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."