Incest warning: This story line contains graphic sex scenes between an intelligent, sexually needy mommy and her 31 year old son, coerced by a sadistic, overly attached girlfriend. This is Part 3 in my Dating Site series. It may help to read parts 1 and 2. Do NOT read this if you find rough sex between a mother and son extremely disturbing. The story line has panty fetish cues before the main strap-on sex orgy, with mom-son fucking action, and a dark, sordid exploration of BDSM and humiliation themes. Not for the weak of heart, Leonard.
*****
"I will be your girlfriend," calmly uttered the half-naked brunette with the marine blue top and staring, psychotic eyes. Like an internet meme on a not small dose of crack cocaine.
She stared.
Her sadistic, powerful brown eyes catching the scene as a ray of moonlight fell through the curtains of a Lexington Avenue hotel room, catching her beauty. The glistening sweaty wetness of her damp, pungent crotch.
Sweat beads drenching Mistress Laina's marine blue top, as she flicked the riding crop against Rick's ass, speeding him up.
"I will be your girlfriend," she commanded again. Her taunting eyes. Her penetrating, dark brown eyes staring; the subtle unleashing of a former good girl turned sadist.
Her curvaceous hips shifted weight as Laina placed her tan pantyhosed foot down on top of the groove of Rick's naked back, while he fucked. She pushed him down like her slave, making him rut like a dog between his mother's legs.
Previously, she'd made him yank his mommy's thong panties down, while she watched.
She was an overly attached girlfriend, and she liked to have her boyfriends on their knees before her, humiliatingly begging Mistress Laina following prolonged cunnilingus, to fuck.
To rut his cock in an older woman's cunt, between his own mommy's legs, like a pit-bull terrier on heat.
"Don't hide secrets in your house, boy," those manic brown eyes glinting. "I stole the key," and she laughed.
The kitchen knife on Mistress Laina's bed.
Her $800 tribute in the white envelope still by the door. And, Rick, with his mother, Chloe, fucking senselessly as she dominated them both.
How did it come to this? How had Rick's cock, fresh from his sister and mommy's cunt, led him to this moment?
The answer was that simple dating site.
24 hours ago, Rick had spent just 44 minutes in a live dating chat session on Todd and Clare, and subsequently received a text offer he couldn't refuse.
It read on his phone:
###
You have 1 new message.
Sender: Todd and Clare Dating
Profile: Overly Attached Girlfriend
Date: 6-15-2016 10.29pm
###
...Hello Doggy,
I'm offering you an overly attached girlfriend experience, and I will be your girlfriend, bitch.
I know you've got your sister's piss soaked, dirty Tena panty liner wrapped around your cock. Such a beautiful, busy young woman your sister is.
Thanks so much for sharing her Facebook profile, I'll blackmail you with that later.
I think you definitely need to be punished for spanking her so hard every Thursday. For telling me in our chat how you're up to sniffing that filthy gusset liner that's marinated against your sister's pungent cunny for 12 long hours.
For being such a perverted little fucker, who needs punishment.
I know you've been watching me on YouTube, Rick. Seeing my pretty brunette hair, and eyes degrading you. You're a creep. And, I'm staring into your soul.
Thank you for divulging so much to me Rick in a dating chat tonight. My offer is on the table. $600, and don't forget my tip.
Meet me on the first floor of the W Hotel on Lexington Ave outside the computer room. Bring a pack of durex, a dog collar, and your mommy.
Yes, I repeat, bring your mom, Chloe, now you've told me all about how you fucked her. And, wear that piss stained panty liner you fucked your sister with in that Central Park women's bathroom.
Room 44E. Don't be late.
Signed, Mistress L.
####
Rick slumped lazily over the side of the couch, where his perverted, horny body had sunk, his head a chaotic mess. A wildfire raged through him from the events just 3 hours ago, in that filthy Central Park ladies toilet.
How Rick had unapologetically filled his little sister's stretchy, needy pink cunt and asshole, pumping both her middle class holes with his incestuous seed until it oozed from the young woman's bottom like clotted cream.
After returning to his apartment in Manhattan, he spent hours trawling Google for something filthier to do.
