Deep in her virgin ass, with mother's help

Jess' unbelievably tight little pussy is going to finish you in a moment if you don't pull out, and you want your first **** to be, for lack of a better word, special. You want it all. You want a bit of the beautiful little butthole you're stroking with your thumb. It's just barely visible past Jess' pulled-aside panties. It's teasing you. Winking at you.

With some regret you start sliding your dick out of Jess' hot fuckhole. It seems to hold on to your dick, and you actually have to stabilize her ass and draw back your hips to get it to release the flared head of your cock with a cute, wet little pop!

Jess mewls feebly when you exit, perhaps hoping that you're done with her. Almost certainly knowing that you're not, as you stroke her pink star more insistently. You hotdog your cock between her firm, lightly freckled buttcheeks, sliding it up and down her defenseless crack, and move your hands up to your belt. You loosen it, revealing the beginnings of a purple bruise ringing poor Jess' delicate neck. A painful impression of where the supple leather had choked the fight out of her.

You gently stroke Jess' curly red hair away from her pale face, causing her to flinch. This somehow offends you - after all you don't have to treat her with any kindness at all; and you seize her copper locks harshly instead, immobilizing her head, pressing her face against the hard table. She appears to get the message, and you pull back again and enjoy running your fingers through her lovely sweat-damp hair.

Jess doesn't flinch again. She doesn't move at all when she accepts your touch, except for the rhythmic rise and fall of her back and chest with her breathing. Your hand moves from petting her hair down to her slim shoulders, over her collarbone, and your little **** victim silently lifts her chest without prompting when your hand reaches for the perfect nipple buds sprouting from her chest, allowing you access. She's ready.

You open your mouth to speak, but Jess' father beats you to it, breaking the moment with a loud, "Finished!"

You look up in annoyance. His meal is cleared, all the pasta having disappeared from the bottomless bowl in front of him. Whatever spell had kept him in his chair through his daughter's violation was over. "I'm sorry, Jess," his voice breaks a little, "but I can't sit here through this any more. Come on, Brad."

Brad's head jerks up. His father is moving quickly around the table, obviously intent on getting him out as quickly as possible. He is **** to simply drop his cell phone on the chair or reveal his perverted filming to his family. Brad's arm is practically seized as he is dragged away from the scene of his sister's ****.

The mother watches her husband disappear, eyes a mixture of relief and anger. She looks down at her daughter, trying to care for her, "Don't worry, Jess. Mommy with stay with you. Just be brave. You'll be o-"

"Perfect!" You growl, irritated, "maybe 'Mommy' can make herself useful. Jess, flip over onto your back. I want to look into your pretty blue eyes when I fuck your asshole."

Jess looks up at her mother for help and support. She gets a tight-lipped nod and grimace from Mom in response. Jess obeys your command, awkwardly shifting around on the hard wooden table, and your annoyance subsides slightly.

"Good girl. You might make it through this after all." You start pulling at her panties, finally removing them. Jess even lifts her knees, allowing you to slide them off easier, "A very good girl..." You lick your lips, practically drooling, and softly take a moment to play with Jess' angry, abused vagina. Jess' mouth twists in pain and self-loathing. She looks like she's going to be sick when you slip a finger in between her swollen pussy lips, gathering what little moisture is available and touch it to her butthole.

Jess' mother has a blank, faraway look, "Lift her legs, Mommy."

That grabs her attention. Her mouth opens in angry protest and you form your fingers into a crude, gnarled spear positioned right at the entrance of Jess' pussy, threatening her daughter's flower with your full hand. Jess begins to squirm away and your hand flashes to the loose, dangling belt, reminding Jess of her place. Of your power. Jess freezes, still as a frightened mouse, and Mommy's mouth closes, swallowing her objection.

You scoot Jess' cute butt towards you until it hangs slightly off the edge of the table, and her mother is **** to bend over the table to help you violate her daughter. You lift Jess' smooth legs and hand over her ankles one at a time. Glaring daggers at you the whole time, the older woman stretches her daughter's flexible legs back until Jess' knees are practically touching the table underneath her.

You take a moment to breathe. You breathe in the smell of fresh sex, and the eroticism of the completely exposed young redhead in front of you. Jess' ass and pussy couldn't be more fully revealed - hanging free, butt out first and babymaker staring straight up at the ceiling; and with her own mother holding her ankles over her head. Your hands are completely free to roam, and you stretch Jess' beautiful pussy open as you press the head of your cock against her butthole.

"No. Wait!" Jess' panicked last-second protest is your signal to seize her hips and enter her dry ass hard.

