A cute young woman is blackmailed into very hardcore anal sex
Maria is a very cute, 19 year old woman. Standing slightly above 5 foot tall, she has curly brown hair, a beautiful smiling face, nice perky breasts (champagne-glass size...) and a very tight little ass.
I’ve known her for 3 or 4 years, we went to highschool together and I was always very attracted to her. She’s not overtly sexual, always dressing in jeans and modest tops, but quite flirty and is a very intelligent girl, doing voluntary work at school ect. Though I wouldn’t call myself shy, I am not very forward when things come to sex so I never managed to have more than coffee with her.
That was to change, though...
One day I was visiting her at her flat and, while she was busy doing something else, I snuck around a bit and chanced upon some pictures of her having sex with the owner of the cafe she worked in. These were not things she would want anybody to know about, so I decided to blackmail her and finally have my way with her.
When I came back into the room she was in I couldn’t suppress a very smug smile, seeing her beautiful ass and imagining all the things I would do to it. She hadn’t noticed me yet, so I took the chance and, walking up behind her, put my right hand on one of her breasts. It fit right in my hand and felt nice and firm. She was stunned for a short moment but then turned around quickly and tried to slap me, saying „what do you think you’re doing, idiot?“. I had anticipated this reaction and caught her wrist in mid-air.
„I found your photo’s Maria...“
„What photos?“ She asked, but then the realization hit her and she turned white as stone.
„You wouldn’t tell anybody about this, would you?“ she said hopefully.
„Well, that depends entirely on you, my dear!“, I answered, smiling. „I have some plans for you this afternoon, and if you behave well and do what I say, your affair will stay our little secret. If not...“
Poor Maria guessed what I was up to (little did she know that I had far worse things planned than she could imagine) and broke down weeping. I knelt down and comforted her, patting her head, „Now there, it’s no big deal. You just do as I say and everything will be over quickly! Just imagine what would happen if everybody found out about these pictures, though... What would your boyfriend say?“
Seeing there was no way out, she pulled herself together and looked at me.
„I think, first of all, you should take off your clothes! You have such a wonderful body, it’s a shame to hide it.“
Slowly she got up and took off her t-shirt, then, reluctantly, her pants. She wore black lace underwear, which accentuated her lovely hips very well and went well with her tan. She stopped there and looked at me questioningly, but when I just smiled she started undressing further. I relished her awkwardness, she was furiously blushing and didn’t dare meet my gaze. Her bra went first and revealed her beautiful, small breasts. They were only size b, but very firm and her cute little nipples stood out proudly. She then took off her panties and tried to cover up quickly. When I told her to stop that she reluctantly let her hands drop to her sides and I got my first look at her wonderful pussy. She had shaved it, but there was still a little strip left, inviting the eye to follow it down to her slit, as if to say „please fuck me“.
I made her turn around and pose a bit, admiring her sensous curves and revelling in her obvious embarassement and discomfort.
I then made her kneel down in front of me and unzip my pants. When she saw my dick, I noticed her swallowing a bit, she had never seen such a big one before. I was already pretty hard, thinking about the things I’d make her do and my cock is a good 9 inches long and 3 thick. I knew she had had boyfriends before, going to the same school I’d known many of them, but none of them had had much of a dick it seems.
I asked her to stroke it a bit and then stick it in her mouth and give me a nice blow-job.
Maria was a bit reluctant at first, but, realizing that she had no other options, started rubbing her hand up and down my shaft and circling my head with her tongue. Then she took it in her mouth and started going in earnest, bobbing her head up and down. She was quite a good cock-sucker, it took her a while to get used to my size, but she did a really good job.
With all the excitement of forcing this beautiful girl to suck me, I could feel I’d come really soon, so I took her head in both of my hands and rammed my cock deep into her throat. She instantly started gagging and stuggling frantically, which was all I needed to have a huge orgasm and shoot wads of semen down her throat. When I finally let go of her head, she collapsed on the floor and breathed heavily, tears streaming down her face.
„Get back up, bitch, and suck my cock clean. We’ve only just started!“
Still sobbing, she got on her knees again and took my penis back in her mouth. She obviously didn’t like the taste of my cum, because she made a face like she was going to throw up, but I couldn’t care less.
Next, I made her sit on the couch and stroke me, while I fondled and pinched her little breasts. She had very nice soft skin and delicate little nipples. Every time I squeezed, she gave a little yelp and soon, her nipples became bright red and sensitive.
„Have you ever had a cock in your ass, Maria?“, I asked her. „No!“, she answered obviously taken aback by this idea.
„Well, so much the better“, I laughed. „ I’m afraid this will hurt you a lot, but I’m going to enjoy it immensely! To make things even more fun, I want you to beg me to fuck you in the ass. And then I want you to sit on me and push my cock into your ass painful by painful inch, all by yourself. Does that sound good?“
„You sick pervert, never in my life will I do that!!“she shouted and tried to twist away from me.
Her defience aroused me incredibly and I smacked her across the face hard enough to make her cry. Then I took a rope from somewhere (this is a sex fantasy after all, not reality...) and quickly bound her to a table, so that her rump lay on the table and her ass stuck out into the air. I started carressing her butt, squeezing the firm cheeks and running my finger through her crack. When I touched her ass-hole, she jerked and stiffened, saying „no, please don’t!“ Then I took off my belt (I have a nice african leather belt with a pattern of beads sewn on) and, putting all my strengh into the blow, brought it down on her ass. WHACK! My little sex-slave screamed and tried to get away, but of course she couldn’t. Where the belt had hit her, there was a long red mark on her ass, and the beads had made painful-looking little dents. And WHACK! went the belt. Scream. WHACK! Scream. WHACK! Scream, till her ass was bright. I could see she was in incredible pain and she screamed at the top of her lungs, twitching and squirming on the table, but I kept beating her. She pleaded with me to please stop, I was destroying her butt, she would do anything, but please stop!