It was Rick's cock, though, not Google, that took the young attorney back to the only dating site he knew that was anonymous enough to get him more cunt action than a toilet seat.
Where Craigslist and Backpage had failed to offer nothing more but gutter low life whores and pay-as-you-go escorts, this dating site, Todd and Clare, satisfied Rick's need for intense, creative, and no holes barred sex with classy girls who dropped their panties for moneyed lawyers.
Rick had fucked his way through an entire Todd and Clare city, and the Friends with Benefits thing had certainly paid off for him.
But he needed to do something filthier.
Something more than the regular skirt hiking, panties-down experience with twenty-something college grads. He needed something sleazier.
And Todd and Clare, Google's answer to Pornhub with live-pussy-access, satisfied the dog in Rick, like he fucked his sister Jessica's fragrant, yearning asshole in Central Park just 72 hours ago.
The problem with Todd and Clare, though, like all casual dating sites promising tight young pussies, is that they can attract overly attached girlfriends.
Sadists.
And in Jessica' absence, Rick had found his match in an unassuming dominant female's profile, clearly an advert for a dominatrix, named Mistress Laina.
He'd messaged her.
To admit his shame.
To confess how since Jessica had made him wear her piss soiled panty liner, it had sadly been his solo masturbatory aid for 3 whole days.
That small strip of cotton pressed between his sister's legs, absorbing all her pussy juices. It was pungent. Her piss and pussy stained panty liner that his little sister had left him as a souvenir from the park.
The carnal smell of Jessica's hairy cunt; her attractive brunette perfume still lingering in his nostrils.
He naturally confessed to Laina how he'd waited by the phone for Jessica to call, and the silence drove him mad.
He was a brother who knew he'd gone too far but he loved feeling like a pervert. To need Jessica's pussy again.
Needing any friendly, sweaty pussy; he'd become masturbation obsessed. A perverted oyster-clam hunter with a boner that would not let up.
Masturbating for days on his sofa, in a jerk and sleep cycle that left him drained; Rick held his 25-year-old little sister's cunny soiled liner up to his nose, again, by its sticky back, and he took a long drag of her pissy stained goodness; yellowy residues from his sister's maternal cunt.
Like mom's, Jessica's crotch was imbued with the heady mix of pheromones, pussy odor, and gym sweat. Enough to make Rick's cock throb with lust and confess all his sick and depraved sins to Mistress Laina.
The memory of Jessica's hot, gushing urine that she flooded her worn gusset with—Rick's little sister's Tena panty liner pressing against her cunt—Jessica's hairy Brazilian landing stripped cunny.
The combination of paced thoughts, made Rick's cock stand to attention, and her ignoring him made him sweat cum.
She would be too busy this week, for her usual Thursday night spanking session, and she was no doubt turning the tables on her once dominant brother.
Making him a bitch to his little sister, and a source of income to Mistress Laina, now.
That toilet in Central Park had changed everything.
Jessica's soiled panty liner had taken Rick by the horns, and held charge of a 31 year old corrupt lawyer who was fast decaying into a masturbating pervert needing to feverishly jerk off all day.
Needing to press his nose into a sexually healthy adult woman's dirty, soiled panty liner, while rubbing his cock hard to orgasm.
And, to take days off work while he satisfied his disgusting pleasure.
Mistress Laina promised him one of her own dirty panty liners, if he was a good boy. And her bluntness, like her staring eyes, hit home hard.
The truth is that Rick almost dropped the phone when he got her text.
His sister's pee soaked panty liner, still wrapped around his cock; he took a double take to feverishly read Laina's above message again.
Rick had become a pathetic male loser, and his fetish charged his the sexual desire for Laina.
He'd taken the bait, hook, panty liner, and sinker.
Hurriedly, the 31 year old phoned his mommy immediately to get to an ATM. And he confessed first to his mommy, about the degrading turn of events and how he'd been spanking his sister, (her daughter's) adult bare bottom every week since her sophomore year at NYU.
He'd met a sadist off a dating site, and he needed Chloe, his mommy, to be there while he purged his carnal desires.
Unlike most moms, Chloe was understanding.
Shopping late in Saks when he called, she was on hand within the hour for another fucking session, with Rick, and his dating-site dominatrix.