An animalistic, involuntary snort of pain exits Jess' nose, and she bucks her girly hips. She must be actively trying not to scream this time, as her snort of pain turns into a croaking, tortured groan deep in her throat. Perfect, square white teeth are clenched, biting down on her agony as you drill your cock deeper into her rectum.

"You look so beautiful like this, Jess," you tell her, wickedly trying to elicit a reaction. You're rewarded as she lifts her head and looks you right in the eyes, her own hateful blue eyes open so wide that you can see bloodshot-white all the way around her irises. Her face twists miserably as she realizes she's given you some kind of sick satisfaction, and she covers her eyes with one little hand, resting her head back, clearly just trying to survive this awful experience. Her free hand slaps the table loudly, trying to gain some kind of outlet for her pain.

Apparently her mother has had enough, consequences for her daughter be damned. Jess' ankles are released and her legs rest lightly on your shoulders. The older woman slumps backwards into her chair, mumbling some kind of apology to her daughter into her hands.

Finally you're all the way in. Your balls press hard against Jess' buttcheeks, and you keep your long cock deep inside, moving in and out only in little increments.

"You're really taking my penis inside you very well, Jess. You fit the whole thing into your little ass. Everybody is looking at you," most eyes are actually carefully avoiding the intensely uncomfortable scene, but some do linger or steal glances. Most of those glances are disgusted or horrified.

"Everyone here is so proud of how your butt swallowed up my thick cock. I know I am. I'm going to remember this feeling forever, just like you are. I hope, when you do, you remember feeling proud of how good you are at getting ****."

Jess' mouth is wordless, only releasing an occasional involuntary grunt of pain. Her body is as limp as any ragdoll, moving only in the broken rhythm of your hard fucking. You let go her hips with one hand, stroking her pussy again. You're a little disappointed that it doesn't seem any wetter, and that Jess has no reaction to you touching it.

Bothered by her emotional retreat you slap her pussy hard, and get a jerk and a short little howl that Jess quickly bites down on. Her voice rasps out, finally, "You fucking bastard. I hate you. When I get... When I... I'm going to..." Apparently she can't even finish a threat. Can't even harbor a healthy, natural thought of **** or hatred. Instead of threatening you, promising to jail or kill you, she sobs weakly and just takes more cock up her tight, gorgeous young ass.

You shush her, "Sshhh, it's okay. I understand. You're a stunning young woman, Jess, and you're doing a very special thing here for me. I want you to know that I appreciate you being a very good girl."

You're going to blow any moment now, time to make this moment even more 'special'. You slowly pull out of Jess' asshole, enjoying the whole length of it as it grips your cock all the way to the exit. Freed, you reach down to the chair next to you, quickly finding her brother's phone. It's not password protected, and it's still open to the video screen.

Your penis finds the entrance of Jess' pussy, and with a little **** you slip just the tip inside. It makes a tight seal around the head of your stiff cock, and you begin jerking your shaft. You make it just in time. Rope after rope of sticky cum shoots deep into Jess' little oven. Her legs squirm a little bit and you can hear her gag, as though she was going to throw up. Even so she wisely doesn't make the short movement to get herself off the head of your cock, to protect herself from your seed. You take your time draining yourself completely inside the petite redhead.

"I don't know if this will make you pregnant. I don't really care very much. What I do know is that I'm going to make it a point to find you in, say, six months. When I do, I expect you to be pregnant - by me tonight, by slutting it up with every guy who looks at you, by your own brother if you have to." You hit 'play' on the video Brad took of her, and let the phone rest besides the poor, broken ginger girl. Her earlier screams and the sounds of her **** rend the air, again given life by the secret filming. Jess sobs into her hands.

"I think you know what will happen if I see you then and your belly isn't nice and full, and if those little mosquito bites aren't swollen with milk."

You fish in Jess' purse for a moment, finding a wallet. You whip out your phone and take a picture of her ID for later, and another of Jess teary, defeated face as a trophy. Your first **** cockslut, the first of your new life.

Jess' mother appears to have come to life, and with a loud bang! smashes her son's phone on the table, repeatedly, cutting off her daughter's recorded ****. Apparently since it's not your property she's allowed to vent her bottled rage on that particular instrument of Jess' torment. You don't envy Brad when she gets ahold of him.

It is only the first half-hour of your new life, and already you feel more sexually satisfied than you've ever felt before. The idea of forcing Jess into slutdom and unwanted pregnancy just makes you feel more powerful. Riding your high, you take a look around the restaurant, and spot something unexpected:

A female face on top of a rapidly breathing naked chest is staring at Jess. Not in sympathy - but in lust. Jealousy, even. This girl... looks like she is actually, somehow, envious of Jess' horrific experience. You're curious if she's really that kinky, or just completely naive; a foolish girl staring at reality through glasses tinted by a rosy dark fantasy.