„All you need to do is beg me to rip apart your tight virgin ass“ I said.
But she still said „never“, so I went on beating her. WHACK! WHACK! WHACK! her ass starting to bleed now and her screams growing louder and more desperate. After a few more strokes she started sobbing and said „ok, I’ll do it, just please stop! Could you please fuck me in my ass?“
WHACK! „Mean it, bitch!“
„Please, fuck me in the ass!“
WHACK! „Is that what you call begging?“
WHACK! „Ouch!!! Please, let me stick your dick in my ass and fuck you. Please!!“
„Ok, that sound better! I hope you really mean it, though!“ With that I cut her bonds and sat down on the couch, stroking my hard-on. Maria just lay there, crying, absolutely worn out by the punishment she had received and terrified of the task that was before her. She tried to stand up, but her butt was so sore that she could only hobble to me, grimacing in pain all the while.
I then explained to her that I had a video camera with me and I would film her while she fucked herself on my dick. She should put on a show to enjoy it, having begged me so hard to be allowed to do it, otherwise I would go look for other more tender spots of her body that I could whip.
She couldn’t help but whince at the mention of having her humiliation filmed, but beeing totally submissive now she bit back her protest and nodded. So I made her bend over, and after brutally kneeding her bruised ass for a while, spat into my hand and rubbed the spittle into her asshole. Not beeing in the mood to be gentle, I rammed 2 fingers into her, making her gasp in pain and tense. I told her to relax, and started moving my fingers around in her tight little hole, getting occasional little cries from her. I then spat again and worked her asshole a bit more, just to be sure I wouldn’t hurt myself because she was too dry.
Her makeshift lubrication done, I leaned back on the couch and positioned her so that she looked at me and her ass was right above my dick.
She was trembling now and working hard not to break out in tears, but she slowly started lowering herself onto my waiting cock. When her ass-hole first touched my head, she gave an involuntary little cry, but the prospect of another whipping made her start pushing down. Her muscle slowly started to open, but it wasn’t enough to let my big head in; nevertheless it was causing her a lot of pain, she was starting to breath heavily and grimaced. I could see she was reluctant to really push down, so I decided to persuade her a bit. I took one of her nipples between thumb and forefinger and began slowly squeezing. She stiffened and became wide-eyed. I started pulling and turning her nipple. „You had better push down, dear, otherwise soon you’ll have a knot in your nipple...“
She closed her eyes for a moment, shakingly took a deep breath and then lowered herself down on my dick. I could feel the pressure increasing, her incredibly tight ass was fighting with all means against this brutal violation, but then her muscle gave in and my first 3 inches violated her tiny ass.
Maria gave a painful cry and tried to get off of me, shouting „it’s tearing me apart, let me go, it hurts“, frantically struggling, but I held on to her till she’d calmed down.
„Hey bitch, what’s all this about? Either you start fucking yourself right now, or I’ll whip your pussy till it’s raw and bleeding and then really fuck you in the ass!! It’s entirely your decision!“
She sobbed a bit but then started pushing down again.
It was the most incredible feeling: my dick stretching and tearing her tight virgin ass-hole and seeing how with every inch the pain becomes more and more unbearable, but still she is pushing down, impaling herself on my dick. Trying to maintain her composure she’s pressing her lips together so as not to scream, but I can read the torture in her eyes and every movement makes her grimace in pain and her shoulders shake with her silent sobs.
When I finally bottom out she collapses, crying, thinking it’s over now, but I only laugh out loud and pinch her clit. This surprising violation makes her jump up, almost off my rod, making her screech in pain, but I make her push it back in and ride me. If anything, this is even more painful than first sticking it in, and she cuts terrible grimaces, tears streaming down her face and little whimpers escaping from her throat. My huge dick looks like a pole, impossible big sticking in her tight little ass and it was covered with her blood.
Soon she is so weak from pain that she can’t really move anymore, her eyes starting to glaze over and then I start the final fun. She thought it couldn’t come worse, but of course she was wrong...
I had a big black dildo ready on a side table. It wasn’t huge, about 2 ½ inches thick and 8 inches long, but would do very well for what I had in mind.
Seeing my new tool seemed to reanimate Maria, she tried to struggle and get off my dick, but in her weak state I could easily hold her. I grabbed hold of one of her nipples and forced her to suck the dildo, to make it nice and slippery. Then, with deliberate slowness, I began pushing it into her pussy.
Her ass-fuck had not been the least turn-on to her, so her pussy was still very dry and I had to apply quite a lot of force to enter her. Also, with a big fat dick in her ass, her pussy was even tighter than normal. I could feel her passage stretch to its utmost limit and begin to tear to accomodate this cruel dildo.
She squirmed and screamed, being in even greater pain than ever before, now that her tender pussy was also being ripped apart, but her movement only excited me more and I pushed harder. When the whole dildo had disappeared in her twat, I stood up, my dick still buried in her bloodied ass-hole and put her down in doggy position. Then I started fucking her for good. The poor girl felt as if she was being sawed apart, a big dildo buried deep in her pussy and my large dick ripping apart her ass. She was so weak by now that she couldn’t struggle any more and just sobbed and cried. Just before she passed out I couldn’t hold it anymore and filled her intestines with my semen.
Seeing her to be in no shape for anything more, and beeing drained by all the fucking, I packed my camera and left her lying there, ass red and welted, blood and cum dripping out of her violated ass-hole and the dildo still stuck in her nearly senseless pussy...