Everyone in this story is over 18.
(Sorry for the delay. I hope you enjoy this part.)
Jerry stood outside the Wooden home and took a deep breath. He had been coming to this house since he was in grade school with Ryan. The young man had wanted this day to happen for a very long time. Desiree Wooden, his best friend's mother, had been the center of his masturbation sessions for years. And over those years he had stolen peeks up her dress to see her panty cover pussy. The delight of knowing the color and style of the underwear she wore fueled his hard cum filled cock and imagination for days on end. His phone vibrated in his rear pocket.
"My sweet Jerry when you arrive just let yourself inside, strip naked, and quietly come upstairs to my bedroom. I have a tasty surprise for you." The text read.
Jerry's cock twitched several times. He walked inside, closed the door behind him, and tore off his clothes as if they were on fire. He quickly and silently rushed upstairs with his bouncing hard-on that slapped his thighs and stomach with each hurried step he took up to the second floor. He stopped at the bedroom door.
"Oh my..." Jerry thought. The body of a naked woman lay in a fetal position, ass up facing the door way. Dark stockings clad the woman's legs held up by a white garter belt. A tube of lube rested on the bed to the woman's right. Her asshole and pussy glistened from the lotion. As if control by an outside force, he gripped his cock and moved toward his target robotically. Within a few feet from the bed he felt a hand grab his shoulder and another clasped over his mouth.
He panicked.
"Wait," Desiree Wooden whispered into his ear. She removed her hands and hugged Jerry from behind.
Jerry felt something hard rub up against his ass cheeks. He turned and looked down. Desiree wore a strap-on. "What..."
"Shhh..." she hushed him.
"Desiree... are you back?" the woman on the bed, unable to move or turn around, asked. "I think the ties are cutting off my circulation."
Jerry for the first time noticed the woman had been restrained to the bed into a fetal position. His cock jumped and grew thicker.
"It's okay, mom." She said. "I had to find the toy I wanted." She then said quietly, "pick a hole." and gently shoved him toward her mother.
Jerry shocked, stared into Desiree's eyes.
She nodded.
Ethel Monroe, Desiree's faithfully religious mother, laid bound on her daughter's king size bed. The 76 year old church matriarch had only been with one man her entire life, married for nearly 58 years. Five months ago she discovered her husband had been adulterous from day one. She had caught him fucking a temp-worker in his church office. The worst part was her husband was pounding away into a man's asshole. She never told her husband she caught him. Ethel's attitude changed and she decided her sex life needed to transform as well.
Jerry walked up to the older woman, rubbed his cock head up and down her pussy slit.
"Oh, dear that feels so good, did you warm it up first, Desiree?"
"Not exactly," she said. Desiree took a firm grip on Jerry's hips and shoved him forward and impaled six inches of his cock into her mother's pussy.
Jerry overtaken by a mad lustful urge plunged the remaining length of his hard thick cock even deeper until his balls slap her clit.
"Fuucccckkkk..." the old woman screamed.
It was only then the truth surfaced. Desiree walked to the other side of the bed with her strap-on inches from her mother's lips.
"How does my boy toy feel mom?" she asks.
Jerry continued to thrust into Ethel. He felt her push back to meet him. "This old bitch is hungry and horny, Mistress," he said smiling as he jammed three fingers into her lubed asshole.
"Goddamn it, Desiree, make him stop this is a sin... ooohhhhh fffucckkkk mmmeeeee..." Ethel whined. "Oh fuck...mmmmmm."
"Now you are a cheating slut, dear mommy."
"Please make him sssstttooopppp...ooooowwwwww my god he is... he is ... so good..." Ethel moaned as she pushed backwards meeting her lover's thrusts.
"This is only training, mom," she said. "Jerry is getting you ready for your real surprise. Ryan."
"Nooooo," the old woman mumbled between thrusts. She had told Desiree that her old pussy needed a huge cock to tune it up. To Ethel it had only been part of the pretense as she was fucked by rubber dicks. This was completely different. "Not my grandson. That's incest, Desiree."
"Shut up mom. What do you think eating your daughter's pussy is? Incest! What about fucking you with my vibrators and dildos for the last five months?" she said and turned to Jerry who steadily fucked her mother.
"Take this bitch to heaven and back."
Jerry slammed hard and brutal into Ethel relentlessly, pulling out to the tip only to pound his entire shaft back inside her balls deep. He repeated this several times. He removed his fingers from her ass and gripped her pasty white cheeks spreading her butt open. Ethel's gaping anus opened and closed with each thrust into her pussy. It appeared to take a breath every time he thrust his cock into the old woman.
After untying her restraints, Desiree, with Jerry's help, flipped Ethel over onto her back.
Jerry pushed the old woman's legs up and backwards with her knees pressed against her ears. He shoved his cock deep and held it against Ethel's battered womb. He began grinding in small circles with short hypnotic pushes and pulls. Jerry glanced beneath his ball sack, seeing Ethel's empty asshole, pushed his fisted hand into her lubed ass and she went ballistic.
Ethel's eyes rolled back into her head as she moaned and groaned. Suddenly her body shook wildly. Her chest rose and fell causing her sagging breasts to slide off to her sides. "Fuuuckkkkk oh my GGGoooodddd.... So big.... I want your big cock in me babyyyyyy.... I'mmmm cuumm... cummmmminggggg!!!...." she screamed and spit as if demonically possessed. She collapsed and passed out.
Jerry did not stop. He kept fucking the old woman with fist and cock. Her gray pussy hair kissing his cock shaft each time he withdrew and plunged deep. It looked like sea grass swaying back and forth. Jerry knew he would not last much longer, but he wanted this horny ass granny to be awake for his sperm load. He reached up with his free hand and pinched Ethel's right nipple.
"AAAhhhggg.... Fuck that hurts..." she screamed waking up from her orgasmic nap.
The young man removed his fist from her anus and leaned forward kissed her. Their tongues wrestled. Jerry was right he thought, this old woman wanted his big cock, and maybe the biggest she had ever seen or had in her life. Well, that would remain true until her grandson, Ryan, fucked her. Maybe they could DP her as he fantasized. He smiled.
Jerry slowed his thrusts hoping to prolong his ejaculation into this wrinkled old pussy. Then a strange feeling overcame him. He was completely drawn to Ethel. He even pictured her as his older girlfriend, or is it granny-friend.
"Mrs. Monroe, you are so sexy and beautiful," he said pile driving his thick cock in to her stretched-out pussy. Her large clit appear to be the size of a thumb peeking out its fleshy hood.
Ethel looked up, tears swelled up into her eyes. She held Jerry's face in her small hands and kissed him long and passionate. "No one has ever told me that, never," she said. "Not even my husband." She moaned as a second orgasm approached. "Please don't stop, baby." She pushed her pussy up matching his thrust. "YYYEESsssss Babbbbyyyy I'm cummmminnngggggg againnnn..." Ethel inhaled gasping for air. She relaxed and enjoy sex for the very first time in her life with another man.
Desiree listened as her mother opened up for the first time in decades. "Okay you two, time to really play," Desiree said. "Pull your cock out of her and lay on your back, Jerry. And Mom I want you to mount his cock facing him."
They both complied.
"OOOHhhh, yes baby, you are so hard," Ethel meowed. "You really do fill me up. Soooo... much bigger than that bastard I'm married to."