in circles.
She groaned loudly as my cock throbbed and swelled in her mouth, knowing through her vast experience doing this to me that I was getting ready to feed her some cum.
What she didn’t know was that I hadn’t had an orgasm in over a week. This may sound trivial to most, but I normally cum at least once a day and I always cum a lot.
I went six days once, back when I was married to Marilyn. When I pulled out of her vagina with the modest plan of simply dumping my load on Marilyn’s stomach, a rope of cum as thick as a pencil shot out.
It splattered in a long, gooey streak an inch wide and two feet long, from just above her naval to her forehead.
Nothing was missed in between.
Her cleavage, neck, chin, open mouth, left nostril left eyeglass lense, and eyebrow all had a wide, gooey river of sperm on them.
And that was only the first flying slime arrow.
Marilyn took five more. She was shrieking and trying to block the barrage with both hands, as she gagged, choked and spit out a few gobs of cum that had landed inside her open mouth.
In the end she looked like one of those fake porns where they cover the actress with long lines of tapioca pudding.
Marilyn sputtered, gasped for air, leaped off the bed and ran screaming and blind to the bathroom, all covered in cum, as I laughed my ass off watching her.
Now, as Gina sucked my cock, waiting and wanting to drink all my cum, I felt a pressure building that felt truly unprecedented.
“Uh, this is going to be… a huge fucking load,” I said with strain in my voice, my whole pelvis tightening up more and more.
Gina took her mouth off only for a second and said, “No problem. I’ll drink it all.” She went back to feverishly milking my cock with her mouth.
“No, Gina!” I said forcefully, feeling an enormous explosion of pressure about to break out of me. “You don’t get it! I haven’t cum in over a week!”
As she sucked my cock, I saw Gina’s brow knit up in concern at my words.
She knew how much volume I normally ejaculated. She had swallowed my regular daily loads more often than I could count.
She pulled her mouth off, took in a breath and nodded once in grim acknowledgement.
“Okay,” she said, “I got this!” Then went right back to sucking that cock, a look of fierce determination on her face.
Seeing her enthusiastic reaction to my warning, which, in essence, was, “Hey, look out! There’s about to be like a gallon of fucking sperm shot into your mouth!” It pushed me right over the edge.
Speaking quickly, my voice an octave higher, I gave her final notice.
“Here it cums, Baby!”
The floodgates broke open and the most epic orgasm of my life exploded out of me.
I grunted as my legs, midsection and whole body spasmed, heaving in a concerted effort to expel all the cum trapped inside.
I breathlessly gasped out, “Hoh! Leee! Shiiiit!”
My cock felt like a fire hose. The wide, gushing glut of cum being forced through it actually hurt.
Gina, on the receiving end, held my cock with both hands, with her eyes still full of determination and her lips tightly encircling my penis, just below the head.
As that first mighty ejaculation exploded into her mouth, her eyes opened wide as quarters in surprise, but she kept her lips in place, and quickly received a second, a third and a fourth helping of gushing sperm.
Her cheeks began to puff out from the glut building up inside inside them. By the fifth course, her brow wrinkled up in distress, and then relaxed again as her eyes rolled back in her head.
She whimpered and relaxed her mouth, letting it open, but tilted her head way back to prevent a spill.
It seemed as if Gina had only now just completely surrendered to being my human cum dumpster.
She still held her bottom lip, dutifully, below the head of my cock. And through her open mouth, I could see that sperm had filled it to the top.
My sixth rope of cum shot some into her open mouth, hitting her incisors, but more over her face.
That thick rope streaked up her face, filling a nostril, covering one side of her nose, pooling in the corner of her eye and streaked her brow and forehead with a thick white ribbon of cum right into her hair line.
The seventh followed the same general path, making the river of sperm flowing over her face even thicker. It had forked out over her left cheek, as well, and that fork of cum sent a glob dripping toward her ear.
The force behind my ejaculation ended, but I dribbled another big glut of splooge into her already filled mouth, causing an overflow that spilled onto her chin and dripped down her neck.
Fighting for air, and standing on wobbly legs, I looked down at Gina’s face and gasped.
I had never seen such a thoroughly cummed on face, not even in a porn. Maybe it was her confused expression as she blinked her eyes repeatedly, and stared wide-eyed at the ceiling.
She looked like she couldn’t believe what had just happened.
“Oh, my God, Gina. You are fucking wonderful.”
To her credit, she had remained composed enough to hold her head back, keep the majority of cum from dripping out of her overfilled mouth, and not attempt to dodge or block the slime arrows hitting her in the face.
Now, with great poise, she remained still, and began slowly struggling to swallow the contents of her mouth.
She closed her lips, which forced two thick globs to drip out the corners of her mouth, and then she began a series of small swallows.
I watched as she lifted her jaw and blinked with each loud gulp, her throat rising and falling as it carried the cum down to her stomach.
She swallowed loudest the last time, opened her now empty mouth and gasped in a big breath of air.
I clapped and said, “You are a fucking bukkake goddess!”
She laughed, smiling proudly, still holding her head back. “Fuck! That was some crazy shit!” She fluttered her eyelids and shook her head. “Whew! That… was a lot… of fucking… cum!”
Lifting her hand, she carefully used a finger to clear the cum pooled in the corner of her left eye. “You fucking shot it all over my face.”
“Sorry.”
She giggled. “It’s okay. Watch this.” Gina used both hands to carefully scrape the streaky globs of cum on her face toward her mouth.
She pushed the cum that had dribbled out the corners of her mouth back in. She scraped the cum that had dripped down her neck and chin back up and in.
Then she dragged the cum down from her forehead, over her eyebrow, eye and nose, using her fingers like a snow plow, and dumped a giant glob of jism into her mouth.
She opened wide and showed me her tongue. It looked like a larger than normal sized load of cum covered it, thick, layered and gooey.
Gina flicked her tongue in and closed her mouth. Pursing her lips and sucking in her cheeks, she swallowed it down in one gulp.
Her eyes rolled back in her head as she swallowed, and then popped open in surprise. She gasped, apparently surprised by the sheer amount she had just swallowed.
Her eyes squeezed shut as she grimaced in disgust and her whole head and body shuddered.
Darting her hand up to cover her mouth, her shoulders clenched and she heaved, but she suppressed the urge to vomit.
“Eeeew!” She shouted, wearing a deep snarl of revulsion. “That last big wad… way too thick. I almost puked.”
She shook her head, and blew out a breath. “If I’m doing this every week you have to masturbate every day. That’s the rule.”
I chuckled and nodded.
Gina took a few seconds of swallowing repeatedly and deep breaths. She nodded. “Okay. I’m good.”
Blackmailing Gina: Ch 2
“You Missed a Drop”