Intro: The exploits of a man whose given name fit him perfectly, Randy, and he certainly was that. He was a high-school history teacher and coach until he hit the lottery and retired early at 52. While he was not averse to returning flirtatious quips from the girls in his classes, he did avoid giving in to the urge, telling the more enticing of them to, "come see me after you graduate." Some did, but these stories deal with his life after hitting it big and building two houses; one along a river bluff 45 miles inland from the Atlantic Ocean and another on a secluded portion of the Northern Outer Banks, both equipped with playrooms. And he still had over a hundred million to spare. All characters involved in sex are 18+ years of age and fictional. All stories can stand alone, but reading the series gives added insights and descriptions as it unfolds.
Synopsis: Teen blonde leaves her graduation party to visit her step-uncle and experiences first anal.
June, 2016 - River House
Locally, the first Saturday of June is traditionally high-school graduation day and Halley's had arrived. The eighteen-year-old had invited her step-uncle by marriage, Randy, to the ceremony, but he had declined.
Being a retired teacher, he had texted her, "Halley, I've been to over 30 in my life and it's hot as hell, I don't need to go to another and sweat amongst all those people. I'll see you at the party Saturday evening."
They had developed a special fucking relationship over the past two months (see previous stories), he became her carnal mentor, and despite her inexperience, Halley was blossoming into a sensual creature as she learned to play with his ten-inch cock.
He arrived at her home just prior to the 5:00 p.m. invitation and parked down the street from the modest brick home. Attached to its side was a two-car garage that held tables and chairs and had upward of 30 people milling about: aunts and uncles and cousins and parents and step-parents and grandparents; an overabundance of kinfolk, by blood and by marriage.
Halley was mingling amongst the guests as Randy sat in a corner near one of the open garage doors. He had brought with him a card and a box and placed them on the table as he sat and took her in. She was dressed in a knee-length black dress that was low-cut and had spaghetti straps. She wore a gray cotton bra whose straps showed on her lightly tanned shoulders and Bohemian leaf fringed feathered earrings in turquoise.
Her sister Gabbie stopped by and asked him if he wanted anything to drink and he asked for a water. He watched her walk away. Other than the blonde hair they were nothing alike, but Randy could see that Gabbie too would be a good-looking woman as she aged. It was then that Halley arrived at his side.
"Congratulations," he told her as he stood to give her a hug, noticing the thin nose ring in her left nostril, but hiding his irritation, "how does it feel to be a high school graduate?"
"Great," she mocked enthusiasm and re-hugged him, whispering in his ear, "Get me out of here, these people are driving me nuts."
Randy chuckled, "Now, now. We must serve our penance for all those graduation presents. Speaking of which, we need to go somewhere private so I can give you yours," and he nodded to the box and envelope on the table.
Gabbie brought his water and Halley held her reply as he thanked her sister for the bottle. Once she had walked away, Halley whispered, "Follow me," and she started off toward the house.
Once inside they went through the kitchen and he asked her as he followed, "Are you sure we'll be alone?"
"Yeah, they're all outside gossiping about each other. It'll be ten minutes before they miss me." She opened the door to her room and motioned him in, shutting it behind them and then she turned and rushed into his arms.
Randy kissed her briefly and then handed her the envelope. She opened it to at least a dozen hundred-dollar bills, and he told her, "No one is to know you got that much money from me. There's a twenty in there for public consumption, but the hundreds are your secret emergency stash for college, kapisch?"
"Kapisch," she replied, her head still tilted down at the bills in her hands, until she looked up and grinned, "What's in the box?"
"Are you wearing underwear?" he asked.
Halley pulled up her dress to reveal a small Lycra thong in turquoise over her bare pussy. Randy opened the box and brought out a pink item that had a bulb about the size of a golf ball and a long thin tail that was about five inches in length.
Halley looked at it as he held it up by its tail, "What is it?"
"It's a Lush remote-controlled vibrator. Open your mouth," and as she still held her dress up, she obliged and wet it with her saliva. When she had it fully wet, Randy pulled her thong aside and inserted the bulb into her pussy with two fingers and slid it up until only two inches of the tail were visible as she rose on her toes and sighed. "That should be enough of the antenna left outside," and he reset her thong.
"Antenna?" she questioned warily.
"There you go, all ready," he ignored her question and brought out his phone, smiling deviously at her. "I have the app for it on my phone, I'll show you how to download it later, but I can control it's vibrations from 40 feet away," and he gave her a short taste of its feel and she whooped and dropped her dress to look at and to feel her abdomen through the fabric.
"You're evil," she smiled as her head upturned to look at him.
"Yeah, yeah, we established that last time, although I believe you called me mean then. Now out you go to commune with your guests and let me play with you without you letting on. Good luck," and he motioned her out the door.
Other than during the short speeches to acknowledge Halley's achievement, he tormented her over the next ninety minutes, discretely working the controls on his phone in the various modes and cycles of the vibrator. He never let her get all the way there, although she did dance on the edge when he put the earthquake mode on high while she was talking with one of her grandmothers.
Eventually she made her way back to him, her thick puffy nipples evident through two layers of fabric and sat next to him. "You ass," she hissed quietly as she sat beside him.
"What, you don't like your present?" he asked in mock seriousness and increased the vibrations.
Halley put her elbows on the table and held her head in her hands, "I love it," she barely managed to say.
"Unlock your phone and give it to me," he demanded as he dialed down the vibrations, and she did so.
As he made sure she had her Wi-Fi hotspot on and downloaded the app to her phone he told her, "Don't take it out when I leave. There you go, now you can control it if you want to after today," and he passed her phone to her.
"You put that on my real phone?" she asked.
